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54 (1998) Sexy, shirtless 00:06:34 Ryan is told he can't come into Studio 54 with his shirt on and he obliges!
54 (1998) Sexy, shirtless 00:21:28 Ryan and Breckin do some shirtless bartending, nicely showing off their physiques!
54 (1998) Sexy, straight, shirtless 00:33:30 Ryan has some sweaty sex with Sela Ward, but sadly we only see him from the waist up!
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Ryan Phillippe got his start in the early 90s playing US daytime television’s first gay teenager, Billy Douglas, on One Life To Live. With his short blond curls and loin-tingling eyes, this hunky heartthrob went on to star in a slew of teen blockbusters that cashed in on his ability to play cynical, sexy leads who weren’t afraid to show some skin. Ryan will have you crying and biting your pillow when you see his rear view debut in the tense drama Little Boy Blue (1997). In 54 (1998), a drama based on the world-famous Studio 54, raunchy Ryan wears precious little attire, strutting around in a Speedo, showing off his gym-built upper body, and beautiful bubble butt, a fantastic feat he did again in Homegrown (1998). We were treated with another flash of ass in his most famous roll to date as the seductive Sebastian in Cruel Intentions (1999). He’s got such a hot ass that it would be more than cruel of him to keep it covered and apparently Ryan agrees with our assessment, because he busted out his bunnage in 2007 on the boob tube drama Damages and in his directorial debut Catch Hell (2014). Now that’s an behind that will have you damaging a lot of underwear!


Catch Hell (2014) - as Reagan Pearce

Nude, butt, underwear, bulge 01:14:15 Stephen and Ryan both reveal some rumpage in an odd and intense scene. As Stephen moves in for some anal loving, Ryan quickly foils his fornicating fun.
Nude, butt 01:17:19 Ryan and Stephen both go ass out while chained to a floor.

Macgruber (2010) - as Piper

Nude, butt 01:15:11 Ryan tries the celery up the butt trick by shoving a stalk in between his buns.

Cruel Intentions (1999) - as Sebastian Valmont

Nude, butt, shirtless 00:28:00 Ryan Phillippe is poolside with just a towel around his neck. Nice rear!

54 (1998) - as Shane O'Shea

Nude, butt, shirtless 00:49:23 Ryan gives us a good look at his sweet ass as he rises from a late-night romp! What? No morning wood?!
Nude, butt, shirtless 00:39:25 A montage of Ryan's brilliant life that features a nice glimpse of his ass!

Homegrown (1998) - as Harlan Dykstra

Nude, butt, straight, shirtless 01:15:45 Ryan shows butt as he humps his lady into the mattress. We can't get enough of Ryan's behind!
Nude, butt, shirtless 01:17:03 Ryan's shirtless slumber gets interrupted by a gun-wielding dude.

Little Boy Blue (1997) - as Jimmy West

Nude, butt, straight, shirtless 00:20:07 Ryan shows off his butt while he's forced to have sex with a chick. As he walks away into the night, when can see little boy blue's butt.
Nude, butt, shirtless 00:22:03 Ryan goes commando in his jeans. As Ryan peers into the window, there a brief glimpse of John's butt as he changes his catheter bag. Sexy!
Nude, butt, underwear, shirtless 00:48:16 With the help of SkinVision, there's a brief look at Ryan's butt as his boxers get pulled down by his gal.

TV Shows

Damages (2007-2012) - as Channing McClaren

Nude, butt, straight Ep. 05x07 | 00:01:57 Ryan muscular buns are on full display as he bangs away under the watchful eye of a weird dude.

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