First dates always have the potential of being super awkward and the anticipation can be extremely nerve-racking, so the last thing you need to be worrying about is your outfit.  Here’s a look that will have you feeling amazing and comfortable all night, even if the date turns out to be just the opposite.

This first date look features Free People’s (The Best of Both Worlds Buttondown Top in Shell), providing just the right amount of flirty and sexy with sheer fabric on the sleeves and lower body.   To keep things sexy but casual, we paired this top with The Tight Jean in Very Stretch OD Black by Cheap Monday.  Adding the necessary touch of edge is The Berlin Bomber by Unif, which also serves as a great outer layer with its faux fur collar trim and the flirty delicateness of the Damsel Shoe in Natural Floral by Jeffrey Campbell adds the perfect contrast to the whole outfit. Finally, as with any outfit, accessories are not to be forgotten.  Featured here are The Houligan Felt Hat by *Accessories Boutique, The Badu Ring by Soho Collection, The Double Chain Spike Necklace, The Pyramid Stud Handpiece, and The Open Crystal Ring, all by Luv AJ.

Stylist: Jeni Ni
Photographer: Emily Wilson