I had two girls that I liked back in high school, but we never really got past talking, and I never officially went out with either of them.
At 27, I've only ever had one official relationship. I met her after my 2nd year of college in 2006, and the two of us were together for 6 1/2 years.
Honestly, I don't have any complaints. We were REALLY close. For years, I thought that I was going to marry her, I had this perfect little vision all planned out. But it didn't work out. Some time around last November, I started getting wrapped up in gender issues again, she wanted to go do things, she wanted me to be more spontaneous and romantic, but I couldn't do it. I didn't have it in me. We broke up on good terms, are still best friends, and hell, we're actually still living together.
Side note: we never "did it." And honestly, I'm rather happy, because it means that I never did it with anyone as a guy. So my first ever time doing it, it will probably be post-op. I don't know why that's validating in a way...
I'm really not too happy alone, though. My lack of relationships over the course of my adult life has been a constant source of sadness. I love being in relationships. I love having someone to snuggle up to at the end of the night, and I really do want to have a family some day, even though I'm going to have to adopt now, and even though I no longer have any clue what the hell my sexual orientation is.