This feels a little like a honey pot. If some bad actor is tracking you (and trying to find out where you go), they probably know who your friends are (or can get that list very easily, whether legally or illegally), and then you all get charged/tracked together. In fact, you've made it easier to track you all together by making the ties explicit.

It seems like this is only really obscuring traffic/protecting privacy if traffic was shared with anonymous people, but that already exists, and it's called TOR.