I've only masturbated with t-girls, but it was always after sex, or sometimes in the middle of it. Never just a "hey, let's just whack off together" type thing. I don't think it would work because if it was a guy I just wouldn't do it and if it was a hot t-girl, it would be impossible to keep it at a mere masturbation session because her cock and balls would have to find their way to my mouth.
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