1. You should care if a guy dresses like the slacker in a Judd Apatow movie.
If your man is a boring or even a bad dresser, it doesn’t necessarily mean he’s boring or a bad person. But it could point to deeper issues. Often, men resist looking good because of fear. Dressing like a ‘schlub’ is a kind of cowardice. They wear a uniform of anonymity so that they blend into the crowd for protection, thinking they’re less likely to get in trouble if they’re invisible. Their drabness is a pledge of allegiance to the majority rules.
2. Small compliments go a long way.
Flattery will get you everywhere with lots of guys. If you find there’s little to flatter in your boyfriend or husband’s style, tell him how good other men look when you see someone who is cutting a particularly dashing figure. Jealousy is a great motivator. He may begin to notice his shortcomings.
3. Get him laughing all the way to a better wardrobe.
When you’re going somewhere and he shows up in his car to pick you up and he’s under dressed, get in the back seat and treat him like the driver.
4. Don’t go shopping with him.
You could try shopping with him, but you really don’t want to turn into his mom. If he’s clueless, maybe he has a friend who isn’t whom he could ask to shop with him. Lack of independence is part of the problem.
5. Presents are smart.
Good gifts can help. If you can see a side of him that he can’t see, buy that side a shirt or tie and maybe it will open his eyes to that invisible potential lurking within.