The first five dates are the most impressionable in anyone’s dating life. If you’re a guy in hot pursuit of your dream girl, listen up. Start off on the right foot (rather than that said foot in your mouth) from date one. Saddle up for love with these six manly fashion fundamentals.
Pre-first Date — Seal the Deal
If you want to impress a quality girl, confidence is key. No matter your objective, whether you want to take a girl home or to Taco Bell, you must be a confident dude with a nothing-to-lose attitude. The single girl is already on the defense before even knowing your name. She looks for one reason to give a guy a chance, and it’s (real) confidence that will put a crack in her wall of dating fortification.
You know who you are and feel comfortable with the guy staring back at you in the mirror. Tread gently though, and don’t mistake arrogance for confidence. Narcissism or egotism will quickly end your pursuit.
Date 1 — Dinner & Drinks
Taking a girl to dinner may be cliché, but custom romantic traditions still make her swoon (or more honestly, meet an expectation). Plan to pay on the first date. Chivalry is not dead.
Truthfully, everything you say or do will be judged, so jump into the trenches with a simple outfit to help mitigate messy first-date warfare. The look of understated sexiness? A well-fitted pair of 7 For All Mankind denim jeans and a clean, casual T-shirt paired with a luxury watch, such as Nixon or the higher-end Bulgari. A sexy and confident single man who isn’t afraid of rejection invests in a good watch. A watch is the one piece of men’s jewelry that punctuates his style. Plus, you’re a man who prefers to tell time with an artful clock face rather than a glaring iPhone screen.
Date 2 — The Outdoors Test
Most men like a versatile woman. She’s just as hot in workout shoes on a mountain trail as she is in heels at the club. Date three will crush a couple barriers and determine if the girl knows how to break a sweat. Going for a hike or riding bikes reveals her adventurous and athletic side. And just as much as she may love her Lululemon yoga pants, you’re loyal to your active shades as well.
Sure, you’re a man who likes his options. If you admittedly have an entire collection of aftermarket replacement lenses for your Oakleys, save the rainbow polarized lenses for the next Vegas bachelor party. Rock the classic titanium or black-colored lenses, and you can both focus on your rad workout together, because remember, couples who work out together—stay together, forever.
Date 3 — Home Visit
Is this love? Could be. But first it’s time to plan for the third date—the highly anticipated overnighter. Invite her over for the evening and turn up the heat by cooking her a thoughtfully planned meal. The theme of the date is the seduction of aroma.
Along with the delicious scents of juicy pork tenderloin, sautéed zucchini and Pinot Noir, enhance the romantic evening with an even more arousing fragrance (you). Dior Homme Cologne won the 2014 GQ Grooming Awards, and for a rugged manly man on a quest to become the next Dan Bilzerian (Instagram’s most notorious playboy), Penhaligon’s Sartorial Beard Oil will render your girl weak in the knees and with luck, head over heels.
Date 4 — Bro Introduction
Before entering relationship territory, you’re gonna need approval. Bro approval. Plan a nightly summertime backyard barbecue outfitted with the works—chicken, ribs, sweet potatoes and brew. It’s the alcohol-infused congregation of your friends and hers. This party may as well be the mixer of your 30s, reminiscent of college fratty days.
And as the grill master on the verge of a serious boyfriend status, don’t be afraid to be more fashionably frivolous. Ditch the Vans or flip-flops for stylish suede shoes in olive green or rusty orange. Chubbies shorts in pastel and a tucked-in denim chambray will transform a pair of Johnston & Murphy suede shoes into a statement.
Date 5 — Facebook Official
Like it was possible for your friends not to like her. Now that you’ve got bro approval, turn this amour into a real relationship. Asking her to be your girlfriend doesn’t have to be formal affair; no one’s proposing here. It should, however, be more meaningful than a text or public use of a label neither of your discussed.
Make it Facebook official and initiate a sincere conversation while just hanging out in your lounge-wear. If you want to look even more endearing, throw on your favorite hat. The boyishness of a man in a sporty hat makes a girl swoon like heart-eyes emoji. She’s now yours. It’s official. Facebook official.