My first time was also my most memorable when I lost my virginity to none other than my older sister. We talked about it a long time before deciding to try making love once, and if either should have regrets or hangups afterwards, we would not do it again. Two erotic moments, the one as intense as the other, stands out from that experience: the first when my dick was fully inserted into her pussy with the glans touching the entrance to her vagina, and I thought "gosh, I am making love to my syster!; the second when we had a simultaneous orgasm and I poured my love juices into her after quite some time, with stops to make it last longer. As it turned out, neither had any regrets or hangups and it was the beginning of a three years intimate relationship which benefited both.

 

On a works night out ending up drunk sharing a bed with a Male colleague who was gay,during the night i felt he was hard,it was against my leg,when i looked at him and then down at his cock i couldn't resist,i started rubbing it and then went straight down on him,sucked it till he came,he wanted to fuck after,wish i let him

 

First time was just sex and nothing special to say about it.

Most memorable, I really dont have one. A few lovely moments since that first time but those were all about the moment my feelings for the person I was with rather than the actual sex was somehow super special.

Outside of that, my first 3some.

The first time I had sex with someone else in front of my BF and the time I asked a bunch of builders over for some fun ( actually surprisingly that turned out better than it should have by rights )

 

Well my first sexual experience was sucking my best friends big dick and it was awesome!!! I gave him blowjobs for many years, and probably swallowed about 5 gallons of his cum during that time! It was awesome!
My first real sex with a girl was with one with double Ds and I love big boobies! I think I sucked on her titties for 30 minutes while I rubbed her clit! We played with each other for about an hour before we actually had penetration! Then we finally did it for about an hour and she needed a break. When I pulled out she noticed I hadn’t cum in the condom and she asked me if I came. I told her not yet, and she felt bad because she had twice! So she gave me an awesome blow job til I finally came! It was great and did it again that night and I came three times and we were drained!!

 

One of the most memorable was with a co-worker who became a FWB. It was the first time and we had been working up to it and it was planned. So we both had a lot of anticipation. I took off all her clothes. She was beautiful then she said to me, “Let me see you!” We had a memorable evening

 

I visited a local ABS several years back, it had Video booths and some glory holes. I was in a booth, naked and watching a variety of porn when a guy whispered through the dark soccer ball sized hole wanting to suck my dick. I offered it to him and he was very talented. I was about to bust in just a few quick seconds so I pulled away to make it last longer. He said let me lick your ass. I had never had that done before but it was something I had wanted to try so I turned and put my bottom to the wall and he dove in tongue first. It felt incredible. He was eating me and I felt his fingers start to rub around my hole and then gently he inserted one then two and fingered me slowly then he would lick me more. I could feel his spit running down my crack and onto my balls. He would finger then lick. I was lost in the feeling when I realized he had put his cock in me. I was startled, and a little scared but it felt to good to pull away. I reached back and spread by cheeks and pressed hard against the wall to give him full access as he started full on fucking my hole. It felt amazing, my cock was leaking streams of fluid. Then I felt it, his cock started to pulse in my now relaxed hole, each squirt of cum making his cock twitch inside me. When he was completely drained he pulled out pulled up his shorts and walked out. I was left with a loose leaking ass and his cum was now running down across my balls. I was hooked.
I realized that what I had just done was risky so I had myself checked out. Clean bill of health.

 

Many apparently have been loth to post, or have not posted, of their first time due to the 'Age of Consent Rule' applied (sometimes) by the moderator(s) 0n this site.
Whilst not in any way wishing to aid or promote paedophilia I would point out that this rule, on a site that is obviously international and not just American, is not realistic to apply 18 as the acceptable legal age before (c0nsensual) sex can take place ....... it doesn't even apply to some States in the USA, in some 13 is legally accepted for sex (and marriage).
In the UK it is 16, in some European Countries it is 14 and in some other countries it is as low as 12 (once full puberty is reached).
There are very many posts on this forum on subjects which are illegal, not only in the USA but also virtually Worldwide but these go unchecked.
So could I suggest that before 'banning' or 'warning' for 'under-age sex posts the moderator(s) take into account the source of the post and also it context and content.

 

As for Memorable, difficult of course. A long time ago maybe in the 1990s I met a couple thru one of the paid adult meeting places, who were seeking a mature man who could host a Male Dom female sub couple. He and I would sit in my ,living room having a cup of coffee, discussing everyday subject. His wife was told to undress, she wouldn't be allowed to wear any clothing in my home, and could only speak when spoken to. She would be admonished by her husband for neglecting to show the host proper respect by presenting herself for his pleasure and offering ...so on...Eventually she was taken upstairs to be bound spread eagle on the bed and we would use her in many ways, He would also spank her I didn't ask to as he was her master. The friendship lasted maybe for 4 years, but for me it was a memorable arrangement.

 

First time was awkward but that led to more experimentation and then more, and more... and more... still more... sex... lots more sex... someday I'll get it right and won't need any more research...

 

Remember 1st time very well. It was in college with my then girlfriend. My roommate was in his room sleeping so we did it on living room floor 3 times. 1st time I lasted about 30 seconds 2nd time about, about 10 minutes later, I may have lasted 1 or 2 minutes. Used a condom both times. The 3rd time was longer and I ran out of condoms seeing that I never needed them before. This time she got on top of me and let me shoot my load deep inside of her. Looking back probably a bit stupid. It was incredible watching her boobs bounce in front of me the whole time.

I did get better and last longer over time. And the sex itself got better too. After all, we've now been together for 30 years.

 

Best sex I don't know I've had a few wouldn't be fair. But the best night I had was with my 19 year old daughters friend she had just turned 19. They came home after a party one night and my daughter passed out on the couch in the day room I was watching TV in the living room.

 

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