Celeb Friends Who Stayed Pals After Dating The Same Person By: Farrah Julin April 21, 2020 3:56PM EDT 1 of 5 Celeb Friends Who Stayed Pals After Dating The Same Person Jim Smeal/Shutterstock It is only a matter of time until Hollywood’s hottest stars get together, whether it be socially, professionally, or romantically. And it is also of course only a matter of time before these Hollywood hotties start to date the same people, or become romantically involved with their ex’s best friend. There were a number of celebs who seemed to have been attached at the hip over the years and seemed to have enjoyed some pretty awesome dates together, despite the fact that the new love in their life may have been their good pal’s ex. To say the least, the Hollywood pool of romance definitely gets a little messy from time to time. For example, some of our favorite celebrity couples have been Taylor Swift and Taylor Lautner, as well as Ashley Greene and Ryan Phillippe. And, believe it or not, Lautner also dated T Swift’s bestie, Selena Gomez; and Phillippe has also dated Green’s BFF, Nikki Reed. January 31, 2020, 11:44AM 2 of 5 Courteney Cox and Jennifer Aniston Alex Berliner/BEI/Shutterstock Courteney Cox and Jennifer Aniston both dated Counting Crows frontman Adam Duritz in the 1990s. Jen dated him first and remained buddies with Court when she dated him after they broke up. January 31, 2020, 11:44AM 3 of 5 Ashley Greene and Nikki Reed Jim Smeal/BEI/Shutterstock Ashley Greene and Nikki Reed showed how close they were at the ‘Twilight Saga: Breaking Dawn Part II’ event. The ladies both dated Ryan Phillippe. Nikki was seen out with him in 2007 and Ashley would be spotted with him six years later in 2013! January 31, 2020, 11:44AM 4 of 5 Drew Barrymore and Vincent/Kobal/Shutterstock Drew Barrymore could have gotten super upset with Kristen Wiig after she started seeing Drew’s ex Fabrizio Moretti in 2011. The Whip It costars did not even sweat the drama about The Strokes drummer and have stayed buds. January 31, 2020, 11:44AM 5 of 5 Gwyneth Paltrow and Drew Barrymore Alex Berliner/BEI/Shutterstock Gwyneth Paltrow and Drew Barrymore have been friends for decades! Drew dated Luke Wilson for a spell in the 90s and Gwyn did too after she filmed ‘The Royal Tennenbaums’ with him. January 31, 2020, 11:44AM Click to Subscribe to Get Our Free HollywoodLife Daily Newsletter to get the hottest celeb news.