There is a very very old cartoon in the Stanton catalogue of the 90s. It shows two women, one white, one colored, armed with a strap on and a hand-hold dildo, each trying to stick it in the rivals cxnt. Never saw the whole story, only a few pics with the white one on the receiving end.
My fantasies are in favor of a strap-on duel, with both wearing the dangerous gear, and the first one who can penetrate her foe is the winner (or some alternating success for both with a final exhausted winner over a completely destroyed crying loser.)