Maybe being more skeptical isn't a bad thing? I'm thinking of my friend who married two consecutive addicts and procreated with them, and then started dating and moved in with an alcoholic. She had tons of super nice normal male friends, but those didn't appeal to her -- she could pick a rotten one out of a room with chopsticks, I swear.
So that second-guessing and waiting for the other shoe to drop stuff, it sucks. I'm beginning to get used to not doing it, finally. But see it as jerk-protection. If someone really is a jerk, he's not gonna get that past you these days.