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Big Fun In The Big Apple, Part 2

by The Bondageboi


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 told me about an upcoming poker/slumber party with the guys at a friend's house. Here's how it turned out. Saturday finally arrived and I was anxious and nervous all day about this party. What could possibly go on at this. I figured that it would be a lot of drinking and maybe smoking a joint until everyone started to fall asleep and that would be the end of the night. Tony told me to quit asking him about what goes on and to relax and try not to lose the game. Around 8:00 PM we went to Todd's parents house. His parents were out of town for the weekend. When we got there, the other guys had already made it. There was a total of seven guys who were really good looking. I was wishing that I could get it on with all of them. There was Tony and I. Todd - blond, blue eyes, medium build, nice chest, smooth body. Chris - Tall, very toned body, dark brown hair, green eyes, hairy soccer-player legs. Aaron - total Abercrombie & Fitch poster boy, all-American with dark blond hair and hazel eyes. Alex - typical New York Italian, dark hair, dark eyes, not very tall, muscular. Eric - from Spain, medium brown hair, light brown eyes, thin and toned and a great accent. We stood around talking, munching on chips and drinking beer. Finally we decided to start playing. The cards were dealt. I was first to lose. At this time, Tony decided to inform me that this was a strip poker game. I gave him a look of surprise and decided to take off a shirt. All the guys started to tease me about being the first to lose. Tony told everybody to keep quiet, "He doesn't know what the loser has to do so let's make sure it will be a big surprise. You all said we needed somebody new in the group so make sure you win." I started to get excited about seeing all these guys' hot bodies. I lost in the second and third hand and lost my socks. Then my luck started to change. I won the next few. Everybody lost their socks and the shirts were coming off. Chris was the first to be without a shirt. When I saw his chest I wanted to touch it and lick it all over. It was so well defined and the hair lightly covered it all over with a treasure trail leading into his pants. The longer I looked at him the stiffer my dick got. The rest of the game didn't go so well. I lost my T-shirt, then my pants. Alex and I were down to our underwear. I didn't want to lose. Everybody was watching me and I was afraid of what they were thinking. They knew what was in store for the loser. Everybody folded until it was just me and Alex. I tried to bluff but he won. I was going to be the first one to be completely naked. The guys made me stand in the middle of the room and take off my underwear. I didn't want them to all stare at my hardon while I stood there. The nervousness built up. I decided to take my punishment. As I stood up after removing my last garment, Alex said, " It looks like you are good and ready for what's about to happen." Todd got two quarters out of his pants pocket. He handed one to me and one to Alex. Alex said, " On the count of three, we toss them in the air and whatever they land on decides your fate!" I felt like I was about to be executed or something. On three we tossed the quarters. They came falling to the ground. One landed tails up and the other landed heads up. All the guys started yelling and cheering. I started to worry about what was happening." I looked at Tony and asked, " Okay, man. What's going on here?" Tony put his arm around me. "Well. We play the poker game to see who will be the loser. The loser has to spend the rest of the night naked doing what the other guys tell him to do who will also be naked for the rest of the night. " "So what are the quarters for?" I asked. "Well, first we like to have a little initiation ceremony for the group to make sure everybody gets what they want. After that you get to do whatever anybody tells you to do. The quarters tell us what's going to happen in the initiation. Heads and tails. I'm sure you can figure out what that means. BUT, since you guys got one heads and one tails." All the guys started to laugh at this point, "That's exactly what you have to give us - some head and a piece of your tail!" "You're not serious are you?" "Oh yeah! You get suck each of us off and swallow each of our loads then we get to take turns with your nice fresh ass as soon as we are hard again. Then after that, anybody who isn't satisfied can request seconds, thirds...." All the guys started to cheer again. " There is a plus side, however. Everybody has to take their clothes off and you get to decide in what order you want to do us." It was a simultaneous fantasy and nightmare. The blow job part I new I could handle. I couldn't wait to taste the differences in all of that hot stud juice. But the ass-fucking had me worried. Tony's dick wore me out pretty good. What if one of the other guys had a bigger dick and what if one of them didn't like to fuck me as carefully as Tony did. I was afraid of some monster cock slamming in and out of me and ripping my asshole to pieces. The guys lined up in front of me after they removed all of their clothes. I told them to get their dicks good and hard so I could see who I wanted first. Chris said, "I don't think so. You're the slave tonight so you need to get them hard for us." The guys laughed. So, I went up to Chris first. I stuck my hand out and touched his balls. "That's a start, " he said. I slowly played with his balls and started to touch his dick. "C'mon, you can do better." I leaned in and kissed him while I rubbed his cock. He started to let out a little moan. "Alright! It looks like we have someone who might know what they are doing." I stood back and checked out his hard cock. It was about seven inches with an average thickness. I thought he would be good just before Tony. Next was Todd. I worked the same magic on him. He had an average dick. Six inches with an average thickness. Alex followed. His was just shorter than Todd's but it was really thick. I tried to make a ring around it with my thumb and index finger but there was no way I could make them meet. I was worried about getting that in my ass! Next was Eric. He was uncut, like Tony but, he had a really long foreskin. It hung about an inch past the head of his cock. After he was good and hard, he said to me in his Spanish accent, "You have to open the package to get the prize inside!" I rolled the foreskin back to reveal to long head of his dick. It was beautiful. He was about six inches also, a little less than average thickness. I saved my favorite, Aaron, for last. I touched his tight chest as I leaned in to kiss him. I reached down and grabbed a handful of dick and felt it growing in my hand. The guys started to make some noise. I pulled away and looked down. He had a huge cock. It was seriously close to 10 inches. I didn't think I would ever see anything that big in person. On top of that, it was thicker than Alex's. I had to do some quick planning to avoid my ass being in pain for the rest of my life. I started to line up the guys. Eric said, "What about Tony?" "I've already had some of that," I replied. They all replied at the same time, "So have we!" I decided that Todd would be first, then Eric, Chris, Tony, Alex, and Aaron for last. I asked Todd how he wanted it. He led me to the couch. He sat down and leaned back with is cock sticking up in the air. I licked his balls first and slowly worked my way to the tip of his cock. Slowly, I moved and down and started to increase the speed. I worked a finger into his ass. He started letting out short moans and gasps. The other guys watched as they slowly stroked their cocks. I gave Todd's asshole a good work out with my finger. Soon he was shooting his load in my mouth. His cum was nice and sweet. It tasted very clean and there was a lot of it. Eric sat down next to Todd and asked Todd how I did. Todd said he had no complaints. I grabbed Eric's dick and played with the foreskin. He had a lot more than Tony. Tony said, "Watch out Eric, he's really fascinated by guys like us." Eric spread his legs wide. I put him in my mouth and started sucking. I pulled the foreskin back while he was in my mouth. Eric started saying something in Spanish. It was really turning me on. I put my finger up his ass, too, and worked it in and out quickly. It didn't take him long to shoot his salty sperm into my throat. Chris was next. He cleared off the table and made me get on it on my back with my head hanging over the edge. "Open wide so I can cum inside!" he said. He slid his rod into my hungry mouth, nice and slow. "How does your throat feel? Let me check it out." He slid his whole dick into me. I started to gag. He pulled out some and said, "We can't have any of that. You need to be a man and take a man like a man." After a couple more tries, I was able to stop the gag reflex. He stood there fucking my face with nice long strokes. The guys were getting into this one. Aaron and Alex played with my nipples, pinching and twisting them. Occasionally a hand would rub over my cock just to tease me. Chris was lasting forever. Tony, Alex, and Aaron started to tell Chris to get on with it. He could have as much as he wanted later. Chris started to speed up and started to really drive into me. His nuts kept slapping my nose. Suddenly he pulled out and shot a load on my face, just like in a porno flick. Then he stuffed his dick back in my mouth and finished the job. His cum was sweet, too. He leaned down and licked his load off my face then kissed me and pushed his load into my mouth from his. I thought that would make me cum but there was no way that the guys would let that happen. Tony followed. He was whispering to Todd as I got off the table. Tony informed me, "Todd is ready to go again and since we all own an equal share of you, I have to respect his request." The guys put all the pillows from the couch on the floor. "Lie down on the pillows on your back." I did as I was told. My head was tipped back again. This made it so much easier for these "bigger" boys! Tony put his dick in my mouth. "C'mon baby! Do it for me just like you did the other night!" The guys made some noise and I aimed to please. I felt some hands on my ankles pulling my legs apart, then a cold slippery finger rubbing my asshole. I figured out what was happening as Tony put his entire length my mouth. The finger probed my ass for a few seconds Then it was replaced by Todd's comfortable dick. He pushed against my ass and I graciously accepted. It felt to good to be getting fucked in both ends at once. Tony and Todd leaned into each other and kissed while they fucked my openings. "Oh Shit! I'm cumming!" cried Tony. He shot his tasty sperm in my mouth and I willingly swallowed every drop. He squeezed his dick and brought the last drop up to the tip and rubbed it on my lips. Todd continued to ride my ass as Tony was replaced by Alex. "Here comes the stretcher!" He plugged his fat cock in my mouth. I sucked as best as I could. He pulled out and stuck his balls in my mouth for a few seconds then replaced them with his thick meat stick again. Todd started to fuck my ass really fast. I felt his load shooting inside me. He pulled out and lay down on the floor next to me and rubbed my chest as I continued to work on Alex. Eric's cock replaced Todd's. Todd's cum gave Eric a nice slippery glide. Once he got the big head of his groove tube in me, it was smooth fucking. I worked Alex's balls with my hands as he gave my face a good ride. He tensed up and started to shoot his load. "Oh Yes! Oh Yes! Shit! I've been saving up for this night!" He shot the thickest load of cum I had ever seen. It was hard to swallow because it was sticking to the top of my throat. I didn't mind because I could enjoy the taste longer. Eric picked up the pace immediately afterward and blew his load in me quickly. Chris and Aaron decided to put me on my stomach. Aaron sat on the floor and leaned back against the couch. I was ready to try pleasing that monster meat. "I'm not going to cum until you get all the way down on this one!" he threatened. Chris got behind me and pulled my ass up in the air. He rubbed the head of his cock against my ass and entered me. Chris fucked me with nice long strokes like Tony had done the night before. As I enjoyed his comfortable ass fuck, I worked on Aaron. This was such a dream come true - a totally hot guy with a huge cock waiting for me to please him. I kept trying to go down deep on his dick but it was just to big. I kept moving my tongue all around his head and stroking the base. "That's it. work me nice and slow." I put my finger against his asshole and circled around it slowly. Aaron was letting out the "oohs " and "aahs" so I knew I was doing it right. Chris's slow comfortable screw has replaced by a jackhammer as he started to really lay into me. "Oh fuck yeah! Make me come! Oh! I want to shoot this hot load in your ass! Fuck yes! I'm cu..mm.ing!" I could feel his dick expand as his load poured into me. It was hot. I could feel the hot jizz oozing inside my ass. Aaron's moans got louder and louder. "Grab the umbrella!" Todd shouted. I continued to work Aaron's huge dick and tease his ass. His cries got louder. "Oooh! Yeah! Aah! That's it! Suck my dick! Yeah suck me harder! Oh! Oh! Here it cums!" Huge squirts of cums poured out of him. I couldn't keep up. I would swear that a whole cup of sperm shot out of that cock! He must have shot eight or nine times - each time a full shot. I know I swallowed a lot and there was still quite a puddle on the floor. "Oh man! I'm worn out," I said. "You're not done yet!" Tony replied. "Sorry cuz, I need a break." "And what am I supposed to do with this?" He pointed to his hardon. "Come on. I'll make it real nice for ya'." "Alright. what do I have to do?" "Just lie back on the pillows and put your legs up on my shoulders. " Tony leaned in and started to kiss me. He started to make out with me like there was nobody else around and soon I closed my eyes and forgot about everybody. Tony fucked me nice and gentle with deep full strokes. It felt so good. I was lost in another world again and moaning out of control only to be brought back by the sound of the guys cheering Tony on. He started to breath really heavy and sped up his tempo. He shot his load deep in me. When he was done he lay on top of me for a few minutes to catch his breath. "Okay. That was your break. You'd better prepare to work the big ones. I can't help you from here." Alex was now in front of me. He turned me over onto my stomach, again. "Keep your ass up and your legs spread wide and this might not be so bad for you." He rubbed his dick with some more lube. He put the head of his wide dick against my ass. He pushed the head into me. I was scared and started to tense up. "You've got to relax or this is going to hurt real bad." I remembered what I had to do to get Tony's dick in me that first time. Slowly I relaxed and Alex was able to get more of that dick in me. It still hurt at first. I felt like my ass was being ripped in two. "Oh yes! This ass is so tight! It feels so good!" He slowly worked his short strokes back and forth. It seemed like forever before He started to get into what he was doing. I buried my face in a pillow and tried to keep from screaming. Suddenly Alex started to move back and forth real quick. His breathing got loud and started to talk in a low quiet voice. "Oh yes! Here it comes. Take another thick load in this ass. Oh here it cums!" His dick started to shoot and it got bigger when it did. I thought I was going to die! Alex settled down and pulled out of my ass. I was ready to pass out after that. Aaron stood in front of me. "Guess what time it is?" I didn't think I was going to be able to do it. Chris leaned over and said, " I think we should give him a break. Nobody has been paying attention to his cock all night." "Then why don't you take care of it?" Todd asked. "That sounds like a good idea! I need to get my ass fucked, too!" Chris said to me. He got down on his back in front of me and put his legs on my shoulders. "I want you to fuck me in the ass this time." He guided my dick into his ass. It was tighter than Tony's and it felt great. Once I was all the way in, Chris stopped me." Just wait one minute. I think I might have something you'll really like." Aaron got behind me and started to press his cock against my asshole while I was still inside of Chris. He laid there patiently waiting for Aaron to get his huge pole in my ass. Once he was in half way, he leaned against my back and whispered in my ear, "Here's the deal. You can fuck Chris's ass for all it's worth! Every time your cock slides in and out of him, mine will slide out and back in to you. You set the pace and we enjoy the ride!" I didn't know what to do. I pushed into Chris's ass and got some relief from Aaron's dick. I paused and prepared for what was to come. I pulled out of Chris a little and felt Aaron move into me. I let out a loud cry. The other guys cheered me on. It hurt so fucking bad! I told Aaron that I didn't think that I could do it. He reassured me that I could and told me to take it nice and slow. The pain became more than my body could handle. I started to shake and thought I was going to pass out. After a few more torturous strokes my ass suddenly went numb. I couldn't feel anymore pain. "It stopped. Thank you. The pain stopped, " I cried. "Well, maybe it's time for a good fucking from a good had dick!" Aaron told me. He put his hands on my hips and started to move me back and forth. My dick was sliding in and out of Chris's tight ass and Aaron moved me back and forth on his massive rod. "Fuck my ass! Yeah! Fuck me good and make me cum! Oh! Oh! Yeah!" yelled Chris as he started to shoot his load all over himself. He stayed where he was and let me continue to ride his hot ass. Within seconds I started to cum, too. The spasms from my dick caused me to tighten my ass muscles. The pain came back but Aaron didn't stop. "C'mon! yeah! Tighten that ass! Fuck yes! Squeeze that dick! C'mon squeeze my juice out of it! OH FUCK YES!" Aaron was yelling at the top of his lungs and he blew another huge load, flooding my ass completely. I collapsed on top of Chris and Aaron fell on top of me with his dick still in me. We lay there for a few seconds. I looked up and the guys were completely quiet. They looked as if they were in shock. Aaron pulled his now limp dick out of me and I stood up. I asked Tony why everyone was so quiet. Tony explained, "You are the first one to let Aaron fuck you for that long! It's been too painful for everybody else. They all make him stop as soon as he gets it in. We can't believe you did it!" I couldn't believe that I did it either. What amazed me most was that my ass wasn't sore after that. It was probably still numb. We all jumped in the showers to rinse all the sweat and cum off us and hung out in the living room watching videos. I gave a couple of the guys another blow job. After talking to Aaron for a while I started to want to fuck him again. I put his dick in my mouth again and got him hard. He laid back and I slowly sat down on that huge cock. He told me to take my time and enjoy myself this time. I rode his slowly and gently. At one point, I had Tony in my mouth, Aaron up my ass and Todd sucking my cock. I was in heaven! The night finally ended and we all passed out naked in the living room floor. Aaron slept behind me in the spoon position. I could feel his cock against me all night. The night I will never forget. Later that summer, Tony and I got our college acceptance letters. We both were accepted to three schools including one that we both picked. We knew how great the summer had been together so we decided to continue the fun by sharing a dorm room at school. Be sure to read part 3 to hear about all the fun we had at school! If you enjoyed my stories, let me know. Send an e-mail to bondageboi@hotmail.com

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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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