Latest Love
Leo was most recently spotted with 20-year-old Victoria's Secret model Toni Garrn. They were snapped enjoying themselves in Monaco in late May 2013.
Gaggle of Gals
The Great Gatsby star lounges on a yacht in the south of France surrounded by a bevy of bikini-clad women. Lucky guy!
Who's That?
Leo cozies up to a mystery woman in a Cannes nightclub.
Video Vixen
The 38-year-old was spotted smooching a blond babe on a boat in Los Angeles. The PDA session was reportedly for a video of some sorts.
Balcony Beauty
In February 2013, Leo was snapped getting close to a lovely lady who was later identified as Miss Universe Kosovo 2011 Aferdita Dreshaj.
Getting Serious?
Leo and Aferdita Dreshaj lounge together in Miami.
PDA Please
The actor gets a peck from an unidentified woman.
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He's on (Another) Boat
Leo and pal Jonah Hill sail around Sydney Harbor with a a dozen of pretty ladies.
Sad Split
Leo and Victoria's Secret model girlfriend Erin Heatherton broke up back in November 2012 after about a year of dating.
Bye Bye Bar
The Django Unchained star split from model Bar Refaeli in mid-2011.
Leo's Gossip Girl
DiCaprio and Blake Lively were first linked in May 2011 and enjoyed several months as a couple.
Model Behavior
Leo and Gisele Bündchen dated until 2005.