Entries from October 2010 ↓

Was Bad Annie very bad? I relented and took ex-boy home last night.

I told J. I wanted to see him naked again. We’re going to try to set something up next week.

Bad Annie = Happy

updated november:
e.
yes, ex-boy

this year:
b-boy
ex-boy? can’t remember timing
new boy
J.
Creepy V.
J. & A.
G.

Just tryin’ to keep track.

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.

still undecided about all this. j. and i still text most days and I’d love to fuck him again, but I suspect the novelty has worn off for him. or he’s just busy. hard to tell.

I need the modern girl’s guide to sex and etiquette. who the fuck knows how this is all supposed to work any more.

i go from elation at the attention (a text from him, a message on OKC) to complete depression if I don’t get any attention for a while. This can’t last.

tonight, flirty texts from m., finalized date with g. tomorrow, online chat w/the 28yo trainer, message from slutty guy who’s moving to nyc. lots of attention but still kind of sad over not seeing j.

i need to get over this.

It’s like the whole world just figured out I’m hot. I’ve been in good shape for a while now, but in the last few weeks — hell, the last few days — the compliments have been rolling in. The neighbors said something. C. at the coffee shop said something. The adorable boy at the wine shop said something. KD and hubby said something. The other neighbor. It goes on, and it’s starting to go to my head. I’m proud of my new body, and I’m sure having a lot of fun with it (lol),

Is it the body or the confidence? Maybe it’s just the clothes. I finally bought some stuff that fits this new Bad Annie booty.

If you’re a long-time reader, you’ll remember my earlier posts talking about how being so fat was making me unhappy. I am proud that I changed that, and I’m delighted to report that I am indeed happier.

I can’t figure out how I feel about things until I write it out here. It’s not like I can talk to most of my friends about it, after all.

I think I really do like J. I can’t quite figure him out — does he do this a lot? or did he just get really lucky finding the two of us?

And I’m not sure what to do, overall. Heading into holiday season, it would be really nice to have a boyfriend or girlfriend to take to parties and etc. But now that I’ve started down the slut road, do I really want to lock the door and start fucking only one person again? Is this a choice I have to make, even assuming I could find someone?

Maybe my new ideal is in between — an open relationship? or semi-open? someone who cleans up well enough to play the boyfriend, but open to a little something on the side. I guess you make up your own rules along the way. Maybe you only bring in third parties together, no one-on-one extracurriculars. Maybe you only fuck other women, leaving the cock as the exclusive. I don’t know but I guess I don’t need to figure it out until the situation presents itself.

I’m a little worried that I might fall for him and get my feelings hurt. There is no question that this is an up-front, sex-only relationship, but did I mention that I do kind of like him?

Okay, now that I write this, I think it’s just transference. I should probably go fuck someone else and get over this quickly. Except my ass hurts a bit, so I should probably wait a day or two before getting naked with someone.

I’m leaving my profile as ‘bi.’ I only changed it at J.’s request, and I had some hesitancy over that, but now that it’s true? guess what, it’s true. I’m totally open to either gender. And equally important? totally open to other threesomes. It’s really kind of nice. I might respond to another OKC guy who is openly in an open relationship, see where that goes.

Speaking of which, adorable 28yr old trainer girl wants to text tonight. She seems a little lost and I hope I can help her. I’d love to fuck her but she sounds like she wants a relationship, I don’t think I’m up for a confused 28yr old in NJ in my life.

Coffee date in a little while with another OKC guy, we’ll see what that brings.

Stay tuned for more from the sex chronicles…

Where do I start? A. and J. and I just couldn’t wait. We made plans for Saturday, then moved it up to Friday, then what the hell, jumped on it Wednesday night. Met at a bar down the street from her place, just to be sure I guess. J. seemed a little nervous about whether we’d hit it off, but we’d already pretty much decided it was on, it would have taken a pretty big turnoff to call it quits.

The bar has booths with curtains, we sit at one in the back and when J. goes to pay the check, he closes the curtains and A. and I start to make out. lol.

So we all go up to her place, now affectionately referred to as the sex den, and she and I strip pretty much the moment we walk in. Sex all night in as many ways and forms as we can think of. I hadn’t gone down on a woman since the 80s, I was worried about technique, but it seems to have been okay enough. I do watch a lot of porn, so it’s not like I don’t know what to do, it’s just that I’m out of practice. She set up a ‘taste test’ for the two of them to see who was better at making me come. For the record, it’s him– wow he is seriously good at cunnilingus. And what a champ, it’s gotta be hard to keep up with two horny women and you’re the only cock in the room. She’s so excited about my virgin ass – made sure that he fucked hers so I could watch and get inspired. Oh, did I mention that she ejaculates? I’ve never actually seen a woman do that. Her poor couch. She finally kicked us out around 1am, it was a school night after all.

Later Thursday, J. texts to say he mentioned the night to another friend, who wants to join in, with her friend J. We set up a date for a Friday Fivesome.

But later on Friday, they back out, so it’s back to us three. Back to the sex den. J. brought his puppy dog to hang out with hers. More of the same, with some new twists — A. bought a double-sided dildo. Looking at it, it didn’t seem all that interesting to me, but turns out it was kinda fun. We mastered it right away. We fucked and fucked and fucked until around 4, when we decided we were spending the night. We fall asleep, J. in the middle so again I’m spooned by him and the puppy. That really does make me happy. At some point they switch and A. gets in the middle. J. sleeps through most of the night, but A. and I wake up every couple of hours and finger through another orgasm. I’m not certain how many orgasms I had earlier in the night – maybe three? but I had *another* three *after* we went to bed. Un-fucking-believable. Eventually it’s early afternoon and we get up, A. makes us coffee and we walk the pups. Then back up for round eleven. In the middle of J. fucking me, I turned around and asked for the lube. He’s pretty gentle with my virgin ass, A. tried to help me come while he’s in me but it kind of hurts, I can’t focus on coming. It does finally loosen up after a while, but overall, it’s not that pleasurable. I had higher hopes- maybe next time. We finally break up the party around 3 and go about our days.

Summary: not all that into her, but what a good time, she’s such a sweetheart slut. I will absolutely do them again.

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.

The responses I’ve gotten have changed since I changed my profile to “bi,” and not just because they now include women. The types of men who respond have changed, and the overall vibe is different.

I still maintain most guys are straight or gay, and most women are bi.
Most straight guys think bi girls are hot. Most gay women think bi girls are slutty.

Are we indecisive? or just more honest?