July 15, 2006

I need a rebound. My boyfriend and I have just broken up - for good. I love him, but it's over. I need someone to help me forget... at least for tonight.

This was the first time I'd ever posted. I had NO idea what I was getting myself into. My inbox was flooded almost immediately after I posted that ad. Why do men feel the need to send photos of their genitalia? Who takes photos of their genitalia, for pete's sake?

After a whittling down process, I settled on one candidate. We exchange a couple of emails, and he sent me his phone number. We chatted for a bit and I got his address. It was late - about 1 am when I got to his apartment in the Lower Haight.

I was super nervous. He asked me to have a seat on the love seat in his room. He sat next to me and began to massage my shoulders. This didn't really help, but I figured "in for a penny, in for a pound," so I went with it. There wasn't really any small talk. He laid me down, pulled down my pants and underwear and dove tongue first between my legs.

I didn't reciprocate, instead I just asked him to put a condom on. He fucked me for a while, then said "let's go into the living room." He wanted to fuck me bent over a chair in front of a window overlooking Haight Street. We did that for a while then went back to his room to fuck some more. He pulled out some lube and asked if he could fuck me up the ass. "I've never done that before," I said. He assured me that he'd be gentle. He was... but I don't think it's my thing. I told him that "there's something to write about in my diary."

I didn't come. I wasn't surprised or disappointed. It takes a lot to get me there under the most "usual" of circumstances.

I left soon after. I felt like such a "bad girl." I kind of liked it. I have no idea what his name is, but I remember where he lives.