Matching the speeds should be doable. Matching the trajectory will be the trick.
Ryan Voight hit 118 mph in a dive , that is the fastest speed I know of. I would say 85 or 90 is a more practical number.
Drogue chutes are common but they are attached to the harness not the glider. A better solution would be to just use a more or less draggier harness in order to match the trajectory of the wing suit .