Pleasure Boy 2 free porn video

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You have heard about my first day in San Diego and how much fun I had allowing 4 men to use my body for their sexual enjoyment. Now we fast forward to 4 months later, when I attended my first costume party.

Normally when I go into town on Liberty, I would change out of my uniform and into civilian clothes and then walk down this certain street which I called my "walk of pleasure." I called it that because even though men would pick me up in their cars and then use me for their sexual enjoyment, I also received a great deal pleasure by offering my body to them.

On this particular Friday evening I had no sooner turned the corner than one of my regulars stopped and asked me to hop in his car. I was happy to see him because he was, as I termed it, "a quickie" which was a man who just wanted me to suck his cock to completion. As he drove off he asked me if I wanted to go to a costume party that evening. I told him that I would be glad to go but I did not have a costume. He informed me that he had my costume in the back seat.

He parked the car and told me to get out. He removed a small bag from the back seat and told me that what was inside was my costume. He told me to strip naked and he would prepare me for my costume.

First he applied bright red lipstick to my lips and then with the tube of lipstick he began writing things on my forehead, my chest and my naked back. When he was finished he gave me my costume which consisted of just a very small loin cloth. It wasn't much of a loin cloth since it was only 2 pieces of cloth; about 3 inches wide and 12 inches long held together with a piece of string which tied together at my side. It just barely covered my cock and my ass.

When I asked him what he had written on me, he handed me a piece of paper to read. On my forehead he had written "Rent Boy" and on my chest and my back he had written "Price List" and the following was written.

Handjob 1 cent

Blowjob 2 cents

AssFuck 3 cents

AssFuck and clean up 5 cents

He was dressed in a purple vest and a purple hat with a big feather in it and he told me he was going as my pimp. We got back into the car and he drove us to this party which was being held at someones home.

He parked the car in a driveway and we walked up to the front door. Once we were inside, he introduced me to the host who was dressed up with leather straps crisscrossing his body plus some chaps. When we walked into the living room, there were about 7 or 8 men there all dressed up in costumes ranging from dresses to cowboys and when we walked in he announced that he had brought the entertainment and he led me to the center of the room and made me stand there while everyone read what was written on me.

The host handed me a tray that had snacks on it and told me to walk around to see if anyone wanted something to eat and while I did that I could feel hands playing with my naked flesh. Some just stroked my legs or back, some reached under the loin cloth to squeeze my ass while others would draw me to them, press my body against theirs and kiss me. I enjoyed the attention a great deal but was looking forward to making some money.

A man sitting on the couch spoke up and said, "I have 2 cents to spare for the cock sucker" and I felt someone push me to my knees and I crawled over to the man on the couch and took his soft cock into my mouth.

I started to reach up with one of my hands to take hold of it but I heard my pimp yell out "He only paid for a blowjob and not a handjob" so I took my hand away.

Two men were sitting on either side of him and they reached for my hands which they placed on their cocks. The first man's cock was getting harder and harder inside my mouth and it became easier to suck him. Someones hand on my hip untied my loin cloth and that fell away leaving me naked in a room full of men. The man I was sucking placed his hands on my head holding it steady while he fucked my mouth and at the same time I felt some hands spreading my ass cheeks apart and without warning a hard cock was slammed into my ass burying its length inside me.

I had been at this party less than 5 minutes and I had a hard cock in my mouth, a cock in each of my hands and a cock deep inside my ass and was loving every minute. From that moment on the party was a blur to me and all I could see and feel were cocks, one after another.

At one point, I was sitting on one cock facing the room and I heard the men chanting "fuck him, fuck him, fuck him." I felt his cock getting a little bigger inside me and I knew that I was going to get rewarded with an big load of hot cum when he suddenly pulled his cock from my ass, turned me around and forced my head down to his cock. His cock was real slimy looking having been just pulled from my ass and was covered with my ass juices and other mens cum and it tasted fantastic. My tongue swirled around his cock gathering in all of those succulent flavors while I applied suction and within minutes his hot cum was flooding my mouth and I swallowed as much as I could but there was so much that I felt some of it leaking out the corners of my mouth and dripping down to my chest.

At the same time another cock was forced deep inside my pussy and I felt his hairy chest rubbing against my back. My cock was so hard that it hurt and I couldn't help myself and at that point I came so hard that my cum splashed all over me and the couch. The man in my pussy came and since he was about the 4th man inside that particular hole that evening I could feel his or someones else's cum leaking out and begin to slide down my legs which wasn't an unpleasant feeling.

I finally got up off the floor where I was kneeling onto legs that felt kind of rubber like. I looked around but everyone had gone back to their conversation with each other and I was left alone so I got a glass of wine and stood off by myself relaxing.

I found the loin cloth that was removed from me earlier and put it back on. Not because I was modest because I really enjoyed being naked in front of all those men but because I didn't want to lose it. I discovered that there was a small pocket on the front piece of the loin cloth and inside the pocket was some pieces of paper. When I read the pieces of paper I discovered that some men had written down their names and phone numbers and I knew that I was going to call them the next time I was in town.

A few minutes later the man who brought me to the party came up to me and said that it was time to go. When we got back into the car he handed me a bunch of coins and said that they were what I had earned that evening. I discovered that I had made 53 cents and that was the very first time I ever made money doing what I enjoyed doing the most. While we sat in the driveway he produced a wet washcloth and proceeded to wash off my body of every thing he had written before and on the way back to town I gave him a very slow and wet blow job and after I had dressed he dropped me off in front of the Locker Club where I took a very hot and long shower and then went back to the base..

I didn't go into town for about 3 days mainly because I was pulling duty and I was recuperating from my previous visit.

When I did go I called one of the men who left their name and phone number in my loin cloth. I explained who I was and where I was and he told me that he would be there in about 15 minutes. When he arrived I climbed into his car thinking that he would drive some place and we would have sex. That did happen but not the way I was thinking. His name was Joe and he told me that he was a voyeur and that he really enjoy watching men have sex with each other and at the party he mostly just watched me satisfy all those men. He then explained what he wanted to do that evening.

He said that he knew a lot of different places where men went to have sex with each other in their cars and he wanted to take me there and bring back men to the car so he could watch. He explained further what he wanted me do which was pretty simple. I was to sit in the back seat naked while he went over to one of the cars to talk to the man. After he explained things to the man and if he was willing he would shine a flashlight at the car and I would turn on the dome light to show the man that there really was a naked boy in the back seat ready to have sex. He would then walk back to his car with the man who would climb into the back seat with me while he sat in the front seat watching.

I agreed with him and he drove off while I removed all of my clothing and climbed into the back seat. He pulled into this parking spot and I noticed that there were two or three cars already parked there.

He pulled his car into a spot and got out and walked over to one of the cars. I could see him talking to someone and after a few minutes he shined his flashlight back to his car which was my cue to turn on the dome light for 5 seconds exposing myself. After 5 seconds I turned the light off and I noticed that both men were walking toward my car.

Joe got into the front seat while the stranger climbed into the back seat with me. After he closed the door he turned to me and said that all he wanted was a blow job and for me to begin. I reached over and unfastened his belt, unzipped his pants and removed his soft cock from inside. I took it in my hand and began to lick it until it began to harden and then I slipped it inside my mouth. I felt one of his hand sliding up and down my back and he placed his other hand on top of my head which he used to force my mouth deeper onto his cock. He had a rather large cock so I put one hand around the base so I wouldn't gag and I began to suck him harder and faster.

After about 5 minutes or so I felt the head of his cock get a little bigger and I knew he was about to cum. He put both of his hands on the top of my head and pressed down and at the same time he raised his hips upward forcing me to take his entire cock into my mouth. His cock erupted and it seemed like a gallon of hot cum flooded my mouth. It tasted kind of bitter but I managed to swallow all of it without gagging and I continued to hold his cock in my mouth until he had finished cumming. I finally raised my head and thanked him for his load. He didn't say anything. He just put his cock away, zipped his pants back up and left the car.

There were no other cars in the parking area so Joe said that he knew of another place that we could have more fun.

He drove while I still sat in the back seat, naked as the day I was born until he pulled into another parking area. There was only one car there so Joe pulled up along side of it so he could talk to the driver. He asked the driver if he wanted to enjoy the pleasure boy in the backseat and when the driver asked Joe what the boy was willing to do, Joe replied that I would suck his off and he could fuck him if he wanted.

Since the two cars were parked door handle to door handle the man suggested that Joe move his car a little ways and that he send his pleasure boy over to his car.

Joe did as he suggested and the stranger opened up his car door and swung around so that his feet were on the ground. Joe told me to go over and "entertain" the gentleman so without even thinking about it I opened the car door, got out and walked over to the strangers car. I knelt down between his legs, unfastened his pants and pulled them down so I could go after that delicious piece of man meat.

I didn't even take into consideration that if someone had driven into that site I would have been exposed to their headlights but even if I had considered that I would not have cared.

I took his cock in my hands and licked up one side and down the other side. I also decided to lick and suck on his balls while my hand gently began to stroke his cock. I finally licked up the length of his cock and placed the head into my mouth. He wasn't to big so I was able to slide the entire cock deep inside my mouth while my tongue began to swirl around the head. He finally had enough of me sucking him so he pulled my head up and told me to bend over the trunk of his car and spread my ass.

I did as he told me and within seconds he had his cock planted as deep as it would go. His hands grabbed my hips and he began to fuck my pussy as hard and as fast as he could. It didn't take long before I felt his hands tighten on my hips and he gave one more thrust and sprayed his hot cum deep inside my pussy. He held me tight for a few minutes while he finished cumming and then he pulled out, pulled his pants up and got back into his car. I could feel his cum running down the inside of my legs as he drove off and I walked back to Joe's car, got in and sat down on the towel that Joe provided for me.

Joe and I visited two other places but there were no other cars available so I climbed over the seat to sit in the front and while Joe drove back to San Diego I got dressed. I offered to suck Joe off on the drive back but he told me that he had already cum twice while he watched me with those other men.

In other stories to come I will tell you about the owner of the Adult Movie Theater that had a unique way of providing sexual pleasure to his patrons and of the two men that dressed me up as a teenage girl so I could go on a "date" with another man where they took me to a drive in movie and I will tell you about the motel owner that I worked for as a prostitute.

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I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding a bargain, I asked myself, than a store that was having a going- out-of-business sale? The store offered everything you could imagine, in every condition you could imagine--sofas, tables, chairs,...

2 years ago
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SoCalled Friend The Sissyboy

This story is a spin-off from my earlier story So-Called Friend. Using the first part of it I going to use a totally different story line. If you haven't read the first part of So-called Friend please do so. So-Called Friend: The Sissyboy By Jennifer Allison As my step-mom drove I tried to explain what had happened. All I got in return was. "I knew there was something about you Dean. Now I have the proof. Now shut up and stop whining. I don't want to hear another word...

3 years ago
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Space Cowboys

Author’s Note: From an idea by a friend on another site comes this story of role playing, X-men, funny stuff, and hamsters. It’s probably much funnier if you’ve ever played a role-playing game. I combined it with another story a role-player told me about a game where he had giant space hamsters, and his players got out of hand with them. This is the result. Disclaimer: I made up the game of Space Cowboys and the Fantastic Gaming House company. To my knowledge, there is no space game with Old...

2 years ago
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Pleasure Boy

Many, many years ago I had joined the military and my first and only duty station was San Diego, Ca and while stationed there I became a person who was hungry for cock. The excitement of having a man approach me, knowing that in a very few minutes he was going to possess my body for his sexual enjoyment sent tiny bolts of electricity through me and I have always wondered why that was. The commanding way he puts his cock in my mouth, making me take it. Not that I didn't want to, just the way he...

Gay Male
3 years ago
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Frannies Femboy

Gay - cross dressing – femboy - feminization – blow jobs – anal sex – hand job – lingerieWhen I was finishing high school, I did a lot of different jobs to raise money. I mowed grass, worked part-time on a construction crew, and pumped gas, all to raise funds for college. I had been accepted to the college of my dreams on a partial wrestling scholarship, but my parents weren't going to be able to help with the other expenses. While I hoped to eventually turn the partial scholarship into a full...

3 years ago
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Femboy

I was about 16 when I started to take an interest in how I looked, until then I had been a school uniform or jeans and sweatshirt sort of boy. But as I approached my end of school exams, I noticed girls, not as sex objects like my friends did, but as clothes horses. They wore some amazing things away from school. And unlike my friends, I wanted to share in this joy of taking an interest in how I look. The first thing I did was to take better care of my hair, using my mother's shampoo,...

1 year ago
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The Paperboy

It was the Friday after Thanksgiving and my husband had to work and my son had gone for the weekend to stay with some friends, so I took the time to start putting up the Christmas decorations in our home. It was quite warm that day since we live in the South so all I had on was a white, button blouse and a pair of loose white gym shorts (the nylon silky kind) with no bra or panties. I was hanging garland around the fireplace when the front doorbell rang.I went to the window and peeked out to...

First Time
1 year ago
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Paperboy

I got out of bed at 6 AM to make my husband breakfast as usual. Quarter to seven he left for work and I had half an hour before I had to wake the children up for school. It was part of my daily routine. As usual I couldn't make any ruckus because that would wake the children up early and they wouldn't like that. Instead I just poured myself a cup of coffee as I do every morning. Still wearing the robe I went to get the morning paper exactly as usual. But this morning the paper wasn't...

3 years ago
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The Cuckoldress and the Boytoy

The following is a true story to the best of my and my wife's recollection. This is about my mature hotwife who went back to college and seduced her teenage lab partner. In most cuckold stories, the wives are gorgeous blondes with huge breasts and very cute or pretty faces. That is not the case here. Susan is the Consummate Plain Jane. She carries a few extra pounds from having c***dren. However, Susan is extremely sensual, passionate, and has the most sexually creative mind of anyone I've...

2 years ago
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Toyboy Boytoy

Toyboy Boytoy By Beverley Ann Miles I must have been heavily asleep. I finally awoke, as my mouth was forced open - and something plastic was being crammed in - and by that time, it was already too late to do anything about it! The little plastic circle had been inserted, covering my teeth and locking my mouth open. I couldn't figure out what it was. I lay on my side on the bed, already bound at knees and ankles, my wrists were secured behind my back. I was rolled face down...

3 years ago
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Green Beret Loves Asian Ladyboys

Demonde Scott woke up early most days.. He leaned over and kissed his girlfriend’s forehead. He threw on some basketball shorts, a tank top, and a pair of multicolored Nike Joyride Dual Run sneakers. The 5’11”; 200-pound man headed out of his small house on the compound where Westerners lived while working in the Kingdom. He stretched then launched into morning 2-mile run. The air felt thick on his skin. It was around 65% humidity at present, but the temp was good at a little over 80 °F.He...

1 year ago
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Playboy

Reddit Playboy, aka r/Playboy! I’m pretty sure you’ve all heard of the magazine Playboy. It’s one of the biggest names in the adult industry, and it has existed even before porn was a thing. This magazine was the best thing a teenager in the 90s could hope to get. Blockbuster and other video renting stores never let minors rent out XXX movies, so the only thing they could hope to get is a playboy magazine at the corner store from the shop owner who doesn’t give a shit about what these guys are...

Reddit NSFW List
1 year ago
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Prom night with Miss Boyd

I closed in on her woman parts. I could smell her. I had never smelt a woman before and the scent drove me wild. I started to kiss and lick at her entry point, fast and furiously. “Slowly at first Trent. Like a lovely flower that needs to open in the morning light. Slowly.” It was prom night. I was all excited because after tonight school would be over and I would never have to go back and see the bloody jock that always made my life a nightmare I had built up the courage to ask Silvia Jackson,...

First Time
1 year ago
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Bikers and Cowboys

I was having a quiet drink on a Saturday night in a favorite bar of mine. My table was at the rear of the main part of the bar. I say the main part because there is another part where you go through a special door to get to and not too many people know of it outside the regular patrons of the bar. In that special part is a low bar where a lot of business transactions are carried out. A guy I sort of knew came in with his wife and her sister. I knew that both women lived and slept with the guy,...

Bisexual
3 years ago
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Bellboy

When Mrs Estelle B. came into the lobby a month ago I wanted to pitch her myself. Stacked, classy, blonde with the pouty full lips I love. Course I didn't have a chance. No luggage except a purse, I caught the look from the manager, she paid with a credit card to a phoney gardening shop the Royale owned, so this wasn't her first time. Meant she had a buck lined up already, which she did. An hour after I showed her the room, a huge black buck picked up the key in the lobby. Couple hours after I...

2 years ago
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Bellboy

When Mrs Estelle B. came into the lobby a month ago I wanted to pitch her myself. Stacked, classy, blonde with the pouty full lips I love. Course I didn't have a chance. No luggage except a purse, I caught the look from the manager, she paid with a credit card to a phoney gardening shop the Royale owned, so this wasn't her first time. Meant she had a buck lined up already, which she did. An hour after I showed her the room, a huge black buck picked up the key in the lobby. Couple hours after I...

2 years ago
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Tomboy

"You're the new girl, huh?" The boy was bigger than me, and probably a year or two older. "What's your name?" "Ashley," I replied, sitting on my motorcycle and drinking a Mountain Dew. We were in the old suburbs. There wasn't much else around except the school, a couple churches maybe, and a Seven-Eleven, so that's where I'd gone. It sucks moving to a new city when you're sixteen, but it could be kind of fun too, depending on what you're looking for. "You look like a guy,"...

4 years ago
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Sexy Femina Ladyboy

OMG! I wore the most ADORABLE outfit to the arcade on Friday! Picture this: After bathing and powdering, I put on my little black silk shorty robe and a pair of poofy 2 inch heeled black slippers, and did my nails in a platinum shade. Then I did my hair and makeup. Doing the hair was easy as I simply chose a platinum blond bob. Then came my eyes and lips - a frosted pink lipstick. Then I put on my black string bikini. After some sexy posing in the full-length mirror, I put on my new outfit -...

3 years ago
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Used by a gorgeous ladyboy

(Yeah it's been a while but i'v been busy … doing the thing in real life with a new guy i met and there is not much need for xhamster at the moment :) . The story below is based on a true experience and i just changed a few details to spice it up a bit)This story is based on a true experience and happened a few years ago, on a great night out in Amsterdam. It was before i had sex with guys on a regular base and i entered a complete new and exciting world...During that period of my life i was...

3 years ago
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MY MAN AND I SHARE A LADYBOY

My man Roger and I have had sexual adventures that many people would be envious of: some incredulous of even. Around once a month I love having a second man to pleasure me and before I pleasure him while my man watches, and often he will pleasure my man: oral sex only – no intercourse is the rule. In the afterglow of a recent wonderful sex session (just the two of us) I remarked that of all the sexual combinations we had enjoyed I had never seen Roger suck another man’s cock. “Some of your...

4 years ago
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The Tomboy

This story is dedicated to my great friend BobbyLynn.I met Bobby when I was 18 and she was 9. I had just moved to Ohio from North Carolina. I was living with my older brother in his little two bedroom house. I had just graduated high school and was planning on going to the local Tech school to take auto mechanics. I already knew quite a bit about cars and spent most of my free time working on them. My brother, Todd owned his own auto shop and was letting me work for him doing what I did best. I...

First Time
4 years ago
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Pleasure Boy

Many, many years ago I had joined the military and my first and only duty station was San Diego, Ca and while stationed there I became a person who was hungry for cock. The excitement of having a man approach me, knowing that in a very few minutes he was going to possess my body for his sexual enjoyment sent tiny bolts of electricity through me and I have always wondered why that was. The commanding way he puts his cock in my mouth, making me take it. Not that I didn’t want to, just the way he...

1 year ago
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Schoolgirl and schoolboy

This story is a two part. We did it my way, then her way. Enjoy The first part is about how a schoolgirl fantasy, that I wanted to do with my girlfriend. The second part is how my girlfriend did the same kind of fantasy, but she had a twist of her own to do it. It all started, when we looking up costume on what to be for her Halloween company party. She wanted to be something sexy because everyone in her office think it's kind of boring, and she wants to change that. We were looking online and...

Straight
4 years ago
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Teaching the Tomboy

Based on the short story: SARA'S PUNISHMENT By Mr. Stefens The three buxom matrons marched Sara into the punishment room, one on either arm, the third trailing behind with a scowl on her face. "Get offa me!" Sara protested stridently as the two large women marched her toward the discipline horse. How delightful it was to encounter Sara again--and so soon. "Strap her down," I ordered with a sigh. While Sara twisted and struggled and mouthed indecipherable words at her tormentors, I sat...

1 year ago
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Tommie the Tomboy

After about ten minutes or so, I really lose track of time, Tommie is gasping. "Oh, Dave... Please... Whatever you're doing... Please... Don't stop... Make me... Oh, God... I'm close... Oh... Oh... I'm gonna..." As her vagina clamps down on my finger, I sucked her clitoris into my mouth and rolled it between my lips. She's gone completely silent, her back arched up off of the grass and all of her muscles are taut. Finally, she drops her back down in the grass and screams, "GOD!" so loud that it...

Mature

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