I apologize for the length...any advice would be much appreciated.
I’m in my mid-20s, and I met a recent (2011) college grad in a community tennis league. I’ve been in a couple long-term relationships, whereas he’s had a lot of one-night stands and has never dated in the “real world”.
Despite our dating differences, we clicked right away—ex. he’d come watch my matches, and we’d flirt on the sidelines while watching our teammates compete, etc. Shortly after we first met, he had said that he was disappointed because he thought I was engaged because I wear a ring on my right ring finger. I told him that I was definitely single, and that engagement rings go on the left.
After a couple weeks of hanging out through tennis and exchanging texts (he usually initiates—telling me about his day... not much flirting, unfortunately), he asked me to get a drink with him. The setup of the bar was a bit strange, so we couldn’t really touch, but the conversation seemed to flow well. Two hours later, I drove him to his place. Pretty much the second the car stops, he says “thanks so much, i had fun” and BOLTS out the door. I thought, wow, I must’ve misread him. But then shortly thereafter, I got a text from him saying that he had a great time with me and that we should do it again sometime. So I chalked up his strange behavior to nerves.
The next Friday night, he took me out for drinks and pool/darts. Many of his friends were there, but we spent about 95% of the time focused on me, which was both unnecessary and sweet. During that outing, he made a few attempts to touch me (ex. hugged me when we won a game). We left at closing time and found ourselves parting ways at a ridiculously lit and busy intersection. He fumbled over his words for a while and ultimately asked to make future plans... and then the night ended with a friendly hug. He has never shown any signs of nerves to me, so my read of it was that he was stumbling over his words because he was nervous, and that he genuinely wanted to go out again.
The following night, he sad he wasn’t feeling well, but he invited me over to his place to watch my favorite movie, Shawshank Redemption. We sat next to each other, but there certainly wasn’t much cuddling going on—in fact, I’d say the little contact that we had was platonic. At some point, he put his arm ‘around me’, but I think he was hugging the couch more than he was hugging me. Throughout the movie, we paused it a bunch of times to chat, so I ended up leaving really late in the morning. Before I left, he asked to meet up again, but I couldn't solidify anything because I'm really busy this week. He then gave me a one-armed hug and pretty much shooed me out the door. Ouch!
So now I am thoroughly confused... Between the texting, the compliments he gives me (“I was disappointed when I thought you were taken”, "I really like you're new haircut"), and the frequency of our hanging out makes me think that he likes me. I can’t help but think he’s a bit shy, because he has said that he has “no game” and that he is intimidated by the fact that I'm a grad student at Harvard (not to bash my school, but I don't think that going to Harvard makes you any better than anyone else). But on the other hand, the lack of physical contact (and when the little awkward physical contact that we do have) makes me feel I’ve been slated to the friend zone.
Any advice?!? This is getting to be really frustrating!