Nathan Fleetwood: Most Likely to Wear the Same Underwear Two Days in a Row

Nathan Fleetwood likes his underwear like he likes his whiskey: aged. And he's thrilled for the public recognition. “I may not have won any scholarship, service, or leadership awards during my four years at Penn, but I know that this award will make my mother far more proud and will definitely do more to increase my chances of getting elected to public office later in life," says Nathan. He credits his success to his “superhero–like ability to extract the maximum value out of any piece of underwear” thrown his way.

Elliot Taylor: Most Likely to Wear Workout Clothes and Not Actually Go to Pottruck

For Elliot Taylor, gym attire isn't a lazy groutfit. It's a lifestyle. Elliot has mastered the look of Pottruck chic, noting that "it's all about looking like I hit the gym without ever stepping foot in it." He explains his routine, "Every morning after a long bout of self reflection, I open my closet to throw together the ultimate 'Gym, Tan, Laundry' outfit." Elliot describes his daily apparel as "some sweatpants I bursared, an unused frisbee from NSO (I want people to think I do cardio), an American tank top...a headband, and a towel I took from Pottruck...on top of this, walking around and complaining to everyone about how 'my quads are on fire but they hurt so good' is a must."

Celine Moussazadeh: Hot Enough For It Not to Matter

If you think she looks like she didn’t even try, then you’d be right. Girl was blessed with good genes and good jeans. Celine always looks like Penn's Next Top Model, even if she thinks she looks like Penn's Next Top Insomniac. This Persian beauty is known for her effortlessly chic style and her down–to–earth personality. If you see her around, she’ll most likely be in black—she likes to keep it simple—and bundled in a thick scarf. She even looks runway–ready in Adidas sneaks and her workout apparel.

Reid Douty: Most Likely to Manscape

Manscaping can sometimes be a hairy issue for the boys of our generation. Whether opting to go completely bare or just trimming a little off the sides, it’s not something guys typically like to talk about. But Reid Douty is proud of his pruning. Or at least his friends are proud of it for him. We feel you Reid—it always looks bigger when you trim it back. Just don't lend us your razor.

Caroline Dwyer: Most Likely to Sport All Penn Gear

Comfort and spirit go hand–in–hand for College junior, Caroline Dwyer. This soccer–loving gal from West Chester, PA, lives and breathes Penn gear.  Although one might believe that Caroline’s affinity for gym clothing simply stems from a lack of time to wear anything but soccer gear daily, Caroline truly believes that dressing nicely for class is stupid. Instead, she thanks Under Amour and her team’s personal shopper, Emily Perrin, for her fashion taste. After all, why dress up when you can be comfortable and rep your school in the process?

Doug Swift: Most Likely to Dress Business Professional for All Classes in Huntsman

This College senior labels himself as a “a natural entrepreneur, a real estate fanatic, and a model whiz.” Although he's double majoring in econ and European history, he might not have actually taken that many classes in Huntsman. Maybe he wore a suit to an info sesh one time. Or maybe his British accent and post–grad position at JP Morgan just oozes business professional. Regardless, we're sure he'll take corporate America by a firm handshake and extended eye contact, just like he took this superlative. 

Michael Xufu Huang: Most Cruella de Vil

If Penn socialite Michael Xufu were a Disney princess, he’d be Cruella de Vil. These two characters could have been separated at birth: they’re both slim, sassy and covered in dead animal. Xufu's outrageous and gorgeous wardrobe has earned the College sophomore Instafame and a casual shout–out in GQ. If you didn't already know Xufu from the international media, you can spot him in monogrammed "Xu Fu" loafers, a spherical neon handbag and, of course, billowing masses of (faux) fur. With his razor–sharp cheekbones and beautiful RBF (Ed. note: resting bitch face), Xufu looks like PETA's most–hated Disney villian, but once you get to know him, you’ll find he’s actually more of a loveable dalmation than a Cruella.

Amaury Normand: Most Likely to Sport Non–Prescription Glasses

Brace yourselves, sapiosexuals. For Amaury, it's all in the lens. “Before I had fake glasses, no one took me seriously," the senior recalls. "One day I wore non–prescription glasses and the next day I got seventeen job offers, a personal call from President Obama and a formal invitation to share breakfast with Bill Gates.” Everyone with 20/20 vision, take note. But even with four eyes, Amaury is quite a sight for the eyes.

Daniella Sakhai: Most Runway Ready

Daniella Sakhai is a senior in the College hailing from New York City. Daniella keeps herself looking great, while making other aspects of her Adobe Creative Cloud look even better as a Visual Studies major. On campus, Daniella is the creative director of The Walk and a Theta dawg. She’s not quite sure how she manages to stay so runway–ready all the time, but she knows “it’s definitely not the excess frozen yogurt and late night pancakes.”