What is Cucumbering?
1.
to finger someone, to be fingered
1)He was cucumbering me while I was against the tree.
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2.
When a girl using a cucumber to pleasure herself and follows it by eating the cucumber.
Guy 1: Hey. See that half eaten cucumber over there?
Guy 2: Yeah. What about it?
Guy 1: Meghan cucumbered with that.
Guy 2: WHOA! You mean to say that was used for cucumbering!?!
Guy 1: You got it
Guy 2: Oh god I had a few slices of that in my salad
See