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5 Ways to Help Your Man Look His Best

Ways to get your man to improve his fashion sense without cramping his style.

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In the first couple of months after I first met my hubby-to-be, I must have thrown out donated 70% of the items in his closet. It wasn’t an easy task getting him into the store and convincing him that the Euro look is the way to go. He was used to wearing slightly ill-fitting American-style wide pants and he hates shopping with a passion, so most of his closet was a decade old. I had to (almost literally) drag him into stores, ignore his complaints, and act as his personal shopper.

5 Ways to Help Your Man Look His Best

If your sweetheart prefers t-shirts over ties and doesn’t own a single pocket square, you’re not alone. Believe me, I’ve been there. Thankfully my hubby has made a fashion 180. However, the scenario is so common that a survey found that 85 percent of men who’ve been shopping recently said they dress primarily for comfort. However, the men that were surveyed go on to say if they were better educated about what looks best on them or how to create a distinct look, they would be willing to step out of their clothing comfort zone. That’s where you come in. There are several ways to get your man to improve his fashion sense without cramping his style.

Choose Your Words Carefully

Let’s get to the root of the problem first. Most men wear the same thing over and over again, not because they’re lazy but because they’re stuck in a rut. Approach the subject when it’s convenient for both of you. In other words, don’t plan on having a conversation about clothing while he’s watching the game. Start with something positive. Mention why it’s important to you that he dresses appropriately for certain events and say something like, “It makes me feel valued when you spend extra time getting ready for our dinner dates.” In my case, I pitched it as a way for him to appear more professional at work.

Meet in the Middle

Compromise is key in any relationship. What we wear is, ultimately, a personal choice. Allow his personality to shine through by looking at his current wardrobe and buying a few pieces that are better, higher-quality and more well-fitted. For example, I know my hubby typically wears darker colors (think black, gray and navy), so I’ll buy him classier pieces in the same shades. That way, he doesn’t stray too far from his comfort zone when updating his look.

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A writer, artist, and designer since she was young enough to put pencil to paper, Hilary taught herself code and created Urbanette when she was a teenager. Currently, she spends most of her time in France, NYC, London and Switzerland, and travels extensively around the world. Hilary spent the past decade living in NYC, still considers herself a New Yorker, and visits regularly. She's always looking for hot new topics, destinations, and brands to bring to Urbanette readers.

Reader Discussion: 54 Comments

  1. My man always had this habit of just pulling anything from our closet and wearing it whether it looks good or not. He always says “it’s my thing” “I look good in anything babe” and he doesn’t! He has no sense of style. Luckily for him, I’m here now. Change is coming! Fast!

  2. Having worked in retail. I always make it a point to help male customers in picking their clothes. EVEN IF I KNOW THEY HAVE NO STYLE! I make it a point that I have at least BRUSHED off some style in their lives. Even if it’s unsolicited.

  3. Sara Grey

    Always went shopping with my bf and I always let him pick his clothes first before I do my thing because: 1. I can pick what looks good on him and 2. it lifts his mood so I can shop with a real man, not with a boy who gets bored easily.

  4. joseph pilar

    never really had trouble with style, the main reason is as a kid I always went shopping with my mom when he dressed my dad. so I know what looks good on us. so as the wise man named Barney Stinson said. “nothing suits me like a suit”. never have I ever seen a really versatile clothing for men than a suit. fit for any occasion. goes well with anything ladies ware, slick and fashionable.

  5. Justin Carter

    I bet to agree. We are often reluctant to talk about our needs in intimate relationships. Whether social conditioning or an inability to communicate our needs are to blame, We (Men) are prone to silently suffering when our emotional needs aren’t being met by our partners. We also need to be love and pamper 🙂

  6. This is key. When I was still a teenager, I was a pretty small guy and always got small sized clothing because I didn’t want to admit to myself that I was a size small. My girlfriend that time ordered a small t-shirt in a sale online because it was the only one still in stock and I’ve had a fair share of compliments wearing it, and I must admit it looks better. I wore small clothes proudly back then (not anymore though — not since I switched to a vegan diet and started lifting). I guess it is one of the good reason/example why women really can help men to look good. 🙂

  7. Lorraine

    I totally relate with the struggle of making your man wear other than his shirt and jeans. I love the idea of going shopping together and trying on the clothes. It could be a chance for your partner to also suggest something for you. It’s a nice way to bond. Also, I agree with complimenting your partner. 🙂 We girls know how good it feels to be appreciated when we look extra when wearing something nice. It doesn’t take much effort to do the same for your man.

  8. I like the idea of shopping with your boyfriend. It allows us to spend more bonding time with him and help him boost his confidence. This post is very informative and on-point. I wouldn’t mind following all the advice here.

  9. Nicole

    I would love to shop with him and for him!

  10. Nicole

    This is so helpful! Ghaad! I need to convince him!

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