Dan had asked me to be his plus one at an event for his office, and said he'd come and pick me up. He showed up just after I'd got out of the shower, so we went to the bedroom and chose my outfit for the night.
We picked out a red button up dress, red stockings, red garter belt and red heels. I put my hair up and did all the make-up. Dan was happy to see me taking it seriously, and I'd promised to be good and not embarrass him.
I'd never met any of the people he works with, so I played the doting friend, and stuck with him. I did have several guys suggest I could do better than Dan, that is, them, but I just laughed them off as if it was a joke.
We got to do some dancing, which I always enjoy - Dan's not a great fan of dancing, but he does well enough. I got to dance some of the slower numbers in a way that would leave tongues wagging when we weren't there. Whenever we sat down for a bit, guys would come up and ask me to dance, but I was there with Dan, so I turned them all down.
At the end of the evening, Dan said we could go and do anything I wanted, as I'd made him look good. I wanted to find somewhere to go and play pool.
"Dressed like this?" he said, gesturing at our overdressedness.
I loosened his tie and undid the top button.
"Sure," I said.
He drove us to a bar that had a back room with a couple of pool tables, and headed in there.
Dan's not a great pool player, but I didn't have any trouble getting a game. I ended up joining the "play the winner" thing on one of the tables. I was enjoying teasing Dan by bending over to take shots, but I noticed some of the other patrons paying attention, too.