Jake Gyllenhaal's Hottest Scenes

Congratulations to Jake Gyllenhaal, who won Mr. Man Lifetime Achievement Award for nudity in 2024! This honor is only bestowed to the nudest of male celebrities, and if you don't think Jake is befitting the title, then you haven't been paying attention. In this playlist, we're making the case for Jake's Lifetime Achievement Award by rounding up his legendary on-screen nude moments. Of course, we need to start with his career-defining role in Brokeback Mountain. Jake used a body double for his skinny dipping scene with Heath Ledger, but we love seeing his side ass as he does some laundry in the river. While their iconic deflowering scene in a tent is non-nude, we all remember when Ledger spit into his hand to lube up Jake's tight hole before unloading his cum inside of Jake. We got some actual nudity from Gyllenhaal in his romantic comedy Love And Other Drugs, where he flaunts his shredded body with just his hands cupping his cock! For Jake Gyllenhaal's best nude scene, head to his war drama Jarhead, which was released the same year as Brokeback. He dances nude with a Santa hat covering his crotch, and more importantly, exposes his cock in his only frontal scene while joining the boys in the shower! Yes, Jake Gyllenhaal penis has entered the chat. Throw in nudity in Jake's offbeat Netflix horror movie Velvet Buzzsaw, and we can't imagine this hottie not winning the Lifetime Achievement Award. You play Jack and I'll play Gyllenhaal.