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Think It’s Cool To Date A Celeb? Guess Again! Read These Crazy Dating Stories

//people dating celebrities star pp sl

Dec. 17 2014, Updated 4:11 p.m. ET

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Ever wondered what it’s like to date an A-lister? Well some people have, and they’re spilling their stories! Check out what people have to say about dating your favorite celebs!

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//people dating celebrities star pp sl

Ever wondered what it’s like to date an A-lister? Well some people have, and they’re spilling their stories! Check out what people have to say about dating your favorite celebs!

selena gomez

//selena gomez

Selena Gomez – The “Come and Get It” singer apparently isn’t as confident as she sings she is! A former flame told Star, ““We went to dinner, and once we sat down, she started bawling,” says the former fling. “I didn’t know how to make her stop! Everyone was staring and pointing, but she didn’t care.” The singer reportedly told her date that the restaurant he had chosen reminded her of an ex-boyfriend.

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carrie underwood

//carrie underwood
Source: Getty

Carrie Underwood – The country crooner had the support of then-boyfriend Drake Clark during her time on American Idol. But shortly after winning the top prize, Underwood dumped him. “Our relationship ended because we both just saw it had to be done,” he said at the time. “It sucks right now, but I’m getting over it.”

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jack nicholson

//jack nicholson
Source: Getty

Jack Nicholson – The older actor once fell in love with 20-year-old Jennine Gourin – when he was 57! But the hot-and-heavy relationship ended abruptly when Gourin became pregnant with their child. Still, she doesn’t regret dating the superstar. “I do love this man,” she said of The Shining star, who has financially supported her and her daughter. “He was my first love. I had the best time in my life with him.”

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miranda lambert

//miranda lambert
Source: Getty

Miranda Lambert – These country gals sure know how to leave a guy in the dust! Before meeting and falling for her now-husband Blake Shelton, Lambert was living with her boyfriend of four years, Jeff Allen. A friend told Star, “Jeff worshipped the ground Miranda walked on.” The singer reportedly was even asking Allen to buy her an engagement ring!

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ryan gosling

//ryan gosling
Source: Getty

Ryan Gosling – He made us bawl our eyes out in The Notebook, but it turns out the real crier is actually The Gos himself. A former sexual tryst dished that after a wild evening together, the actor shed a few tears! “I asked if he was all right, and he said he gets emotional sometimes.” We’ll be your shoulder to cry on, RyGuy.

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portia de rossi

//portia de rossi
Source: Getty

Portia de Rossi – Before the Arrested Development star settled down with Ellen DeGeneres, de Rossi reportedly shacked up with a few Hollywood hunks. One of her former flames dished that, “She loved to initiate sex,” he revealed. “Once she had a few drinks in her, she was willing to try anything.” Even if she risked battle wounds! “One time things got so wild that she fell off the bed,” he explained.

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jennifer lopez david cruz

//jennifer lopez david cruz
Source: Getty

Jennifer Lopez – JLo redefined high school sweetheart when she brought her then-boyfriend, David Cruz, to L.A. with her when her career started to take off. “I lived with her in West Hollywood,” Cruz told Star. “We spent a lot of time together.” But like many Hollywood romances, the love didn’t last. “I was like a rocket,” the singer-actress recalled. “He was like a rock.”

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ben affleck stephanie crayton

//ben affleck stephanie crayton
Source: Getty

Jennifer Lopez – JLo redefined high school sweetheart when she brought her then-boyfriend, David Cruz, to L.A. with her when her career started to take off. “I lived with her in West Hollywood,” Cruz told Star. “We spent a lot of time together.” But like many Hollywood romances, the love didn’t last. “I was like a rocket,” the singer-actress recalled. “He was like a rock.”

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jennifer aniston

//jennifer aniston
Source: Getty

Jennifer Aniston – While we’re still #TeamJen, the Friends star has had her fair share of suitors since divorcing Brad Pitt. In 2008, Aniston began hitting on lighting tech Brian Bouma while on the set of Love Happens. After approaching the tech, their romance launched. “She’s genuine, sincere and charismatic. I stuffed my face with her sweet conversation, her beauty, the attention she showed me,” Bouma admitted. But as we all know, it didn’t work out. “She did tell me I was too ‘Mr. Pure.’ We were not meant for each other.”

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leonardo dicaprio bobbie brown

//leonardo dicaprio bobbie brown
Source: Getty

Leonardo DiCaprio – Before the Wolf of Wall Street started cozying up to models, he came across Bobbie Brown, a.k.a. the “Cherry Pie” girl from the infamous 1990 Warrant video. Only participating in a one-night-stand with the actor, Brown admitted that DiCaprio had some -ahem- shortcomings. It reportedly was only about one minute into the act when he said: “Wait a second. Don’t move, Bobbie. We need to slow down.” And then...end scene!

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christina aguilera

//christina aguilera
Source: Getty

Christina Aguilera – What a girl wants – a girl needs! A former beau dished that the “Genie in a Bottle” singer has some serious sass. “Christina was really hotheaded and, quite honestly, mean.”

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john mayer

//john mayer
Source: Splash

John Mayer – Despite calling Jessica Simpson “sexual napalm,” it seems Mayer has some sexual secrets, too. It turns out, the singer might want to try out his acting chops, as a former fling revealed, “He loved role-playing.

If we were playing doctor, he’d want me to come over in a lab coat and act like I was a doctor from the moment he opened the door.”

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lindsay lohan

//lindsay lohan
Source: Splash

Lindsay Lohan – The Freaky Friday star’s partying ways don’t end at the bar! The actress also takes her wild child antics into the bedroom. According to one male model, “Lindsay is so wild that I could barely keep up with her!”

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calista flockhart

//calista flockhart
Source: Getty

Calista Flockhart – Before Harrison Ford tamed his girl, she found solace in the arms of her first boyfriend, Chris Coskery. Despite breaking up when the two went off to college, they reconnected one hot night. After reuniting over dinner (and lots of wine) the pair passed a motel that charged $20 an hour. “Calista suddenly said, ‘Let’s split an hour,’” Coskery told Star. “So we did!”

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taylor swift

//taylor swift
Source: Twitter

Taylor Swift – The ultimate lover of love has scared away plenty of men in her short life, and one former flame confesses the reasons why she’s had so much trouble, trouble trouble: “She texted me nonstop for a week, ranging from 10 to 15 messages a day,” he told Star. “I was pretty taken aback, but I decidef that going on a date couldn’t hurt. We grabbed sushi, and literally the entire time all she talked about was her cat Meredith. It was like going on a date with a 90-year-old grandma!”

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adam levine

//adam levine
Source: Getty

Adam Levine – Although it might become “Harder to Breathe” when you hang around the Maroon 5 frontman, one girl had a very different experience. Instead of paying attention to his date all night, the singer ogled everyone else’s! “Adam was in a trance and stopped listening to me!” the date said. “I told him to snap out of it, but that only lasted until the next bombshell. Finally I called a cab.”

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prince harry

//prince harry
Source: Getty

Prince Harry – This royal ginger should really be called Prince Charming! One lucky lady who scored a date with the highborn gentleman recalled him being the most romantic man she’s ever met! “I’ve never in my life met someone as considerate as Harry,” she explains. “We went to dinner, and Harry complimented me constantly and really took an interest in my life.” Not only was he a great listener, he also treated his date to a bouquet of roses before sending her off with a kiss fit for a prince! “If every guy kissed like Prince Harry, the dating world would be a much happier place.”

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jared leto

//jared leto

Jared Leto – After seeing the lengths he went to for Dallas Buyers Club, no one should be surprised that the 30 Seconds to Mars frontman is dedicated to his work! One former galpal dished that while he was prepping for Alexander, he would stay in character – in the bedroom! While she was cool with it at first, it eventually became a little too much. “But then when he started speaking in a Macedonian accent, it was hard for me to take him seriously.”

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khloe kardashian

//khloe kardashian
Source: Splash

Khloé Kardashian – She’s an iPoet, and she didn’t even know it! A former flame told Star that after only two weeks of dating, the youngest Kardashian sister wanted to take things to the next level, so she started texting him epic love poems. “All the messages were super spiritual and wacky,” he recalls. “She’d send the poems at 3 a.m. and then ask if I’d read them. The worst part was that she thought they were really well-written, but they didn’t even make sense.”

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jennifer love hewitt

//jennifer love hewitt
Source: Getty

Jennifer Love Hewitt – Apparently she’s a momma’s girl! A one-time setup dished that The Client List star made her mom wait in the car while she went to dinner! “It was so bizarre,” he told Star. “Thankfully, she didn’t bring her to the restaurant — but she said her mom was going to walk around and shop while we ate.” And the dinner conversation? “She talked about her mom all night!”

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courteney cox

//courteney cox
Source: Splash

Courtney Cox – The Friends star is not friendly at all! According to one entertainment exec, Cox is “a cold fish and a total diva.” Not only did she expect him to do everything for her, she would also try to make him jealous! “She loved to flirt with other guys in front of me or take calls from ex-boyfriends while we were on dates,” he added.

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