Ask Catherine Cohen: How Do I Get My Boyfriend to Dress Better?

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Ask Catherine Cohen: How Do I Get My Boyfriend to Dress Better?
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What do you say to a person who says: “I’m hopelessly in love with my boss (lol) who is completely unattainable (happily married)”? catcohen addresses this and other questions about love in this month’s advice column:

Sooo my boyfriend of 6 months has...not good taste in the clothing department. I consider myself a fashionable New Yorker and I don't need my bf to be, like, an uber-fashion guy, but I just want him to elevate his wardrobe a bit. Do you have suggestions on how I can go about helping in this department without hurting his feelings?

Have you offered to take your boyfriend on a fun shopping trip? Do you ever find a cute outfit online and say, “Omg I would be so horny towards you if you wore this?” As long as you approach this makeover from a place of confidence and positivity, I bet you can get him excited about upgrading a bit. Show him cool designers you like, tell him how sexy he looks when he tries something new, etc. You get it. Also, as an aside, boys get really excited in Uniqlo .

Okay, so just to quickly correct you—the only thing that makes life worth living is actually discussing sex with friends over wine beneath starlight, but I do agree that crushes are huge for vitality, motivation, muse-discovery, etc. Unfortunately, it sounds like your crush is doing more harm than fun. Before we get to the “my boss” of it all, pining for a happily married man is fruitless and ultimately boring.

I would normally tell you to stay as far away from this person as possible, but I recently heard that he is literally…your boss. Not ideal. Obviously, I need a lot more info like—what does a boss do? What do you do for work? I do believe 99% of jobs are emailing . This sounds drastic, but is it possible to start looking for another job? It sounds like your feelings for him are coloring your entire professional experience and that sounds far more messy than rewarding.

No matter how much external validation you get, it will never be enough to fill the void that is inside!!!!!!!!!!! Now write that on the blackboard in cursive 1,000 times.

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