A Tough Break

Sunday, June 13, 2010
There are a lot of things about relationships that make me squirmish, but one of the most uncomfortable is when I feel like the interest level between myself and my other isn’t equal. I first experienced this in high school, when I started dating my aptly named High School Boyfriend.

He had had a crush on me for months, it seemed, but I hadn’t really thought about him romantically until right before we started dating, when it was presented by a friend of his. I liked him well enough, but my interest was new and I had to end something with someone else to start things with him, so I eased into it. For him, though, it was like he’d gotten this gal he’d been pining for, and he went right into relationship mode. I got roses for our one month anniversary and he cooked dinner for our two month. He also bought me a stuffed animal from his spring break, and a sweatshirt from the college I was thinking about going to.

It always felt like my attempts at showing emotion were never enough, and in part that was because he was mushy gushy (and I most certainly was, and still am, not) but mostly I think it was because we didn’t have the same level of affection for each other. When I broke up with him, he seemed devastated, and continued being that way for the rest of the summer. I still think some of his friends hate me for breaking his heart.

It was all for the best, of course, and I would never stay with someone just so I didn’t have to hurt their feelings, I would just prefer if breakups could be mutual. As in both parties see the relationship is clearly not going anywhere, and then part as amiable social acquaintances. What? I can pretend it’s possible.

I know now that things with The Bowler aren’t going to work out. Saturday night I asked him to leave after we watched a movie, citing a headache. I did sort of have one, but I also wanted to stop the awkward attempt at making out so I could order pizza.

I’m just not into him romantically. I gave it plenty of chances, but it’s not there. And I feel I am right back there in high school, hoping not to crush his feelings along with our budding relationship.

I could be misjudging his interest level, but I’m pretty sure he was hoping we would work out. He’s taken down his OK Cupid profile, invited me as a FB friend (reserved only for serious, serious boyfriends) and started texting me status updates (he’s on a road trip of sorts, they just left!). The last time he was over he left beer – saying he was pretty sure it wasn’t going to be the last time he saw me.

He’s going to wish he took it with him when he’s back in town.

Houston, We Have a Problem

Sunday, June 6, 2010
Let’s talk about the sexy time scene, because realistically the difference between a good buddy and a boyfriend is what happens between the sheets. I myself struggle with the appropriate timing for escalating the sexy time activities, but there’s a couple of fundamentals that I don’t think should be messed with.

In early dating, I want to be wanted. I want there to be flirting, complete with suggestive talk and suggestive body contact. I want there to be some restraint, but if I give a guy the green light, he better step on the gas.

The Bowler started out well in this category, but on date #4 things started to fall apart.

First I wasn’t into him. It was a movie date at his place, and almost immediately I was thrown by the early 20’s dude feel of his living room. It wasn’t so much the mismatched furniture, or even what appeared to be a complete set of Cubs’ bobble head dolls. No, I think it was the 50+ shot glasses lined up on the window sill that simply turned me off. Just because you don’t have room for a man cave doesn’t mean you can substitute your living room for your stupid guy stuff.

I knew I would not be entering his bedroom (would there be plaid sheets and a cotton comforter, a la bed-in-a-bag?), and probably not even the bathroom. I never recovered that night, despite his encouraging neck massage and the delicious margarita I had drank. I practically bolted after the movie, flat out shooting his sexy time intentions down.

Sometimes things are just off, though, and I’m not one to throw out a good man because he has bowling pin trophies all over, so I gave myself a pep talk and tried to rebound. And that’s when The Bowler dropped the ball.

He was in attendance at a little get together at my place and after things had winded down, fueled by plenty of tequila, I attempted to again see The Bowler in a romantic light. I couldn’t tell whether he was being respectful or just plain didn’t know what to do, but outside of his relatively uninspired kissing technique he didn’t bring anything to the table.

Ugh, I had not anticipated this. I was hoping bedroom compatibility might be the push my lukewarm feelings needed, but now it seems I may have to do all the initiating and possibly even some skill teaching. That seems like an awful lot of work.

I guess it's always something.

Easy Does It.

Thursday, June 3, 2010
After what can only be described as an unending series of crappy dates, frustrating email chains and downright rude boy behavior, I have to say its remarkable how easily I transitioned into what feels a lot like “regular dating” with The Bowler. I can’t believe I didn’t have more hang ups. Maybe I have been learning something this past year.

I should explain “regular dating”, since my belief system is clearly out of line with mainstream single America. In regular dating, it’s clear to both parties that you’re interested in each other. You talk – via phone, email, text – depends on the relationship, and you hang out in person. The hanging out is usually initiated by one party, and accepted by the other. You agree to do something at a specific date and time. And then you actually get together and do those things. Over time, you figure out whether you’re developing deeper feelings for each other. Oh, and you usually make out. A lot.

I guess that’s what I’ve been doing with The Bowler. Our lunch date led to a movie date, which ended with old school high school making out on my couch. We moved right into milestone date #3, which turned out to be a traditional dinner date. We hit a little snag in the restaurant choosing process – as the Bowler appears to be extremely limited in his cuisine interests (rejecting the entirety of Japanese/Chinese/Thai/Indian dishes), but I let him choose, and then went so far as to let him pick me up… in his car… at my condo. This is practically unheard of in my city dating experience, even more so because the restaurant we were headed to was between us, not on the way.

Seemed okay, though. As did extending an invite to join me at a friend’s birthday party after dinner. Now, to be fair, this wasn’t my core group of friends, and I was pretty sure I would know a maximum of 3 people at the bar including the birthday gal. I needed some backup, but it also seemed like a natural progression. And he did great, moving up a notch in overall attractiveness.

I don't know yet. Whether I like him, that is. I haven’t flipped that all important switch from “I don’t dislike him” to “I like him”. Normally it comes a bit sooner, like immediately, but normally I don’t make it to date #4.

It's taken me a long time to get here, though, so I don't want to get ahead of myself. As it turns out, when you meet someone you think you could really like, you don't actually worry about where it's going.