Trying to relax with Bruce.

Thankfully, it wasn’t over after sex with Bruce on the second date. We exchanged a few texts as he drove home – an almost hour-long drive – and he called me “sweetie” when he texted goodnight. But I still had dating anxiety.

The next morning I sent a good morning text and we had a brief exchange. Mid-morning he checked in to say he hoped I was having a good day. We had another exchange at the end of the day. All consistent with the days prior.

That night I was at a sporting event with a close friend. A man who reminds me a bit of Bruce, actually, and Bruce and I bantered off and on throughout the game. I asked whether he was used to a woman squirting since he seemed pretty chill about it. Continue reading

Bruce… he of the magic (2)

I hit “publish” by mistake on the previous post. Whoops. I wasn’t going to create a cliffhanger, but those of you who follow me on Twitter already know what I was going to say.

Bruce and I decided to leave my couch and go for dinner. As he moved to stand up I said “ummm can I kiss you before we go?” and he immediately said “yes”, shaking his head to himself as if to say “Bruce you are such a dummy” as he leaned in to kiss me. At least, that’s what I’m hoping the reaction was.

It was as good as the first kiss on our first date. Perhaps better, because it lasted way longer. Continue reading

Three rejections does not a happy Ann make.

I am not happy. I am angry and sad and hurt. I know it won’t last, but rejection in any aggregate form is really difficult. I suppose by now I should be used to the peaks and valleys of dating, but as much as my brain knows it, it still takes my heart by surprise.

First, there was Jack. Thank you, Maggie, for the parable…I’m still carrying him in my head and need to get him out. It hasn’t helped that Liam has been away so I’ve only seen him once in three weeks. My child is a huge help for having my head in the right place.

I was behind on posts about Ray but now I’m sure it’s worth catching up. We had three dates in total and many more conversations. He would greet me in the morning via text and ask to call me to say goodnight. It was nice. He was nice. The chemistry wasn’t mind blowing but it was good enough to keep going to see how things progressed. Continue reading

You can train for Axe, but not for kindness.

Life has been a little hectic the last few weeks. Not just with sex parties and disappointment, but also time with friends and some additional work responsibilities that have made my days far more intense.

I didn’t want to get too behind on writing so I put up two posts about Ray, the one who reached out on FetLife and with whom I had an unconventional but nice first date.

Some of you may have noticed I didn’t talk much about Ray; just how things went down with us. It was deliberate but only so I could get through the date itself. He’s an interesting guy and is yet another man who makes me think through what I want, versus what I actually need, and how the two intersect. Continue reading

dating rule breaker

Breaking rules like the dating badass I am.

Previous Post | Yes, I’m a rule breaker sometimes, even when the rules are my own. But this time, it paid off.

We had planned to go out – I wanted to take him to a great river walk a few minutes from my house. If we were getting along, I knew we would have dinner. And we’d already talked about our views on first date sex.

He was running a little behind and I was so nervous I started pacing. I was so hoping it was good in person because it had been lovely talking to him on the phone.

I’d wondered if he’d show up empty handed like so many men before him.  Continue reading

MFMFM group sex

Just another MFMFM

If you told me 5 years ago I would have a night like last night, I would have said you’re insane.

I had anal sex for the first time at 18 (but never again for many years). I had two threesomes by my last year of College. My ex husband was the first to fist me, at 25. So while I’m not sure it’s all that rare (surveys about sex are notoriously unreliable) my point is I wasn’t entirely vanilla before my split.

But this seems to be a whole other level. 

Lewis introduced me to Todd the first time for a threesome. For last night’s adventure, Lewis brought a woman he’s played with twice. Todd invited another male friend, Charles.

Three very tall, very fit, handsome and hung black men. All happened to wear head-to-toe black. There was a lot of muscle and gorgeousness in my kitchen at the same time.

Due to Todd’s delayed flight and Lewis waiting for Bobbie, Charles was the first to arrive. I was completely disarmed by his handsomeness. So much so, I was giddy. I’m usually pretty chill but there was just something about him that set me off-balance. It was similar to when I first met Todd. Charles had a warm smile, an easygoing vibe, and was ridiculously easy on the eyes.

We got drinks and went outside to talk. He asked how I met Clark and Todd. He told me the only reason he said yes to Todd’s invitation was that both he and Clark spoke very highly of me, said I was awesome and had a “great energy”. He was big into that.

I told him I liked his energy too.

I said: “Ummm… before ‘all this’ starts I was hoping to ask if we could, um…”

He interjected “…Can you kiss me?” 

“Ah, no, that’s not what I was going to ask. But I like that idea… erm… I was going to ask if you’d like to see each other again?”

“Yes, absolutely.”

He gave me his business card and I put it on my fridge then went back outside to join him.

“Can I kiss you now?” I asked with a huge smile?

He answered by stepping forward, wrapping his arms around me and leaning in to touch his lips to mine.

And holy hannah, it was electric.

Whatever I had expected – a blunt instrument, for lack of a better term – turned out to be the precision of a Stradivarius. 

It was slow. The moment our lips touched we paused. There was no movement, only delicious anticipation, then an ever so slight increase of pressure. A small movement so more of our lips touched. A sigh. 

I was shocked. This was not the kiss of a guy focused solely on getting laid. 

We broke apart and both said “wow”. I may have giggled and asked to do it again. We did, and it could have been 5 minutes or 20.

“Yo A!” came the shout from my kitchen. It was Todd, making his presence known. Charles and I broke apart again and bounced (literally) into the house to give Todd a kiss.

It had begun.

Hiccups and tears.

Perhaps I spoke too soon.

Is it normal to have relationship hiccups so early? Misaligned behaviors or communication styles which cause friction? I’m hard-pressed to think of men it hasn’t happened with. Leo, perhaps… but only because he was a very responsive communicator and generous with his time and attention.

It’s the stage of dating that can really suck – when you know enough about someone that you know you want to spend more time with them, but you aren’t secure enough in how they feel about you, and how you are with each other, and you aren’t a priority in each other’s lives yet.

Continue reading

It’s still good.

I haven’t had much to say that’s new this week. The death of my friend definitely had an impact – it’s hard to talk about the excitement of a relationship when I’m also in mourning.

But Jack and I are good. Really good. We learn more about each other with every conversation, and I like what I hear. He is appreciative of my patience with his schedule issues (but really, what kind of selfish asshole would make an issue of his regular hospital visits to a sick parent?) and with my desire to understand his quirks.

It’s not one-sided. He knows I like a couple of quick check-ins during the day (not mandatory but nice) and he’s doing it.  Continue reading

How long before I say its over?

My Dad asked me how long it takes for me to know someone isn’t right for me, how long to assess relationship compatibility? A pretty good question, frankly.

I talked about how I know within minutes how good the intellectual chemistry is with someone. On the positive extreme there was Tony and now Jack. We have that elusive quick-witted and humorous banter. On the other extreme are men with whom the conversation is forced or dull. I can make a conversation happen with anyone, but I don’t want to have to do all the work.

It’s similar with physical chemistry. The very good and very bad are sussed out during the first kiss. I also know whether any first-time sex awkwardness is due to needing to learn each other, versus terrible physical chemistry. Continue reading

Cognitive biases are dangerous in dating.

Confirmation bias: The tendency to interpret new evidence as confirmation of one’s existing beliefs or theories.

In other words, once we believe something to be true, we ignore evidence that contradicts said belief and focus on the evidence that does.

This can work in your favor if people think you’re good at your job, or you’re smart, or any other positive attribute. But there are downsides. Once someone has doubts about you, it is incredibly difficult for you to overcome them.

We all have these cognitive biases (there are so many!), and being aware of them is the first step to moving past them. Continue reading