Went on a date last night (dive bar, plan B from ice skating since the place was closed). I've been on a fair number of dates and pegged this girl on the "more innocent" side of the spectrum (Asian, young, didn't have the Thousand Cock Stare). She said once we started talking sexually that she was "inexperienced in that area." Might've been bullshit, but wasn't the vibe I got. My game was on-point, I sexualized the conversation, and was kissing her a little over an hour after we had been talking at the bar. At one point I asked her if she would be comfortable sleeping with a guy she had just met if the connection was strong enough. Forgot what she said, but it was something along the lines of "I don't think I could respect myself if I did."

We go to a karaoke bar near my place and drink a bit more (I do anyway, she only had 2 drinks over the entire night), then I walk her back to my place and take her behind this office building nearby and make out with her more. I get her up to my room more making out ensues, she starts moaning. Top comes off, then she goes, "We have 2 choices: We can fuck tonight and I'll never see you again, or we don't and keep seeing each other." I told her I wanted to see her more and kept escalating as if we were going to have sex regardless. Eventually I get her pants off- she's soaking wet, I start fingering her and go down on her. After a bit I go to grab a condom and she exclaims in a terrified-sounding voice "What are you doing!?" After that I just kind backed off, we kept making out, but I'm pretty sure I failed and acquiesced to her frame. Sad that you have to worry about a rape accusation too in this day and age. If she's not a "fuck yes!" on fucking you, best not to proceed. (maybe this is hamstering on my part)

Problem is, one of my red flags for an LTR is if a girl sleeps with me on the first date. I guess that's a test she'll need to pass and I shouldn't do the legwork for her by not escalating as much as I can.

I know what people will say, "Watch what she does, not what she says," and she let me take off her panties. Kind of an annoying ultimatum since I don't even know if I would've been able to enjoy the sex fully thinking in the back of my mind that she would follow through on it. A correct RP mindset would've been to fuck her well, and then if she didn't want to see me, her loss. I put too much value on her sex I think.

I still don't know if I had whipped out, tossed on the condom, and gone for it if she would've resisted. I played it safe, and maybe failed a crucial shit test. She's hot and I see LTR potential, which is maybe why I held back, which I wouldn't have done with other girls.

Fuck.

edit: She's texting me which is a good sign I guess.