Shearing and tapering are ones of few operations that can't be automated procedurally.
Using 'Free distort' is very inconvenient, because it works in small dialogue window that doesn't show actual artwork (it doesn't even have Preview tick! — I'll add another feature request about it). Although 'Stylism' plugin from AstuteGraphics solves problem with control, revision is definitely required.
Shear tool and Free distort tool are fine, but they are live tools, and won't help to repeat same the effect later if needed.
Please, add shearing and tapering either as part of Transform effect or new Warp (both as effect and envelope preset).

A short tutorial on how to work with opo, an Adobe® Illustrator® Plug-In designed to automate the creation process of Parallel 3D Effect (Oblique Projection Effect)