“Pull your pants down. Panties too,” I order, a bit annoyed she’s not wearing a skirt that I can simply flip up. “No more pants from now on.” I glance up at Dad, hoping he’ll agree. When he nods, I add, “Only skirts and dresses and pretty panties. No pantyhose.” She gingerly slips her coverage off, one item at a time. My impatience grows, and I slap her ass when it’s finally bare. “Part those ass cheeks.”
She whimpers in real humiliation—none of that fake shit like many of those cheap girls I’ve played with. It makes my dick strain against my pants, and I have to suppress a grunt as she leans down to rest her head on the floor, reaching back to spread her cheeks. Just slightly.
I slap her ass harder. “More.”
Another whimper escapes her as she parts them further.
“Are you just as wet as the last time, princess?”
“No,” she ardently denies, but when I lean forward and reach under her, I feel the wetness dripping from her pussy even before I touch it.
Grabbing the back of her neck, I lean over her. “What was the first rule Dad taught you?”
“I-I don’t know,” she says in a thin voice.
Lifting my head, I say, “Dad, will you remind her of your first rule?”
He goes to get one of his canes that he conveniently keeps in an umbrella stand behind his desk.
Jenna’s back quivers with her quickened breaths as he comes up behind her and brackets her feet with his.
He tuts. “This is not boding well. Barely ten minutes and you’re already breaking the one rule I’ve given you.”
“I’m sorry, I’m so sorry,” she gushes.
He nudges her hands aside with the cane, and when he rests it against the side of her ass, she scrambles to get away. But she’s not going anywhere. I grab the back of her neck, and he sets a foot down on her calves.
“No,” she whimpers, but Dad is not merciful. Unlike me, he can be tender and caring, but not merciful.
Lifting the cane, he swishes it down on her ass, making her erupt into the most delicious, startled scream.
She jerks to get free, but there’s no escape. Dad swishes the cane five more times, creating six pretty sets of parallel stripes along the sides of her ass. Jenna screams through the whole ordeal, and when Dad steps away, she’s shuddering and sniffling.
I tighten my grip on the back of her neck. “Have you learned your lesson?”
“Yes. Yes. I have. I’m sorry. So sorry.”
I laugh to myself. I think she actually means it. It’s not just that she’s scared of more pain. She seems genuinely regretful as she keeps apologizing profusely.
“I’m sorry. So, so sorry.”
“Shut up and spread those cheeks,” I growl, getting annoyed at the repetition.
She scrambles to obey, and I lean down over her again to push the butt plug into her pussy, coating it in her slick juices.
She starts whimpering and squirming when I position it against her puckered hole, her little hands tightening as she struggles to remain obedient.
“She’s tight,” Dad says as I apply steady pressure. “Go a little slower.”
I grin at him, knowing what he’s doing—reminding her that he sees every little thing. The effect is instant. Her shaking head reveals how the humiliation is getting to her.
“Yes, Dad,” I say to drive it home, reminding her howfucked-upthis situation is. I adjust the plug against her narrow hole and start pushing, very slowly.
“Have you had anything up there since Killian broke you in?” Dad asks.
Her hands ball into fists. “No.”
“Good, then he gets to be the first one to take you in that hole.”
