does your friend have the fitting direct-x version installed?
for rollercoster tycoon she needs directx 5.
for nsf:hs she needs dx7.
might be tricky to get both games running on the same machine
so my suggestion:
1. copy your existing vm
2. on vm1(rc tycoon) you install dx5
3. on vm2(nfs) you install dx7
if it's not working try win95b. imo it's the same to se like xp is to vista
