AlanShezar

AlanShezar Avatar
Gender: Bi-Sexual Male
Age: 30
Relationship Status : Not specified
Profile Visits : 137
Number of Comments : 0
Number of Confessions : 1

AlanShezar's Favorite Confessions:

First Time With A Real Man

I've always been bi, and had fooled around with some of my other male friends growing up. I sucked some cock and bottomed a few times. But I had never hooked up with a stranger, a real man.

When I was 23, I finally worked up the courage to meet a guy from a gay dating site. He was older, I his late 40s, but he was fit and had a really nice cock, call him R. He had his own place and after a few weeks of texting back and forth, he convinced me yo go over. I showered and cleaned myself and picked up some condoms and lube. When I arrived, he and another man around the same build and age were waiting for me. R introduced himself and his friend G, and asked if it was ok if G joined us. I was so nervous I agreed.

They got me a few beers, and after my 3rd one I realised I was the only one drinking. It was around that time that R started stroking his cock. I could see it getting hard through his pants. I started rubbing Rs cock too and G started feeling up my body. I was told to strip and I did it. I stood there naked and half drunk while the two men fondled and fingered me.

Both men got their cocks out and sat on the couch. I got on my knees in front of them and began sucking them both, back and forth. G then moved behind me. He was fingering my ass and rubbing his cock against my hole. I had Rs cock in my mouth and I remember thinking that I should be asking G to put on a condom. The thought came too late as G inserted himself inside me. I moaned loudly on Rs cock as G fucked my very inexperienced asshole. Both men were getting rougher as they got closer to cumming. Without asking or telling, both came inside my mouth and ass. G then reached around and rubbed my cock until I too came. I lay there on their floor for a few minutes covered in sweat and sperm.

After a while I got dressed to leave, but the men said they wanted me to stay. I had had a good time, so I did.

After about an hour, the men started up with me again. R wanted a turn to cum in my ass now. I sheepishly said that the first creampie had been an accident and asked if from now on we could use a condom. R laughed at me and said, you've already got his load in you, it won't matter if I cum in you too. I couldn't argue with his logic. I sat down on his hard cock and did my best to make him cum. Within minutes he was grunting and pulling me down to penetrative deeper as he blew his second load. G was waiting eagerly and after R had finally finished with me I claimed on top of G. By this point my ass was a sloppy mess, but that only seemed to encourage G. I bounced on top of G and he came inside me again.

I had been drinking the whole time this had been happening, and I was a bit drunk, and exhausted. I fell asleep on the couch. I'm not sure for how long, but I was awoken to R grabbing my ass. He and G had gotten horny again and once again both men took turns cumming in my ass.

After the third round, the men said they were going to bed and I got dressed and left. I met them individually again after that, but it was never as intense as the first time. Plus haven't ever had as much sperm inside me at once as I did that day.

An 11" Creampie

I was out of town for work and was looking online for a guy to hook up with. I usually like to bottom for older men, and I was reasonably experienced with taking cock in my ass. A guy sent me a message, and asked me to come over. He was average looking and a bit on the bigger side, but he told me he had an 11" cock. I was very intrigued, despite being a little skeptical, but I agreed to meet him.

I arrived at his place ready to go. I had some condoms with me. They were regular sized, like I would normally use. He and I started fooling around right away, and when he took off his pants I saw his cock for the first time. It was massive! Was it 11"? I don't know but it was way bigger than any cock I had ever seen in person. I sucked and licked him and made him hard. By this point I wanted him to fuck me so badly. At home I had an 8" dildo I practiced with, and I wasn't even sure if he would fit in me, but I wanted to try.

I got my ass lubed up and then tried to put a condom on the man. It barely went on. He complained it was too tight and it snapped the second he tried to put his cock in my ass. I asked him if he had any condoms and he said no, he barely ever used them.

I very rarely if ever did bareback with strangers back then. In that moment I was frozen with indecision. I definitely wanted his cock, but I was nervous to let him do me raw. I didn't know what to do, and so I said the only thing my cock drunk brain could think of. I said: " You choose for me". I honestly didn't know what he was going to do, as he had previously told me he liked BJ's as much as anal.

I was still laying on my stomach and he was behind me stradlling my butt when I got my answer more quickly than I had expected. He tore off the remaining condom pieces and put his massive cock right into my ass. He eased in at first and let me push in to lessen the pain. It actually went in easier than I had expected. My butt felt very full. I told him he it was good for him to start fucking me. That's when he pushed in harder. I gasped! He had barely been in me. At 5" in he wasn't even half way. He pushed as deep as he could. I could tell he enjoyed shocking me like that. I'm not even sure he was able to go balls deep in me.

He slid his cock almost all the way out and then all the way back in again. I could feel it in my stomach! He kept going like this for a while slow but hard. I could barely take it. I was loving it and wanting it to stop at the same time. Despite my cock drunk state, a split second of sober though came over me and I quickly said to him "when you want to cum, please pull out", he gave a quick ok in response. I wast sure he was going to do it, but at this point I guess I thought I had to try.

He fucked me for a while in various positions until I was bent over his bed with him behind me. My ass was numb from being fucked so deep and stretched for so long. I couldn't believe his stamina. I needed a break, but didn't want it to stop either. He was going faster now. I wanted him to cum. I could tell he wanted to as well. I used whatever strength my ass had left and I squeezed his cock as hard as I could with my worn butthole. He grunted and told me he was going to cum if I kept that up. I did exactly that! I started pushing back harder and gripped his massive cock with my bum. He grabbed my hips and pushed in really deep. He leaned forward and said " Tell me you want me to cum in you". I was going crazy with lust. I started to say the words "Yes, cum in me!" Before I even got the "Yes" out of my mouth he grunted and pushed deep again. His cock throbbed as he flooded my butt with his sperm. He pumped in deep several more times before sliding out of me.

I thanked him for a good time and quickly got dressed and left. My ass was still numb and was gaped. When I got back to the hotel I showered and a big load of cum dripped out of my ass. I felt pretty pleased with myself. When I woke up the next day, my ass was more sore than it had ever been. I could barely walk or sit. I didn't get much work done. Every movement made me feel my ass aching, which turned me on as I thought about how it had happened. On top of that, the rest of his cum dripped out of my ass while I was sitting at the desk and soaked my boxers. I was never able to hook up with him again, but if you're reading this big cock man. Thank you!

I'm Addicted To Bareback

My confession is that I'm addicted to sex without condoms.

I'm a gay bottom, I love getting fucked by older men. I've bottomed for dozens of guys and sucked even more.

I used to always insist on men using a condom when they fucked me. I was very diligent about making sure they did. I was worried about catching something, since most of the guys I get fucked by are strangers I meet online. Most guys would ask, even beg to fuck me bare, but I would always be a good boy and use the condoms.

A few times I've met guys who agreed to used condoms, but in the moment they try and slide in without one. At first I would politely remind them to put on the rubber. Guys would be good about it.

Sometimes though, I was drunk, or too turned on in the moment, and I would let the guy use my ass bareback. Each time it happened I was nervous after, but so, so turned on.

I kept hooking up with men, and kept asking them to wear condoms, but I was fantasizing about bare sex so much that I stopped reminding guys in the moment. If they tried to fuck me without the condom, I wouldn't say anything. I would happily let them think they were being sneaky or whatever. I didn't care. I was able to justify it to myself by saying that I did ask them. Even though every time I secretly hoped they wouldn't use one.

This continued for a few years. One afternoon, I was chatting with an older man. In his 60s. I really wanted to hook up with him. As usual, he was asking for bareback sex, and I was trying to get him to agree to use a condom. Eventually he told me that if he couldn't go bare, he wouldn't meet me. I gave in. I agreed. It was the first time I ever agreed to let a stranger fuck me bareback right from the start without even the pretext of attempting to be safer.

I met him in his hotel room. We had really hot, but quick sex. I lay face first on his bed while he used my ass like it was his sex toy. I felt so dirty, but good.

I realize that I had been lying to myself, and that I always wanted it, but there was that part of me that told me to try, and that I needed to use condoms. After that day, that part of me was smothered by my desire to be bred.

I stopped pretending after that day. From then on, any guy who asked me to bareback, I agreed to. I've even convinced some guys who said that wanted to use condoms, that they could fuck me bare. I'm addicted now. I'm a slave to feeling a man unload his cum inside my ass. I've been called a slut a few times for it, and I think that might be accurate.

If there's any older men reading this, know that I would love to let you feel my raw hole with your hard bare cock.

Double Anal

I had hooked up with another married guy a few times. I loved the feeling of sucking him and then making him cum inside my ass. We met several times, and he indulged my fantasy of being degraded and feeling like he was using me. I have a feeling he liked having a fuck toy anyway. After a particularly kinky meeting when he came in my ass, I had him stand up while I sat on the coffee table. I sucked his cum and lube covered cock clean, doing ass to mouth. At the same time, I pushed his cum out of my ass onto the table. When I finished sucking him I leaned over and liked the cum off the table while he watched me. He was shocked that I was so kinky. He asked if I would do anything. I have very few limits, and told him I would do what he wanted. He asked if I would do double anal, as it was his biggest kink. I honestly didn't know if I could even fit two cocks I my butt at the same time, but I agree to try.

The next time we met. He told me he had found a guy for me to do it with. Similar age and also had an 7ish inch uncut cock. I had no idea who the other guy was. But I immediately agreed. He arranged for me to meet the other guy. I met with him, and of course, I let him fuck me right away. I was very happy with both men and started training.

I worked on getting my biggest dildos in my ass for weeks, I desperately wanted to impress my tops. I never managed to get two dildos in at the same time, but the time came to try the real thing when all of our schedules lined up.

I took a muscle relaxant, to help keep me loose, and met with the two men. We played for a while. I sucked the men, got them hard and near cumming. I let each one fuck me one at a time. Both waiting to cum for the grand finale.

My top sat on the couch, and I straddled him, sliding down as low as I could. The new guy got in behind me. Once again each one went into me on his own to get everything warm and lubed. Both men pressed their cock onto my hole and pushed in. My ass stretched and they went in. I gasped in pain as I was stretched wider than I had ever been. I didn't say anything though and they continued. When they were in as deep as they likely could go, they started pumping. Both had been edging for a long while now and they both wanted to cum. Within a a minute, both men were ready. I begged to be cummed in. I was rewarded when my top started cumming. He was so turned on he couldn't hold it anymore. The new top started cumming shortly after feeling the hot cum now swirling around his cock now. My ass was so wide that none of their hot sperm stayed in me, and it all dripped out as soon as it was spurted inside. Both men pulled out spent. I flopped over feeling accomplished but very sore.

After that day I never met either men again, but I still think of it often.

My Girlfriend's Uncle

I had been secretly hooking up with guys for a few years while dating this girl. I always meet older tops and bottom for them.

One day I was invited over to a guys house. I met him in his garage and he fucked me over the hood of his car. He was punping so hard that he broke the condom "by accident" while he was cumming, so I ended up with an unexpected creampie. It was actually super hot and I really enjoyed the whole experience. I wanted to meet him again, but our schedules never quite lined up.

Later that year, I was at a family thanksgiving with my gf's family. My gf introduced me to her uncle. Sure enough, I was the guy who had fucked me months before. He didn't recognize me though. I didn't say anything to him right away, but I was instantly turned on. I thought of any way that the two of us could have snuck off together to fool around, but it didn't seem possible at the party. I knew I had to meet him again though. The naughtiness of being fucked by a member of my gf's family was overwhelming.

A couple weeks later, my gf and I got asked to go over to that uncle's house to help move some heavy furniture an appliances. I jumped at the chance to go to his place again. When we showed up he still didn't recognize me. I wanted to let him know though. During the process of moving stuff, I made sure he and I were alone together. It happened to be in a bedroom upstairs. I asked him if he recognized me. He was confused and said no. I made sure no one was coming back up, and i quickly slid my pants down and bent over the bed, so that my ass was exposed to him. I asked him if he recognized me now! He gasped and laughed at the same time. He asked, did I break a condom in your ass? Now it was my turn to laugh. I said yes. He walked over to my and started to finger my butt when we heard people coming back into the house. I quickly got my pants back on, and the two of us pretended we were lifting a dresser.

As soon as I was alone that night, I checked my private messages, and saw he had sent me one. He told me he thought it was really hot to find out I was dating his niece. I agreed with him. We met a week later and he fucked me hard again. He had good recovery, and managed to cum twice in a short amount of time. I was covered in his sweat and cum. I went oflver to my gf's place right away after and she put a butt plug in my ass while sucking my cock. She had no idea her uncle's cock had been in there less than an hour before.

He and I met regularly for a few years. Even after the gf and I broke up.

Cheater

I'd like to confess that I love to cheat on my partner with random guys. I almost always bottom for older men. The whole thing is such a turn on, I can't stop doing it. It's like I'm addicted. I do just about anything the guys want, even really kinky or dirtier stuff. Some guys even use me like a sex toy. It's getting out of hand, as I'm taking more risks and doing it with men that I probably shouldn't be ( like a next door neighbour, a family member of my partner, etc).

I love telling the stories about it on here. Ask me anything and I'll reply below.

Sneaky Bareback

This is more of a question than a confession, but here we go.

So, I'm a submissive bottom. I only ever meet older men. I love sucking and getting my ass fucked. I have regular tops, but I also love one night stands, quickies, meeting strangers. That being said, I usually try and use condoms with the random guys. I've met alot of tops, and I've found that almost all of them try to bareback me or avoid using a condom. Even guys who agree to use them ahead of time. Most of the time guys just try and put it in me before I mention condoms again and hope I won't say anything. Some guys get the condom on and then pull it off during sex. One guy I met somehow knew how to break a condom every time. Sometimes I say something and make the guy put one one, sometimes I just go with it and end up barebacked by this random guy.

So here's the question. To the bottoms; have you had guys trying to get sneaky about unprotected sex? And to the tops; do you do this when you fuck a bottom?

Pregnancy Fetish

I'm a bi man in a relationship with a woman. I love the idea of getting people pregnant. I've gotten my gf pregnant 4 times when she had enough and started birth control. I still had the desire though. It just wasn't the same, knowing she couldn't get pregnant.

I often go online to hook up with men on the side, which is a whole other thing, but while on an app, I started chatting with a transman. He was pre-op and still had female reproductive organs. He told me about how the hormone therapy made him hornier than he had ever known. I offered my services. We met and had some very wild, sloppy sex. It was amazing! The next time we met, he was moaning as I was fucking him, and he let out that he wanted me to get him pregnant. I was shocked and instantly turned on even more than I was already. I asked if he really wanted it, he screamed yes! I pulled off my condom and slid my cock back into him bare. I came almost instantly. When we were done, he said that it was hot, but we had made a mistake by me cumming inside. We agreed not to do it bareback again.

The next time we chatted, he confessed that all he could think about was getting pregnant by me. I had also been thinking about it non stop. We agreed to meet again, but this time I didn't bring condoms. We fucked bareback, and in the moment he begged to be bred. I pushed as deep as I could and filled him with my sperm.

We met a few more times and each time I came inside. After that he moved to a new city and we lost touch.

About six months later I got a message from him. It was a picture of his swollen belly. He was pregnant. I was turned on and panicked at the same time. He said that he just wanted to let me know, but didn't expect me to do anything for him.

I'm still looking for someone else to get pregnant.

Cum Marathon

I was home alone recently and had a very strong urge to suck cock and taste sperm. I went online and chatted with a guy. When he asked to meet me I agreed. He was very close by and he arrived in less than ten minutes. He was 45, very muscular and a curved hard cock. He fucked my face for about 15 minutes and came down my throat. When he left, I realized that I was still craving dick. I wanted another guy fast.

I went back online and found another guy early 60s, short and fat with a thick uncut cock. Half hour later, and I was on my knees in front of him. I swallowed his load. After that I decided to see how many men I could suck in one day.

The third guy I met in a parking lot and got into his pick up. He was in his 40s, big beard and belly. An average cock, but he held my head down when he came and I gagged on his sperm.

The fourth guy was a 70 year old guy smoking a cigar. He was a really big guy, and made me strip for him. He lay on his bed while I sucked him off.

The fifth guy was in his 50s, heavy set, and black with a good sized uncut cock. He also fucked my face and jerked off all over my face when he came. He got a huge spurt right in my eye and in my hair.

The sixth guy was a 50 something guy who let me know he was cheating on his male partner. I said cool and I sucked him in 69 position while he fingered and licked my ass. I swallowed his load.

The seventh guy was the last one I had time for that day. After getting my butt played with, I decided I needed anal too. I met another guy in his 50s, very heavy guy but he had a huge cock. He sat on his couch and I sucked him until he was hard. Then i sat on his lap. Letting his big penis slide into my eager ass. I bounced on his cock, and he reached around and grabbed mine. He made me cum almost instantly and then stuck his cum covered fingers in my mouth. He started cumming too. I had intended on making him finish in my mouth, but he held me in place while he spurted his load in my ass. When he finished cumming in me, I slid off and got on my knees in front of him and sucked him clean.

I rushed home and showered and brushed my teeth before my gf got home from work.

Taking Chances

Recently I was laying awake on the couch in the livingroom while my gf slept in our bed upstairs. I was very horny and was chatting with guys online. I started chatting with a guy who was in his 50's, heavy set, looked a little rough. He was saying all of the right things to me. I was already horny, but for some reason everything about him put me over the edge that night. I often meet men when my gf is at work, or when she goes out with friends. I'm usually very careful not to get caught by her. But on that night, I needed cock, and I couldn't stop myself from taking a huge risk.

I couldn't take the car, she would definitely hear it and wake up. The guy was pushing me to meet him right away, and I wanted it. He demanded to know my address because he was coming over. I said I couldn't because my gf was home and sleeping I the house. He didn't care. I gave in and told him where I was. We agreed to meet in the garage that I share with the other tenants in my building. It was right under the bedroom window. I felt like I was drunk, I was so horny, agreeing to this crazy meeting. I was so nervous of getting caught, but he was already on his way, I couldn't stop it even if I wanted to.

I didn't have any condoms in the house and so we agreed that I would just give him a BJ. He seemed happy enough about that. I snuck out the back door quietly and waited by the garage. He arrived and parked down the street and walked up to the house. I brought him into the garage and kept the lights off. One of the other tenants had been storing an old couch in there and he sat down on it. I stood in front of him and he grabbed my head and i leaned over and he started kissing me deeply, sticking his tongue into my mouth. He smelled and tasted like beer and cigarettes. He was probably a bit drunk, and he clearly hadnt washed, and was dirty from work. He mush have just finished a shift in a local factory. All of my nervousness turned into crazy desire. His free hand was rubbing my cock and ass through my sweat pants, and I slid them off. He reached between my legs and began rubbing my asshole. I took his fingers away and I put them in my mouth and got them really wet with spit and put his hand back on my ass, he slid his fingers all the way in me now. I was rubbing his crotch through his jeans and he was hard. I asked him if I could suck his cock now. He slid down his pants and I got on my knees in front of the couch. His cock smelled like sweat, but it only made me want it more. It was average length, but thick and uncut. I licked his whole cock and balls, tasting every inch. Then I started sucking him. He was grunting quietly, and I was trying hard to make him cum. After five or ten minutes, he seemed like he was getting close. I asked him where he wanted to cum. He asked if he could cum on my butt. I agreed and got on my hands and knees on the couch, I stuck my butt up in the air for him and he stood behind me. He put his fingers in my hole again and started jerking off. I could feel his cock head touching my ass cheeks. I assumed he was going to cum on my butt cheeks. He was getting closer and closer. He pulled his fingers out of my ass and squeezed my butt hard. I waited eagerly to feel his hot cum squirting on my ass and up my back. He was stroking fast now. Without warning, I felt his cock head right on my asshole now he was still jerking. I started to say "not without a condom!" But it was too late. He was cumming. I felt the spurts on my hole, and he pushed a little, just enough that my eager ass opened for the tip of his cock. More cum squirts pulsed into my butthole. He didn't stop and his whole cock head went inside while he kept jerking off. He must have not cum in a long time, because I had never seen a guy cum so much before. It felt like he was cumming forever.

He popped his cock head out of my ass and grunted happily. My albutt was soaked in sticky sperm. It was dripping out and off of me in globs. I got up and looked at him. He said sorry for cumming in my ass without asking. I just shrugged, I asked if he was actually sorry, and he said not really. I laughed and licked his cock clean of cum before he left.

When he was gone, I scooped as much cum off my ass as possible and used his cum to jerk off my own cock. I came almost right away. I licked my hand as clean as possible. After relaxing for a minute I realized that we had made a big mess. There was cum, sweat, and saliva all over the neighbours couch, and cum all over the floor. I was also covered, and was sticky with dried cum. I was exhausted though. I knew my gf wouldn't notice, so I went to bed as I was. Soaked in my own and another man's cum.

That was one of the riskiest meetings I ever had. I can't stop thinking about how turned on it made me, but how much I think it was crazy