The guy who won’t even spring for a coffee before sex

Online Dating Fail: I had to share this ridiculous exchange which occurred over a couple of days on Plenty of Fish. I met this guy (never wrote about him) on a hookup site when I first became single. We never met in person because he kept insisting we meet directly at a hotel.

But he reached out to me on POF and after reading his profile it seemed he may have shifted what he was looking for. It said he was looking for a relationship and he’d done a bunch of traveling. Here for your reading pleasure is our unedited exchange (my replies are in italics): Continue reading

back in the online dating shallow pool

I jumped back into the shallow end.

I think it’s been a year since I’ve been on an online dating site. I don’t count AFF because that was about something else.

But this weekend I decided I needed a distraction from Kyle. I also figured it wouldn’t hurt me to dip my toe in the water and see how it felt. I got tired of it quickly last time – surviving a couple of days on OKCupid and a few weeks on Bumble.

So I unhid my profile on Plenty of Fish. A site I’ve avoided for a while, but it’s where I met Shenanigans (still there!), Fox (not there; still dating the woman he met right after me), and Tony (better not be there!).  Continue reading

Leo and I figure things out.

The trip with Leo had my head spinning. I sat on the plane, watching the sunset, listening to music, and turning things over and over. What was it I really wanted, why wasn’t I content, could anything be done about it. What did I say to him, if anything.

Sometimes things are clear for me in dating and I only need to figure out what I want to say.

But with Leo it wasn’t as straightforward. On the plus side, I knew he was trying. He is a solid family man, a good dad, and has close friends. He’s self-confident and kind. He was chill about my blog and seemed to have no issues with my sexual history or even my current ask to be non-exclusive. None of these are qualities to be taken lightly.  Continue reading

When my irritation level runs high.

I have an unfinished draft about a crazy-good threesome but need to get the next update with Leo out.

He joined me for two nights at the tail end of a business trip to the East Coast. It was one month since Leo’s “give me another chance” conversation, and I knew it was a chance to see if anything had really changed in that time.

Leo had been slightly more communicative – meaning he whispered a few more things in my ear during sex – but other than a couple successful drug-free sexual encounters, things were essentially the same as before. Continue reading

I took a new lover. 

My AFF profile was open for a few months last Summer and early Fall. It’s where I met Leo, as some of you may remember. I have zero recollection whether I met anyone else in person from that site – it’s funny how time erases some people and not others – but there was another man who tried and we simply couldn’t connect.

I never wrote about him, because I never met him. The last interaction was him asking me to meet one weekend morning for coffee, then when I agreed to the time and place he went silent. It was the second or third time it didn’t work due to his flakiness so when he reached out again, I scolded him and said no thank you.

That was enough for him to not try again. Until recently. Continue reading

I’m in a weird – but good – place. 

I need to keep this quick because it’s WAY past my bedtime. 

I’m away for work again, another short stint. A conversation with a girlfriend last night got me thinking, and after dinner at her place I decided to walk home to clear my head and hopefully my sinuses. Because yeah, I got my kid’s cold. 

While my head stayed stuffed up, some things became clear.

I really like not having to answer to anyone, and am enjoying my personal freedom at the moment. I almost titled this post “I’m a raging slut” but then realized a) that’s not my core message, and b) “slut” is such a judgy word, and I’m cool with my actions. 

It occurred to me yesterday I have three casual lovers, all black, hung, and super hot, and I’m very lucky for it. They are infrequent lovers, especially Todd, but Lewis and Clark are around enough given how busy I am. 

What is so different for me now than three years ago is I am quite content with the pace of their communications. They reach out when they can and I genuinely don’t notice when it’s been a few days between texts. I’m not fussed. We know exactly what the deal is with each other, and are content with the status quo.

I also have a man who is very keen on deepening our relationship, and who so far has proven to be okay with my blog-big-reveal and the knowledge we aren’t exclusive. Leo and I have seen each other a few times in the last few weeks and it’s been nice. It’s lovely to have someone desire me the way he does. It’s good spending time with him, and I’m not expending much effort worrying about whether it will work out.

Que sera, sera.

A guy I met on Adult Friend Finder last summer (or maybe fall?) who I never ended up meeting – he cancelled a coffee date last minute – texted me out of the blue. He said he’d been travelling for the last 6 months and remembered we’d had good conversations and he asked if we could meet for a coffee.

Sure, why not? Perhaps it will happen next week, but if doesn’t, that’s okay too.

I’m not blasé about my interactions – I’ve had times before where I don’t feel much of anything – but I’m chill. I’m enjoying what’s in my direct path, and focusing on friends and family and work. 

I think that’s an okay place to be. 

Period sex, exclusivity, and a boyfriend.

I’m writing this on my phone, on the beach on the sun, whilst Leo is playing beach volleyball 100 metres  away. Apologies for any mistakes…I will fix them when I’m at my computer again.

We are on Day 3 of 5. It’s been very nice so far.

My body failed me and decided to start my period the first day of our trip. I knew there would be some overlap but was expecting it to be wrapping up by the start. Leo said he didn’t care, thank goodness. But menstrual cramps and having to jump to the bathroom to take out a tampon as a man starts to put his hands down your pants is super annoying. Continue reading

Leo and I are going places.

The only thing I’m going to say about Tony is I haven’t heard from him, and it’s okay.

Leo has been a consistent presence since I broke my leg mid-December. He is mercifully drama-free. My only emotional hiccup so far was feeling somewhat bereft of attention last month, which led to nothing more than some flirty texts and a single romp in my bed with Clark.

No, Leo and I haven’t had an exclusivity discussion. I’ve been putting it off, and he seems perfectly content. Continue reading

When the inevitable happens.

My last two months has been unusual. A broken leg, being in a cast, mostly house-bound is not what I’m used to.

Before Leo came to see me in the hospital, I hadn’t seen him for six weeks. We’d had three dates and then things went quiet as I dealt with the realization I hadn’t fully detached from Tony. I was crazy busy with work.

I needed some emotional and physical space.

Since my injury, while friends have been visiting, my child has been with me every other week, and I’ve been working at home, my life isn’t the same. It occurred to me, perhaps my situation is heightening my feelings for Leo.  Continue reading

I’m conflicted between calm and needing excitement.

The hot: Our last (and second) overnight date saw Leo continue our fisting adventure, this time adding double penetration with his hands and the Hitachi, for long enough at times I almost saw stars.

I could kiss him for hours.

The sweet: Every time he woke up that night, he wrapped me in his arms. He would nuzzle the back of my neck. He gives me bear hugs and tells me how good I feel.

He sends sweet memes.

The work-in-progress: He’s working on his weight loss. A good start, but a long way to go. It’s had an impact on his – ahem – ability to perform. It’s clearly not a deal-breaker for me at this point. Continue reading