Give the ones you like a number and roll a dice ._. Or just read the 700 other topics and read the things other people have said they like about the bachelors.
a) I want to die with exactly 50 years old b) Not suicide it's emo stuff c) Not murder because I'm too awesome to be killed by someone d) Maybe in a disaster, but I'm more awesome than mother nature
Since your signature says your favorites are Cliff, Grey, and Denny, maybe you could find a bachelor on this game close to one of their demeanors. Picking wasn't hard for me, but I knew who I was going after before I bought the game. Another hint: read through the after marriage dialogue of each bachelor. Just my opinion, but I would go with someone who's dialogue I didn't mind reading everyday. It pretty much stays the same.