Stuff I wish my boyfriend would wear (29 photos)


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  • Brian

    What does your boyfriend wear on a normal day? And #10 good luck with that one.

    • JESSE

      likely a social gathering for high society types. A polo match or regatta. Meanwhile the suit does not fit him, and the watch and blue-blockers make him look gaudy and idiotic in that order.

      • tapsnapornap

        Totally agree here. His sunglasses completely ruined what he was going for, and his suit is way too big.

    • Jade

      Those douche sunglasses totally ruin the look, and the fit of the suit!

  • Sarah

    #12 – LOL LOL LOL. Nah, I'll pass on that one, thanks. Cute, but never.

    • dkellyb

      I'd consider a break-up if he ever wore something like that… :x

    • Jenni

      Unless you want him to look like an old man

      • Anjin-San

        or an idiot

  • skyfireCO

    #12 No, never but definitely #23

  • nightlock

    #15 yesssss, but he wouldn't be wearing it for long…

    • tapsnapornap

      One of the few I would consider wearing, along with #23. Don't understand the picnic table print either…#9 #25

  • Tina

    #12 and #10 needs to seriously rethink their attire but #23 is so GQ I'd probably be too shy to approach but would drool over

  • Chivettest

    Yep. Still glad my boyfriend doesn't wear this stuff.


    #13 looks like he is trying to channel Malcom X. He also looks like he wouldn't truly understand the sentiment behind the man if it wasn't branded on T-shirts.


    #9 #10 and #29. Sorry ladies but a fashion trend that was birthed out of news anchors and professional basketball players is unlikely to gain momentum. Bowties are for morons and college freshmen that try too hard. Leave them with weddings and clowns where they belong.

    • TommyB

      Actually…the chicks dig bowties and most guys wish they could wear em. If you can rock it – go strong or go home.

    • Peter

      Actually Bowties are articles of clothing that are worn by gentleman. It is an aquired taste. If worn with the proper outfit. It is very nice and easy to go with. i like all the outfits you talk about. *shrug* But they have been around for a long time dont think they are going anywhere buddy. Just saying

  • patri


  • Kellie

    Sooooo glad my husband dresses like a man!

  • Anon

    Seriously… when is the Chive going to cut ties with this DBag promoting website?

  • Brooklyn21

    Honestly…this is clothing I'm GLAD my boyfriend DOESN'T wear. lol

  • Scottie

    So you want your boyfriend to shop at Goodwill?

  • Anomanom

    #12 and #21 If you are wearing a tie, proper trousers and socks must go with it.

  • Henri_Bridges

    Would any of this work on a slightly chubby guy?

    • Peter

      Not really, he has to add his own touch. Slim fitting close on a big guy never attractive.
      Chubby Guy

  • rocklesson86

    This post is good. This is something I would except my boyfriend to wear if we are some kind of horse race or in the east coast.

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