19 year old
Keith tells the story of his first male bondage experience when
he answers an ad and finds himself bound by a stranger who first
teaches him orgasm denial and then milks him until Keith passes
I don't know why I am turned on by bondage, I just am. I have
always had an interest in bondage ever since I accidentally
handcuffed myself to me bed. (That's another story.) Let me first
tell you a little about me. I'm 19, love
football and I'm the captain of the basketball team. I'm also bi but
I have always acted straight. My parents don't even know about my
sexuality. I'm 6'2", and in good shape. I really look like an
athlete. After every football game, at least five girls ask me out.
I really don't go out much though. Usually, after school, I go home
and fantasize about being tied up securely and having some guy have
his way with me. He would massage me, explore my body, run ice cubes
up and down my chest, jack me off, stuff like that. I never played
out any of my fantasizes though, until now. I recently had my first
bondage experience and I'd like to tell you about it.
There is this adult bookstore in my neighborhood that I would
frequently visit. They had a nice selection of bondage videos and
books and adult toys. I picked up this magazine and thumbed through
it. In the back of the magazine they had some personals. Some
sounded hot, others sounded very dull. One ad though caught my eye.
Top looking for a bottom for bondage fun
Limits respected and expanded
I will keep you hard and cumming
If you'd like to play, call me
His address was also listed and I noticed he lived in my area. I
bought the magazine and went home. I immediately called him.
"Hi. Can I speak with Tony?"
"This is him."
"Hi. My name is Keith and I found your number in a magazine and I
was thinking that maybe we could get together?!?"
"You have an interest in bondage?"
"Have you ever been tied up before?"
"No. I'm still kind of new at this."
"I see. Well, would you like to come over this evening?"
He gave me the address and I said I'd be over soon. Now comes the
hard part. How was I going to get out of the house? My parents are
very strict and they keep a close eye on me. I decided to tell them
that I was going to a friend's house. It was Friday night, maybe
they would cut me a little slack and let me stay out longer. I
borrowed my mom's car and I drove over to Tony's place. He gave me
clear directions so it only took me twenty minutes to get there. I
rang the bell and waited.
"Hi, I'm Keith."
"Ah, come in."
He was very attractive himself. He looked maybe 25, 26. He was
wearing a tank top and jeans. He looked like a model. He told me to
sit on the couch and relax. He sat in his recliner and we talked for
"So, you say you never had a bondage experience?"
"No but it's something that has always fascinated me."
"Do you have a fantasy?"
"Well, in my fantasies, someone would tie me down, fondled me, feel
me all over and then he would start jacking me off. I'd ask him to
stop but he wouldn't. I want to experience that feeling of being
powerless, to have someone else call the shots."
"Hummm. I think we can play, if you're up for it?!?"
"Yes I am."
"How long can you stay?"
"For a couple of hours I guess."
"Good. Follow me."
He led me to his bedroom. Wow, he had a queen-size bed! I noticed he
had some rope on the floor and he had some wrist cuffs attached to
"Why don't you lie down."
I lied down, still fully clothed.
"Stretch your arms up over your head."
He attached the wrist cuffs to my wrists. He then tested them to
make sure I was securely tied down. He then straddled my chest and
he started talking to me while feeling my chest though my clothes.
"How old are ya?"
"How many times do you jack off in one day?"
"About twice a day."
He then started unbuttoning my shirt. He pulled apart my shirt and
messaged my chest. My nipples got hard immediately. He then got up
and undid my jeans. He felt my cock through my underwear.
"Let's get you nice and hard."
He slid my jeans off and he tied my ankles to the bed. I was spread
eagle. I laid there with my shirt open, chest exposed and my hard
cock poking through my underwear. He went back to feeling my cock.
He slid his hands under my underwear and he felt my balls. What an
"Hummm you do have a nice body. Nice tight chest, great legs..."
He then ripped off my underwear.
"...and a nice cock! I think it's time to go to work. Would you like
me to jack you off?"
"Have you ever jacked off repeatedly, like two or three times in a
"No, I never did."
"Well, tonight you'll experience what it like. I'm gonna start by
making you cum a couple of times, OK?"
"OK I guess. What's the safety word?"
"Ah, don't worry about that, just relax."
He sat on the side of the bed and he started touching my cock. He
messaged my balls. He then concentrated on my cock head. With his
fingers, he traced my cock head all around and then he started
rubbing the tip of my cock. I was floating on air. He played with my
cock head for a while. Pre-cum started oozing out. He use used it as
a lube and continued messaging my cock head. Ah, what a feeling. He
then started jacking me off. He gripped my dick and started jerking
up and down. More and more pre-cum was oozing out. He fondled my
balls with one hand while he jacked my cock with the other. The
feeling of not being able to stop him was too much. I was so turned
on that I soon started cumming. My muscles tightened up.
"I...I think I'm gonna cum."
"Good, cum, let it out."
He sped up the pace and I erupted. I came all over my chest and
legs. He made sure I was empty before he stopped.
"Wow, that was something else. Thanks."
He cleaned up my chest and legs.
"Remember, you have to cum again."
"Ya, I remember."
"We're gonna do it differently this time. I want to see how you
control yourself. This is a test OK? I'm gonna jack you off again
but you can't cum until I say you can. When you feel like your gonna
cum, tell me and I'll stop. OK?"
"This is a strange test. I don't know if I can hold out."
"When, you gonna have to try. If you do cum before I tell you too,
then I'm gonna milk you."
"Milk me? What do you mean?"
"Don't worry about it now, just don't cum until I tell you too.
Remember, tell me when your feel like cumming and I'll stop. OK?"
"OK, what choice do I have?!?"
"You can take it, just relax."
He when to his dresser draw and took out a small plastic bottle. The
contents looked clear, like water.
"What is that?"
"You never jacked off with any lubricants before?"
"No. I have seen them at this store I go to but I never bought any."
"Well, relax, it's not going to hurt. It's just going to make your
dick slicker. It's sort of like grease. My hand will glide better
around your lubed shaft."
He poured the gel over my hard dick and then he messaged it in. I
closed my eyes because the feeling was so intense. Hummm...I gotta
buy some of this stuff. He held the base of my cock with one hand
while his other hand was stroking me off. He kept a steady pace, not
too quick, not too slow. I really felt high. I was totally helpless.
I couldn't escape his skillful hand. The feeling was too much. I
started to pant a little.
"Relax. You're doing fine. Just keep still while I work you cock.
Remember, don't cum until I say you can."
His words got me harder. This feeling of being powerless was
incredible. My cock belonged to him. He paused to relube my cock.
Each new coat felt so cool and wet. The gel really made my cock feel
sensitive. Tony' fist was just keep riding my cock up and down from
the base to my cock head. He never a beat. He was stroking my dick
for about an hour. I then felt a stirring in my cock. I felt like I
was going to explode.
"I'm gonna cum!"
"Good. Just relax. I'll give you a moment to rest."
He still held onto the base of my cock. With the other hand, he
poured more of the gel on my dick.
"I guess so."
His hand again engulfed my cock. He messaged the fresh lube into
every crevasse of my cock. This time his fist was a little tighter.
Again I felt like cumming.
"Stop, I gonna cum."
I panted, "Oh.. please let me cum."
"Not yet. Just relax. I'll let you cum eventually. Get ready, I'm
gonna start again."
He started stroking me off again. I closed my eyes again. I started
sweating. The feeling was too intense. When was he gonna let me cum?
My dick was harder than before. Again he brought me to the edge.
"Oh...stop. You have to get me off, I don't know how much more I can
take. It's getting late, I really gotta go now."
It was around 9:30 and I told my mom I'd be home around 10ish.
"Not yet. Relax."
He started stroked my lubed dick again.
"Can I cum now, please? How much longer are you gonna do this to
"I'll tell you when you can cum. I don't want you to cum yet. Be a
man and take it."
I felt like cumming again and I told him to stop. He kept this up
for a while. He didn't let me cum for another half-hour. I was going
crazy inside. My balls felt like they were gonna explode.
"Please, I gonna cum, let me cum."
Tony stopped. I was still in a sexual high but I was also very
frustrated. He relubed my cock and he continued. This time his fist
was very tight. His tight fist ran up and down my lubed dick. I
thought I was gonna pass out. I felt like cumming. I tried to tell
him to stop but it was too late. Cum came gushing out. I started
buckling up and down as he drained my cum out of me. He stopped.
"I'm really sorry. I was gonna tell you to stop but it was too
I was panting and feeling scared.
"Oh, don't worry about it. Your endurance level is low. But we got a
whole night to fix that."
"Oh...I really gotta go. I told you I can only stay for a little
"Oh I'll let you go after I milk your cock. Remember, you came
before I told you too."
"But that was an accident! Let me go!"
"I'm sorry but I told you the consequences if you came. Now I'm
gonna milk your cock."
"What is this 'milk my cock'? What is milking?"
"It means I'm gonna jack you off over and over until nothing comes
out. I won't stop jacking your cock until you 'dry shoot'."
"You said in your ad you respect limits. I'm new to this, I don't
want to be milked, and I told you it was an accident. Let me go!"
"But in my ad I also said I would help people expand their limits
too. Don't worry, it's not as bad as it sounds. Your young, you can
"I really can't, at least not today, I really gotta go."
"What's your phone number?"
"What? What for?"
"What's your phone number?"
He picked up his cordless phone and he dialed the number. He put the
phone next to my head and I held onto it with my arm. He sat back
down and grabbed my balls.
"Make up something. Tell your parents your staying at a friend's
house. If you start screaming, I'll crush your nuts. Got it?"
My mom picked up the phone.
As soon as I said 'Hi mom', Tony lubed my dick and started stroking
me off. This was really embarrassing. It's hard to talk to your
mother while someone is jacking you off.
"I know I'm late....uhhh...No I'm OK. I just wanted to let you know
that I'll be staying over Frank's house. Uhhh... I said I'm OK,
we're just horsing around. So I'll be home tomorrow, OK? ... OK,
He took the phone from me.
"Good, very good. Now just shut up and relax. Your job is just to
keep cumming. Don't resist or give me any problems."
"Can't I take a break, please?"
"You don't need one. You're a jock, you're young and loaded with
cum. Just relax."
He blindfolded me. I couldn't see anything. I felt a cool sensation
on my dick, he must have poured lube on my shaft again. I then felt
his fist close around my hard dick. He started stroking my dick up
and down but this time he was stroking my cock ever so slowly. I was
"Oh please, this is torture, please don't do this to me. Please
speed up a little, please. I can't take it!"
He ignored me. His talented hand just continued slowly gliding up
and down my hard dick. I was wet all over. I kept testing the cuffs,
I couldn't take it anymore.
"Lie still and relax, your gonna be here for a while."
I didn't know what time it was or what day it was. Maybe I passed
out. I woke up still tied down but I couldn't see Tony. I heard
water running. I looked down my chest. Cum was all over me. I heard
"Ah, your awake. I just took a shower, now it's your turn."
"What time is it?"
"It's about 5 in the morning. It's all over."
He started untying my ankles and he took off the wrist cuffs.
"I said I'm done milking your cock. You must have came around 12, 14
times. I told you it was not that bad."
I was glad it was over. I was tired and week. I really wanted to hit
him or something for what he put me through, but I was too weak. I
got up and headed for the shower. After my shower, I went back into
the bedroom and I put on shirt and jeans. We then talked for a bit.
"So, was your fantasy fulfilled?"
"Is was and then some. It was really intense. You did push the
limits a little too far but it was worth it I guess."
"So no hard feelings?"
"I guess not."
"Do you think you'll be back?"
"I don't know."
"Well, if you do come back, maybe we can switch roles and you can
I smiled when he said that.
"Well, OK, I have your number, maybe we can play next weekend. I'll
be in touch."
I hopped in the car and as I drove home, I reflected on what
happened. I realized that my fantasy did come true. I really don't
know if I could do it again but then you never know.
So there you have it, my first bondage experience.