I'm in the same boat although I can usually conjure up enough stocking type stuff it's the main present I am struggling with for 15 year old DS - 14 year old DS always has a list as long as your arm - he's great, knows what he wants and even ranks it in order :)
Some good stuff on here but I need a main pressie of up to £500.
I'll give a list of previous birthday/Christmas gifts that may be useful for someone as well as eliminating them from any suggestions you may have :)
He got half the pieces for a gaming PC last year and he paid for the other half - it doesn't need upgraded
He has a decent screen/tv and an extra side screen
he has an xbox 360 (barely uses as uses PC all the time and doesn't want an xbox one or ps4)
he has a laptop with enhanced graphics for gaming
he has all the PC peripherals such as gaming mouse and keyboard
he has a graphics tablet for the PC
he has software for doing graphic art etc
he has a fancy office chair
he got a double bed and his room done up
he got an architect drawing board and all the kit/art materials to go with it
he got a lightweight tent
a Biolite stove that can generate power to recharge a phone while you cook and burns anything
he has a decent phone
he has a gaming tablet
He is sitting with loads of money in his current account that he got for birthday and Christmases and his pocket money - he rarely spends any of it.
he isn't into labels or clothes or anything like that
he has a decent bike and a scooter and a dirt scooter
he doesn't want a camera - i've asked :(
The only thing he really wants is a bigger bedroom which he cant have.
I could give him money but he'll only just put it in the bank and then have nothing to show for Christmas.
Experiences are really a no go as are the young driver lessons etc as there is simply nothing in a reasonable distance to where we live that we haven't already done.
My list for him so far is:
Books - always wants books (has an ereader but doesn't use it)
A nice watch - thinking maybe a swiss miltary type as he likes Scouts and is doing dofe etc.
some chocolate/treats
some caribiners as he likes attaching stuff to other stuff.