Check out this website
https://www.crazyguyonabike.com/doc/?doc_id=2126 It might inspire you. Sylvia came through Las Vegas a year or two ago in the winter on one of her coast to coast rides and we almost got the chance to meet. She might have some hints on how she dealt with unsupported tours.
If you rig up a flag properly, there is no way it would end up in your partner's face. You can't draft so close that the second person's face is over the top of your rear wheel, not on any recumbent I have ridden - two wheeled or three.