Date: Wed, 9 Mar 2005 09:32:58 -0500
From: Joan Mitchell
Subject: Rob's Sissy Boy XI

Many years have passed since I was Rob's sissy boy.  As I write about those
times, I relive the memories of how much I enjoyed each new experience.  My
love of lingerie is still strong with me.  But sex is now only with my
wife.

   We renewed our affair after I had returned late at night from Tim's.
The door closed slowly as my brother stepped towards my bed, naked.  I
reluctantly reached and switched on the lamp.  Turning my head back, I was
staring up at his bobbing six-inch boy bone.  It danced just above my nose.
I rose up to take it between my puffy lips.  As I did, my covers slid down
to my waist.

   Seeing the top of my teddy exposed, Rob broke the silence saying, "I see
you're still dressed for fun.  Did you get your ass pounded tonight?"

   I nodded "yes" as I swallowed his head.

   He than said he wanted sloppy seconds.  I nodded my acceptance and began
to chew on his hard meat.  I would have loved to have him fuck me any other
time, but after Tim me earlier, I could've have passed that night.  When
Rob was home a month earlier, he told me he was done with guy sex.  So I
was surprised that he was in my room looking for some ass.  I hoped if I
let him have me now then when he came back on his next school break he
might be willing to fuck again.

   I was tired but as I sucked on his shaft, I began to regain some of my
energy.  A warm hard cock will do that.  I reached around to grab his bare
ass.  Pulling him on to my bed.  He kneeled beside my face then swung a leg
across my shoulders.  Now he was straddling my neck.  His cock slipped in
and out between my tender lips, his sack banged against my chin.  My head
was propped by pillows, allowing me to lay back while Rob face fucked me.

   His slow, even strokes drove his head to the back of my throat.  Between
his soft moans, Rob told me that it had been two months since he had any
pussy.  He admitted that seeing me in panties earlier got him hard.  He
than decided he would fuck me when I got in.  Rob said that he had been
waiting hours, and was ready to explode.

   I turned my face to the side, his cock slipped out.  Thinking Rob might
be horny enough make a threesome, I said, "I'm glad you changed your mind.
Maybe we can find other ways to help satisfy you while your home."

   At the time I don't think he picked up the full meaning of my statement.
He just grinned and fed me his slick cock again.  Rob proceeded to slow
fuck my mouth, while I thought of a way to suggest he join Tim and I.  He
leaned forward, rocking his hips, screwing my mouth, as he held onto the
headboard.

   The covers over my legs were too warm, so I reached down and threw them
off exposing my garter and nylons.  Rob turned to the sight of me
completely exposed.  He also could see my sissy cock poking against the
crotch of the teddy.  Rob reached back and stroked my bulge.  My revived
boy clit jumped at his touch.  He reached down between my thighs to the
crotch and pulled, releasing the snaps to the teddy.  My tiny cockette
sprang up to its full four and one-half inches.  It felt good to be free.
Rob grabbed and began to jerk me off.  I was in heaven.  My mouth was full
of cock, and my dickey was being slowly pumped.

   With my eyes closed and my lips softly massaging Rob's pole, I placed a
hand on each of his bum cheeks again.  With a firm hold of Rob's tight ass,
I kneed and squeezed him as I drew him closer.  Rob's cock was forced
deeper into my mouth.

   Rob meanwhile stopped pulling on my cock, slipping his hand down to my
sack.  My dickey twitched as his fingers rolled my balls around.  He
jiggled and patted my nut sack, like a boy with a bag of marbles.  To give
him easier access, I raised my knees to the sides of his waist lifting my
bum up off the bed.  With my pussy presented to him, he slid his hand from
my balls to my rosebud.  Shivers ran over my bum.  I wanted his fingers to
enter me, but instead they danced around my puckered hole, teasing me to
madness.  Then as if he knew I couldn't take any more, his middle finger
dove into my gooey ass.  I let out a low moan that vibrated his cock, still
tucked between my warm lips.  I knew he would feel the sticky mix still
coating my innards.  His digit slipped in without any resistance.  I was
loose and ready.

   Rob teased me by saying, "Feels like your fluids are a little low.  I
guess I can fill you back up."

   I released his cock and replied, "I could use a good flushing too."  Rob
grinned, while looking back at me.

   At this point I had to lower my legs, the position was hard to hold.
When I rolled my ass back onto the bed, my pussy made a sucking sound as
Rob's finger was drawn out.  His sticky finger slid across my thigh and
hooked onto a garter strap.  He tugged on it then let it snap back against
my bare skin.  I kept trying to suck his cock back in.  But with him
twisting about, I couldn't get it into my mouth.  It bobbed and bounced,
tapping against my nose and chin.  I had saliva and pre-cum smeared all
over my face.  I couldn't close my mouth quick enough to catch it.

   Finally I released a cheek and grabbed his shaft.  It was to far away to
get my lips around it, but I could kiss and flick it with my tongue.  While
my tongue wiggled at his cock hole, Rob turned to watch.  I tongue fucked
his cock for a minute, until Rob pulled it away saying that I was driving
him crazy.  I closed my eyes and put my head back onto the pillows to rest.

   As I relaxed, Rob began to shift himself about.  He rose up onto his
knees. Still straddling me, then move down along my body.  At my hips, his
bare ass slid up against my cockette.  It poked itself up between his
cheeks.  The head had to be near his asshole.  Rob stopped and paused,
seeming to enjoy my sissy cock's pressure at his brown eye.  Watching him,
I saw Rob with hands on his thighs, ever so slightly raised and lowered his
bum.  His eyes shut as he moved only his ass.  I was now sure my head was
at the entrance of his fuck hole.  Rob soon began to make small circles
against my head.  Lightly rubbing his ass lips over the tip as he moaned.
I would have loved for him to sit down on me right then.

   Rob had other things in mind.  He stopped, opened his eyes.  Looked back
at me, then slid over my cockette and down onto my legs.  My sissy cock
sprang up as he passed over, aching for more attention.  He positioned
himself onto my calves.

   There he sat on my stocking wrapped legs.  Lightly, he began to run his
hands up my legs, to my hips and back down again.  He must've liked my
outfit, because his eyes stared down as if hypnotized.  I closed my eyes
and drifted with the sensation of his touch.

   Rob shifted his weight forward, then I felt his warm breath surround my
cock head.  Through slits in my eyelids, I saw Rob's mouth slowly engulfed
my boy clit.  Once past the head, Rob closed his lips around my shaft and
slid down its short length.  I watched him until his nose buried itself
into my pubes.  I groaned and stroked his hair.  Rob slipped his hands
under my bum and squeezed my cheeks as he sucked me.  Rarely did Rob do
more than lick and kiss my sissy cock.  But tonight he opened himself up.
I hoped this wasn't a onetime thing.  Maybe he was now accepting our
affairs as just sex, right or wrong.  Rob was far more sexual than before,
I decided to lay back and enjoy the reversed rolls.

   After fucking Tim earlier, it would take a bit more of Rob's oral
attention to get me to shoot.  But I was willing to let him continue for as
long as he had a mind to.  If he wanted to drink my jizzum than I would try
to oblige him.  I laid still, letting small moans escape my throat as Rob
sucked and licked.  He seemed to be enjoying himself.  For having little
practice, he was quite good.

   To my complete surprise, my balls began to tighten up.  I felt them
swell full of warm cream.  I was quickly approaching the point of no
return.  I told Rob I was ready to cum, but he continued to orally service
me.  I closed my eyes as the joy of my pending release took me.  Rob's pace
picked up just as the first blasts were shooting into his mouth.  The first
couple shots caught him by surprise.  He stopped bobbing and held still.
The following blasts filled his mouth.  I could feel his try to swallow.
He gulped once then, I felt sticky goo slid down into my pubes.  He wasn't
ready for the taste.  But he kept his mouth lightly wrapped around my head,
sucking and lapping.

   After the last drops of spunk had oozed from my head, Rob ran his sticky
tongue and lips along my length.  He seemed to like the slick sensation as
they glided against one another.  He was relaxed and enjoying the moment.

   I was just a puddle under him.  My body was completely drained as if I
had fed him the last of my strength.  I wanted to sleep.  But of course Rob
wanted more.  He now wanted his boy juice to be coxed out from his sack,
and not by my lips.

  Rob rose with man-milk dripping on his chin, wiped it off and got off the
bed.  He asked if I had any oil.  I told him in the back of the closet in a
box.  As he turned and leaned into the dark closet, I sat up on my elbows
to direct his search.  He bent down and pulled out a couple boxes.  I told
him which one had the lube.

   Placing both boxes near the bed, he lifted off the lid.  Exposing
panties, garters, bras and nylons inside.  I told him it was probably at
the bottom.  Rob stuck his hand in and blindly searched by feel until he
found the bottle.  As he pulled the oil out, I told him to take out the
blue panties, garter and some stockings.  He asked why.

   "For you to wear." I replied

   Rob weakly protested that he didn't want to or need to wear panties to
fuck me.

   I said, "You don't need to wear them, but I think you'll like the feel
once they're on."

   He again protested but with little conviction.  He slowly picked out the
items and tossed them onto the bed.

   He said, "You'll have to help."

   I answered, "Just like you did for me, the first time I put on mom's
things."

   He said nothing as I told him to set on the edge of the bed.  I sat up
and hopped off on to my feet.  My crotch was a sexy mess as I wiped myself
before reaching for one of the nylons.  Kneeling at his feet, I carefully
slipped a stocking onto each leg up to his knees.  Before having Rob stand
to attach the garter straps, I placed a hand on each knee and spread them
apart.  Leaning in, I gobbled his cock into my hungry mouth.

   I bobbed down and up, teasing Rob for a few minutes.  Then I stopped,
leaned back on my heels and had Rob stand.  I had him turn with his ass in
my face.  Once he obeyed, I again leaned forward, this time I stuck my
tongue between his cheeks.  Bob surprised me again by bending at the waist,
giving me better access to his bum.  I flicked and licked up and down his
crack until he couldn't stand it any more and moved away, driven crazy by
my teasing.

   I said, "Ok, I'll stop.  Now stand still while I hook the belt."

   Rob moved back as I took the garter belt and reached it around his
waist.  After it was hooked, I pulled both stockings up and attached them
in the back.  Next, I had Rob spin around.  Before he was completely
turned, I caught his semi-hard cock between my lips.  I sucked him deep as
I blindly attached each stocking in front.  I stayed like that for a while,
my lips locked on Rob's shaft, returning the favor.

   Finally I released his tasty cock and held the panties open as Rob
stepped into them.  I slowly slid them up over his silky legs, attempting
to tease him in the process.  By the way Rob's cock jerked wildly, I knew
he was hooked on wearing lingerie.  As the waistband slid up under his
cock, Rob groaned softly.  I gently lifted his shaft up and back, tucking
it against his tummy.  Rob then help to slip the panties up to his hips.
Jokingly I asked Rob if he wanted a bra.

   He replied, "Not tonight, maybe next time."

   I looked up at him and smiled, saying, "I knew you would love these.  I
think most guys who enjoy stroking a girl in her lingerie secretly wishes
they could feel what its like to wear them.  They're just too embarrassed
to try."

   I then offered to Rob, "Wear anything I have if he like while you're
home.  Just be careful not to leave them for mom to find."

   He said sheepishly, "Thanks, if I feel the urge, I'll let you know
before I take anything."

   I then said, "You'll find that the more you wear them, the more you'll
want to wear them more.  Especially to bed."  Then laughed.

   I rose to my feet and sat on the bed.  Rob turned and stepped in between
my legs.  Our nylon wrapped legs rubbing together, both our cock were now
hard and twitching.  As I wrapped my arms around his waist, I drew him
closer.  Rob slipped a hand under each of my thighs and raised them up.
This forced me to let go and fall onto my back.

   My legs were now bent at the knees and in the air.  Rob moved closer
until his thighs were hard against my bum.  His cock, covered in nylon,
bounced and twitched against my naked sissy cock.  The sexy contact in the
panties had Rob ready to shoot his load.

   He then surprised me by saying, "I'm going to fuck you like a bitch."

   I wasn't sure if I could take another hard fuck, but I shot back,
"You're the second guy to tell me that tonight."

   Rob asked, "Does he dress up too?" as he pushed my legs up and back,
causing my bum to roll up off the bed once more.

   I smiled up at him saying, "Yea, sometimes in his wife's panties."

   Well that did it.  Rob seemed shocked as he asked, "You're fucking a
married guy?  How old is he?"

   "Not much older, five or six years.  And he's someone you would've never
guessed."  I replied with a smug smile.

   Rob was getting hornier from our conversation.  He leaned his hips
forward into my ass cheeks, prodding his nylon coated cock head at the base
of my cockette .  Through his panties, the wetness from his pre-cum smeared
over my balls.  Sensing he wanted to know more about my new cockman.  I
tried to give out more details but my mind was fading back to his cock
rubbing against mine.  I kept losing my concentration.

   I told Rob, "He's like me, started wearing panties as a teenage.  Then
he wore his wife's.  Now he has some of his own, and he likes to be
fucked."

   Rob, in an inquisitive voice, asked, "Do I know him?"

   "Yea, you've seen him and you're always saying how his wife is 'so
fucking hot' when you see her at the store."  I replied, knowing I gave
away to much information.

   Rob's mouth dropped open.  With disbelief in his voice, he asked, "You
mean Tim, your manager?"

   I smiled proudly and with a nod said, "That's him."

   He whispered loudly, "Holy shit, his wife is fucking perfect.  Why does
he fuck a guy with a babe like her?"

   I raised my head saying, "Its about length, and its not that he's
short."

   Rob wanting to know more, asked, "What's that mean?"

   I then giggled as I told him, "He's too long for her.  He's got a ten
inch cock that doesn't fit in her six inch hole."

   Rob, still having trouble believing me, asked, " So he fucks you instead
of his wife?"

   Grinning, I said, "No, he still screws Sue, but she can't satisfy him
totally.  She's not willing to try it anally.  He was willing to live with
it until he caught me in my panties in the restroom one night."

   As Rob's head nudged and slid at my cockette and sack, in disbelief, he
repeated, "Holy shit, and you've fucked his ass?"

   "Yea, tonight." I said, "He asked for it."

   I held back from saying anymore, not sure whether to approach Rob with
my proposal.  But, I figured what better time to talk about fucking another
guy than just before he fucked me.

   So I asked him, "Would you like to join us?  Tim asked if I knew anyone
who might be interested in making it a threesome.  I didn't say anything
about us until I was sure you would agree.  Maybe we can all meet this week
at the store after closing, if you interested."

   Rob's prodding developed into pumping as I brought up the idea to him.
I knew he was even hornier after he heard about Tim.  He seem to also be
daydreaming.  As if he was picturing the three of us sucking and fucking
each other.

   I laid with my eyes shut, as he quietly rubbed into me.  Our steady cock
to cock action and erotic talk had us both ready.  I didn't say anymore
about us and Tim, letting Rob mull it over for awhile.

   Rob released a leg and reached down to his crotch.  I could tell he was
freeing his cock from it panty prison.  It flopped out tapping at my thigh.
He grabbed the oil and began to lube his head and my pussy.  He was
completely silent, like he was thinking about what I had been telling him.
Trying to decide if he would join us.  He was going through the motions but
wasn't all there.

   Once we were oiled up, he aligned his head against my tender ass.  He
leaned into me, his cock head easily slipped in with no pain or resistance.
After Tim had stretched me earlier, my ass opened like a flower.  My feet
were up at his shoulders, his hands locked on my bare thighs.  Rob slowly
drove himself inside.  I moaned from pure pleasure.  The talk had gotten me
hotter too.  I wanted him to pound me like a jackhammer.

   When he was tucked deep inside, he stood quiet, as if lost in his
thoughts.  After a while, I asked him if he was "ok".

   He said, "Yea, are you?"

   I told him, "Never better."

   Well that brought him around.  He pulled out then back in.  He started a
nice steady rhythm.  I raised my head up to watch Rob in his sexy things as
he plowed my ass.  Rob had worn panties once at the drive-in, but he was
more into it this time.  He stared down at me, concentrating on his
meat-pop being lovingly squeezed by my hungry pussy.

   Ron picked up his pace and began to slam into me, saying, "You're so
fucking nice.  Then he stunned me by asking, "When can we get together?"

   My mind was in a fog.  I hadn't expected Rob to discuss any possible
meeting until after we had finished.  I had been focused solely on his boy
bone filling my ass.  I snapped out of it and thought for a few seconds.

   As my head jerked about from Rob banging into me, I replied, "If you're
sure about it, I think we can meet in a couple days."  My voice was jerky,
sounding like I was riding a bike on a bumpy road.

   I was thrilled to hear Rob was willing to get together with Tim.  As I
started to think of the combinations that we could come up with, Rob was
pounding me harder.  I tried to rock back to meet his thrusts, but Rob was
controlling both of us.

   Rob was working me harder than ever before.  Both sets of my cheeks, ass
and face, were quivering for his force.  With thoughts of Rob and Tim
fucking me, I was ready to explode.  I knew from Rob's frantic fucking, he
was too.

   In my dreamy state, I felt a hand wrapped around my cock.  Rob began to
pump me as he drilled my pussy.  I laid in complete joy of the moment.
Although I had shot a load earlier, I was near blowing again.  Rob's piston
like cock, drove into me, throwing me around like a rag doll.

   Through all of this Rob blurted out, "Yea, I'll join you."

   Well that did it.  Suddenly my balls shot short spurts of cream out onto
my stomach and Rob's hand.  As I squirted like a mini fountain, Rob's cock
swelled.  He began releasing a flood of cum into my waiting ass.  I drew my
legs closer to my chest, giving him a straight shot.  He splashed my
innards as he pumped out and in.  Rob began growling as he punish-fucked
me.  It was like he wanted to prove he was as good a Tim was.  As if he was
in competition with him.  If that was the case, than I would be the one to
benefit by it.  If these guys try to out fuck each other, I would need my
rest.

   Rob was finally weakening.  He slowed his pace as his jets of hot seed
began to turn to light sprays, then to dribbles.  He continued to drive his
shaft deep but with a more leisurely glide through my gooey hole.  At this
point I was totally exhausted.  I could have fallen asleep right then and
sleep for a week.

   Rob leaned forward once more then extended his arms on to the bed for
support.  He was trying to catch his breath and calm down.  He hovered over
me while grinding his hips into my bum.  Poking his shrinking cock around.
His eyes closed as he took in the last sensations of our sex.

   When he had enough, Rob leaned back, straightened up.  Stepping back,
his limp cock slipped out with a slurping sound.  That was followed by the
sound of compressed air escaping from my bum hole.  Then the gooey mix from
the evenings activities seeped out.

   Rob garbed my used shirt and wiped himself.  Next he cleaned my well
stretched ass as best as he could.  I scooped the cum off my teddy and
tummy.  Then licked it up.

   I lifted my head and asked Rob, "Don't those things feel great?"

   He smiled and said, "If its that good every time, I might wear them more
often."

   I said, "I think our discussion about a threesome with Tim helped too."

   Rob thought for a moment then said, "I'm not so sure now about doing
that.  I might freak out."

   "No you won't."  I said reassuringly, "Tim's real nice and easy going.
Plus he won't tell anyone.  He doesn't want to mess up his marriage.  And
his long cock is so good"

   I sat up and Rob stepped back away.  He started to pull down his
panties.  I asked him what he was doing.  He told that me he was taking
them off and go to bed.

   I said, "Leave them on and the garter and stockings too.  You'll
probably find you have a harder time falling asleep but a much sexier
sleep."

   Rob replied, "Alright, I'll try them tonight, then drop them off
tomorrow morning."

   I told him that that was fine.  Rob adjusted his outfit, and turned to
leave.  I reached out and patted his sissy ass as he headed out the room.

   Before the door closed, I said, "You look very sexy in them." Then
giggled.

   Sore and exhausted from the long night of screwing, I could barely turn
off the lamp and crawl under the covers.  I knew my bum was leaking but I
didn't care.  I just wanted to sleep.  It took only a second to drift off.

   After what seemed like just seconds of deep sleep, I felt my body being
rolled onto my stomach.  I couldn't figure how I was moving since I didn't
roll on my own.  My eyes were still closed, not wanting to wakeup.  Without
my help, the covers were pulled off and my hips lifted up until my knees
were under me.  There I was, half-asleep with my bare ass in the air.  My
mind wasn't working quite right yet.  I still hadn't figured out what was
going on.  In the darkness I sensed that someone else was in the room, on
my bed.

   Suddenly I felt my pussy being forced open by something pushing inward.
It wasn't painful but more annoying.  I seemed to be getting fucked without
being asked.  I opened my eyes slightly.  Still dark in the room, with what
little strength I had left, reached back behind me to touch who ever was
slipping his cock into me.  As I expected, I felt the silky leg and garter
clasp of Rob.

   Weakly protesting, I asked, "Aaah, what the hell are you doing?  It's
the middle of the night.  Couldn't you wait 'til tomorrow?"

   Meanwhile, he had sunk his cock head in as far as it would go.  I was so
loose he could have put his fist in.

   Knowing he wouldn't leave until he was finished, I didn't try to get
away.  It was kind'a neat having late night sneaky sex.  I probably could
have slept through the whole think.  I was just there for him to cum into.

   Bob whispered, "I couldn't help it.  I woke up hard and horny.  I needed
to fuck."

   In a pissed tone I whispered, "Couldn't you have just jerked-off?"

   He said, "I tried but it wasn't good enough, and since you're next
door."

   I was resigned to the fact that Rob was going to fuck my ass.  I would
have to wait until he was done to get back to sleep.  He gripped my hips
and began to work into my well fucked pussy.  I faded in and out with
sounds of Rob's hips slapping against my cheeks and his grunts haunting the
quiet of the night.  He used no finesse.  He slammed in with his full
weight then pulled out quickly.  I think he pulled too far a couple times
and his dick slipped out.  I know when he slipped out once, he wipe his
cock off of his and Tim's previous gifts, using my sheet.  My face was
jammed into the pillows.  I had to struggle to breath at times.  I could've
smothered and he won't have known.

   Rob was enjoying his late night sex as he sawed in and out.  He was
rejuvenated since his earlier visit.  He kept whispering, "I'm so fucking
horny, I could fuck you again."

   I was hoping it was only lust talk.  I couldn't take another fucking.  I
just wanted to sleep.  I asked, "What time is it?"

   In between his groans, he said, "Five."

   I mumbled, "It's only been a couple hours.  Next time, don't wait two
months."

   I prayed that he would shoot soon.  Thankfully he did.  Rob finally
climaxed, splashing my innards with another load of creamy cum.  I only
wished that he would finish quickly and leave.  He bucked into me a few
times then collapsed down on top of me.  We both slid down onto the bed.  I
didn't care if he stayed or left, I was going back to sleep.

   Just before I passed out, I felt Rob's cock being withdrawn.  He rolled
off of me, and bed, then out the door.  As the door closed, I drew the
covers up over my drained body for some well deserved rest.

   I'll write about our threesome at the store soon.