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1967 - Bolling has an affair with Frank Sinatra during the filming of Tony Rome
Interview with Tiffany:
KG: So Sinatra’s a nice guy?
BOLLING: Sinatra, yeah, yeah. He’s a king. I mean I think he’s a great guy. I got involved with him, and ended up leaving the relationship... I fell in love with an out-of-work actor, so I left this possible potential huge career with this fabulous human being for this out-of-work actor. But you know, when you’re eighteen years old, you don’t know what’s going on. You just want to go for compulsivity, so to speak.
KG: So you got together during the filming of TONY ROME?
BOLLING: Yeah.
KG: I didn’t know that.
BOLLING: Not too many people do. I probably shouldn’t say it, but I think we’re all old enough now. But yeah, we were very involved. He bought me all kinds of beautiful things, and I kind of just didn’t treat him very nicely. It was very stupid.
http://templeofschlock.blogspot.com/2009/06/breakfast-with-tiffany-interview-with.html