Date: Mon,  5 Dec 2005 22:36:20 -0500 (EST)
From: Twonight <twonight@excite.com>
Subject: First Encounters - Part 7

Before I get into this story, I would like to cover an administrative
detail.  Many of my readers have been unable to locate my other stories.
The following is a list of the story titles and they can all be found under
Prolific Authors / Twonight:

Black Dorm
World's Hottest T-Girl
The Awakening
Star Cruiser
The Inmate
Shocking Encounter
Olympiad
Turning 18
The Gamblers
The Realtors
The Kidnapping
The Fluffer
First Encounters

Please send feedback to twonight@excite.com.  I really enjoy hearing about
your first sexual encounter so tell me about it.

As I mentioned above, I really like to hear about my readers' first sexual
encounters.  I have gotten a lot of great stories.  Although I can't vouch
for the validity of them, I decided to share a few of them with others,
with the names changed and no references which would reveal anyone's
identity.

Ok, on with the story:

Garret's story:

The date was July 19, 2002.  That was the last date that I could say that I
was a totally straight man.  I was a 29 year-old happily married man with a
good job and a nice suburban home.  Everything was normal, or at least as
normal as that kind of life can be.  That was before I met Tony.

Tony was a college kid who was working as a summer intern in our office.
He was average height but had a nice build and a nice Italian look.  Most
of the female interns were after him and rumors flew about all the younger
female employees that he was fucking.  I had to admit I was jealous.  Tony
started hanging out at my office on a regular basis, just shooting the
breeze when he wasn't delivering mail and supplies.  I tried to pry some
details out of him, but he just smiled and denied everyting.  I wasn't
buying it.

One afternoon, while my wife was out of town, Tony asked me if I would like
to go for a drink with him after work.  "What the hell," I thought.  "I
might as well take advantage of my week of freedom and have some laughs."
I agreed and we met in the parking garage and took my van.  We put his bike
in the back and headed off to a local bar.  I had never heard of the place,
but I didn't know much about the downtown scene.  It was pretty quiet when
we got there, so we sat at the bar and had a beer.  I was surprised that
there were no televisions with baseball playing like most of the bars I was
used to.

Tony and I just made small talk for a while and several more men came in.
Pretty soon, the place was very crowded and the speakers began to blare a
techno dance song.  I was surprised that there were no women to be found
and I asked Tony about it.  Before he could answer, a man approached and
asked me to dance.  I had to ask him to repeat it and he did.  Suddenly it
all made sense.  I was in a gay bar.  I politely refused the dance, then
turned to ask Tony why the fuck he had brought me to a gay bar.

"I wanted to get you drunk," he said.

"For what?"

"Because I want you to fuck me."

I was speechless for a moment.

"You want what?"

"I want you to fuck me.  I wanna suck your cock.  Then I want you to bend
me over and fuck me."

"But I'm not gay."

"That's OK.  I've been fucked by lots of straight guys when their wives are
away.  They get horny and I give them what they need."

I tried to be adult and sophisticated about the whole thing, but it was
difficult.  I declined emphatically and we left immediately.  As I drove
him home, we didn't speak.  I kept looking over to see if he was checking
me out.  I imagined that he was looking at my dick, lusting after it.  I
have to admit that the thought of him sucking it was causing me to get a
bit aroused, but I said nothing to Tony.  As I dropped him at his
apartment, he told me to feel free to call him if I changed my mind.  He
reached over and squeezed my partially erect cock and said, "I'd love to
swallow your load."  I asked him what made him think that I would change my
mind and he said, "Because half of the married men that have fucked me
turned me down at first."

I pulled away quickly and drove home as fast as I could.  My mind was
reeling.  It was one of those evenings where you start out with one
expectation and things take an incredible twist.  I went to bed, prepared
to sleep, but lay there for an hour staring at the ceiling.  All I could
think of was his mouth on my cock or my dick in his ass.  I had tried to
get my wife to try anal but she was deadset against it.  I had fucked a
couple of girls in the ass before I married Lisa and I really missed that
feeling.  I tossed and turned until I finally crossed that line.  I picked
up the phone and called his cell number.  I figured he might as well be
awake too.

When he picked up, I hesitated, then asked, "Is it too late to take you up
on your offer?"

"No man it isn't.  In fact, I'm almost to your house now."

"Why were you coming here?"

"I could tell by the way your cock was getting hard that you wanted it.  I
figured it would take you a couple of hours to get up the nerve to call.
Just relax and I'll be there shortly."

About five minutes later he arrived.  He was wearing tight shorts which
showed off his hot ass and I couldn't help but picture my cock sliding up
there.

"Damn, dude, you're ready to fuck me right here on the porch aren't you."

I was embarrassed, but he was right.  I let him in and he immediately
reached out and opened my robe.  He reached into my briefs and grabbed my
cock, then walked to the bedroom, pulling by my rapidly growing cock.  By
the time we got to the bed, I was hard as a rock.  He quickly stripped,
revealing a hot ass and a sizble cock of his own.  He knew I was really
horny and he didn't make me wait.  His mouth engulfed my cock and swallowed
it to the hilt.  My wife had never gotten more than half of it in her
mouth.  Tony began to bob up and down on it, taking it deep in his throat,
then almost all of the way out.  I couldn't believe how good it felt.  With
each thrust, his tongue ran down the length of my shaft, then paused to
lick my balls.  His technique was phenomenal.

I really wanted to fuck him, but the feel of his hot mouth was just too
good to pull out.  I usually have pretty good staying power, but this was
just too much.  I knew I was about to explode and I warned him.  Instead of
pulling off, like my wife always did, he sucked even harder.  In a matter
of seconds I was blasting his mouth and throat with a river of sperm.  He
moaned as he sucked more and more semen from my long, hard shaft.  I had
never had a blowjob like this in my life.  Women always shied away from
swallowing my load.  Tony was swallowing it like he was dying of thirst and
my cum was water.  He kept sucking and sucking until he had every drop.

He looked up at me, with my cock still in his mouth.  I expected him to
pull off and leave but, instead, he just curled up with his head on my
thigh and my limp cock still in his mouth.  He fondled my balls and ran his
tongue up and down my shaft, being careful not to lick my overly-sensitive
cockhead.  Only a man would know to avoid that.  I ran my fingers through
his dark black hair as he gently caressed my balls and shaft.  I knew now
that he was going to get me hard again so I could fuck him.  I was amazed
at how well he could read my thoughts and anticipate my desires.  He pulled
off my dick and began to stroke it as he licked my balls.  Then he really
surprised me by licking my asshole.  Not only did he lick it, but he began
to force the tip into my hole and wiggle it around.  I hated to admit, even
to myself, that this was getting me really hot.  I guess my cock gave me
away as it began to grow rock hard.  He replaced his tongue with the tip of
his finger as he went back to sucking my dick.  That extra stimulation made
his cocksucking even better, but I was ready to fuck.  Again, he
anticipated my desires as he rose and asked, "Are you ready to fuck me?"

"God yes!!," I replied.

"Ok cowboy, here's how it works with me.  I don't want you to make love to
me like you would with your wife.  I want you to fuck me.  I want you to
mount me in any position you want and fuck the living shit out of me.
Don't worry about hurting me and don't worry about my pleasure.  My
pleasure will be having you use me as a fucktoy, a hole to pleasure
yourself in.  When you cum, feel free to shoot it up my ass or stick it
back in my mouth.  And when you're done, you can fuck me again and again.
As long as you can get hard, you can fuck me again.  I'm yours to use until
you are done."

I couldn't believe my ears.  It was like a dream come true.  Since I was
already on my back, I had him lube me up and sit on my cock.  It took a
little work, but soon my big cock was buried in his ass.  He sat there for
a moment, rubbing my chest as he adjusted to my big dick.  Then he began to
bounce up and down, slowly at first, then very rapidly.  When he lifted up,
my cock came very close to slipping out before his ass came crashing back
down and swallowed it up again.  The tightness of his ass was incredible
and I loved watching his big dick waving as he bounced.  He was rock hard
himself so his dick didn't flop.  It just waved slightly like a conductor's
baton.  I thought that was appropriate because his ass was like a symphony
of sensations on my dick.

After watching his cock for a while, I just had to touch it.  I had never
touched another man's dick and I have to admit that it was strange when I
first grabbed it.  Tony moaned deeply as I stroked it with each of his
bounces on my cock.  It felt soft and hard at the same time.  I loved the
feel of it.  I imagined how it would feel in my mouth - how it would taste.
I was quickly brought back to reality as Tony flipped on his hands and
knees and waved his ass at me, as if to say, "Mount my ass and ream me
out."  I positioned myself and slammed my cock home with a vengeance.

"Oh yes!!!," he screamed. "Fuck my ass like the cheap whore that I am.
Slap my butt with your big balls."

His dirty talk was contagious.

"Take my cock in your slutty hole, bitch," I yelled.  "See what it feels
like to get buttfucked by a real man, instead of those queers you hang out
with."

I was slamming the living shit out of his ass and he was thrusting back to
meet each stroke.  This went on for a while until I got the urge to flip
him on his back.  He eagerly accomadate me, bringing his knees up to his
shoulders and giving me easy access to fuck him like a woman.

"This is a better position for a bitch like you, on your back and looking
me in the eye while I fuck that pussy ass of yours.  Tell me you're a
fucking cunt."

"Oh yeah.  I'm a total cunt."

"Tell me you're a cocksucking whore."

"I'm a cocksucking, cum swallowing whore."

"I'm tired of looking at your slutty mouth.  Get on your stomach."

With that he flipped over and lay flat on his stomach.  I straddle his ass
and sank my dick to the bottom of his ass.  Then I began to ride him harder
than ever.  With each downward thrust, my flesh slapped his with a loud
smack.  He tried to raise his ass to meet my thrusts, but each time I
slammed his ass into the mattress.  On and on we went until I sensed the
arrival of my orgasm.

"I'm gonna cum in your ass now bitch.  I want you to squeeze my cock and
make me cum hard."

His ass muscles tightened just as I began to unload hot semen in his ass.
There's something about coming while fucking really hard that is so
exhilirating.  Cum seems to shoot much harder and the orgasm is so intense.
For what seemed to be a lifetime, I continued to fill his ass with a hot,
sticky cum cocktail.  When I finally pulled out, I shoved my cock directly
into his mouth and told him to clean me up.  He began to lick and suck me
clean.  As tired as I was, I knew that I just had to fuck him again.  I
might never have this chance again and I was determined to make the most of
it.  He looked me in the eyes and asked if he should leave now.

"You'll leave when I'm done pounding that whore ass of yours and not a
minute sooner.  Got that?

"Yes sir!"

"Lick my ass some more cuntface."

His tongue felt even better now because he had some of my cum on it and it
made it easier for him to slide more tongue in my ass.  I made him tongue
my ass for a while, then I straddled his face and had him lick my balls and
shaft.  I suddenly felt the need to pee and told him I would be back after
I took a leak.

"You don't have to leave for that," he said.  "Just stick it in my mouth
and make me drink it."

I was repulsed at first, but in the mood I was in, nothing seemed that
crazy.  He encouraged me again, so I lay over his face and crammed my cock
in his mouth.  It took me a minute, but the urine began to flow.  I was
really pissing hard and he had trouble keeping up.  I slowed myself to let
him swallow, then began to piss again.  He finally got every drop down and
licked me clean.

"Thanks for putting your fluids inside me, sir," he said.  "I want to
swallow all of your juices."

I rested as he continued to lick and play with my dick.  Suddenly I had an
interesting idea.  I went to the closet and got my wife's merry widow
outfit with the crotchless panties.  I threw it at him and said, "Put this
on bitch.  If you are going to act like a cheap whore, then you should
dress like one."  He eagerly obliged, even donning one of her blond wigs.
I have to admit that he made a very attractive woman and I was eager to
give this slut another ride.  I fucked his ass again causing the sperm from
my previous ride to gush out as I penetrated him to the max.  When I fucked
his ass from behind, his cock hung from the opening in his panties creating
quite an erotic site.  Seeing this person who looked every bit like a
woman, except for this long, hard cock dangling below, made me want to fuck
him even harder.  I finally shot another load in his mouth, after slapping
him several times with my hard cock.

I reached underneath to feel his hard cock coming through the open crotch
and I was stunned to find that he had cum while I fucked him.  I never even
noticed.  When I found it he became very apologetic.  I reassured him that
it was OK, but I made him lick his cum off the sheets, which he did
eagerly.  He asked if he should leave now, but I told him no.  I told him
to leave the merry widow on and get into bed with me.  I spooned him with
my arm around him and told him to go to sleep.  I was still naked and my
cock was pressed against his ass.

About 4AM, I awoke to find my cock as hard as a rock.  Tony was still
asleep, but I just had to have some more ass.  I raised his leg and pressed
my cock against his asshole.  He unconsciously pushed back to meet me and
my cockhead slipped into his ass.  That woke him with a start, but he
quickly recovered and pushed back to take all of my cock in his ass.  When
it bottomed out, I made him stop and not move.  He was confused, but did as
he was told.  I lowered his leg and just lay there and enjoyed the feel of
my cock safely buried in the depths of his ass.  I reached around and began
to stroke his cock which, by now, was very hard.  He moaned and writhed as
I stroked him, causing his ass to rub my cock and get me more excited.  I
flipped him on his stomach and pounded the shit out of his ass for ten
minutes, erupting in his ass for what seemed like the 10th time.  When I
finished, I stayed on top of him.  He didn't understand, but I told him to
just stay there.  My cock softened but was too deep in his ass to pop out.

I stayed on top of him for a good thirty minutes, until my cock started to
show signs of life again.  I didn't think it was possible, but I got hard
again.  As soon as I was hard enough to ride him, I began to pound his ass
again.  He moaned deeply as my thrusts caused cum to pour from his ass and
drip down his balls.  I was exhausted, but I kept humping as long as I
could.  Just when I thought I was going to pass out, I shot another load of
cum in his ass and rolled over on my back.  He dove on my cock and licked
it clean, smiling as cum ran down his chin.  I felt his cock and noticed
that he had gotten very hard as I fucked him.

I couldn't resist the urge anymore and I dove on his cock sucking it like a
vaccuum cleaner.  He didn't last thirty seconds before shooting his load in
my mouth.  The taste was not good, but it was exciting to taste and feel
his cock in my mouth and I was proud that I was able to make him cum in my
mouth.  After that, we both passed out and didn't wake until 8:30 in the
morning.  I started to rush around and get to the office, but then I saw
his naked ass on the bed.  I walked to the phone, called the office, and
told them I was taking a vacation day to deal with a personal affair.  I
smiled as I finished the call because he already had my dick in his mouth.
I mentioned that I had to pee and he just smiled and took my dick back in
his mouth.

About a year later, Tony began living as a woman.  He got breast implants,
took hormones, and changed his name to Antonia.  I have continued to see
him through all of the changes and I still can't get enough of his ass
except, now, I get to feel a sexy pair of tits when I fuck her.  It's the
best of both worlds.


As always, send comments to twonight@excite.com.  Check out my other
fiction stories, Olympiad, The Gamblers, Black Dorm, The Awakening, The
Inmate, Turning 18, The Gambler, The Realtors, The Kidnapping, The Fluffer,
and Star Cruiser - and my nonfiction Shocking Encounter and Tess' story -
World's Hottest T-Girl.