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He's 11 and cries when you leave?
The things you're describing are things you've allowed to happen. His overweightedness can be controlled by what you bring into the house and then set limits.
You've allowed him to hang around you and I'm betting it's because you gave in to the whining. That has to stop. Be the parent. Make rules and don't deviate.
He doesn't want to go outside? Too bad. Hand him a book, a broom, a watering can, show him the door and tell him he can come in in an hour.
If he whines, don't give in! You might ask him why he whines, start up a conversation about it, but at 11 years old, whining shouldn't part of the day and giving in because it drives you nuts shouldn't be either.
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