>>937255779 (OP)
3 times.
First girl was 13 and I was 14. We’d been “dating” for something like 8 months, but it was more like we just went to each others’ houses and watched tv. One day after school she surprised me by showing up at my house. She said she knew I’d be home alone and she was ready to have sex. Went at it right on the floor. I got my tip in finally and she kind of freaked and said she changed her mind and she wasn’t ready. Didn’t have the heart to explain that the tip still counts.
2nd girl was about a year later. Both 15. She’d just broken up with her bf of a year for me. Happened first time we hung out. One second we were making out and I was starting to squeeze her tits over her shirt and bra and she just got on her knees on the floor and got my cock out to blow me with no kind of communication. She gave me very amateur head for about 20 minutes and asked if I was close. I said no, but it felt great. She asked if I wanted to keep going. I said of course. I didn’t expect her to stand up, take off her jeans and panties, then straddle me on the couch and put me inside her.
3rd girl we were 18. I was still with 2nd girl, but this girl invited me to come over to her house and swim. Other people were there and this girl was a lesbian, so I didn’t think twice about anything. The others left kind of abruptly and she unceremoniously blurted out that she wasn’t sure she wanted to be a lesbian anymore. She took me inside and we started messing around on her couch. I had her tits pulled out of her bikini top and her bottoms pulled to the side. Let’s just say our sizes were incompatible for much pleasure the first time.