Ryan Phillippe
We’re now in the realm of dreamy 1990s male actors, with our first entry, Ryan Phillippe. After meeting on the set of 1999’s ‘Cruel Intentions,’ their love was front-page news for years. Ryan’s career had a lot of promise and continued into the new century.
With classics like I Know What You Did Last Summer and Way of the Gun under his belt, it’s no surprise that Ryan’s career has become firmly entrenched in pop culture history. That quiet voice and boyish charm are a deadly combination for any woman out there who is susceptible to intimidation.