It was after 6 PM, and they had sneaked in to steal their furtive
moments of pleasure. When they were done, they would sneak out, act
like their straight friends and stay hard until they were able to
do it again.

It was the second time they had met, and they had not become too
adventuresome, not even approaching the fantasies that their
minds had been turning over since they each learned (years
before) that thinking about boys made them harder and feel better
than thinking about girls ever could. When they were sure that
they were alone, they embraced one another and were once again
struck by how right their mouths felt, and they wrestled with
their tongues kissing eyes, cheeks, lips, neck and thus inflamed
their passion. The two athletes were now breathing as heavily as
during any workout and were straining against their jocks and
sweat shorts.

The only light was from the sunset outside that entered from the
high windows above. There was a misty quality to the orange
twilight, leftover from the parade of sweaty bodies that had
showered there earlier. The only sounds would be the echoes of
their groans and words of pleasure. They sat down, face to face
on a locker room bench. Thankfully it was bolted to the floor so
it could stand their violent movements. Between continued mouth
work and crotch rubbing (“Oh, fuck! That feels great, Tim.”),
they pulled off each other’s shirts and licked off a layer of
perspiration while exploring each other pecs, pits, and abdomens.

These boys were true specimens of youth. Tim was definitely the
finer of the two, with varsity letters in both football and
baseball. 6′1″, 180 lbs., brown straight hair, brown eyes,
beautifully proportioned. His fascination for guys had made him
shy (how else could he not be out fucking the cheerleaders?)
Chris was a basketball player, 6′4″, 170 lbs. (“cute, but…” the
girls said). He was no Tim, but right now, charged with sexual
passion, the two appeared equals. As for the girls who
overlooked him, Chris, in his current position, would have been
the envy of them all.

Their upper bodies were smooth for the most part, save for a
trace of hair that led its way down to their crotches, a road map
to the grand prize. They interlocked their legs and in a tight
embrace humped their crotches together grinding and groaning,
echoing loudly in the otherwise empty locker room. Tim broke the
embrace and grabbed Chris’ knees and slide him away from him.
“I’m hungry Chris,” Tim said in an almost trance like state. Tim
then grabbed the waistband of Chris’ sweat shorts and slowly
pulled them down the basketball players long legs, pulling them
over his shoes and tossing the shorts aside. Tim then pulled
Chris halfway back towards him, reached forward and liberated
Chris’ long, thin (like Chris) dick from the jock, pushing the
constraining pouch to one side. (For some reason, they both liked
to keep their jocks and shoes on when getting off.)

When Tim touched the base of Chris’ dick and fondled his already
tight balls, Chris gasped as a large flow of pre-cum made its way
out of his dick slit and dribbled down the underside of his dick.
Tim felt a surge of pre-cum in his own dick but wanted to keep
his meat constrained for the time being. “Dinner time,” said Tim
laughing as he lapped up the bead of pre-cum and licked his way
up Chris’ ever-harder prick. Chris was almost in heaven and
leaned back and closed his eyes as Tim went to work.

Tim slicked up Chris’ dick and ball sac with a generous amount of
saliva and alternated between steady long mouth strokes and then
gently sucking one then the other of Chris’ steamy balls. When
Tim grabbed the base of Chris’ cock and started playing major
head games on Chris’ purple helmet, Chris stopped him.

“I love what your doing, man. But I want us to shoot together.”
With that said and a long kiss, Chris began reciprocating. When
he pulled down Tim’s shorts, it looked like Tim had creamed
already. There was a huge wet spot where the elastic band of his
jock met the pouch, and when Chris pulled the elastic back, a
thousand ribbons of pre-cum formed between the fabric and Tim’s
hairy crotch. Chris was in love with Tim’s balls. They were big
and firm, hotter than any he had seen in any magazine. Tim put
the wide elastic of the jock underneath Tim’s balls and started
his slavish devotion. Tim liked his own balls too, and sometimes
would make himself cum simply by playing with them.

Chris moved up to the thick prick that topped those gorgeous
balls and had a suckfest of his own, coaxing up more and more
pre-cum that he would in turn wipe all over his face. Tim was
getting close and the time for release was at hand.

As they had done on their first meeting, they locked their legs
together and started jerking each other off forcefully. Dick to
dick, fist to fist, they were like one unit of sexual energy.
They were wet with sweat. Their crotches were pools of pre-cum,
sweat and saliva. Chris started first, with Tim shooting a
millisecond behind. Their young balls churned out ropes of cum:
Tim’s first two spasms splashed the underside of his chin; an arc
of Chris’ cum filled a little pool above his collar bone. The
remaining spasms coated their chests, stomachs and crotches.
When they were both spent, they again embraced tightly and their
cum commingled in their embrace and the sweet smell of their
passion rose to their nostrils.

As they kissed, Chris and Tim were happy. Together they had
found fulfillment. Next time, perhaps they would move on further
into unexplored territory. Chris had awakened the night before,
cumming, in a dream of eating out Tim’s ass. Tim had similarly
dreamed of Chris sitting on his dick. But that was for next
time.

Tim now stood up and stretched. He took his cum-soaked jock off
and used it as a cloth to wipe down his hot body. He wouldn’t
wash it. Later, one whiff and he would be in ecstasy. Chris
cleaned up in a similar fashion. These boys were whipped! They
bent down and took off their shoes and turned to head for the
showers. After their first liaison, the shower they took
afterward, though only made up of soapy massage and warm embrace,
was almost as powerful as the sex they had enjoyed.

Coach Miller was standing about six feet away when they saw him.
Needless to say, they were surprised. Coach Miller was a fantasy
object for every male or female at their high school. He was 28,
and when Tim considered the people he knew that he’d like to
fuck, Coach Miller was the one. When Tim would try and wake up
early, one thing that would get him going would be to fantasize
about Coach Miller. He would get hard, get up, jerk off and
start his day.

He wasn’t thinking about that now. They both were speechless.

Coach Miller looked pretty steely. “Chris, put your gear back on
and head home. Tim, go grab a towel. I want to have a word with
you in my office.”

Tim went down and grabbed a gym towel that barely covered him.
With a look back, Chris headed out. Coach Miller picked up Tim’s
jock and marched down to his office. He dropped the jock down on
his desk and sat down in his chair. Tim stood there, nearly
naked, but for some reason felt he had a lot of power in the
situation.

“Sit down, Tim. I’ve got some advice for you.”

“So, you finally went for the big prize, eh Tim?” said Coach
somewhat mockingly. Tim wanted to pick up his cummy jock that
lay on the desk and wipe the smirk off Coach’s face with his cum.

Tim didn’t know what Coach’s game was. He always struck him as
eminently cool, not someone hurtful or judgmental. Tim felt fine
sitting there, half-covered with a towel and the smell of sweat
and cum rising off his young body.

Coach had come back from a run when he stumbled upon the two boys
in the locker room, and his hot 28 year-old frame was glowing
with perspiration. He was wearing a large, loose-fitting tank
top that was soaked with sweat. One reason that Coach was such a
fantasy object around the high school was his hot body and the
fact that he did not dress as the traditional coach; no polyester
shorts, shirt and whistle with knee socks for Coach Miller. He
was wearing black lyra shorts that stopped a few inches above his
knees, short ankle socks and running shoes. He leaned back in
his chair; the sweaty tank top covered his crotch. Tim wanted
him.

“You know you could have anyone in this school, Tim. You’re 18,
you’ve got the best body/looks combination here and you’re
graduating in three months. Why are you wasting your time with
Chris?”

Tim was pissed. Who the fuck was Coach Miller to sit there and
comment on his choice of fuck-buddy? Did he know how hard it is
to hook up in high school with other guys? Tim knew he wanted to
fuck boys and he was beginning to come into his own with that
opinion. His shyness had always held him back and was the excuse
for why the hunky boy was without female companionship. Tim was
ready to drop his shyness and get what he wanted out of life.

“You think I should be dating a cheerleader and dreaming of
copping a feel of tit and some drive-in and then going home and
jacking off thinking of how I rubbed her shoulder? Fuck that,
Coach. I don’t know how much of what you saw back there, but
Chris and I were fucking each other and if you can’t deal with
that, too bad.”

Tim was a little surprised by the strength of his response.
Coach laughed.

“You weren’t fucking, buddy boy, you were sucking each other off
and jacking off like a couple of 13-year old’s. You don’t have
the body of 13 year-old, so why do you act like one?”

“Why do you expect me to do,” he asked Coach. He propped his
foot up on the edge of Coach’s desk. Coach had a full view of
Tim’s crotch.

“For one thing, don’t act like a precocious little fuck, flashing
me your dick. Stand up and drop that towel.”

Tim sat there. “Stand up, kid and look at yourself in the
mirror. Do it!”

The last thing Tim wanted was a lecture about how he shouldn’t be
wasting his time on fucking around with other boys. He stood up
in front of the mirror and dropped his towel.

Coach stood behind him. “You’re a beautiful man, Tim. Like a
statue, perfectly formed. Your feet, your calves, thighs, cock,
balls, torso, arms, face, hair. Turn around. Your back, your
ass. You have the body and looks to get anything you want in
life, and I don’t want to see you waste it.” Coach’s voice had a
hypnotic quality.

“Here’s a little news flash, Tim. I like fucking men, too. And
I mean really fucking. I won’t fuck you; I’d like to, but
fucking a student is just a little too risky. I don’t want to
see you waste your time. Embrace who you are and start going for
what you want. How did you hook up with Chris? Did you stumble
upon him jacking off and join him?”

“Pretty much,” said Tim, feeling more and more the novice, but
happy to have someone to talk to.

“Why don’t you go after Carl Thomas. He’d let you fuck him in an
instant.”

Carl Thomas was a senior, a swimmer, and an adonis. Tim was
shocked by Coach’s suggestion.

“Carl Thomas, the great seducer of women? Did you happen to see
him fucking around in the locker room too?”

“No,” said Coach, but I’ve seen him look at you and trust me:
when I was in high school, secretly checking out the guys, I
learned all the tricks, and Carl wants you.”

Tim’s dick stirred at the thought of fucking Carl. One of Tim’s
first overt homo acts was stealing a pair of Carl’s speedos and
using them for serious jack off inspiration.

“So Tim. That’s my assignment for you. Find yourself; seduce
Carl and get what you want out of your life. Don’t be shy
because those around you won’t accept what you are. Find people
who will accept you and then talk to me about what’s going on
with you.”

Tim and Coach would talk in the months ahead, but Tim had his own
agenda.

“Okay, Coach. On your advice, I’ll try and fuck Carl, but
there’s something else I want.”

“Shoot,” said Coach, gathering his stuff, getting ready to leave.

“I want you to fuck me.”

“No way, jocko. Too much trouble.”

Tim spit into his hand and re-activated his cum-slicked dick and
immediately grew throbbingly hard. “How will I know how to fuck
Carl if I’ve never fucked or been fucked? I want you Coach. You
said you wanted me. Lift up your shirt and show me that you’re
not hard and I’ll go jack off, alone, in the shower.”

“Tim… I can’t do that.” Tim went for it and grabbed Coach’s
tank top and was delighted to see a tree trunk erection heavily
constrained by coach’s lyra shorts, topped off by a large shiny
pre-cum soaked area.

“Fuck yes,” said Tim. Tim stroked his own cock and licked the
resultant pre-cum off of his hand.

“You want to do it, Tim. You really want me to fuck you, with
this?” Coach took of his shirt and grabbed his dick through his
shorts.

“Fuck yes, Coach. Fuck me with that!” Coach walked over and
locked his door. Tim stood there stroking his dick and rubbing
his pecs. His breathing was heavy and he felt more sexually
charged than at any moment in his young life.

“Put your jock on,” ordered Coach. “If you want me to fuck you,
it’s going to be on my terms.”

Tim took the cummy jock from the desk. “Put it on backwards,”
barked Coach.

Tim looked at Coach, confused. “Just do it, buddy boy.” Coach’s
voice was totally turning Tim on. He turned the jock around and
putting it on felt the slimy pouch creep up his ass crack.

Using his forearm, Coach cleared his desk off with one sweep.
“Lie on your stomach.” Tim laid down and his already slimy cock
leaked more precum on the desk top. Grabbing Tim’s thighs, Coach
spread the boy’s legs and then dove into his ass crack tasting
Tim’s sweat and cum. He chewed the material and soaked it with
saliva. He then pulled the elastic aside and Tim almost came as
Coach’s tongue worked its way up Tim’s asshole. “Fuck yes!”
cried Tim.

After slicking up Tim’s virgin ass with his tongue, Coach then
inserted one finger and then another. Tim was blown away by what
he was feeling and his pre-cum flow became a river as Coach’s
fingers made their way to Tim’s prostate.

Coach was surprised at how relaxed Tim’s tight hole was. Tim met
the thrusts of Coach’s fingers with his own backwards thrusting.
“Give me your cock, Coach,” moaned Tim as he looked backwards.

Coach kept up his finger work as he pulled down his lyra shorts.
His cock was straining against his totally pre-cum soaked jock.
Tim looked back in awe as Coach freed his eight-inch cock. It
was thicker than Tim’s, smoother too, with a nice pearly gob
streaming out. Coach’s balls were big, and tight.

“Turn over,” said Coach. Coach gently stroked Tim’s dick and he
reached into his drawer and pulled out a condom and put it on.
Tim was in a trance-like state, in anticipation of the fucking he
was about to get. Coach pulled Tim up to him and they mouth-
fucked. No slight against Chris, but Coach knew his way around a
man’s mouth. Holding Tim’s face, Coach looked at him deeply and
asked him, “Are you ready for this?” In a breathy whisper Tim
answered, “Fuck me, Coach.”

Coach proceeded to do so, with Coach holding onto Tim’s beefy
thighs. Coach would slow his pace and reach up stroking Tim’s
pecs, and giving the occasional jerk on Tim’s meat. Tim was lost
in passion. Tim was just as much fucking Coach with his own
thrusts. “Let’s go for it Tim.”

They increased their pace. Tim started playing with his balls
and jacking his own dick. Coach pulled out, rolled off the
condom and started jacking too. Tim had his powerful legs wrapped
around Coach’s torso. They started coming together. Coach
sprayed Tim’s face with a heavy stream. Tim’s cum was arcing
high and splashing his chest and stomach. When they regained awareness,
Tim pulled Coach on top of him and they shared the taste of Coach’s
cum in their mouths. Coach looked at Tim. “You little fucking seducer.
I always said I’d never fuck a student.” “It won’t happen again Coach,”
Tim said with a mischievous cum-soaked grin.

“Until the next time.”

I sat down on the blanket and started rolling the sheer black nylons that I had just bought. I slowly pulled them up my shaven legs and smoothed them into place. This was followed by a black lace garter belt, which was attached to the nylon tops. Next I pulled out the silicone breast that I ordered over the Internet. I spray the medical grade adhesive onto the back of each breast before pressing them into place. Minutes later I now had a set of breast that several women that I know would be jealous of. Next I opened the clasp on a beautiful black lace half bra. I quickly but carefully positioned the bra into place and closed the clasp. (A task that I have become quite good at)

Next I stood and pulled the black lace thong panty into place. Being careful to pull my now hardening cock between my legs and wedging it between my ass checks. I slowly lifted the black lace slip over my head and let it drop into place. My short black leather mini skirt and then my white sheer blouse followed this. The black bra and my enhanced cleavage were clearly visible through the sheer material. The last thing was my 4″ black leather stappy pumps. I was now ready to be a woman. What I was not aware of was that two guys were down at the pond and heard me rustling through the bags and decided to investigate. I had just laid down on the blanket and started licking and sucking on the rubber dildo that I had brought with me.

I was lost in what I was doing when the guys came up beside me. One of them cleared their throat to get my attention. I looked up in horror to find to guys watching me suck the dildo. I went to stand up so that I could run and fell flat on my face. They both laughed at me. I made my way to my feet and began to run until my heels got stuck in the grass and I fell again. The taller of the two helped me up and dragged me back to the blanket. The shorter of the two said, “Well what do we have here?” I stood there and said nothing. That’s when he said that I shouldn’t be wasting my time sucking on a rubber dildo when there was two perfectly good cocks there. I started to protest when he said that if I wanted to dress like a woman that I should be treated like one. That’s when he unzipped his fly and hauled out a fat wrinkly cock that was at least five inches long and two and a half inches around and still completely flaccid. By far the biggest cock that I had ever seen. He grabbed my wig and pulled me to him. He pushed me to my knees on the blanket and started moving closer. I started to pull away and he informed me that if I didn’t do as they said that they would beat the shit out of me and cut off my dick.

He told me to start sucking and he pushed his cock into my face. I had no way to escape so I slowly opened my mouth. He told me to lick it first. I slowly run my tongue across the head and then up and down the sides. His monster cock started to grow and kept growing until it was over 10 inches long and more than three inches around. Once he was fully erect he grabbed my wig and forced the head of his cock into my mouth. I had to stretch my mouth open as much as I could to allow the mushroom shaped head to enter. Once he had the head in, he started to force more in. I felt it hit the back of my throat. That just spurred him on and he pushed harder until he was entering my throat. I started to gag and he pulled back for a second before slamming his cock forward again and soon he had at least six inches in my mouth and throat. I thought that I was going to die. He continued to push more until he realized that I couldn’t handle anymore. He told me to use my throat muscles to milk his cock. I slowly started to swallow and managed to get another inch in my mouth.

By now the taller of the two guys was getting impatient and wanted his turn. The shorter one pulled his cock out and slapped me in the face with the monster. As soon as he stepped a side I had my first look at the taller man’s already erect cock. It was much shorter and no where near as thick but was uncircumcised. He stepped forward and slowly pushed the head of his cock into my mouth. My jaw was burning from the monster that was just removed so I was actually happy to see that he was only average sized. He slowly continued pushing until his balls were touching my chin. That’s when he started really giving it to me. He would pull out all but the head and slam it all back in again. I was actually starting to enjoy servicing him when the shorter guy climbed behind me and pulled up my skirt. He could clearly see my erect cock through the lace panties and commented on how I must enjoy being a woman. Then all of a sudden he yanked down my panties and spit on my ass. I realized what he was about to do and wanted to stop him but there was a part of me that was really enjoying it.

He worked a finger into my ass, then two. Soon he was reaming me with three fingers. He was stretching my hole to accommodate his monster tool. I was so enjoying the cock in my throat that I didn’t resist when he started pushing his cock into my ass. I had to stop sucking the taller guys cock to keep from biting him as the shorter guy showed no mercy as he pounded my ass until he had every last inch of his cock in my ass. He stopped long enough to scoot forward so that he could grab my hips. I had just started sucking the cock in my mouth again when I felt the cock in my ass pull out until just the head was in and then he slammed back in time and time again. With every forceful thrust of his hips I was impaled at both ends. Soon we had all worked out a rhythm and I was in heaven.

Only moments later I felt the cock in my mouth start to jerk and soon I was swallowing my first taste of semen. Just when the last trickle was sliding down my throat I felt the shorter guy pick up the pace as he neared his release. I regretfully felt the cock slip from my mouth only moments before I felt the sensation of the load being deposited in my ass. I almost passed out from the pleasure and for the first time I really felt like a woman. Both guys thanked me for the good time and said that they hoped to meet again real soon. I informed them that I would be back next weekend. They laughed and said “Same time – same place.”

I lay on the blanket and drifted off to sleep as the cum leaked out of my well-abused ass. When I awoke, I cleaned up, removed the make-up and got dressed. I had to wear the breasts home because I forgot the adhesive remover. Not that I really minded, I enjoyed being a woman even more now.