When two people set up a time to video chat on the program Skype in order to masterbate while watching the other masterbate as well. Also a nice time for strip tease.
Jill: I have a skype date later with Jack.
Julie: What are you going to take off this time?
Ben: What is a skype date, man?
Jack: A time when I get to get off while watching my girl touch herself.
Ben: I need to do that!
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