A Few Beautiful Chicagoans on What They'll be Wearing for Their V-Day Rendezvous

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Love is in the air (sort-of) and everybody is puttin' a little extra zazzle into their outfit tonight. Curious as we are, we asked a handful of good looking Chicagoans what they're wearing to score a little V-Day booty. Click through to read about Jenn's Oscar de la Renta, Ryan's bowtie, Mr. Gould's purple pinstripe shirt and more >>>

Brian Bennedict, an account manager with Google and a lead of the Gayglers Club will be wearing

"a pinstripe (black and white) jacket with a pink shirt and a pink pocket square. Jeans and black shoes."

Jenn Lake, Creative Director at Zapwater Communications and oft proclaimed "Fashion Sniper" will be wearing

" a vintage 1960's Oscar de la Renta dress (my favorite era of vintage gowns) paired with a vintage Kenneth Jay Lane gold necklace and Proenza Schouler heels."

Mr. Brett Gould, an occasional Racked contributor and sassy-pants extraoridinaire will be wearing

"an old maroon tie that I have to tuck the back part into my shirt because that look back flap holder thing ripped off, a stained purple pinstriped shirt, an old black belt with lots of scratches, pants that are too big for me and actually make me look fatter than I already am and a scuffed up pair of black shoes that have half the heel worn off on both."

Cynthia Drescher, Managing Editor at Condé Nast's pop culture travel blog, Jaunted has traded the biting Chicago winds for the summer of South America will be wearing

"a pair of marinière striped shorts, a neon yellow tank and a red safari blouse and a pair of black sparkly Alice + Olivia for Keds."

Ryan Beshel, known for his work as the brain behind The Bowtie Memoirs and new face of The 900 Shops is wearing

"all black with a dash of blue - a black H&M suit with a Zara navy button-up and a wooden Plank22b bowtie and black fabric with red polka dots".