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My first time For me my first time going bareback was also my first time taking anal. Back in 2011 I joined Fabguys.com, after being on there for about 6 months I had met with a few guys and sucked them off but it never lead to anything more, in fact most of them were just one time meets; that was until I met Steve, Steve was in his early 50's, nice face, about 6 foot tall, hairy, and built like a bear with a muscle gut, to top it all off he had a great cock, it was about 7" long, uncut, and had a real nice thick girth, that kind of girth where you can wrap your hand around it and your fingers and thumb don't quite touch. For about 3 months we would meet almost every weekend for a few hours at a time, hang out, watch a film or rugby etc; during which I would blow him 2-3 times, he often offered to suck me but most of the time it was satisfying enough for me to just swallow his loads. On this occasion though we had been sexting each other all morning and were both horny, as soon as Steve turned up I took him straight my bedroom where we stripped down. As we stood there kissing I stroked him to half mast and then slid down on to my knees where I continued to stroke him while sucking on his balls, I could hear his deep grunts of enjoyment when he suddenly spoke "I see you already started without me today" I glanced around and there it was sitting on my bedside table, a small pink vibrator I sometimes used while jerking off, sitting right next to a tube of KY, I could feel my face turn bright red burning with embarrassment, considering I had a mouth full of balls, I didn't know what to say so, I just looked up at him with a guilty stare and began to suck on his cock, to my surprise though he pulled away. "get up on the bed and show me your arse" I was still reeling from the embarrasment but did as he asked, I laid on my front with my legs spread and my ass raised a little at the edge of the bed. His massive hands and thick digits traced down my back to my ass cheeks, slowly spreading them apart to get a better view of my pucker, "Mmm nice, not seen much use" up until that point my ass had never seen any use other than that little vibrator, I felt his finger give a gentle prod to my ring, then a quick spread with 2 fingers and finally he licked his thumb and then began to work it in to my hole, all I could do was lie there while little gasps and moans escaped. "Want me to keep going?" My head was spinning with pleasure, I didn't know what to say or how to answer, that's when I felt it, he dragged his engorged fat cock head over my hole and gave a couple of teasing pushes, I knew right then what I wanted, without saying a word I leaned over and grabbed the KY off the bedside and handed it back to him, Steve took that as my answer, in went the first finger covered in lube, then the second and then both at the same time working it while spreading, I knew what would be coming next so I grabbed a pillow and hugged it, Steve grabbed me by the hips and pulled me back a little towards himself while pushing my ass down to give a better angle, there it was, his burning hot bulb pushing against my hole, this time with a lot harder but it wasn't painful. He worked my ass perfectly easing in back and forth until I felt his cock head push all the way inside, I let out a gasp of surprise, nothing could have prepared me for how thick he felt, there was a bit of pain but it wasn't bad, the most pleasant heat spread though my ring as he pushed more of his cock inside me stretching me as he went deeper, after bottoming out in me he let me rest for a few seconds before pulling almost all the way out and then pushing all the way back in with a single stroke, by this point my own cock was rock hard and drooling, his hands on my hips, he held me in place as he began to fuck me at an increasingly earnest pace, each time dragging his cock tip back to almost pulling out and driving back in, again and again, I could feel it building, I couldn't take it any more "Steve" I panted "I'm gonna cum", he said nothing, he just kept fucking me, then without warning he pulled his cock out of me completely, it caught me by surprise and for the briefest moment all I felt was empty, I felt some lube squirt in to my gaping hole followed by the entirety of his cock being shoved in to the hilt, the whole thing pushed me over the edge both literally and figuratively, as he push me further on to the bed and in to the mattress I came hard blowing my load on to the sheets beneath me, a wave of pleasure washed over me as my orgasm rendered my body to jelly. Steve's cock still hilted in my ass, he was now also kneeling on the bed with his weight on top of me, his hands over mine, fingers interlocking between my own as I gripped the bed, he gave my neck a kiss "I'm almost there, can you take it?" I gave a half conscious nod, "Good boy"; He began to rock his hips back and forth grinding his cock inside me, each time putting pressure on my prostate, postponing my post orgasm bliss, the grinding turned to fucking, he started slow and built up to where he was fucking the life out of me, the house was filled with the sound of sex as he pounded my ass, his breath was deep and heavy on my neck, I could tell he was gonna cum soon, that's when he hilted me one final time, and I felt a wet warmth spread through me, his body relaxed and still on top of me, we laid there for a good 15 minutes.

I was 18 and a senior in high school, I knew I was gay but I had never acted on it. I wanted to have sex, but being from a small town in the south my prospects for the kind of sexual experimentation was very limited. One cold January Saturday I went to the local mall in hopes of spending some of the gift cards I have received over the holidays. While shopping in one of the larger anchor stores I had a call of nature so I went to the restroom. As I was relieving myself I noticed a note on the wall in front of me. It said, Want a BJ? Be in the handicapped stall at 11am Saturday. I felt myself getting aroused at the thought and checked my watchit was 10:55. I felt my heart begin to race as I left the stall and turned to walk toward the handicapped stall. A war raged inside me debating whether or not I would actually go through with this. It seemed so crazy, but I wanted this so badlyand finally the urge to experience anothers touch took over and I entered the stall and waited. The minutes felt like hours and at 11:02 a wave a fear and disappointment washed over me. I was about to leave the stall when I heard the door to the restroom open. I peeked through the crack and saw a nice looking man wearing the uniform of a janitor lock the door to the restroom. I backed away from the stall door as I heard him walk towards where I was waiting. I was cowering in the corner of the stall opposite the door when he knocked on the stall door. My hands shook as I reached for the latch and unlocked it. As the man opened the door he looked surprised. I am not sure if he was surprised that someone was actually there waiting, or if I was not what he expected. Whatever he was thinking the moment he saw me soon passed as he entered the stall. He asked how old I was and seemed relieved that I was over the age of consent. He asked if I had done this before and I told him that I was a virgin. He really liked that. He moved towards me and I trembled as he touched my face and kissed my neck. Then I felt him reach down and rub my now fully erect cock through the tight fabric of my jeans. He unfastened my belt and jeans, unzipped the zipper and lowered my jeans below my knees as he lowered himself to his knees. My head jerked back as I felt for the first time someone else touch my cock. Now I have always been very small in my endowment, only four inches at best and I rarely get fully erect, but this day I was hard as a rock. He rubbed my short shaft for a few moments and then he kissed the head of my cock. He looked up at my briefly and said, Dont cum in my mouth and in one swift motion he took me fully in his warm wet mouth. I pushed my hands against the walls of the stall and felt such amazing pleasure that I could barely contain myself. After only a little more than a minute before I could feel my orgasm and I cried out Im close! He pulled off my cock and turned me toward the sink, he reached around me to finish me off with his hand. A few seconds later I was ejaculating into the sink basin. I shook in pleasure for several seconds and my knees went weak, but he held me firmly by my waist until I recovered. When I was back to myself he released me and stepped back away from me. I turned and leaned against the sink, facing him still naked and exposed. I could see the bulge in his pants and as if he could read my mind he asked if I wanted to return the favor he had just given me. I nodded my head affirmatively and as he unbuckled his belt he instructed me to take off my pants and shirt. Without hesitation I complied with his request and in a moment I was completely naked and looking at the first erect cock I had ever seen (besides my own). His cock was twice as big and thick as mine and looked amazing. I lowered myself onto my knees as he moved towards me. I took it in my hand and rubbed it along the shaft. Then I kissed a cock for the very first time. He moaned softly, and I took that as encouragement so I opened my lips and took him into my mouth. I admit I was not as good as I am now at sucking cock, but he seemed to enjoy my efforts. After a few minutes he pulled back from me and lifted me up from the floor. He had not cum yet and I was worried that I had disappointed him until he asked, I want to fuck you. I had not planned on this, hell I had not planned on getting or giving a blowjob, and even though I could hear all the reasons for not letting him have his wish I suddenly heard my voice say YES. He turned me toward the sink, and I in a flash of sanity I asked him if he had a condom. He reached into his shirt pocket and produced one. He opened it and I watched him slip it over the head of his throbbing cock and roll it down the shaft until it was fully covered. I turned back toward the sink and he bent me over slightly and moved me legs apart. He gently spread my cheeks with one hand and guided his cock to the entrance of my ass with the other. He slid his cock into me slowly but firmly until he was balls deep inside me. It hurt, but it was also the greatest sensation I had ever felt. After giving me a moment for my body to adjust to his intrusion, he pulled back until he was nearly fully out of me and then sank himself back into me again. His motion was slow and deliberate at first, but as I opened up more and more for him he picked up the pace until he got a good rhythm going. Suddenly he stopped and pulled out of me. I was confused and started to speak, but he quickly shushed me and whispered I thought I heard something. After a moment of peeking through the crack in the stall door he returned to his position behind me and slid back into me. His pace was now intense, he was fucking me hard! It was amazing! This is what I had longed forI felt so wonderful. His pace quickened and he grip on my waist tightened and I knew he was close. He grunted and stabbed into me one final time and I felt him let loose. I could feel his cock spasm inside me. At that moment I felt my own little cock let go of another load into the waiting sink and I had another knee weakening orgasm. When he was done cumming he pulled out of me, zipped up, and I said, Thanks. As he left the stall he said that he would leave the closed sign on the door for a bit to let me get dressed. I replied with my own thank you, not for the change to clean up and get dressed undisturbed but for the fucking he had just given me. When I reached for my underwear I noticed a condom on the floor. It was dry. In that moment I could feel wetness between my legs and reached back and felt the ooze leaking out of my freshly fucked ass. I figured out that he had used the noise at the door as a ruse to take the condom off so that he could fuck me bareback and fully take my virginity. I wiped myself and got dressed and left the restroom as quickly as I could. I left the mall and could feel my ass leaking the whole ride home. As soon as I got home I got naked and jacked off again before I took a shower. As I looked at myself in the mirror I knew that I would back to the mall again with the hopes of seeing the man again, but I also knew that I would not ask for a condom the next time. I did go back to the mall again, but he did not visit me. I never saw him again, but I often think of him fondlyafter all he made me the cum loving bareback bottom I am today.

When I was growing up in New England, I live with only my father. I didn’t have any brothers or sisters and my mother had died when I was in a car accident when I was 13. Both my father and I were very upset for a long time. My Dad did construction work sometimes things were good with money and sometimes it wasn’t. We ended up moving around a lot and I was never in the same school for very long which made it hard to make friends. My father also had the same problem, he never dated much even though he was very handsome and a big built guy. We mostly lived in small apartments and most of the time I didn’t have my own room so I slept on the couch. Lots of times, I would sleep in my Dad’s bed in the winter because he had the only TV and it was just much warmer. My Dad always slept naked, but I didn’t. I wasn’t very developed and felt very self-conscious around him because he was such a built man. I usually woke up before him to get ready for school and lots of times we’d be under the blankets and he’d be asleep with his arm wrapped around me. He was easily twice my size, but not fat he was solid muscle. He had huge arms and really big chest. I loved it. It felt so good to be in his huge arms and feel his skin on me. And most of the time his cock would be rock hard pressed against my back. Sometimes I’d wake up because he was holding me tight and I’d feel him rubbing his big dick against me. But I knew he asleep when this happened because of his breathing. Later on I was 18, we were living in this tiny apartment and I always ended up sleeping in Dad’s bed with him because it was always so cold in the apartment. One night I woke up about 2am to the sound of a guy moaning, I knew my father was watch a porno but I didn’t make any sound because I wanted to see him. I turned over pretending to be sleeping. I pretended to sleep, listening for another 10 minutes or so. I know he thought I was still asleep. I slowly opened my eyes and was so completely excited by what I saw. My father was totally naked and he was slowly stroking his 9in cock. It was standing straight up in his hand. It was so hot to see his arm and pec flex as he stroked his huge cock. I got very brave and very quietly whispered “Daddy, can I do that for you?” He froze and said “Holy shit, Chris I thought you were asleep.” I said “Its ok Daddy I do that sometimes too, but yours is so much bigger than mine I want to see what yours feels like.” “Chris, No It’s not right. You can’t do that” he very slowly started to stroke his cock. “You can’t do that, I’ll get into trouble.” I slowly got up and was kneeing at his side. I said “Daddy I would never tell anyone, just let me feel this once” I reached out and wrapped may hand around his cock, My fingers didn’t go all the way around. I started to stroke it and his hand fell away. We were staring at each other, I put my other hand one his hairy chest and was feeling his pecs. He said “Oh my god, Chris it feels so good”. I said “Do you want me to put my mouth on it like the lady is doing in the movie?” He just nodded slowly without saying anything. I licked the head of his cock and he moaned loudly. I put my mouth over it, it was so big I had to open my mouth as wide as I could. I finally had as much of his huge cock in my mouth as I could get, daddy kept moaning loudly. I could only get about half of it in my mouth before it hit the back of my throat. I kept going up and down as fast as I could. I knew Daddy really liked it because he was moaning and my mouth was filling up with his precum. It tasted amazing, the best thing I ever tasted up to then. Daddy said “Wow Chis that’s feels great keep doing it just like that.” I did what I was told. It wasn’t long before he put his hand on my head and his butt started to rise off the bed. “Oh My God Chris! That’s it keep doing it you’re going to make Daddy cum!” All of a sudden my mouth was full of his hot cum! I swallowed and it kept cumming, my mouth was full again. I couldn’t swallow it all and spilt some on his flat hairy stomach. Then he squirted 4 more times right in my face. He was breathing so hard saying “Oh my god Chris.” I woke up the next morning same as always, in his arms. The next night I got home after school and was doing homework. Dad didn’t come home until around 9, he sat down on the couch, I could immediately tell he had been drinking. He said “Chris, what happened last night can’t happen again. You are 18 now, as soon as you are done with school you need to get a job and find your own place to live.” I couldn’t believe it. I was shocked and hurt, but I didn’t ever question my Daddy. He said “You can’t sleep in my room anymore either. This couch is just fine”. Then he went into his room and shut the door. A couple of weeks later we hadn’t said much to each other. One day after school, I went to the library to study because they had computers, it was snowing pretty hard but I had a big test coming up. It was still snowing hard when I left and it took almost an hour to walk home because the deep snow. I got home and Daddy started yelling at me. He was worried and mad because I was so late. We had a pizza for dinner and he had a few beers. After dinner Dad said “Go take a hot shower, you need to warm up or you’ll get sick.” I got out of the shower and wrapped in a towel. I was surprised when I opened the door because Dad was already in bed and the door was shut. He said “You need to sleep in here tonight. I’ve got the heater on in here and is fucking freezing in the other room.” I said “OK Daddy” and walked around the bed and dropped my towel. Just before I got in bed Dad said “Wait let me look at you. You are starting to fill in and get a man’s body. I’ll show you how you can get big muscles like me” He sat up and flex his upper body. Wow he was just amazing, completely ripped from his many years of construction work. My dick was rock had almost as soon as he flexed. He chuckled and said “Get in bed and watch TV.” I did and laid on my side and put my head on his arm, my hardon was touching his leg. I said “Daddy I’m so cold, thanks for letting me stay in here tonight.” We watched TV for a while my hard on never went down, I could tell I was leaking precum. Whenever Daddy moved my dick was slick on his skin. There was a big mound in the blanket so I knew he was hard too. He rolled onto his side facing me and said “I want to watch a porn, is that ok?” I said sure, he pressed the remote and I soon realized there were no women in this movie. Daddy reached down and started stroking my hardon. I was almost paralyzed it felt so good. Then he went down and started sucking my cock and playing with my butt hole. He was sucking me and sticking his finger all the way up my tight hole, I was going crazy. He stuck a second finger in me and I came right away in my Daddy’s mouth. Daddy then started kissing me, but didn’t take his fingers out of me. “Ohhh it feels so good” I said. I had my own cum in my mouth now. Daddy reach over and grabbed some lubed and put it on both of our cocks. Without saying anything, in one move my legs were on his shoulders and I could feel his monster cock pushing against my tight ass hole. He said “shhh, I’ll go really slow, shhhh”. Then all of a sudden, bang the head of his cock popped in I yelled “OOOUUCCHH! Daddy it hurts!” “shhhh” and he kissed me very passionately. He very slowly pulled almost out the back in, each time a little more went in my very tight ass. “Shhh..Shhhh… I love you Chris, you feel so good” “I love you too Daddy” I said gasping as my Daddy went deeper in to me. Then he was in me all the way. I could feel his balls against me. He stopped for at least a minute kissing me and letting me get used to it. Then he started to pull out until almost out, then, slowly all 9” back in with one movement, then again and again a little faster each time. I gasped with each thrust. It was such an amazing flood of feelings, pain, love and ecstasy. I was staring at him the whole time, his beautiful body towering over me. I could see the love and ecstasy in his eyes as he continued to thrust into me. He said “Oh Chris you feel so amazing, you are so tight and hot on my cock.” Daddy continued to thrust faster and faster into me. My cock was so hard I was getting close to shooting again as he really started to pound into me. “I’m getting really close, Daddy is going to cum in his boy’s tight little ass” I felt his cock swell then all of a sudden he started yelling “Here it cums!” Then I felt it. The hot flood of Daddy’s cum shooting into me, pulsing more and more I was going out of my mind and so was Daddy. He slowed down then collapsed on me, it was amazing feeling the weight of his body on me, his hard cock still inside me and his breathing really hard. Daddy kissed me as he started to get up. His chest hair was now matted with my second load of cum. He was still rock hard and balls deep into me. Slowly he started to pull out. Then he was out and it was over. I could feel his cum start to leak out of my now gaping, broken in ass. It wasn’t the last time it happened. This is true and nothing happened until I was 18. This was 22 years ago. I can write more of this down if you guys would like to hear it.