Brad Pitt has been the headlines lately following reports he's now in a relationship with Charlize Theron. Apparently, the two lovebirds were seen getting close last weekend at a Roma event at Los Angeles' Chateau Marmont where Charlize was a guest of honour. She was seen drinking a classic vodka cocktail, while he stuck to water. As reported by thesunUK, they were extremely touchy-feely and very clearly involved.

This news came as a surprise, given the fact that Pitt told the media last that he wants to have a low-key love life and won't date another celebrity. Whether or not Brad has finally decided to move on and start dating stars again, time will tell. But regardless, take a look inside the actor's little black book to see all the ladies he has dated in the past.

1. Sinitta

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad dated singer Sinitta between 1987 and 1988, after practically begging his agent to call hers after he saw her on TV and fell in love.

Sinitta later dumped the Pitt before he shot to fame in Thelma & Louise but holds a sweet memory of their time together.

"He was beautiful with the most amazing body," she said. "I saw him for two years. He was fun, he was young and very sweet."

2. Shalane McCall

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad played the actress' boyfriend Randy on four episodes of Dallas between 1987 and 1988 and was reported to have dated her off-camera as well. But in 1989, at age 17, McCall married current husband Trent Valladares and never looked back.

3. Jill Schoelen

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Pitt's first fiancée! After meeting on the set of the horror movie Cutting Class, Brad dated actress Jill Schoelen. He proposed to her and they were engaged for three months in 1989 until she started dating the director of another movie she was working on and dumped Brad.

Pitt reportedly told The Sun in 2011,

"At this point I had $800 to my name and I spent $600 of it getting a ticket from Los Angeles to Hungary to see her. I got there, went straight to the set where she was filming and that night we went out to dinner. She told me that she had fallen in love with the director of the film. I was so shocked I said, 'I'm outta here.'"

Love works in mysterious ways.

4. Robin Givens

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

In 1989, Pitt scored an appearance on Robin's sitcom, Head of the Class. They apparently struck up a connection but ended the affair after Mike Tyson — Robin's estranged husband at the time — caught them in bed together and threatened Brad's life.

5. Christina Applegate

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad and Christina briefly dated in 1989, until the "Married... With Children" actress took him as her date to the MTV Movie Awards that year, only to famously dump him halfway through for another guy.

6. E.G. Daily

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Pitt also dated the "Pee-Wee's Big Adventure" star in 1989. He may have had that rebel look, but Daily would later describe him as a "laid back, very earthy" guy, and not "super Hollywood." she told DailyMail.com in 2016,

"He's the kind of guy that would pick up and leave and drive his car just to get out of the city."

7. Geena Davis

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad's (and his abs') steamy sex scene with Geena in 1991's Thelma & Louise officially scored him the label of Hollywood's newest sex symbol, and his costar took notice. The duo dated for a year after production on the movie wrapped, although Jason Priestley (Brad's former roommate) told The Hollywood Reporter that the much-more-famous Geena made sure all of their meetups were done in secret.

8. Juliette Lewis

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad, then 27, still had yet to make it big in Hollywood when he entered into a high-profile relationship with his 17-year-old Too Young to Die? costar Juliette. They dated from the end of 1989 to 1993. Pitt told Vanity Fair in February 1995,

"I still love the woman. There's some real genius there. I had a great time with her...It was one of the greatest relationships I've ever been in. The problem is, we grow up with this vision that love conquers all, and that's just not so, is it?"

In 2010 Lewis told Pop Tarts that she and Pitt

"run into each other on and off and we say hello and that is really nice."

9. Thandie Newton

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad has tagged his experience making Interview With the Vampire "miserable." He reportedly told EW in 2011 that

"the great thing that came out of that movie is that it birthed my love affair with New Orleans."

But the shoot also birthed a brief relationship with then-22-year-old Thandie, who had a small role as Yvette, a servant on Pitt's character Louis' plantation.

10. Gwyneth Paltrow

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad fell in love with Gwyneth between after they met on the set of the 1995 thriller Se7en. Their relationship was very public, with Brad proposing in 1996 and referring to Gwyneth as "angel, the love of my life," in his speech at the Golden Globes that same year.

They called off their engagement seven months after he popped the question, and in January 2015, Gwyneth opened up to Howard Stern about her relationship with Brad:

"I definitely fell in love with him. He was so gorgeous and sweet. I mean, he was Brad Pitt! My father was devastated [when we split]. I was such a kid, I was 22 when we met. It's taken me until 40 to get my head out of my ass. You can't make that decision when you're 22 years old . . . I wasn't ready, and he was too good for me."

11. Jennifer Aniston

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad and Jennifer met in 1998 after their respective agents set them up on a blind date. The Hollywood golden couple continued to date for two more years before Brad proposed, and they had an extravagant, $1 million wedding in Malibu.

In 2004, Brad started shooting Mr. and Mrs. Smith with Angelina Jolie after Nicole Kidman called it quits on the film. This, and numerous reports of Jennifer not wanting to have kids led to constant rumours about the couple. Jennifer filed for divorce in 2004 after four and a half years of marriage, and Brad went on to marry Angelina.

12. Angelina Jolie

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Brad Pitt's Epic Romantic History: Every Star He's Dated – From Sinitta to Angelina Jolie - RJ

Given their slightly rocky start, everyone thought Angelina had to be, undoubtedly, the love of Brad's life. The two were inseparable after Brad's divorce from Jennifer in 2005 and now share six children together: Maddox, Zahara, Pax, Shiloh, and twins Knox and Vivienne.

Their history made their divorce all the more surprising, with the reason behind the split ranging from Angelina not agreeing with his parenting style, to him having a reported affair with Allied costar Marion Cotillard.

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