I am actually single on the holiday because of the last time. I went out three or four times with a woman, who I would describe as kind of churchy. She wasn't normally my type. I finally went over to her house one night watch some videos and had a couple of bottles of wine. I really thought I was going to finally f*** her.
She kind of flipped out after my cock came out. I got this weird confessional about having been with only two other men and it devolved into a handjob. I kept thinking this felt like an experimental situation when I was a teenager.
The next day she sent me text after text, apologizing, about her behavior, about her shock at my endowment and " trying to Let Me Down Easy."
What she doesn't know is I was so relieved after the first text she could have stopped right there and saved me the pain of the next dozen or so messages. Though I have some pretty funny quotes from letting her go on a little bit.
I really dodged a bullet in this case.
Damn i had an almost identical run in, met this woman through my ex she was early 20s and the text book definition of a good girl, even criticized my ex for having casual sex with me before we started dating. She was average height, very petite, flat chest but one hell of an ass.
We end up becoming friends while i'm with my ex and although she really wasn't my type she had an ass like no other, i knew she'd been with minimal guys, one of which i'd met through friends and he said she basically just laid there when they were dating. I couldn't help my self and pursued her after the break up and we hung out a handful of times at my place but she wouldn't let me get much further than making out, it was getting old and i ghosted her for a week or so, then she calls me up on a friday night after her soccer practice and wants to hang out, she shows up with drinks, we put on a movie and she wants a massage, i wasn't interested but said if she got naked i'd give her one and much to my surprise she does, needless to say i didn't give her much of a massage and just started fingering her, few minutes she awkwardly says "
I've never really had sex with a guy i wasn't dating before so i'm not sure how this works" she awkwardly starts rubbing me through my pants then tells me to take it out, when i do her eyes almost jump out of her head as she jumps up on the couch with this terrified look on her face and blurts out that we can't have sex, i'm like what the fuck is going on and she confesses she's only been with two men, neither of which were even remotely my size, i tried every angle in the book but she wasn't spreading her legs and most i could get was the most painfully awkward blowjob turned handjob finished into a napkin.
I ghosted her for a week or two cause that shit was just weird, then she showed up one night, little bit drunk and apologizing saying she really wanted to try, i've never been with a chick that was as hard to get into as she was, she claimed to have been with two guys one of which i was sure of so she wasn't a virgin but god damn, i had to eat her pussy and finger her for damn near an hour before i got it in. Funny part was, she was maintained that good girl prude personality for the next 4-5yrs while we were secret fuck buddies and by the time we were done she was a proper 3 hole freak and she liked it.