Well I suppose that you could pay me enough and we could do an MP session together. 

As far as using AI aircraft for this, the simple answer is no.


There are some folks out there working on some interesting stuff as far a AI formation flights go.  You can put together formations using multiple close airports and close timing of flight plans but that's about the extent of it.

As far as having an AI aircraft follow you, well that would surely be the cat's a** now wouldn't it.  Many of us would be in heaven.

About the closest you can get is to fly along with an AI aircraft with it in the lead and you flying formation off of it.

However there's a nice Red Arrows package for FS2002 and FS2004 here at SimV that all fly as one and do some interesting stuff.  Not really AI but close.