BadAnnie finally picked up a boy in her coffee shop. I mean, I go there every day, but never once has anyone tried to pick me up — until last week. Adorable French boy, visiting his friend for the holidays. At first just sociable, they shared my table, made conversation. Came back the next day and he asked me to share again even though it wasn’t crowded – and on my way out, asked me out for a drink when we got back from Christmas. I knew better but said yes anyway, figuring he’d probably come to his senses over the weekend, but no, he texted me, and the night of the blizzard, we went to the Village to see music.

Kissed me in the bar — wow. He does this biting thing when kissing that is really hot. Impossible time getting back, he’s in ridiculous fashionable shoes in a blizzard, no cabs (not that they could drive anyway), finally got him on the subway home. He was a little sick and had been out in the blizzard, so I made tea, but we started fucking before we could drink it.

We started on the bed, he was surprised by my blow job skills, almost came right there but held back, got the condom on, got me up and fucked me in the kitchen. The kitchen? okay, whatever. From behind, with me leaning over the sink, but then (way cool), my arms on the counter behind me, my feet on the opposite counter in front of me, him in between. My trainer would be proud at the number of tricep dips I can do.

He’s passionate and romantic. Back on the bed, round two, he’s on top, one of my legs on his shoulder, in deep, and he gets this wicked little smile and says, if we weren’t using a condom he’s pretty sure he’d be impregnating me now. What American boy says that? It was truly intended as a loving remark, I didn’t feel the need to tell him I probably wasn’t getting pregnant anyway and in any case wouldn’t want to be…

Round three in the morning, he really wanted to come in my mouth, was surprised I encouraged him. Cleaned up and went back to the coffee shop, kind of glad my regular staffers weren’t there, the other one already a little scandalized.

He wanted to see me again in a day or two — I said sure, again figuring he’d probably back out, but he texted again to set it up. I backed out since he’d given me his cold and suggested we try the following night — again, for the third time, sure he would back out, but no…. we went bowling. It was fun, even if I’m still a little too injured to be sporting, and we came back here again. He really is very sweet.

Oh, and I’m going to hell for sure. He’s 24.

Nice date with G., as planned we ordered in thai food, watched a movie, fucked. Sex and affection are nice, but this isn’t love.

He’s going to spend christmas through new years in kent with his son – Bad Annie needs to look for another new year’s date. I’m okay with it, though; our relationship is nice, comfortable and without expectation. Guess it’ll stay that way.

I almost bought him a Christmas present. I couldn’t imagine that he planned to exchange gifts, but I got nervous. I brought a bottle of champagne and then chickened out on going to the store in Soho — and glad I did, there was absolutely no need.

He does have a giant cock. Not to mention the thickest one — feels amazing inside me. He’s so big, it’s practically heroic going down on him. Speaking of which, I have been maligning him, at least in my head, thinking that he never goes down on me. He did last night and I remembered he has before, just not every time. He’s not very good at it, but seriously, with that dick, who needs to be. He had some trouble staying hard, first time with me. I’m chalking it up to the wine. I didn’t think we drank that much – the champagne, and a bottle of Napa cab – but I’m a tad hungover this morning, so it must have been more than nothing. Still a fine, fuckable evening.

As usual when I’m with him, I didn’t check my phone/email even once until this morning. Funny he’s the only one who gets that respect/attention from me. Texts and email from K., probably wondering where I was. Yikes, gotta deal with that. Please tell me I’m not desperate enough to continue this just so I don’t spend New Year’s alone. Though as I write this, Trainer Girl just messaged me on OKC — maybe I’ll see what she’s up to. Doesn’t fucking a 28-year-old girl from New Jersey who just broke up with her boyfriend sound like a much better plan?

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.

Finally hooked up with K. He sent me an invite through a dating site – kinda funny. I took it as meaning he wanted me to have no doubt of his intentions. Turns out he’s been in a rough patch lately. He seemed in need of some female companionship, so I stepped in.

Not so great, as I could have guessed. Didn’t like using a condom and in a spectacular lack of judgment, I agreed. Can’t do that again. (p.s. just determined not pregnant from before, do I have to worry again?)

He wasn’t so into fucking at all, though. Much more interested in pleasing me, which would have been nice if I’d been more sober. Finally had to tell him to hold it until morning… so he woke me up softly fingering me. Actually very nice – I’d already decided the only way out of this was forward. He was pleased I finally came but then immediately started up again, had to tell him once more to take a break.

Worried he actaully likes me. I really don’t want to repeat this.

G. spent the holiday with his sister, finally texted me Weds. E. was with family then friends this weekend, only replied after my second text. Ex-boy spent the day with his new squeeze but couldn’t tell me about it until after.

Guess I am just the girl they fuck sometimes. Is it too much to ask for a little friendship and decency along the way?

1. pretty sure I’m not pregnant. took a home test last week, negative. it was only at two weeks, though, so I’ll do another one this week just to be safe. hugely relieved. also – to be honest – a tiny bit disappointed. i really, really, don’t want a baby or another abortion, but maybe i’m a tad sad that i probably actually can’t. how fucked up is that.

2. saw the lad a second time. he walked in the door and just fucking seduced me. almost didn’t make it out of the doorway. wow. after, opened a bottle of wine but then decided to go out down the block and have a beer. nice to be out with him, nice to be seen (!) on the block with him. very, very nice to fuck him. in the morning, ended up in a crazy yoga sex position, my poor hip flexors but yeah. wow.

3. still seeing G. as well. i don’t know why it surprises me, but it does. he’s very sweet, considerate, always walks me downstairs to get a cab in the morning, loves showing off his new apartment stuff. last week, new paintings, he has good taste. easy enough i suppose when you have that kind of money. did i mention he spent 2.1 million on the apartment? cash? i’m surprised i care, but i do. lovely break of dawn morning sex too, I think the best to date with him, very relaxed and sexy.

4. still think i need to work out a girl date. i like these guys but i’m not having enough orgasms with them.

5. oh. fucked ex-boy again, this time at the river after our hosts went to bed. he’s seeing someone now, too. no idea why we keep doing this.

The bed still smells of you, E.: sweat and sex and you. I know that I should change the sheets, but I just can’t.

Saw G. again on Weds, after Bootcamp. We went to a wine bar across the street from his apartment, nice, then up to the new apartment so he could show me the progress the designer had made. We decided to inaugurate the place. On the couch, then in the window, Standard style. Morning sex again back in the rental downstairs. He loosened up a bit, turns out he likes sticking his finger in my ass while he’s fucking me, I bet it’s because he can feel his cock (or the effect thereof) from the other side. I still haven’t come with him, but the fucking is nice.

So… he does have that giant cock, and after three goes in six hours, I have to say, I was actually a little sore.

We were up until 2, got up at 7, worked all day, went to the website launch party then wine dinner with friends. Adorable boy from the wine store was there- made my night.

Actually, it made my night later when we were packing up and he said he didn’t want me to leave. So I asked him to join me for a drink and yes, I took the lad home.

Young and sweet and enthusiastic and happy to be with me – skilled and concerned that I was enjoying myself. Another gigantic cock, his uncircumcised, so sensitive but did I mention I was already sore from the night before? Had to alter position a couple of times, it really felt like my cervix was bruised. Yipes. Another night up until 2, though he couldn’t stay over.

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

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.