Winona Ryder
Winona Ryder is one of the talented and beautiful actresses in Hollywood. She used to date the amazing actor Johnny Depp after they worked together in the Tim Burton movie, Edward Scissorhands. Winona was once in a serious controversy when she was caught shoplifting a necklace from a famous and very expensive jewelry shop. She successfully resurrected her career when she starred in Stranger Things on Netflix, but she has yet to have the same kind of success in love.
Kourtney Kardashian
Kourtney Kardashian is a popular reality show star. She has had a long and complicated relationship with Scott Disick, the father of her three kids. Scott was having a hard time keeping himself faithful as well as avoiding drugs. They eventually broke up and Kourtney has recently started dating the handsome actor Luka Sabbat. He is 19 years younger than him. She may have had her fair share of romantic relationships, but she has yet to walk down the aisle.