In this three part series, I’ll be posting three different outfits for three types of dates you can/should/will take your lady friend on for Valentine’s Day. When in the presence of a lady, as a gentleman you should always be presentable regardless of the setting. That means no sneakers. At all or ever on a date. You do know women judge you by the quality of your kicks right? Like the great Notorious B.I.G. once said, “If you don’t know, now you know…”
The first date is the one you’ll have to be more dressed up for, the dinner date. Keep it simple, yet refined. Simple means a nice, pressed pair of trousers, a crisp collared shirt, a sport coat, and of course a tie. Check out my picks for a great dinner date outfit
3-Button Ludlow Legacy Blazer from J. Crew – $365
An updated modern fit of their 2-button Legacy blazer, you’ll notice the narrow, notch lapels and trimmer silhouette. It’s all in the details in this jacket (interior pickstitching, flap pockets, center vent), you certainly won’t fail to impress.
JPress Worsted Wool Flannel Flat Front Trousers – $245
JPress is one of the most iconic American brands still grinding. They are consummate American style. Get these to your tailor and have him (or her) hem for no break with a 2-inch cuff (or a little smaller if that’s too much for you).
Brooks Brothers Classic Slim-fit Dress Shirt – $79.50
Keep the shirt simple and you’ll stay winning on this date. To avoid a ton of ballooning at the waist, get a slim fit shirt (and well, buy the right size. I would assume that goes without saying, right?). The slimmer torso will reduce the extra fabric you normally have on a classic fit (and thus lead to the bunching at the waist), not to mention the higher arm holes will help keep the shirt in place.
Graham Withers Harrison Tie – $68
To pull it all together, grab some neckwear from this Brooklyn-based company. I had the pleasure of meeting 1 of gentlemen behind the operation and he’s a class act. I love their collections and considering they’re handmade in Brooklyn, you know you’re getting a one of kind piece.
Allen Edmonds Strands – $295
Full disclosure: I own these shoes. They’re a little stuff at first, but mold to your feet very quick. I fell in love at first sight. These shoes will bring your entire outfit together. Trust me, she’s going to drool after seeing how great you look.
Next date? Dinner and a movie.