I Wore The Same Clothes For 21 Days || Funny CHALLENGE

**Sanitized Transcript:**

We read your comments, we got your emails, and we’re happy to announce the return of the Challenge Guy. To break the ice, we started things off slow, but don’t worry, because we promise things are going to get interesting real fast. Challenge start!

Hey everyone! It’s happening—more challenge episodes. Sorry for the hiatus, but with the ongoing situation in Ukraine, I’ve been pretty busy covering that for the show. Sadly, it’s still ongoing, but you all sent enough emails and made enough comments that we decided it was time for a grand return.

Alright, first challenge: wear the same outfit for 21 days. Easy enough. And it’s a men’s outfit too, let’s be clear about that. The rules are simple: I pick one outfit and I can only wear that for three weeks. I’m allowed to wash it and have three versions of it because I’m notorious for spilling food on myself. But I have to wear it and only it… all the time. And I do mean all the time.

So what to wear? This is a decision that’s going to have a significant impact on my quality of life for the next three weeks, so I didn’t make it lightly. I looked around the world of YouTube for some suggestions and ideas, and oh boy, there’s some significant misinformation out there.

I saw a lot of people talking about how clothes don’t really matter, it’s your personality that matters—and yes, it does, and it’s very important to be a nice, kind person. It’s also important to have people around you who value you for who you are and not what you wear. But anyone who tells you that clothes don’t matter is fooling themselves. Clothes matter a lot.

My parents were never really wealthy growing up, which meant frequent visits to thrift shops. I was not on the cutting edge of fashion and got picked on a lot sometimes. Today, I have a successful career and can afford to buy nice things for myself and people I care about, and spoiler alert: I love shopping and fashion. I just like looking good—pretty easy to do when most guys dress casually.

Even before I was successful, when I first left home, I started building up my wardrobe piece by piece. Having a nice wardrobe isn’t cheap, but I’d save up to buy one piece at a time and looked for fashionable but affordable options. Things like simple, solid color tees—a good-fitting t-shirt can go with just about anything.

Remember, your wardrobe is a long-term investment. And here’s the part where everyone is fooling themselves saying that clothes don’t matter. People make assumptions about you before you even open your mouth based on the way you dress. Believe it or not, I had a brief goth phase when I was young. We don’t talk about that part of my life, but the point is, people treated me differently when I showed up wearing all black versus a nice pair of slacks and good shoes.

Clothes can improve the way people perceive you and even how they treat you. When we were first dating, my girlfriend told me that one of the things that really attracted her to me was how I had a sense of presence when I entered a room. That’s not just because of my gaming achievements, but also because of the confidence I project with how I dress and carry myself.

So clothes matter a lot, but so does confidence and grace—being polite to everyone, even those who don’t deserve it. If you’re watching this and wondering how you can be more attractive, first try confidence, then try updating your wardrobe to more mature, modern looks.

So with that being said, how can I wear one outfit that’s right for pretty much everything I’ll face in the next three weeks, which includes a movie premiere for one of my best friends? I’ll need something that can pass in both casual and semi-formal settings simultaneously.

The choice was actually pretty simple—black t-shirt and either jeans or slacks. First, black goes with just about everything. And as you’ll see, with the addition of a light jacket, black is your ticket to even the fanciest event. But the question was what bottoms? I tried a few different options.

I really liked the pink slacks—by the way, if you’re a guy and watching this, don’t be afraid to wear pink. However, pastel slacks are not going to give you lots of strong options for keeping your fit looking fresh, so that was a pass. Next was a pair of white jeans, which my girlfriend immediately said no to because I tend to spill things on myself. She makes an excellent point, so goodbye white jeans.

Number three is a classic: blue jeans. It’s a bit casual for some of the things I’d have to go to, but a good pair of blue jeans goes with literally everything and gives you a world of possibilities. So black t-shirt and blue jeans it was.

Now here’s the thing about t-shirts: you have to make sure they fit you well, which might take some experimentation. There’s nothing worse than an overly baggy t-shirt or one that’s loose in all the wrong places. A good t-shirt can be the foundation for a very classy, modern look—so if your wardrobe is lacking, it’s time to throw out your graphic tees and start updating.

You saw how a simple t-shirt with nice slacks can immediately elevate your look. Alright, so now that we’ve got the t-shirt and pants, how can we tweak the look to keep it fresh? The answer is, of course, shoes and jackets. Since I live in a warm climate, I’m pretty limited on when I can wear jackets or blazers, but with the weather changing, I can get away with it at night.

And here’s the great thing about such a simple outfit—check out all the different tops it can go with. The first is a simple leather jacket—there’s literally nothing more classic than this. Every guy should own at least one leather jacket; it’s worth the investment.

Next up is a white blazer. Just take a look at that look—this is a look that’ll have you rubbing shoulders with professionals in no time at all. This look says, “I’m casual, but also I’m probably responsible for some serious business.”

A light knit top is an immediate way to class up a simple look. My girlfriend calls this the “laid-back professor” look, and it’s one of her favorites. This is a look that lets everyone know you’re cool enough to hold class in the quad.

Last, we’ve got a purple blazer—the purple color adds a nice, classy touch to the outfit. This is what I planned on wearing to my friend’s premiere. It’s the perfect relaxed-formal touch that doesn’t try too hard, which makes people automatically assume you must be important because everyone else is trying so hard to look important.

Alright, we got tops—but now the pièce de résistance. The thing that will keep a simple outfit looking fresh even if it’s the exact same thing you’ve been wearing for three weeks straight. It’s time to talk about shoes.

Disclaimer: I love shoes. I have a lot of shoes. I have a very big shoe collection, as my girlfriend often reminds me. We can’t go by the mall or any nice shops without me making a detour to the shoe department. When I visited family this summer, I bought two pairs of shoes and had them flown home.

I just like having options, and shoes should always match the outfit. The more options, the better in my mind. I have affordable shoes that look really nice, and I’ve also invested in handcrafted leather shoes.

Shoes are an immediate level-up for any look. Guys, listen closely: people notice shoes. Notice I keep saying “shoes,” and not sneakers—there’s a difference. Much like a wardrobe, shoes are an investment and well worth it. One of the first things I bought when I became financially independent was a nice pair of shoes.

Why are shoes so important? Because they can elevate even a simple outfit like blue jeans and a black t-shirt. And that’s why I chose this look; it goes with just about everything!

I even threw on my workout sneakers just so you could see how good it looks with even just a simple pair of clean sneakers. But even fancy shoes go with it and immediately elevate the entire look. Again, this is why shoes are important. They’re as essential to your look as makeup is for women.

So how did my three weeks go? Did anyone notice? Did anyone care? Did I get thrown out of any fancy events for being underdressed?

First, knowing exactly what you’re going to wear saved a lot of time in my morning routine. You hear this from other YouTubers as well, but the truth is—it’s not that big a deal. I watched one video where someone claimed it saved her as much as an hour in the morning. I’m sorry, but it really shouldn’t take you an hour to figure out what to wear for the day.

But it was nice to not have to think—just grab jeans and a t-shirt and off you go. The biggest decision was on what shoes to wear or what top to take if it was chilly, but since this outfit goes with literally everything, I had plenty of options for each day.

The part that was challenging was that this is the Infographics Show, so we had to be extra. The challenge was to wear the same outfit for 21 days—and that included working out. So I was on the treadmill in jeans and a t-shirt, while my girlfriend was doing her best to distance herself and pretend we hadn’t driven to the gym together. Let me tell you, doing cardio in jeans is not ideal.

Luckily, I was able to change into a spare pair of jeans when I got home. Surprisingly, people were slow to notice I’d been wearing the same thing for three weeks. It wasn’t until well into the second week that one of my friends did a double-take and asked me if I’d been wearing the same thing for the last few days. She was shocked when I told her it had actually been almost two weeks already.

See, people can sometimes overlook details. Because I kept changing up my shoes, it took a bit of time for her to notice. I’m not lying when I say that people notice what shoes you’re wearing.

I think overall, because I’d chosen such a classic look, it took people a while to notice. I also think it’s because many guys are not very fashion-conscious, so nobody’s really expecting much. My closest friends were quick to notice because they know I like to change up my outfits frequently.

Honestly, this was kind of a fun challenge—if anything because I really enjoy helping others look better, and I’m hoping some of you got some inspiration out of this.

And here’s the thing: I know some of this can come off as a bit privileged. But I wasn’t always as successful as I am today, and even back when I was living paycheck to paycheck, I made sure to invest little by little in how I looked. Some things, like nice slacks, a nice jacket, or good shoes, can be a hefty investment—but that’s exactly what it is: an investment in yourself.

Believe me, people will treat you differently based on how you look and present yourself. Maybe you’re struggling to make an impression on people, or maybe you’re suffering from low self-esteem. Try changing up your wardrobe; new clothes can make you feel like a new person.

And here’s the best piece of advice I could ever give you: don’t go shopping alone until you’ve got a good sense of style. Instead, find someone who’s the type of person you want to attract and ask them to come with you and give recommendations. Who could possibly give you better advice on how to look good than the type of person you’re attracted to?

Oh, and stay tuned—because I just found out I’m doing this challenge again… only in typical Infographics Show fashion, I’ll be doing it with women’s clothing.

Now go check out the challenge that started it all, or click this other video instead!