Vacations are the kiss of death for my relationships.

I broke up with Leo three nights ago. I’d been writing about how I felt about him and doing my usual processing of things. I’d spoken to my Mom earlier in the week and decided I’d just see how things played out. There was no “burning platform” to break up. No crazy blog-finding (Fox) or police action (HWSNBN) or wives who found out about a relationship (Tony).

I decided to see how the next few weeks went, now that I’m finally relatively physically mobile and we could have more active dates. It had been 5 weeks without any Tony contact and I was working my way through that.

But the decision wasn’t sitting well in my brain. Continue reading

Despite all of my progress…

I have Father issues. After my Dad and Mom split up, my Dad went to work in another city for over a year. I was 7 years old, and it felt like forever. I took a plane to visit him once or twice and he wrote me letters.

But despite the relatively short time and connectivity he felt as a grown-up, it was very different for me as a child.

I never really internalized my Father’s love for me until much later in my life. He was the kind of parent who praised me for my good work along with a reminder I could always do better. As a driven professional adult, I appreciate this, but as a child, it doesn’t feel good. It felt like I was never good enough and my Father didn’t love me for who I was.

He had a second child with my stepmother and he became much more overt about his love.

But the damage was done.

Continue reading

A gorgeous Saturday afternoon, nothing but my thoughts.

Of course that’s not true; I’m with a girlfriend, her parents, and our three collective children. We are, quite literally, in the middle of nowhere. It’s been a night and day of sun, water, swimming, laughs, music, day drinking, and snacks.

I haven’t had any stories I’ve had the time to make a whole blog post but I thought I’d catch up on a few things (and people).

Work has been super busy. Evenings after putting Liam to bed, weekend monitoring of emails, and the like. We are really close to a big deadline and while it’s not gone super smoothly, so far the problems are all manageable. I was brought in to save it and I really hope I prove to have done so. Continue reading

Doug the sailor is being set adrift

I don’t regret many of the men I’ve had sex with. Certainly not that many in the last three years; just one. Unfortunately I have to add Doug to the list, I’m afraid. It’s not a strong regret but simply – it was sex I could have done without.

Doug is being set adrift.

After our first date, I knew there wasn’t long-term potential. There were too many divergent interests, attitudes, and behaviors. But he was fun and I could see perhaps spending a few rowdy nights hanging out on his boat.  Continue reading

Dinner, wine, and quality time with Jake

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I originally titled this post “Friday night was slutty even for me”, but in the grand scheme of things having sex with two men in the span of 6 hours isn’t the most extreme thing I’ve done. Not by a long shot.

In my car on the way to my girlfriends I called a blogging friend for a first-time phone call; it was a delightful way to spend the drive back into the center of the city.

My friend and I had a couple of hours together – she’d just come back from an amazing trip and regaled me with the stories. We ever so briefly touched on my pre- and post-dinner plans. She’s been dating the same man since shortly after I met Tony, so she’s comfortable in her year-long relationship and thankfully her dating chaos days are behind her. At least for the foreseeable future. Continue reading

i've filled my online dating dance card

My dance card is full again

Clark wanted to get together on Sunday but I said no. Not for lack of physical desire (sex just stokes the internal fires), but I’d had my emotional fill of cock that week. He has been pursuing me, asking when we will see each other. He is single and keen for “good pussy” (Lewis’s words).

I’m seeing him on Monday along with Lewis. Maybe with a bonus (third!) dude and the woman from before. I’d be happy to have all three men at my own disposal but perhaps that makes me greedy. Fuck it, I don’t care.

I am seeing Jake on Friday. When in my latest “screw it I’m filling all my time with girlfriends” phase I booked time to see a close friend for dinner. Jake will come over afterwards in what I’m sure will be a repeat of our last date. I’m okay with that; we’ve discussed setting another date with more time together. Continue reading

juggling multiple sexual partners

I had sex with 4 different men in 5 days

Monday was Ian.

Wednesday was Tony.

Thursday was Lewis.

Friday was Jake.

Four men in five days. I turned down Clark although he’d asked to see me on the weekend since he missed out on Thursday. How did I feel about it? Mostly powerful. Definitely slutty. Continue reading

a squirting second date

A two-year wait for date #2

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Jake’s profile had appealed to me for a few reasons. It was well written and honest and had intellectual depth. He was tall and bulky and while not conventionally attractive I liked his look. Obviously, I liked that he’d followed up with me each time I came back online.

He asked me when I wanted him to come over with a bottle of wine. I told him I didn’t lead with sex anymore and perhaps we could go out for dinner. He was good with either but reminded me we’d already had sex and he knew we were both sexual people.

At some level I believed it wouldn’t make a difference with him. From the beginning, I think he was more like Jason and Andrew, where even if you have sex with them early they still see you as relationship material.

Continue reading

i fucked a lot of guys this week

My busy week | Thurs Lewis & Fri Jake

Monday | Tuesday & Wednesday

Thursday was Lewis’s. The week prior we went to a formal event together (which was awesome) and he came over to my place afterwards to let off the sexual tension building all night. Before he left, we agreed to meet this past Thursday. He also promised to take me dancing at some point this summer and I hope that can happen. I would love to be on a darkened dance floor with him.

Thursday was just going to be the two of us, but at some point during the day when my phone pinged with a new text message I looked down to see: “Clark said he’s free too…”

Gulp. Continue reading

saying goodbye to tony

My busy week | Tues & Wed (with Tony….ssshhhh)

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Tuesday | Out with girlfriends

Tuesday night I went out with some female colleagues after work. One of them is a friend and I’m also her client. There’s a high end restaurant at the base of my office tower, it’s her favorite and she always pays (client appreciation yay!!) so we go there.

We eat a lot of great food, drink cocktails, and multiple bottles of wine. While I got home by 10pm, I was pretty drunk. Keep it together drunk, but I wouldn’t have been able to do any work or drive a car.

My brain still didn’t shut down. Perhaps this happens to everyone, but when I’m trying to move past something the thoughts just seem to circle endlessly. The rejection of Kyle, saying goodbye to Tony, what the fuck I was doing back on OK Cupid, was I fooling myself about what I was doing. You know, typical pre-bed thoughts.  Continue reading