You lose or win, it depends on perspective

You lose. Bob is the winner. He grins an evil grimace at you. "I'm going to fuck your ass," he says, "and remember you said no condoms."

You want to resist in one side of your mind, but in the other you want Bob to bareback you and fill you with his hot, creamy cum.

Bob wrestles you onto your back. He lifts and spreads your legs. He pushes them back fully exposing your crack and puckered hole to him. both of you are excited and hardened by the wrestling and anticipation.

Bob spits on your crinkled, lenslike, little opening. He lets go of one of your legs with one hand, spits in his palm and coats his cock with his saliva mixing it with his slimy pre-cum. He holds his cock at the base, puts it against your anus and pushes hard.

"Ungh," you grunt as his knob breaches your sphincter. "Oh, ungh, aah, stop, no."

Bob thrusts his hips forward driving his shaft into you. He wriggles seating his meat deep inside you.

With his arms behind your knees, he leans over you and crushes his lips against yours. He pulls back and rams his cock right back into you.

"Ungh, ungh, ungh," you whimper as he fucks your ass. "Oh, no, ungh, no, stop, no, don't stop."

"Fuck yeah! Bob shouts. "You want it. You're loving it."

He pummels his cock back and forth in your sloshing hole as you rock with him thrusting up as he pushes into you, dropping back down in time with his steady, hard stabs of his hot cock riding in your heating up anal sleeve.