No do not conform:  In frame one, zero you figure and position the shorts so that there are no poke throughs (front, sides, and back).  You may have to make the body skinny.

In frame 30, make your curvacious cutie, don't worry about the shorts, they taint going to fit YET.

Now enter the cloth room a start a new sim, set start frame to one and end frame to 30.  Under additional cloth collision options check object polygon against cloth polygon (why, because that option usually works), set drape frames to 10

Clothify, that be your shorts, collide against:  any part of the V whatever body you think will collide with your shorts in frame 30.

Click on calculate simulation and go get a soda or a cup of cnoffee depending on what time of day.

That should work, if it doesn't we will go from there.  Jan

That be the basic, we can get fancy later.