I have two regrets...
1) I regret not having come out earlier to myself and the public. I really only accepted my gayness when I was 27 (don't ask me to explain all the gay porn I had since I was 16yo ... a phase that I would grow out of perhaps?). I missed out on 9 years of dating men.
2) When I was in the 7th Grade, there was this boy named Chris. He was soooo nice to me and we had the best time together for two years. However, he always wanted to come over to my house and hang out outside of school, but I kept him at a distance because I was embarassed as his family was better off than mine and I was ashamed for him to see my house. So our friendship consisted mostly of our time at school, and me deflecting his attempts to meet outside of school.
During our 8th Grade trip to Great America (the amusment park outside of Chicago), we spent the entire day together, just the two of us and that is still one of the best times I've ever had in my life. He had more money for the trip than I had, but we basically pooled our money together and spent it equally.
He moved away the summer after 8th grade and I never saw him again. I didn't understand it at the time, but I think we were attracted to each other. Every once in a while, I try to 'search' for him on the internet, but I haven't been able to find him. I also keep hoping he lists himself on Classmates.com, but alas, no luck yet.
So my 2nd regret is not having kept in touch with him. It's silly to think this, but I always think of him as being my soul mate. So Chris if you're out there, PM me.
Vic