December 2, 2008
"I was home and got a phone call from a woman who I went to high school with (whom we'll call Diana). She lives in Europe where she has become entertainer (and she is smoking hot). She said she was in town for the weekend and wanted me to come to her hotel room Saturday night essentially to have sex – I don’t remember how exactly she framed it but it was obvious.
Smash cut to the next night, I arrive at the hotel – she is staying the governor’s suite at the Millenium Hilton (I know it cuz I hosted a bachelor party there). She greets me in a robe. I walk into the room, and another woman we went to high school with (we'll call her Sally) was there hanging out with Justine and there was also a poker game going on involving 4-5 Asian high school students., who paid us no mind at all. I think there were 3 boys and 2 girls.
Sally stays for a little while and we’re just talking. One thing that comes up is that the night before, Diana had done the same thing with this other guy from high school who I did not get a long with at all and I remember this made me feel anxious, like I had to do better than him.
Then Sally said she has to go – she is taking the kids to eat at Stewart’s. I express surprise that there is a Stewart’s in NYC but she says there is. She gets ready to leave, letting me know that I am in for the night of my life. I tell her that I owe her one, that I’ll take her to dinner at Stewart’s.
She leaves, and suddenly I am in a robe too. Diana gets us some drinks (bourbon) and we start fooling around on the couch, with the poker game continuing right next to us.
Then the alarm goes off.
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