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Jessica’s Style Challenge: Get Me The Nautical Look For $300 Or Less

nautical style challenge

Fun fact: As feminine as our Jessica typically dresses, she also enjoys a bit of a more masculine edge. Jess loves nautical style, specifically with a Jean Seberg kind of Fraaaanch twist and is looking to add some pieces to her wardrobe that will reflect that. But here’s the kicker: She doesn’t want to spend more than $300 for everything –– total. So I went to scouring high and low for awesome, seaworthy items that won’t make her look like a salty sea captain or a sea wench (not that there’s anything wrong with that).

After hours sweating it out on e-commerce sites, I found a selection of tops, bottoms, shoes and accessories that I think she’ll love. Clockwise from top left:

Gap Boyfriend Shorts, $33.96
Flynn Skye for Free People Nautical Stripe Maxi, $99.95
J. Crew Factory Stripe Boatneck Tee, $23.50
Levi’s Color Midrise Skinny Ankle Jeans, $54
Aerosoles Water Plush Wedge Sandal, $39.95
Navy Sailor’s Knot Bracelet, $12.99
Yellow Canvas Belt, $11.99
Sea Through Top, $37.99

See (heh) how to wear it all after the jump!

nautical outfit one

Sea Through Top, $37.99
Yellow Canvas Belt, $11.99
Gap Boyfriend Shorts, $33.96
Aerosoles Water Plush Wedge Sandal, $39.95

Summer Casual: Boyfriend-style shorts are slouchy and comfortable and hit at the nice midpoint of your thigh. I paired them with a flowy, semi-sheer navy blouse with a tiny(!) anchor pattern on it. Wear the belt and tuck the blouse into your shorts, if you like, or go untucked and skip the belt.

nautical outfit two

Aerosoles Water Plush Wedge Sandal, $39.95
Navy Sailor’s Knot Bracelet, $12.99
Levi’s Color Midrise Skinny Ankle Jeans, $54
J. Crew Factory Stripe Boatneck Tee, $23.50

Summer Office: Jessica really wanted a classic, French-y nautical striped boatneck tee, and I think this one from J. Crew Factory perfectly fits the bill. I paired it with a pair of summery ankle-length jeans, that give off that Bridget Bardot-in-”Contempt” vibe. Paired with a wedge, it’ll give the effect of making your legs seem longer.And oh yeah, who doesn’t love a nautical knot rope bracelet, really?

nautical outfit three

Aerosoles Water Plush Wedge Sandal, $39.95
Flynn Skye for Free People Nautical Stripe Maxi, $99.95
Yellow Canvas Belt, $11.99
Navy Sailor’s Knot Bracelet, $12.99

Date Night: I know Jessica loves her some maxi-dresses and this one has a simple nautical stripe motif, but doesn’t look too costume-y or anything. It’s not like it’s got big anchor epaulets on it. (You should really only wear those if you’re in a touring company of South Pacific or a member of a Village People cover band.) Paired with a bright red wedge and a pop of color around the waist (Or not! Up to you!), this is a perfect summer date outfit with a guy who hopefully (maybe) might take you on his yacht. I mean, dream big.

The sum total for all eight pieces? $314.33. So I went a tad bit over her limit … but chances are Jessica has a brightly colored belt in her closet already.

Want me to take on your style challenge? I am sooooo up for it! Really, I love shopping for other people. That’s weird, right? Shoot me an email at julie@thefrisky.com and tell me what you’re looking for!

Jessica's Style Resolution
cute butt photo
Jess is going to dress for her booty this year. Read More »
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