A shoejob, or heeljob, similar to a handjob, requires the involvement of a female. There are various ways a woman can be involved, whether she is wearing shoes while they are being cum on, she is jerking someone off into her shoes, licking cum off her shoes, etc. Shoe masturbation, shoe cumming or shoe fucking requiring no female involvement belongs in the Shoe Cumming Forum below.
A bit late to the game but I've been referring to this as an "in shoe shoefuck." I personally love seeing a classic shoejob, followed by some in-shoe play.
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No it isn't but it's better than nothing. I'd still prefer if she was wearing the shoe while she was doing this. As a boy I fantasized about my aunt pressing my cock under her shoe, but I couldn't very well ask her to do that. I had to settle for masturbating with the spike heel sunken into my balls.