Brother’s love- Part 7- Skinny dipping
Hi. This is part 5 of my story. This is a true story about what happened between me and my brother last summer and what continued to happen later.
Hi. This is part 5 of my story. This is a true story about what happened between me and my brother last summer and what continued to happen later.
Thank you all so much for the comments about what I was doing and what I should be doing. I enjoy writing these so I hope you enjoy reading them. Thank you!
Sorry for the lateness of this one, been away for a while, hope you like it, everything i post is true and of my own experiences, please do comment if you like or want to talk or ask something more private email me [email protected]
Three young boys, best friends, discover how their friendship can be even better.
Lockup. I was brought to dc (disciplinary confinement). I was put in a small cell by myself. I was there a week before anyone besides the other locked up inmates even spoke to me. I was transported wearing shackles in front of a disciplinary team. I was found guilty and scheduled to be sent to Raiford Prison in Stark Florida. This is the worst prison in the Florida system. I figured that I only had a short few weeks, maybe a month to live. The next week, I was brought to see one of the guidance counselors. I gave him a glazed over version of my story and I was told that I had maimed Thye for life. He would have scars on his face as long as he lived. I thought to myself that I would have scars the rest of my life also, because of him. Three days went by and I was brought out to speak to a guy from a well known human rights group that I won’t say the name of to protect my privacy. Anyway I spoke with him and gave him the same glazed over version of my story that I gave to the guidance counselor. The next day I was brought out to see a woman from the same group. She sat me down and told me she wanted to talk to me. She said that the reason she was there was because they believe it would be easier for me to tell my story to her than a man. I told her that I would tell her my story minus the names of the people who were involved. It took 2 weeks for me to tell her everything in detail. She was taking notes and wanted all the details that I could remember. During this time she arranged testing for Aids and other STD’s. Luckily or should I say miraculously everything came back negative. It was hard to say goodbye to her on the last day. She told me that after hearing my story they had my transfer reclassified to Cross City Correctional Institution. She said that it was a much mellower institution than both Sumter and Raiford and wished me luck.
(Before I continue here, I have some additional information. I meet a guy named Tiffany. Tiffany was a preop transsexual. I refer to Tiffany as she, not only because referring to her as female is was what he would want, but because I believe him when he told me he was a female stuck in a male’s body. Tiffany was 5’1” 103lb black male. Everything about him, from his nails, face, eyes, body shape, skin and manner was female. The only thing male about him was his plumbing. I wasn’t able to stay in touch with Tiffany after he got out, but I firmly believe that if he was able to get the operation, he could easily make a living as a female model.)
The next week I transferred out. I was hoping this would change my situation and I could have a semblance of control. As soon as I was brought to my new cell (two person cells), I started to look for a queen, for I knew that it was just a matter of time before everyone would know I was fucking at Sumter and I hoped I could get some advice from one of the queens. I met this guy who’s nickname was Tiffany. He/She was a girl in every way except sexual organs. I have never till this day seen a guy who looked so much like a beautiful black woman as Tiffany did. I asked her if she could give me some advice about Cross City and she agreed. She was in the same dorm as I and told me to come to her room after supper count. I met her there and I told her my circumstances. I told her what I had been through at Sumter and she was horrified. She told me not to worry about anything. She asked me if I wanted to room with her and I agreed.
It took about a week before we could make the arrangements (pay a guard) and I was moved to her cell. I got a job working in the silkscreen shop at PRIDE. Prison Rehabilitative Industries Diversified Enterprises. The first day after work, Tiffany introduced me to a guy nicknamed Apache. He was a big black guy who supposedly had a mix of Indian in him, but I couldn’t tell. Tiffany told me that I would need to pay Apache weekly for protection and occasionally give him a little sex and I could either live in peace or turn tricks to make my own money. I was instantly skeptical. I said let me guess, I need to service him until I can pay him, right? She told me that I needed to get clear on something. She said that she would take care of everything, she would pay for everything and the only thing I needed to remember is that I owe her.
Later that night she was putting together what she called a business plan. She told me that I would have to turn 5 tricks a week to pay for protection and live comfortably. She was telling me that I would need someone to do my laundry and sewing, I would need new panties, makeup and meals. I said don’t we get meals at the chow hall and she replied yes if you want to eat that shit. She said she had her own cook, a guy who works in the kitchen. He fixes meals and we can eat them here. I was impressed with her situation. All of her pants were tailored to her ass and legs, she had real silky panties, she taped herself with surgical tape (not duct tape), she had perfume, real makeup and a stash of pot. I told her how nice everything she had was and she told me that in a couple of days I would have the same. Again she said she would pay for it.
I believe that looking back at Tiffany, I can understand why now I have a thing for femdom and transvestites. She made me service her, not how I thought it would be. Our first encounter she tied me face down to the bed. She put her cock in my mouth and made me suck her incredible 8inch cock. She turned around and told me to lick her pussy (her ass). I was incredibly turned on, but she told me if I was servicing her, I would be taped and not get a hard on. She said I owed her, she didn’t owe me. I was in pain because I wanted to fuck that beautiful ass. I wanted to treat her like a woman and fuck her hard. She moved to my ass and started to finger it. First 1 finger then spoke to me in that husky feminine voice and said relax. I want to play. I did as I was told and she slipped another finger in my ass. She had small hands and fingers, so this wasn’t so hard to do. When she put 3 fingers in and spread them it became more difficult. Again she kissed the back on my neck and all the way to my ass and said relax. I again relaxed and she slipped 4 fingers in and spread them. I started to squeeze back and she just left it there and told me to relax. After what seemed like hours she could feel me relaxing and she slipped the 5th finger in. At this point I figured I was as relaxed as I could get, but she patiently waited and kissed my ass until she felt my ass muscles relax again. She started to slowly make a fist and I was thinking I was going to tear, she moved her fist in and out. After about a minute of this she released her fist and pulled her hand out. I sighed a relief and then she pushed her cock inside me and fucked me extremely slow, kissing and lightly biting my neck and back. When it was time for her to get off she got off me and stroked her cock in my face until she blew in on my face and tongue. She then moved back behind me and put 3 fingers back in my ass, she felt around until she found my prostate. She started to caress it I guess you would call it and I was ready to jump out my skin, and all of a sudden I started to cum. I was so fuckin amazed and blown away she began to giggle. She said you really don’t know anything do you. I was blushing when she untied my hands and feet. I cleaned up while she redressed herself.
I said what did you do? She replied that she had got me off and now I owe her even more. Don’t expect to get that all the time. Remember you owe me, not the other way around. Over the next week she dressed me the way she wanted, always trying to make me as feminine as her. This obviously wasn’t possible. She set up my times with Apache, she set up my customers(which was only two), she made me wait on her, shave her, wash her in the shower and made me have sex with her when she wanted. I thought or hoped that I would get to fuck her, but she never let me. Other than Apache I never saw anyone fuck her, but everyone wanted to. We were walking across the compound one day and she told me that she rarely lets anyone fuck her. She says she gets off on the desire. She said, don’t you feel it? I asked her what she meant and she told me to pay attention to my surroundings. Walk over to the basket ball court, by yourself stay there for oh let’s say 20 minutes come back and find me and tell me what you see and feel. Pay attention to how everyone looks at you and talks to you. It is a rush. I wasn’t sure what she was talking about but I did as she told me to do.
I walked to the basketball court and watched while everyone’s head turned to watch me. I found myself walking with more of a sway, like Tiffany walked. I went to the bleachers and sat down to watch the game in progress, and with a couple of minutes all the guys had moved over to sit with me. First one, then another until all of them moved over to sit with me. They started talking to me, first asking questions about me, but I could feel it, they were hitting on me as if I were a woman. I wasn’t experience with this and I could tell that soon the conversation was going to go in an area I didn’t want them to take it, so I jumped down and told them I had to go. They watched me intently as I jogged across the field, even the basketball players had stopped to watch me. I could tell they were probably saying obscene things about me, but I thought I was experiencing what Tiffany was hinting around to.
I found Tiffany back in our cell and told her what I had experienced. She said it was just part of it. She asked me why I waited on her hand and foot. She said if Mike was asking you to do all these things you would be upset, but you seem to do them for me without any quarrel. What is the difference? I said that I owed her. She smiled and said that I did owe her, but as far as I knew I owed Mike also. I thought about it and said that I didn’t mind doing things for her, it is not the same. She laughed and said that she dresses me up, makes me wait on her, give her back rubs, suck her dick, lick her ass, take her hand and dick up my ass. I think I probably treat you as bad or even worse than Mike did. I tell you who to fuck, when to fuck them, who to pay protection to, what to wear, how to wear it, when to be here and when to be somewhere else. I totally run your life, but you seem happy to let me. I told her I don’t know why I do this, you treat me better than Mike did. She said it is desire, you and most everyone here on this compound desires me. She said that most women have this same power, but not all of them know it. The ones that do know it, don’t know how much power they have. Women are brought up being desired by men, so most of them don’t even realize it is a power. A guy would be happy to have more than one girl desire him, he would think he is king. A halfway decent looking woman has almost half the population desiring them and they don’t see it as a power. It is just the way it is. You have this power also, she said. You don’t know you do, but you do. You need to refine it, but you have it in abundance. Most of these guys would do anything for you, if they thought they could have you. The line to walk is to never promise more than you are willing to give. That is a very fine line. I give just enough to let people know I give, but when I give, I always get the better part of the bargain. Don’t worry, she said. I will teach you. It will be a long time before I decide that you don’t owe me anymore and in that time I will teach you.
She started teaching me the next day. We are going to the chow hall she stated the next morning. I asked her why and she replied that I needed to learn how to handle myself in public. She said first we need to put some makeup on you. She said you are white so you have to be careful how much you use. The trick is she said is to use enough so it brings out the highlight in your face, but not look like a whore. When we were done applying the makeup, you could tell I was wearing it, but just barely. My eyes looked more pronounced but not slutty. Walking to the chow hall she told me how to walk, she saw that I was trying too hard. She walked behind me until she thought I was close to having it right. Practice that walk, she said, Soon you won’t even realize you’re walking like that and it will look natural.
She returned to my side and held my hand as we walked. I felt a little self conscious holding her hand and walking across the compound and she noticed. She said that this heightens the desire everyone will have for you. She says that most guys have a fantasy of being with two women. When they see you holding my hand it will start fantasies in their heads. Keep an eye on everyone as we walk, watch how many conversations turn to us. When we sat at our table I figured we would be surrounded with guys, but we only had a few even talk to us. No one sat with us, but everyone was looking at us. She reached across the table and would squeeze my hand occasionally and the attention we would receive was amazing. It was like everything she did was calculated.
Later that afternoon after work we met back at our cell. She had a guy she introduced me to. She told me that he was a tailor in his previous life and he was going to take my measurements. I said ok and she told him to lose the back pockets on all my pants. She told me to turn around and she grabbed the material on my pants that was touching my ass. She told the guy to look how my ass is round but petite. We would need the material to be tight so it looks as though its straining to hold this tight ass, and to bring the seam up to spread his cheeks apart. As for the front we would need it the same, so tight she said, as to show everyone that he doesn’t have anything there. I will teach him to tape, so it will look like he doesn’t even own a cock, she said with a giggle. I want the shirts tight also, she said, he has a no tit body, but I will make his nipples so hard that it will give him that sexy European look. Oh, she said, and 7 pair of panties. Yellow and pink if you can, I like those colors and I think they will bring out his eyes. The guy left and soon after she left saying that she had some things to do. Before she left she brushed a kiss on my cheek and let her braids touch my face. This gave me a stirring in my loins. Sometimes it hurt just to look at her.
I lay on my bed thinking of how my life had changed. I guess you could say I was happy. I thought how can that be? I have a guy who basically owns me. This is exactly what I wanted to avoid. Tiffany tells me what to and when to do it in all aspects of my life. Mike ruled me and made me do what he wanted, but Tiffany owns just about every move I make. I don’t know why, but I wanted her to own me. These emotions were very confusing but I knew that for certain, I wanted her to own me.
Later that night after supper I asked her when it would be my turn to fuck her. She laughed that kind of giggle she had and said that I would never fuck her. She said she would never give me head, or be the female in our relationship in any shape or form. It is quite ok for you to fantasize about it as much as you want though, she said with that giggle. You are mine she said and I am going to mold you as I see fit. I will never force you to do anything, you can leave whenever you please. But as long as you are sleeping in this cell, you are mine. You will continue to clean the cell, make our beds, serve me my food and clean up afterwards and your reward will be to please me sexually, again with the giggle. Do you have a problem with any of this, I hope not she said because there is more you need to learn (giggle).
That night she said she had some tools for training. I asked her what she meant by tools? She took out two clothes pins and told me that I needed to wear these on my nipples every night for an hour. She explained that I would lose a little sensation, but the result would be larger nipples and permanent nipple hard-on’s. This is extremely sexy she said and guys will go nuts to be able to flick them with their tongues. Second she pulled one of those balloons that you can tie into animals. The balloon was 4 balloons thick and filled with flour until it was about 7 or 8 inches long and about 1 ¼ inch thick. She explained that this is used to teach me muscle control. First she said you will want to be able to squeeze this so hard that it just about breaks in two. Once you have this mastered, you will need to be able to move it in and out of your ass with just your muscles. You can’t just push it out like you would poop (giggle) she said, you need to do this with your muscles. The reason for this is the desire thing we spoke of earlier. She said, you don’t want to give yourself away to everyone, just a few. You want those few to tell everyone how incredible you are. A few stories like this going around the compound and every guy who isn’t a complete homophobic will want you and be willing to give or do anything for you. Power! She said. Plus (giggle), I want you to be able to please me better than anyone ever has.
Ok, she said. This is going to hurt. She placed the first clothes pin on my nipple, not where I expected. She squeezed my nipple as close to the clothes pin’s spring as possible. This gives it the most pressure. I cried out in paid and told her that I couldn’t take it. She said stop it you sissy, I know it hurts, but you can handle it. She placed the second one on and I thought I was going to die. After 20 minutes she finally said I could take them off. Taking them off was almost as painful as putting them on. They throbbed for what seemed like hours. She said it would be an hour tomorrow night and to suck it up. Later she lubed the balloon up and slid it up my ass. I took to squeezing it pretty easy. I would squeeze then let go, she would pull it out a little to examine how much I had indented it and we repeated this process for an hour. By the time we were done, I felt like I had been fucked by a horse.
She said I did ok for the first time but would need much more practice before I would be able to move it up or down by myself. Now she said it is time to learn to give head. You have to make the guy believe that his cock is mighty. You need to worship it when you give head or the trick is to make him believe that you are worshiping his cock. She sat down and pulled out her cock and said let’s see you give head. I grabbed her cock and slowly and sensually I put it in my mouth. She started giggling, and asked me if I thought that was sexy. Ok, I will teach you how to give someone a real orgasm. First, don’t touch me with your hands at least not yet, look at it with yearning. Now slowly move over it and breath on it, now inhale it. Let your hair brush across it, softly blow on it. Now let it touch your face gently, start from the bottom and rub your face up the shaft, letting the friction force your bottom lip out. Good now gently kiss it, breath on it again and kiss softly around the head. Good she says now again slowly rub your face up the shaft letting the friction pull you bottom lip out, good now when you get to the top look into my eyes and smile, make sure it’s an evil smile. By this time it should be as hard as mine is now and hopefully there is a small amount of precum coming out the tip. If not continue doing what I said and occasionally look into my eyes. When you can either feel or taste precum at the top then move up the shaft again letting your bottom lip drag and take your tongue and gently lick the precum off. Now you can use your hands. Very gently take my balls in your hands and lick them gently continuing up the shaft to the top. Do it again and use a little pressure this time, if I am getting turned on, you will be drawing the precum out the tip. If it is plentiful, let it get on your top lip and look in my eyes while you use your tongue to lick it off. Very good she said. Now take your tongue and lick around the head. The head is the most sensitive spot and you need to be gentle here. Good she said, now as you go around the head, you need to end up climbing up the tip with your tongue. MMM she said, very good. Now take your tongue to the bottom of the shaft and lick upwards, yea that’s it. When you get to the top, cover the head with your mouth and suck back off and end kissing it. Do this 4 or 5 times. Now take my entire cock down your throat until you gag. This will make the receiver think he is huge, no matter what his size. Good she says, looks like we will have to continue your lesson another time, now it’s time to get me off. I took her deep over and over again, until I could feel her jerk and blow in and on my mouth. When she pulled her cock out of my mouth I used my tongue to find the rest of the cum and swallowed it. That was a good first lesson. I think I am going to enjoy teaching you (giggle)
The next night I was able to go 40 minutes with the clothes pins. She made me use the balloon again until I was cramping in the side of my ass. We also continued with the head lessons. The third night she said we were going to do everything at once. This way I can’t focus on the pain. I had clothes pins on my nipples, the balloon up my ass and after a half hour she made me go through giving her head again. She kept telling me to squeeze and instructing me on giving head. I was able to last over an hour with the clothes pins that night. The next day my wardrobe was ready. I didn’t think I was going to be able to get the pants on. First she taped me so tightly my balls hurt. She put the soft and silky panties on me and then she told me to put the pants on. I had to lie down on the bed and wiggle for 5 minutes before I actually had them on. Once they were on the buckle was easy to fasten, but I didn’t think I could sit down. She had me squat with my legs spread to loosen them to my figure, were her words. When she was satisfied she brought me into the bathroom to see. They were like a second skin except for the seam that pushed up my crack. The seam separated one cheek from the other and made my ass stick out. She said that it looked inviting now. She seemed excited to go out on the compound and show me off. After putting on some makeup we set out hand in hand, walking out to the track. She sent me around the track by myself to see what kind of looks I would get without her. I need to say this, I never wanted or do I want to now be a woman, but the looks, smiles and attention I was getting was intoxicating. I couldn’t help but get turned on, and the more I got turned on, the more people gave me attention. By the time we went back to the cell I was ready for anything.
I think she knew this because after we ate she left and came back with Apache. She told me we were going to try some of what I learned on him. She left me alone and told me to get ready (shower, shave, douche, makeup and perfume) She came back after with Apache. She moved over to me and did that light kiss on my lips that she was so fond of and reached in my shirt to place the clothes pins on. She told me that this is training and we won’t go into what you should do before you let a guy fuck you. Just lay down on the bed on your stomach. Apache, she said, lay on Society and push your cock in her. Don’t fuck her, just put it inside of her. He was happy to oblige. When he was inside me she told me to squeeze him. I did and he moaned. Keep it up Society she said and I did, over and over again until she saw that Apache wasn’t going to stay still anymore. She told him to get off me and sit on the bed. Now she said he is primed and you can give him head. I went down and did what we had been practicing. After going up his shaft with my face the first time, I found a large amount of precum waiting on the top. I figured he was ready and I put his cock down my throat. He grabbed the back of my head and pushed himself into my throat. I gagged, but not as bad as I thought I would. I could tell by his moaning that he was close, I bobbed and sucked and kissed until he blew his load in my mouth. The whole time Tiffany was giving me instructions. She giggled when he came in my mouth and told me to sensually clean finish cleaning his cock with my tongue while looking in his eyes. When we were done, she told me not to touch the clothes pins. To be honest I forgot I had them on. She asked Apache what he thought, and he told her that she was a perfect instructor. When will you need me again, he asked? I will let you know when I will need you again. You can leave now thank you, she said. She made me keep the clothes pins on my nipples for an extra half hour. When they came off I thought I would cry, but she kissed them and told me it will only hurt for a few minutes.
Later that night she caught me trying to masturbate and jumped out of bed to ask me what I thought I was doing. I was embarrassed but I told her I was so fucking horny from everything that happened that day. Her giggle again, she told me, you are not allowed to get off without my permission. Being horny makes you desirable. When you are horny, you unconsciously let everyone know you are horny. You think you are getting attention now, wait a few weeks and see how much attention you get then. A few weeks I said, by that time I will blow up. I have to room with you remember and looking at you makes me horny never mind everything else. She giggled again and said, don’t worry, you will be touching me. As a matter of fact why don’t you give me a message, I like it when you go from my neck to my feet. You can spend a little extra time in the middle (giggle). When I was done I would have done anything just to get off, but I didn’t.
Tiffany was right, over the next few weeks I found myself flirting with guys every chance I could. My nipples grew 3 times the normal size and they were permanently hard. During this time she I achieved bringing the balloon up my ass, but couldn’t bring it out without pushing. She taught me how to fuck properly. Everything from the proper stance to how much to sway my hips. She taught me when to use my ass muscles and when not to. She showed me how to straddle a guy and look sexy doing it and how much talking to do during the fuck. She said guys are visual creatures with egos. You need to stroke the cock, look good doing it and stroke the ego all at the same time. You need to make sure that what he tells everyone else is as impressive or more impressive than your performance. Sometimes she would use herself as the guy or if she wanted to see what I looked like while not in the moment she would bring Apache in. She would make me belly dance to music so I could keep a good rhythm when I was getting fucked. She would make me do striptease for her giving me instructions all the while. The one thing she wouldn’t do is let me get off.
When I could finally move the balloon up and down in my ass and (still not down very good) she thought that I was graceful enough during sex did she decide that I should start turning a few tricks a week. She told me that she wasn’t that concerned about my paying her back, but if something happened to her, I would need to be able to be comfortable finishing my time. She said that she would pick the guys first, so I could see what to look for in a john. You need to be picky she said. You want someone who will be happy to have a tumble with you. You don’t want someone who thinks that after they fuck you they own you. You can tell this by flirting with them, draw them out, get them talking about how they do their time and how they think it would be better. Do they think the occasional time with you would be make their time better or are they thinking you would make a great addition to their cell. You are young, not only in age, but you are easily gamed. Your biggest lesson you need to learn now is how to be street smart, or should I say jail smart. I know you flirt with some of the guys out on the basketball courts and that needs to stop. Not because I am jealous or anything of that nature, but because people will kill for you. If they thought they could get by me and Apache, they would claim you. No more flirting until you know how.
The night came when I was to meet my first customer since my training had begun. Tiffany had drilled into my head all day, seduction she said, remember everything you have learned. That night Tiffany came over and whispered in my ear, she told me to touch her ass. I was more than happy to, then she said kiss my neck and I started to kiss her neck. I started from the back and was working on the front when she grabbed my face and kissed me hard. She was turning me on so bad. I could feel my cock trying to get out of its taped bonds. She abruptly stopped and told me to take that passion with me tonight.
Tiffany met him at the door and said she had already worked out for a look out, plus Gerrad the guard was on and he didn’t care about anything. When she left I offered him a drink and sat down next to him, very close. I put my hand on his knee and asked him what he enjoyed. He laughed and said a little suck and finish off in my pretty ass. I was wearing a tight shirt and panties. He had on a pair of boxers. I had to lean over him to turn on some music and asked him if he wanted me to dance. I knew he had to have gotten a whiff of the perfume in my hair. He said that he would like that. I danced and swayed my hips and ass, brushing him lightly with my ass. I stood him up (he was tall) and I started using his legs as strippers poles. By the time the first song was over, his cock was peeping out the top of his boxers. I have had a lot and I mean a lot of johns. This was the first time I was really getting into it. I ended my dance on my knees in front of him. I looked him in the eyes and slowly pulled his cock out of his boxers. He had an average cock for a black guy, about 8 inches. It was relatively thick. What was surprising was the size of the head on it. It didn’t even look like it belonged. He was really hard, it barely moved when I pulled it out. I figured that since he was standing I would tickle his balls with my tongue. I touched them lightly, then I moved completely under him and licked from the back all the way to the front. I spread them with my tongue, then looked into his eyes and gave him my evil smile. I sat him down and began worshiping it. I was getting into it so much that I didn’t notice until I got to the tip, how much precum was pooled there. I made sure it got on my upper lip and looked him in the eye as I lick it off with my tongue. I smiled and moaned. I wanted to spend more time there, but I could tell that he was super turned on and needed me to move on. I stood up and danced some more in front of him and he started to grope at me. He was squeezing my ass, running his hand up my smooth legs and telling me he ached when he looked at me. When I was facing away from him, he pulled my panties down. The hit kit (hair grease) was already on the bed so he lubed his dick and started to finger me. When he put his finger in me, I squeezed like I did with the balloon. That seemed to really turn him on. He lowered me onto him and I felt a jolt of pain as the head penetrated me. I moaned softly which turned him on. I could tell because he pushed me down on him roughly. When my ass had all of him in me, I started to sway my hips and use the up motion with my ass muscles (remember I wasn’t very good with the down motion) He was moaning loud, I was a little scared that it was too loud, but I was in the moment and I began moving to the music up and down and gently side to side. To be honest I don’t believe he lasted another 30 seconds but who was counting at this point. I can remember his leg muscles at this point. They became so tight, I could see the definition and ripple of every muscle. I knew he was going to cum. I stopped moving up and down and finished him using the muscles in my ass. I don’t know if it was because I was so turned on or if he just had super hot cum, but when he got off I could feel every warm gush that was going into me. I shivered with excitement. When he was done he eased me off his cock, like it was super tender. I complied and grabbed the damp washcloth I had put on the locker next to the bed. Wrapping it around the base of his cock I put minimal pressure and moved up. This was cleaning the grease off his dick and pushing the remaining cum out, by the time I got to the head a glob of cum was sitting there. I gave him that evil smile and said may I? He just smiled and I took the tip of my tongue and gently licked it off him. I savored it like it was a piece of German chocolate. He said you really are a freak, huh? He said that was really great. He thanked me and left.
Tiffany came in as soon as he was out the door. She told me she was watching and I had really turned her on. She told me to lay on the bed with my legs together real tight. I did what she said. She pulled out her cock and started to stroke it looking at me. I told her I would be more than happy to take care of her also. She said stay right where you are. I did and she stroked it a little faster. She said ok now, push that cum out of your ass. I pushed and I could feel the hot cum pooling in the crease where my ass and leg met. It began running down my leg. She quickly moved over to my face and I opened my mouth and she came. I can’t explain it, not to this day can I explain it, but it was like the feeling you get when your body releases adrenaline. When she came in my mouth the pleasure feeling was so intense I felt dizzy. I told myself later it must have been because I was so turned on by pleasing her. But like I said, I don’t know why that happened. I don’t know if any of you have ever done any drugs before, but the first high always becomes the one you chase. Till this day, I have not been able to reproduce that feeling. End of part 6
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In the first chapter, I describe my first adventures with anal masturbation and my first experience with a man.
As I said, I thought I was just experimenting and that, now that I had tried it, I wouldn’t have an interest in going any further. As you can guess, I was dead wrong, or I wouldn’t be back for chapter 2. As I mentioned before, these stories are as close to the truth as I can remember.
Almost a year went by and my interest in anal sex and sex with men had waned, I believe it was because I was getting steady sex with a girl I was dating during my last year at college. After graduation, I moved to a big city and found myself alone with plenty of time to cruise the internet and yet again, I started chatting with men online. I believed this was just because women were so hard to find on the internet.
I met a guy online and we chatted for a while until we agreed to meet in person. I went over to his place and we hung out for a while and had a few beers. I had gotten over my nervousness after the second beer when he started to fondle my crotch. He unbuckled my belt and reached inside my jeans and started stroking my cock. This made me bolder and I reached over and did the same for him. I could feel his erection was about an inch longer than my 6.5 inches and thicker too. I couldn’t wait to see what felt like a magnificent tool. I got on my knees and pulled his shorts down and out sprang a gorgeous, hard throbbing cock. He already had a bead of precum on the tip. I reached a finger over and took the salty bead into my mouth. I tasted wonderful. I leaned forward and started licking the shaft of his dick. I made my way up to the head and took it in my mouth. I started stroking his cock while my tongue swirled around the head. He started to moan and grabbed my head pushing me down on his cock; I gagged, but adjusted to having this huge cock in my throat. I was jerking off my own cock while hungrily devouring his. I could tell we were both about to come when he pushed me away. He had me stand up and took my clothes off. I stood there naked while he ground his cock against mine jerking us both in his hand. He took me by the hand to his bed and pushed me down on my back. He climbed on top of and continued to rub his cock against mine until we were both getting very aroused and were bucking our hips against each other. He moved down and took the head of my cock in his mouth and started sucking hard while jerking me off, then before I knew what was happening, he swung my legs up exposing my ass and his face went down. I felt his tongue licking my ass while he slowly stroked my cock. What an amazing sensation! I had never had any of the girls I slept with even get close to doing this to me. His tongue started probing my asshole getting all wet, then I felt his other hand start to gently finger me. Before I knew it, his finger was inside me. (Those of you that read chapter 1 will know that I had never had anything in my ass except my own finger and a dildo I had bought online.) After a few minutes of rimming and fingering my ass, he looks up and with pure lust, says: “I want to fuck you.” I was so turned on by then that I said ok. He stood up went to the nightstand and pulled out a condom and a bottle of lube. He poured some on his cock and started stroking, then slipped the condom on. He then squirted lube on my ass and fingered it to get the lube up inside. He said he wanted me on top, and laid down on the bed. I straddled him while he jerked off my cock then pointed the tip of his cock towards my ass. I felt him probe as he found the proper spot, then gently push upwards towards me. The head penetrated me and moved further up. At this point I felt a searing pain and withdrew. He was very gentle and asked if I was ok. I said it hurt, but that I wanted to try again. After a few seconds, the pain had subsided and I again moved myself down on his cock. This time, the pain was bearable and I felt his throbbing dick moving into me slowly inch by inch. Before I knew it, he had hit my prostate making my cock jump and seem to grow another inch. I had taken all 7.5 inches of him inside me and was loving it. I slowly began to grind myself against him and gently rode up and down. He was stroking my cock making me more adventurous and I started moving faster. I knew I wouldn’t last long with this extreme pleasure and I pushed his hand away. I continued to ride his cock until he grabbed my hips and stared thrusting my ass. He was moaning and grunting, then said:” I’m gonna cum!” His hand quickly found my cock and gave me a fe good tugs at which point I erupted in one of the largest cums of my life shooting four or five spurts all the way up to his chin. At the same time, he thrust deep inside me and moaned one long moan as I felt his cock jerk several times deep in my ass. He slowly withdrew and I fell on the bed next to him completely drained. I felt wide open and remember thinking my ass would never recover.
Recover it did only to be assaulted again in the future. Me and the guy met several more times and jerked and sucked each other, but never fucked again.
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An amazing threesome experience between some young Aussie school mates. There is a bit of tension between Andy and Cameron but Jamie (the author) is able to juggle the situation and the three teens have an amazing first threesome experience.
The continuation of my hoe-ish habits
Todd had fun at the party.
What happens the day after we meet
I was young and impressionable…he was just the guy to show me the ropes
My first attempt at a sex story. This is the story of my first sexual experience with a guy. I hope you all like it, feel free to leave any feedback you may have.
The next day I walked in to school
Waking up at three in the morning in the bed of Austin Reynolds was an experience in itself. I woke up confused for a minute and looked over to see his face right in front of mine, sound asleep. I didn’t even think anything of our experience the night before, or our mall excursion as anything special or different, just a jock getting his way. I began to pull on my jeans and shirt, and was tiptoeing across the room when I heard him stir. I stood there still for a minute, because I didn’t want to wake him up.
“Where do you think you’re going freshman?” he said, in a sarcastic voice. I rolled my eyes and turned around. “I, uh, didn’t want to wake you so I thought I would go and get some more rest for my first water polo practice tomorrow” I said. “Come back here” he said, motioning with his arms, “You don’t want to go back out there right now, the boys will give you hell for sleeping over” he said. “Why?” I asked. “They are the only ones who know about who I really am, and anyone not leaving my room, they also know what that means” he chuckled.
Figuring I had just earned myself a new reputation as Austin Reynolds newest hit-n-run, I tiptoed to his bed. “And those need to come off” he said, indicating my clothes. With a hint of humiliation, I took them off and came back into bed. He pulled me down into him and placed me next to him, pulled the sheets over us and then placed his arm under my neck, and pulled me into him.
“Jeremy, I like you”he started, “and I like what we did last night” he said. “Me too” I said. “What’s wrong, you sound hesitant” he said. “Well, I don’t know, but I don’t like feeling like an object, and you being the head of this fraternity and all, I don’t know it just feels like you’re to popular and good looking for me” I said. He chuckled, which didn’t help. “Jeremy, I’m naturally cocky, but I can give that up for someone like you, if that meant having you”. “Having me?” I asked sarcastically, “I just don’t want to be an item on your trophy shelf”. “Jeremy, I have no items on my trophy shelf that are form relationships, I want you to be my first grand trophy” he said.
I don’t know why, because being idolized was everything I was against, but he was making me feel really good. “We will see if I want to be on that shelf Austin, let’s just say, your outlook is good so far” I said. “So that’s a maybe?” he said. “Yes” I responded. After a few seconds of silence, he pulled me back into him and we fell asleep.
I woke up later that morning and looked at the clock, I had a good three hours until my first practice. When I woke up I also found Austin gone, and he was in the shower with the bathroom door open. I stretched and slowly got up and went into the bathroom. He turned around and flashed his perfect teeth into a huge smile. I could not get over his perfect features. “Hey” he said, and motioned for me to join him. I opened the shower door and came in with him. He hugged me form behind and kissed my neck.
“Good Morning” I said with a sarcastic tone, as I felt in dick slowly growing into my backside. I felt mine start to grow too. “You know Jer” I winced when he said that, because only one person ever called me that before, “I want you to know I’m serious about what I said last night, so to prove it, you’re the only person that will have access to me, if you know what I mean. I’m done screwing around with other people”. I was somewhat taken aback. “You don’t have to do that” I stammered. “Oh yes I do, I want you more than I have ever wanted anything”. I turned around and planted one on his lips. Part of me kissed him to shut him up, but the other part kissed him because that’s what I felt like I needed at that moment in time.
He began to kiss me on my neck, and traveled down until his tongue met my dick, and he began to tease me. I began to squirm and looked down at him, to see his perfect eyes looking right back at me. I heard a chuckle escape his lips, which was followed by him slowly taking my dick into his mouth, and then rhythmically bobbing his head on it. He grabbed my balls with one hand and began to lightly squeeze them, and used his other hand to move up and down my shaft, while swirling his tongue on the head.
I was enjoying every bit, but began to feel my orgasm sooner than I had anticipated, and before I knew it, began to cum fervently into his mouth. He didn’t miss a beat; he began to swallow some, and caught the rest in his hand. He then stood up and spun me around, putting my hands on the shower wall, wiping my cum on his throbbing dick. He began to push his dick into my awaiting hole. As he pushed in. he placed his head in the groove of my neck. As he picked up pace, he began to bite my neck. Our grunts and moans were no longer kept a secret.
He began to pound harder and harder, moaning into my neck as he nibbled more and more. The feeling was amazing. I felt some sort of domination by him, and I was loving it. As he ground into my ass, I felt every flex of his abs against my back, and the flex of his arms as he wrapped his arms around my waist. He pulled my tighter into his body, pushing his dick farther into me, and then pumping it in and out. I was in heaven, the situation was so erotic. As he pulled me harder into him, I felt what I had been waiting for. He bit harder into my neck as he exploded into me. We were both shouting and moaning.
When his orgasm finished, he collapsed onto my back, shoving me into the wall. As we both stood there panting, he began to kiss my neck, and turned my head to kiss me.
We finished our shower kissing and washing each other off. After we got dressed he walked me out of the house, where I tried my hardest to throw cat calls from the other boys off my shoulders. He kissed me again, before closing the door to me. As I turned from the door, and walked down the steps of the frat house, I couldn’t help smiling. I was so happy. I looked back to his window and saw him looking back at me. He smiled and waved.
The walk to the dorm seemed shorter than it actually was, and before I knew it I was back up to my door and turning the key in the lock. When I opened the door, I found a bag on my bed and Blaine’s bed empty. I walked over to the bed, picked up the bag and opened it. It was a brand new Speedo, with the schools colors on it, and my name on the ass. I opened the card and read the note left by Blaine.
Dear Jeremy, this is my way of apologizing for my behavior last night and hope there are no hard feelings. Sincerely, Blaine.
I smiled. Somewhat selfishly, I was happier to the fact I didn’t have to buy myself a Speedo, than his apology. I mean, I wasn’t hurt by his actions last night; I just didn’t have enough effort to care right now. I stripped and pulled on the Speedo, pulled my shorts over it, grabbed a towel, and walked to the spot I was told for practice.
It was there that I met the team. They were a cool group of kids but I didn’t immediately click with them, not like I had with Jake and the other boys when I first started playing. We went for a run and then it was into the pool. They knew I had gotten a full ride, so I already had expectations to live up to. The coach threw me a ball when I got into the box, and I threw it and the game was underway.
These guys were good, so I had a harder time blocking goals then my first time in high school, but my high spirits and happy character helped me out, and after our mock game, they were all pretty impressed.
It was beginning to get dark by the time I got back, because I had stopped to eat on the way back. When I got to the room, Blaine still wasn’t there. I walked into the bathroom and turned on the light. I was startled by what I saw. There was some random guy standing in the small communal shower jacking off. He was tall, very thin and lanky, and had a huge cock. He was really into it, and apparently hadn’t noticed the change in lighting. I stood there slightly horrified, because the door had been locked to the dorm. I cleared my throat and you would have thought the guy jumped through the roof.
I looked this guy over again. He seemed older. He was very handsome in the face, and now that I looked again, had a nice body for an older gentleman, but he was still very thin. “Hello” he said, somewhat nonchalantly. “Who are you?” I asked bluntly. “I’m Sean, Blaines father. He gave me a key, seeing as how I pay for this place”. “Oh, well what brings you from New York to a..um…college dormitory” I asked. “I just wanted to get out of the city and stay somewhere else” he said. This didn’t add up to me. Blaine’s family was very well off. Even if his dad did want to get out of the city, he could stay anywhere else.
‘Blaine has told me so much about you, I just had to meet you” he said. I quickly glanced down and noticed his penis was still extremely hard. “Um sorry I had to take a shower, I just got back form water polo, but ill let you finish” I said. “Oh no need! There’s more than one head in this stall, just join me” he said. I couldn’t turn him down. I mean he paid extra for an old RA bathroom and paid for my room. I slowly walked into the shower, picked a head directly across from him. “So Blaine tells me you’re one hell of a water polo player” he said. “Oh I guess” I said. “You know, I’ve always thought male water polo players were very handsome. I mean my god, those bodies” he said. He was still hard as a rock. Jesus did creepiness run in the family.
I closed my eyes as I lathered my hair, and felt the product wash down my body when I came back under the warm water. My heart dropped when I opened my eyes. He was standing directly in front of me. “Uh Mr. Austin?” I stammered. “Listen right now and listen good” he said, stepping closer, his horse cock pressing into my thigh. His breath was hot on my neck, and all I could do was stand flat against the shower wall horrified. “Blaine has told me about you and him, and how you just blew him off; my son seemed pretty hurt about it” he said in a violent whisper. “So until you learn some respect, you’re mine now. When I come to town, you do whatever I say. When I say jump you jump” he said. I felt the terror build in my throat.
I wanted to scream, do something, but I was stuck in place. “Now you see this huge cock?” he said. I slowly nodded. “My son has a big one too doesn’t he? That was his gift from daddy. Your gunna get on your hands and knees and take my fat cock in your ass and you’re going to like it.” I felt a tear roll down my face. “Didn’t you here what I said? Take my fucking cock” he shoved me on the ground and grabbed me from behind.
With no warning or grace about it, he shoved all of his length into me, nearly splitting me in two. I screamed and he began to hump me furiously. I felt my dick almost leap inside me. I was sobbing and the pain was excruciating. He lasted not a long time and exploded inside me. He stood up, spit on me, and then left the bathroom. I began to sob on the ground, and felt his cum slowly leak out of me.
I don’t know where this came from, but at that moment I had a genius idea, even in all of my misery. I grabbed a tissue from a box by the shower, and wiped his cum onto it. I got out and grabbed a plastic bag that I had thrown away when I first got here, and shoved the tissue into that. I left the shower on and entered my room. Blaine’s dad had gone. I opened my desk and put the bag into a mini safe my parents bought me. I put some papers over the safe and closed the drawer to my desk. I went back and finished my shower, essentially numb. My moves were almost robotic, unhuman.
I turned off the shower and stood there for awhile. I then went into the room, crawled into my bed, and felt my whole body shudder as a huge sob escaped my body. I cried myself to sleep. I awoke two hours later to the lock moving. I felt my body tense as I immediately shut my eyes again. I heard two pairs of feet enter the room.
“He is asleep, were fine” I heard Blaine say. “Ok” a familiar voice said. I heard the two walk to Blaine’s bed, loose their clothes, and get in. A few minutes later I heard moans and giggles. “Fuck Blaine you’re so fucking hot. Fuck me” I then remembered that voice. I was Aimes, the guy who I lost it to, and the first guy I ever fell for. He went to this school but the other campus. I remember he took an interest in Blaine when he saw him picking me up form the airport. Asshole.
Throughout all the misery of the night I saw one silver lining. I had a tissue with Mr. Austin’s cum on it, and it finally clicked why my numb mind had done that. I turned 18 in two months.
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Here is part two guys. Lemme know what you think
Here is part two guys. Lemme know what you think
We go back for more fun with our massage partners (names corrected)
We go back for more fun with our massage partners (names corrected)
100% True Story of my sexual encounters with my college roommate.
Hi, this is part 3 of my story about my brother’s and mine love. Enjoy.
First time writing a story don’t be so harsh
Hey readers! I’m going to be on a sexual hiatus for probably the next week since the holidays are coming up – and I have family that I can’t get away from… Therefore, I’m going to attempt to use this time to get as many of the past stories out of the way so that I can start posting things only a couple of days after it happens (which means my memory/the writing quality will hopefully improve). I very happy that you guys are actually enjoying my writing so far, and I’m sure it’ll improve as I keep this up!
Another thing I wanted to mention – I kind of want to get to know some of you readers out there! If any of you boys are 18, are going through a similar experience, and want someone to talk to about life, love, sex, and more – feel free to drop a comment on my blog! I’d be more than happy to listen because I know firsthand what all of you guys are going through! Also, trading stories sounds like it would be fun (even though most of my stories are being made public anyway)!
http://18andbiinny.blogspot.com/
If you feel interested in the idea, just comment on there! Thanks again for reading!
And with that, we move on to guy #4.
I decided to skulk around Adam4Adam a little bit more soon after my last escapade, and stumbled upon a pretty interesting looking guy! To be honest, I don’t remember who contacted who, but we somehow managed to start talking.
He was white, a few inches taller than me, reddish/blondish hair, and he came with an adorably sweet personality! What more could I ask for?
The thing that enticed me the most about this guy was his offer of a sleepover. To be completely honest, there is NOTHING I love more than cuddling with someone. I grew weak at the knees at the mere thought of actually having a warm body to hold for the night, and practically gushed with euphoria as I excitedly told him I’d be on my way as soon as I figured out where he was.
He said he had a place in Harlem – something that made me initially nervous. Considering the fact that I’m pretty new to New York, I had never entered Harlem before. I had all of these negative preconceptions about the area based on past stories I’ve heard, and I was seriously wondering what the hell I was getting into as I boarded the subway.
On my way to the subway, my phone vibrated – and told me I got a text message from this guy. It read along the lines of “Are you not coming?” Gah! It kind of annoyed me that he was impatient, but I decided to not think too much of it to not kill any mood.
The walk there was a little scary to be honest. It was pretty late at night. Feel free to call me a sissy, but I seriously did NOT want to mess with some of the hulking people I saw. Or maybe it was their gigantic jackets that made them look somewhat menacing? Who knows?
Eventually, I found his apartment. As soon as I stepped through that door, I was admittedly astounded by the design of his place! I felt SO lucky to only deal with guys who have a sense of class and know how to decorate thus far in my adventures. We sat down on the couch and talked for a little while about who we were, what races/families we came from (he was a cute mix of Italian and Puerto Rican), and food. Although some can’t really do smalltalk well (I’ll go over this soon), this guy really knew how to entertain someone!
Our conversation slowly drifted to thoughts about horror movies, which you guys should know I LOVE (based on the last guy). He decided to put on Paranormal Activity (which I had never seen, but enjoyed quite a bit!) on for the both of us as we snuggled together on the couch.
Our focus was fixed upon the movie… at least for 3/4 of it. Eventually, the non-scary dramatic scenes started to get longer, and we quickly focused our attention on each other. I could feel his warm breath flowing down the nape of my neck, so I decided to turn my head around for him. Our lips met with a gentle touch, which slowly turned into a full makeout session. However, each time the movie would switch to a nighttime scene, we’d stop and once again focus on the movie until the scary parts passed.
Once the movie was over, he took my hand and led me over to his bedroom. We were both so horny by this point, our clothes immediately disappeared over the side of the bed. I started by slowly kissing down his body. I went down to his cute little nipples and gently sucked each one for a little while before moving on and taking his massive dick in my mouth. I tried to go down as far as I could, but I couldn’t help but get the feeling that I wasn’t going too far down on him. However, I compromise, and I gently lick up and down his shaft, and lightly kiss the very tip of his head a few times.
Eventually, he decides to return the favor, and we swap positions. I couldn’t help but moan as he expertly maneuvered his tongue all over my dick. I closed my eyes and let him do his work while thanking God that he didn’t use his teeth like the bukkake guy. Unfortunately, he didn’t stay down for very long, as he came back up for another kiss.
Then it was time for us to fuck. He laid down, and we got into a cowgirl position (I realized I typically resorted to this position before fucking because it’s so much easier). After fishing around for the nearest magnum, he eventually pulled out that – and a bottle of lube. Once both were successfully put on, I lowered myself down onto him. This time though, I felt like I went down a bit easier compared tot he last 3 guys. I still had to wait for the burning sensation to pass, but I quickly recovered and started going down the whole length of his cock.
I have to say that this was the most gentle fuck I’d received thus far. And God was it fantastic! He gently and tenderly drove into me from the start, letting my ass get used to the sensation of his huge cock. I slowly bounced up and down, letting him penetrate deeper and deeper inside of me. My moans grew louder and louder as he kept plowing into me. My hands gripped the sheets as I attempted to push into him even more.
We fucked for what turned out to be 2 to 3 hours straight. We flipped over once so he could slam into me doggystyle, but eventually went right back to missionary. He pushed my thighs high up into the air, and made them stay there for most of the entire fuck. Every so often we would pause and cool off a little – allowing my aching thighs a little bit of rest.
At one point, he picked up the speed ever so slightly, and in response, I moaned that I was going to cum. I felt about 5 shots shoot up just up to the center of my chest. It was the first time I had ever cum while being fucked, and I have to say I prefer that over any other way of cumming! I could feel my ass tighten around his larger cock as he pushed into me even more – increasing the ecstacy.
As soon as I had finished, he pulled out and started jerking off. He came right over my stomach, where most of the cum was collected, and mixed his own with mine.
Once that was over, we toweled off and trailed to sleep without talking much more from the exhaustion. Of course, my time with him didn’t end here – as the next morning was an animal in itself!
At around 12:00pm, I woke up in his bed. I squinted from the light flowing through the window and looked around – recalling the events of the night before.
I turned to my right, and I noticed him turned away from me on his own side of the bed fast asleep. I scooched in a little bit closer to him, and placed my hands on his warm body.
I felt him start to stir, so I waited a while with my arms draped over the side of his arm. Eventually, he moved, took a look at me and started putting his hand on my arm. I thought that I was just going to get up from the bed and leave, but instead, he motioned my hand towards his dick. I rubbed it up and down a bit, wondering if there would really be any reaction at all. Luckily, I could feel him get harder.
I started to gently kiss and suck on his nipples again, eliciting a small moan. He even ended up completely turning around, with his ass facing me. Suddenly, urges started rushing through my head. Urges that I had actually never felt before with a guy.
I actually wanted to top him! I was so astounded with myself. I had always wanted to be a bottom – nothing more, nothing less. For some reason, the want to stick myself in him dominate my mind for a bit, as I started dry humping him. I started getting more and more cocky as I moved faster and faster, so I flipped him over and continued to hump away. Eventually, my cock was rock hard, and able to actually go inside. Condom or not, I couldn’t care, it was this bizarre lust to give fucking a try.
I slowly started to move inside him, and I remember feeling my cock move a good couple of inches into him. He moaned quite a bit every time I pushed in. His ass felt so tight, so warm, and so perfect! I seriously wanted to keep going with this!
And then he breathed out “I can’t do this.”
Like a slap to the face, I was knocked out of my frenzied top mode. I quietly said “Okay” and pulled out immediately. I laid there next to him for a couple of minutes without saying a word. I didn’t feel scared, or nervous for having gone too far, as he didn’t say anything angrily.
What happened next was a complete blur. Someway, somehow, he managed to get me riled up again, and we I was once again in a bottom state of mind. We switched the positions we had earlier as I was face down on the bed. I could feel him humping away at my ass, slowly prying into me without a condom on. A little bit concerned, I asked if he had a condom to use, since I wanted to play it safe.
He put on this ridiculously dinky condom. It wasn’t a magnum, so it didn’t really fit. It covered about 3/5 of his dick, and made the tip look red and kinda gross from the lack of blood flow. My hormones were driving me nuts, and it seemed like things would just awkwardly end at this point, so I did the unimaginable. I ripped off the condom for him, laid back down, and just said “Go for it.”
We went back into the missionary position just like a few hours ago, and fucked like animals for a good 45 minutes. Then, it back to the cowgirl position. As I started bouncing up and down on his cock, riding it faster and faster, I couldn’t help but notice the window. And the how it was open. And that there was a sidewalk out there.
I asked “Hey, can people see us from out there?” He replied “Yeah they can.”
I was pretty surprised with myself when I smiled and responded “That’s pretty hot!” as I continued to ride him.
We went back to missionary for what seemed like the millionth time. My thighs were screaming for relief as well, but I seriously didn’t care as all I wanted was for this guy to fuck me more and more, even though we had just done this mere hours ago. He picked up the pace, making me want to cum so badly! Before I shot, I looked him in the eye and asked him to be sure to pull out before cumming. He silently noted the request, and fucked me until I blasted a couple ropes of cum right back onto my stomach. Like he promised, he pulled out, and came over my stomach as well.
We talked for a bit afterwards, and he noted that he was surprised we did it twice in the span of a few hours. According to him, that doesn’t typically happen.
He then announced that he had morning breath, and he bought me a Wisp toothbrush in case I had it too. It was pretty charming to see someone put at least a little bit of thought about a sleepover like this!
I couldn’t get over how adorable the rest of the morning was! We wrestled around in bed, told jokes, laughed about stupid stuff, and discussed each other’s plans for later that day. He asked me to go play the piano in his living room for a little bit, but I didn’t have a lot of the music I know memorized, so my renditions of my repertoire were less than satisfactory.
Eventually, after some more wrestling and cute little “morning after” things, I left his apartment. He didn’t seem very keen on the idea of kissing me goodbye, which made me a little disappointed (it would have topped off the experience for me) – but I dealt with it anyway.
Fortunately for me, my roommate wasn’t home as soon as I had gotten back to my dorm, so I didn’t have to explain the escapade of the previous night to him. Even better, he never really asked any questions beyond “Where were you?” Of course, I just answered “A friend’s house in Harlem. We watched a movie.”
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This started when I was 18 years old. I did some bad things that I would rather not go into and was sentenced to 15 years in Florida Department of Corrections.
Keegan – freshman, 14 years old, long blonde flow, blue eyes, preppy, 5’4″ 100lbs, straight, virgin
Ethan – freshman, 14 years old, long brunette flow, green eyes, 5’5″ 110lbs, gay, virgin
Joey – senior, 17 years old, brown hair, green eyes, 6’00” 165lbs, bi, popular, girlfriend
Brady – senior, 17 years old, brown hair, green eyes, 6’00” 155lbs, bi, popular
“Everyone bring it in!” Coach Hicks yelled above the heavy breathing wrestling team. “Great first week of practice. Joey has a few words for you guys.”
Joey stood up above the team. “Yeah fellas like coach said, good first week. As wrestling team captain, I want everyone to feel welcomed to the team. So, all the freshmen are invited over to my house tonight for some bonding with the seniors. Everyone will be there at 6. Text me if you have any questions.”
After practice was dismissed, Keegan was eager to get home and shower. The 14 year old freshman couldn’t wait to get over to Joey’s house and meet new people. As he got dressed in his Polo Teeshirt and Sperry’s, he couldn’t help but notice his best features. He was a small boy, only weighing 100 pounds and only 5’4″. His long blonde flow covered his forehead and stopped right above his deep blue eyes. The virgin boy also couldn’t get over his own perfect bubble butt all the girls adored.
His mom dropped him off right at six. He walked in with his friend, Ethan. He was also a freshman and only 110 pounds and 5’5″. He had beautiful facial features including his dark brown hair. The boys were greeted by Joey’s co-captain and twin brother, Brady. “Hey guys, the party in going to be mainly on the main level, music in the backyard, alcohol in the kitchen. My parents aren’t home but please don’t make too big a mess.” The boys looked at each other and decided to go get a drink. They started taking shots with another freshman named Henry. After 4 shots, Ethan and Keegan were starting to feel a buzz.
“You guys having a good time?” Joey asked.
“Oh yeah bro. There’s some pretty cool guys on this team.” Ethan replied. After a little bit of conversation about school Brady joins in and challenges them to a game of ping pong. They accept and follow the twins downstairs to the basement.
They played doubles, Ethan and Keegan against Joey and Brady. After two sets the game was tied. Brady then suggested, “Why don’t we play Strip Pong?”
“What’s that?” Keegan asked.
“It’s like ping pong except each time somebody scores, the other team has to remove an article of clothing. Then, whichever team is out of clothes first has to do whatever the other teams says to get the clothes back.”
“That sounds fun!” replied Keegan.
“Yeah especially cause y’all will be butt-ass naked!” peeped Ethan.
“Oh it is so on!”
The twins served first and hit into an ace. The freshmen were forced to give them their shirts. It was Brady’s serve again. After a rally, the seniors got another point and the boys were already in their socks and underwear.
“Come on Ethan! You’re embarrassing me!” exclaimed Keegan.
The next serve hit the net, giving the point to the younger guys. The twins took off their shirts in unison, showing off their hard six packs. The next serve was Keegan’s. He managed to serve up a point for them tying up the game. The twins got the next point leaving the freshmen in their underwear.
“Let’s finish them, Brady!”
With that, Joey served up another ace, putting the freshmen to shame.
“Take it off! Take it off!” The twins chanted.
“Nah you guys are gay. I’m not taking them off.” Keegan said.
“The hell you are!” Brady said starting to get angry. “You lost the game. If you don’t do it, we’ll tell the whole team you’re pussies.”
With a sigh, the boys removed their boxers, facing away from the twins. They turned around, each covering their junk.
“Alright little boys, do you want these clothes back? You’re gonna have to earn them.” Brady said. “Come over here and jerk us off”
Not wanting any trouble, the boys walked over and took the twins’ dicks out. They were identical and huge! They were both clean shaven with huge, thick, 7 inch semihard cocks. Ethan took Brady’s and Keegan room Joey’s and began to jerk them off.
After a long 5 minutes, the twins were completely hard at 8 and a half inches of thick meat.
“Good, you boys have earned your socks back.” laughed Joey. “Suck them.”
With hesitation, the two beautiful freshman engulfed their tiny mouths with their first cocks. Joey and Brady were already in pleasure.
“Shit dude, get down on it!” Brady practically screamed.
For first timers, Ethan and Keegan were working like pros on the giant dicks. Keegan took Joey’s dick out and started gargling on his big, low hanging balls. This pleasure was starting to get too much for the twins and let them stop, not wanting to end the fun too soon.
“Nice job, you earned your shirts back. Now it’s time for y’all to have a little fun!”
The twins then went down on the freshmen. Both being late bloomers, Ethan had brown pubes above his 5 inch dick and Keegan had only a few blonde whisps of hair above his 4 inch dick. Brady and Joey had no trouble going all the way down on their tiny cocks. Brady was able to fit all Keegan’s little cock and his tiny balls in his mouth at the same time. Joey swirled his tongue around Ethan’s sensitive circumcised head.
Now that Ethan and Keegan were getting into it, the boys got into a circle, all sucking each other’s dicks. Ethan sucked Brady, Brady sucked Keegan, Keegan sucked Joey, and Joey sucks Ethan. All the while, Joey started fingering Ethan.
“Oh that feels so good! I want you to fuck me Joey!”
Happy to oblige, Joey got up and put Ethan into the doggy style position. He aimed his spit lubbed dick at the tiny hole.
“This is going to hurt like shit Ethan” Joey warned.
“Just do it.”
Joey started slowly stretching out the hole with his giant cock. Ethan was on the brink of tears when Joey stated that he was only halfway in. Keegan and Brady just watched in astonishment while jerking their own hard cocks. After awhile, Joey had the whole thing in and was making Ethan his bitch. Ethan was thirsty for more cock and demanded his best friend, Keegan, bring his dick over so he could put it in his mouth. With one dick in his ass, one in the mouth, and jerking Brady’s dick, Ethan was moaning like crazy.
Keegan flipped around and went under Ethan to start sucking his cock. After getting it nice and wet, he turned around and started putting it in his ass, all while Ethan is still getting dominated.
“I want in!” was all Brady said before going up behind Joey and sticking his dick in his twin’s ass.
All the boys were moaning hard. Keegan, who was jerking his own cock said, “ohhhh shit I think I’m gonna cum!” He exploded all over his hand and the floor. Since his asshole clenched during his orgasm, it became too much for Ethan.
“Keegan your ass is so right I’m gonna cum deep in your ass.” With a few more thrusts, Ethan held his dick in his ass as far as he could while he painted his insides white with his teenage cum. The two seniors were still going and decided to pull out.
“Cum on my face Joey I want to taste it.” said Ethan while grabbing his dick and shoving it back down his throat again. Keegan did the same for Brady.
“Oh guys, I’m gonna nut!” Joey took control and jerked himself faster than Ethan or Keegan had ever seen and out shot his thick, white cum all over the young boys’ faces. Seconds later, Brady followed, getting hot cum all over the their hair and eyes.
“Cum tastes pretty good.” Ethan claimed.
Keegan agreed. As they laughed naked, Brady and Joey started whispering.
“What are you guys talking about?” asked Keegan.
Joey replied, “We think we turned you guys gay.”
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It’s the other way round now…