I need advice for this situation.

I'm 33, I am lonely. In high school I didn't date anybody and I've always been a geek (I didn't want to consider myself one then though). I have OCD, I do over plan things. I picture various relationship scenarios some of which involve being with a girl in my age range. I've pictured being with a girl who was from a different clique than me but would've gotten along with me. I have obsessive tendencies however, recently I saw something about breakups on 90s TV shows and Zack and Kelly from Saved by the Bell were listed. I never watched that show and I do think Kelly is pretty. I looked the show up and read that she was the most popular girl in school. I have pictured being with a girl who was popular in high school but wouldn't have shunned me. I also read that the character Kelly was a good person most of the time. I'm trying to stop over planning situations such as the background of my future girlfriend/wife and just let it happen. I don't want to be tied down to a high school way of thinking. I however do want my future significant other to have some differences from me as long as they don't conflict with me. I have standards such as a I want a Christian woman.