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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 spends most of her time in France, but still considers herself a New Yorker, and visits regularly. Hilary spent the past decade living in NYC and has traveled extensively around the world, looking for hot new topics, destinations, and brands to bring to Urbanette readers.

Reader Discussion: 44 Comments

  1. Marjory Brooks

    Revamping my man’s wardrobe makes me crazy 😫😵 👥 💘

  2. Maria Rapier

    I can’t even begin to think about my guy — my own wardribe needs so much work!! 😜

  3. I think this sounds like a recipe for frustration. Either love him the way he is or leave it alone.

  4. Arlene Davis

    My guy REALLY needs to tighten up his fashion game. Good advice 😉

  5. Carmen Griffin

    Good luck getting my guy to go from 👕 to 👔 ! I can’t even convince him to lower the toilet seat!

  6. Della Martin

    You should post more personal articles, Hilary. I love reading about your personal experiences.

  7. Elizabeth Gonzalez

    I only have two words: RESPECT and ACCEPT. You can always try and suggest, but if he refuses, you should respect that decision. After all, if you really love that person, you’ll accept whatever fashion style he chooses to follow. 💗 💓 💑

  8. Connie Schmidt

    Positive reinforcement (in the form of compliments) is the most effective.

  9. Esther Devine

    Do you think it’s advisable to shop online for boyfriend’s clothes? I mean, that way it might be easier to return them…

  10. Brittany West

    Great suggestions! I got my bf a new outfit for Valentine’s Day and he loved it, so I’m on the right track already.

  11. Your list of advice is perfect! #fashion

  12. Florence Frederick

    Timely! I’m finding it hard to get my man dress better…

  13. Joyce McAllister

    Thanks for sharing useful tips!!! 😇

  14. Deanna Woods

    Honestly, I’m finding it hard to give him clothes *sigh*. He never likes what I buy him…

  15. Genie Mackenzie

    I always compliment and compromise with him when it comes to fashion. He has the worst fashion sense!

  16. Francis Vest

    My boyfriend dresses for comfort, I wonder how I can show him how he can be comfortable in more stylish clothing? I’ll start with you advice and let you know if it works 😉

  17. Helen Boone

    Definitely agree! Have fun with it, or he won’t! 😍 😄

  18. Edna Badillo

    You made me realize that I’m not alone in this situation…🚻

  19. Jesse Wyss

    I “say it with gifts!”

  20. Jessie Fernande

    Most of the time I prefer to give him his sense of fashion independence.

  21. I think it’s very important that as a girlfriend, I’m sensitive. If I observe that my boyfriend have a strong sense of self image in his fashion, then I should not take it away from him…

  22. Lana Wiliam

    This article is helpful, but my tip: Don’t be “pushy” about sharing fashion tips. If he is not into the idea of changing his looks, then accept.

  23. Nataliya Smith

    DON’T BEGIN with a DRASTIC CHANGE!! That would ruin your main purpose of helping him.

  24. Alena Martin

    Thanks for this fantastic article, I can now become his official stylist 😉

  25. Angelo Henderso

    Would you suggest footwear or shoes be included in your attempt to better “his”fashion?!

  26. Selli Coaze

    I think that helping boyfriend with his style DOES NOT mean he becomes my mannequin with no say about he wears.

  27. Nancy Smith

    What we believe as a couple: HIGHER PRICE TAG DOESN’T MEAN GREAT STYLE. We fit rather than price. We just feel better when our clothes “actually” fit.

  28. Cristina Joseff

    Good thing I have a very generous partner, we donate clothes, thus I make him change his wardrobe twice a year 😉

  29. Anila William

    Yeah, most men “dislike shopping” (and that includes my boyfriend), but I was able to make him change his wardrobe and go shopping with me (and we do it once a month now). How did I do it?! I set it as a “date.” I think I made it sound more fun to him 😉

  30. Bela Christo

    Well, I think having my man change his wardrobe entails a lot of tact, patience AND UNDERSTANDING…

  31. Honey Smith

    Helpful advice! As much as possible, I try to stretch my husband’s style and buy him things to try all the time.

  32. Jessi Agusta

    In my opinion, what’s more important is my boyfriend learns “fashion etiquette.” I mean, I would not expect him wearing basketball shorts when attending a formal dinner…

  33. Lusi Martin

    My man hates shopping so I think that he likes it when I buy him clothes, he wears them which makes me happy and proud.

  34. Hena Taylor

    I agree with all these. When my guy finally made the move to wear something I picked out for him, I made sure to encourage and compliment. Simple words like, “Babe, you look hotter in those!” (and I think this works… LOL) ??

  35. Juli Woods

    Thanks for the tips! Admittedly, I have some fashion struggles, I want to somehow transform my man’s style, but it always seemed so intimidating. Once, I bought him a sweater and he hated it, so I haven’t tried since. I should just take him to the store with me! ?

  36. Maria Bruce

    Fantastic! I honestly take personal style VERY SERIOUSLY! These tips are helpful!

  37. Quin Meri

    My issue with boyfriend’s wardrobe is FIT. What I mean is that he’s either wearing clothes that are too small, or he’s swimming in his outfits ? ?

  38. Ana Brose

    I have had 5 boyfriends, at the end of the day, I’m left with this question: what’s more important: favorable fashion style or a compatible lifestyle / personality? I guess you’ll know what I chose (5 boyfriends?!) ? ? ?

  39. Jenifer Jeni

    What if your man is a total minimalist? I mean he doesn’t think clothes are important and only shops when absolutely necessary.

  40. I compliment but I think it helps when other person (like his friends) compliment him too. Remember, it’s not easy to get away with what you’re used to…

  41. My husband had so much baggy clothes when I met him lol! I have been inching in pieces that fit better over time. Luckily he doesn’t like to shop so he’s happy to take my suggestions when I shop for him 😉

  42. Randie Cadiogan

    I used to have a hard time “convincing” my man change / modify his “fashion.” Yeah I understand “individuality” but there are times when I can’t help but notice and ask my man, “why wear this and not…..?!” More often than not, I always have something to say when it comes to his neckties LOL

    Shopping together really helps!

  43. Courtney Watson

    Great advice. It's so difficult to urge a man in a kind way to dress better. The way a man dresses DOES matter, no matter what some may say!

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