Who was your first sexual experience with? (18+ only)

[chrisrobin]

A guy I met when I was skinny dipping. He joined me and one thing led to another

 

[Motion-of-the-Ocean]

If one is referring to actual sexual contact, then it was with the opposite sex, but since it occurred at a time that would violate the rules, that's all I can say.

 

[deleted18344751]

Erm my firsts were before then.

 

[hzs3fg]

My high school girlfriend, Elaine S.

 

[18wheeler]

First EXPERIENCE was my best friend. I jerked him off and gave him head.
First INTERCOURSE was first serious girlfriend

 

[paget54]

My girlfriend who would become my wife 6 years later. We were parked in my car when she first reached into my pants and touched my cock. I began feeling her boobs and eventually worked my way down to her pussy which was the first one I ever fingered.

 

[lapdog2001]

My very first sexual experience (actually 18+) of any kind was while I was in college. (I never dated or had a girlfriend until I went to college.) So, when a classmate and I started seeing each other, she was my first kiss, which was amazing. After another date where we snuck in some kisses while dancing (and me being thankful for the tighty-whities holding in my raging erection, I took her home to her house where we hung out for a few minutes before it was time to say goodnight.

Well that goodnight kiss turned into a tongue wrestling match and we eventually settled down on the nearby couch to continue kissing. This was all new to me and I cautiously moved my hand from her waist up to her face, pausing for a second on one of her DD cup breasts (fully clothed). There was no resistance of any kind, so my hand dropped back down and I fully enjoyed cupping and caressing my first pair of breasts.

It was late, we had classes the next morning, so that's as far as that went. Her hands never went below my waist, but she must have felt my erection when we danced close, and while were standing and kissing up a storm. Unfortunately the relationship never progressed beyond that point.

 

[1373263]

I was 19 and flatting in a mixed flat for the first time. A female flatmate and I became quite close and one night she got into my bed, fully clothed. Being quite naive about women, I thought nothing of it until a couple of days later, mid afternoon she came into my room, locked the door and slipped off her blouse. She had magnificent full breasts, and she made it clear that I was wanted in bed, removing my clothes and pulling me into bed. We were both virgins but instinct took over; I recall she smelt divine. I was so worried I was hurting her; I could feel her hymen resisting me and then give way but she didn't give any indication of pain. It actually wasn't that great and there was a fair amount of blood; when they saw the sheets my male flatmates congratulated me on my "conquest" as they put it, little did they know it was their flatmate.
She was back next day and things got much better throughout the next two weeks, I worked out how to make her cum before me and in one of these sessions she "wet" the sheets. It happened again occasionally and she was mortified each time it happened, it didn't worry me at all.
We soon made an appointment at the sexual health clinic so we could stop using condoms and during the appointment she mentioned to the nurse about wetting the sheets during sex. Nurse asked a few questions and then congratulated her on her squirting achievements; neither of us knew it was a thing before then. We used a towel on the bed from then as we were both keen to find out more and it became a regular thing.

 

[scotsguy27]

I was 21 and it was a work night out.

We were out drinking and I ended up going back to his flat where he took me from behind in different rooms. I had my first prostate orgasm then took him from behind and had a second orgasm. We ended up seeing each other for around 5 months after that having sex throughout the relationship.

 

[deleted871301]

I was 22 and in the South African Air Force.

I got drunk one of many nights and told a guy I had a crush on that "I was ready for him".

He told me what I had said when we saw each other the following day when I was sober. I couldn't believe what I had said BUT made plans to "hook-up" later that night.

 

[mrbigdoc]

Much older man than me and we had many great times.