Jennifer Aniston is thoughtful

Besides being boring, Jennifer Aniston is also giving. A source tells Star that when Aniston plans a vacation with friends, she pays for everything (airfare, cars, hotel, food, spa, clothes) and it may be the reason why she can never keep a boyfriend.

Among the girls who’ve enjoyed luxury getaways courtesy of their de-pocketed pal: Actress Andrea Bendewald, who’s been close to Jennifer for more than a decade; movie producer Kristin Hahn, who broke off her working relationship with Brad Pitt after he divorced Jen, and yoga instructor Mandy Ingber, who bonded with Jen this summer during private yoga sessions at Jen’s Malibu home. On August 11, she took her posse to the swanky Ojai Valley Inn & Spa, an hour north of L.A. The benevolent beauty also splashes out on Cartier watches and spends thousands on baby gifts for her mommy pals.

But is her open-pocket policy costing Jen her happiness? “Her friends really enjoy themselves, but I bet they’re afraid that she’ll find a serious boyfriend,” the insider says. “That means no more free trips for them — and that’s why they seem to be hard on her dates. I’m sure they were brutal with her last boyfriend, Paul Sculfor.”

If I had a friend who paid for my entire vacation, I’d never let them have a successful relationship either. I’d tell their girlfriend, “I hope it works out. Those dead bodies are really piling up in the basement. Oh, and those herpes outbreaks only happen once a week,” and I’ll leave a blood-stained shovel lying nearby and probably push her down some stairs. In summation, Jennifer Aniston has a nice rack.