I have a wildcard redirect so that <anything>@mydomain.com is forwarded to me. That way whenever I sign up for a service I just use, e.g., dropbox@mydomain.com.
I used that practice, and ended up selling the domain. Updating everything was an absolute nightmare as a result, and I couldn't make a simple request like, "please forward my one primary email address to me for the next few years." YMMV :)
Personally, I worry much more about ad-hoc stalkers or angry people doing semi-manual digging. Such a scheme wouldn't help much. Does anyone know a convenient pipeline for managing (receiving, creating, disposing of etc) 3-rd party email accounts?