Babysitter Sissifies the Diaper Boy | Penny Barber

In this video, Penny Barber, a stunning MILF with a heart-pounding personality and a body that demands attention, takes on the role of the babysitter. She's got a pair of big, juicy tits that fill out her top perfectly, and her ass is so plump and round it's like a ripe peach. She's got a dark, naughty side that she's eager to unleash on her sissy, diaper boy.

Penny starts by giving the diaper boy a thorough spanking, her firm hands leaving red marks on his smooth skin. He whimpers and squirms, but Penny just laughs and continues to punish him. After the spanking, she shoves him into a diaper, which he struggles and squirms to get out of. Penny just smiles and watches, her eyes gleaming with wicked intent. She then starts to feed him, spooning formula into his mouth like a mommy would. The diaper boy swallows it down, his little body squirming with pleasure.

Next, Penny starts to train him, teaching him how to walk in heels and how to apply makeup. She's got a mean streak, and she enjoys seeing him struggle and squirm. She makes him put on a dress and heels, then makes him pose for her. He looks so cute and silly in the heels, but Penny just laughs and tells him to keep going.

Finally, Penny decides that it's time for his reward. She lies down on the bed and lets him climb on top of her. He's so small and delicate compared to her, but she doesn't mind. She just wants to feel him squirm and writhe as she fucks him. He moans and groans as she pushes him back and forth, his little body shaking with pleasure. Penny comes first, her body convulsing as she screams out her orgasm. The diaper boy follows soon after, his little body trembling as he comes. It's a hard-core, filthy scene that's not for the faint of heart, but if you're looking for a pornstar with a big ass and big tits who knows how to dominate, Penny Barber is your gal.