That Guy: Theodore Gaston

This week's That Guy Profile is Theodore Gaston.

This week's Profile is Theodore Gaston of Philadelphia. Pilly Fashion guru Sabir Peele tells us why Theodore is this week's That Guy.

What I like about this look.

This look pulls inspiration from the tennis style of the 1970's that was made ever so popular by the great Arthur Ashe. Theodore has paid great attention to the tailored fit to all of the pieces in this look, which really heightens the overall visual aesthetic of this outfit. Taking a note from the past (and our grand-fathers), he has opted for a pair of cordovan, leather, penny loafers that really complete this look. Take a note guys, it is okay to show some ankle from time to time with your outfits. By adding a two inch cuff on your trousers like his , you will get that desired ankle bearing effect.

Where could this outfit be worn?

This is a look that is often referred to as the "in-between". This look teeters on the lines of dressy and casual. Depending on your work environment this look can translate well from corporate, as a casual look, to dressed up if your office is more relaxed with dress codes. For the younger guy that may be in college and wants to upgrade their style without having to wear a suit, this look would be a great option as well.

Where can you buy this particular look?

Tennis style sweaters have been around for ages and are big in the "preppy" scene. Brands like Lacoste, Ralph Lauren, Nautica and Tommy Hilfiger. If you are in need of a sleeve penny loafers, look to brands like Bass, Cole Haan, Frye Boots and Johnston and Murphy. Remember, one of the most versatile items a guy can own is a Oxford, button-down collar shirt and Theodore wear his well as a layered piece. Brands like Izod, Ratio Clothing, Ralph Lauren and Gap will always have Oxford, button-down collar shirts in stock.

Style Tip.

The fit to  this outfit is spot on! In terms of tweaks to this look, I would either switch to a pair of navy, wool trousers or even a pair of slim fit dark wash jeans. The purple huge in his trousers do not complement his sweater well so that would be the main change. To give this look some life, added a bold blue or red pair of socks to the mix.


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