Redford would be a dream date, for sure. I love Bruce Willis,too, because of that twinkle in his eye. In addition, Michael Douglas is handsome and charming. Stallone is easy on the eye, too, imo. Never let me foget the big guy, Vincent D'Onofrio! Richard Gere is always gorgeous, too. Wow, so many men, so little time. And so little chance for me.
As for Britney, I don't think you'd get much in the way of conversation from her. She seems a bit of an airhead, no harm intended. lol
