Tate Donovan was the closest Sandra Bullock came to walking down the aisle before her ill-fated marriage to Jesse James years later. Page Six reports that, true to form, Bullock and Donovan met on-set while they were filming the 1992 rom-com “Love Potion No. 9.” Donovan was Bullock’s first serious relationship of note. Things became so serious between them that they were even engaged to be married during their three-year romance. However, it wasn’t meant to be, and they went their separate ways in 1995.
Still, what Bullock lost in love, she more than made up for in friendship. While they were together, Donovan introduced her to his ex-girlfriend Jennifer Aniston, resulting in a close relationship that endures to this day. In what could be every guy’s worst nightmare, Donovan’s two exes reminisced about both dating him in a feature titled “The One Where Jennifer Aniston Gets Grilled by Sandra Bullock” for Interview Magazine.
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“We were introduced by our former boyfriend. I say ‘our’ because you and I both partook of this one human being,” Bullock said. “Yes, we did. That’s a beautiful way of saying it,” Aniston shot back. “We both partook of Tate,” Bullock continued. “We both partook of Tate,” Aniston agreed. “Who was a very patient human being, given that he dated us both,” Bullock opined. “He seems to have a type,” Aniston mused. “Talented. Funny. Kind. Introspective. Generous,” Bullock quipped. “Lovers of architecture, lovers of interior design,” Aniston concluded.