What's the best way to encourage a guy to care more about his physical appearance?

The weight thing can be addressed by doing active things together. Ask him if he wants to take a walk, go to the beach, shoot hoops, any activity that he would enjoy. You could try buying him an outfit that you like and see if he wears it. If he does just be encouraging about how great he looks in it. The fact of the matter is that you really cant change people if they don't want to change though, so don't be surprised if this one doesn't work out.

This is a tough one! You're going to need some male advice here. Maybe ask your dad or brothers? My best advice would be buy him a nice shirt, ask him to go for a walk with you, cook him a healthy meal roasted pepper and chicken or something. A fun game for couples is when you dress each other. Plan a fancy dinner and put him in a sharp outfit. Up side for him? He gets to dress you the next time you two go out! He'll be more into it if he thinks you're getting turned on.

But when all else fails, fight fire with fire! You've heard of the little black dress? Put one on and go out on the town! If that doesn't inspire him to pick up the slack, nothing will!

Ok I can't really say much about the weight without a better frame of reference--30 pounds over his ideal body weight? I do know that at my i.b.w. I would look anorexic.

In general, his style is going to be his style. You might try getting him a nicer shirt that's still him (a plain white short-sleeve button down, for example) and letting him know that he looks good and it's important to you.

Ultimately, though, if your only reason for caring about how he looks is because it's not in your style or it embarrasses you, you're not going to get anywhere. And you shouldn't.

His self-esteem may be the issue, and if THAT is what you're worried about, try building his self-confidence in every way. For example, if HE wants to make a change to his weight, help him get on a program that works for HIM that HE can get excited about. Whatever he wants to better about himself, help him find a way to work toward that goal that he can accomplish and get into. As he starts meeting some of his goals, his confidence will increase, and as it does and he starts viewing himself more positively his vanity will kick in and he will want to take better care of himself.

But that's only if he has that problem. He may just like being a tshirt and jeans kind of guy. And if so, more power to him.

Tell him that you get all nice and pretty up for him because you want to look good together as a couple. Tell him that you kind of wish you wanted the same for him..like if he cared about the relationship then he wouldn't mind tidying up a little bit in order to look for you. Hopefully he will understand. Also about the overweight deal..screw looking good. That's unhealthy. I'm taking that you really care about the guy so for that you just have to tell him that you don't want him to lose weight because it looks bad but because it's definitely not good for him. You have to push him on the overweight thing. He's going to start looking a lot older than he is and a lot of health problems will arise. Good luck.

Tell him that him being overweight concerns you and you would like him to lose some weight. By losing weight he should be able to buy some nice clothes that might make him even more attractive whether you are with him or not.

If it bothers you and he won't do it than your wasting your time. A guy doesn't like a girl to change and it's the same way around. If you break up with him tell him that you where concerned about his weight and he didn't want to hear your opinion, so if he's going to act like a baby might as well treat him like one.

Well he's not gonna change who he is if he likes who he is, and you'll just have to deal with that.

What you could do, is when (if this even happens) he looks good one day, be like, "Oh, did you lose weight?" and if he's like, "No..?" you respond, "Oh, well you look nice!" Just plant little positive initiatives in his head. Or ask if he wants to join your work out with you.

This might seem motherly to him, but if you play it low, you can get him a nice non-tacky t-shirt (don't get him a nice dress-up shirt or whatever you're into right off the bat... he won't wear it!) because it was.. "on sale" or a hand-me-down or something. (Don't like, LIE to your bfs face though..) And if he wears it, tell him how sexy he looks in it, etc.

In the end though, people are who they are, and you guys will have to come to some common ground rather than you wanting to change him.

If he does dress nicely, then reward him. Touch him more, or be more affectionate and attribute it to him being more groomed, so he makes the connection. Maybe dress him up once, and touch him a lot more, express your desire more for him. The key is not to be coercive (or else he may feel bullied, less independent, and then resist), instead make him want to do it.

Btw, does his weight bother you because you find it less attractive, or are you just concerned for his health?

Ask him to join you in some of the physical activities you do. Ask him to go on walks. Do things in a way that will get him to be more active without calling attention to the situation. Try to find fun things that are active the two of you can do together.

You sound very shallow and like you are not the right person for him. He probably feels like you are attacking who he is because he chooses to dress that way because its comfortable and properly displays who he is in his eyes. I used to get ticked off because people would tell me how to dress. Some people arent comfortable dressing the way they "should," give them time and try not to change people....Women try too hard to do that and it doesnt work...OMG...30 pounds...does that make him any less of a wonderful man? So he wears jeans and a t-shirt, does that really matter? If so, then youre with the wrong person. Best of Luck.

i do no longer likely care yet i could desire a boy who's slightly taller than me...i'm 5'2. a type,information and a good experience of humour could be extreme high quality.and that i hate boys who're mean to females,I continuously get bullied by using others for my extensive brow.And boys who've in no way bullied me for it...its kinda charms me.particular,good looking are appropriate yet they need no longer to be that appropriate as long as they do no longer look to be that undesirable looking. and private HYGIENE...females likes boys who scent good..or neat...I hate boys who bullies females