15 Celebs Who Play The Field Like It's Going Out Of Style

Some celebs just can’t seem to settle down. Hey, committed relationships are not for everyone, so why should these fun-seeking gals and guys do something that feels unnatural to them? Playing the field is their cup of tea and they take theirs hot and sweet!

Celebs have many opportunities to date some of the hottest and foxiest folks out there. “Normal” people jump at the chance to be with a celeb, so these stars have their pick of the litter, so to speak. And they get to date other celebs too, making playing the field even more alluring. There are so many fish in the sea, so why settle for a can of tuna when you can have the sushi sampler platter?

These 15 celebs below may have been in long-term relationships in the past (or are currently in one… yikes!) but fooling around with anything that moves is what gives them that “high” they seek. Playing the field is intoxicating and exciting. Being with one long-term partner seems like a total bore to these thrill-seekers who love the idea of not falling in love.

Check out these 15 male and female celebs (and wannabe celebs) who play the field like it is going out of style. But if it were up to them, playing the field would be a trend that keeps coming back around. They get thrilled by seeking out new flings as they toss their current hookup to the curb.

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15 Taylor Swift Finds Inspiration In Her Relationships

If you are a fan of Taylor Swift, then you know that she loves to write songs about past relationships. And there have been a lot of them. Sure, she is young and now is the perfect time for her to play the field, but it seems like she likes the game more than she likes the guys. She has been linked to lots of famous fellas and her pattern of dating for a while then moving on is not going to end anytime soon. Will this talented and beautiful singer ever settle down? And if she does, will she go back to one of her exes? We’d love to see her with someone new, but her foxy exes aren’t anything to sneer at. One day, Swift will tire of hooking up and moving on but till that day comes, expect another album full of juicy details of relationships gone wrong.

14 Leonardo DiCaprio Is A Charmer

Actor Leonardo DiCaprio is one of the top A-listers in the biz. He has been around for decades and his star power isn’t fading one bit. Fans adored him in Titanic as well as the many films he has been in ever since. And do you remember when he was on TV’s Growing Pains? He was cute as a button then and grew up to be one of the most handsome fellas in Hollywood. And we all know that the ladies love a Hollywood hunk. And the hunk loves his ladies right back. DiCaprio seems like he will be the eternal bachelor as he bounces from woman to woman, particularly models. He’s always snapped with a sultry siren on his arm and he loves all the attention. What single man wouldn’t? DiCaprio plays the field as well as he acts on screen. Too bad there is not an Oscar category for “Biggest Player,” because he’d surely take home the trophy!

13 There's Something About James Franco 

Actor James Franco is a big name in Hollywood, but his name has been tarnished as of late when multiple accusations of misconduct came to light. But aside from that unsettling headline-making story, he has always been known to be a major player, dating (and hooking up with) lots of different women over the years. Some of the women include actress Marla Sokoloff, American Idol contestant Ashley Hartman, Lindsay Lohan, Sienna Miller, Amanda Seyfried, singer Lana Del Rey, and surely plenty of others made the cut. Is the woman-loving Franco simply looking for “the one,” or is he just trying to add another notch to his bedpost? If Franco ever does decide to settle down and get married one day, his wife better be on high alert for a wandering eye.

12 Jax Taylor Doesn't Know What He Wants

Bravo fans know Jax Taylor from the hit reality series Vanderpump Rules. He is known for being a player through and through and has “done the deed” with many women on the show — and some are friends with one another. The buff bartender may serve expensive drinks to high-class customers at SUR restaurant, but he serves himself a giant helping of foxy females as he plays the field like it’s his job. He landed himself in hot water time and time again, yet he keeps on playing the field to his heart’s content. Even with his questionable behavior, his current girlfriend she chose to stick together and try to make it work. No wonder Taylor keeps getting away with all his nonsense. If he wants to play the field so much, why does he decide to enter into exclusive relationships?

11 Wilmer Valderrama Is No Fez 

Actor Wilmer Valderrama has surely been around the block. He has dated some of Hollywood’s finest and foxiest leading ladies and his love for playing the field seems to be passionate. He may not be one of Hollywood’s biggest names, but he sure gets around. Some of the gorgeous gals he has been with include Demi Lovato, Mila Kunis, Jennifer Love Hewitt, Mandy Moore, Mischa Barton, Lindsay Lohan, Ashlee Simpson, Avril Lavigne, and Rihanna. Man, this dude’s got game! Other guys could only hope to date just one of these women. He may like to play around but the relationships don’t last. He was with Lovato for a while, but that one fizzled out, too. Will Valderrama find his “Princess Charming” or will playing the field be his game till he’s old and gray?

10 John Mayer Has A Rep 

Singer John Mayer is always playing the field. Lots of famous women have dated him, so he must have some swagger. And it has been rumored that some of his past relationships have been material for some of Mayer’s biggest hits. If you can’t sing about your lovers, then what’s the point? Who has he been with? The list of ladies includes Katy Perry, Jennifer Love Hewitt, Jessica Simpson, Cameron Diaz, Minka Kelly, Jennifer Aniston, Taylor Swift, and even Kim Kardashian. Don’t tell Kanye!

As you can tell, Mayer has a thing for beautiful women and they apparently have a thing for him.

It must be his seductive music. It gets ya every time. So as long as Mayer keeps churning out hits, we can expect that the lyrics will contain telling details about his latest fling(s).

9 Katy Perry Already Got Married

Singer Katy Perry may have “kissed a girl,” but she has kissed far more men over her lifetime (or so we assume). She has been married, but before she was hitched and after she divorced, lots of lads have been linked to the (sometimes) brunette bombshell. There have been a bunch of lucky guys who have had the chance to see if Perry’s lips “taste like cherry ChapStick.” She has reportedly been with Travis McCoy, Johnny Lewis, John Mayer, Diplo, and Orlando Bloom. She is a single gal who wants to play the field and have fun doing so. Her marriage to Russell Brand was a bust, so the fun-loving lady is looking for flings rather than another ring, for now anyway. If, and when she is ready to settle down, guys will be lining up to be the next “Mr. Perry.”

8 Lindsay Lohan Hasn't Settled

Actress Lindsay Lohan makes headlines for all sorts of reasons, so we are never entirely shocked or amazed when something new and salacious emerges about the actress. But one thing is true, she is a seasoned player and loves to date different dudes for different moods. Who is on Lohan’s rumored list of lovers? 50 Cent, Ryan Phillippe, Jason Segel, Gerard Butler, Evan Ross, Heath Ledger, Calum Best, Jude Law, James Blunt, Brandon Davis, Brett Ratner, Brody Jenner, Joaquin Phoenix, Jamie Dornan, Chris Pine, Jared Leto, James Franco, and Samantha Ronson make the list. Whew! And the list goes on. Lohan plays the field and her fondness for flings is evident. Who will be her next conquest? We’ll have to wait and see but we are sure that Lohan has not thrown in the towel just yet.

7 Rihanna Is An Independent Lady

Rihanna is one of the hottest and most successful women in the music biz. Her signature sound and style are super-cool, and she is always on the scene looking foxy and chic. She has been known to play the field and loves to be in the spotlight with her fine fellas. Some of the lucky men who’ve been with Rihanna include Drake, Shia LaBeouf, Matt Kemp, Travis Scott, and Leonardo DiCaprio. S

he seems to be in no rush to settle for just one gent, so she is keeping her options open.

Rihanna is a busy woman, so she must not have much time to invest in a serious relationship. Now is her time to make her albums, perform on stage, and play the field. When she is ready, she will find that special someone who makes playing the field a thing of the past.

6 Charlie Sheen Is Who He Is 

If there has ever been a player more notorious than Charlie Sheen, we’d love to hear about him (or her) because it might just be impossible for a person to play harder than the actor. We have heard Sheen talk about his many conquests over the years as he has posted pics of himself with his much younger hotties as they caused a scene. Sure, Sheen has been married multiple times, but his playboy ways have never dwindled. Sheen has been somewhat off the radar over the past year or so, but that doesn’t mean his field-playing days are over and done. Sheen may have toned things down, but when it comes to guys like him, once a player, always a player. Maybe he will marry again one day, but whoever decides to spend the rest of her life with Sheen better be up for the challenge (and his “baby mommas”).

5 Tiger Woods Made Headlines

Tiger Woods is all about golf and girls. The A+ athlete plays the field by profession and for fun. Perhaps too much fun. Who could forget the scandal that rocked the golfing world when Woods was outed for being with more women than we could count? His poor wife was beyond pissed to learn that her husband wasn't who she thought he was. After the salacious scandal broke, Woods’ world was turned upside down and the press had a field day. Women were coming out of the woodwork to dish on their hookups with Woods. Was all the lies worth the outcome? Talk about a swing and a mis(tress). And you thought golf was boring.

4 Brandi Glanville Loves Reality TV 

Are you a reality TV show junkie? If so, you must know about Brandi Glanville, best known for her time on Bravo’s Real Housewives of Beverly Hills. Ever since her ex-husband left her for country singer LeAnn Rimes, Glanville has been living it up as a single broad with men on her mind. She is a tall and attractive woman who appears to enjoy the attention of men, and boy does she get plenty of it. She even had a reported fling with actor Gerard Butler.

Most of the guys Glanville dates aren’t quite as well-known as Butler, but then again, she seems to be the type who prefers to be the star of the show.

Does her ex regret dumping her for another woman? Perhaps, but it isn’t likely she’d ever take him back. She’d rather move onwards and upwards.

3 Ramona Singer Found The Silver Lining

Real Housewives of New York star, Ramona Singer, is another woman who is busy playing the field now that she is divorced. She was completely devastated when she learned her husband betrayed her, but Singer finally saw the light and decided to move on without him. Now she is out and about in The Big Apple sowing her wild oats and getting back into the dating game after decades of being a married woman. She seems to be having lots of fun going out with her buddy Sonja Morgan and the other characters she spends time with on the Bravo reality show. Her pal Luann de Lesseps is also recently divorced, so perhaps they can double date. Look out for these man-eating cougars at your local nightclub!

2 Scott Disick Doesn't Let His Kids Stop Him

Kourtney Kardashian’s “baby daddy” Scott Disick is a player who just won’t quit. He has professed his love for Kardashian repeatedly on Keeping Up with the Kardashians, but his bad-boy behavior got the best of him. Now Kardashian has moved on to her much younger boyfriend while Disick is seen all about town with the much, much younger Sofia Richie. But before he was linked to Richie, photos have been posted all over the web of Disick canoodling with lots of different gals. He never married Kardashian and he is a single man, so it seems like Disick is taking this time to play the field and not get tied down to any one woman. But when does he find all this time for playing around when he’s got three little ones at home? They must pay the nanny well.

1 Tristan Thompson Just Became A Daddy, Again

We all thought that Khloe Kardashian finally found her soulmate. She just gave birth to her first child (a girl), and she must be in full mommy-mode. But the sad truth is that Tristan Thompson hasn't exactly been the best boyfriend.. From the TMZ video footage, it doesn’t even seem like Thompson was trying to be discreet. And poor Kardashian is now burdened with the unpleasant news that her man was a player while he was supposed to be in a monogamous relationship with her. Heck, she moved to Cleveland to be with him. Now that she has his baby, will he stop playing the field and play house instead?

This baby needs a stable home, so he better shape up or ship out.

If Kardashian can forgive Thompson perhaps they stand a chance. Otherwise, he’ll be free to play the field ‘till the cows come home.

Sources: tmz.com, latimes.com, guestofaguest.com, tvguide.com, popsugar.com, popsugar.com, ranker.com, popsugar.com, bravotv.com

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