Throughout the 1990s, Jenny Shimizu would boast that she could "take care of Angelina's sexual needs," according to Radar Online. In a 2014 interview with Barbara Walters, Angelina Jolie talked about their encounter more, explaining, "[I was] surprised when I suddenly found myself having these feelings I always had for men, but for a woman... and wanting to kiss her and wanting to touch her." So it seems their relationship was quite hot and heavy as well. 

Fast forward to 2014 and Shimizu's wedding to fashion guru and socialite Michelle Harper was right around the corner. In an interview with US Magazine, Shimizu divulged into her inviting Jolie to the wedding. 

"Angie and I have so much history," Simzu explained. "And now that she and Brad are married, I figured it couldn't hurt to invite her even though I knew she was probably too busy with her own life to come." She later added, "It's not like I wanted her to walk me down the aisle or anything, but it would have been a really cool thing if she'd come." Jolie apparently didn't go, and that's seemingly where their story ends.