What was your first time like?

MommaBear · 2025-07-07T16:55:13-04:00

Sex - What was your first time like? (63 replies).

I was fully clothed waist up. He told me he loved me for the first time when he was inside of me. It didn’t last long. And the cherry on the top was my dad came home while we were getting dressed. It wasn’t…great. I saw him one more time after that and it was to tell me he was going to focus on his pregnant fiancé, who I knew nothing about. They’re still together today but it didn’t stop him from sliding into my DMs a couple of years back trying to lure me to a hotel.

Spnk8 · 36-40, M

Was great and amazing gave my all to her not just the sex but my love,gifts,money anything then she hit me with "I don't think I can do this anymore." Then we stayed friends and now just found out a few days ago that shes engaged to her ex (that she had her youngest boy from) that never treated her the best and he doesn't want her talking to me or any other guy even though she does still talk to me here n there.

But yeah it WAS great when we had it.

TexChik · F

I was an adult. Men terrified me, and the prospect of sex was the last thing I thought about...until he came along. We dated for 7 months. And all the while, no sex. We played, but when it got to being penetrated, I would bail. He had no idea bout my past, and now, in his frustrated state, he didn't care. He called me a tease, so I bounced his house key off his forehead and left after saying we were through. I had to pull over for a bit because I was crying so hard I could not drive. When I finally arrived, he was there, making us a sandwich. I knew I loved him, but I had no idea about sex, and, as I stated, it terrified me.

He spent the night, mostly clothed, and we held each other. We both had work trips coming up, and it was nearly 3 weeks before we would see each other again. I knew I was playing with fire and that I would lose him if I didn't do something. So my BFF gave me a few pointers that I took to heart. When I got back into town from my trip, I was so worked up if he peeked down my blouse, I was going to jump him, and I intended to be unbuttoned enough that he would have to look down there.

It all went surprisingly well once he understood I wanted him. I must have been pretty good because he married me! 😌

HiFiRaver · 18-21, M

It was exciting, if also a little awkward. It was the first time for both of us, so we were a bit nervous and were figuring things out together. But ultimately it went well and I’m glad it was with him because I was already really comfortable with him by that point and I knew I wanted to do it with him by then (we’re still together).

saragoodtimes · F

tipsy after our senior prom. booze got the better of me and let him take me into a spare bedroom. don't remember much but it didn't last that long. next was my first husband and now my current husband. not the bad girl everyone thinks

iamthe99 · M

It was ok. She was only slightly more experienced than me, so it wasn't life-affirming. My second girlfriend, however, was slightly older than me and a lot more experienced, and that's where I learned the ins and outs, so to speak.

tallpowerhouseblonde · 36-40, F

Really good.With my then boyfriend on my 14th birthday in my bedroom.An hour later we had sex again.I was aware that my first time may not be that great yet for me it was very enjoyable.We didn't use protection as I wanted to feel everything.

exexec · 70-79, C

Quick. We had been dating almost 8 years and lots of everything except sex. She had sex with others, but I was waiting. Our first time was our wedding night. I didn't last 30 seconds. The next time that night was better.

BigImo · 26-30, F

Amazing. Was with my best friend and her then-boyfriend/now-husband

NudistJohn · 56-60, MNew

Difficult! My first gf was so tight, I ripped the condom. Not just once. After a while it got better fortunately.
It's called vaginismus. When we were in the bathtub, things went better

Ynotisay · M

Awesome. It was my first real girlfriend, in high school, and it wasn't comfortable for her. It hurt.
So I stopped.
That was about the best sex lesson a young man could learn.

onrealityofdreams · M

If you're asking about what I think you're asking about, it was awkward. Fun but awkward.

Degbeme · 70-79, M

Nervous, awkward, but lovely.

DragonFruit · 70-79, M

It was fumbling, awkward and really sweet....all in all a wonderful experience.

fun4us2b · M

I was 19, she was 17 almost 18...she was like "OMG why didn't you tell me it was your first time" (it wasn't hers) She was so funny and we must've had sex 100 times...