So here’s an update to my previous post, in which I said I would be going out Halloween weekend with my fiancée dressed as drag queens trying to find a girl for a threesome (while in character the whole time). This was even more funny when you consider that I’m very well-built and tatted up, so there’s no way I wasn’t looking like a man in a dress.

We went to a concert that night, and as luck would have it, it wasn’t the best environment to pick up (ie we didn’t have that threesome). There were very few singles and even fewer attractive ones. That said, our costumes were a total hit! I don’t want to kiss and tell, but many girls did some pretty brazen/raunchy things to me even in front of their boyfriends (some of whom laughed, others of whom were obviously pissed but didn’t say anything). I felt like I was in an old school masquerade with a “don’t ask, don’t tell” vibe. Women treated me with all the comfort they would a gay man in drag, but they knew I was straight the whole time! Highly recommend this costume to any of you single folks out there. Get a girl who’s good with makeup to help you though. It’s a fine line between drag queen and man in a dress.

The show was hosted by a local radio station, that has a calendar with pin-up girls in it, who happened to have a booth. Naturally, a bunch of guys were asking to take pictures and similar “work” types of interactions. I walked up and asked in my gayest voice if I was pretty enough to be part of their calendar and told them that I was prettier than they are or something like that. They loved it. Thought I was hilarious. One of them actually grabbed me and we went on a random walk looking for someone, arm in arm. I insisted on meeting up with my fiancée first who was waiting for me in front of the bathroom. We had a really good and flirty interaction and she asked to exchange contact info at the end. We’ve since been in contact. Whether or not anything materializes, I had a lot of fun. She seems like a genuinely fun person and I wouldn’t be sad to have a fun, sexy friend who knows a lot of other calendar girls... ;)

All-in-all, the night definitely wasn’t a loss. At the very least, I definitely looked like a boss to my partner, meeting up with her 5 minutes after dropping her off at the washroom arm-in-arm with this bubbly blonde bombshell. Definitely feels good to know that I’ve still got some game after being in a committed relationship for so long, and that it doesn’t involve relying on my looks. The concert was really good too.