Web developer Paul's laid back work environment and his tall stature have dictated his too-casual wardrobe for years. He wants our help to get him out of his style rut and update his look for a night out with his wife. But he's 6'5" with size 15-16 shoes. Have we met our match?

   Our Style Mission

Very tall Paul is 27 years old, but his baggy jeans, t-shirts, and skater shoes make him look like he’s still a kid. Our mission: to outfit him (and his giant feet!) in a funky date night look that will match his wife’s sense of style when they’re out on the town.

Our guest expert is Dean Khial, Vice President of Kitson LA. He’s who A-List celebs turn to to find out what’s in style. Dean had these tips for styling Paul:

• It can be hard to break someone out of their shell, but it’s even worse if they’re not comfortable in their new clothes.

• Buying a hat for someone else is tricky. They either look good in it or they don’t. 

• I would dress Paul in a combination of refined European mixed grunge; a happy medium between the two.

   Our Look Book

Paul’s height was a real problem for us. Not only for finding pants, but also for finding jackets with long enough arms. And size 15-16 shoes? Don’t even get us started!

After a lot of hunting and compromising (we had to give up on our jacket idea), we came up with a more polished look for Paul:

• Blue collared shirt from Banana Republic: $95
• Grey textured hoodie/jacket from Tristan: $180
• Grey pin-stripe trousers from Banana Republic: $180
• Black shoes from George Richards: $88
• Black cap from H&M: $10

Expert opinion from Dean Khial:

• It’s quite the dilemma to dress a guy of that size. The pieces match well. It’s a great outfit. On him, it makes him look like an adult. But a lot older…like 36, 37, with two kids.

• I’m not sure I would have gone with the hat. Usually you don’t wear a pageboy like that. Instead, it’s worn straight and low on the head. He looks sheepish in it.

• The shoes are nice but, again, an older style. But it’s really hard to funk up a foot of that size.

• The pants are great, the jacket’s good; they just don’t pop together. A v-neck t-shirt would have pumped up his chest and upper area. 

   Did our style picks make the “Do List” or”Don’t List”?

Paul was impressed we found clothes in his size. He liked the black shoes, a great staple in any man’s wardrobe. All of the items we chose for Paul got his approval. He was also certain his wife would be impressed!

Our style expert Dean Khial thinks we put together a great date night look for him, but it could have been a bit funkier. The pieces are good on their own, but maybe for this outfit, we could have done something more interesting with the shoes and the shirt.

   Tips we learned on this show:

• When I first look at someone’s outfit, my eyes go straight to the shoes. They seem insignificant, but they can make a big impact on an outfit. If you don’t have the right pair of shoes for an outfit, it can blow the whole look. (Dean Khial, VP of Kitson LA)

• Accessories can really pump up an outfit. A watch is a very big item for a guy. It’s like the equivalent of a woman’s handbag. (Dean Khial, VP of Kitson LA

   Other Show Segments

• The Perfect Stubble (Product Test: Beard Trimmers)
• Laser tattoo removal
• Style tips for men

Please note: opinions expressed about fashion and beauty in this article are just that: our opinions. Feeling beautiful on the inside is what matters most, but we like to do what we can on the outside too.