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Chapter 27 by zechs195 zechs195

How does Tiffany make "Puppet" cum?

Shoe Shine

"Well since I'm the one doing you a favor by fulfilling your desire to be debased and letting you cum while you engage in self-****, I think you owe me a favor as well. So I think the least you can do is shine my shoes.”

The naked and collared Samantha finally pulled herself up and turned to face her sister. She reached for the towel her sister has used to clean her breasts and went to shine her sister’s shoes. They were Converse All-Stars so they only could really be shined at the nose so she didn’t know why her sister required shining but figured she thought it was humiliating so she didn’t really need a reason.

“No, Puppet, not with that. You’ve already got something oh so wet to shine my shoes with.” She said, each word dripping with malice.

Samantha realized she meant she wanted her to grind her pussy on her shoes, ‘shining’ them, until she came. Every time she thought she couldn't be any more degraded it just kept getting worse. She looked up at her sister who stuck her right foot out and Samantha cowered, backing away despite there only being a wall behind her that would stop her from getting anywhere.

“Oh I understand, Puppet. You still have that voice in your head saying ‘I’m a person’ ‘this is wrong’ ‘I don’t get off on being degraded’.”

Samantha wanted to scream all that was true but she couldn’t so she kept backing up. After only a few more steps she couldn’t back up any further and found herself sitting back on her ass, knees spread, wet pussy glistening between them, and her arms touching the ground to keep the collar satisfied. She winced as her ass was still in incredible pain from her spanking session.

Tiffany approached closer and got down on a knee in front of her sister. Samantha looked down afraid to meet her eye.

“Let me help you.”

Tiffany reached under Samantha grabbing her sore and aching nipples and twisting again before placing her right foot between her sister’s legs, right under her pussy but not touching it. Samantha began crying immediately as her nipples couldn’t take the rough twisting.

“You start when you’re ready.”

Willing to do anything to make the pain stop Samantha began humping against the shoe and her sister released her nipples. She'd never felt lower but cursed herself for feeling a slight sexual thrill at the stirring in her loins.

“Self-acceptance will set you free, Puppet.”

Tears rolled down her face as she continued to grind her lips against her sister’s shoes. Even with how wet she was it still felt like she was starting from scratch building to an orgasm.

As she began to build a rhythm Tiffany placed a finger under Samantha’s chin making her look up into her eyes and Samantha knew better to look away or close her eyes. Her sister placed both hands on each of Samantha’s bare shoulders while staring into her sister’s eyes in a look that can only be described as total victory and domination.

Samantha was taken aback by the pure evil that was her true sister and paused, but her Tiffany’s hands started to reach for her nipples so she kept grinding. Her breath quickened and she bit her lip. She ignored temptation to close her eyes and her sister only smiled.

The texture of the shoe was smooth but it was still bothering Samantha’s sensitive pussy lips. When she could get low enough that it was against her clit she pushed in harder trying to bring herself closer to cumming. In total fear of her sister she would grind from side to side as well making sure her pussy juices coated the front of her sister’s shoe completely in case she actually wanted her shoes shined. She would do anything to avoid more pain. She bit her lip harder to avoid moaning and her sister relished the moment.

“That’s it, Puppet, enjoy yourself.”

The tears were renewed as her sister, whether honest or not, claimed she could actually like this. Her nipples returned to peak stiffness and she winced at the pain it caused. She continued to rub against the shoe top to bottom then side to side, taking careful effort to make sure her clit got attention as it was the surest way to make sure she came as quickly as possible even though it was rubbing her raw.

Every few humps her bare ass would almost touch her feet and she would have to adjust as even the slightest touch against her butt sent shockwaves of pain through her body and slowed the build towards her orgasm. In desperation she wrapped her arms around her sister’s leg to keep balance but maintained eye contact. She waited a moment to be smacked, spanked, or have her nipples twisted but her sister’s hands remained on her shoulders and so she kept grinding.

“It’s okay, I’m here to help.” Her sister spoke as if to let her know it was okay to use her leg.

Samantha wanted to scream that she didn’t want this at all and she was no help but instead she just kept going as she felt she was getting close to cumming and maybe then she could be allowed to rest. She knew she’d be kept naked and collared, her sister’s little plaything, but she thought maybe just a little break would let her recover for a short while. Mid-hump she leaned forward a little and her face rubbed against her sister’s shorts. Unable to resist her sister saw an opportunity.

“You feel that? that’s clothes. It’s a thing people wear. Pets, like you Puppet, are naked except their collars.”

Samantha let out a sob, and was shocked for it, as she looked up at her sister for anything that even hinted that she ever cared but there was nothing but a sick joy at what she was doing.

After the shock she was **** to grab her sister’s leg harder to stop from falling. As soon as she regained her bearings she went back to sliding her slit up and down the shoe. Her sister feeling the grabbing of her leg as an opportunity for punishment leaned forward and reached out a hand and Samantha prepared to be spanked. Instead Tiffany slid her pointer finger down her sister's asscrack before pausing over her asshole and pushing in slightly. Samantha gasped, was again shocked, and held tighter onto her sister's leg. In total defeat she just kept grinding with the tip of her sister's finger almost in her ass. She couldn't see her sister's face to have even a basic understanding of what she was doing. She continued to hump this time going side to side as she gritted her teeth because despite everything she was getting closer to cumming. She felt her anus contract and knew her sister felt it too.

Her sister returned to standing upright.

"Just wanted to make sure you were enjoying yourself. Feeling your little rosebud sqeeze against my finger, let me know that you were."

Her sister touching and describing her asshole was almost too much but she just kept going. Their eye's linked back up and Samantha felt if she gave one more good grind and pressed in her clit as hard as she could she would cum. She bit her lip, breathing heavily through her nose, and her eyes began to roll back but just as she was about to feel sweet release her sister pulled back her foot and much to Samantha's humiliation she tried to follow it with her pussy, chasing her orgasm, but it was pulled out of reach.

"Oh Puppet, you're so silly. I have two shoes."

Samantha didn't need to be told anything else. Her sister extended her left foot and Samantha grabbed her left leg and began to grind against her left shoe. She had lost some momentum and needed to build up again but she still felt close. She slid her pussy from side so side several times, her breath quickening as her sister looked down and smiled. She slid up and down and again pressed her clit as hard as she could. She held back a moan knowing a shock would keep her from cumming and being free of this. She slid side to side again before pushing her clit into the shoe as hard as she could and grabbed her sister's leg for stability as she bit her lip, her eyes rolling back and cumming harder than she ever had. She felt juices evacuate as perspiration coated her body and her grabbing of her sister's leg became all that was keeping her from collapsing. She felt powerful waves of heat shooting from her pussy through her whole body as she humped a final time just for pure ecstasy, her clit stiff, and pressed deep into the shoe. as she kept biting her lip because she knew the moaning she would release would cause the collar to shock her painfully and take the brief reprieve away from her.

As she started to come down, her sister placed her hands on her arms and Samantha knew to let go and fell to the ground. She laid there breathing quickly trying to forget everything this day had done to her and worst of all that she had completely enjoyed this orgasm. Her sister stood over and grabbed her leash, with machinations turning in her brain for what to do next.

What does Tiffany make Samantha do next?

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