Date: Wed, 22 Apr 2020 06:55:10 +0000
From: Jak Ladd <JAKLADD@hotmail.com>
Subject: Trading Pics

Transgender Stories / TV

Trading Pics
by Jakladd

Sitting at the traffic light, my left foot taps the car's floor anxiously
while my other foot holds the brake, seemingly it's the only thing
restraining my extreme sexual desires. All day I've been looking forward
to getting home before my girlfriend. I generally finish work at least an
hour before her.  I need that hour to indulge in my hobby. Or fetish.
What ever you choose to call it.  She would not be pleased with my
fixation,  especially my intentions. I had to get home and check my
email.

Not just any email, it's my secret account.  I've been using it to
solicit nude pictures of men I've met on craigslist. Posting on the
"casual encounters" section I had a few tantalizing pics of myself
wearing women's panties.  Just a few pics, to create interest and
curiosity.  Indicating my desire to trade pictures of me for pictures of
men and their cocks and their wives, the amount of replies my slim,
petite, frame adorned in sexy panties attracted was remarkable.  All
sorts of men wanted to fuck me.  And they  weren't shy about telling me
so. It's just too bad for them I never intended to meet with any of them.
To be fair, in my ad I never mentioned meeting, just trading pics.

Of course these men wanted more. I can't blame them.  My ass was very
sexy.  I had a skinny boyish figure at 5'7", 120 lbs on a good day.  Hard
to blame any of these men for wanting me, my tiny round feminine ass was
mouthwatering in panties.  I always felt so sexy and naughty wearing
panties, taking pics of myself and sharing these pics with horny men.
 With an impressive collection of panties, my girlfriend had no idea I
possessed so many or what I did with them or what went on in my mind
while mincing around hard as stone in panties.

Though my ad did just fine supplying me with fresh nude pics, I still
liked to search craigslist for people with similar fetishes. That
afternoon I came across this ad:

Seeking Hot Twink to Dress in my Wifes Panties - 45 - Chicago

I was intrigued. I wanted to know more.  Opening the link the ad stated:

"The title pretty much says it all.  I can host. You dress in my wife's
clothes and we'll see where things go."

There were a few pics attached. A pic of various styles and colors of
panties strewn neatly across a well made bed and a full body shot of the
host. He had a thick build, appearing to be big and manly though not
muscular. His cock was a thick piece of meat.

My imagination went wild.  Picturing myself raiding his wife's panty
drawer, prancing around in her clothes sparked something in me I had
never felt. How sexy!  Just the thought of it all and how naughty it
would be made me shiver with anticipation.  But there was this man who
posted the ad to contend with as well. His ad was ambiguous, stating I
could try on his wife's clothes, but I know when he sees me in his wife's
panties and lingerie he will want more than just to look.  After looking
at that cock of his I'm starting to think that it may be quite fun.  A
funny feeling came over me.  Wouldn't it be hot to let a man see me in
panties in the flesh?  Wouldn't playing with a real cock be more exciting
than jacking off to pics of one?

So I replied with no intention other than wanting to tease him:

"Hi.
I'm very slim, usually wear a medium size panty. I'd love to dress up and
dance for you. Put on your wife's dresses and skirts, sexy panties, give
you a little show, sit on your lap and feel that hard on of yours. The
thought of wearing your wife's clothes really turns me on!"

I attached a few of my sexiest pics to further entice this hunk. In
minutes I received a reply.

"You have a nice body. I think you'll fit nicely in my wife's clothes.
Actually she's my ex now. What's your shoe size?"

And so our correspondence began. We emailed back and forth for an hour.
 Talked about our fetishes and fantasies. The whole time I was hard
beyond belief.  Told each other what turned us on the most.  For me I
told him I loved dressing up for men, making them hard and playing with
their cocks (though I never actually had done this, only fantasized about
it while masturbating in panties).  He told me he liked skinny, feminine
boys, that they really got him off.  Unlike me, he had several
experiences with that type of boy, which in reality was exactly what I
was.

From what he told me his divorce wasn't final yet. It seemed that he was
not pleased about the way things ended with his wife, and he saw this as
an opportunity to get back at her.  Having a guy come over and dress in
her clothes while she was at work and seduce her husband was his way to
get even and have a little fun too.  Like many men, playing with a slim
feminine guy in panties and lingerie is more exciting sexually than the
mind games and BS of a real woman.

Seeing as how I live with my girlfriend, and she would be home soon, my
window of sexual freedom for the night was rapidly dwindling.  I sent one
last message:

"Have to go, but I'll be dreaming of that fat cock of yours! Did your
wife suck your cock? I'd love to see your member in action!"

Signing off, I then resumed my straight male life.

I spent the night in bed rolling around with an uncomfortable erection,
dreaming of dressing up and going a step further, indulging in my
fantasies of being in panties for a man and going down on that fat cock.
 My girlfriend was asleep but my hard dick would not let me sleep.
 Finally I started jacking off slowly knowing a full blown wank would
wake her up.  My hand felt so good on my cock, I knew that I wouldn't be
able to sleep till I did something about it.  She was on her side facing
me, so I had to be stealth even with her asleep.

I guess I could've gone to the bathroom and jacked off but it was warm
and comfortable in bed and kind of more exciting to try and jack off with
her right there next to me. I pulled on my cock in light strokes touching
the whole thing, not going fast at all.  Then she moved and I froze.  She
kinda breathed real heavy and then went from her side to on her back.
 Slowly I started stroking again, zeroed in on her making sure she was
asleep.  Fuck, it felt so good, so naughty, I was so fucking hard and
wanted to cum so bad.  I increased the pressure and continued jacking
slowly fantasizing about wearing that guy's wife's panties and teasing
him, putting on a show for him and what it would be like to be all girly
and actually suck his cock.

Just then she moved again and I froze again.  She was not the type of
girl it would be easy to explain why you are jacking off if she caught
you.  Luckily she rolled on her side facing away and I went back to
stroking.   Not being able to fiercely pump my cock I grabbed it real
firm and tight and jacked on it.  I was so hard and aroused and had to
watch my breathing but by holding my stroking back I couldn't cum! Was
trying to figure out if I needed to move the wanking into the bathroom.

Finally as I was pulling on it, I pressed my finger tips flat on the
sensitive underside of my cock under the helmet.  Fuck, that felt hot!
Didn't need to do much, I was so horny and really close. Just pressing
and moving the flesh of of my three fingers on the tender underside of my
cock head gave it all a new and effective sensation.  Kept on thinking
about wearing the guy's wife's panties and sucking his cock. Finally it
happened.  I started to cum, semen squirting out hard and fast almost
like I was peeing cum there was so much and it came out for a long time.
 It felt so fucking good but the difficult part was stifling both my
heavy breathing and an almost uncontrollable moan, which I did by holding
my breath and then finally letting out a deep breath as my orgasm
subsided.

She didn't move, good.  I was covered in so much cum on my tummy.
 Reached for my tee shirt on the floor by the bed I sopped up the mess I
had made all over myself.  I needed that orgasm, I was so worked up about
the possibility of getting to wear some guy's wife's panties.  Rolled
over and finally fell asleep.

All day at work I kept thinking of his dick. Just sitting around in
torment, thinking of the possible emails waiting for me. When the clock
struck 5, I was gone. In my car I was zipping home. I burst in the door,
dropped my bag, threw down the keys and quickly sat down in front of the
computer. Opening my secretive porn email I saw six new messages. Some
new ones and some from men wanting my ass who had emailed me before. Two
were from my new friend.  I decided to open his first in the order
received.

"She didn't suck me too often. Thinks she's too good for it. She was
never into it, not her style. I liked to fuck her with her clothes on.
Skirts, tights, panties that kind of thing."

"Here's an old video of her sucking me. Hope you can do better!"

I clicked the link. It went to his personal site where the video was kept
online.

The vid was shot with him, John, sitting on the couch nude. From the
looks it he must have been holding his phone filming.  His wife was on
her knees between his legs. She was leaning forward with her hands
wrapped around his cock, stroking. Up and down the thick length. She
lowered her mouth down to his cock and began pumping it with her lips. It
was a pretty crappy blow job. The kind you'd expect from a teen girl
sucking her first cock. But she kept at it.  Pumping his shaft, letting
her lips lightly touch the head. You could see his breathing get more
short and ragged. His hips bucking, trying to get deeper in her mouth,
but she refused. John grunted and moaned indicating his imminent orgasm.
His wife pulled her mouth off and pumped with only two fingers.

I got a good look at her face in that brief moment. She was above
average, really not bad, with brown hair, a tiny nose and plain features.
Still had her clothes on though you could see flashes of a bra with her
blouse partially unbuttoned.  John grunted and humped at her fingers as
she stroked him. His hips drew back, his back arched, he shot a big thick
spurt of cum into the air. Several more shots erupted and landed on all
over her hand and his hairy naked body.

God, I was hard.  Seeing her make him blow that big with a crummy bj/hj,
I was hot thinking of how big I could make him cum with a real bj.
 Honestly though, I had never been with a man before. This was the
closest I had come. Just talking to a man about sex and hearing about
what he wanted to do to me made me as excited as I had ever been.  I was
possessed with a strange sort of sexual longing that made me feel in a
way I never had before. It was like something had come over me and going
through with meeting him was something I might actually do.

I opened his next message:

"Hope you liked my video!  I'll be home alone all day tomorrow. Come
visit me. We can have some fun!"

Included in the message were his address and phone number.

Overly excited, I impulsively replied:

"Oh wow! Thanks for the vid! Do you always cum that much!? I can't wait
to see you shoot! When can I come over?"

The thought of actually meeting John and wearing his wife's panties was
the most exciting and scariest thing I had ever felt.  Kinda like the
thrill I first got putting on panties and soliciting pics of guys cocks
only many thousands times more exciting.  Just the way John was casual,
friendly, nonchalant and not creepy about it made me feel at ease.
 Inside me I could tell it was something I was really going to go through
with, I could just tell.  It was a mindset and feeling I had never felt.
 It was like being a secret agent going on a dangerous mission.
 Adrenaline was seeping out my pores.

During our short exchange I made my plan. I was going to leave for work
tomorrow morning, then call in sick and go meet John instead.  It was
crazy for me to do this. But for some reason the thought of actually
going through with this and doing it made me as excited and horny as I
had ever been in my life.  Get to wear panties and clothing of some guy's
wife?  Just the thought of it, the anticipation of it made my penis ache
really funny.  Then the possibility of playing with some guy's cock while
wearing his  wife's panties?  Scary as hell but excited that this
opportunity fell into my lap.  My gf shouldn't suspect a thing.

It was a long night. No jacking off, I wanted to save it for being with
John. Tossed and turned all night.  Was curious if I would chicken out in
the morning.  Slept, but it was the type of thin sleep you have when you
have a big exam the next morning or are going on a long trip the upcoming
day.  In the morning I showered and shaved all the hair I could on my
legs. Even shaved under my arms, have to say that made me feel feminine
and sexy.  Shaved my balls and though I knew I probably shouldn't have,
shaved all my pubes except a "landing strip".  Fuck, that felt sexy and
naughty.  Said goodbye to the girlfriend without things seeming weird.

I pulled into Johns driveway.  Sitting in my car I contemplated the
weight of my actions. I was being unfaithful to my girlfriend, with a
man, no less.  If she knew, it would never be the same, she would
probably break up with me for being gay.  It was not the sort of thing
that would be forgiven. But this was a part of me, something I needed to
explore at least this once. I exited the car. His house was a nice two
story suburban home. Nicely manicured lawn, trees, flower beds, the
works. I approached his unassuming front door and knocked, initiating the
loss of my innocence. Immediately I had the instinct to bolt.  Just turn
and run to my car.  But I had come too far and wanted this too badly.  I
could hear him approaching the door.  My heart was pounding in my chest.

The door swung open to reveal a burly, mature man. He was tall, taller
than me, 6 foot at least. Broad shoulders.  Brown hair with bits of grey
streaking the sides. Looking down on me he smiled broadly.

"Nice to finally meet you, Chris," as he extended his big manly hand.

I shook his hand weakly, and squeaked hello. His other hand clasped my
shoulder and drew me inside.  I could smell his aftershave, he smelled
masculine.  Just noticing his scent, his overt masculinity made things
strange, it both scared and revolted me, yet it turned me on too with the
excitement of what would surely be happening soon.  His house was neat
and clean inside. Releasing my hand, he moved his hand cupping my face in
one big, rough palm. He turned my face toward his.

"You're cute. Not too masculine."

"Thanks," I replied sheepishly, dropping my eyes again.

"Relax, sweetheart. This will be fun. We don't have to go too fast." I
nodded my head, feeling rather uncertain. "Let's go upstairs and you can
see my wife's collection."

"Sorry, I'm just nervous. Never done this before," I tried to explain, I
felt comfortable relating this to him. "Being dishonest with my
girlfriend is wearing on me."

He extended his arm across my shoulders angling me toward the stairs as
he told me:

"But it feels so good to indulge in your fantasy. I'm sure you've had
these feelings for a long time, just like me. It's time we enjoyed them,"
John told me in what seemed to be a very comforting, matter of fact way
in what I could only guess to be some sort of fairly thick Italian New
York accent.

John walked me upstairs and guided me into his bedroom. The room opened
to the left, with the head of the bed against the left wall. There was a
door in the far right corner of the room leading to a master bath. On the
right wall close to the door was a long, low dresser. He left me and
approached the dresser.

"Come, have a look," John said in a reassuring tone, after sliding the
top drawer open.

I approached.

My eyes feasted on the treasure trove of panties before me. I started
getting hard seeing all the lace, cotton, silk, variously colored and
styled panties. It was fantastic and naughty to see all these wonderful
items of John's wife.  For me as a guy who was intoxicated by lingerie
and feeling feminine it was a gold mine.  My girlfriend had nothing at
all compared to what I gazed upon. It felt so naughty to be checking out
a woman's lingerie without her knowledge.

"You can wear whatever you want," John told me. "This is all about you
feeling sexy."

I let my hands dive into the drawer, sorting through this magnificent
collection. "I can wear anything?"

"Absolutely. There are skirts, tops, and lingerie in the other drawers
and dresses and shoes in the closet. I'll be downstairs when you feel
comfortable." And with that he walked to the hallway. Pausing in the door
he said, "Oh, and I left some things for you in the bathroom."

He gave me a wry smile, winked, and shut the door.  Curious, I made my
way to the bathroom, my interest piqued. Standing in the door to the
bathroom I found his gifts. On the counter was a brunette wig and makeup.
I walked in and approached the wig. Stroking the fine hair I knew this
would make my crossdressing fantasy complete. Well, almost.

I stripped off my clothes. Standing in front of the large bathroom mirror
I admired my boyish figure. Narrow shoulders, slim arms, and as of this
morning, hairless. I felt sexy. My shaved legs looked feminine.  Always I
had wanted to paint my toenails pink like my girlfriend's but could never
get the nerve, even when she was away for a few days.  I took the wig and
positioned it upon my head. It took some adjusting, turning, moving back
and forth, but eventually it fit. And it looked quite convincing. My new
hair was very straight, the bangs were cut in a stylish arch over my
eyes. I looked like a teen girl. I began looking through the make-up.
Having never used make-up before I really didn't know where to start.
Lipstick is always sexy, so I selected a nice red shade and began
applying it to my upper lip. With both lips coated, it did look sexy. I
decided to leave it at that for now.

Returning to the panty drawer, I came back to a silky lavender tanga I'd
seen earlier. It felt smooth and sexy in my fingers, with a tiny bow and
lace around the waist and leg openings. I set them out on the dresser,
there were other things to put on first. Drawing a lacy little garter
belt out of the drawer I slipped it around my waist. The white garter
belt fit snugly. Its ribbons hung down my thighs, I began searching for a
pair of thigh high stockings. Finding a pair I sat down on the bed and
slipped them on my legs. Standing, I attached the garters with quite a
bit of difficulty to the buttons on the ornate, lacy dark tan cuff of the
stockings.  With the panties in hand I slipped them over everything. The
panties fit so sensuously between my round little cheeks.  On my hairless
body the silkiness of the stockings and panties felt marvelous.

Rummaging through the closet I found a nice, simple dress. With so many
lovely dresses it was tough to choose.  This one was short and slim, with
spaghetti straps. It was creamy beige color that complimented my fair
skin well.  I slipped it over my head, making a note to dress first
before applying a wig and make-up, next time. I turned circles, admiring
myself in the full body mirror. Damn, I looked hot. Like so many young
sluts I'd seen flaunting their bodies in public. Then I remembered, I had
a man waiting for me.  I wonder what he'll think of me? A sly grin on my
face, I needed one last touch; shoes.

In the closet I found many different shoes, I just wanted something
simple. But sexy worked too.  I selected a pair of gold rhinestone high
heels with little straps that attach around the ankles and open toes,
kinda like high heel sandals. I put them on and they actually fit OK.
 Awkwardly made my way to the door. Walking in high heels with the
sensation of the stockings gave me a feeling of femininity I had never
felt. The gold high heels and the beige dress paired well together, like
they were meant for me, as if I knew what I was doing fashion wise.  I
felt and looked so sexy even though I was a little scared and very guilty
about actually heading downstairs to have a gay encounter.

John was waiting for me in the living room. I found him sitting on the
couch drinking a beer. When he saw me, his eyes widened, a look of
pleasant surprise flashed across his face.  I noticed something in his
eyes; lust.  You could tell that he wanted me, bad.

"You look amazing!" he said, rising from the couch.

"You think so?" I asked, trying to keep voice low and demure without
being overly feminine.

"Oh absolutely!" his hand found my hip and lightly encouraged me to turn
around. He let out a low whistle as he gawked at my ass.

The dress was short, barely long enough to reach the top of the stockings
on my upper thighs. I bent at the waist, putting my hands on my knees, to
give John a better view. He leaned back trying to see more. Suddenly I
felt his hand on my inner thigh. His fingertips slowly and deliberately
sliding their way up. John's hand found my panty covered crotch, it
lingered for a second on my hardening little penis before slipping to my
ass inside the back of the panties.  His finger traced down and found its
way between my cheeks.  He pressed once on my hole and withdrew.

The whole encounter left me feeling like a lightning bolt had struck the
tip of my penis. My mind was fuzzy, reeling with the reality of what was
happening. It took me a second to recover. When I did, a new personality
had swept over me. I was no longer a boy dressed as a girl. I was a girl.
A dirty little slut, ready to please a man for the first time.

John had moved next to the couch, looking at me hungrily as he patted my
ass through the thin material of the dress.  I moved into position in
front of him, he pulled me closer.  I put my knee in between his and
pushed his legs open.  Standing there, I let his hands explore my body.
 Putting his big manly hand under the dress he reached all the way up and
began caressing my little tits. The touch of his masculine hands on my
nipples sent a jolt through me. Resting my hands on my hips, gyrating
very sexually, I lowered my ass down to my heels, knees together,
pointing right at John. I slid my hands out to my knees, pulled the sexy
dress back and opened my legs wide.  John's cock jumped when he saw his
wife's panties clinging to my nearly hairless mound, his shorts doing
nothing to hide his hard on.

Moving forward I crawled my way up his body until I was all over him. My
dress pulled up my thighs, barely covering my ass, my panties on display
for John.  A man his age was beside himself with desire to be pawing a
young sexy thing like me, even if I wasn't really a girl.  Or was it
because I wasn't really a girl that made it even more exciting?

"Do I really look sexy, hun?" I asked trying to sound like I was his
wife.

But John was past talking.  One hand slipped around the back of my head
and pulled my mouth to his. He kissed me long and deep. His tongue
exploring my mouth, I could taste the beer on his breath. But I didn't
care, I was swept away in his passionate kiss.  Having never kissed a man
before, it was a shock.  It was exciting though, kissing him really
turned me on, it made me feel feminine and gave me a taste of what it
might be like being gay.  It was nothing like kissing a girl.  It was
much more exciting.  It was much more exciting being a girl.  The scent
of his aftershave and his masculine aroma clobbered my senses.  His other
hand found my ass and gyrated me against his hard cock, I could feel it
rubbing against my dress. God damn, it was big! Our arms entwined,
tongues mingling, passion overriding us both. We laid down on the couch,
John on top of me, dry humping me, showing me his strokes. I slid my hand
down and grabbed his cock. I had to see this wild beast. My hand did
nothing to stop his thrusting.

He broke our kiss and pushed himself up onto his knees. Gripping his
shirt he pulled it up over his head in one motion.  Revealing his broad
chest and burly frame, his body was covered in a matt of dark hair. My
legs still wrapped around his lower thighs, his cock still tenting his
khaki shorts. His hand moved to the waist band.

"Wait," I interceded. "Let me."

Pushing myself up, I reversed my position. Now on my hands and knees,
staring directly at the top of his tent. I reached one very nervous hand
up to his waist band. This was it, the moment of truth. I slowly pulled
his shorts down. The band running along his hard-on, pushing it down. The
band was almost to his knees before his cock sprung free. Pointing right
at my face. It was magnificent.

Big and thick, it was with an enormous mushroom head. It looked as if it
were carved from marble. A work of art, encapsulating all the greatest
qualities of a perfect penis. A master's finest work, curling up only
slightly, standing in a forest of thick dark hair. His throbbing shaft
pulsing with veins. The large head pushing the boundaries of the shaft, a
warrior's helmet, ready to thrust its way to victory. The perfect rim
broken only on the underside by a chiseled wedge pointing to his hole. A
picturesque drop of precum poised on his tip. That was the first thing I
licked.

His pre cum was clear, sweet and manly. He moaned as I licked at his
hole, licking over it with my tongue. My hot breath caressing his shaft,
I was overwhelmed with desire.  All the porno I've seen, all the
blowjobs, all heightened my anticipation of this moment. I opened my
mouth wide and stuck out my tongue. Leaning forward ever so slightly I
let his engorged cock slide into my mouth. Wrapping my lips around his
shaft his entire helmet head rested in my mouth. I held him there,
savoring his manly cock head in my mouth.

Funny, being in the wig, dress and panties I felt like girl and what I
was doing did not strike me as gay at all. Tasting cock for the first
time was unreal. It was both unnatural and foreign yet it was at the same
time familiar like I had waited my whole life for this moment.  It tasted
so fucking hot!  It was like a delectable strawberry ripe with juice,
just waiting to be sucked dry.  I began sliding my tongue back and forth
under his cock head.

"Ooooooo, baby! Aaahhhhhh!" John moaned.

Moving one hand up this thigh I began caressing his balls while I sucked
him.  Pushing my mouth further down on his shaft,  his massive cock slid
its way into my mouth. At the precipice on my throat, less than half his
cock fitting into my mouth, I pulled back, now beginning to go back and
forth on his shaft. My lips sliding up his cock, stopping at his head,
and plunging down again. Each time letting him penetrate my throat a
little more. I was in bliss sucking his cock, moving at my own pace.  It
was so fucking hot sucking cock.  Could never imagine what cock would
actually taste like or how it would make me feel.  The thought of doing
it while masturbating in panties always turned me on but now with his
cock in my mouth my own little penis ached hard in his wife's panties.

John pulled his hips back, withdrawing his dick from my mouth with a wet
SMACK! Poised on my hands and knees, mouth held in an "O" shape, longing
to be filled.  John sat back on the couch, putting his feet on the
ground.

"Why don't you get on your knees, hun," he throated huskily.

I crawled over and straddled him again, kissing him on the mouth. It was
a hungry, impatient homosexual kiss. I realized how intensely arousing it
was to kiss a man, how it made me feel feminine and girly, like I had
been meant to be like this all my life but was never aware of it.  Now I
was aware of it and it was scintillating to feel this way, to feel gay,
to act gay, to act like a horny little slut.  I slid down between his
legs letting his cock drag against my body. Being in stockings, heels,
panties, dress and wig heightened my sense of girlishness.  Finding
myself kneeling between his legs, his cock at attention before me, I
grabbed it and began licking it from base to tip.

"Ooooooo, yeah baby! Suck it for me!"

Opening my mouth I let him back in. This time using my tongue to push his
cock against the roof of my mouth. Slurping, I moved my head up and down.

"Yeah! Yeah! Don't stop!" John moaned between breaths.

His hand found the back of my head and held me down on his cock. Not
letting me up past the halfway point of his cock but pushing be down
closer and closer to his balls, the scent of penis and masculinity
filling my nostrils, the taste of cock obsessing my sexual desires. His
balls full with semen, his cock swelled to enormous proportions. In
classic cocksucking fashion I bobbed my mouth lovingly up and down, in
and out his cock went. This went on for many, many long horny minutes. I
had always loved wearing panties but being in his wife's lingerie, sexy
short dress and high heels there was no comparison.  With John's cock in
my mouth it was out of this world.  I looked up into his eyes the whole
time. He grunted and groaned, his breath ragged and quick.

"Yeah baby! Yeah! Don't stoooooooooppp!"

With that last breath his orgasm broke from his control. John's hips
bucking off the couch, his cock penetrating deeper into my mouth. The
first spurt shot out and hit the back of my throat, leaving a trail on my
tongue. I wanted to stop and taste his thick creamy cum but his hand on
my head continued to move my mouth up and down on his cock milking more
of his hot cum. The piece of chiseled stone in my mouth kept erupting in
big hot bursts like some lustfully choreographed fountain head. I tried
to swallow but the volume was too much and his cum began leaking from my
mouth, dripping down his shaft.  Eventually his hand eased off the back
of my head and his butt returned to the couch cushions. Sucking lustfully
along the length of his cock I pulled his member from my mouth, keeping
my mouth open to show him the pool of cum waiting to be swallowed.

"Oh yeah, baby. Swallow Papa's load!"

I did as I was told. Sealing my lips and swallowing with one big gulp. I
gathered the dribbling cum off my chin with my finger and licked it off
like some sexy teenage tart.

"Your cum is soooooo good, hun," I told him smacking my lips.

I had tasted my own cum many times, this was even better.  Grabbing his
cock I began licking and kissing it, slurping up any gob of cum still on
his cock or balls. I even sucked up a big gob of cum sitting on the wet
matt of pubes around his cock. The smell and taste of masculine penis and
cum permeated up into my face.  He was still hard.

"God, you love sucking dick, don't you?" John asked.

"I never blew one before. I always imagined how hot it would be."

"You were amazing!"

"Your cock makes me so hot!" I replied from between his his legs, the
scent of his cock and taste of his cum in my mouth making my own penis so
hard.

The newness of it all made me tingle. I went back to his cock with my
mouth, I had to taste it again.  It did not disappoint, I could not
believe that I actually sucked a cock and that I enjoyed doing it to
another man. Being in panties, heels and a dress I was not the least bit
manly.  Faggy and fem was more like it.  His cock was not fully hard but
still firm and tasted so fucking good that it frightened me a bit that I
might be gay.  All the fantasy leading up to this moment, wearing panties
and jacking off to the Craigslist ads, never dreaming I'd ever really go
through with it.  Now here I was in some strange man's house in his
wife's dress and panties with his cock still in my mouth after sucking
him off.

Looking up into his eyes there was still lust there, a look that told me
there was more he wanted to do to me.  John sat up straight, pulling his
cock away from me. He leaned forward and grabbed my arms below the
shoulder. He stood up and brought me with him. Towering over me, our
bodies rubbing against each other he kissed me deeply again. His tongue
mingling with mine.  I knew he could taste his cum in my mouth.  My own
little cock was aching hard in his wife's panties.  I felt possessed with
lust, I had not cum yet.  I felt like a girl.  I felt gay.  This was so
exciting, so much more exciting than with my girlfriend or with any girl,
ever.

"Come upstairs." He said. "There's a lot more there for you."

John took me by the hand and led me the the stairs. He stopped at the
foot and moved to the side. We kissed again madly like long separated
lovers, my tight, virgin body clinging to his. Then waving his hand he
indicated I was to go first, I'm sure because he wanted to look up my
dress as we ascended the stairs.  Up in his bedroom we stood by the big
mirror, the stark difference of us on display.  Next to me stood a naked,
hairy, masculine man, his arms around a skinny sexy boy in his wife's
dress, panties, stockings and high heels.  The lipstick had long since
been kissed off or slobbered onto his penis. The brunette wig was a bit
disheveled but with it and the sexy dress on with my boyish somewhat
feminine features it really was hard to tell I was actually a boy.  He
kissed the side of my face, nuzzled it and slipped his tongue in my ear.
 It felt good to be shown this type of affection, to be romantically
lusted after.

We admired each other in the mirror.  He fondled my hard little nipples
through the thin dress as I watched.  John lifted my dress to reveal the
lavender panties and sexy garter belt and stockings I had on.  There were
a number of droplets of cum stains on his wife's panties as my hard cock
tented in them.  I still hadn't cum yet.  It was exciting watching each
other in the mirror.  He rubbed his big paw across my pantie clad penis
as we hungrily kissed again.  When his hand slipped inside my panties and
fondled the flesh of my penis I wanted to cum in his hand.  Like I was
possessed, I dropped to my knees in front of him and mashed my face into
his half hard cock, I had to smell it and taste it again.  I licked it
clean all over and filled my mouth with it.

"Whoa, hang on sweetheart.  Let Papa pee first and you can have more," as
he lifted me up for a quick kiss before heading to pee.

As I heard the splash of pee into the toilet I began to look through the
dresser drawers again.  It was like Christmas morning for an excited boy
under the tree gawking at all the wondrous presents.  Except this boy was
a pantie addicted crossdresser who had just sucked his first cock.  In
this one drawer was nothing but swimsuits.  Bikinis, string bikinis, one
pieces, halter tops, bandeau tops, Wow!  Not a boy alive does not get
turned on by girls in a bikini, kinda is the fuel to every boy's libido
before access to porn.  But for a budding fem boi the opportunity to be
one of the hotties himself in a bikini was one not to be missed.

Soon John was there looking over my shoulder as I rummaged from suit to
suit.  He nuzzled his face on mine as his hand reached under my dress to
fondle my ass in his wife's panties.  I shuddered.  I loved it when he
was affectionate and loving, when he toyed with my butt or my penis in
the panties.   John's wife may not have been a "looker" but she was sexy
and her taste in clothes was impressive.  And like with any woman it is
mind boggling how many clothes they actually have.  Happening upon a
skimpy white side tie string bikini with gold trim I snatched it up and
gave John a girlishy, happy look.

"I'm gonna change," I whispered as I gave him a quick kiss on his cheek.
 John smiled.

In the bathroom I admired myself in the dress one last time before taking
it off.  Sashaying around, gawd it felt good to wear a dress! I LOVED it.
Indescribable how feminine it made me feel.  Just the way it brushed
against my pantie clad ass and fluttered against my body was heaven.  My
girlfriend had nothing of the sort or I might have known the feeling
sooner.  Finally took off the dress and wobbled in the high heels to sit
down and pee.  Isn't that how girls pee?  It was for me now and I had to
"wish away" my erection before it subsided enough to let me pee.

I pulled the panties down to my ankles as I was finishing and the hooks
on one of the garters had come off the stocking.  Before getting back up
I unlatched the shoes and took them off.  Removing the garter belt and
stockings I stood before the mirror and admired my girlish form.  The
brunette wig made me very much a girl, my now limp penis, not so much.
 But I was shaved all over, even my pubes were gone in my excitement and
anticipation of coming over here while I was shaving in the shower.  All
that remained was a tiny little "landing strip" like you see in some of
the sexy girls online.  Was not sure how to explain this to my girlfriend
when she saw it.  She might not notice I shaved my legs and underarms but
no way she would not notice this.

A lit bit of uncertainty crept into my head about being here at John's,
but with the sexy, skimpy gold and white string bikini on the counter
calling to me, those doubts quickly faded to the task at hand.  It's fun
to wear panties, but there is something just so sexy about putting on a
girl's swimsuit.  While still living at home in high school I had tried
on one of my sister's bikinis.  Back then it was exciting.  Even more so
now with John out in his bedroom waiting for me, waiting to admire me in
it, then molest me.  Would have to say I was in the predicament I was in
now was because of my fascination with (and secretly masturbating in) my
sister's panties.  It was exciting being naked in the bathroom knowing
John was waiting for me in the bedroom.  I loved the high heels too, they
actually fit great.  I had tried on some of my sister's years ago but
they were too small.  My girlfriend did not wear them hardly at all, only
had a few pairs and were blah conservative 2" pumps.

Sitting down naked on the floor I put the high heel sandals back on, then
stood up.  Wig on my head, high heels on my feet, naked in between.  My
erection was returning, I felt sexy.  Still had not cum.   Almost fainted
putting on the string bikini bottom it felt and looked so good.  Almost
came too.  Tightened the side ties a little bit as my penis poked out the
front.  Pre cum glistened on the tip.  I looked fucking hot!  Topless in
a bikini is hot, even with my flat chest.  My little nipples were hard.
 Flat, small titted girls are hot.  So was I.

Standing there in high heels and a skimpy, sexy bikini bottom I was
intoxicated by my sexuality.  Unlike with boring boys clothing, being
surrounded by the incredible wardrobe of John's wife, the possibilities
were endless.  Gazing at myself in the mirror I turned to admire my
hottie little ass.  It really did look hot, even if my penis was poking
out in front.  Put the string bikini top on or not?  Hmmmm?  Topless is
hot, a hottie in a bikini is twice as hot when she is topless.  Then
again I wanted to put it on just to see how I looked and complete the
ensemble.  John could always take it off if he wanted to.  Had to fumble
with the string ties and get it on tight in place over my flat "titties".
Fucking ay.  Looked stunning.  The whole ensemble looked amazing; hottie
fem boi in a pretty wig, stunning skimpy sexy white and gold string
bikini swimsuit, 5" high heel glittery strappy gold rhinestone sandals.

On the counter was the makeup and lipstick.  Hey, why not?  Freshened up
the lipstick, actually was a total re-apply as nearly every trace of it
had been kissed off by John or slobbered off onto his cock.  Knew that I
would look like a cheap whore but put on a lot of pretty shade of blue
eyeshadow, some cheek rouge and tried to put some mascara on my lashes.
My face sparkled with femininity.  Amazing how a little makeup can make
an average boy into a pretty girl.  Not bad.  Not bad for a feminine boy
soon to be sucking cock again.

Entering the bedroom John was on the bed.  On the wall facing the bed
there was a big TV with porn playing, the sound down low.  At first it
didn't register but it was twinks in panties kissing and playing with
each other's cocks and taking turns sucking on a "Daddy" cock.  Must have
been what turned John on the most hence his Craigslist ad.  He must have
been thrilled living out his porno fantasies in the flesh with me.  When
he saw me he let out a catcall whistle.

"Wow, Baby," was all he said as he then sat on the edge of the bed.

The look of desire in his eyes made me feel like a million bucks.  I
stopped, flipped my hair back like 1960's go-go girl actress and put my
hands on my hips.  By now I had become one with the role I was playing.

"You like?" I asked.  Almost sounded like the broken English a cheap
foreign whore would use.

"You have no idea sweetheart.  Wow!" John gushed in his New York accent.

Wanting to milk it some more I pranced around the room showing off my
sexiness.  In the high heels I was floating.  Had no idea they'd make me
feel so good, so feminine.  Words can't do justice to what I was feeling.
 This personna I had morphed into in such a short time was otherworldly.
 Maybe because I still hadn't cum it was driving the intensity of my
theatrics.  The window was open a crack.  Birds chirped outside.  Here I
was, a boy, in the bedroom of a stranger in his wife's high heels and
bikini swimsuit about to have sex with him.  For the second time.

"Come to Papa, Princess." John could wait no longer for me.

Sauntering over sexily in the fabulous high heels, I stood next to him.
 Spreading his legs apart I moved between them.  Placing his hands around
my waist he began admiring and exploring my tender body.

"My wife never looked so good in this," he told me as one hand lightly
brushed my ass.  That made me proud.

Soon his other hand slid under the bikini top.  His index and middle
finger toyed with my nipple.  Playfully I lifted the top and flashed John
my "titties".  He shook his head in disbelief.  Leaning into him we
kissed a soft, slow, light, tender kiss.  It was one thing go over to a
stranger's house and suck his cock.  Those type of anonymous sexual
encounters happen all the time.  Usually they end with both parties
zipping and splitting as fast as they can.  This was something entirely
different.  One party was fantastically enamoured by the enchanting
transformation of the other.  Both of our cocks were hard as stone.
 Still, I had yet to cum. I pulled on the bikini top strings and was soon
topless.  Being topless made me feel sexy.  It made me hornier than hell.
 John pulled me into him as we melted together on the bed.  John's
masculinity enveloped me.  My hand rubbed on his cock as we kissed, this
time like crazed beasts.

Breaking the kiss and looking in amazement into each other's eyes I
hesitated not at all getting my mouth back on his cock.  Had to taste it
again.  Fucking tasted so good.  Beautiful helmet head on his engorged
penis filling my mouth with cock.  Think I could've spent all day with it
in my mouth.  For so long I had teased men online trading pics of me in
panties for pics of their cocks.  It excited me but I had no intention of
ever sucking one.  I wasn't gay.  It was just my pantie fetish.  A fetish
that made masturbation fun.  And just like that for no apparent reason I
went ahead and succumbed to one of the many men who desired me.  I wasn't
gay.  Silly me.  Sucking cock in high heels and women's clothing sure
beats jacking off in panties to pics and porn.

John pulled me up. Think he wanted to play some more with his bikini
babe.  His big paws were all over me.  Reaching into the bikini bottoms
he played with my cock.  I didn't mind.  Pulling on the strings soon his
bikini babe was now bottomless too.  Groping my ass cheeks in each hand I
fell into him as we made out again.  Before I knew it our cocks were
rubbing together as we kissed and my ass was being groped.  One of his
fingers found its way to my tight bung hole.  It felt good to be fingered
but a shiver of fear told me I was not ready to get fucked on a first
date.  Still, fingering, frotting and kissing was OK by me.  John lay me
back down with my high heels towards the pillows as he lay opposite as we
turned into a 69.  Yum.  Double dipping.  His cock found my mouth as he
began to lick at my hard little peeny.  After this a short time of being
a cocksucker I knew I could suckle on his penis all day.

Surprisingly the 69 did not last very long.  He flipped me over on my
stomach, spread my legs and dove his face between my ass cheeks.  Now I
had heard of them but(t) had no basis of knowledge in regards to a rim
job.  Now first hand I knew.  OMG would never imagine that someone would
lick my tight little puckered hole, or what kind of impact it would have
on your privates.  My girlfriend certainly would never have done this.  I
did know that part of the anatomy of fem bois and twinks was often
referred to as 'pussy' by alpha males.  So with John licking my pussy,
and boy did that feel as good as anything has ever felt, I sincerely was
not ready for him to stick something else in my "pussy", specifically his
cock.

"Papa wants to fuck your sweet little ass," John said as he came up for
air and dread creeped into my life.  "But I don't want to hurt my little
princess so I'll just play with it a while and then we can both cum."

Phew! A minor relief for me but now it was time for major relief for my
penis.  John humped his cock between my ass cheeks, even pressed it
against my tight bung hole a few times, sizing it up I guess. Tip of his
penis smeared pre cum over my tight hole.  It did feel good but I was not
ready to get fucked.  He rolled me over and we kissed and frotted a bit
more.  I still had the high heels on and felt oh so slutty. I still had
not cum.  Was hoping to change that soon.  John reached into the drawer
of the nightstand and pulled out one of Kathy's vibrators and some lube.
 It was a pretty pink cylinder not nearly as big as John's cock.

"Papa won't fuck you today but lets give this a test drive," he smiled as
he lubed up his middle finger and inserted it into my anus.

Felt good so far, had to admit.  Lubing up the vibrator he slowly worked
it up my butt. Ouch very little and "schwing" in my penis as he turned
the phallic device on.  John pulled me up into his arms, his warm breath
in my face, then he put his mouth over mine for a loving, consuming kiss.
 It made me tingle.  For never really having thought about or desiring to
kiss a man before today, I had to admit kissing the uber masculine John
heightened my sense of femininity.  It made my penis hard.  So did the
humming pink love stick he was poking in my hole.  Writhing in pleasure I
jacked on my cock as I lay my head on his shoulder in one of John's big
arms while he held the vibrator in his other hand.  I might finally get
to cum.  After all my girlishness and dressing up and being lovey dovey
with John's penis I was close.  Actually, I was there.  With my hand
moving like a piston coaxing my penis, sperm cummies squirted out all
over me as I gasped in exasperated relief.

"You're a doll, Sweetheart," John told me as he kissed me lovingly over
and over again as I continued squeezing pleasure out of my rigid little
peeny .

I was drenched in cum, naked save for his wife's high heels, in this big
man's arms.  It felt funny as he pulled the vibrator out of my "pussy".
 Dreamily I lay my head on his chest slowly coming down from this sex
induced high.  His big hard cock was right there.  Playfully I traced my
fingers over it.  John "hmmmed" softly.  The thing was massive, standing
tall in a forest of dark pubic hairs.  Hard as stone yet tacky to my
touch on its velvety sheath I began jacking on it.  We kissed again.  Not
sure exactly if what I was feeling was romance but it was intimate,
tender and loving, certainly not a "wham, bam, thank you man" gay
experience.

It was thrilling to pleasure John in this manner after I had just done
the same to myself.  After many minutes of playing with cock his
breathing got heavy and he placed one of his big paws over my hand
pressing into his penis.  He let out a low moan as a flood of cum
splattered out of his cock over our hands and bodies.  When his orgasm
subsided we kissed again.  Instinctively I reached my face down to his
still large cock.  I had to taste it once more as I lapped up a few gobs
of cum and put his cock back in my mouth.  Hard to really put into words
the wonderfully nastiness of the tangy, bitter taste of his cum and cock,
especially now after I had already cum, so my heightened libido had
dissipated and was not edging me on.

We lay in each other's arms for a bit as the after sex realization of
what I had just done set in.  I had dressed in the clothing of a strange
man's wife and engaged in sexual acts with him.  I had always thought I
was straight, even when masturbating in women's panties and soliciting
images of cock from men on the internet.  Now I was not so sure.  Was not
even sure I had done the right thing as I took a washcloth in the
bathroom and cleaned the makeup off my face and the blotches of dry and
still wet cum off my body and penis.  A sense of weirdness hung over me.
 Before I had finally cum a few minutes ago, being a faggy fem boy in
women's clothing and fawning over John's large penis, acting like a girl
and kissing another man it was the most exciting thing I had ever
experienced in my life.  Now a fog of doubt  rolled in.  I had called in
sick at work to have sex with a man, dressed in his wife's panties, dress
and clothing.  Not even wanting to go there but what would my girlfriend
and co-workers think if they knew?

Dressed my boy clothes and ready to go John was very kind and not weird.
 He was affectionate, loving, he hugged me, held me, told me I was a
"keeper" and "not to worry, it was a good thing today, wonderful in
fact," and "don't feel bad, you were amazing" in his east coast accent.
 All of which made me feel worse, more guilty and I could not tell if he
knew I was freaking out inside.  John told me to call or email any time.

Driving off in my car from John's house a deep sense of shame washed over
me.  I had deceived my girlfriend and called in sick at work to have sex
with a strange man, dressed in his wife's panties and clothing no less!
 Feeling very guilty, utterly ashamed with myself, I vowed I would never
do it again. Tears welled up in my eyes, I still had a faint taste of
lipstick on my lips.  I tried to rationalize that everything was OK, that
I needed to try it once to get it out of my system.  There, it was done.
 I could go on with my life as a straight guy and be a good boyfriend to
my girl.  We might even get married.

When I got home it was still many hours till my girlfriend got home.  I
was hungry, famished, and fixed a sandwich and sat on the couch.  Turning
on the television I tried to get my mind off what I had done.  Still, a
sense of shame hung over me like a cloud, like I had committed a horrible
crime.  Zoning out on some mindless TV I slowly started to feel a little
better.  After quite some time I turned it off and tried to take a nap on
the couch.  My girlfriend would not be home for another hour and a half.
 My legs, pubes and underarms felt strange being shaved and that feeling
was a constant reminder of my shame of the ergarious deed I had done.
 Just as a passing thought of what had happened, what I had done with
John, the unthinkable happened.  I was getting hard again!  No, no, no!
 Don't!  Can't be happening, what I did was over, will never do it again.
 Yet here I was with a raging hard on and the thought of putting on some
panties right now snuffed out any sense of shame I had felt, no matter
how immense the shame I had lived in the past few hours.

Like a zombie I headed to my secret stash of panties and pulled out one
of my favorite pairs, a silky side tie bright pink string bikini panties.
 They always felt good on but now they felt amazing on my shaved legs and
balls. I was every bit as hard now as I was with John, maybe even more
so.  In the bathroom I admired myself and my sexy girlish figure, now
nearly completely shaved. I had trimmed my pubes short, shaved all but a
tiny 'landing strip' and shaved my balls in the shower this morning.  The
silky panties felt heavenly on my shaved privates.

On the counter was my girlfriend's makeup and lipstick in the drawer.  In
a daze I knew I had to put some on.  Toying with blush, eyeshadow,
mascara and eyeliner I became a girl again.  My hands fairly trembled as
I put on some soft pink lipstick, John would have loved seeing me like
this.  The thought of calling John for phone sex crossed my mind I was so
hard.  After John had played with my ass with his wife's dildo I felt
like playing with it too as I stroked my cock.  My girlfriend had no such
devices and really with her sex was about as vanilla as it gets.  I doubt
if she had even masturbated.  In fact I knew she didn't when I tried to
get her to do it one time and she poo pawed me saying she's not that kind
of girl.  While she did not have a very religious upbringing her very
conservative family life did nothing for her libido.

I rummaged around under the sink found a small jar of vaseline and took a
towel from the closet.  I headed to the bed with an old hair brush of
her's that had a long round plastic handle.  Looking at the clock it was
about the time I was usually home and she would be home in an hour or so.
With some tranny porn on the laptop I stroked my aching pantie clad cock
and prepared to insert the makeshift phallic device up my ass.  The phone
rang.  Oh shit!  Scrambling off the bed I answered.  It was my
girlfriend.  She was being sweet and asked me what I would like her to
pick me up for dinner.  My mind was scattered.  I muttered something like
"pick up whatever you like."

"Are you OK?" she asked.  "You sound different."

"No. I'm OK. I just don't feel well," I lied.  "Pizza sounds good."

"Alright, I'll see you about 6:30," as she hung up.

She can tell something is up.  I'm screwed. You idiot. What are you
doing?  Dumb fuck. It was a quarter past 5 so I had a little over an hour
before she got home.  I had lost my erection on the phone call and went
and peed, sitting down like a girl.  Maybe I should just take a shower
and wash off the makeup and wait for her to get home.  But seeing how
sexy I looked in the mirror as I wiped my pee pee with some tissue the
erection soon began to grow as I pulled up the sexy pink panties and
admired my hottie little ass in them.  On the bed with the porn on the
laptop my cock felt wonderful.  I slipped a finger inside the panties and
fingered my little hole.  That felt wonderful too.  I pulled the panties
down to my ankles and lubed up the brush handle.  Laying on the towel I
poked around trying to insert it as the sexy sensation of putting
something up your ass drove me on.  John wanted to fuck me, would I like
it?  If how the handle to the brush wiggling up my ass felt, the answered
would be a resounding yes.

Poking the lubed handle up my hole it was both unnatural and wonderful at
the same time, just like when John poked his wife's vibrator up my ass
when I was in bed with him.  The sensation was driving me wild as I
pulled on my cock.  I did not know really what it meant to feel like I
did, but I felt so gay.  Just knowing that putting on panties and sucking
a man's made me feel like I had never felt.  It was exciting. It was an
obsession.  I did not understand.  What was happening to me?  Why, why?
 Why was I like this?  Normal guys don't wear panties (and suck cock).

This was a delicious, naughty jack off session. I knew it had a time
frame to meet. My girl would be home in an hour or so. I still had her
makeup on.  Working the handle up my butt, it started feeling good. The
porn on the laptop on the bed was exciting, Emo twinks in colored boys
underwear or stockings kissing each other, feeling each other's cocks,
sucking off each other, one of them fucking the other.  Or there were
twinks sucking cocks and getting fucked by Daddy types.  I was
fascinated.  It was exactly what I had just done with John.  My cock was
tacky, sticky in my hand as I jacked it off with my hand as I fucked
myself with the brush handle with the other hand.  I was gulping in air
and writhing around possessed with this offbeat sexual obsession.  Not
really grasping why but with the handle far up my butt my cock was hard
but it felt different, a different type of sensitivity than a normal jack
off.  Then I started to cum.  It too felt a little different.  But it
felt good.  As the cum dribbled and spurted out it was different as well
but the sensation in my butt consumed me.  When it was over I just lay
there.  Everything I had done today registered with a strange
realization.  My life might never be the same.  Cum was all over my
belly.  I pulled the brush handle out of my ass.

Fuck!  What was that? I thought I heard a noise.  Was she home already?
 Jumping up, I ran to the bathroom.  Oh fuck! The gay porn is still on.
 Running back I closed the laptop and ran back in the bathroom.  I was a
mess.  Cum was all over my tummy.  I listened.  No, she was not home.
 Great.  OK let's take a shower.  Wait, if I shower now she'll know
something is up I showered this morning.  But I don't "feel well," right?
 Nah, won't take a shower will just use a washcloth.  So I took all the
makeup off with soap and the washcloth.  Then there was makeup, mascara
and lipstick on the washcloth.  Fuck! Will have to wash it tomorrow or
throw it away.  I'll just hide it under the sink for now. Had my cummies
on it too. I was a mess.

When she came home I could barely look her in the eyes, she was so sweet
to me.  She had brought me a flower.  I had cheated on her, with a man!
 And she was loving and sweet and kind to me, having no idea what a piece
of crap I was for doing what I did today with John.  And fucking myself
with her brush handle wearing her makeup in a pair of pink panties.  Good
boyfriends don't suck cock in panties behind their girlfriend's back.
 She babied me a little because "I did not feel well."  We ate pizza on
the couch. I was zoned, a zombie.  I did not feel well.  It was not
because I was ill, it was because I was such a low life closet fag
cheating on my wonderful girl with a man.  I was having a bad case of the
"heebie jeebies".  I felt so weird.

Then after watching TV for most of the evening she was in the bathroom
for the longest time.  An ungodly long time.  Did I leave her lipstick on
counter?  Fuck, it was in drawer before I used it.  Did I put it back?
 You dumbfuck.  She had been in the bathroom a couple of times since she
got home, girls notice these things.  When she got out I went in the
bathroom to check it out, no, it looked like I put everything back in
order.  Unless I left it out and she had put it away.  Looking in the
mirror, OMG, no!  I still had makeup on, a touch of lipstick at the
corner of my mouth and blotch of blue on the eyelid, that must have been
from John's house.   She didn't notice, did she?  If she did she didn't
say anything, not that she would, she was timid and hated any type of
conflict or scene.  I was a mess.  After a day of such a roller coaster
of emotions and intensity of sexual activity, I was beat.  Finally
getting to sleep to end it for the day was what I needed.

Next day was Thursday, was so glad to go back to work and get back to the
routine.  Was a model citizen in the afternoon after work at home waiting
for my girl; no porn, no panties, no masturbating.  Ditto Friday.
 Saturday I slept in with my girlfriend.  Something seemed different
since that day with John.  Did not try to initiate sex with my
girlfriend, actually was still feeling guilty about the sex I had with
John.  In some ways I was going crazy, I had not cum since the day with
John.  That was unheard of going this many days without cumming.  But
with the 'manscaping' I had done on my pubes and shaving my legs and
underarms I was afraid what she might think or say.  That night in bed I
started feeling her up, it was dark she wouldn't see the shaved parts.
 She felt good, I was so horny.  I loved her little titties, so fine to
touch and kiss.   Her pussy tasted good, I loved her pussy.  It was so
good having sex again, see I wasn't gay.  Fucking her felt so good.  Then
something happened.  Never happened before.  I was losing my erection!
 Going soft!

"You OK?" she asked.

Told her yes, told her I was OK.  I lied.  Pulling out, I went to pee.  I
was freaking out.  Sat down to pee.  Hoping everything was OK, thought
I'd give it another go.  She was sweet, kissed me on the side of my face
and started rubbing my cock.  That felt good, started getting a little
hard.  Still wasn't totally hard when she did something she'd never done,
she started rubbing my cock with her panties that were there on the bed.
 That felt good, started getting harder.  Playing with her titties as she
rubbed my cock with her panties got me harder, I was almost there.
 Actually I was starting to feel crazy again sexually, maybe a little
"possessed".  The panties were driving me nuts.  I starting having all
the horny thoughts when I jack off in panties trading pics of me for pics
of guys cocks.  I thought of John.  Really started getting hard then.

Doing something rash, probably because of my recent bout of hyper panty
sexuality, I took the panties from my girlfriend and put them on,
throwing caution to the wind on what she might think.  Her hand found my
penis in the panties and we kissed and I played with her titties.   Then
I was hard.  Felt weird with her knowing I was in her panties.  Kept them
on when I started to fuck her.  She played with my ass in the panties as
I fucked her, was already close.  When she slipped her hand into the
panties and slid a finger between my crack, I was really close.  She knew
I liked her to finger me but she wouldn't do it very often.  She might
have thought it was a little gay.  Fingering me now with me wearing her
panties was really hot.  Could not believe I lost my erection earlier.
 Humping her like mad as she fingered my tight little hole I started
fantasizing about sex with John.  Those were delicious, exciting
thoughts.  That's all it took as I ejaculated a flood inside her
fantasizing about being John's "girl" again.

Not wanting her to think I was gay or that I enjoyed it too much I pulled
the panties off as soon as I had cum. Would have to say the incident with
the erection unsettled me a little bit.  The next week when I got home
from work I jacked off in panties to gay porn every single day before she
got home.  Every.  Single.  Day.  Twice on a couple of days.  Had to make
sure the equipment worked.  It did.  Not even an inkling that there was
ever a problem.  Even emailed John to see how things were. That was
exciting.  He was very happy to hear from me.  Asked when I was coming
over again.  Did not know, but I wanted too.  He said they would be
selling the house and moving soon, come over!  So much for being a model
citizen.

Friday morning she left for work early before I did and I showered.  From
the discarded wrappers in the trash I could tell she had just started her
period.  Off limits for a week, no intercourse, I would not feel guilty
jacking off for the next week, like I would anyway, right?  I was so
horny.  Although I had been trying to grow the hair back I had shaved, in
the shower I impulsively started shaving my legs again. Under my arms
too.  And my balls and pubes.  Shaved an even smaller landing strip this
time.  Felt kinky and exciting.  It was like I was possessed with lust
over being fem.  I tingled with femininity, like I had just met a long
lost friend.  Jacked off in my fav pink panties before heading to work.
 Was horny all day at work.  Leaving work, I got home, online and hard in
panties in minutes, this time a pair of microfiber super soft thin white
cotton panties with tiny little colored polka dots and a cute pink bow.

Emailed John.  When was I coming over?  Did not know.  But I so wanted
to.  We chatted online.  He told me I was a hottie.  That made me blush.
 That made me hard.  Only way I could have been harder was if I was there
in these delicious feeling panties and his cock in my mouth.  John said I
was the best piece of ass he had ever had.  I wanted to be his girl again
but was not sure when.  I knew as soon as I jacked off I would probably
lose my desire and excitement over him and go back to being a loser
boyfriend to my girl.  Jacked off to a mind bending orgasm with my hand
inside the panties fingering myself,  fantasizing about being dressed in
his wife's panties and sucking John's cock.  Signed off, but really, the
thought of dressing up for John again was a shining light, a beacon for
my hidden pantie loving desires.

Next morning, Saturday, my girlfriend started playing with my cock in
bed.  But she was on her period, no way she'd ever want to screw?  She
had only jacked me off once or twice the whole time we had lived
together.  Just was not her style.  Here she was jacking on my cock in
broad sunlight.  She pulled the covers off.  As she fondled my cock and
balls no way she could miss the shave job I had done in the shower the
day before.  Felt fucking awesome her playing with my cock, but it
freaked me out a little with her seeing me shaved like this and not
saying anything.  Still it felt great and I let her keep going.  She
traced her finger over the shaved areas of my pubes but said nothing.  It
was so obvious that I had done this kinky shaving of my cock and pubes
but she simply kept toying with my cock and fondling my shaved balls
making me feel out of this world.  Grabbing my cock firmly, she stopped
for a moment.

Getting up, she went to the dresser.  Rummaging around she came back to
bed with a pair of her panties, they were light green and silky, but
simple.  Not the exquisite panties that I had in my stash or like the
one's John's wife had.  When she opened them indicating she was putting
them on me, my penis twitched.  The whole scene freaked me out inside
because this was not anything we had ever done and was so unlike her up
until this point in our relationship.  Might have been because of the
week before when I had put her panties on me when we fucked.  As she
pulled the panties up in place over my cock and ass, none of that
mattered, it just felt so unreal.  She took off her pajama top and looked
incredible topless, I just loved her little titties.

My girlfriend played with my cock tenting in her panties and I fondled
her sweet little titties.  There had never been any trace of me not being
hard ever since that one time and was not the case now, not really sure
what that was all about.  Would have been sweet if she would have put my
penis in her mouth. But she never would do that and knowing her, the
possibility of semen anywhere near her lips revolted her.  In a fit of
excitement over this whole scene I climbed over her and began humping my
pantie clad penis into her soft little tittles.  Where as she never
sucked my cock I had titty fucked her a few times and this was fucking
incredible.

With my little penis poking in and out of the panties I humped across her
soft little titties, her topless chest being nothing short of fabulous.
 Guess I was a little caught up in the moment, wearing her panties was a
bit "out there" and kinky, especially for her.  All that mattered to me
though right now was how good titty fucking her felt no matter what the
ramifications were, being in her panties again, and again in her
presence.  Could deal with any awkwardness after I came.  With her
caressing my butt in the panties it felt amazing, all I could think about
was being in panties and a dress and sucking John's cock.  When she
slipped a finger in my butt I did not last much longer as my cummies
ejaculated in ragged spurts all over her titties and her silky panties I
was wearing.

After cumming, climbing off of her, taking off her cum splattered panties
and wiping up we both were a little shy and timid about what just
happened.  We kinda tried to let it slide without any comments from
either of us like it didn't happen.  Our weekend together was uneventful.
 That is until Sunday night sitting on the couch.

"Chris we have to talk," she said.  Inside, I cringed.  This may not be
pleasant.

"What's the matter?" I replied not really knowing exactly where this
conversation might go.

Was there something she found out about me?  It's not like I was a saint
and there were several things that could bring up this confrontation.
 Like my fondness for panties, now out in the open from our last two
sexual episodes.

"You're different, things are different," she told me. "I don't think we
should be together anymore," she went on.

I was drop jawed and gave her a "deer in the headlights" look.  Not that
I shouldn't have seen something like this coming.

"I'm not sure what to say," was all I could muster.

"You don't have to say anything.  I've been thinking about this for a
while.  I'm moving back to Indiana to be with my folks.  Plus they never
liked us living together anyway.  It's the best thing for us both," she
softly said. "Really, it is," as she grabbed my hand.

Tears welled up in her eyes.  She hugged me.  All the time we had been
living together she never said "I love you", nor me to her.  Guess I
should seen it coming but I suppose I was too busy concentrating on my
hobbies; panties and masturbation.  Could probably add sucking cock to
that list now.  One thing that could probably be taken off the list was
guilt; shame might still have a bullet point on the list with a
strikethrough not forthcoming anytime soon.  Crawling out of the crater
of the bombshell that had just exploded were a few issues to be resolved,
like where to live.  Finding a roommate in our one bedroom apartment
might be an issue.  Would have move and find a roommate, that might put a
damper on wearing panties.

One thing that occupied my thoughts sitting there with her was how soon I
could get back into one of John's wife's dresses.  Late that night after
my soon to be ex-girlfriend went to bed, I emailed John telling him I was
ready again.  Might not get a reply as it was kinda late but wanted to
get the ball rolling.  Should not have been surprised I got a reply back
very soon.  Thursday or Friday worked best for him having me come over,
how about for me, he asked.  Quickly formulated my plans.  Well, with me
having to move soon I could use some personal days at work and take both
of those days off, one for sucking cock, the other for looking for a
place to live.  If I was lucky two days for sucking cock and deal with
housing later.

I messaged John that Thursday was super but I would have to get the time
off approved first and would let him know tomorrow.  Got the green light
from work.  Now the hard part; making it through till Thursday without
going crazy.  Things were civil and uneventful with girlfriend, just
going over the details of her moving out and when.  Was taking Thursday
and Friday off from work but did not tell her, she did not need to know.


Thursday finally rolled around.  After she left for work I was ecstatic
knowing I would be seeing John.  Now I know how girls felt getting ready
on their wedding day; excited and scared.  This was not my wedding day
but I knew I might be losing my virginity today.  No pressure today, no
nervousness, just the tingly feeling knowing I would be having sex with
another person in a few hours.  Sex with a man.  Sex with a studly, hung,
handsome, masculine man.  Sex with a man, me a boy, dressing in his
wife's lingerie and clothing.  I could be wife material, right?  At least
a nympho girlfriend, for sure.  It was more exciting to be a girl than it
ever was trying to bed a girl.  I landed a girlfriend and that was not
easy getting her nor was getting her to move in with me.  Now it seems
that losing a girlfriend was much easier than finding one.  Oh well.

Showered. Shaved. Shaved everywhere. Just tooled around the apartment
getting ready to go over to John's.  One last detail delayed me.  I
painted my toes pink with girlfriend's nail polish.  Had always wanted
to, but was too scared.  Now was the perfect time, I'm sure John would
love it.  Got to John's house timely, without getting a speeding ticket.
 But my heart was racing.

"Hi Princess," he beamed as he opened the door.  "You go get ready, I've
got a little work to finish up."

John was a real estate agent. A good one at that.  Could set his own
schedule and go to the office on his time, mostly.  Flying up the stairs
I glanced in the bathroom.  More gifts.  Two pretty wigs.  One was a
frosted strawberry blond "Jane Fonda" wig, a nice flip and style not even
shoulder length.  The other was a long straight blond wig.  I could be a
Swedish bikini model if I wanted. Except for the flat chest.  Oh well.

Now the tough part.  Narrowing it down from a gazillion choices to
something that I could put on relatively quickly and entice John.  So
many choices.  Go for the hottie teen vibe in white short shorts and pink
cami top with designer flip flops to show off my toes?  Full blown
lingerie in a pink and black bustier with matching everything?  Or should
I continue the theme from the first time and wear a dress and be classy?
 Classy in a dress it is.  Found a similar style to the other day, short
with spaghetti straps but obviously more expensive, I could tell.
 Would've cost my girlfriend two whole paychecks just for this one dress.
 It was chiffon in a subtle sexy shade of dusty rose.  Tossed it on the
bed, found a pair of light pink high heel sandals, pilfered a pair of
pink string bikini panties and some beige stockings.  This should be
easy.  Now the hard part.  Makeup.  Wait, dress before wig, right?  No,
first panties, stockings, dress.

Did watch a few instructional videos on makeup past few days, helpful but
overwhelming.  Have seen sis and girlfriend do it enough to have a vague
gameplan.  After not too much fussing I did a fair job at it, eyes were a
little messy, but overall a good job.  I looked sexy, even before the
wig.  Guess I looked a little faggy until I put on the "Jane Fonda" wig.
 Then I looked hot.  Looked like a woman, I really did.  The not too pink
lipstick was classy. Plus a little lip gloss.  Tasted great. I LOVE
putting on lipstick.  Girls are so lucky.  Now the shoes.  Let's find
some accessories.  Digging through her bracelets and necklaces I found
some fancy bangles and a nice simple pendant on a gold chain.

Not sure John's wife would appreciate me getting all dolled up in her
clothes to seduce her husband.  John would though.  Wow! from top to
bottom I looked hot.  My bottom looked hot too.  From the pink high heels
with my pink toes showing through the sexy hose, to the sexy dusty rose
chiffon cocktail dress to the sexy wig and makeup I was a knockout.
 Really was.  Surprised even me.  My little peeny was not hard but as I
grabbed a clutch style purse to complete the look and was heading down to
my man a little tenting in the pink panties was beginning to occur.

Holding the handrail to steady myself in the heels, I descended the
stairs.  John was on the phone.  When he saw me his jaw dropped.

"Hold on, something came up, let me call you back this afternoon," John
put down his phone and rose to greet me.

"Wow! Princess, Wow!" he muttered in his adorable New York accent.  "Look
at you!"

Pulling me close, he held me tight looking deeply into my eyes.  No words
were needed.  He kissed me hard with a resolute passion making my little
peeny stiff as stone.  Was surprised I didn't pee cum all over John's
wife's pretty pink panties hugging my privates.  Breaking the kiss he
gushed:

"You are a doll!  I could show you off in the finest joints in town and
no one would have a clue.  People would think I upgraded in the lady
department."

That was a wonderful thing to hear.  As he held his sexy little hottie in
his arms I coyly rubbed his manhood through his pants.  It was getting
hard.

"You make me feel special.  I love being your girl," I whispered back in
as soft and sexy of a feminine voice as I could muster.

"Oh honey, you have no idea what you do to me." John gushed. "No idea."

John picked me up.  I had no idea.  No idea that I could feel so
feminine, look so feminine, act so feminine, doing the things with a man
that real females do.  Carrying me up the stairs in his big strong
masculine arms this was as close to wedding day bliss any girl could ever
hope to experience.  In a few short weeks I had gone from a sneaky,
sleazy, deceitful, behind my girlfriend's back, pantie wearing closet
masturbator trading naughty pics with men, to a stunning fem creature
deeply desired by a real life man.  Beating off in panties was fun, even
as guilty as I felt doing it behind my girlfriend's back.  Being in a
dress, heels, panties and stockings, face made up like a girl with sexy
hair was many times better.  Guess beating off in panties made my
curiosity about cock get the best of me.  John was getting the best of
me, I was a hottie.

Not really understanding it all or wanting to deal with the apparent
truth about my innate sexuality, the here and now was more important than
dealing with any other reality.  The reality of the here and now was that
John wanted to fuck me.  Couldn't blame him.  A slender feminine boy
dressed in his wife's clothing had to be much more exciting than his
bitchy real wife whom he was divorcing.  If she was so good why was John
lusting after me?

At the side of his bed John set me down.  We kissed.  He fondled my hard
little nipples through the soft material of his wife's sexy cocktail
dress.  His big manly hand lifted the dress in back and toyed with my
cute little butt.  When John's hand slipped inside to fondle the tender
flesh of my tushie and his middle finger pressed against my tight little
bung hole, I gasped.  We both knew what would soon transpire.  Our
romance would be consummated by me losing my virginity to his handsome,
hard, magnificent penis.

Wanting show off for him I stood back and slid the thin spaghetti straps
of the radiant dress off of my shoulders.  It fluttered to the floor
wrapping my stunning high heeled feet and pretty pink toes in a pile of
lovely dusty pink chiffon.  I stepped aside and lifted my arms over my
head showing my handsome lover my svelte, hairless body and sexy hard
little nipples.  OMG it was so hot flashing him like this standing there
in nothing but skimpy pink string bikini panties, lovely stockings and
sexy high heel open toe sandals.  Nothing could make my feel sexier than
this.  The tenting in the panties proved it.  Do real girls get this
turned on flaunting their tight, sexy, nubile bodies to men?  I had more
than grown into the role I was playing.  John pulled off his white polo
shirt.

"Come to Papa, Angel," he lovingly commanded.

Standing close to him, his manly paws were all over his sweetie.  Our
kisses started softly then turned hungry, passionate, ravenous.  Again
his finger found its way into my panties and pressed against my tight
hole.  Breaking the kiss I went to unbuckle his pants, his hand still
inside my panties, fingering me. That felt so good.  I could ride his
finger till I came.  Could ride his something else too.  Got his pants
open and quickly found his penis.  My sexual transformation was amazing,
neither my girlfriend or any girl I had ever been with was ever as
excited getting to my cock as I was getting to his cock.  Feeling the
hypnotizing lure of John's hard cock made my hard little peeny put little
droplets of pre-cum on his wife's sexy pink panties.  Pulling on it
length and girth his cock made me all horned up as his big paw fondled my
soft little ass, his middle finger still toying with my tight little bung
hole as we kissed.

Instinctively as our kiss broke I dropped to my knees pulling his pants
and boxers down along the way.  Helping him out of his shoes and socks,
the Italian Adonis stood naked before me, poking his penis in my face.
 It brushed my face with its testosterone laden, musky scent as I kissed
it in adoration and licked up the hard marble shaft to its magnificent
helmet head.  Engulfing it into my cock famished mouth I was finally
sucking cock again.  It tasted every bit as good now as the first time.
 All the wild swings of my excitement and guilt, my lust for his cock and
the shame with my girlfriend faded as his cock bobbed in my mouth and its
taste and aroma brought me back to the place I belonged.  John had to be
loving the loving my mouth was giving his noble cock.  Still was in
disbelief that after teasing so many men for so long and being afraid to
actually try it that I had turned into a cock hungry bitch in so short of
time.

"You love Papa's cock don't you sweetie?" he cheerfully commented.

"I love sucking cock," I told him.  I did.  "I love sucking your cock,
Papa," it felt right to call him that.

"Oh honey baby, I've never met a girl who loved cock like you do," John
gushed in his amusing New York accent as my mouth slobbered relentlessly
on his cock.

Pulling me up we kissed.

"I could dance around nothing but panties all day for you, Papa," I said
as he turned me around and ground his engorged cock against my lovely
pantie clad ass and played with my flat little titties.

"You know how to make Papa happy, Angel," he whispered throatily in my
ear as he bit tenderly on my earlobe.  I shivered.

A bigger stain of pre cum now wetted the front of his wifes panties that
were hugging my cock.  Soon his big paw was over my little pantie clad
peeny fondling and teasing my privates.  A few more tugs of his rough
manly hand and I might have peed cum all over his hand.  John pulled the
skimpy panties down and they slid down my legs settling on my high heeled
feet.  As his hands kneaded my soft little tushie his big middle finger
toyed with my tight little hole.  Stepping out of the panties clinging to
my feet to spread my stance they snagged on my heels and draped on one
foot. How sexy!  John pressed the helmet head of his penis to my hole
smearing it with pre cum.  Reaching around he pulled open the covers to
the bed.

We stood there, me standing with my hands now on the bed and John humping
his cock along my cheeks.  With him kissing my neck from behind and
tonguing my ear I shuddered in anticipation.  Surely he knew his sizeable
cock would not easily fit up my butt the first go round.  Kindly he
fetched both lube and the pink vibrator from the drawer.  Legs spread,
cute butt sticking out, stockings on legs and pink sexy high heels I
steadied myself on the bed as he poked the heavily lubed pink vibrator up
my puckered boy pussy.  Pre cum continuned to ooze from the tip of my
penis.  Felt good to be toyed with in this manner knowing the real thing
would not be far behind up my behind.  When he pulled the pink love stick
from my anus and tossed it aside I knew his manhood would soon follow.

"OK sweetie, Papa's gonna make us both happy," John cheerfully chuckled
as he put a heavily lubed finger up my butt, eliciting some squirming on
my part.

When he poked the fat helmet head of his penis at my hole the pressure of
it started the suspense.  How bad is this gonna hurt?  Will I even like
it and enjoy it?  What have I got myself into?  Here it comes!

"Gonna be a tight one honey, Papa will go slow," John warned me as his
cock began to enter.

That's when it hurts the most.  Now was no exception.

"Oww Papa, go easy," I tried to be strong about it.

He held his penis with one hand as he thrust with a little more force.
 Once it got a little farther up my boy pussy it still hurt but felt
marginally better but it was shock to feel something big like that up my
ass.  The humping it up and thrusting into my tight anus gave me a
strange sensation.  Being feminine and playing with cock, thinking about
cock, masturbating about cock is one thing, experiencing a big one up
your butt for the first time is life changing.  Means you're pretty much
a fag to be dressed like a girl and take cock up the ass.  If it meant I
was a fag, so be it.  At this point I was very into pleasing Daddy.
 Being feminine and faggy and taking cock was much more exciting than
trying to maintain a relationship with a girlfriend where sex was at the
bottom of the list of things important to her.  I'm a guy and like any
guy, sex is always numero uno.  Just is.  Even if you are a fem little
fag boy wearing a wig, makeup, stockings, high heels and taking it up the
butt by a studly man with a big cock, sex is tops.  Or in my case a
bottom.

Was actually starting to feel pretty good with John's cock fucking me.
 His manliness made me shiver with my sense of femininity.  Being in
heels and hosiery with a big cock up your tight boy pussy has a way of
making you feel feminine.  Would have to say being nearly naked like
this, John's cock humping up my cute little ass as one of his big paws
fondled and pulled on my hard little peeny as his raspy face nuzzled my
neck and ear I was feeling pretty special.

They say giving is better than receiving.  Depends on your perspective.
 John's perspective was giving.  Mine was receiving.  Win win.  Was
feeling pretty, was feeling fem, was feeling what it was like to get
fucked by a man.

"Wow, Princess!" John exclaimed.  "Papa loves this, honey!" as his
magnificently hard penis humped his svelte fem boy from behind.  "Papa
loves this!"

I loved it too.  Two sides to the coin.  Mine was tails.  John's, heads.
 Standing next to the bed, nearly naked yet in high heels, stockings,
painted toes, sexy wig and makeup, legs spread apart, my hairless,
smooth, skinny body was giving pleasure to my masculine lover.  Unless
you have been on the receiving end of this type of sexual activity it's
hard to put into words what it feels like to have something so big
invading your private space.  Hard is the key word here. He was. Very
hard.  Hard to put into words my transformation from a pantie wearing
closet mastubator to, for all intent purposes, a girly boy taking cock up
his cute little butt.  Feminine boys have always been a favorite of
masculine alpha males.  Was thinking I was winning a spot as John's fav.

"Girlfriend, you make Papa feel so good," he exclaimed as he held me by
the hips and humped his little princess from behind.

Again, hard to truly say how it felt riding cock.  I just knew it was a
special experience.  John's appetite for me was voracious as he continued
butt fucking me, kissing the back of my neck, biting and tounging my ear.
 I shuddered in surrender to him.  When one of his big paws fondled my
hard little peeny I was not going to hold back.  As he tugged on it, I
humped it into his hand in rhythm with his thrusts.  Was going crazy with
sexual desire and stimulation, in a mindless state trying to register the
sensations in my butt and penis, eyes rolling back in my head, moaning
inconsolably.

"Uhhh, Unnn, Uhhh," I whimpered as semen ejaculated from my tacky hard
little peeny, squirting in ragged spurts all over John's hand.

My cute little feminine climax seemed to arouse the beast in John as he
pushed me face down into the bed, my arms spread out.  A relentless
pounding followed as his humps and thrusts were interspersed with phrases
of "Oh Princess", "Papa's little angel", "Sweetheart" "Girlfriend", plus
quite a few more too obscene to be printed here.  Doggy style by a hung
stud onto his cute little fem boy finally caught up to him, the tender
buns of my butt cheeks bouncing off John's humping torso.

"Oh Baby, Oh Baby, Oh Baby, Uhhhhhnnnn" John muttered as his proud penis
pumped his semen up into my cute little butt.

His pounding of my sore little butt subsided as he collapsed on top of
his hottie little fem boy twinkie. A few more thrusts and shudders of cum
as he breathed warm breath on my naked back and neck, nuzzling, kissing
and whispering in my ear:

"Oh girlfriend, you make Papa happy!  You're the best ever."

It was a funny feeling have cum run down my leg as we got up. Wobbling in
the high heels John and I kissed as we playfully toyed with each other's
privates.  His cock was warm and sticky, I loved playing with it even
though it was not fully hard.  Mine tingled to the touch of his big manly
hand, deep inside me it felt like it would not take much to get fully
hard again.  In fact it was pretty much hard again.

"Angel, Papa has a little work to finish up, make some calls," he told me
as he threw on a robe. "Go ahead, change.  Put something new on. I'll
order pizza."

With his wife's spectacular wardrobe surrounding me I might never be able
to make up my mind what to wear. Isn't that like a girl, not being able
to make up your mind?   Took off the heels and hose.  In the bathroom I
changed wigs.  Standing there naked in the blond wig I looked hot.  Sexy!
 Not sure if it was really me but if it would make Daddy happy then it
that's all I needed.  Rummaged around.  Tried not to be too disruptive of
his soon to be ex-wife's clothing, but it was hard.  So was I.  A kid in
a candy shop.  Inclining towards a hottie blond teen vibe, I put on a
pair of Victoria's Secret hot pink super soft fleece short shorts.  Could
traipse around all day in these.  Forgoed panties.  Was going to wear
some but the way my little peeny poked around in these cute soft short
shorts it made me feel sexy.  And horny.

I was always horny.  Even when I jacked off in panties at home many times
a half an hour later I was so horny I'd jack off again.  Found a cute
top.  A white crop top showing off my cute flat belly.  It was sexy too,
in a subtle way.  It was one of those tops with a big neck opening where
it would hang down and expose a naked shoulder.  Should I wear a bra
underneath?  Or a bikini top?  Hmmmm?  Bikinis thrilled me.  A cute baby
blue demi-bra would do the trick too.  Nahhh.  Just the top flopping
around my skinny naked chest would be good enough for now.  Shoes.
 Wanted to look sexy but not over do it.  Beaded flip flops or wedges?
 Wedges it is, a nice pair of summer-y cork and rope wedges.  Shows off
my pink toes.  Plus I love walking around in these things.  Girls are so
lucky.  And John's wife?  So! Many! Clothes!  I know she was leaving
John, but if only she would leave and leave me all her clothes!

John was still on the phone when I glided down the stairs and sat next to
him on the couch, leaning my head on his shoulder.  He squeezed my sexy
naked knee as he kept talking on the phone.  Did not want to interrupt
his business on the phone, but could not resist slipping a hand into his
robe to feel his cock.  Hope he didn't mind.  Before I could play any
more the doorbell rang.  John open his wallet that was sitting on the
coffee table and handed me $25.  Covering the phone he said:

"You can get the door Princess."

Not sure why pizza had such a tie in to my sex life but I was hungry for
more than cock I guess.  After lunch John cracked open a beer and sat
back on the couch.  It did not take long for my hand to sneak back inside
his robe.  John didn't mind.  Soon his stone hard cock was back in my
mouth, where it belonged.  I lay prone on the couch, my face in his
crotch sucking him as he played with my hottie little ass, adorned by his
wife's cute pink short shorts.  When his hand slipped inside to fondle
the tender flesh of my cute little buns and he began fingering my tight
little hole my cocksucking picked up steam.  Seems my mouth was
insatiable for the manly taste of his cock as the large fleshy helmet
head of his chiseled penis bobbed up and down in my mouth.

"Oh Baby!  Yeah!  Papa loves that Princess!  I never had it so good!"
John cooed as his "fairy princess" sucked his cock.

Not sure I would ever grow tired of sucking his cock as my infatuation
with it had turned me into such a horny little sissy.  Getting up on all
fours my insatiable feasting on his penis continued as his hand slipped
under to play with my excited little peeny.  Bobbed up and down on his
cock for quite some time as his big paw played with my hard little peeny.
 When John began humping my mouth and breathing rapidly his tasty cock
spurted huge squirts of cum into my mouth.  Fuck!  Not sure why but I
loved the taste of his cum.  Just the naughty act of sucking cock and the
sweet nasty taste of his cum while being all girly made me tingle.  Made
my little peeny tingle too.

Lapping down his cum, uncontrollably my peeny began squirting cummies all
over John's hand and his wife's nice sexy shorts.  Made a mess!  Wifey's
nice pink shorts were a sticky mess.  With my mouth still lapping at
Papa's cock my little peeny tingled sticky and messy in John's hand.
 Then I crawled up to him and was all over him, kissing my appreciation
to him as he hugged and nuzzled his sweetheart.  Driving home this time I
was in a much different frame of mind.  No shame, no guilt, just a good
tingly vibe from playing "dress up" at John's.

****

Sitting at the stoplight heading home from work.  Life had changed but it
hadn't, really.  I still masturbated in panties, but didn't need to trade
pics of me in panties for pics of men's cocks.  Now I traisped around in
panties in person for John's cock. Yes, I still wore panties as I
masturbated but usually had John's cock in my mouth as I did.  The real
thing is better for both of us.  Didn't have a girlfriend anymore.  John
did.  Me.  It took a while for things to sort out after my girlfriend
moved away and John sold his house after his divorce.  He bought a nice
condo in a quiet neighborhood.  Was over at his place so much spending
the night he asked me to move in.  That was nice of him.  He was always
nice to me, bought me clothes, took me out to dinner, even went on a few
vacations together.  I was nice to him, always, if you know what I mean.
 His manhood appreciated that.  It gave me the shivers being able to
traipse around in panties and heels or to lounge around in girls clothes
for him.

In time I became more and more feminine; painted toes, false eyelashes,
nipples pierced, belly ring.  We never get too kinky, I just love being
his girl and love pleasuring his magnificent cock, though I must admit
wearing high heel "Go-Go" dancer boots, stretchy hot pink hot pants and a
pink leather dog collar might be a little out of the norm, for a boy
anyway.  John seems to enjoy my fondness for pink.  Deep down I know
wearing a hot pink wig with the aforementioned "Go-Go" outfit and pink
dog collar is gay as fuck, but I guess it's time to accept who I really
am.

Only a feminine feeling, pantie wearing, cock loving boy understands
this, that nothing is as exciting as being girly for a man.  You can act
straight to the world and your coworkers, and most, if not all, would not
even guess you are "male" on the outside but a high heeled, pantie and
makeup wearing, cock loving faggot inside and in the privacy inside your
doors. That's fine, I just sit in my cubicle at work, do my job and mind
my own business and everyone leaves me alone.  No one even said anything
that I now wear tiny diamond studded earrings to work or even noticed.
 Except Danny.  That day in the copy room:

"I love your earrings, are they new?" he quizzed me.

"Thank you," was about all I could sheepishly reply.

"I hope you don't mind me asking you this, it's none of my business, but
do you have a boyfriend?" Danny asked.

Not really ready to answer or expecting to be asked such a forward
intimate question about my sexuality, but guessing by instinct that Danny
might be gay too, I pondered how to respond.  Listening to hear if anyone
might be coming I lifted my polo shirt and pushed the top of my pants
down to reveal I was wearing pink panties.  My response was:

"Yes, I'm his girlfriend," as I then lifted my shirt to show Danny my
pierced nipples, as would befit my exhibishinist streak.

"Lucky guy," Danny mused as he nodded his head in acknowledgement.

Yes, John tells me he is a lucky guy.  I'm his lucky gal.

--------
Author contact if you like/dislike the story:
jakladd@hotmail.com