I guess it's good to not be stripped if one wants to have certain items with you but on the other hand it also means that you'll probably enter with the best arsenal you got and only use it and not give the other weapons a try.
Should be like Pitt, that the gear is stolen for the first third of the DLC then you get it back and during the first third you'll have had to use the new weapons and might have grown a little more fond of them.
But I'll strip myself down completely to one light armor or clothing, one mid-tier weapon and some caps, nothing else.
Wouldn't want to enter with a crapload of equipment anyway.
Have fun saving before every VATS shot.
