Working His Ass Off by Working Her Ass

William turned Mary around, his hand gliding sensually up her back thighs before squeezing her toned, MILF, ass. "Let me work this ass off for my debt, fair maiden." He whispered into her ear.

"D-don't you mean work your ass off?" She asked feeling a heat rise up into her core.

He smirked as he replied, "I know what I said." He dipped his finger into her wet snatch, lubing it up and working her G-spot close to the opening of her vagina. She grew wetter as she groaned in desperation, her orgasm coming up fast from over stimulation. It was clear she never truly sought pleasure in such a way before William.

Before she could cum he withdrew his soaking hand and used her natural lube to make her back entrance slippery. Slipping fingers in slowly one at a time, working each one to make her hole more accommodating until he had a well lubed hole waiting for him and was three fingers inside. Rubbing his cock on the outside of Mary's wet swollen vulva, soaking his large meat rod in her juices before going for the final meal.

He poked her back entrance until he was let in, his cock slowly invading her rectum until he was fully sheathed in Mary. Her anus gripping the invader like a vice as he slowly worked himself in and out, drawing moans of surprise from the ex-adventurer turned merchant, now turned sex-adventurer.

Never before did Mary think her ass would feel so full, so good, and so stretched. She begged him, "faster dear customer. Faster!" Like a common whore she threw her tight, toned, and shapely ass back into his own thrusts which picked up momentum each time he thrust in until he was pounding her so hard he can guarantee the others passing by her wagon can her then.

Once again Mary's orgasm built but this time William kept pounding her ass until her orgasm finally came. He then thrusted one last time, cumming deep into the bowels of his first conquest, as she screamed in orgasmic bliss. He pulled out with a plop as she slumped to the ground, ass up and gaping with cumm deep inside her.

"I assume payment was acceptable?" William asked slightly breathless but energized

She barely got out, "yes, please feel free to cum again sometimes."

He chuckled at joke, intentional or not, and left the covered wagon, hopping down from the back now robed in a cloak that covered his whole body.