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The Complete List of Ryan Phillippe's Rumored A-List Ladies

#1/13:

Ryan Phillippe's celebrity girlfriends

Daniel Zuchnik/Getty Images
#1/13:

Ryan Phillippe's celebrity girlfriends

For being a pretty big star, Ryan Phillippe manages to keep most of his love life low-profile. Sure, his dating life will pop up in a headline or two every now and again, but considering how famous he is, he does a pretty good job of keeping his private life private.

But just because we're not constantly hearing about it, doesn't mean he's not dating. Yup, Phillippe has managed to rack up a pretty impressive list of A-List women that he's rumored to have dated (or at least have a fling with). Not super surprising, considering those baby blues of his.

Though his daughters Ava Phillipe and Kai Knapp are most likely his No. 1 ladies always and forever, the following group might have earned a place in his heart at one point or another, however brief it might have been. 

Originally posted September 2013. Updated September 2017.

#2/13:

Elsie Hewitt

#2/13:

Elsie Hewitt

So Phillippe's most recent relationship is not turning out to have such a happy ending.

His ex Elsie Hewitt, who dated from April 2017 until July, filed a civil lawsuit this week alleging that Phillippe had gotten violent and assaulted her during a fight back in July. Phillippe's camp alleges that Hewitt was the aggressor and is planning a countersuit

#3/13:

Katy Perry

Axelle/Bauer-Griffin/Getty Images
#3/13:

Katy Perry

In spring 2017, rumors ran wild that Perry and Phillippe were a hot item, but both parties adamantly denied involvement. 

"I AM NOT DATING KATY PERRY," Phillipe wrote on Twitter in all caps. "BARELY KNOW HER. PLEASE STOP FLYING HELICOPTERS OVER MY HOUSE. SHE IS NOT HERE."

#4/13:

Reese Witherspoon

#4/13:

Reese Witherspoon

Ryan Phillippe and Reese Witherspoon were one of Hollywood's most beloved couples in the late '90s, but they split in 2006. The parting of ways was not pretty, but their relationship is better these days.

"It's gotten to a place where we're great friends and great co-parents...," he told Howard Stern in 2011. "I trust her to make the right decisions around our children. I hope she feels the same way."

#6/13:

Nikki Reed

#6/13:

Nikki Reed

Phillippe was reportedly spotted out at L.A. hostpot Winston's with then 18-year-old Nikki Reed in 2007. He later kinda denied that he was dating her by saying, "I'm not a perfect person. (But) I'm not guilty of a lot of things I have been accused of."

#8/13:

Alexis Knapp

#8/13:

Alexis Knapp

Ryan Phillippe and Pitch Perfect star Alexis Knapp had a fling in 2010. It quickly ended, but not before Knapp conceived their daughter, Kailani Knapp. Phillippe initially denied he was the father, but a paternity test confirmed it.

"She looks like moi. A lot more so now," Knapp told E! News. "They always come out looking like the dads, because men are just fat and puffy and can't open their eyes too much."

#9/13:

Rihanna

#9/13:

Rihanna

Philippe and Rihanna reportedly hooked up for a short time in 2011, though it appears it was more of a fling than a relationship.

"She thinks he's hot. They totally had sex. And it wasn't even the first time!" an Us Weekly source claimed at the time. 

#10/13:

Demi Lovato

#10/13:

Demi Lovato

Demi Lovato was briefly linked to Phillippe in 2011. However, supposedly things cooled when Lovato learned that Phillippe had a baby daughter.

"It was really hot and heavy for a while," a source told E! News. "Until it basically happened. It kind of threw her for a loop."

#11/13:

Cameron Diaz

#11/13:

Cameron Diaz

Phillippe was reportedly spotted with Cameron Diaz in 2011.

"Cameron and Ryan are getting to know one another," a source told InTouch Weekly. "She wants to settle down, and she likes that he's a single dad so she's open to the idea of seeing where things go with him." 

#12/13:

Amanda Seyfried

#12/13:

Amanda Seyfried

Phillippe dated Les Miserables star Amanda Seyfried from 2010 to 2011, but it ended because Seyfried wasn't comfortable with all the attention.

"When I was with Ryan, people followed me so much more, and that's probably one of the reasons that I'm not looking to date someone who's famous now," she told Glamour in 2012.

#13/13:

Ashley Greene

#13/13:

Ashley Greene

Not a whole lot of info on how involved Greene and Phillippe got, but the pair definitely got people talking after they were spotted leaving L.A.'s Vignette Lounge together in March 2013.

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