It was our first date, dinner at this cute little Italian place. I made it clear to him that I am a dominatrix, and if he wanted to fuck me, he’d have to submit to me thoroughly. He agreed quickly, not understanding what it meant to submit to Mistress Autumn.

I told him it would be painful. I told him I could make him scream. I told him I would make him cry. He laughed, maybe a little nervous at first, but told me he could handle anything a girl could dish out. After all, he was a strong man, athletic. So cute.

He willingly let me lock him in, naked, his ass fully exposed. He again let out a little laugh, trying to pretend he wasn’t afraid. But I could tell now things were starting to click. Too bad. I wasted no time bringing out my cane, landing several hard, stinging impacts on his cute little ass.

I was right; making him scream was easy. The pain was like none other he had felt before, and he screamed for me to stop.

But, I told him I’d make him scream and cry, so I had work to do. I continued hitting him with my cane, leaving beautiful marks along his backside. He understood now what it would mean to submit to me entirely.

I continued training him with my cane until his ass was thoroughly destroyed, and he was a sobbing, crying mess.

Then I kept going, just a little longer, because I love to hear boys cry!