By her early thirties, Sandra Bullock was already weary from the whole, complicated looking-for-love process. She was seeing someone, “really sweet,” she told Dennis Hensley in a 1996 interview for Detour (presumably film tech Dan Padilla, her date to the 1995 premiere of The Net), but getting to that point had been rough. “For a year I was by myself trying to date and I’m telling you dating was the worst experience I ever had,” she confessed. “I seem to have attracted everyone whose intentions were not the best.”
It’s not so much that they were after a slice of her growing fortune or her very much on-the-rise fame (though she said one suitor’s ex-girlfriend sold a story claiming he was trashing her character), “Just people who’s intentions were so not in tune morally with mine,” she clarified. “They were nice people but they just weren’t suited for me and that’s hard because I seriously thought I’m never ever going to find anybody that will love me and just enjoy life.”
And this was a whole decade and a half before the saga that was Jesse James.
Recovering from the West Coast Chopper owner’s exorbitant infidelity (not to mention the cavalier attitude that would lead him to declare that cheating is simply “part of life,”) at a time she was supposed to be celebrating her Oscar win and the adoption of her first child, now-8-year-old son Louis, was, to put it lightly, devastating for the Virginia native. “She was embarrassed by what he did and in ways blamed herself at the time,” an insider told E! News last year. “She did consider Jesse a father to Louis, so that was one of the hardest parts of breaking up.”