Date 1: Blondie

I will start by saying that my first date with Blondie was the longest continual date (without sleeping) in my life- 16 hours. I would also say it was one of the best.

After a few texts and phone calls Blondie and I decided to go sailing for the day last Saturday. We met up at my house around noon and drove to the boat together. It was nice out when we left, but by the time we got to the boat it was cloudy and very windy, almost too windy to sail (without a crew of people who actually know what they are doing). However, I decided I would look like a pussy if I didn't take her out, so I put up just the mainsail and we went out for a few hours.

Blondie is really easy to talk to. After spending a year with HW, who is quiet and you basically have to initiaite all conversation, it was nice to hang out and not have to pull the conversation out of her. The other nice thing about her is that despite being smoking hot (I think she's the hottest girl ever to say my name back to me) Blondie is extremely low maintenance (so far). She helped out on the boat and didn't care about getting dirty.

We sailed from 1 until about 4, then went back to the dock and popped open a bottle of wine.

Side Note:
I usually keep bedding on the boat, but I took the sheets and blankets off it last month to wash them and never brought them back out. When I was packing stuff to bring out last week it crossed my mind that the sail could turn into a sleepover, but ultimately I decided that a girl this good looking would never stay the night on a first date, and certainly not on my boat in October.

After an hour or so drinking and just hanging out I started to get hungry and asked Blondie what she wanted to do. She said she could eat, then asked "Do you ever sleep on the boat?". The answer is yes, but sleeping on my boat is basically like camping. Sure, there's a kitchen, a bed, and a bathroom, but there's no heat. If it's 50 outside it's 50 inside, period. It can be fun, but I didn't know this girl very well and I thought that I might actually like to have a second date with her and not just fuck her once then never hear from her again because she nearly froze to death in Annapolis Harbor. So I said "Sure, but I don't have any blankets on the boat and it's pretty cold out here this time of year". She left it at that and we packed up and headed back to DC.

We got back to my house around 7 and had a cocktail on my deck. It started to get cold, and we were both hungry, so we decided to walk to H Street to get some dinner. Blondie said "I only have jeans, nothing fancy, is that OK?" Obviously that was fine, so she went into my room and changed while I changed in the bathroom. Five minutes later she walked out of my room looking like a million bucks. She had on tight jeans, a black tank top, and red high heels. I don't think she had on any makeup and was still drop dead gorgeous.

We walked to H St and got some sushi, then went to Smith Commons for a drink. One drink turned into three, and we stayed there until about 1am, at which point the place was pretty empty. It was getting late so we walked back to my place.

I had been with Blondie for about 12 hours at this point and was having a great time. There were a few points in the day/night where we could have politely said good bye and separated, but it never came up. One thing just led to the next. So while we were walking I said "Would you like to take a dip in the hot tub?", and she didn't even hesitate, she just said "Sure, but I don't have a suit, but I have a tank top". No problem.

Back at my place we opened a bottle of wine (our third of the day/night) and I poured us each a glass. Blondie said "I'm going to go change", so I threw on a suit and brought the wine outside. A minute later Blondie walked outside in a tiny black thong, a tight white tank top and got in with me.

We relaxed for a while then started kissing and fooling around. After thirty minutes my suit and her shirt came off, then her thong was pushed to the side and we played "just the tip" for a long time. Blondie did the whole "God I want to but we shouldn't" routine, which is basically a cliche in my opinion. Don't get me wrong, I would have loved to have sex with her right then and there, but I wasn't really pushing all that hard (no pun intended) because I did have some minor moral pangs about the fact that HW was still in the picture and it wasn't a very nice thing to do. Also, I didn't have a condom on me, so I had that in the back of my mind as well. Call it splitting hairs, but I really didn't want to have sex with Blondie while I was still technically dating HW.

I'm not sure how, but we stayed in the tub until 5am. My entire body was pruned-up by then, so we climbed out and went to my room. Blondie said "I can't stay, I have to go home", which I thought was ridiculous given the hour and how far she had to drive to get home (she lives about 20-30 minutes from my house) but I said that was fine and walked her out to her car after she put on some clothes.

Sunday was a day of mixed feelings. I was psyched about Blondie, but I dreaded having to break up with HW. I knew it wasn't going to go well at all. It never goes well, clearly, but I had a feeling HW was going to take it very hard, so I REALLY didn't want to do it. To further complicate matters, I had about nine texts from HW asking what I was doing and why I wasn't returning her messages (she was out of town with her girlfriends). I told her I was out on the boat (true) and that my phone had died (a lie).

I decided to break up with HW when she got home Monday.