I'm not starting this off like my typical menswear blog. Oh no. Not today. This post is specifically geared towards the gentlemen trying to prepare for the annual “step your game up day,” also called Valentine's Day. It’s a day where the world’s people enjoy the close company of another. A lot of planning and execution occurs on this day.
So I ask you, what are you wearing? I'm sure you've already given this some thought. In fact, I'm sure you've already put your look together, purchased the items you needed and are just salivating at the chance to put on those new kicks you picked up. Right? Right.
If you're anything like me, you haven't given it a moment of thought. I don't blame you. In this fast-paced world of technology, social media and day-to-day life consuming your every hour, it's tough. But luckily, I enjoy this fashion challenge that seemingly every year asks you to improve. So here's what I'm offering: three solid Valentine's Day fits that are comfortable, fashionable and badass, if you've got the confidence to rock ’em.
Scenario #1: Brunch
Let's not act like we can't all see the elephant in the room. This V-Day happens to fall on a Sunday. So, many people might be opting out for the brunch option. Cool. So what to wear? I took the liberty to take a look at what temps look like in general sense for the US for Sunday, and it's pretty simple — east coast cold, west coast warm.
What does this mean? You decide, based on the options I provide, how you'd like to proceed. Here's what to keep in mind when dressing for this. Bottom line it's a date. Dress like it. However, it's also Sunday brunch, and you need to be comfortable. What spells comfort like … joggers. Yes. That's correct. Joggers. Here's the look:

Should it be warmer out, I say ENJOY IT! Why not? It's not a bad time to appreciate the little things. Add accessories as you see fit. A beanie, hat, sunglasses, watch, pocket square, you name it. If it's a bit colder out, you'll swap out the joggers for black denim and the trainers for boots. You may also consider a parka. Like so …

Whatever you decide, own it with confidence. Trust in the decision you make and it'll go well (fashion-wise, that is). On to the next..
Scenario #2: Night In (Home Cooked Dinner)
Party's at your house! Well, kind of. More like just you and your date. But hey, that could still be a party! Let's consider what's important here. Not really the temperature. Why? Because you're at home. You can keep it as comfy as you want. What else? What do you have planned for the night? Just dinner? A game? A movie? Figure out those details. You want to be comfortable. Don't wear anything that doesn't correspond to what you'll be doing for the night. Oh, and by the way, it's still a date. Set the tone so your date knows you care. Most people will be getting dressed up. So that's the look I've created. Check it out:

Simple look for this one. It creates clean lines and subtle colors that grab attention. You can decide based on the conditions if the sweater and shirt together are too much. Also, the jacket is optional. But keep it out where you can see it. You never know when you'll need a stroll to the patio or an impulse move out!
Scenario #3: Casual Date Night (Dinner & Movie)
Hmm. How many times do you think that this type of date is overlooked? It's a basic, introductory, simple, feasibly enjoyable option for two people out to enjoy each other’s company. But, as I've stated earlier, it's still a date. First things first — where are you having dinner at? Does it call for a little shoeshine or are sneakers cool? From there, it's all about temperature. In this case, the dinner will be casual and the temps are cooler. What do I suggest? I'm recommending a masculine take with a fashionable twist. Here it is:

It's casual but fashionable. It's all about the specific pieces you add to the look. The suspenders, style of jacket and boot all make a difference. Feel free to add accessories as you see fit. You've got this!
Give these looks a shot and figure out what works or what doesn't. You can customize these any way you want. Be confident and comfortable. Side note: get excited! You have a cool date to go on. Go have a great time! As always, it's all about taste.
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