15 of the Wackiest Celebrity Rebound Couples

by Jennifer Lafferty

15 of the Wackiest Celebrity Rebound Couples

It’s not unusual for celebrities to jump from one relationship to another, starting a new romance soon after the last one ends. Whether it’s post-breakup confusion or the desire to go in a different direction, these celebs often wind up in the arms of some surprising lovers. Check out the 15 wackiest celebrity rebound relationships.


Blake Shelton & Gwen Stefani



Country singer Blake Shelton and pop artist Gwen Stefani, who are both judges on The Voice, shocked fans when they started dating in the wake of Shelton’s divorce from country star Miranda Lambert and Stefani’s divorce from singer/actor Gavin Rossdale.


Jennifer Aniston & Vince Vaughn



Although Vince Vaughn is a popular actor, he’s about as far from Brad Pitt as you can get, which could be what attracted a post-divorce Jennifer Aniston to him. The Aniston-Vaughn romance, ironically, began while filming The Break-Up and lasted less than two years.


Nicole Kidman & Lenny Kravitz



Not only was the flamboyant soul artist Lenny Kravitz a surprising match for elegant Nicole Kidman, but he also seemed the polar opposite to ex-husband Tom Cruise. Her taste for sexy musicians continued post-Kravitz, though, with Kidman marrying Keith Urban in 2006.


Kate Hudson & Lance Armstrong



It’s hard to imagine lighthearted rom com actress Kate Hudson with the intense, super ambitious and now disgraced celebrity cyclist Lance Armstrong, but they did date, just after her split with Owen Wilson, whom she dated after divorcing Chris Robinson.


Scarlett Johansson & Sean Penn



It was surprising when sexy Scarlett Johansson dated the eccentric and much older Sean Penn in 2011 while she was divorcing Ryan Reynolds, but even more shocking were reports that it was Johansson who chased after Penn.


David Spade & Nicollette Sheridan



David Spade has had several surprising relationships, but the most bizarre may be the reported pairing of Spade with Desperate Housewives’ Nicollette Sheridan in 2008, shortly after she and Michael Bolton broke off their engagement.


Tom Cruise & Penelope Cruz



Rebound relationships are typically brief, but Tom Cruise’s romance with Latin siren Penelope Cruz, beginning just after his split from Nicole Kidman, lasted three years. This peculiar couple met while filming Vanilla Sky in 2000.


Pamela Anderson & Kid Rock



The equally outrageous Kid Rock and Pamela Anderson made a provocative pair during their tumultuous romance and brief marriage. The two first started dating after Anderson’s relationship with Swedish model Marcus Schenkenberg ended in 2001.


Jessica Simpson & John Mayer



John Mayer’s love life seems to be a series of rebound relationships. One of the most interesting was his romance with Jessica Simpson, after which Mayer memorably referred to Simpson’s bedroom demeanor as “sexual napalm.”


David Spade & Heather Locklear



It seems that whenever a beautiful blond breaks up with her boyfriend or spouse, David Spade is there to pick up the pieces. The unlikely chick magnet briefly dated Heather Locklear after her messy split with husband Richie Sambora in 2006.


Kate Winslet & Louis Dowler



Oscar-winner Kate Winslet and sexy male model Louis Dowler were an odd pair when they dated in 2010. But the pretty boy may have been just what Winslet needed following the breakup with her husband, director Sam Mendes.


Kim Kardashian & Kris Humphries



Kim Kardashian married her rebound guy NBA player Kris Humphries in 2011, whom she started dating just after splitting with model Gabriel Aubrey. Following her famously short marriage to Humphries, she moved on to Kanye West.


Jake Gyllenhaal & Reese Witherspoon



The glamorous Reese Witherspoon and the more artistic Jake Gyllenhaal never seemed quite right together. They met during her divorce from Ryan Phillippe in 2006, while filming Rendition and soon started dating but broke up in 2009.


Brody Jenner & Avril Lavigne



Reality star Brody Jenner switched from his glitzy model and actress girlfriends to alternative rock singer/songwriter Avril Lavigne in 2010, shortly after his breakup with playmate Jayde Nicole. Lavigne and Jenner lasted almost two years, making it one of his longer relationships.


Britney Spears & J.R. Rotem



Britney Spears and record producer J.R. Rotem supposedly spent some wild and highly publicized weeks together following her split from husband Kevin Federline in 2007. Rotem caused a stir when he revealed details of their reported fling.