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Chapter 29
by
zechs195
Where are they going?
Back to the hotel as the plan enters phase 2
Tiffany led Samantha out of the bathroom and Samantha followed trying to find her bearings. She managed to stop twitching and tried to think. She needed to turn the tables somehow. As humiliating as it would be she might have to be caught in this so Tiffany would be caught in what she was doing. Her sister had tried to shove a finger up her ass, made her grind her pussy all over her shoe, and then made her lick it off. Things were going to get worse given there were seven days left and this had only been maybe four or five hours. Still she followed leashed, trying to find a way to survive this with her sanity intact.
They walked back the path they came from and there was no one around and she wasn’t sure whether to be thankful or not. Tiffany often stopped to just give her a smack on the ass just because she could and due to heightened sensitivity from her repeated **** of her ass she had to do everything in her power not to yelp and get shocked on top of it. Her pussy was leaking down her thighs and her hands and knees were bothering her from the rough cement.
Finally Tiffany stopped and got down on a knee. She began to pet Samantha. Samantha felt even more confused as Tiffany caressed her from the top of her neck to the bottom of her ass. It actually felt kind of nice all things considered but after the **** cruelty she had felt she was now even more uneasy as she didn’t know if Tiffany was trying to keep her off balance.
“I know you’re thinking I’m being rough with you, Puppet. I’m sure you didn’t appreciate my finger almost going in your bum or what I made you do to my shoes, both times. I know you’ve probably figured out this was all my plan and it was. It’s because I know what you really are. This is who you’re supposed to be. It’s my hope that after our time together here you’ll understand you were never human and this is all you’re meant to be. I thought by acting evil I could **** you into the role but I realize you need support in accepting this. You can’t be **** you need to make the choice on your own. I was rough with you because you need to accept this and it gets frustrating seeing you so confused thinking you’re a person. The more you act like a pet the more I won’t have to be rough.”
Samantha didn’t know what to do. She didn’t want to be harmed or violated but she didn’t want to act like she enjoyed this or wanted it. Maybe still she could trick Tiffany by pretending to be okay with what was going on.
Tiffany watched Samantha try to think of what to do as she continued to pet her back. She wasn’t going to do anything else for now. In this situation she had to be both good and bad cop since she obviously couldn’t have a partner in this. When she was nice Samantha would feel safer and then she’d let her do more stuff to keep her nice. Then she could be cruel again and Samantha would try to bring back the nice Tiffany by being more cooperative.
Samantha finally decided to just pretend and hope Tiffany would relax enough for her to escape. She rested on her back legs and pushed her chest out despite her small bust.
“See you’re learning already. By the end of the week maybe you’ll have forgotten all this silly human stuff.”
She reached out and grabbed Samantha’s tiny left breast and caressed her nipple feeling it harden in her hand. Samantha tried to smile through being groped by her own sister.
“I started to suspect when we were young and you never developed a bust that you might not be fully human. I know you’re aroused by all of this. I think it’s your body telling you that this is right.”
Samantha knew her nearly flat chest would play into this somehow. She also wasn’t sure what to do. She felt like to show Tiffany she was in agreement was to show her sexual arousal and she was mortified by it. She was naked in public and she was being treated like a pet, everything hurt, and she couldn’t move in any real way. She got back down on her hands and turned around to hide her tears as she was just so overwhelmed. She couldn’t run as she was still held by her leash but she thought crying would hurt the idea that she was accepting everything so hiding her face seemed like the only thing she could do.
Tiffany began to caress her ass as gently as possible and Samantha bit her lip knowing she was showing her ass, pussy, and asshole to her sister who had violated all of them to some degree or another.
“Oh my Puppet, your ass is very bruised. I didn’t realize I had been so hard on you but seeing you so convinced that you’re human when I know what will actually make you happy just makes me so mad. I know you’re in pain and want to feel good. I know you’re in heat. Let me help you and guide you.”
Samantha just hid her tears and left her ass in Tiffany’s face as she waited for whatever needed to be done. She needed Tiffany to let her guard down and if this would help then she would take it.
“The problem with why it hurt when I tried to put my finger in your butt is because you clenched and resisted. If you just relaxed, breathed, and gave into your needs you would find it very enjoyable.”
Samantha just bent her shoulders down. She wanted Tiffany to trust her and she offered up her own ass as tribute. She didn’t think she could feel any more degraded but somehow she did.
“Very good, Puppet, this is going to feel very good if you let it. When you’re my pet at home I will make sure you get all the pleasure you need.”
Her sister ran a hand over Samantha’s pussy and Samantha jerked forward but then remembered what she was trying to do and **** herself back as her sister coated her fingers in pussy juice. Despite how sensitive her pussy was from her earlier treatment Tiffany was being very gentle and not at all forceful. Samantha bit her lip because it felt great and she didn’t want to give Tiffany the satisfaction of a low moan but then she remembered again what she was doing and let out a moan just low enough to not get shocked.
“See before I didn’t use lube but your pussy juices should help my finger get in very easily and gently.”
Her sister gently teased her clit and Samantha was sure this was all a trick. She didn’t see any way out and believing that Tiffany actually might trust her if she acted more like a pet. It seemed like the only form of hope she had and she had to hold onto it to keep the light on inside of her. To prove herself she lightly grinded her pussy into her sister’s hand and her sister very lightly teased her nipple with the other hand.
“See isn’t this so much better?” Asked Tiffany and Samantha with her limited range of motion just nodded even though her face couldn’t be seen.
“Okay, like I said I think that as a pet your pleasure center is actually different than a human’s which is why I’m trying to show you how good your ass can feel. I’m sorry if I was too forceful before.”
She rubbed Samantha’s back and placed two juice covered fingers over Samantha’s asshole. Samantha felt her mind fading in pleasure but kept trying to convince herself she was going to get the better of Tiffany by playing her game. She put her shoulders to the ground even though that meant her nipples were on hard concrete which hurt but it opened up her butthole for her sister to play with. She tried to convince herself she didn’t want this and it was all part of a long con but she couldn’t deny that it felt very good.
Her sister grabbed her shoulder from the front and slowly pulled Samantha back against her fingers over her ass. Samantha tried to relax and not clench but it was a challenge.
“Take a breath. Remember this is gonna be your pleasure center, you need to learn to love it or you’ll never be your true self.”
Samantha took short breaths as she tried to relax her anus. She felt her cheeks gently part as the fingers managed to make their way in. Her own sister was fingering her asshole and she wasn’t even putting up a fight anymore. Her eyes shot open wide as she realized it actually felt really fucking good. She was starting to question her mind from all the **** and this wasn’t helping.
“I’m going nice and slow. Just breath and relax. I love you. I love you so much that’s why I want you to be happy.”
They’d never said they loved each other and Tiffany saying it made Samantha even more uneasy because she was wondering if Tiffany actually believed what she was saying and she wasn’t sure if that was worse than her just toying with her.
The fingers made it to the first knuckle and Samantha tried to control herself both in not clenching and not getting more into it. She was a prude by nature and getting too into it might reveal she was faking her cooperation but at the same time the two fingers made it to the second knuckle and she felt her rectum and anus stretch. She bit her lip and felt sweat forming and worse her juices dripping more down her thighs. She felt her whole body blush.
“Oh hun, nothing to be embarrassed about, how else am I supposed to know what you need if you can’t speak. Your pussy will do your talking for you and let me know when you need pleasure. It’s a good thing, believe me. We’re gonna get through this and you’ll be able to live like you’re supposed to. Almost all the way in now, just stay relaxed.”
She felt the fingers get to their base and her sister was true to her word in terms of gentleness but more humiliatingly she was also right that it felt really good. Her sister started to work her fingers in and out and in all directions including teasing the wall between her vagina and rectum which felt incredible. Her sister was slow but methodical as she explored her insides. Samantha felt like she had to appear into it to trick her sister but also felt like she was betraying herself because she was into it. She had the worst day of her life by far and this was the only good part. She felt like she deserved it but she knew she didn’t want her sister being the one to do this in her sick and twisted games.
“Try rocking your hips. You have nothing to be ashamed of. I can feel you contracting around my fingers...”
Samantha put her head in her hands in embarrassment as her body betrayed her.
“... oh, Puppet, this is good. No shame just acceptance of your true self. If you want I can do all the work but if you want to get into it know that it will only help and get us closer to where you need to be.”
‘Fuck it’ thought Samantha as she began to rock her hips and push herself back against Tiffany’s fingers. Tiffany took the leash in her other hand and pulled very gently but enough to give her a light **** which gave Samatha a light headed feeling that got her even hornier, at first she was scared as her leash felt tight but she ended up pushing herself even harder as she moved her hips all around and back and forth as her sister did the same with her fingers inside her. Samantha felt tears well as she realized this was the best she ever felt and started to wonder whether the nice Tiffany was worse than the cruel one in showing her this about herself.
Tiffany couldn’t believe it was so easy to trick Samantha into thinking that she actually thought she was a pet and that by cooperating she might get a little trust and make her escape but since it was the only hope she had really offered she didn’t judge her too harshly for her giving it all for a false chance, though it didn’t change her plans at all. She just held onto the leash while she pushed her fingers in and out of her ass while Samantha **** herself back and forth. She noticed Samantha was pushing herself further forward likely to **** herself a little on the tension in the leash.
“This is so beautiful, Puppet. I’m so glad I’m getting to share this special moment with you.”
Samantha was stuck in her own head as she just kept pushing. She didn’t think an orgasm from anal alone was possible but she felt it building and the light headedness kept her from thinking too hard about her predicament. She especially loved when her sister pushed against her vaginal wall through her rectum and she felt juices flowing out of her as her nipples were incredibly hard. She started pushing herself harder and biting her lip and her sister’s fingers got more aggressive.
Samantha kept going, closed her eyes, she felt her leash go from tight to loose like Tiffany had let go and she heard a beep around her collar. She moaned loudly and then realized she wasn’t shocked. She moaned louder and louder and kept going and despite the fact she could probably speak for the first time in hours and could scream for help she just kept moaning as she pushed harder. Her leash returned to tight and she loved the feeling.
She moaned deeply and squeezed her eraser like nipples on her tiny tits as hard as she could and finally it happened. She came like a firehose. With nothing actually in her pussy to obstruct she sprayed backwards out of her slit and ended up cumming all up her sister’s arm as her anus squeezed as hard as it could around her sister’s finger. She collapsed in a heap and her sister left her fingers in her ass.
She heard a beep and knew her collar was back to not letting her talk. Her sister had let her speak but knew only moans would come out and she certainly wouldn’t have trusted her enough to have free movement, at least not yet. As the world came back into focus she began to realize she came all over her sadistic sister. She pulled herself off her sister’s fingers and curled up in a circle closing her eyes and getting read for a spanking or worse. She shook with fear ready for her sister to let her have it for soiling her in such a way.
Instead she was pet very gently on her ribs. She worried it was to lead her into a false sense of security, so she just stayed curled up on the receiving end of many smooth gentle caresses including on her bum which reminded her of what she had just done. Her thighs were soaked and she was was panting. It seemed Tiffany was letting her make some sounds. Maybe she had been earning some trust. She nuzzled against her sister’s arm but was still very worried she was in for a punishment.
“Are you scared, Puppet?”
Samantha opened her eyes and shook her head up and down.
“Why, honey?”
She brought her nose to her sister’s juice covered arm and sniffed the juices. She was already ready to lick it off because she knew that’s what her sister would make her do.
“Oh no, hun, don’t be scared...”
She gently pet Samantha and spoke as softly as possible. Samantha poked her head up and tried to listen while she was very scared.
“...I’m so grateful I got to be here for this and I could help you on your journey of self-discovery. That was so incredibly brave of you, to give into what you know is true after a lifetime of conditioning that made you think you were a person. I’m just glad you got to climax after the rough day you had and experience true pleasure like you’re supposed to...”
Tiffany pointed to her cum soaked arm. Samantha went to lick it and Tiffany held her collar keeping her from doing so. Samantha couldn’t imagine the cruel Tiffany from before passing up the opportunity for her to lick her own cum, maybe this was for real even if it felt degrading to be held by her collar.
...This is a badge of honor. You’re so perfect, Puppet. Seeing you be you for the first time, words can’t express what that means to me. Know that I do this all out of love for the person I care about more than anyone.”
Samantha was on the verge of tears but not from fear or sadness but from her sister actually expressing she cared and encouraging her in such a way. She felt like her sister actually needed mental help and was not the cruel person she saw earlier but was just so confused and didn’t know how to fix it and accidentally set her sights on her. She didn’t want her sister to go to jail for this or get in trouble, she was convinced she needed therapy but then there was this nagging voice that was telling her that Tiffany wasn’t deluded, she’d been so right about anal pleasure and she even gave her her voice back for a bit and she didn’t take any chances. She tried to tell herself the timing wasn’t right but she was worried that these weren’t ideas Tiffany was putting in but rather facts that Tiffany was pulling out. Either way Samantha was at least more open to the idea her sister loved her and just had a very weird way of showing it. The whole plan made sense she tried to tell herself and that her sister was just so angry that she wouldn’t accept what she considered the truth that she was mean and aggressive but it all came from a place where she wanted what was best. Samantha wasn’t sure of anything anymore but she knew she had to escape to help her sister not just to get away from her.
Tiffany saw the look in Samantha’s eyes and knew she had her. She just kept petting and didn’t **** anything along until Samantha was ready, she had to play this very delicately. After a bit she fondled Samantha’s breast and Samantha nuzzled against her arm in acceptance. She fondled both breasts for a while and also tickled against Samantha’s ribs and Samantha let out small giggles and smiles. She felt amazing post orgasm clarity and she didn’t feel ashamed her sister had fingered her ass to orgasm, rather she was appreciative of having a sister who was willing to do that for her. She tried to convince herself she wasn’t crazy but she had so many conflicting ideas: her: the person, her sister: the monster, her sister: the best friend she ever had, and worst of all, her: the pet.
She didn’t have much recourse so instead of fighting so hard she decided to just relax until she could think of a plan. the weight of the whole day made her just want to play the part of the pet because it made Tiffany so happy and that when she could escape or even if it took til the end of the week she would be a free clothed woman again and she could get Tiffany the help she needed. There was still the possibility this was an act by Tiffany but after cumming so hard Samantha felt like she could take on the world and be able to figure this out.
She looked up at her sister still mashing her breasts and smiled. Samantha put her head on Tiffany’s lap and rolled onto her back but then let out a loud wince as she forgot how badly her ass hurt, from so many spankings as it laid against the ground.
Tiffany looked at her with concern and reached down grabbing Samantha’s bent knees and pulling them up to her so she was now on her back with her ass in the air.
“I’m so sorry. I know what I did was wrong and cruel but I just can’t go on seeing you in so much pain when I know what you really are. I’ve known for years and I thought you’d figure it out on your own and one day I’d come home and you’d explain everything, take off your clothes for the last time, and then tell me that you wanted me to be your master. When that never happened I could tell how lost you were and I just wanted to help.”
Samantha wanted to believe but she had a lot of bruises and trauma that made it harder to believe. Still it was her sister and she believed she had a mental disorder that needed help. She just smiled and nodded while her crotch was high in the air from having her bent legs held. Her sister reached down to her crotch and palmed it. Samantha wanted to reject it, her boobs were one thing but that was her vagina, but after letting her play with her asshole so masterfully and believing her sister had a problem she didn’t want to confuse her so she thought it couldn’t hurt letting her play down there. Samantha squeezed her legs together holding her sister’s palm against her slit and smiled.
“You need another one, already?” Asked Tiffany “hearing” Samantha speak through her wet pussy and her acceptance of her palming her vaginal lips.
Samantha could definitely go for another orgasm but she also wanted to get back to the safety of the hotel. She smiled and shook her head ‘no’ while nuzzling against her sister. She humped her sister’s hand a few times playfully but then rolled over off of her back ready to walk. Her sister stood up holding her leash and Samantha looked up as she nuzzled against Tiffany’s leg. Tiffany bent down and pet her from the top of her head down to bottom of her ass, she then pet under her fondling each breast before dragging her hand down her stomach then as she got down to her belly button she was only using two fingers which she gently dragged over her clit to a series of moans, Before lightly teasing her lips to more moans and then over the perineum before dipping the tips of two fingers into her sister’s asshole who pushed her ass back appreciatively and licked her lips.
“Are you ready to go, Puppet?”
She nodded.
“Are you ready to walk with confidence? Or are you still not ready? I’ll understand if you need more time.”
Tiffany was laying it on thick but for the next phase of her plan to work she needed Samantha to doubt everything she thought she knew and as she felt her sister’s asshole clench around her fingers in appreciation it was very clear she was doubting everything.
Samantha heard her sister and though she wanted to appear confident in order to try to earn trust and a possible escape attempt she just wasn’t there yet, even if she felt amazing after her first anal orgasm. She looked down ashamed and shook her head “no”.
“Come here.” Said Tiffany who uses the fingers in Samantha’s asshole to guide her closer so she could pet her head with the other hand and then pulled her in for a hug around the neck while still leaving fingers from her other hand in her ass.
“If you’re not ready, you’re not ready. I know this is tough and you’re being so brave! Do you think when we go home by the end of the week you’ll be ready to be the real you? I mean isn’t it just great you’re on an island full of strangers and you get to figure yourself out with just the person who cares about you most?”
Samantha knew she had to pretend both to earn trust and, if this was really Tiffany, to keep her out of distress. She shook her head up and down and clenched her anus around the tips of her sister’s fingers. Then she decided to go further and licked her sister’s face. Her sister smiled and gave her a kiss on the cheek.
They’d never really shown affection before and Samantha actually felt like this was some kind of milestone.
“Okay, then we’ll wait until you’re ready. No worries. I’ll find a way to get you back into the hotel without being seen if I can and if we get caught and you feel like you have to act human, I won’t be mad. I know how hard this is but if you’re ready to be a pet full time you know I support you and I’ll be the best master.”
Tiffany took her finger tips out of Samantha’s ass and Samantha let out a cute small frustrated groan. Samantha wasn’t sure what was going to happen but she just hoped nothing bad happened to her or Tiffany. They smiled at each other as Tiffany stood up and took her by the leash back from whence they came.
How do they get back?
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Her vacation as a pet
Her sister’s malicious actions lead to a terrible vacation
In the near future all non-skilled labor has been replaced by AI. Samantha and Tiffany, two sisters, are going on vacation to an all inclusive resort. Tiffany has always secretly hated Samantha and decided to finally act on it. In secret the night before their flight Tiffany changes Samantha’s accommodations from passenger and guest to a pet. The AI isn’t programmed to understand that such a thing is possible and treats her like a pet and Tiffany as her owner. How will she get out of this? Can she? What does Tiffany have in store?
Updated on Apr 10, 2026
by zechs195
Created on Jan 21, 2019
by zechs195
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