Sean’s cock slid into Anna’s warm, tight cunt, beyond the overgrown hair, her hole was smooth and wet. As his thick cock began to stretch her, a groan slipped out behind the ball gag in her mouth. Just as Sean suspected, she was a cock hungry whore. Smiling to himself, he thrust into her, hard and deep. Her throbbing pussy squeezed tight around his cock, as he reached up and grabbed firm hold of her small tits.

Remembering her strong reaction earlier, he pinched each erect nipple hard. Rolling each nipple tight between his fingers, firmly twisting and massaging them, he whispered “You like that, slut?” She nodded yes. “Yeah? This is about what I like though.” With the final word, he released her nipples, then slapped one breast from the side.

Anna let out a small cry and he grabbed her face, pausing his thrusting to ensure she paid attention. “You are for my pleasure. Any pleasure you experience is only for my enjoyment. Understood?” She nodded gently.

“Good girl. Get on all fours.” She obeyed, her ass splaying out to reveal her hairy pussy from behind. He stepped back, surveying his new acquisition: the girl next door he’d watched for so long. She needed work, but was a promising investment.

Looking at her like this, it was hard to resist shoving his cock deep into either of those beautiful, tight holes. The untamed halo of hair surrounding them would need to go and she may be too eager, too much of a whore already, but he’d improved far worse.

Holding himself back from fucking her, he raised his hand to spank her. “This is what you get for being such an eager whore.” She let out a small yelp, muffed by the ball gag. “Be quiet you slut.” He continued spanking her, her plump ass cheeks bouncing and turning red with his strikes.

“Do you know why you’re getting punished like this?” She nodded her head no. Emphasizing his words with a series of firm spanks, he said “This is for being a fucking whore. For wearing shirts that your nipples show through, teasing me before your boyfriend came over. For screaming and moaning so loud while you fucked him. Teasing me by screaming while you got yourself off with your toys.”

“Now, I hope you have learned your lesson. Because only good sluts deserve cock, okay? So you will be a good whore for me now.”

And with that, he slipped his cock back into her tight cunt, thrusting himself hard. Her ass cheeks clapped against his body, already sore and red. As she let out a small moan, he grabbed a handful of her hair, pulling her head back and threatened “Don’t you dare.” She gasped and he shoved her head back down, pressing her face into the sheets.

She tried to keep herself from coming as he pounded her tight cunt harder and harder. The walls of her pussy squeezed in on his swollen cock, he felt a rush as he came.

Pulling out of her cunt, he saw his milky white cum begin to drip out of her. It spread out of her hole into the dark hair surrounding it.

Without thinking, Anna began to sit up. Instantly, Sean sparked her red hot ass again.

“You move only when I say you move.” Anna stayed still, afraid to disobey again.

“Better. Now, your evaluation is completed. Would you like to know the results of your initial evaluation?”

She enthusiastically nodded yes, her head still hanging between her arms on all fours. Forgetting her place again, she turned her head to ensure Sean saw her. He rolled his eyes dramatically, making sure she saw his irritation. “Let me adjust for that last movement infraction.”

“Stand up. Look at me.” Anna did as told.

“Now, you are a disobedient slut. Your unkempt pussy shows a total lack of self-care and proper maintenance. You do not show signs of learning quickly, but seem to respond well to punishment. You are greedy, dirty and too accustomed to being pleased. You show promise, however. Your tits are nice and your sensitive nipples will be fun. You little pussy is lovely inside, but I don’t want to inflate your whorish ego by telling you any more about that.”

Anna blushed and bowed her head, hoping to hide her pride at the last comment.

“Down on your knees. You are mine now.” With that, he placed a collar and leash around her throat and lead her out of her apartment on all fours. She turned back — she was only going next door, but it felt like she was leaving her whole life behind.

“Sir will be back to get everything you need. Don’t worry slut.” With that, he prodded her naked out to the patio, hidden mostly by the darkness of night.