The Grandstand can be described as the action of having sex with a MILF while their kid(s) are sitting on the headboard, dresser, or bed table watching you two go at it.

This is quite a feat to accomplish and if you can accomplish it, you are considered to be immortal.
Guy 1: Yo, what were you up to last night?

Guy 2: Oh man, I was doing The Grandstand with that MILF from down the hall!

Guy 1: Damn dude, your the fuckin' man!
by t8ashtonb March 28, 2006
5 Words related to The Grandstand

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