When it comes to cool casual footwear that can be worn at the office and out to after work dinner, Sperry Top-Siders take the cake in both comfort and style. Their fun boater style definitely will add a little kick to your outfit without taking over your outfit. Easy to walk in (and even easier to pair with khakis or jeans), this style of Sperry definitely reins in the competition. We've narrowed down a few of their top options, so you can nab the right model for you without sifting through endless options! Don't step out in your new Sperry Top-Sider without first checking out these all-around winners.

The first Sperry Top-Sider style that caught our eye is their 'Men's A/O 2-Eye.' What's so unique about this classic boat shoe? For starters, Sperry really has outdone itself with the color selection. Fun and funky, you can sport just about any color combination. From a red/black combination (complete with a hunter/fisherman ankle/interior lining), black suede/blue (who's got their blue shoes on?), and a chocolate suede/orange pairing that's perfect for fall. This stain and water resistant shoe boasts leather uppers in the traditional, extra durable boat shoe style, complete with a round moc toe. Its 360-degree Lacing System keeps your feet tucked in tightly with rust proof eyelets, and genuine Tru-Moc Construction.

Complete with leather lining, insole, and contoured arch support, your feet will stay both dry and comfortable. Plus, its non-marking rubber outsole (aka: Razor-Cut Wave Siping) works overtime to keep your feet dry, whether you're on land or sea. Nab these fun and funky shoes for just $77.00; I mean, what's not to love, here: style, comfort, and class, all for under $80.

If you like the lasting look of our last, extra colorful option, we're taking things to the next level with Sperry's 'Limited Edition Authentic Original Boat Shoe.' Nothing says style quite the way revamped classics do, and Sperry has definitely done it right. Originally constructed in 1935, this trademark shoe is the ultimate blue print for all future American boat shoes. Boasting genuine, hand-sewn (as always!) Tru-Moc construction and stain/water resistant leather, this shoe's style isn't the only thing that lasts. Built with stretch gore over the top for a snug fit, rustproof eyelets tip off the top with a quality, casual look. And, its midnight blue/pale yellow color combination will keep things fresh and funky for you.

Plus, you won't have to worry about comfort in these puppies: their leather foot bed and contoured arch support will keep your feet happy all day long. Weighing in at just eleven ounces, these classic kicks come in at $84.95 full price, and as low as $74.95 on sale. Not to bad for a true American classic!

Speaking of authentic, what would a Sperry Top-Sider article be without a pair of brown originals? The 'Men's Sperry Top-Sider Authentic Original' gives you (from classic to amaretto) the brown-hued shoe that started it all. This oil-tanned leather shoe boasts hand sewn moccasin construction for a fit that molds to you. With an original price of $75.00, and sales taking it as low as $64.95, these top-siders will definitely earn you some brownie points!