How to Dress Your Boyfriend Streetwear Style

You love him, but you don't love his look. What do you do? If you've both agreed that his wardrobe could benefit from an upgrade, and you're both into the urban streetwear aesthetic, this post will help you ease into a new style for your man. 

But before you dive in, check your intentions. Here are a few questions to ask yourself before you say "out with the old and in with the new."  

Questions to Ask About Your Boyfriend's Aesthetic

Before you try to make him over (especially if he's hesitant), self-check and make sure your motivations are kind, helpful and empathetic. No one wants to hear that someone else doesn't like the way they dress, especially the person who's closest to them. 

Is this more about you than him?

What is your motivation for wanting to change your boyfriend's aesthetic? If he asked you to help him with this wardrobe, that's one thing, but if he's cool with his looks, it's best to be sure you're advising fashion tips for the right reasons. 

One Reddit thread, (malefashionadvice), suggests the first question to ask yourself is, "Would I love this guy even if he doesn't dress the way I think he should?" If the answer is yes, let him know that. He needs to hear that you love him for who he is, not what he wears. 

Is your BF open to changing his look?

How sensitive is your man to criticism? No man or woman wants to be sat down and confronted with negative criticism about the way they dress. Even the most self-assured man or woman will feel defensive. Again, if he's open to your input, great!  

Are you open to him changing your look?

A fun way to "gamify" changing your BF's style (or lack of), is to propose a shopping challenge, "Dress me the way you'd want me to dress." Set a budget for your new looks, and each of you takes turns shopping for the other. He buys you an outfit that he would like and that he thinks you'd look great in, and you do the same. 

• For him: Create her look with Women's new arrivals from RSO
• For her: Create his new look with Men's new arrivals from RSO

(If you combine your orders from RSO, you'll enjoy free shipping on orders over $125 within the continental U.S., and all in-stock items ship fast. Don't forget to share your looks and tag #rockstaroriginal with your #couplegoals.) 

How to Influence Your Boyfriend's Style

Start slowly. Try adding one or two pieces as gifts and see what he thinks. Do this a few times, before you schedule a day of couple's shopping and risk overwhelming him.

Tips for influencing his style

• Communication is key: Make sure he's open to a new style, and let him know you love him no matter what. Be open about your intentions. 
• Understand his style: Communication goes two ways. Listen to what he likes and what his style preferences are. 
• Do it together: Browse through fashion websites, Rockstar's New Arrivals, and social media to find looks he likes. Send each other photos of things you both like, so you both feel #inittogether.
• Budget matters: Fortunately, RSO offers affordable ways to improve his wardrobe, but you still need to talk about how much he feels comfortable spending on his new look, and how often.
• Encourage and compliment: Keep the experience positive, and compliment him along the way, always being tactfully honest. "That's not my favorite look" sounds much better than "You're not wearing THAT, are you?" And when he nails the look, let him know, "Now, that look is dope."
• Respect his opinion: Opinions are never wrong. If he likes something you don't, or doesn't like something that you love, both of you agree to let it go and move on. Respect his wishes.     

Inspo for his new look

If you're looking to help him match your Baddie aesthetic, before you go head-to-toe with a whole new look, start by getting him a pair of stacked jeans. Don't push him too far out of his comfort zone with super-stacked. Start with stacked, see how he likes the 'fit, and then introduce super-stacked.

Frayed denim and cargo pants are also trending this year, and you'll find a range of designs, from slightly frayed patches in monochrome styles to super-frayed, multicolor, super-stacked pants. For the guy who's easing into a new look, try a flare jean with a frayed hem or a cargo jean with frayed pocket seams.

You can't go wrong with a two-piece streetwear tracksuit. He'll love the softness and quality of the fabric, and you'll love his new look. Look for custom graphics like paint splatters, RSO logos, and graffiti-inspired graphic art. Again, if he's shy about changing his look, start with a monochrome beige, black or gray tracksuit. Then, when he's more comfortable with the luxury athleisure style, go full-on with a royal blue two-piece tracksuit with dope custom graphics.