Dylan O’Brien Serves Cake On His Birthday

Happy 35th birthday to Dylan O’Brien, who’s in the middle of one of the best second acts of any former teen heartthrob in Hollywood. We’re celebrating this fine man’s legacy with a look back at his sexiest performances, including his recent string of nude hits. O’Fine-en! Sorry. I’m a little nervous.

O’Brien was most famous for his teen roles on Teen Wolf and the dystopian Maze Runner series, which didn’t live up to other similar projects at the time like Hunger Games, but did make O’Brien a star in YA circles. 

After Maze Runner, O’Brien started taking more eclectic roles, from the monster adventure Love and Monsters to The Outfit and Taylor Swift’s hugely popular All Too Well: The Short Film opposite Sadie Sink. Yes, that was a thing! Rather than chasing another blockbuster franchise, O’Brien doubled down on offbeat indies, but the nudity wasn’t there… yet. 

That would come with 2024’s PonyBoi, where O’Brien plays a pimp dating a trans woman played by River Gallo. This is where Dylan makes his nude debut, slipping his booty in the bedroom while freestyle rapping. But it would just be a taste of the cake to come! 

See the full (uncensored) Dylan O’Brien nude scenes here

Then came 2025’s Twinless, arguably the performance that completely changed the conversation around O’Brien. Here he plays twin brothers Roman and Rocky, one of whom is gay and enjoys a hookup with a guy obsessed with twins, played by James Sweeney. The gay sex scene is almost too good to be true for O’Brien fans! 

Commercial success and the best look at O’Brien’s ass came with the 2026 sleeper hit horror comedy Send Help. He plays an evil boss trapped on an island with his report, played by Rachel McAdams, who gets her revenge. In one shot, McAdams peeps O’Brien cleaning up by the ocean with his perfect, muscular ass on full display. Happy birthday, you babe you!