This is what I used for my son..as he basically has not butt to hold his pants up..lol. Keep in mind this is for younger kids, so I don't know if there are dapper snappers for older kids out there. Heck, maybe you can improvise something using velcro..a thoughts. Here ya go:

http://www.mypreciouskid.com/dapper-snappers-to...

My son has the same issue. He just doesn't feel his clothing on his body much... it is sensory.

Your son's teacher shouldn't be complaining... but informing you about the ongoing issue. And if he needs frequent prompting, he needs frequent prompting. What solution does she propose? Does she have any ideas?

When my son was little, we just kept him in sweats and pulled them up as needed. Now that he is older, and wants girls to like him and his work-study boss to give him good marks for his paycheck, he has motivation... even then we have to remind him sometimes.

You may also want to work with an occupational therapist on ways to help your son feel where his pants top is on his body, in a way that is clear to his senses but not uncomfortable.

My daughter has this problem as well, and it is difficult to find pants that will work for her. She does pull them up but doesn't always notice when they are showing more than anyone wants to see. She also has difficulty with buttons and doesn't really like pants with them, nor does she like belts. Part of the problem is she has been growing so quickly her pants get too small. I have caught up some on getting clothes that fit, and shirts that are bigger or longer for her, and I would love other suggestions as well.

I've had the same problems with Cammi. She really/really wants to wear jeans but has trouble keeping them up because she too, wants to keep her pants under her tummy. So we have always had her wear the sweat pants or any kind of pants with an elastic waist. She starts middle school in the Fall also. I'm hoping this will come with time also like so many other things have. Sorry I have no advice - just wanted to let you know you're not alone. Take care !