Rocking High Tops and Shorts: A Stylish Look for Guys

Alright, alright, let’s talk about them high tops and shorts, you know, the kind them young fellas wear. I see ‘em around, and sometimes I think, “Well, ain’t that somethin’,” and sometimes I just scratch my head. But hey, who am I to judge? Kids these days, they do what they wanna do.

First off, them high tops. Now, back in my day, shoes were shoes. You wore ‘em to work, you wore ‘em to church, and that was that. But these high tops, they got all sorts of colors and designs. Some look like they belong in a circus, all bright and flashy. Others are plain, just canvas or leather, nothin’ fancy. But they all got that high top thing going on, coverin’ up the ankle. Keeps the dust out, I guess, if you’re walkin’ down a dirt road. But mostly, I think it’s just for show.

Then you got the shorts. Now, shorts, I understand. It gets hot, you gotta let them legs breathe. But the length, that’s where things get tricky. Some of these young’uns, they wear shorts so short, you can practically see their… well, you know. And others, they wear ‘em down to their knees, like them basketball players. Me? I say, keep it decent, you know? Above the knee is fine, but don’t go showin’ off more than you need to. Nobody wants to see all that.

Short length: Not too long, not too short. Just right, like Goldilocks and her porridge. Above the knee is good, keeps it breezy.
Shirt pairing: Gotta keep it casual with them shorts. A polo shirt, a v-neck, or one of them button-down shirts with short sleeves. Nothin’ too fancy, you ain’t goin’ to a weddin’.

So, how do you put these high tops and shorts together? Well, that’s the million-dollar question, ain’t it? I’ve seen fellas do it all sorts of ways. Some look good, some look like they got dressed in the dark. Here’s what I reckon, based on seein’ folks around town and watchin’ them on that there television thing:

If you’re gonna wear high tops with shorts, keep the colors simple. Don’t go wearin’ bright red shoes with bright yellow shorts. You’ll look like a traffic light. Stick to somethin’ neutral, like black, white, or gray shoes. Then you can wear whatever color shorts you want, as long as they ain’t too loud.

And another thing, think about your socks. You don’t wanna wear them big ol’ thick socks that you wear with boots. Them high tops ain’t boots, even though they look like they wanna be sometimes. Wear them thin socks, the ones that don’t show too much. Or, if you’re feelin’ bold, go sockless. But make sure them feet don’t stink!

Now, some folks say you can wear high tops with anything, but I ain’t so sure about that. I’ve seen fellas wearin’ ‘em with jeans, and that looks alright, I guess. But jeans are hot in the summer, that’s why we’re talkin’ about shorts in the first place! You can wear ‘em with them athletic shorts, the kind you wear to the gym. That’s fine, casual and comfortable. But when you start wearin’ high tops with dress shorts, well, that’s when I start to wonder. Dress shorts are for lookin’ nice, for church or a fancy picnic. And high tops, they just ain’t fancy. They’re for runnin’ around, playin’ ball, or just hangin’ out.

So, my advice? Keep it simple, keep it casual, and keep it clean. Don’t overthink it. If you like the way it looks, then wear it. And if somebody don’t like it, well, that’s their problem, not yours. Life’s too short to worry about what other people think about your shoes and shorts. Just make sure you ain’t breakin’ no laws or offendin’ nobody with your outfit. And for goodness sake, make sure them shorts are clean! Ain’t nothin’ worse than a fella walkin’ around with dirty shorts and smelly feet. That’s just common sense, even if it ain’t got nothin’ to do with fashion.

In the end, it all boils down to this: Wear what makes you comfortable and what makes you feel good. If you wanna wear high tops with shorts, go ahead and do it. Just don’t come cryin’ to me if folks start starin’. You’ve been warned.