Life Perspective | 15 Celebrities Who Dated Over 50 People (Some Over 1,000!)

15 Celebrities Who Dated Over 50 People (Some Over 1,000!). Being a celebrity has many advantages, although, stars are not automatically exempt from the day-to-day struggles that common folk deal with. The quest for love is one area where some celebrities shine and others fail. Sure, there are the long-lasting romance stories in Hollywood that prove that love and fame can co-exist, but more often than not, hot love affairs fizzle out within a few years and it’s back on the celebrity dating train. With so many beautiful people in the industry, limitless funds for dating and going out, it’s no wonder some celebs are serial daters. Many young stars get overwhelmed with the glitz and glamour of Hollywood and want to enjoy the clubs, the social gatherings, and the dating pool of beautiful people. In the age of Instagram, dating apps, and excess, it’s no wonder that some fall into the trap of profusion. But how many dates are too many? Is there a point where celebrities should take a deep breath and re-evaluate their actions? Is love being suffocated by a hedonistic need for the next best partner? Who are the stars with the most names in their little black books? We’ve dug deep and found the 15 of the biggest serial daters in the entertainment world. Young and old, men and women alike, this list is compiled of some surprising (and some very unsurprising!) offenders. Here are 15 Celebrities Who Have Dated Over 50 People.

1. Aaron Carter. Lately, Aaron Carter has been making news for his troubles with the law and substance abuse issues. The former golden child hit a bad patch in his 20s and has had a hard time ever since. He claimed bankruptcy in 2013, got arrested several times, and has been trying desperately to re-establish his music career and stay on track. He is currently single, but has amassed quite a list of dating partners over the years. He has been linked to Lindsay Lohan, Hillary Duff, Kaci Brown, Madison Parker, and Kat Stacks. He was also briefly engaged to Maile Hochuli and Kari Ann Peniche, although both of those engagements ended up being called off.

2. Gene Simmons. One of the most famous rock’n’ roll bands of all time, Kiss, hosts member Gene Simmons, who has claimed to have had over 5,000 lovers in his very active career. The 68 year-old rocker has been with the same woman, wife Shannon Lee Tweed, for over 28 years. Before meeting Tweed, however, Simmons was busy romancing women at bars and clubs, where his fame made him a natural with the ladies. Prior to kicking off his long-term relationship with Tweed, Simmons had dated Cher, Diana Ross, Katey Sagal, and even Liza Minnelli. Due to his rock-star lifestyle, many of his past lovers are groupies, strippers, and people that he met on the road.

3. Simon Cowell. Simon Cowell has had a reputation of being Hollywood’s bully since the beginning of American Idol, back in 2002. His dry and sarcastic sense of humour didn’t keep the women away, however. According to Cowell, he has had over 2,000 lovers. He has been with his girlfriend Lauren Silverman since 2013; their relationship started when she was still married, and the pair ended up having a baby together quite soon after the affair went public, in 2014. Before settling into family life, Cowell has been linked to Carmen Electra, Dannii Minogue, Danielle Delaney, Paula Hamilton, Georgina Law, and Terri Seymour. His cockiness and arrogance might stem from his bedroom stats; he certainly has one of the most active histories in the celebrity world.

4. Jack Nicholson. Jack Nicholson might’ve turned 80 this year, but he effortlessly claims a spot on this list. The self-proclaimed romantic split from his partner of 16 years, Angelica Huston, back in 1990, and subsequently became a serial lover. He has claimed to have been with more than 2,000 women in his prime years, miraculously, only fathering 5 children in that timeframe. He has been linked to (mostly younger) women all over the map. Kate Moss, Paz de la Huerta, Lara Flynn Boyle, and Melanie Griffith are just some of the celebrities that have been romanced by the smooth talker. Sadly, it seems that Jack has retired from women. A few years ago, he discussed his sadness at not attracting women the way he used to. You had a good run, old boy!