OK, NIK, here is the short version (oh, there is so much more) of the last guy I went on several dates with. I usually call him "Mr. Half" when I talk about him to my friends.
Background: I live in a fabulous part of the city. There's tons to do here -- art cinemas, a large university (as well as several smaller colleges), yoga studios, beautiful parks, old homes, interesting bars and restaurants, an amazing bookstore, and most of the businesses are locally-owned. I think my walk score is something like 97 and I can go months without using my car as I bike/walk most places. (Not in the winter!!! I drive now!!!)
He lives about 20-30 (depending on traffic) minutes away from me in an area that is mostly big box stores, chain restaurants, corner bars, have to drive to get anywhere, etc.
(One of the things I love is that there are neighborhoods that cater to everyone's preferences. I love love love my situation, but I know it would be hell on earth for many people!)
First date: It's lunch at a decent place, but about 20 minutes away from me. I'd suggested restaurants closer to my house, but he didn't think it would be fair (he did, in fact, say that) if I could bike to our date and he had to drive, so he picked a place where we'd both have to drive. I get there a bit early and pay for my beer at the bar. He arrives a couple of minutes late. We get a table, have a nice enough conversation. I'm rather meh, but agree to a second date (I've wanted to go on very few second dates so I'm working on giving the guy a shot over a longer period of time.) Then, the waitress drops off our check. He immediately grabs it. I'm about to offer to pay for my meal, when he tells me "You owe $XX for half." I was pretty shocked, but not thinking quickly on my feet since this had never happened to me before, give him the amount he asked for. I realize later that I way overpaid since I'd already paid for my beer and I'm vegetarian so my entree was cheaper. Whatever. I can afford it and I always offer to pay; it was just the weird way this guy went about doing it.
Second date: He says that since I came out by him last time, he'd be willing to drive to my area of town for dinner. I pick a charming Italian place, and the entire time, he can't stop raving about how good the food is. Once again, nothing spectacular. Check comes, and once again, he calculates how much I owe. And, I'd give him the cash, then he'd pay with a credit card and make comments to the server that made it sound like he was paying for the meal, like he was trying to impress her! Then he asks me if I wanted to have an after-dinner drink at the bar. No shock, he tells me to pay for half of the cost of the drinks. Weird. As we leave, awkward hug.
(Note: I know that I should have not gone on any more dates with him, but I'm really trying to give guys more of a chance!)
Third date: We go to the public museum. I used to have a membership that had lapsed, so when I get there, I decide to renew. He kept asking the membership lady if he could get in free because I was buying a membership! So embarrassing! (Note: he has a good job and lives rent-free in a house his parents own. Money is not an issue. Just weirdness. Weirdness is the issue.)
It was OK, though I expected he would make some sort of move and never did. I still wasn't sure if I wanted to go on another date, so I wasn't going to make any moves, and I was actually pretty relieved he didn't. Figured this would be the last date. Ready to go home, when he asks me if I'd like to go to (a very early) dinner. As we're eating dinner, he comments on how he always has Sunday dinner with his parents, and he's going to miss out this week because he's eating with me. Who would say something like that? I replied that he didn't have to go to dinner with me and he could leave if he wanted to -- he's the one who invited me to dinner! Same thing with the check: half!
There were other dates in there, with similar outcomes. Once, he paid for our before-dinner drinks at the bar (happy hour; total: $6 for two beers); shocked, I thanked him, and he replied, "You can make up the difference when we pay for dinner," -- and I sure had to!!! We were supposed to go to a CD release party after dinner (I really wanted to go to this party and told him that the only way that night would work for a date is if he wanted to go, otherwise we'd have to do another night and I'd go with friends -- he said it sounded like fun) but he begged off, citing tiredness.
Finally, I built up the nerve to break things off with him. But it's been a bunch of dates over 6 or so weeks, so figure I need to do it in person. But that's awkward. I wish I'd just sent an e-mail. We meet at the distillery and take the tour. Then he invites me out to another early dinner. But we've been spending too much time over in my side of town (yes, that's because that's where all the cool things to do are!) so he asks if we can go to a restaurant near his house -- so he can park his car at his house and walk over. Note that we are already on my side of town and there are great restaurants in walking distance! (I mention this, but he is adamant. I figure since I'm going to break things off with him, I'll go to whatever restaurant he wants. I am terrible at breaking things off with people. It's the worst part of dating and while I'm improving, still not great at it.) (Hope I can find a good match before I am proficient at breaking things off. This sucks.)
I agree; he tells me I'll just have to wait 5 or so minutes for him to show up since I'm driving straight to the restaurant and he's driving home and then walking over. He shows up about 30 minutes after me, sweaty and out of breath ("I had to run a bit! I guess I live further from this restaurant than I thought!") Since it's before 4 for dinner, and Sunday is half price kids night, it's full of grandparents with their grandkids. Also, they are playing soft jazz music, so you should use a soft voice while talking. He starts (LOUDLY) talking about how he just found out that his sister likes to do cocaine!!! Except it's so expensive so she can't do it all that often!!! But she says cocaine is great!!! I am dying and probably should have just left. Finally I get him to change the subject but awkward. I hurry up dinner (we each pay half!) I say goodnight (I chickened out and was going to break up with him in an e-mail that night) and start heading to my car, when he asks me for a ride home.
"I thought you lived close enough to walk?"
"It's further than I thought."
"Fine." (In a bitchy tone.)
I'm about to break things off with him in person, en route to his house, when he says, "Well, I think we've taken our friendship about as far as it can go, so I was wondering if you'd like to (grunt, grunt, weird hand movements) take things to the next level?" (I'm pretty sure he was making sex grunt sounds and the weird hand motions were maybe sex motions? Multiple friends have said the motions [replayed by me] looked like he was milking a cow...) I was stunned, so he asked AGAIN. With MORE grunting and hand motions. (If I'm ever having sex with someone who is grunting like that, I will laugh and leave in the middle.) (Just kidding. I can't even break things off with someone, so I'd probably just deal with it, but I'd want to laugh and leave in the middle.)
I was just shocked. Were we on the same date? I said that actually, I thought it would be best if we didn't see each other again, and he asked (AGAIN!) if we could take things to the (grunt, motion, repeat) next level. I told him to get out of my car and I haven't talked to him since then.
Oh, and he never gave me a compliment the entire time, either, even when other people would compliment me in front of him, or when I would give him one. Not that I was keeping score. Maybe a little.
Can you even imagine being in a relationship with this guy? "phmh, we spent 3 hours and 20 minutes with your parents last week and only 1 hour 52 minutes with mine. We need to make it fair!" "phmh, you ate 60% of the grapes and I only got 40%! It's not fair!"
I then took an OLD hiatus; it's been almost two months, and I'm thinking about trying again. But I need to not give the guy that many chances. I'm just not sure when to call it quits and when to give more chances? Everyone here leans toward the latter. This is crazy!