Back before Blake was a mom, and spent her free time posting new jelly recipes on her websites.Blake and Leo broke up out of nowhere, and Blake and Ryan hooked up soon after. In February, celebrities came out in droves to attend the amf AR Gala in New York City – including Blake Lively, Ryan Reynolds, and Leonardo Di Caprio.
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Bundchen is now married to Tom Brady and they were married in 2009, having recently celebrated their seventh anniversary. Bar Refaeli – Di Caprio and model Bar Refaeli began dating in November 2005 after meeting at a party.
In 2009, they went on a break, but the relationship was back on in 2010, only to end a year later.
Other sources say that friends and family were pressuring Di Caprio to make more of a commitment to Refaeli.
Gisele Bundchen (2000 - 2005) Leonardo dated Brazilian model Gisele Bundchen from 2000 to 2005.
It is reported that the relationship ended because she was interested in settling down, but Leo wasn’t ready to give up his playboy lifestyle.
Di Caprio allegedly saw a picture of then-model and current Revenge actress Valletta in a magazine and had his "people" track her down for a date. Eva Herzigova (1998) Phillips, the daughter of Mamas and Papas singer John Phillips, briefly dated Leo in 1998 when she was 17.
Things got a bit awkward at the charity event when Leo began trying to get Blake’s attention – and Ryan got super jealous of the Oscar winner and his wife’s former relationship.
According to an all new edition of Star Magazine, “Every time Blake was in Leo’s line of vision, he was winking at her and grinning.
They were spotted enjoying dinner together and the rumours probably weren't true... Leonardo Di Caprio and Israeli model Bar Refaeli met in November 2005 at a party for U2 in Las Vegas and dated until 2011.
The couple is rumoured to have grown apart with their careers taking them in different directions.
The 41-year-old actor once said "I prefer ordinary girls - you know, college students, waitresses, that sort of thing," but his dating history would suggest otherwise.