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Big Fun In The Big Apple, Part 1

by The Bondageboi


When I was 18 years old, I developed this fascination with New York City. I kept begging my parents to take our vacation there that summer. They said they did not like NY but if I wanted to, I could stay with my aunt, uncle and cousin who lived there. At first I was hesitant about going alone. I had not seen these relatives since I was five. My cousin, Tony, was one year older than me. I figured things would be cool hanging out with him without any adults around. This would be a chance to really see NY. I told my mom to make plans for me to go. My aunt and uncle were delighted that I wanted to visit them. They said there would be lots of really fun things to see and do in NY. I flew into JFK and the three of them were waiting there to pick me up. My aunt and uncle were just as I had remembered them, but Tony had really changed. He was hot! As soon as I saw him, I knew I was in for some extended shower time so I could get off with him in my mind! He was six feet tall, short, medium brown hair, nice rounded, muscular ass and tight chest. On the ride to their apartment, Tony and I discovered that we had much in common. We liked the same music and films, we wanted to travel to the same parts of the world, and we wanted the same careers. My mind was at ease knowing this summer was not going to be a total bust. We got to the apartment, which was only two bedrooms. They said I would be staying in Tony's room. He had a large bed so there would be plenty of room. I didn't know if I could handle being in the same bed with him. I made it through the first week. We did all the typical sight seeing stuff - Statue of Liberty, Empire State, World Trade, Radio City, Macy's ... One night during the second week I was there, I hung out with Tony and some of his friends. One of the guy's parents were out of town, so everybody decided to get drunk and play poker. The night went on forever before people started to pass out. Tony and I decided to call it a night and go home. Since we both stumbled all the way home, we decided we should just go to bed so his parents would not know that we had be drinking. As soon as I hit the bed, I was asleep. I assumed that Tony was asleep, too. Somewhere in the middle of the night, Tony had rolled over put his arm across my body. His hand was on my crotch. I woke up and felt his hand. My dick started to get hard. I could feel his hand moving around very slowly. It felt so good. I think the excitement of doing something that I shouldn't be doing was making my cock more sensitive than usual. I knew I was going to cum. In fact, I was praying that I would. Just as I was getting close, he rolled over. I lay there for a few minutes pretending to be asleep. Suddenly I felt the bed begin to vibrate a little bit. I peeked through my closed eyes and could faintly see Tony beating off next to me. I didn't know what to do. I was afraid he would freak if he knew that I knew. He enjoyed jacking off for a few minutes. I kept trying to get a look at his dick. I wanted to see it so badly. I was nervous that he would catch me so I quit trying. I heard his breathing get heavier. I peeked again as he shot his load onto his chest. He wiped it off with a T-shirt. Then he got up and left the room. I guessed he needed a drink or something. When I was sure he was away, I grabbed the shirt and opened it. My fingers found his load. I licked his hot cum from the shirt and my fingers. My dick was about to burst at this point. I knew I could not ignore it and more. I pulled it out and gave it a few tugs which sent me into an intense state if orgasm. I shot my load onto the same shirt that I had just finished cleaning with my tongue. I put the shirt back and pretended to be asleep as Tony entered the room again. When I finally woke up the next morning, I had to take a long shower to relive the memory. I don't know how long I stayed in there stroking my cock, playing the scene out over and over before blowing my load, again. Finally a knock at the door and voice saying to not use all the hot water. I quickly finished and got out. Tony was awake and acting as if nothing ever happened. I figured it was just the alcohol that made him bold enough to do it. I didn't want to tell him I knew and that he turned me on. I wasn't quite ready for a big coming out party! We spent the day in Central Park and went to the taping of the David Letterman show later that day. We got home, exhausted again. We ate dinner with his parents and watched a movie. After the movie, we watched MTV until we started to fall asleep on the couch. We decide to go to bed. Just as I was about to drift off, Tony rolled over again and his hand landed on my crotch once more. I couldn't believe it was happening again! I stayed still and let him enjoy my hot stick. I couldn't hold out any longer. I had to feel his hand on my dick. I slowly put my hand on the waist band of my shorts and let my cock out. Tony stopped. "Don't stop," I said. "You're awake!" "I was awake last night, too!" "I know! I watched you lick my load off my shirt!" "What?!" "I knew I must have made you wake up while I was beating off. I hid at the door and watched to see what you would do." "So what are you going to do now?" I had a feeling of what was about to follow. "Well, since you know what my cum tastes like, I think it's only fair that I should know what yours tastes like." He bent down and put my dick in his mouth. His mouth was so hot. I kicked off my shorts while he slid up and down sucking on my pole. I spread my legs apart so he could play with my balls. His hand began to explore between my legs. I felt his finger touch my asshole. I began to shake. "I guess you like that, huh? Let me try that again." He pushed the tip of his finger into me. I felt too good! Slowly he worked his finger back and forth until he got most of his nice long finger in me. I was out of control. I knew I was going to cum and couldn't hold off any longer. I told him I was going to shoot my load. He sucked harder and deeper! Faster! Up and down! I began to cum! I grabbed a pillow and put it over my face to muffle my moaning. Wave after wave of orgasm shot through me! I was near hyperventilating! When I calmed down, I looked over and saw Tony stroking his cock. "Wait a minute! What are you doing?" "Well, I would like to get off, too." "I know. That's why I have a mouth. I've been wanting to check your cock. It was bigger than mine! It was probably seven inches long and he was uncut. I had been dying to see an uncut cock. I had seen them in magazines only. I couldn't wait to taste it. I leaned down and licked his balls first. He let out a gasp. I put each one in my mouth and swirled my tongue around slowly. My hand played with his thick dick. I could feel the foreskin still covering the head of his cock. I had to have it in my mouth. I put just the head in my mouth and let my tongue play with his foreskin. I pushed it down and pulled it back up. Fascinated, I watched it slide back and forth. I put my tongue on his rod and slid the foreskin back and forth, so I could feel its movement and taste it, too. "I guess you've never seen a dick like this before. What do you think about it?" he asked. "I love it! I wish I had a foreskin, too. It feels great sliding back and forth in my hand. I'll bet it feels even better with my tongue on it." "It will feel even better when you go down on it deeper," he said as he put his hand on my head and guided me down more on his hot cock. I sucked harder and began moving faster. My fingers kept working his balls. He started to moan and breath deeper. He started to tense and I could tell he was going to loose his load. I stopped going so deep so he could cum in my mouth and I could taste it. He started bucking his hips and I tightened my suction as he started to shoot hot jets of salty sperm into my throat. It tasted so damn good! "I guess you really liked that! You didn't miss a drop!" He laid next to me and began to kiss me. We kissed for a while until we fell asleep. The next afternoon, my aunt and uncle had to leave for a while and Tony and I had the house to ourselves. He said when his parents were away, he liked to walk around the house in the nude. I thought it would lead to an interesting afternoon, so I started taking my clothes off, to which he followed. Of course, it didn't take long for me to get hard and the sex discussion started. "Have you ever had a dick in your ass?" he asked. "No, have you?" "Yeah, many times!" "Doesn't it hurt?" "It does a little at first, but once you relax, nothing can compare to how good it feels having a hot cock sliding in and out of your ass. Do you want to try it?" "I don't know. I'm a little nervous about it. I'm afraid of pain." "Well I don't want to be a pain in your ass, ha-ha. If you want, I'll let you fuck me first!" I couldn't say no to that. I knew that if I did this, I was going to have to let him put that huge dick in me. After a little hesitation, I agreed. "Let's go to my parents room. They have a huge bed that we can stretch out on." He looked through one of the drawers in his parents dresser and found a tube of KY jelly. "Looks like we aren't the only ones who are horny." Tony lay on his back and told me to get on the bed. He squeezed some KY on his hand then grabbed my dick and started stroking it with the KY. Then he smeared some on his asshole. "Get between my legs and I'll put my feet on your shoulders. That way, you can fuck me deeper and I can watch your face when you cum." I got in position and pressed my dick against his hole. "Don't go fast! Just let it slowly ease in there." Slowly my cock slid into his ass. I kept pushing until I felt my balls touch his ass. "That's good! Now slowly start working back and forth! Yeah! That's good! Now ,slowly makes your strokes longer! Oh! This is good! Just fuck me! Oh! Fuck my ass!" He started working his hips to help increase my strokes. His ass was so hot. It was so smooth sliding my dick in and out. Suddenly I was in another world and all I cared about was my dick and how it felt. I started fucking harder and harder. I felt my balls slapping his ass. It gave just enough pain to be stimulating. My dick felt like it was swelling up and going to pop! The faster I fucked that ass the better it felt. I couldn't hold out any longer and I yelled, "Oh! Tony! This is it! I gonna shoot my load!" "Oh yeah! Shoot that hot fucking load in my ass! Fuck me! Fuck me as hard as you can! Fill my ass up with your hot sperm!" It started. I could feel the stream of hot sticky jizz filling his beautiful ass. He said he could feel it shooting inside him. "That's good, baby! Shoot that dick in my ass! I can feel you coming. That's good, let it all out!" After I stopped cumming, I grabbed his dick and started stroking it, while my dick was still in his ass. I kept fucking him. He yelled that he was coming. I bent down as far as I could and pointed his cock toward my mouth. He started to shoot his load into my mouth. I got half in my mouth and half all over my face. Tony leaned up and started to rub his face against mine. The feeling of him rubbing his cum all over my face topped it off perfectly. We lay there for a few minutes then got up and got in the shower. We started washing each other's body. It felt so good to rub soap all over his cock and balls. I kept doing it until he was hard again. He was rubbing my dick with his soapy fingers getting me hard again. He ran his slippery fingers down the crack of my ass stopping at my tight hole. He started to work my ass with the tip of his middle finger. Slowly it slipped in. He worked it in and out of my ass so nicely. My dick was getting harder by the second. Tony whispered in my ear, "Remember our deal? In just a few minutes you're going to be knocking on the heaven's door!" He slid a second finger in me. It hurt at first. I begged him to take it out. He told me to relax. "Just a little pain will yield so much pleasure!" I let him work me some more. He got a third finger in me. My asshole felt like it was ripping. It really fucking hurt! "Stop tensing up. You gotta push against my fingers." I did as he said and finally the pain subsided. Just as I was getting into the rhythm of his motions, he stopped. He reached around me and turned off the shower. He still had his fingers in my ass. He told me to grab a towel and wipe myself off quickly. He pulled out of my ass and dried himself off. He guided me to our room. He grabbed the pillows and put them in the middle of the bed. "Lay face down with your dick on the pillow." I did as he instructed. With my ass up in the air, he leaned down and kissed my butt. He put his hands on it and spread my ass. Tony kneeled down and pressed his tongue against my asshole. I let out a loud moan. After I was slicked up with his spit, he got behind me. "Now just relax and this is gonna feel real good." I felt the head of his dick press against me. I was so nervous. Slowly the head slipped in. I tensed up. "C'mon baby, push against me just like you did before." I followed his words. Slowly I felt the entire length of that beautiful uncut delicious hot meat stick slide all the way up my ass. Once he was completely in, he paused. He slowly started to pull out. My ass tightened. "Relax, " he whispered, "Relax." I closed my eyes a listened to his voice. He slowly slid his cock back into me and started to move in and out slowly. Each time he thrust into me, I could feel his balls hit my ass. The feeling got me hotter and hotter. After a few minutes of his gentle fucking, he told me he was going to pick up the pace a bit. I was going crazy! I never thought anything could feel this good. He started to fuck me a little harder, really slamming into me. I tried to reach under and touch my neglected dick. "Not yet, I'll tell you when, " he said. He pulled my hand out and spread my arms out across the bed. I held tight to the side of the bed as he started to ram me really good. "Oh yes! I feel it! I gonna cum! I gonna shoot it all up in your ass! Oh! Fuck yes!" I started to feel his throbbing dick shoot stream after stream of hot cum inside me. "Get up!" he instructed. I pushed myself up against him. We were both on our knees on the bed with his hard dick still in my ass. He continued to fuck me and reached around to start stoking my cock. "Fuck me Tony! Fuck my ass as hard as you can, damn it! I'm...cumming! Oh yes! I'm fucking cumming!" My load shot all over the bed as he guided me through the best pleasure trip I've ever been on. Once we came back to reality, he said. "Come on. We need to get cleaned up. My mom and dad will be home soon." We took another shower and had a great time kissing each other and cleaning each other's body. That night we were too exhausted to continue. We lay in bed talking about how great the day was. "If you think that was fun," he said, "Wait until Saturday." "What's happening on Saturday?" "My friend Todd is having a strip poker/slumber party for the guys. His parents will be gone for the weekend and wait until you see what the loser has to do!" To be continued...

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4 Gay Erotic Stories from The Bondageboi

Big Fun In The Big Apple, Part 1

When I was 18 years old, I developed this fascination with New York City. I kept begging my parents to take our vacation there that summer. They said they did not like NY but if I wanted to, I could stay with my aunt, uncle and cousin who lived there. At first I was hesitant about going alone. I had not seen these relatives since I was five. My cousin, Tony, was one year older than

Big Fun In The Big Apple, Part 2

If you haven't read part 1 of the story, here's a quick recap. I went to spend the summer in New York with my aunt and uncle and my cousin, Tony. I was attracted to Tony from the beginning. One night I watched him jack-off. One thing lead to another and we started messing around - a lot. Tony introduced me to the pleasure of having my ass fucked. At the end of part one, Tony had

Big Fun In The Big Apple, Part 3

This is part 3 of a series about my cousin (Tony) and me. If you haven't read parts 1 & 2, go back and learn how this got started. The great summer was coming to an end and it was time to start college. Tony and I chose a school in upstate New York that accepted both of us. We decided to share a dorm room. The first week was great. We were finally away from our parents and

Superstar

The summer after I graduated high school, my parents house had some serious plumbing problems. It was so bad that we could not stay in the house for a week. My best friend said that I could stay with him. I was glad to. He had an older brother that was four years older and was hot. I loved staring at his brother's body at every chance I could get. My friend, Robert, had to work

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