Done it many a time on 1st dates and 1 night stands... usually as both drunk.This just happened to me recently. Brought her home and we had sex twice and she stayed the night. Next morning, I said I'm out of condoms and we can't have sex. But later she basically grabbed my **** and put it in her, and I ended up busting a nut in her.
Understandably, she got a little upset but at one point literally just said "you're a naughty boy" although she brought it up a few more times with a bit more indignation. (For the record she is on birth control but she has other medications that might interfere with it somewhat so it's marginally more risky)
I've only ever done this with one other girl (excluding LTRs) and she wasn't even on birth control...but she didn't seem to really mind.
As a general rule of thumb, setting aside STD/pregnancy concerns (which are massively overblown, save me the lecture) is this more likely to scare a girl off than anything?
Stupid I know. Can't recall any women that got funny/upset about it tbh. And pretty much always repeat the next morning.
If I met them again would usually not bother with condoms... almost like the bar had been set and neither of us wanted to go back. If sober would pull out though.
Never caught an std, apart from after a trip to Thailand. But that was in an area away from the condom. Stupidly slept with a few Thai girls without a rubber. Makes me shiver now. That was 15 years back, in my 20's.
Don't log number of women I've slept with. Probably between 70-90, vast majority without condoms.