A super-cool fashion blogger and all-around great gal, I’ve been a fan of Sara’s style and her writing since before we were friends IRL (that’s “in real life” if you don’t know…now ya know..). As a single lady who’s practically a pro at online dating here in the city, I asked her to come up with a few outfits she’d love to see a guy show up wearing on a date offline.
She’s a little nervous, so make sure to show her some patented SG reader love in the comments!
Hi, I’m Sara and I write a blog of fashion-based thoughts at sarazucker.com. As your e-yente, I’ll dispense some sage advice regarding what to wear on a few very different dates, but first, you should know that I have guest post anxiety. “Megan’s readers are so stylish! What if they don’t approve of my choices?”
Despite the grey hairs, I threw caution to the wind and created three outfits, all of which I would love to see a man wearing on a pivotal early date. In doing so, how could I possibly disappoint you if I stay cocooned in my selfish, self-centered, ‘independent woman’ bubble? Please also keep in mind that while some of my readers consider me an expert in both fashion and dating, I am single and frequently wear sweatpants. Read on, new friends!
No need to get fancy on this date; be casz and keep clothing simple. You can add personality with footwear and accessory choices. I would definitely suggest that you avoid reaching for your favorite messenger bag, mainly because it is massive and completely unnecessary for an occasion that will just involve scones, espresso, and (hopefully) good conversation.
Your companion is going to think that you work all the time and/or don’t have a home to get back to if you show up toting your whole life in that substantial, cross-body, canvas/nylon situation. Do not be afraid of employing a leather pouch for essentials! You will retain your masculinity while still toting around your necessities – it is a win-win.
Peonies are essential in the attempt to truly woo your date for the following reasons: they are a token of affection (points for being thoughtful and generous) they aren’t roses (points for being unique), and they smell nice (points for nice smells). You may also be thinking “Sara, salmon pants?” and that is a totally logical thought, but I figure, why not get a little sassy with your clothing before you get a little sassy without them, am I right? The overall look shows that you care about the occasion – you could, in fact, experience a makeout tonight – without getting too ‘black tie’ and making your companion feel under-dressed. Get it, boy!
Oh, you want to pull out all the stops, do you? This person is a total keeper and you plan to bring them home to Mom? That is awesome. You go! With that in mind, this sort of hours-long date requires a backpack because they are all the rage right now and you, the fashion-minded male, care about the rage. Sneakers are also a good call as said date may require climbing mountains – or just walking around a lot. Just be sure to maintain eye contact throughout because if you notice your companion fading, you may want to put some stops back, thank them for their time, and escort them home.