Do you remember the first guy that fucked you?

[Guest Scooter30]

I was 19  didn't like it much, years later raw I never looked back

[BadInBrooklyn]

Absolutely...I was a total top till I was in my 30s.  Then one day I decided it was time to find out why the guys I was fucking loved it so much.  I went to a sex shop and found a dildo that looked like an almost exact replica of a vers fuck buddy of mine.  After teaching myself how to take the dildo without too much pain, I went to see my buddy and told him I needed the real thing.  He was really surprised, but obviously excited to get some virgin hole.  He pounded me good with his thick 8" cock.  He had me moaning in pain and pleasure in no time.  Still one of the best fucks I've ever had.

[Justaholeff]

My first fuck in my ass was an exchange student from Spain in High School. My first anonymous fuck was in the restroom of a grocery store.

[leatherpunk16]

I sure do remember! When I was 19, I was preparing for my first opera production, and the plan was to record the opera in the studio rather than perform it on the stage. I found a local studio, and the owner was instantly attracted to me. He didn't show it for a couple years, but I continued to give him business. It wasn't until I was 21 that he declared himself to me. I was in shock. He was married, twice my age, and totally not the type I expected to come after me. Plus he risked losing my business. But I was okay with it, and after wrapping up another studio recording, we got drunk and jacked off together. I went off to university, and every time I jerked off there, I wished I had let him go a little further with his intentions.

When I returned from schooling a couple years later, I flat out asked him if he would do more than just spank it with me. And he agreed. Came over to my house and fucked me. HARD. He insisted upon condoms - he knew he was cheating on his wife with other girls, so to protect me from danger, he wore them. I was not a fan but I did get him to take me bare one time. I've often told the story here: we were in his studio basement, and he fucked me raw over a barstool. Then another client showed up, and he rushed me out the back while letting the new arrival in the front. 

This guy would never give me his seed, so we stopped fucking and I started going after guys who WERE available.

[Guest]

Yes I do.  Strangely enough I was 34 when I lost my anal cherry as I met with a couple at the time (20 and 21).  We fooled around awhile with a lot of kissing and body contact before I was mounted by the one.  He had a nice long and girthy cock (prob 10 inches) and he just pushed it in, I yelping of course until I was comfortable.  When he shot, I felt him hit me deep inside.  I was rock hard and when he pulled out, I spun his partner around and mounted him not taking long to fire off my own volley of jizz inside him.  

[BicuriousScott]

My best friend was the first guy I stroked and sucked and he was the first guy that fucked me(bareback).

[Bruce999]

The school janitor caught me after school in the boiler room I was 12 and said if I suck his dick, he would not report me as I could get into a lot of trouble. About a week later, he took my anal virginity. For the next two years, he was fucking me 3-4 times per week. A few years later he was arrested  

[chub4seed]

My first was an older guy living a few doors from my place back in 1970. 1970! Fifty years ago! Time sure flies when you're having fun 🙂

[chargedodger]

how about the first time you TOPPED a man?Very active as a boy and young man I never actually fucked a man until much older.At a party in a hotel room an aquaintence who's cock I was sucking asked me to fuck him,and when I told him I had never done that he made me his trophy to win that nite.Later that evening found us on the floor he on his back,legs apart showing me his hole.Told me to just stick the head in and see if I liked it...well that's all it took.The feeling of him openning up to me,sliding all the way in,fucking him there was NO WAY i could have pulled out before cumming.And I did,as deep as I could get into him.There was a man watching because he knew what was going on,and he clapped at that.And my semen joined that of all the other men who had fucked him that nite.And I became another man who knew what fucking a man was like,and have craved it ever since!:)

[Barebackbottomno]

1965, swimming with school buddy at public beach after school.  He was several years older than I was.  We were wading waist deep horsing around.  He came up behind me, grabbed me around my waist, saying he wanted to fuck me in the ass.  He pulled my trunks down.  I felt his hard cock probing my ass crack and hole.  He pulled me closer and pushed in.  It hurt but, he held me tighter.  He then began pumping his cock inside me.  Unsure whether he came before he pulled out.  

[tallslenderguy]

i've prolly had well over a thousand guys, mostly anonymous, but i remember Andrew Lee Burton. He picked me up on the ocean board walk, took me to his place. We talked, he knew i was new, but i was very ready. He looked at me with surprise when i straddled him and tried to push his cock into my ass.  He laughed and said: "hold on," ran down stairs and returned with some Vaseline Intensive Care hand lotion, lubed, fucked and bred me.  

[blackrobe]

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.

[ronnie4u]

On 6/17/2020 at 11:52 AM, ronnie4u said:

The first time was 2 males in the woods having sex - 1 of them I knew of ( Black Big Male had a business in town ) and had a white b.f. that was very fem / painted nails  -  I was waved over - closer noticed the blk male having his dick sucking off  - both look Happy . I was chatting , after he shot a big load of cum in the mouth , and was being taught licking and sucking his cock ! Just like licking a ice cream cone - being encouraged with words from both -  licking - sucking - stroking - swallow the cum load . During the session being taught - sayings like ," Don't worry - we will not hurt you - relaxing - enjoy it and so many words ! "  While in the middle of the session , the fem white boy , taking his hand rubbing , squeezing my crotch - undoing my pants - stroking - licking - sucking my dick - it was glorious feelings ! I found these actions very exciting - in fact I was invited over to their house - job cutting their lawn - sessions being taught and developed as a fem young male - developing a pussy with toys - very Hot times - he / fem developing to be able t take my Master cock in my pussy !  Thinking about it - they were training me for long term friend - for Master and his friends - a lil bit smoking - makeup - fem / slut Pleasing others - Master was my first dick fucking me - about killed me so freaking huge - poppers , wine , weed / smoke - several times a weeks - finally stretched enough to handle it !   

Sammie - the fem boy friend started teaching me right away - first sharing smoking weed and drinking orange juice / spiked with volka - having fun - Sammie gotten naked - showing off his body - touching - sucking and he did the same thing to me - introducing me to his dildos - his pussy too - watching pornos . Then later on was shaving my body like his - practicing sucking - fucking my pussy cunt - stretching - smoking weed - fucking ! I was becoming a mini me Sammie Slut - several times Sammie displaying to our Black Master of my progress - wearing sexy panties - clothes - smoking - with a dildo or butt plug up inside me - sucking off my Master !

Then , after 3 weeks of training , there was a small party at their place - they bought me new sexy underclothes - touch of makeup - and 5 black men came - soon I was servicing the black men - having fun - smoking weed - bouncing black cocks - soon Sammie and I were Cum Dumpsters - he was instructing me - helping me - encourage me - lots of cum loads - even some of them picking me up from high school !

[Piggyybttmm]

How can you forget? He was 20 years older than me, wasn't that cute but I didn't care, I needed dick, and he had plenty of it lol

[Annapaulamass]

Yes, it was in a bathroom of a movie theater and was bareback where he cum inside my ass. I had his phone to meet again but never called him. The second time was amazing too, I meet him in a porn movie theater. He used his finger in my ass in and out and then he used my ass which was painful. He pump his cock very hard until he unload in my ass. We went into the shower and he used my ass again and unload inside me one more time. I feel his cum leaking into my feminine denim short but also I see some blood together. His nail has injured my ass but lucky I didn't get anything. It was during early 90's.