Ladyboys Moving to Thailand and my first Ladyboy
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Straight Boy Bottom - Chapter 4 free porn video
Chapter 4 - Much Needed Relief
My team had gone to a region swim competition, a week-long event about 4
hours away from my school. It was a huge deal, but it did mean going a
week without much privacy. I made it almost the whole way through the week
before I ran into trouble.
I had just finished my last event, and it had been a grueling day. I had
pushed my body to its limits, and earned a silver medal for my efforts. I
had gone back to my hotel room after the meet to shower off and change into
comfortable clothes, intent on taking a nap before joining the other guys
for celebrations. I took a long, hot shower, and elf the bathroom with
just a small towel wrapped around my waist. I looked around the room, and
my roommate was still not back. He probably was already in the hotel bar
with the others. I noticed an envelope on the table which had not been
there before my shower. Opening it, I saw a note from my coach:
Derrick:
Congratulations on your medal, I'm proud of how hard you worked for it.
Now that your events are over, I arraigned for a reward to help you relax
and enjoy the rest of the competition. Enjoy.
I looked at the note for a minute wondering what he meant, when a knock
sounded on the door. I opened it, to find a guy in a white shirt and khaki
shorts. He was young, mid-twenties I guess, and in good shape. He had
blonde hair and blue eyes and a big smile on his face.
"Hey, are you Derrick?" he asked.
"Um, yea."
"Hi, I'm Jack, I'm here to give you your massage."
"Massage?" I asked, confused.
"Yea, ordered by a...." he looked at the card in his hand "..Coach Hurley?"
"Oh" I said, realizing that this was my reward for pushing myself so hard.
"Come in."
Jack quickly set up his table, and had me lay down on my stomach atop it.
Since I was in a towel already, the massage got underway quickly. His
large, warm hands touched the stretched and sore muscles of my back,
kneading the oils into my skin. I moaned immediately, realizing just how
much I needed this after all the training and competition of the previous
week.
Jack spent a great deal of time on my sore back, shoulders and arms. After
only a few minutes I was putty to him, just mindlessly moaning as he
worked. He moved lower, to my lower back, and I suddenly realized a huge
problem.
For a couple of months now I been getting regularly fucked. And by
regularly I mean at least 4 times a week, sometimes more (to be honest
sometimes I had cock in me more times than there were days in the week).
Nathan and his and Gwen's friends, not to mention the insatiable Josh, had
gotten me used to regular ass play, and now I had gone 6 full days with
nothing. And now a young, well built guy had his magic hands kneading the
top of my ass.
I moaned, for an altogether different reason than before. Jack moved down
to my feet, and worked his way up my legs. My leg muscles were tight and
sore too, and he worked out all the kinks. Slowly he worked up my calf's,
then my thighs.
He'll be done soon, I told myself. I just have to hold out. I can do
this.
Then he took away the towel that was covering my ass. His large, oil slick
hands came down on my glutes, and I moaned softly. He squeezed and worked
them masterfully. My legs u*********sly spread a bit. I felt his fingers
between my cheeks. My heart was racing now, I had no idea what to do. I
felt one of his oil-slicked fingers touch my hole, and slowly massage it in
a circle.
I had to say something. But what? "Dude, what are you doing?"
He chuckled behind me. "I go where the tension is. And you've got a ton
here my friend. I can help you with it." His finger started to slide
into me as he spoke. I gasped, as he proceeded to slide his finger into
me, back and forth. I moaned, and my ass lifted oh so slightly to meet his
fingers.
Oh fuck, I was so screwed. A second finger joined the 1st. My legs spread
more. I heard him chuckling. "See? Told you I knew what you needed." As
his fingers worked my hole, his other hand continued to massage my glutes
and the small of my back. By the time he added the 3rd finger, I had
completely surrendered. To him, or to my own deviant wants I don't know,
but I just let it happen. My ass was pushing back to meet his fingers,
greedily wanting more. Then suddenly, they pulled out, and I was empty.
"What?" was all I could manage. I opened my eyes landlocked back to see
Jack pulling off his clothes. He had a great surfer body, tanned and
mostly smooth, with some light blonde hair on his pecs. He stripped down
to his underwear, a pair of tight white briefs which displayed his ample
hard cock nicely. I eyed it as he pulled down his briefs, and out flopped
the hard, thick member with a significantly flared head. God that was
going to feel good.
"Do you want to suck it" he asked, grinning as he stroked it slowly while I
watched. I shook my head.
"No, just fuck me. Please." His grin was huge. He climbed up onto the
massage table, a feat of agility in itself, and laid down atop me. I could
feel his body weight on me, and his cock rested between my oiled up ass
cheeks. He humped my ass firmly, his cock slowly being coated in oil as he
did so. His cock slide it's full length across my needy hole, and every
time the fat head passed by without going in, I whimpered. It was all I
could do not to beg him. My hips rose to press closer against his cock.
"Damn, you must want it bad" he said. "When's the last time you got
fucked?"
"Six days" I moaned in answer.
"Wow, and already this in need?" He was talking right into my ear now, his
hot breath against my neck and face while he slowly stroked his cock with
my ass cheeks.
"Well I get fucked almost every day at home" i said, the words coming
unbidden from my mouth.
"Wow" he said, sliding his cock past my hole again.
"Sometimes more than once a day" What was I doing?!?
"Damn, your boyfriend is a lucky man"
"No boyfriend" I answered simply, No point in bringing a complete stranger
up to speed on my entire weird situation.
"Even better" He said, and finally pushed his cock head to my hole. I
grunted as it popped open my hole, and then moaned as his thick cock slid
into me to the base. My cock grew rock hard and started to leak as he
pressed his crotch into my ass, burrowing as deep as possible. I buried my
face in the towel under my head and moaned.
As he pulled backward I whimpered slightly, feeling empty, only to moan
again as he pushed back in deep.
"Oh God yes" I moaned as he slid in and out. He established a quick but
steady rhythm, sensing my deep need. He fucked me like that for a long
while before he pulled out, and led me to the bed. he turned me to face
him, then grinned as he pushed me backward onto the bed. I landed on my
back as he climbed up on top of me between my legs. He leaned in and
kissed me on the lips, his tongue invading my mouth. As he kissed me he
slid his cock back into my waiting hole, making me moan into his mouth.
I suddenly realized that this was my first time being fucked in missionary
position. All of the guys Gwen had had me be with wanted me from behind.
I loved it from behind, made me feel more like a toy being used, but this
sensation was also wonderful in another way. Jack kissed me deep while he
fucked me deep, invading me over and over, taking my body from both ends
simultaneously.
"I'm close" he whispered in my ear. "Where do you want it?"
"In my ass" I gasped. It was where they all came. I gasped again as he
grasped my cock in his fist, and began jerking me along with his fucking.
After only a few strokes of his fist I was cumming, my load shooting all
over both of our chests. My ass tightened around Jack's cock as I came,
drawing his orgasm out. He moaned as his lips and teeth dug into my neck.
i felt him shove his cock deep into me as he shot his load. After a few
more thrusts he looked into my eyes, smiled, and kissed me again, softly
this time.
Jack started getting dressed and I helped him pack his massage gear up.
"Thanks for helping me loosen up" I said at the door. He smiled and kissed
me again before he left.
I hopped in the shower to clean up quickly, then got dressed and ran down
to the hotel bar where I knew some of my teammates would still be.
Drinking was prohibited to anyone who had to swim the next day, but as the
week was nearly over, many of us were finished.
As I expected, a group of 6 of my teammates were around the bar, and
greeted me loudly as I walked up. I was quickly given a shot, followed by
a second a few minutes later. I ordered a beer after that, and walked to
the other end of the bar where I saw my coach.
"Hey Coach" I said, all smiles.
"Hey Derrick"
"Thanks so much for the surprise, it was just what I needed."
"Great! I'm glad you liked it. You sure seemed happier and more relaxed
when you came in." I grinned hugely.
"Yea, just what I needed after a hard week."
Coach chuckled at that. He leaned in close and said "If I'd known a dick
up your ass would make you this happy I would have got you one a long time
ago."
////////////////////////
[email protected]
My team had gone to a region swim competition, a week-long event about 4
hours away from my school. It was a huge deal, but it did mean going a
week without much privacy. I made it almost the whole way through the week
before I ran into trouble.
I had just finished my last event, and it had been a grueling day. I had
pushed my body to its limits, and earned a silver medal for my efforts. I
had gone back to my hotel room after the meet to shower off and change into
comfortable clothes, intent on taking a nap before joining the other guys
for celebrations. I took a long, hot shower, and elf the bathroom with
just a small towel wrapped around my waist. I looked around the room, and
my roommate was still not back. He probably was already in the hotel bar
with the others. I noticed an envelope on the table which had not been
there before my shower. Opening it, I saw a note from my coach:
Derrick:
Congratulations on your medal, I'm proud of how hard you worked for it.
Now that your events are over, I arraigned for a reward to help you relax
and enjoy the rest of the competition. Enjoy.
I looked at the note for a minute wondering what he meant, when a knock
sounded on the door. I opened it, to find a guy in a white shirt and khaki
shorts. He was young, mid-twenties I guess, and in good shape. He had
blonde hair and blue eyes and a big smile on his face.
"Hey, are you Derrick?" he asked.
"Um, yea."
"Hi, I'm Jack, I'm here to give you your massage."
"Massage?" I asked, confused.
"Yea, ordered by a...." he looked at the card in his hand "..Coach Hurley?"
"Oh" I said, realizing that this was my reward for pushing myself so hard.
"Come in."
Jack quickly set up his table, and had me lay down on my stomach atop it.
Since I was in a towel already, the massage got underway quickly. His
large, warm hands touched the stretched and sore muscles of my back,
kneading the oils into my skin. I moaned immediately, realizing just how
much I needed this after all the training and competition of the previous
week.
Jack spent a great deal of time on my sore back, shoulders and arms. After
only a few minutes I was putty to him, just mindlessly moaning as he
worked. He moved lower, to my lower back, and I suddenly realized a huge
problem.
For a couple of months now I been getting regularly fucked. And by
regularly I mean at least 4 times a week, sometimes more (to be honest
sometimes I had cock in me more times than there were days in the week).
Nathan and his and Gwen's friends, not to mention the insatiable Josh, had
gotten me used to regular ass play, and now I had gone 6 full days with
nothing. And now a young, well built guy had his magic hands kneading the
top of my ass.
I moaned, for an altogether different reason than before. Jack moved down
to my feet, and worked his way up my legs. My leg muscles were tight and
sore too, and he worked out all the kinks. Slowly he worked up my calf's,
then my thighs.
He'll be done soon, I told myself. I just have to hold out. I can do
this.
Then he took away the towel that was covering my ass. His large, oil slick
hands came down on my glutes, and I moaned softly. He squeezed and worked
them masterfully. My legs u*********sly spread a bit. I felt his fingers
between my cheeks. My heart was racing now, I had no idea what to do. I
felt one of his oil-slicked fingers touch my hole, and slowly massage it in
a circle.
I had to say something. But what? "Dude, what are you doing?"
He chuckled behind me. "I go where the tension is. And you've got a ton
here my friend. I can help you with it." His finger started to slide
into me as he spoke. I gasped, as he proceeded to slide his finger into
me, back and forth. I moaned, and my ass lifted oh so slightly to meet his
fingers.
Oh fuck, I was so screwed. A second finger joined the 1st. My legs spread
more. I heard him chuckling. "See? Told you I knew what you needed." As
his fingers worked my hole, his other hand continued to massage my glutes
and the small of my back. By the time he added the 3rd finger, I had
completely surrendered. To him, or to my own deviant wants I don't know,
but I just let it happen. My ass was pushing back to meet his fingers,
greedily wanting more. Then suddenly, they pulled out, and I was empty.
"What?" was all I could manage. I opened my eyes landlocked back to see
Jack pulling off his clothes. He had a great surfer body, tanned and
mostly smooth, with some light blonde hair on his pecs. He stripped down
to his underwear, a pair of tight white briefs which displayed his ample
hard cock nicely. I eyed it as he pulled down his briefs, and out flopped
the hard, thick member with a significantly flared head. God that was
going to feel good.
"Do you want to suck it" he asked, grinning as he stroked it slowly while I
watched. I shook my head.
"No, just fuck me. Please." His grin was huge. He climbed up onto the
massage table, a feat of agility in itself, and laid down atop me. I could
feel his body weight on me, and his cock rested between my oiled up ass
cheeks. He humped my ass firmly, his cock slowly being coated in oil as he
did so. His cock slide it's full length across my needy hole, and every
time the fat head passed by without going in, I whimpered. It was all I
could do not to beg him. My hips rose to press closer against his cock.
"Damn, you must want it bad" he said. "When's the last time you got
fucked?"
"Six days" I moaned in answer.
"Wow, and already this in need?" He was talking right into my ear now, his
hot breath against my neck and face while he slowly stroked his cock with
my ass cheeks.
"Well I get fucked almost every day at home" i said, the words coming
unbidden from my mouth.
"Wow" he said, sliding his cock past my hole again.
"Sometimes more than once a day" What was I doing?!?
"Damn, your boyfriend is a lucky man"
"No boyfriend" I answered simply, No point in bringing a complete stranger
up to speed on my entire weird situation.
"Even better" He said, and finally pushed his cock head to my hole. I
grunted as it popped open my hole, and then moaned as his thick cock slid
into me to the base. My cock grew rock hard and started to leak as he
pressed his crotch into my ass, burrowing as deep as possible. I buried my
face in the towel under my head and moaned.
As he pulled backward I whimpered slightly, feeling empty, only to moan
again as he pushed back in deep.
"Oh God yes" I moaned as he slid in and out. He established a quick but
steady rhythm, sensing my deep need. He fucked me like that for a long
while before he pulled out, and led me to the bed. he turned me to face
him, then grinned as he pushed me backward onto the bed. I landed on my
back as he climbed up on top of me between my legs. He leaned in and
kissed me on the lips, his tongue invading my mouth. As he kissed me he
slid his cock back into my waiting hole, making me moan into his mouth.
I suddenly realized that this was my first time being fucked in missionary
position. All of the guys Gwen had had me be with wanted me from behind.
I loved it from behind, made me feel more like a toy being used, but this
sensation was also wonderful in another way. Jack kissed me deep while he
fucked me deep, invading me over and over, taking my body from both ends
simultaneously.
"I'm close" he whispered in my ear. "Where do you want it?"
"In my ass" I gasped. It was where they all came. I gasped again as he
grasped my cock in his fist, and began jerking me along with his fucking.
After only a few strokes of his fist I was cumming, my load shooting all
over both of our chests. My ass tightened around Jack's cock as I came,
drawing his orgasm out. He moaned as his lips and teeth dug into my neck.
i felt him shove his cock deep into me as he shot his load. After a few
more thrusts he looked into my eyes, smiled, and kissed me again, softly
this time.
Jack started getting dressed and I helped him pack his massage gear up.
"Thanks for helping me loosen up" I said at the door. He smiled and kissed
me again before he left.
I hopped in the shower to clean up quickly, then got dressed and ran down
to the hotel bar where I knew some of my teammates would still be.
Drinking was prohibited to anyone who had to swim the next day, but as the
week was nearly over, many of us were finished.
As I expected, a group of 6 of my teammates were around the bar, and
greeted me loudly as I walked up. I was quickly given a shot, followed by
a second a few minutes later. I ordered a beer after that, and walked to
the other end of the bar where I saw my coach.
"Hey Coach" I said, all smiles.
"Hey Derrick"
"Thanks so much for the surprise, it was just what I needed."
"Great! I'm glad you liked it. You sure seemed happier and more relaxed
when you came in." I grinned hugely.
"Yea, just what I needed after a hard week."
Coach chuckled at that. He leaned in close and said "If I'd known a dick
up your ass would make you this happy I would have got you one a long time
ago."
////////////////////////
[email protected]
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