Looking good under all those trendy clothes matter too. These boxer briefs from Diesel are just too cute!

Brighten up his mood (and weekend wardrobe) a little bit with this checkered shorts from Analog.

He'll channel coolness in this hip pair from Anon.

If your guy's into skating, make him look good doing it with this C1RCA sneaker.

Give his eyewear style an update too with this pair by Dragon.

He can go both casual and chic with this hooded vest from Sisley.

If he's been wearing too much dark shades, let him try on a classic jacket in white like this one from Sisley.

With the rainy season still here, this plaid peacoat from Benetton will keep him dry, warm and stylish.

For fancy events and romantic dates, encourage him to wear posh dinner jackets like this one from Sisley that can be worn even with jeans.

Let him rock some leather for tough biker look. Brown leather jacket from Benetton

If he's game for more fasyon style, he just might love this acid wash gray denims from KR3W.

Is he into designer duds like you? Then he'll love this messenger bag from Louis Vuitton--he can use it for work, traveling, or on weekends.

He'll sure fly with the other cool guys with this flyer jacket from Supra.

Instead of that old lousy sweater, he can pair this smart cardigan from Benetton with his office attire or with his favorite tee and jeans.

A leather belt always looks classic and smart. Get him one that he can use when dressed down or up like this one from Benetton.

He'll love the wash and wear look of this button fly pair from Fox.

Get him a graphic shirt that has a witty message on it like this tee from David & Goliath.

He'll look gangster gorgeous in this polka dot fedora from Diesel.

Leather accessories like this bracelet from Diesel are in even for men for that bad boy look.

Want to give him a watch for your anniversary but don't know whether he likes a leather or metal bracelet? Why not give him both with this metal and leather watch from Diesel.

Get him the latest trendy style from sunglasses with this black framed eyewear from Girogio Armani.

Get him on the ripped denim trend with this pair from Diesel.

He'll never look boring in this slashed gray jeans from Diesel.

Is he simple and casual? He'll love the basic blue jeans of Analog Soul.

Veer away from the usual silver or leather watched out there. This matte black timepiece from Swatch is so masculine and stylish.

Real fasyon men wear dark skinny jeans like this chic pair from Diesel.

Take a break from your usual sneakers and opt for a classic pair of mocassin loafers like this one from Tod's.

Teach him the law of layering with a cool shirt underneath a hip plaid man shirt like this look from Esprit.

Tote a hip looking bag whether at the gym, school, or weekend out of town trips with this bag from Diesel.

This bootie from Diesel is versatile for your man whether he's in jeans or slacks.

He'll look hot in this classic Wayfarer shades from Ray-Ban.

Sneakers can look chic too. Opt for an Oxford-inspired pair like these from Clae.

If you're both eco-friendly, then you'll love these sneakers from Simple. All materials used to make their shoes are recycled. He'll look eco-chic in these shoes.