During the holidays, I was back in a small town and bored between Christmas and New Years. I tried Craigslist for the first time and answered an ad posted by a 23 year old looking to hang out and hookup. She was also visiting home and was similarly bored.
Turns out that she was a well-educated knockout and we had some friends in common. Should have been easy as pie, but I found a way to fark it up. Rather than rent an $80 hotel room before meeting, I decided to meet and then see whether she was still DTF after meeting.
Once we met, we really hit it off, but rather than bouncing to a waiting hotel room, we wasted time getting coffee, talking, and then grabbing drinks. By that point, we were getting into heavy kino, but I had waited too long and the spark was gone. By the time I suggested we get a room (3+ hours after meeting), it was too late and she wanted to go home.
We talked later and she told me that we would have farked if I had moved her to a private place ASAP after meeting. She lives in a city 600 miles away and invited me to visit back in January but has since found a boyfriend there. So I've basically given up on ever seeing her again.
Guys, the regret is absolutely killing me. I don't know what I was thinking. I guess I got carried away with how cool she was and worrying about a small financial risk, rather than focusing on the task at hand. I keep playing that night over and wishing that I had gotten the hotel room and brought her there right away.
This will be a lesson for me... when in doubt, be aggressive and take the risk. But goddamn it, it was a hard lesson to learn.
How do you all deal with regret in a case like this? I blew it when presented with a sure thing. I get that it would only have been one night of fun, but if you'd met her, you'd see why I'm so pissed at myself.