Demi Lovato and Ryan Phillippe

Demi Lovato and Ryan Phillippe

Thirty-six is a magical age for a leading man, really for any man, because it's the first time the dude can legally hook up with a girl half his age. And that's apparently what Ryan Phillippe was doing when he started dating 18-year-old Demi Lovato in 2011, just a short while before the birth of his daughter with ex-girlfriend Alexis Knapp.

events

2011
  1. Demi Lovato and Ryan Phillipe

    Demi Lovato and Ryan Phillipe "Just Hooking Up"

    (July 22, 2011) Split
    Demi Lovato took to Twitter to quash rumors of a relationship with Ryan Phillippe.  She tweeted, "Ladies and gentlement, and also BLOG SITES - I. AM. SINGLE. I'm not dating anyone. I'm loving my independence right now." An insider later ... more ›
  2. Demi Lovato and Ryan Phillippe

    Demi Lovato Dating Ryan Phillippe

    (July 18, 2011) Date
    E! Online reported the breaking news that new father Ryan Phillippe has been secretly dating Demi Lovato for the past couple of months! Sure, there are no photos of them together despite the swarm of papparazzi surrounding each, but that ... more ›

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