Winona Ryder
Winona Ryder is one of Hollywood’s talented beauties. This actress has once dated the equally talented Johnny Depp after they starred in the Tim Burton film, Edward Scissorhands. Winona was involved in a scandal when she was convicted of shoplifting a necklace from a well-known and expensive jewelry store. She has successfully made her comeback in Netflix’s Stranger Things, but her love life has yet to experience the same success as her career.
Kourtney Kardashian
The name Kourtney Kardashian is pretty much a household name. This famous mom and reality show star was in a long and turbulent relationship with the father of her three children, Scott Disick. Scott was having trouble staying faithful as well as keeping himself free from drugs. Their relationship eventually came to an end. Recently, Kourtney has started dating the gorgeous actor Luka Sabbat. Kourtney is 19 years older than him. Although she has had her own share of romance, someone has yet to put a take her down the aisle.