Monday, I was being facetious when I asked out an older coworker but she thought I was being serious and was hella flirty after she accepted so I was too #niceguy to let her know I was joking. And she is decently attractive so what the hell, it isn't like women are knocking down my door to get dates with me. We set a date Thursday for guac and margritas after work (hat tip to somebody from this sub for the idea, guac and margritas were mentioned in some context and I thought it sounded like a good first date).
Background about this chick, she dated a guy from work for two years. They lived together for a little bit. It ended badly. He now lives in the apartment building across the street from her, and still works with us. She also dated another guy from work for a little bit and he broke up with her the day after they had sex for the first time. He also still works there and this happened like a month ago. I know all this because her best work friend sits in the cubical next to me and they don't give a fuck who overhears. Enter me into this situation. Thankfully I never ever see the first guy at work and I only have to interact professionally with the second guy about once every two weeks or so.
Monday and Tuesday, we walked out to our cars together every night and talked a little but just like innocent chit chat.
Wednesday, we go out to lunch together. It was a fucking near-whiteout blizzard and we go out for fast food Chinese. Again, we have pleasant conversation but only about work stuff. Kinda felt like either of us were scared to bring up personal stuff.
Thursday, it's time for drinks. We go to the Mexican place near our work. Margritas going down easy, really easy to talk to her. We ended up talking a lot about music. I think I put $50 into the jukebox. We got out of our barstools and danced a little to Elton John. We have like the same taste in music, so that is cool. Talked movies, work stuff, the Packers, etc. She's really chill and nothing seems to really bother her, which is the opposite of high-strung, high-intensity me. I taught her bar dice and we did a two of tequila.
We Uber back to her place and... maybe I should have tried to be more aggressive or whatever but we ended up sitting on her couch with my arm around her, her leaning on me, just talking about our past relationships and insecurities. We talked about our exes. Maybe that's a weirdo thing but we were both drunk and wanted somebody to vent to. We went to bed cuddling with some clothes on. One or both of us may have vomitted in her bathroom that night.
So I get up at 4am after a little bit of sleep and wait an HOUR for an Uber back to the bar, where I get in my car and drive it home (an hour's drive from work/Mex place/her apartment). Shower and change and drive an hour BACK to work. Worse hangover of my life, splitting headache, kill me now please. She actually called in sick for the morning but, I (only being there four months) have no sick time so I had to be there with my headache, upset stomach and deeper than normal gravely hangover voice.
She texts me around noon and asks if I want to do something tonight. I say okay, we pick a German place near my house. The place has good food but a really small bar. We go, any notions of "taking it easy tonight" are thrown out the window and we started drinking heavily with pre-dinner drinks before the bar. We eat, we drive to a nearby proper drinking bar and get drunk. We watched Super Bowl I on the NFL Network and got totally shit faced, ended up doing one shot of Fireball (I never have before and we had a conversation if propylene glycol is safe for you or not - so Fireball shots for everybody in the interest of science) and a jagerbomb for us later.
We went back to my place. We made out a little and got a little handsy but just cuddled again because I am lazy when drunk. She doesn't seem to care that I get too fucked up to try to seduce her. I did not prep my apartment so my place was gross but we were pretty tipsy and she didn't seem to care about that either.
I had plans Saturday and she had plans Sunday so that was the last time we saw each other, but we've been texting a little bit back and forth with tenative plans to grab lunch again during the week and something for sure again this week and tonight.
Not really sure where this is going. She's cool and really chill but doesn't seem like this is going to relationship land. Maybe young Kevin can do some growing up and I can turn this into a casual thing? idk I'm getting anxious thinking about the future so trying not to. Word was slowly leaking out at work on Friday but all comments I heard were positive. Nervous about that too.