I have been fisted once, so that answers the "largest" question... but the funniest is harder.
I guess it would have to be a condom- covered banana.
( I don't think the oar handle actually penatrated me)

Blushingly,

WW

__________________
"I wondered, am I a lesbian, am I straight, or bisexual? Then I realized that I am just a slut.
So where's MY parade?"

---Margaret Cho