Shrinking Experience Hookup App - Tiffany and Alex’s Story by DaBoss

Rated: 🔴 - Sexual Themes and Violence
Word Count: 3259 | Views: 40 | Reviews: 0
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Added: 04/17/2025
Updated: 04/17/2025

Alex stood there in disbelief.  He had been out running errands all morning while Tiffany was at home, and had only stopped by to use the bathroom and drop some stuff off.  He hadn’t seen Tiffany inside the house, though he figured since it was a nice day she was either by the complex’s private pool or in the backyard sunbathing.  


What caught Alex’s attention as he was sitting on the toilet, was the skimpy red thong laying on the rug in the bathroom.  It didn’t appear dirty at all, and looked like it had been just purchased.  


“Damn, this is hot,” Alex said, reaching down and grasping the thong in his hands.  He held it up to his face, bringing it closer and sniffing it.  He was disappointed that it smelled new, he couldn’t make the faint smell of a human body on it.  He twirled it around in his hands before setting it back down on the floor.  


Smiling, Alex found himself unable to resist the naughty idea that popped into his head.  He pulled out his phone, opening the size hookup experience app.  He selected Tiffany’s name, allowing him access to the size settings.  Standing above the red thong, he brought his own settings down to half a centimeter tall.  “And confirm shrinking,” he said, pressing the button reading the same thing.  


Instantly, Alex was cut down to size.  Though he was used to the sensation of shrinking by now, he still did not like it.  It always upset his stomach for a bit after, and this was no exception.  Still, his excitement was enough to bypass that.  Now he just had to wait until Tiffany came in and put on this sexy thong.  


Alex did not need to wait long.  After just a few minutes, the bathroom door opened and the enormous body of Tiffany strode into the doorway.  “That’s right baby, right down here!” Alex shouted, heart racing in excitement as her well manicured hand reached up and grasped the seemingly too-small pair of underwear.  


Lifting the pair of underwear up to her face, Tiffany studied it for a moment.  Her brown eyes darted back and forth, but they didn’t seem to widen as if she had just spotted her shrunken fiancee.  Rather, she seemed to be inspecting as if it wasn’t even hers.  She sure as hell didn’t notice Alex’s tiny body on it.  


“I can’t believe you bought these,” she said, smirking and shaking her head.  “These are wayyyyy too small.  I wouldn’t even wear these.”


“Hey they’re cute!  They’ll look great on me,” a second feminine voice said from somewhere behind Tiffany.  


“Well here, go ahead and get changed,” Tiffany said with a laugh, moving the thing away from herself.  


“Tiff stop!  I’m still here!” Alex shouted, as if Tiffany even was aware of that.  He watched as she reached out, extending her arm towards someone.  


Before Alex could react at all, a larger hand than Tiffany’s reached in and tightly gripped the thong.  After nearly being squished by the giant hand, Alex caught a glimpse of some familiar red nail polish.  “Oh no,” he whispered to himself, as he finally caught a glimpse of this woman while she fidgeted with the pair of underwear.  


It was Tiffany’s mother, Dana.  Alex didn’t mind Dana, though she did annoy him fairly often.  He was cursing himself realizing that he had forgotten she was supposed to come over today.  Tiffany had definitely told him and he had just forgotten.  


What sent chills down Alex’s spine was Dana’s body.  She was definitely a bit Heavier than Tiffany, and her ass wasn’t exactly small.  Alex was fearing for his safety, watching the giant woman bring the thong down towards herself.  “Shit, this is not good,” he whispered.  


Walking into the bathroom and shutting the door behind her, Dana placed the piece of underwear down on the sink.  Alex could only watch on in awe as she stripped out of her mom jeans and underwear and grabbed the thong.  “Fuck, Dana don’t put this on!  I’m down here!” he yelled in a panic.  


It was no use.  Dana had come over fully intending to sunbathe with her daughter and dammit, she was going to sunbathe with her daughter.  


Alex was thrown to his knees as Dana raised an enormous foot and slid it through the underwear.  He watched up and shouted as the other foot forced its way through the hole.  Alex’s jaw dropped as he looked up in dread.  Above him was Dana’s taint, and he was slowly but surely being pulled up towards it.  


Starting to crawl on hands and knees as quickly as he could, Alex had no idea which side of the thong he was racing towards.  What he do no, was that the material was way too thin, and he’d probably get crushed if that string snapped against her taint.  


Dana sucked in as she pulled the thing up.  She thought it would look sexy on her, but realizes she may have bought a size or two too small.  “Damn,” she said, looking at the mirror and shaking her big butt.  “Screw it, I can make this work,” she said confidentially.  


“Oh my god!” Tiffany said, looking up and seeing her mom in a very revealing red bikini.  


“Looks cute doesn’t it?” she smiled.  


“Uhhhhh,” Tiffany said, almost embarrassed to be seen outside with her mom wearing such a revealing thong.


“It is a little tight,” Dana complained, tugging on one of the strings.


“Mom!  It looks like your butt is eating it!”


“Shush!  Don’t make me shrink you using that app thing,” Dana said, in a tone where Tiffany couldn’t quite tell if she was serious or not.  She had already been trapped under her mom’s foot once, and had no intention of that happening again.  


While Tiffany led her mom outside to go sunbathing, a tiny passenger was trapped with Dana.  Alex had managed to avoid getting crushed under his future mother-in-law's taint, though it might have been a case of getting out of the frying pan, into the fire.  Alex was now stuck between Dana’s enormous butt cheeks.  


The tiny man had nearly been obliterated when Dana sat down in a lounging chair, her fat ass cheeks settling around him.   


Alex didn’t dare move, he just sat there with his arms over his head.  He looked like he was practicing a tornado drill, and though it felt a little more comforting, his hands over his head wouldn’t do much to prevent him from getting crushed. 


With nowhere to go inside of Dana’s underwear, Alex turned and started into the abyssal canyon between her cheeks.  He couldn’t see much in the darkness but was absolutely horrified of ending up in there.  He knew he had to find some way to get out of here.  It was getting really warm and Dana was starting to sweat.  


Swallowing his pride, Alex grabbed his phone and began to text Tiffany.  He explained everything: where he was, how he got there, why he shrunk down, and most importantly:  he needed help!  


Staring at his phone before hitting send, Alex started to ponder whether or not he should let Tiffany know.  He really wanted to get out of this embarrassing situation on his own, but couldn’t think of a way to do so.  He didn’t have enough space to grow back, and didn’t want to move too far from where he currently was.  It would be way too easy for him to get crushed that way.  “Fuck it,” he said, alreasy cringing thinking about how Tiffany would respond, as he fired off the message to her.  


Tiffany couldn’t believe the message she was reading.  She read it twice.  Then a third time.  Sneakily from behind her sunglasses, she tried to steal glances of her mom’s lower regions, trying to find any proof that this was real.  As much as she wanted to believe that Alex was playing a joke on her, it all seemed to make too much sense.  Shrinking down to hide in a thong of hers did sound like something he would do after all.  


All Tiffany could think to text was ‘are you serious?!’ Shortly after sending this, she received more proof than she needed to see.  It was a selfie of Alex.  He was clearly shrunken, and thanks to the camera's flash, both that red thong and the mountainous cheeks behind him were visible.  


‘Oh my god.  Let me talk to my mom, I’ll find a way to get you out of there’, Tiffany sent off, now entering a full on panic.   


“What’s wrong honey?  You look like you’ve seen a ghost,” Dana said, raising her sunglasses.  She could see something was clearly bothering her father, and adjusted herself in the chair to get comfy.


Tiffany nearly screamed when she did that, fearing for Alex’s safety.  “It’s nothing mom, just texting Alex about….some stuff,” she said, heart racing.  


“Oh where is he, I don’t want him to see me in this?” Dana laughed, blushing slightly and motioning to the thong she was using as a bikini.  


‘Too late for that’, Tiffany thought to herself.  “He’s still running errands,” she lied, wanting her mom to stay as still as possible.  


“Okay, everything alright between you too?”


“Yeah mom, everything’s fine,” Tiffany said, starting to get annoyed.  


“Okay, okay, just wondering,” Dana said defensively, laying back and exhaling heavily.  “Can you wake me up when he’s getting close, I’m gonna go change then.”


Tiffany watched as her mom seemed to close her eyes.  ‘Thank god’, she thought to herself.  If her mom was asleep at least she wouldn’t be moving around and would be relatively still.  That would buy her some time to figure out how to get Alex out of there.  ‘Hang in there baby!’ she texted.  


The heat was getting rough for Alex to handle.  He was beginning to get a bit light-headed and nauseous, and the smell of Dana’s fat ass being so close to him was causing problems.  


Alex also realized he might be a bit too big.  As Dana shifted her weight, her left cheek slammed into Alex, a wall of cellulite knocking him to the ground.  Alex instinctively froze.  One fear was he didn’t know if that cheek would move again and potentially crush him.  He had zero intentions of becoming a small, red stain on the inside of his girlfriend’s mom’s ass cheek.  


However, his main fear was that even at a half-centimeter tall, he was still too big.  He felt there was a chance that Dana could feel him at any second, and that was absolutely not a conversation he wanted to have.  


‘Babe, I need to shrink further’, he sent off in a text. 


“What?!” Tiffany said aloud, causing her mom to start to stir.  ‘Why the hell would you do that?’ she typed off in response.  


‘I’m too big, she almost felt me.  I’m going down to a millimeter’, he replied.  Before Tiffany could tell him what a stupid idea this was, Alex whipped out his phone, and adjusted the settings once more.  He instantly shot down even further, until he was barely a speck on the inside of the thong.  


“Oh my god,” Alex said, turning around and facing the enormous cheeks of Tiffany’s mom.  He couldn’t help but shutter as he stared off into the dark depths, feeling truly insignificant now.  ‘Okay, I’m super tiny.  Now what?’ he texted.


Tiffany couldn’t believe what she was about to do, but she knew it needed to be done.  She couldn't leave Alex in there much longer.  Sure, it was just awkward now while her mom was laying still, but she’d start moving sooner or later.  “Mom, you awake?” Tiffany whispered, seeing if her mom was actually asleep.  


When there was no answer, she called out a bit louder.  “Mom?!”


Dana appeared to be out cold, and was now making a snoring noise.  “This is so stupid,” she muttered, before getting out of the chair.  


After looking around to make sure no one was watching what she was about to do, Tiffany carefully knelt down in front of her mom.  She lowered her head down directly in front of her mom’s crotch.  She was thankful that the thong managed to almost cover her mom’s pussy lips, though she could still see their outline which absolutely nauseated her.  


Her eyes drifted further down, towards where that red string was tightly wedged between her mom’s meaty ass cheeks.  She leaned on closer, trying to detect any movement.  


From inside of the thong, Alex’s view was completely cut off from the outside world.  The fabric was so tight around Dana that practically no light got in.  He could see a non-distinct shadow from outside the fabric prison.  


“Babe?  Are you in there?  It’s Tiff,” a voice whispered from outside.  


Just as Tiffany whispered her mom turned slightly, causing her to freeze.  She had almost woken up her mom, and with her face inches from her mothers crotch, that would be an extremely uncomfortable conversation.  It dawned on her that there really wasn’t a good way to get Alex out of this situation, at least, not at her normal size.  


Tiffany sighed as she realized the way she’d need to get Alex out of this situation.  ‘Hang on babe, I’m coming in after you’, she sent off in a text message, before pulling up the settings on the app.  


By the time Alex had read the message, he started to freak out.  He felt it was a terrible idea for Tiffany to shrink down, they’d have no point of contact with Dana then.  Before he could protest, he heard the faint sound of someone falling outside of Dana’s thong.  Someone small.   


Careful not to get as small as her one-millimeter boyfriend, Tiffany had set the app to shrink her down to an inch tall.  She figured this would still be large enough to rescue Alex while being small enough to avoid waking her mom.  


The tiny woman slowly approached her mom’s giant, sweaty buttocks.  She shivered, looking up and seeing her mom’s vaginal lips peeking out of the thong.  “Alright, here goes nothing,” the tiny woman said, trying her best to reassure herself while her legs quivered in fear.  She stood there in her bathing suit, frozen in awe.  


Stepping forward, Tiffany tugged back at the red fabric, allowing herself to see inside.  She scrunched her face, instantly hit with a foul aroma and a wave of heat.  “Jesus that’s gross,” she said, before taking one gasp of fresh air and stepping inside.  


The light flooded into the dark cavern Alex was trapped in.  Momentarily blinded, his vision began to return as he saw a goddess outlined in the light.  Then Tiffany’s foot slammed down in front of him.  She was still MUCH bigger than him.  


With Tiffany an inch tall, Alex was now equivalent to two inches tall to her.  Normally, that would be small but visible.  However, in the darkness of Dana’s underwear she had not seen him yet.  


“Alex, where are you?” Tiffany called out, stepping forward, nearly flattening him under her barefoot.  Releasing her grip on the fabric, it snapped back, suddenly trapping both shrinkees in the darkness. 


“Whoa, shit,” Tiffany stated, caught off guard by how dark it suddenly got.  She stumbled back between her mom’s cheeks, instinctively reaching out and putting her hands against the sweaty flesh to both stable herself and try to find her bearings. 


This was enough to temporarily get Dana’s attention.  Feeling a tiny irritation between her cheeks, Tiffany’s mother opened her eyes. She grabbed the side of the thong and adjusted it for a few seconds, before turning over onto her side. 


Both Tiffany and the much smaller Alex were thrown about.  Tiffany screamed as her inch tall body landed pinned between her mother’s cheeks while Dana rested on her side.  The combination of heat and poor oxygen quality was making Tiffany very light-headed.  She needed to get out of her and regroup.  She wouldn’t be any good at finding Alex if she passed out.  


Only able to crawl along her stomach between her moms sweaty cheeks, Tiffany prayed that she was going the right direction.  The inch-tall woman soon felt her arms free from the fleshy mounds pinning her down, and started to pull herself to freedom.  


Contorting her body in a way to pull herself downwards, Tiff was nearly free from being sandwiched between her mother’s cheeks when her hands touched something.  She froze, fearful of what she was touching, though she had a bad feeling she knew what it was.  


In the darkness, one of her hands made contact directly with the center of the orifice, and went right inside it.  Tiffany shouted, as she sank in up to her arms, slowly being pulled inside her mother’s asshole.


The shrunken woman tried to thrash and squirm, but was only pulled in more.  Tiffany made a horrified groan as her head vanished into the sphincter, not being pulled past her shoulders when she stopped.


Dana exhaled loudly, once again feeling an irritation, this one directly against her anus.  ‘That thing must’ve been way too tight’, she thought to herself, before closing her eyes again.  


The motion of turning onto her back had at least stopped Dana’s asshole from swallowing her daughter.  The only problem now was that Tiffany was now trapped from her chest up inside her mom’s asshole.  


For Alex, he could just stand and watch in disbelief.  He was just standing there, looking at the giant girlfriend wedged partially inside the asshole of her goddess of a mom.  He didn’t know what to do, but Dana getting off the chair caused his mind to start racing.  


That was enough for Dana.  She wasn’t sure what was wrong with this thong, but it was riding up like crazy.  “Okay, I’m changing out of this,” she said, realizing she made a mistake and this was extremely uncomfortable.  “And where the heck did Tiffany go?”


Inside the underwear prison, Tiffany was frantically kicking her legs and flailing around, doing everything possible to free herself and having little success.  Luckily for her, Alex had an idea.  


Carefully navigating around to the side of Tiffany’s body, Alex quickly crawled the length of her until he reached the sphincter which had partially swallowed her.  “God I hope this works,” he mumbled, pulling out his phone.  Seeing his connection on the SHE app to Tiffany was still strong, he held his breath and scaled her down.


Just before his eyes, Tiffany shot down from an inch in height, all the way down to a millimeter.  The tiny woman was totally confused now, feeling like she was shrinking, though she was still wedged torso up inside her moms asshole


Tiffany shouted as she felt a pair of hands grasp her ankles and pull.  She gasped (relatively) fresh air as she was freed from her mom’s rectum, trapped inside the underwear prison.  Exhausted, Tiffany collapsed into Alex’s arms, glad their ordeal was almost over.  


“These are way too tight,” Dana complained in the bathroom, pulling off the thong and setting it down on the floor.  If she had paid closer attention, she might’ve seen her daughter and future son in law down there, but she simply stepped over them


“Thanks for saving me,” Tiffany said, leaning in to give Alex a kiss before realizing she still smelled like her mom’s asshole.


“Uh, no problem,” Alex said.  “Thanks for going in to get me!” 


“Tell you what, I’m gonna shower.  You go back and hang out with my mom outside, I’ll make it up to you tomorrow night,” Tiffany insisted.


After the duo grew back, Alex walked outside thinking about what Tiffany had in store for him, when a familiar voice called over.  It was Krystal, walking back to her unit from the pool in the complex. She shot him a playful wink before walking inside.  


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