IMPORTANT CONTENT NOTE: This story portrays a consensual heavy bdsm relationship between a father and daughter, with a little bit of reluctant consent towards the end. As always all characters are over age 18. The story is complete fiction and should stay that way. The story portrays in a positive light, a relationship that in the real world would be traumatically awful. Don't do these things, only read them.
---------------
ALWAYS A HELPER
"Dad I can't get it in, please can we stop?"
She's on her knees, her ankles clamped to the floor with her feet stretched uncomfortably straight back. Her arms are behind her back, bent at the elbows and tied tightly in place. Her knees are bent back a little, as she struggles to sit on the thing he has secured to the end of a pole beneath her.
"This is what you wanted."
"I know but I can't, it's not going to go in."
He uses his cane on the fronts of her legs. She cries out. "That's not helping!"
"Remember, when I hit you, do not lift yourself up, keep pushing."
"Dad it hurts. The end is flat, it's all rubbery and grippy. It just pushes on my asshole and doesn't go in. It hurts! Can I please at least have some lubrication?"
"Absolutely not."
She whimpers. She tries again, straining. She begins bouncing a little.
"Uh uh uh!" he reprimands her. She closes her eyes, knowing she fucked up. He canes her breasts while she concentrates on maintaining her position with the object pressing hard against her asshole.
"You're not allowed to do that, you have to push downward only, no fucking it up and down like that."
"I know!" she cries. She desperately bends her knees and gingerly puts her weight on the thing again.
"Dad what is it?"
"You'll find out!"
As she pushes as hard as she thinks she can to get the thing to penetrate her little asshole she starts actually squealing, in short little squeaks.
"Next punishment in ten seconds," he says. He squeaks revert to her former cries. "No please I can't Daddy!"
The cane lands on her ass now, above where the pole meets her asshole. As always she must maintain her position, not lifting herself up even a slight inch while he beats her. She spends the time he takes caning her ass concentrating on trying desperately to just relax her asshole muscles as much as she can. She has to get this thing inside her.
The caning ends and she exhales, and tries to relax even more though she thinks she's already done every thing she can.
She groans, pauses, groans again, and the volume and pitch both rise a little. "Oh my god," she says as she suddenly feels something give, just a slight bit. "Oh my god," she yells again as the sharp pain of this slight penetration hits her. "I think it sort of went in?" she said, her breath's shallow.
From behind her he says, "no, not really, keep trying. You're making progress, like just barely kind of slipped your sphincter over one edge of it, but it is still fully outside your ass."
"Oh my god dad it already hurts so much this is impossible!"
He comes around to the front, and she quivers as she sees the clamps in his hand. He places them, tightly, cruelly, directly onto her nipples, and then places the weights. "Oh fuck I just don't want to do this anymore!"
"This was your idea," he said.
"I said challenge me! I didn't say make me permanently injure myself!"
He laughs and tweaks her clamps. "You're not going to be injured, permanently or otherwise. This is nothing, and you're being a baby."
"Oh my god fuck you Dad"
But she keeps trying.
"Use your weight, just sit on it sweetie," he says as he begins caning the back of one thigh. After she cries, pouts and screams through several swats he walks to her other side and gives her other thigh equal treatment.
She gathers herself and pushes again. She feels the spot of pain (where, apparently, "a bit of her sphincter just went around the edge" or whatever) suddenly start to grow. She cries out, "Ah!" and lets up just slightly, and starts to bounce.
"Don't think I won't pull those clamps directly off your nipples if you start cheating again," he says menacingly. She stops bouncing.
"Push," he says and she pushes. The spot of pain becomes a growing arc, finally a circle, and suddenly with both relief and alarm she realizes she has done it. Whatever this fucking thing is she has taken the entire end of it into her painfully stretched asshole.
"It's in, it's in," she says over and over again desperately.
"Well, just the tip," he says.
"Yeah that counts!" she says.
"No, you've hardly begun!" he laughs.
"What??" she asks in horror, straining to hold herself in place and not accidentally lose her anal grip.
He crouches down in front of her and places a vibrator on the end of another pole. It's placed where, if she didn't have something holding her up by her asshole, she could easily crouch down and touch it with her pussy, giving herself an orgasm.
"Oh no," she says, realizing what is being demanded of her.
"Oh yes!" he says. "You're done when you have an orgasm."
She openly cries now, shamefully reminding herself of how she was as a teen getting caught and punished, helplessly and humiliatingly begging to be spared.
"Dad that's impossible, I'm in so much pain."
"Just keep pushing," he says with a wink, turns on the vibrator and stands back up.
It is, admittedly, easier to push now that she's gotten past the flat tip of this thing. But not actually easy. The rubber is still gripping at her skin, producing a vague burn to add to the sting as she creeps hopelessly down its length. Then she starts feeling a renewed roughness.
"Dad what is that, does it have ridges?" she asks, her voice rising in pitch.
"Keep pushing."
She whimpers. She looks at the vibrator and her pussy, and tries to think only of them making contact with each other.
