In the past I always installed the base and tight fit the t-mouldings to the base. Recently I have changed that, ( All I seem to get lately is tweaked out T-mouldings
). I'm installing the T-moulding, toenailing a nail into the wall, ( to keep the ends down), notching the base to fit over top of the moulding, running a piece of blue tape ( where the base sits on the moulding, running a little white caulk, and pulling the tape.
Works out great on those tweaked T-mouldings, and looks like it's growing out of the base. Ofcoarse I save the straightest section of the mouldings for casing transitions, ( Last install I actually had to chisel the casing to slide the ends under, ( that darn LL ).