entertainment

35 Hilariously Awkward Celebrity Puberty Photos

23.

Could this be anyone but Conan O’Brien? Didn’t think so. Just look at that face. This has to be one of the most awkward school photos I’ve ever seen. Freaking classic Conan.

24.

Who else could this be besides James Corden? LOOK AT THAT FACE. He seriously looks the exact same to me. So if he thinks this is awkward… he must think he’s always awkward! As far as all these photos go, this isn’t all that awkward.

25.

Ohhh Andy Richter, you and Conan make one awkward pair. Seriously, it’s like their made for each other. Look at that side smirk, it’s just pure awkward beauty.

26.

Who could have a weirder throwback photo than Weird Al? NO ONE. Seriously, of course his awkward photo featured him in a turtleneck lounging with a coconut and curly straw.

27.

Straight up, Kumail Nanjiani looks HILARIOUS. That little crustache, plus that aircut, plus those glasses just equals pure awkward perfection. Add the traditional cloud background and you’ve got yourself an instant classic.

28.

Who is that little boy? Oh, wait, it’s Sarah Silverman. Look at that leg positioning, and that awkward lean. This photo is seriously just too good to be true. And yet, it’s real.

Written by Alex Cogen

Alex is a New Yorker currently living in Austin. She loves cats, grass, and latex but unfortunately is allergic to all 3. She makes mom and dad jokes more than she cares to admit (jk she'll admit it loud and proud). She isn't as funny as she thinks she is. She is the founder of thelazygurl.com.