Date: Tue, 09 Nov 2004 09:55:45 -0600
From: SW
Subject: The Advisor

When I took the job at the college I had no idea it would turn out as it
did. My intentions were entirely honorable.

About two and one-half years ago, a small college in our area contacted me
about working part-time with student publications. I had been in the
journalism business for about 15 years and the idea of working with college
students seemed intriguing. I visited the campus and with the head of the
department and decided to take the job as advisor to the student newspaper.

The first year was difficult. The college didn't offer any journalism
classes, and I spent a lot time teaching the students the differences
between academic writing and news writing. Eventually, they began to grasp
the concepts and some of the students showed real promise. By the end of the
first year, they were putting out a solid, weekly newspaper.

During the next summer, my wife became ill. She was diagnosed with cancer. I
worked with the students as much as a could, but was obviously distracted.
The love of my life was dying. The students were most understanding and
didn't seem to mind how little time I spent with them. By the end of the
school year, my wife had died.

I walked around like a zombie for the next three months. We had been married
15 years, but had not children. I was painfully alone.

About the time the academic year began again, I began to pull my life back
together but I was terribly lonely. I threw myself into my full-time job
editing a small sports weekly and began spending as much time as I could at
the student paper.

The year was going well. During the previous year, some of the better young
journalists had used my limited time to learn "under fire" and had made
great progress.

Casey was the editor. She was a slim girl with short hair and a nice body.
Kate, the features editor, was short with skin the color of milk chocolate.
Kate was cute and very well built. She had a tight body and impressive but
not overly large tits. Alexa was average height with long red hair. She had
nice-sized tits with a really great ass.

As I said, the newspaper staff had been most understanding during my late
wife's illness and bereavement following her death. Now that I was getting
back to normal, they seemed glad to have me around.

At the end of the first semester, Casey came over to where I was going over
a layout and said that she, Kate and Alexa wanted to have me over for dinner
(they shared an apartment) as sort of a Christmas and "thank-you" gift. I
said that would be fine, and we agreed I would go to their apartment the
next Friday night.

During my wife's illness, sex had been limited. The times we were together
had been intense, as we both knew our time was limited. Now, it had been
months since I had had sex, and I admit was starting feel some urgings. I
had visited some porn sites on my home computer a few times and found plenty
of pictures to use for jerk off fantasies, but those times were more stress
relief than anything else. My wife and I had had a pretty satisfying sex
life. We had been adventurous enough that we had had some interesting times,
but nothing too exotic. She had been the only woman I had slept with.

However, like most men I had harbored certain fantasies. Some I had shared
with my wife, and some I had kept to myself. We had played around with a
few, but actually found that most fantasies were best kept as just that.
Anyway, the night of the dinner arrived. I drove to the girls' apartment.
Casey met me at the door and invited me in. Kate and Alexa were in the
kitchen preparing the meal, and we wound up in there talking. They had fired
up the grill on their patio and were cooking some steaks. We drank a little
wine, ate dinner and everybody was having a good time. They had asked
questions about journalism careers, and I had talked to them about college
life.

After about two hours, Alexa stood and said it was time for me to receive my
gift.
"I thought dinner was my gift," I said.

"Well, that was just part of it," Alexa said. "Come on girls. Dave, you stay
here and we'll call you when we're ready."

I thought that sounded a bit strange, but agreed. The girls went to a back
bedroom.
A couple of minutes later, I heard one of the girls call, "Come one back!" I
walked down the short hallway and opened the door. What I saw stunned me.

All three girls were sitting on the bed naked or near naked.

I stood there for a minute in shock and then started stammering. Casey
jumped up off the bed, her tits shaking a bit as she stepped over to me and
put a finger against my lips. "Shhhhh," she said. "We don't want to hear it.
We know you've been lonely, and all three of us have said you deserved
something special for Christmas. We're it!"

Casey was the only one of the three not totally naked. She had on a pair of
red thong panties. Kate was on her knees on the bed, her well-proportioned
tits looking great and she had shaved her pussy.. Alexa, I discovered, not
only had big tits, but they were firm as they stood out from her chest. Her
bright red pussy hair was a magnet for my eyes.

"I really don't...," I started to say, but Casey pulled my head to her mouth
and insert her tongue. I couldn't resist. My cock was rapidly getting hard.
In fact, by the time she let me up for air, it was rock hard. She began to
unbutton my shirt, also pulling on it to get me closer to the king-sized
bed. When the back of her knees hit the bed, Casey sat down and began
unbuckling my belt. Alexa took over the removal of my shirt, and Kate pushed
her tongue into my mouth. I felt my jeans drop to the floor, quickly
followed by the underwear. Casey reached down to push the clothes all the
way off, and I stepped out of both. Now, I, too, was naked.
Casey, her hand firmly on my cock, began to lick my shaft and balls. Alexa
dropped to her knees and joined her. Kate continued pushing her tongue down
my throat, and then stood on the bed and pulled my mouth too her tits, which
I began to hungrily suck.

After a couple of minutes, I had to come up for air and looked down as Casey
took my cock into her mouth. Alexa was licking my balls. I ran my hand up
and down the back of Kate's legs, fondling her ass, and then slipped my hand
between her thighs. He pussy was soaking wet. I easily slid a finger inside
her and she moaned.
I had been without real sex for so long and that I was already about to
come. "Oh, God," I said, "I'm about to cum."

Casey kept sucking, Alexa kept licking and Kate put her hand over mine to
keep it in her pussy. I began to spasm and felt the cum shoot up from by
balls into Casey's mouth. She swallowed it with ease, and then passed my
dick over the Alexa, who immediately began to suck out the remainder of my
cum.

Feeling weak kneed, I managed to get the rest of the way to the bed and fall
onto it.

"Holy shit," I managed to croak. The girls laughed.

"We thought you would like that," Casey said.

"We've been planning this a while," said Alexa.

"I'm speechless," I said. I had just gotten a great blowjob and had three
naked co-eds apparently ready for more. Before I could say anything else,
Kate straddled my chest and said, "Well, you gotten me started. Now finish."

She lowered her pussy toward my mouth. I eagerly began to lick and suck her
cunt. Her pussy tasted wonderful, just the right mix of musk and that sweet
pussy flavor. I paused long enough to glance to the side and saw Casey going
down on Alexa. Despite having just cum, my cock jerked and began to harden
again.

I returned my mouth to Kate's pussy and put all my pussy eating expertise to
work. My late wife had told me eating pussy was my greatest skill. She told
me I would make a great lesbian. She had had a lesbian affair in college, so
I took her word for it and pursued this pleasure with gusto.

Now, Kate was reaping the benefits. I would thrust my tongue into her pussy,
then move up to her clit. I would flick it hard and fast for a few seconds,
and then give her whole crotch a long, slow lick as if it were an ice cream
cone. Kate was moaning louder and louder. "Ooohhh, that's good," she moaned.
"Oh, God, yes. Yes. Suck it; suck my clit."

I followed her instructions, sort of, doing a bit of this and that, getting
her close to cumming and the backing off. She began to push her pussy harder
and harder into my face. When my tongue when inside her pussy, she would rub
her clit on the bridge of my nose. She tried to trap my face that way, but I
managed to keep my face moving but it was obvious she needed to cum.

"Oh, shit. Oh, shit. Oh, please. Please suck my clit; please let me cum,"
she begged.

I didn't wait any longer. I took her clit between my lips and began to suck
for all I was worth. I heard Kate gasp, and then felt her thighs clamp
around my head as she was wracked with one, two three orgasms. Her whole
body went rigid for several seconds and, just when I thought I would pass
out from lack of air, she collapsed off me onto the bed. She lay gasping.

Alexa had just cum, too, from Casey's pussy eating, but had a bit more
energy. She leaned over and began kissing and licking Kate's pussy juice off
my face.

By now, my cock was hard again, and I was ready to fuck somebody. I got up
on my knees, moved behind Kate and pushed my 7-inch white cock into her
purple pussy. My God, it was good. Tight, but smooth. Soaking wet, but
clutching my cock. I began to move back and forth inside her. "Yes, yes,
fuck my black ass," she said. "Fuck me with that white cock. I love it.
Ooohhh, that feels so good.

"I knew your cock would be good. I told them it would be. Yes, give it to
me. Fuck my brains out," Alexa said.
I certainly tried. I grabbed her hips and began moving has fast and as hard
as I could. I had never come close to any kind of sexual experience like
this and had always figured I would shoot off quickly. While I had the first
time, I found staying power I never knew I had.

With Casey working on her clit, Alexa soon came and Kate moved to take her
place. I started fucking her from behind too, but began to tire just a bit.
I pulled out of her pussy, lay on my back on the bed and Kate quickly
straddled me, easing her pussy toward my cock. As soon as the tip of my dick
hit her pussy lips, I pushed her down as hard as I could. She gasped, and
then began to grind her hips into mine. Soon she, too, came.

Kate eased off my cock, and then Casey began another world-class blowjob. It
only took a couple of minutes. The site of her head going up and down my
cock, plus two hot girls laying on the bed next to me, their legs spread and
my cum leaking out of their pussies was more than my senses could take. I
grabbed Casey's head, shoved my cock as far in her mouth as I could and shot
my cum down her throat.

We all lay on the bed trying to catch our breath. I was sweating and my dick
actually hurt. The girls began to stir, and then giggle. "Shit, that was a
good fuck," Alexa said.

"I haven't cum like that in a long time," said Kate. Casey just grinned.

We chatted for a few minutes, and then I said I need to go to the bathroom.
I went into the bathroom to take a piss, and then decided to take a shower.
When I came out and returned to the bedroom, I said, "Casey, you didn't get
fucked, and I don't know if I can now."

"That's OK," she said. "Kate ate me while you were taking a shower. Believe
me, I got off, too."

I began to get dressed. The girls offered a half-hearted invitation to spend
the night, but I declined. My dick was sore, and Kate even made a comment
about her pussy being worn out.

They walked me to the door. Each gave me a deep kiss, and then Casey said,
"Now you know how much we like to fuck. We can do this again soon."

"Sure," I said, "but you're liable to kill me."

They laughed, and I made my exit.

Fortunately, the next couple of weeks at the student newspaper went almost
as if nothing had happened. We worked together and none of the girls
indicated anything different when others were around. However, whenever two
of us were alone or just the four of us were in the office, they made
slightly teasing comments or simply gave me very seductive winks. My mind
still hadn't been able to process all that had happened.

One day Kate and I were on the office alone and she said, "We're kind of
ready to get together for dinner again. If you are."

"Sure, anytime," I said. "I haven't really known what to say. That was the
most incredible sex I've ever had."
"Really?" she said with a smile. "I'm glad. Let me ask you something. You
know that the three of us fuck each other. Have you ever had sex with a
man?"

I wasn't sure where this was going, but after what we'd done to one another
I didn't see any reason to dodge the question. "No, I haven't," I said.

"Have you ever wanted to?" she asked.

This caused me to squirm a bit. One of the fantasies I had never shared with
my wife was my thoughts about sucking a cock. It wasn't a strong enough
desire to really pursue, more curiosity. What did it feel like? How did it
taste? What was it like to have someone inside your body? These were things
I had wondered about.

"Well, I'm not sure it has ever been a desire, but I've wondered what it
would be like," I told Kate.

"Cool," she said. "I understand. Can you come over tomorrow night?"

Could I come over? Hell, I was ready to go right then. "Sure," I said, "what
time?"

"Oh, whenever," she answered, and then began gathering her books and things
to leave. She had on a short skirt, and when she bent over straight-legged
to pick up her backpack, I got a nice view of her pussy. She wasn't wearing
panties. She looked over her shoulder at me, smiled and walked out.

My instant hard-on was almost painful.

During the next day, I thought about my impending fuck-fest and decided that
Casey would get most of my attention. She hadn't been fucked the first time
and seemed OK with it, but, hey, fair was fair.

When I arrived at the girls' apartment, Alexa answered the door stark naked.
"Hi," she said cheerfully. "Come on in. Want a drink?"

I asked for a gin-and-tonic and she sashayed to the kitchen to make it. Kate
was sitting on the couch wearing just thong panties. I sat down next to her,
and she gave me a long, deep, tongue-filled kiss. "Good to see you, too," I
said.

Alexa brought my drink. I took a gulp, and then asked, "Where's Casey?"

"She's studying," Alexa said. "Say, would you like to watch a porno?"

"Sure, if that's what you guys want," I said, although I didn't see the
need.

Alexa walked over to the DVD player and started the movie. Soon the TV
screen was filled with people fucking and sucking. My dick began to respond,
and Kate moved her hand to my crotch and began a soft, gentle rub. Alexa
snuggled under my arm and placed my hand on her tit, which I began to
fondle, gently squeezing her nipple between my fingers.

The movies featured your basic sucking. One particularly good looking girl
was wolfing down some guys dick, giving an impressive blowjob. She swallowed
most of his cum, but allowed a little to dribble out, proving that he had
cum. The guy then began to pull down her panties. When he spread her legs, a
hard dick popped up.
My heart lurched. Another part of my gay fantasy had been to have sex with a
transgender. I tried not to reveal my reaction, but my dick twitched
uncontrollably. Both girls must have been waiting for that scene, as they
both noticed.

"Like that?" Kate said with a slight tease in her voice.

"Well, it's certainly interesting," I said as the couple on the screen
continued their action. The guy, after some initial surprise, had begun to
suck the T-girl's cock. It was now hard. After a few minutes, he stood up,
pushed her legs back and farther apart and placed his cock at the entrance
to her ass. He slowly pushed forward.
By this time, Kate had my cock fully in her hand. As the actor began to move
back and forth in the T-girl's pussy, I couldn't hold back. I shot my cum
straight up in the air. Alexa quickly leaned over and took my cock in her
mouth and milked me dry.

"Well, that was interesting," Alexa said. "Do you like the idea of fucking a
T-girl?"

Again, there was no point in trying to deny it or claim it was just the heat
of the moment. "Well, yes, I've fantasized about fucking a T-girl," I said.
"I don't think I'm gay. I've just wondered what it would be like to suck a
cock and fuck somebody in the ass. I've never done anal."
"Would you like to?" Kate asked.

"I guess. What's up?" I asked as it became clear this was all planned.

"Go upstairs and find out," Alexa said. Then they both got up and went to
the back bedroom and left me sitting there.

I sat for a moment trying to figure out what was happening. Finally, I
decided that Casey was into anal sex. I walked up the stairs to her bedroom
and tapped on the door. "Come in," she said.

Like last time, she wore only a pair of thong panties. The room was dark
except for a lamp next to the bed where she sat. She got up off the bed,
came over and kissed me. "How are you? Did you like the movie?" she asked.
"It was pretty hot," I said. "I guess you're into anal sex, right?"

"Yes, you could say that," she said and kissed me again. I began running my
hands over her body, reaching around and squeezing her ass. My dick was
getting hard again. We began to pull off my clothes, and as soon as I was
naked, she dropped to her knees and began to suck my cock. It felt really
good.

However, just was she was getting into a good rhythm she stopped and stood.
"I'm into anal sex all right," she said, "and I want you to fuck me in the
ass."

She opened a drawer on the night stand and took out a bottle of lubrication.
She squirted some on her hand and slathered it on my dick. Then she squirted
some on my hand, turned and bent over. Just as I started to ease down her
panties, she turned off the light. I put my hand on her ass and began to
massage her cheeks and then her asshole. I rubbed in the lube and eased a
finger into her ass.

"You're going to have to kind of guide me," I told her. "I've never done
anal."

"OK," she said, and reached between her legs and grasped my dick. This
forced her to bend way over, but also put her asshole in perfect position.
She positioned the tip of my dick against her rosebud and then said, "Push
gently, just like you did with your finger. Go slow and stop when I tell
you."

I applied pressure to her asshole with the tip of my dick and it began to
slide into her ass. I felt the tightness of her sphincter. "That's good;
keep pushing," she said. I felt her push her hips back and more of my dick
was inside her. She was taking deep breaths.

"Stop for a second," she said.

"Everything OK?" I asked.

"Sure," she said, "I just need to let my ass get used to the size of your
dick. It feels really good."

We sat like that for several seconds, and then she told me to continue. I
pushed a bit more and felt my cock work past the outer ring. At that point,
it slid in all the way. I was in! My cock was up her ass.

"OK," she said. "That feels really good. Now, very slowly ease back."

I did as she said, pulling back a few inches, and then starting back.
"That's it," she said. "Go slow at first."
I tried, but couldn't help beginning to pick up the pace. It was so tight,
so hot, so nasty. Before I knew it, my thrusts were causing her ass to
shake. The pressure in my balls was building.

"I'm gonna cum," I said and began shooting my sperm into her ass.

"Yeeesssss," she said. "Oh that cum feels so good."

I emptied my balls and then eased out my cock. We both fell onto the bed.

"Wow, that was great," I said. "Now, it's your turn. My dick won't be ready
for a few minutes, but I'd love to eat you."

"Are you sure?" she asked.

"Of course," I replied, "why not."
Casey sort of grinned and then turned the lamp on again. "OK, eat  me," she
said.

I got on my knees by the side of the bed. She was sitting up with her feet
on the floor. I pushed her legs apart and — surprise — a dick sprang up at
full attention.

"Holy shit," I exclaimed. Caught by surprise, I sort of leaned back. Casey
reached out and put her (or his?) hands on my shoulders. "I know you've had
fantasies of being with a guy," she said. "Kate told us what you told her at
the newspaper the other day. I heard you talking after the movie. Now's your
chance."

Still a little unsettled, I thought, yep, here's my chance. "Sorry," I said.
"I was just a little taken by surprise."

"I understand," she said. "Do you think you can do it? Can you suck my dick?
I hope so, honey, because I've jacked off for two years thinking about you
sucking and fucking me."

I looked at Casey and realized it was true. She had a real crush on me. I
also realized that my dick was getting hard as the thought of sucking and
fucking her worked its way through my brain. I leaned forward and kissed her
lips, gently. We kissed some more and I fondled her tits. I kissed her neck
and worked down to her tits, sucking each one. I then began licking my way
down her torso. She lay back on the bed.

Out of the corner of my eye, I could see her erect penis. I was moving
closer and closer to it. Finally, I had worked my way down to the tip.

I took her cock in my hand and stroked it gently, trying to hold it with the
same pressure I used on mine. I looked at it for a moment. This was the
moment of truth. I was about to suck a cock.

I leaned forward and let my lips engulf the tip. Casey gasped and her cock
twitched. Hmm, I thought, that tastes OK. I then began to take more into my
mouth, trying to simulate the movements that had made me feel good when my
cock got sucked. After a couple of minutes, I developed a rhythm and began
moving my head up and down the shaft, taking a little more in each time. I
wasn't able to quite take all of it (after all, it was my first time), but I
did the best I could. Suddenly, Casey moaned loudly and said, "I'm gonna
cum!"

Sure enough, before I knew what was happening, her cum shot into my mouth
and down my throat. I was caught by surprised and semi-gagged, but recovered
and was able to swallow some of it. Probably half of it dripped out onto her
thighs, however.

When she had stopped cumming, I crawled up the bed and lay next to her. She
turned her head toward me, put her hands on each side of my face and kissed
me deeply. "That was wonderful," she said.

"Yeah, right," I responded.

"No, it really was. I've never had a first-timer before. You were wonderful
fucking me and sucking me. Some guys, when they find out I'm a T-girl, try
to hurt me. You didn't. You made love to me," she said.

"Well, I have to admit I've fantasized about this. Now, I've done it."

Her hands moved down to my cock, which was now hard again. She looked deeply
into my eyes and said, "Fuck me. On top. I want to see your face as you fuck
me."

I got some more lube, applied it and positioned myself between her legs. She
pulled her knees back and apart as far as she could. I looked down at her
cock, which must have been about six inches. Her cock and balls got me
excited. Already hard, my cock seemed to get harder and longer. I placed the
tip against her asshole and gently pushed forward. After being stretched by
my cock earlier, her ass easily accepted me again. I looked down at Casey.
Her eyes were closed, but a look of pleasure was on her face. I didn't move,
and she opened her eyes. She looked at me for a moment and sensed what I
wanted.

"Fuck me," she said softly. "Fuck my ass with your cock. Shoot your hot cum
up my ass."

I began to move back and forth inside her. Again, it was easier this time
but still very tight. I had read enough about anal sex to know that you
really can't just pound away, but I thought my motion was good. Casey seemed
to think so.

As I fucked her, I again looked down at her cock, which was getting hard.
Although female in most ways, it went through my mind that I was fucking a
man. And I liked it. I took her cock in my hand and began to stroke it. It
got harder. I tried to create a rhythm with my thrusting and hand strokes. I
must have done OK, because suddenly Casey screwed up her face, gasped and
began pumping cum. It wasn't shooting out, just a steady stream pulsing out
of her cock. When she stopped, and while I was still fucking her, I put my
hand to her mouth. She licked some of the cream away, but I pulled my hand
back. I stopped thrusting for a moment, looked her right in the eyes and
brought the cum to my mouth. I licked my hand clean.

I resumed fucking her. Just a few strokes later, my loins clutched and I
pumped cum into her ass.

This time I didn't go home. Casey and I snuggled on her bed for a while, and
then we got up and took a shower together. Both of our dicks were worn out,
so we just bathed each other, went back to bed and fell asleep in each
other's arms. During the night, I woke briefly. I looked down at the person
next to me. She had great tits and a nice cock. I never would have believed
it. As I drifted back to sleep, I heard moaning from another room. I had
almost forgotten about Kate and Alexa. It sounded as if they hadn't.

A few days later, Kate and Alexa went home for the Christmas holidays. Casey
stayed in town. After some prodding, she confessed that it was hard for her
to go home. Her father was having a hard time adjusting to the fact he had a
son and daughter in one. Casey had lived as gay for a while, but eventually
got implants and made herself into a woman. The operation had been performed
just a few years before. She said she and her father were communicating, but
that it was still difficult.

We spent most of the holidays together. It was kind of cool walking around
town with this young, attractive woman who also had a dick. Yes, we fucked a
lot but not all the time. Alexa came back early from her hometown, and we
had some hot threesomes. I told Casey I liked being with her but still liked
pussy. She said she did, too, that's why she hadn't had a sex-change
operation.

On New Year's Eve, I let Casey fuck me in the ass. It wasn't as painful as I
had expected but still took getting used to. Alexa was right there with us,
coaching both of us along. At one point I was fucking Alexa with me on top
and Casey on top of me with her cock up my ass. Kate walked in right when we
all came. Her hot, black pussy was enough to get us going again.