A coworker of mine told me about one of her single friends and thought we’d match up well. She plays matchmaker and shows each other our photos. We like what we see so she gives out numbers. I text ‘Jane’ and open with Joan thinks we’d make beautiful babies together so thought I’d at least say hi. A couple hours later I get a “lol” and we start talking however Jane turns out to be a total flake. She’s got a new job, it’s end of year, she’s about to go on vacation, and is working crazy hours. I also think she has a little ADD but that’s to be determined.

She cancels on me twice so I leave it alone. After she returns from vacation I call her out of her flakiness and say something along the following lines, I know you’re super busy. I’m not looking for anything super serious and doubt you are either considering your schedule. If you want to get together let me know. She responds with an enthusiastic yes and decide to meet that Friday at Joan’s apartment.

I get there before Jane. Others include a hippie couple which I’ve never met and a gay couple, the latter of which I’m good friends with. When she arrives she completely ignores me, as if I wasn’t even in the room with the others. I’m a little taken back as this is odd behavior in my eyes. I play it cool and introduce myself a minute later after she’s already said hi to everyone.

Jane and I just don’t hit it off. I know that everyone knew Jane and I were meeting each other for the first time so I figured she was either nervous or just didn’t the looks of me for whatever reason. We play a board game and still, nothing is clicking. Of note is that the hippie chic is used to being the center of attention with talk about her lifestyle and trying to educate us. I call her out a few times and generally just don’t give a shit about how I come across because I’ve already heard the others complain about her.

I consider this a wasted Friday night. As I’m getting close to leaving, I get a text message from Jane that says, “we should go to a bar”. I’m fucking flabbergasted because she’s literally three feet away from me. We text in secret back and forth and come up with a plan. I leave and return through the security gate pretending to be her uber driver and pick her up. It works.

She gets in the car with a glass of whiskey. I like where this is going. I don’t ask her about why she’s being secretive as I see no benefit to going down that path; I’m just going with the flow and trying to feel her out. I do ask why she’s been so flakey and she gives me the reasons listed up top. We talk about jobs while in the car…not ideal but hey, this one is new to me.

I take her to my go-to spot, a tavern down the street from me. We grab a booth and I sit on the same side as her. I don’t recall the conversation that well as this was a couple weeks ago but I start with light kino. She’s drinking like a fish and I try to put a stop to it before she gets too tipsy. I go in for the kiss and then position her legs so that one is on my lap and the other behind me. We start grabbing each other and eventually turn into that awkward couple in the bar that needs to get a room. She’s grabbing my dick and I’m all over her.

We finally leave and she says nothing is going down tonight. I say I wasn’t putting out anyways and drive her home. After all that touching at the bar, I’m not about to just drop her off without giving it a shot so I get park the car and we go inside together. The constant kissing and touching continues both inside the house and outside as she’s walking the dog. I don’t even think the poor thing got to take a good piss as the leash wasn’t that long and we didn’t make it far.

Anyways, despite all the touching, talk of fucking, sucking, etc., she leads me back to my car. I’m honestly unsure of how far to push it because (1) I don’t know her well, (2) she’s been drinking, and (3) I’m thoroughly confused by this girl. I ask her why she doesn’t want to fuck and she says, “I’ve done this soo many times and it always ends up the same way”. At that, I said good night and left. She gave me the look back as she walked through her front door and I continued on my way.

I wrote her the next day and made a comment about hangovers and again a few days later saying I was confused about what happened the other night but am willing to give it another shot. No response to either so I’m going to leave it alone for another week before trying her once more.

That’s mah story. Any feedback is welcome so should I encounter this again I’ll know how to push through it properly. Thanks for reading.