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Do you remember the first guy that fucked you?


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The first guy to fuck me was another married guy and we used condoms because that's guys did in the 80's.  The first BB fuck was a hot versatile bear who ran a bear porn production company with his partner (Bear Films IIRC).  He fucked and bred me and I came back a few times.  I lost touch with him and re-connected a few years later.  He was poz undetectable (he wasn't sure if he was poz when we first got together) and bred me again.  I also fucked and bred him.  That was a hot session!  He doesn't live in the area so that was a chance meeting.  I'd love a repeat someday.  

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Oh yeah, he lived directly above me in college. We got drunk together in his room and he made a move. We started kissing, making out and then I ended up having his 10 inch dick in my mouth, gagging on it. He pushed me onto his bed and started humping me and fingering my ass. Thank god he used lube to fuck me because he was thick and long. Fucked me bare over the course of two years on and off, let a buddy of his breed me too. He’s now married with kids.

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l remember the first faggot l fucked. He was a very girly little faggot a few years younger than me and had a reputation for sucking off older boys. l started using his mouth pretty regularly then decided I wanted to fuck him ass. I fucked him up the ass on an apartment stairwell in his grandmothers apartment and he loved it. he had already been fucking himself with a small dildo he had.

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On 6/22/2020 at 7:33 AM, blackrobe said:

My rapist robbed me of my first experience. 

I was first fucked when I was 12 but because I was a small kid I looked much younger. I was in a Catholic Boy's home at the time and it was the Marist Brother who was the dormitory master for my year. He found some pretext to take me out of the home for a weekend running an errand up the coast.

I don't remember all of it. I'm fairly sure he drugged me before he raped me.  The last thing I remember clearly is him stripped down to his briefs with an enormous hard on and climbing on top of me. The next clear memory I have is standing in the shower of that motel room the next morning, my arsehole throbbing with pain and feeling really crappy and numb. 

Over a decade later when I was coming out to my mother she asked me whether that Marist Brother had sexually abused me on that specific trip. By this time I was getting help dealing with the sexual abuse and coming to terms with the fact I'd never get justice because there was no evidence.  A bit stunned, I told my mother that wasn't what we were talking about but that, yes, he had sexually abused me on that trip. What made her ask?  That's when she told me she found my blood-stained underwear in my bag afterwards. There had been evidence, and she had suspected something, but she had spoken to no one and done... nothing. 

Being raped put a huge block on my sexuality and erotic life for many years. There is no playbook to find your way back to sexual joy. Everyone needs to find it for themselves, if they ever can. I was a vulnerable little gay boy in a boy's home and I believe I was targeted because of that. Recovering and finding joy in sex and taking men into my cunt took a lot of time and a lot of hard work.

Early in 2019 I had a breakthrough. I surrendered my cunt to a man I shared a great connection with and he brought me to the brink of an assgasm on his cock. In a way, he was my true first time getting fucked. That connection persists and we've stayed close since.

Lots of us were seduced/raped as boys.one moment we are young innocent and carefree half hour later we know what a man's hard cock tastes like.How it feels to have your cock and balls in a man's mouth hoping he won't bite them off.Getting pinned down feeling his cock force its way in...the pain of forced entry,heart pounding and the violent fucking that ensued.His hand over our mouth so we would be quiet.the feeling of wetness and slime inside as he ejaculated.Scared excited and confused spending the next few weeks trying to understand it all.but we were different now,and the evidence of that experience manifested itself in ways we were not aware of,like watching mens crotches,eye contact...heart pounding as a new man recognised us for the potential sex that could be had from us....and the seduction process begins anew.Bit by bit you come to terms with it.And realize it has changed you.And each time for the rest of our lives everytime a man fucks us we re-live that initial experience just a bit.

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The first time I was with a real man was shortly after i turned 18. Although active while very young, i had a major dry spell in my teen years and had a ton of built up sexual energy, and one day decided I finally wanted to know what it was like to be fucked by a man. I posted on CL, if I remember correctly stating that I was 'new' to gay sex since it had been so long and I never tried it with a grown man. I was hit up by a guy who lived one city over, fairly wealthy, middle aged white guy with a gorgeous tattood and pieced cock. We set up a weekend meetup and he got us a hotel room, picked me up, and took me there. We didnt waste much time with small talk but did have a short discussion about how to start and quickly I was stripped naked with him and on my knees with his cock in my face. I can still remember that feeling of a real mans cock (that was so thick and long too!) hanging just out the reach of my lips for the first time and not being able to control myself at all. I spent a bit of time getting a good taste of his dick and balls but unfortunately ended up asking him to take his PA out as it was causing issues with how large it was and my inexperience. Eventually he had me stand up and bend over the bed, and slowly pushed his cock into my ass. It was wrapped because at the time I didnt know I really wanted it raw, but he worked his way balls deep, pulling out when i needed to acclimate or rest, and after a short while I was able to take him comfortably and he fucked me for about 25m before saying he was ready to cum and pulled out, put me on my knees, and pulled off his condom to cum in my throat, the first real load I ever got. I was so giddy and just overjoyed to have real cum in me after so long, we sat around the hotel room talking for a while, and he took me to lunch and then took me home. Sadly like an idiot I kind of broke off contact for reasons I cant even explain, partial guilt after the fact maybe or something, and regret it deeply. Now that I'm older I look back on everything we discussed and this man could have helped me be a total slut and a whore for him if I had let him. He had a wife and she knew what he was doing and he often whored her out and helped her fulfill all her sluttiest fantasies and loved it. It's been so long now though that I've lost any contact info and have no idea if hes even still around. But I will never forget that first time.

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Funny... I don’t remember the guy specifically; but he used a condom, didn’t prep me properly, didn’t open me up and didn’t use enough lube. I hated anal sex for years after until someone else introduced me to raw sex. Ever since then, I’ve only fucked raw. Part of me wishes he had done it properly, perhaps I would’ve learned to enjoy condom sex... not that I have regrets, and love raw sex and still hate condoms;  it you wonder if your life’s trajectory may have been different had he been a better lay!!!!

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I was doing my undergrad work at Penn State majoring in Finance and Economics. Fall term of my junior year I was taking “Advanced Micro-economics theory and applications “ it was boring as it sounds. The guy teaching the class was new and hot as fuck. Both he and his wife worked for the university. One Friday night I hit one of the gay bars and in walks my professor. He came straight over to me and said “ let’s fuck “ . We were in his car in 20 seconds. Turned out he had a secret apartment in town far away from wifey and kiddies.  He was very aggressive and dominated me completely right at the start-I was fucking turned on by submitting to this hunk of man. He had almost everything sex related object there was, slings, fuck bench’s, ass toys, St. Andrew’s Cross, etc. Luckily he knew what to do because I had no idea. Long story short, he fucked me , worked me and tortured me, pissed on and the n me, etc. from Friday night until Monday morning. I had just enough time to get to my 8:00 AM class. H plugged my hole but I still had cum and grease leaking out of my hole on to the floor with loud splats all through class. We played like this into spring term when his wife caught him in that apartment with (not me !) but a rugby player. Messy divorce followed. Not only did he bust my cherry but sent me on a path to kink and fetish play that I’ve never left. I’d like to meet up with him now and show him what I’ve learned - lol !

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Guest VBchaser

I remember the first guy who fucked me. It was 6.5 years ago and I met him online. He was 19 and I was 45. I used baby oil for lube and it was uncomfortable at first. When he came I loved how slick I began to feel in my ass. I loved it. However a couple of hours later he entered me without any lube and it hurt so bad I was miserable for 2 months. Do I want a guy in me. Yes. Just have to be lubed

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Yes,

I was 20, in university at Halifax, in summer. At the time, I soppose I was kinda twinky with a bit more chub and muscle, blue eyes, red hair. I had just seen a movie drinking at a bar after, was drunk, and the guy that I was interested in (long story, he was long term friend who was extremely emotionally abusive) blew me off at the bar and I had to pay his tab.  I was horny and upsett so, I headed up to citadel hill, the local cruising ground.

Did one circuit around the place, and saw a guy in a car he said hello, and I just got in the passenger seat.  He said hi, started his car and started driving. He was probably early forties, brown hair, a dad bod, hairy, had a wedding ring on.  He asked me if I was straight, and I said no, sorry, gay here. He said that was ok and asked what I was into. Me being drunk and nervous I said 'lots of things'. He asked if I liked to be fucked and I said I love to be fucked, even tho I hadn't yet. I asked him if he would fuck me. He smiled, chuckled to himself, and said 'oh yeah your getting fucked tonight'.

While this was happening we were driving to the middle of nowhere, probably for 15 min. It was like 2:30am at that point, no cars on the road. I was getting nervous. He stopped at an empty carpool somewhere and told me to get in the back seat. I undressed inside, and jumped back through the middle seat. He got undressed outside and came in. I started sucking his cock like my life depended on it. It was a bit bigger than mine, probably 7 inches, cut. I sucked him for about 5 min or so then he asked me to stop, otherwise he would blow.

He then Laid  me across the back seat, put one leg over the passenger seat, and another over a rear headrest so he had easy access. He started rubbing his cock on my hole.  I was tight, but I used some toys, so I wasn't completely closed up. He spat on my hole a lot and started to press his cock into me. 

At this point, I realised he wasn't wearing a condom, and I got scared and clenched, his dick was pressed out.  I was embarrassed about that. I had a condom in my wallet, and thought briefly about asking him to put it on, but I was afraid he wouldn't fuck me if I did. So I decided that I would let him fuck me bare. Since it was unsafe, I was sure he would pull out to cum.

Trims out I had no reason to be embarrassed, he just smiled at me, grabbed his shaft, and guided his raw dick into my ass. He fucked me for maybe 20 mins, slow and deep. He used spit and water from a water bottle as lube. I was in heaven, loved the feeling of his cock in me.  He would pull out completely, then press back in, and I could feel everything. 

Eventually, he picked up the pace. He asked me where I wanted him to cum.  Wanting to be accomadating, I told him 'anywhere you want' still thinking that he would pull out.  He started fucking me harder, started grunting and shooting inside me, I felt the cum, cause we weren't using much lube. Three shots inside, his dick came out, and there was one more shot over my chest, from his dick to my nipple.  I scooped up the cum on my chest and swallowed. Was still in shock that he had bred me.

We cleaned up a bit and he drove me back to the crusing ground.  I felt really bad about it for a long time afterwards, but since then, I've been hooked on bareback sex. Now, I think my first time is super hot, and I'm so glad I was able to provide what that top needed, even tho I didn't want to.

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First raw fuck, easy.  My bf.  Sad thing is he still doesn't believe it.  He says I was way to slutty for that to be true - which is a sort of compliment in a way.

First fuck?  Er... a little more hazy on that one - which i can see might seem to support his point of view.

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I'll never forget my first, started with one guy at a gloryhole and turned into a 3 way. I had a night off from training for a deployment and decided to check out an ABS in Brooksville, KS.  Pretty shitty little store with 3 vid booths in the back part. I sat down and started jerking on my cock for a few minutes when I heard somebody in the booth on my right. I looked over and he was shoving his cock thru the hole. Before then I'd never sucked off or even played with another guy but I just needed to taste it. So I wrapped my lips around the tip and started doing what I enjoyed girls doing to me. Guess I was doing a good job since he got even harder so I kept it up for a few minutes before he pulled back and left the booth. Not a minute went by and he just strolled up into my booth and shoved his cock back in my mouth without a word. 

So there I was sucking off a complete stranger when there's a knock on the door and it swings open again, the store clerk just standing there watching. The guys start chatting it up so I realized they knew each other and probably did this before. The clerk grabbed my wrist and pulled me up and out of the booth and they took me to a side room in the front of the store with a ratty looking mattress covered in cum stains. Next thing I know I'm on all fours naked sucking off the first guy while the clerk is lubing me up and spanking the hell out of my ass. All I could do was moan around that cock in my mouth as he proceeded to shove his cock all the way up my ass. They tore me up for a good half hour, taking turns on my ass and throat while calling me their bitch and slut. Eventually all good things come to an end and they came, one up my ass and one in my throat. Then they made me beat off for them until I came and swallowed my own load. I left feeling dirty, used and happier than I've ever been in my life. Since then it's been all cock for me and I'm never going to change!

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Impossible to forget the person or the day. Te experience changed my life forever. I was still a student in grad school. Heterosexual and the idea of sex with another man had never crossed my mind. I was new in town and went to a bar. Unknown to me, this bar was transgender friendly. I saw some very beautiful women but had no idea they were transgender. A slender black lady sat next to me and we started chatting. She was beautiful and very feminine.  I had never been with a black woman, so when she offered to go to her place I hesitated, but finally decided to give it a try. We had good conversation, and as I felt more comfortable with her, se got closer and closer. Finally we got into passionate kissing and started undressing. I still thought this lady was a genetic woman, but I had already noticed she was unlike any woman I had ever been with. She smelled better, tasted better, seemed far more intimate and being close to her was  more pleasurable than any other woman I had been with before. I guessed the mystique of black women was all true. We were naked but she kept her "clit" tucked between her legs, so I still did not suspect anything. My dick got really hard, and that was the point when I suddenly felt something unusual touching my dick. Her clit got hard was easily twice the size as mine. I was shocked! However, I was so excited and happy to be with her that I did not feel angry, and just went with the flow. She did oral on me and she knew what she was doing and had me in heaven. So, when she invited me to do 69. I did. To my surprise, I enjoyed sucking her. She smelled and tasted good, and I got even more excited. As we moved on, it was clear in my mind I would be the top. After all, I was a man and she was a woman. So, I started fucking her in the ass. A new experience to me. She was tight and delicious. I tried to make the experience last and stopped every time I felt I was getting closer to cumming. During one of these rest moments, She moved and my dick popped out of her ass. She turned and asked me if she could fuck me. My first reaction was to say no, but before I had answered, she was already moving around me and helping me get in position. I was face down and her dick was rubbing my ass, then it happened, the head went in. Her clit was about 10 inches and very thick. I felt a lot of pain and told her to stop and take her dick out. She did, but kept rubbing against me, kissing me, and whispering in my ear that we should try again, that she would be gentle. So, I accepted and the second time she went inside me with far less pain. She then started fucking me, and the experience blew my mind. I had never felt such intense pleasure in my life. It was intense, it was heavenly, it was beyond my wildest dreams. After about 15 minutes of this, she pushed all the way in and I could feel her clit pulsating and releasing her cum deep inside of me. I guess I forgot to mention that condoms had not been even mentioned. It was funny, I could feel the pleasure of her clit for hours after we had  had sex, and when I went back home, I was dripping cum the rest of the night. There was no U turn. After that experience, sex with white genetic women became boring and almost unbearable, and I became attracted only to black women and in particular to black transgender women. 

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