OK, so I don’t always exercise good judgment. Ended up out with K. twice more that week — once to see Broken Bells, great show, and again Friday night. First impressions still hold, though: he’s looking for a girlfriend, I’m looking for an exit strategy. He’s had a vasectomy, hence him not being worried about getting me pregnant. Still weird, though, and entirely inappropriate for someone as active as I’ve been lately (although I’ve been very safe elsewhere).

After my foot surgery (more on that later), he came by to keep me company Saturday night… yes, I asked him, I guess I just needed to play this out. He confided his growing interest in me, really wants me to reciprocate. I keep putting him off but realize I’ll have to address it asap.

In the meantime, pushed for a rescheduled date with G., who seems so much more appealing right now. Together, nice big dick, no complications. We’re going to spend an evening in at his place, order in, watch a movie.

Tomorrow, I’ll deal with K. Can’t let this go to the holidays; he should have a chance to try to drum up something else. I have a feeling this is going to be bad though. I should have ended it already but there is a part of me that likes him. If he was willing to keep it casual and just become part of the repertoire, it’d be really fun. Oh well – can’t always get what you want. If it’s all or nothing, I’m voting nothing.

Ta for now, dear readers. Bad Annie’s gotta get ready for her date.

Bad Annie was hung over today. Couldn’t bring myself to go to work — called in sick, but worked from home for the afternoon.

Why? I went to Bootcamp, dashed home to clean up, then straight out to my first date with G. Skipped dinner, drank three glasses of wine. Now three glasses normally wouldn’t do much, but after hard exercise, without any food, and very little sleep….

oh yeah, I fucked him. Really wasn’t sure I was going to at first but then it’s midnight and what the hell. He’s different than the boys I’ve been dating: older (51), stable, and oh yeah, rich. Has a 15 yr old son, a brand new 2br loft in Soho, a weekend home in CT. A little bitter about the divorce but trying very hard not to show it, so okay. Used to work for our mayor’s former company, now deals with private equity investments. Likes music, goes out a lot, good company.

no real sparks. but a gigantic cock, and ready to go twice last night and again upon waking. Bad Annie really likes morning sex.

so I’ll see him again on Tuesday (he has the kid for the weekend), and we’ll see what develops.

First date with M., a bank CFO originally from Kosovo, raised in the Bronx. 6’4″, big guy but not entirely comfortable with it, especially in a crowded Spotted Pig. Nice enough guy but a) talked a lot about what he liked and needed in a woman, and b) kept talking about how spare my online profile is, which after a while made me uncomfortable. Am I really supposed to have some list of must-haves and dealbreakers?

He will only date women who are over 5’4″, with light colored eyes, with good hygiene. He can’t date Indian or Asian women because curry smells. Wow, did he really say that? He couldn’t stand the lack of hygiene when he went to visit cousins in Albania.

Maybe I’m being too harsh. But still, not making it to date two.

Update: just got email from him asking me out again. In spite of having absolutely no intention of accepting, it was still surprisingly important to me that he wanted to.

Jesus.

Yes, that needed a headline. It was about fucking time. Met him online, kind of surprised to have escalated it right away, but I needed sex and there he was, looking for it. Looking for me. So not my type– kind of preppy looking, but smart and funny and very comfortable talking explicitly about sex. I’m never initiating that conversation, but I’ll participate; it was kind of fun. He thinks I’m sexy. He loved how I sucked his cock (though to be fair, I’m really very, very good at it.) He seemed surprised that I woke him up early for more. I’ve no idea where this is going, and I don’t think he’s boyfriend material, but he has really nice dimples and an adorable smile and wants to fuck me with another chick if we can find one. I’m not giving him a nickname yet. He’s just J., for now, and I’m trying really hard not to online stalk him, but I would like another piece of that. Soon.

my ‘hood for another WC match with new boy, back to my place for sex, out to the movies, back to my place for dinner and more sex.

same impressions as last time. i’ll give him credit: three orgasms, truly. he really does have a talented tongue.

I think he thinks he’s about to have a girlfriend. I’m looking for exit strategies. Gotta decide if I’m going to man up or weasel out.

Did I mention Bad Annie went on a date? a real date, like a real girl. Met him at the usual bar on the night of the big snowstorm. He followed up the next week, made plans ahead of time, put some thought into where we went, paid for the drinks, walked me to the subway, somewhat chaste kiss good-night, called the next day, texted a ‘good weekend’ after. Oh, I’m not at all into him, but it’s very, very nice to be able to say my last date was last week instead of 22 years ago.