Skip ahead past a 12 day losing streak
One Foot Tall Fiancé
chapter 26
by
copier
· original author:
worstfailure
Every day was the same. You'd wake up from a terrible night's sleep in Tara's ass, be given the dice, throw them and find out how many days were added to your sentence. After one of the dice had come up as six for the fifth day in a row, you had asked your aunt if you could roll again just to inspect them. Tara was so offended by your insinuation that she insisted that not only would you roll again, but that that number would also be added to your sentence if you lost the day's challenge. By then you were desperately backpedaling, but she wouldn't take no for an answer. She took the dice out of her pocket and forced them into your hands. They came up as a three and a four. Combined with the initial eleven you rolled meant that your suspicious mind had cost you an additional eighteen days. Apparently it was just bad luck that the following day you rolled another twelve.
Despite Tara's insistence that the challenges were "fair," they were anything but. She sat on you then told you to do a thousand push-ups. She put you in her gym shoe, and told you to escape before she ran two miles on her treadmill. She molded you into a thong, used your hands as clasps, then wore you and warned you not to let go for a full twenty-four hours. She even chewed you up like gum, swallowed you alive then ordered you to go through her entire digestive system within two hours!
Each time you'd fail and find yourself shoved right back up her ass for the rest of the day only to be taken out for the next day's challenge. For all your earlier bravado and certainty about keeping your word, now you didn't think there was anything you wouldn't do if it meant never seeing Tara again! It turns out that all it took to renounce your word was a week of torment and the prospect of endless torture to come. Not that Tara would let you take it back even when you begged her. She just kept saying she was only doing this "for your own good." By this point you didn't care if she meant it or not. All you wanted was to see Cassie again. Every day you regretted your drunken rejection of her offer of help. As you drifted off to sleep, every night you dreamed of the love of your life disobeying your request and coming to your rescue.
Not that Cassie had any intention of doing so. Unbeknownst to you, Tara had been working diligently to destroy your relationship with Cassie beyond repair. She'd been saving the pictures and videos she'd taken of you during your first few days of servitude and had sent the best ones to Cassie in a massive text blast. She was particularly proud of the video she'd taken of you applying suntan lotion to her ass.
"Hello Cassie," Tara had said softly as you'd been working diligently on her behind. "I feel bad about the other night. I should've been more sympathetic to you. I'm a divorcee so take it from me, I know what it's like to fall in love with the wrong guy. I know your feelings are complicated right now and you may have some doubts about breaking up, but you shouldn't cling to them. Especially when Jake's already moved on. Just look at how happy he is!" Tara raised the phone to give Cassie a view of her fiancé kneading suntan lotion into his aunt's buttocks.
"You having fun back there, pipsqueak?" Tara asked, knowing Jake wasn't looking.
"I'm having the time of my life, Aunt Tara!" She knew she'd scared him into submission but from an outsider's perspective, it sounded like he meant every word of it.
"I guess you really enjoy living here with your aunt, don't you?"
"I love it more than anything in the world!"
Tara couldn't contain her laughter. "I love you too, Jake. Even if you are a weirdo."
"... Thank you for being so understanding!"
Tara lowered the phone back to her face. "See what I mean? The little perv loves this stuff. After our talk, I offered to send him back to you but he begged me to let him live in my butt! He told me it's all he's ever dreamed about! I mean, talk about being an ass-man, right? I hope you don't blame yourself, honey. I mean, you saw my booty, who can compete? Personally, I think he's gross too. But hey, if someone wants to devote his entire life to worshipping me, I'm obviously not going to pass that up." Just then she felt Jake fall face first into her butt and quickly raised the phone. "You giving my butt a kiss, Jake? Well aren't you a real prince charming?"
She lowered it just as quickly before he could get up and ruin the shot.
"I hope you won't feel too bad about this, Cassie," Tara continued. "I guess all those "accidents" Jake got into over the years were just him being a pervert. At least in your case you have video proof that backs up that it's him, not you." As she said this, Tara clenched her cheeks and right on cue Jake felt into her crack. As soon as he was in, she delivered another quick clench, then raised her phone and burst out into fresh giggles as she saw Jake's head completely flattened. Things just kept getting better and better.
"Hope you don't mind the video squirt! I just want to have a couple vids and pics of you as souvenirs for when you're gone. Now, I know how much you love being inside my backside, but you still have some work to do. How about you finish rubbing in that suntan lotion you so graciously offered to apply to me before you go back in my ass?"
The pathetic dweeb nodded vigorously, his head flapping like a flag in the wind.
"That's a good boy," Tara said. "How about you give us a big thumbs-up?" He did so, and that was all the footage of him Tara needed. "As you can see, the little perv's preparing to live up my ass for the rest of his life. I'm just having him take care of a few things before I send him off to his new home. Nobody's going to be seeing him much anymore once he's in there, not even me! So, don't be shocked when he doesn't come back to college. I'm still trying to think of a way to break the news to his poor mother. She has no idea what a freak she's raised," Tara sighed. "But that's not your concern. Do me a favor, hun. Don't give up on love. The right guy is out there, even for homely girls like you."
Tara blew the camera a kiss and ended the video.
A few minutes after she'd sent the messages, Cassie blocked her.
Each night, Tara checked the progress of Cassie and Jake's social media pages and was delighted to see Cassie changed her relationship status to single. While the exact details weren't public, some people clearly knew Jake's situation as his inbox was full of messages calling him a creep. Yes, Tara was sure all of Jake's bridges to the outside world had been burned. The only one left was his mother. That one would be the most difficult. For some reason she loved the little runt. Tara, meanwhile, barely viewed him as human, let alone family. She still thought her sister had just adopted an abandoned circus freak. It was the only explanation she could come up with for how someone as incredible as her sister wound up with a brat as pathetic as Jake.
Tara just needed to make her sister see things her way, and the gears had already begun turning on how to accomplish that.
Tara knew it'd be painful for her sister at first, but she also knew this would be the best thing for both of them in the long run. With Jake finally out of the picture, her sister would never have to worry about the runt again! After that, they could go back to the way things used to be, back when they were inseparable and partying every night!
First though, Tara needed to give Jake a bit more rope to hang himself with.
On the twelfth day of your imprisonment, you could barely hold up the dice when Aunt Tara shoved them in your hands. You dropped them, praying for a two.
"Twelve," Tara snorted. "Oh man, squirt. Someone up there must have it in for you. Crunching the numbers it looks like your total sentence is... 107 days."
"We haven't played the challenge yet," you protested weakly, your voice rough from disuse.
Your aunt blew a raspberry. "Come on, twerp! We both know it's only a technicality at this point. We both know you're going to lose--again--and then I'll shove you back up my ass--again. I keep giving you chances to prove your worth and you keep blowing them. When we started out I thought I'd only need a few days to make you into a man, but after the past two weeks, I'm starting to think the only thing your good for is being my butt toy like in our original deal. At least then the charade would be over and we could go on with our lives. Well, I could go on with my life. Your life would be spent inside my ass where you belong. You know what?" Tara asked, laying on her side and moving her underwear out of the way so you had a clear view of her colossal ass. "Why don't you save us both a lot of time and say the word? Then I'll shove you so far up this ass you'll never see the light of day again!"
"No!" you gasped, unable to bear the thought of another second in her ass let alone an eternity.
Your aunt sighed. "Fine. Then I guess we'll keep doing this forever." She pursed her lips and tapped a finger against them, as if a thought just popped into her head. "Unless..."
"Unless what?"
Your aunt smiled as you took the bait. "Unless we settle this once and for all. One final challenge. You win, you go back home to Cassie. I win, then you live in my giant, smelly butt forever!" She said punctuating each word with a slap of her ass. "Deal?"
Your aunt extended her hand for you to shake. You looked back at her and the devilish smile on her face. It was definitely a trap but it might be your only chance to ever escape.
"This is a limited-time offer," your aunt said as she began to pull back.
You leapt on her hand and shook. "DEAL! DEAL!"
"I'm glad you see things my way, squirt," Aunt Tara chuckled. "I swear, one of us will never regret it. Now allow me to present your final challenge."
What is it?
Despite Tara's insistence that the challenges were "fair," they were anything but. She sat on you then told you to do a thousand push-ups. She put you in her gym shoe, and told you to escape before she ran two miles on her treadmill. She molded you into a thong, used your hands as clasps, then wore you and warned you not to let go for a full twenty-four hours. She even chewed you up like gum, swallowed you alive then ordered you to go through her entire digestive system within two hours!
Each time you'd fail and find yourself shoved right back up her ass for the rest of the day only to be taken out for the next day's challenge. For all your earlier bravado and certainty about keeping your word, now you didn't think there was anything you wouldn't do if it meant never seeing Tara again! It turns out that all it took to renounce your word was a week of torment and the prospect of endless torture to come. Not that Tara would let you take it back even when you begged her. She just kept saying she was only doing this "for your own good." By this point you didn't care if she meant it or not. All you wanted was to see Cassie again. Every day you regretted your drunken rejection of her offer of help. As you drifted off to sleep, every night you dreamed of the love of your life disobeying your request and coming to your rescue.
Not that Cassie had any intention of doing so. Unbeknownst to you, Tara had been working diligently to destroy your relationship with Cassie beyond repair. She'd been saving the pictures and videos she'd taken of you during your first few days of servitude and had sent the best ones to Cassie in a massive text blast. She was particularly proud of the video she'd taken of you applying suntan lotion to her ass.
"Hello Cassie," Tara had said softly as you'd been working diligently on her behind. "I feel bad about the other night. I should've been more sympathetic to you. I'm a divorcee so take it from me, I know what it's like to fall in love with the wrong guy. I know your feelings are complicated right now and you may have some doubts about breaking up, but you shouldn't cling to them. Especially when Jake's already moved on. Just look at how happy he is!" Tara raised the phone to give Cassie a view of her fiancé kneading suntan lotion into his aunt's buttocks.
"You having fun back there, pipsqueak?" Tara asked, knowing Jake wasn't looking.
"I'm having the time of my life, Aunt Tara!" She knew she'd scared him into submission but from an outsider's perspective, it sounded like he meant every word of it.
"I guess you really enjoy living here with your aunt, don't you?"
"I love it more than anything in the world!"
Tara couldn't contain her laughter. "I love you too, Jake. Even if you are a weirdo."
"... Thank you for being so understanding!"
Tara lowered the phone back to her face. "See what I mean? The little perv loves this stuff. After our talk, I offered to send him back to you but he begged me to let him live in my butt! He told me it's all he's ever dreamed about! I mean, talk about being an ass-man, right? I hope you don't blame yourself, honey. I mean, you saw my booty, who can compete? Personally, I think he's gross too. But hey, if someone wants to devote his entire life to worshipping me, I'm obviously not going to pass that up." Just then she felt Jake fall face first into her butt and quickly raised the phone. "You giving my butt a kiss, Jake? Well aren't you a real prince charming?"
She lowered it just as quickly before he could get up and ruin the shot.
"I hope you won't feel too bad about this, Cassie," Tara continued. "I guess all those "accidents" Jake got into over the years were just him being a pervert. At least in your case you have video proof that backs up that it's him, not you." As she said this, Tara clenched her cheeks and right on cue Jake felt into her crack. As soon as he was in, she delivered another quick clench, then raised her phone and burst out into fresh giggles as she saw Jake's head completely flattened. Things just kept getting better and better.
"Hope you don't mind the video squirt! I just want to have a couple vids and pics of you as souvenirs for when you're gone. Now, I know how much you love being inside my backside, but you still have some work to do. How about you finish rubbing in that suntan lotion you so graciously offered to apply to me before you go back in my ass?"
The pathetic dweeb nodded vigorously, his head flapping like a flag in the wind.
"That's a good boy," Tara said. "How about you give us a big thumbs-up?" He did so, and that was all the footage of him Tara needed. "As you can see, the little perv's preparing to live up my ass for the rest of his life. I'm just having him take care of a few things before I send him off to his new home. Nobody's going to be seeing him much anymore once he's in there, not even me! So, don't be shocked when he doesn't come back to college. I'm still trying to think of a way to break the news to his poor mother. She has no idea what a freak she's raised," Tara sighed. "But that's not your concern. Do me a favor, hun. Don't give up on love. The right guy is out there, even for homely girls like you."
Tara blew the camera a kiss and ended the video.
A few minutes after she'd sent the messages, Cassie blocked her.
Each night, Tara checked the progress of Cassie and Jake's social media pages and was delighted to see Cassie changed her relationship status to single. While the exact details weren't public, some people clearly knew Jake's situation as his inbox was full of messages calling him a creep. Yes, Tara was sure all of Jake's bridges to the outside world had been burned. The only one left was his mother. That one would be the most difficult. For some reason she loved the little runt. Tara, meanwhile, barely viewed him as human, let alone family. She still thought her sister had just adopted an abandoned circus freak. It was the only explanation she could come up with for how someone as incredible as her sister wound up with a brat as pathetic as Jake.
Tara just needed to make her sister see things her way, and the gears had already begun turning on how to accomplish that.
Tara knew it'd be painful for her sister at first, but she also knew this would be the best thing for both of them in the long run. With Jake finally out of the picture, her sister would never have to worry about the runt again! After that, they could go back to the way things used to be, back when they were inseparable and partying every night!
First though, Tara needed to give Jake a bit more rope to hang himself with.
On the twelfth day of your imprisonment, you could barely hold up the dice when Aunt Tara shoved them in your hands. You dropped them, praying for a two.
"Twelve," Tara snorted. "Oh man, squirt. Someone up there must have it in for you. Crunching the numbers it looks like your total sentence is... 107 days."
"We haven't played the challenge yet," you protested weakly, your voice rough from disuse.
Your aunt blew a raspberry. "Come on, twerp! We both know it's only a technicality at this point. We both know you're going to lose--again--and then I'll shove you back up my ass--again. I keep giving you chances to prove your worth and you keep blowing them. When we started out I thought I'd only need a few days to make you into a man, but after the past two weeks, I'm starting to think the only thing your good for is being my butt toy like in our original deal. At least then the charade would be over and we could go on with our lives. Well, I could go on with my life. Your life would be spent inside my ass where you belong. You know what?" Tara asked, laying on her side and moving her underwear out of the way so you had a clear view of her colossal ass. "Why don't you save us both a lot of time and say the word? Then I'll shove you so far up this ass you'll never see the light of day again!"
"No!" you gasped, unable to bear the thought of another second in her ass let alone an eternity.
Your aunt sighed. "Fine. Then I guess we'll keep doing this forever." She pursed her lips and tapped a finger against them, as if a thought just popped into her head. "Unless..."
"Unless what?"
Your aunt smiled as you took the bait. "Unless we settle this once and for all. One final challenge. You win, you go back home to Cassie. I win, then you live in my giant, smelly butt forever!" She said punctuating each word with a slap of her ass. "Deal?"
Your aunt extended her hand for you to shake. You looked back at her and the devilish smile on her face. It was definitely a trap but it might be your only chance to ever escape.
"This is a limited-time offer," your aunt said as she began to pull back.
You leapt on her hand and shook. "DEAL! DEAL!"
"I'm glad you see things my way, squirt," Aunt Tara chuckled. "I swear, one of us will never regret it. Now allow me to present your final challenge."
What is it?
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March 28, 2025
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