Stories
Tiffany’s Trouble
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FunTimes
This is a request, so feel free to critique or anything. I’m open to writing more requests in the future, so if anyone is interested in available!
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Tiffany was a big girl. She was an experienced stripper, having served the profession for decades, but she was not the petite posterchild so many men adored. She enjoyed her job, as it brought her plenty of money. She was in her late fifties, and with auburn colored hair it was easy to see why she could still reap the rewards of the business.

She knew she wasn’t a small girl. She knew that she would have to perfect her image if she hoped to ever make it to mainstream stardom, but she also knew she had limits. As such, she had to find a niche to fill. She had to find how to get men to crave her, to lust for her. She discovered her role pretty quickly.

As stated earlier, she was a big girl. While she wasn’t enormous, she had a considerable pudge on her belly that slowly grew over time due to years of snacking and overindulgence. She didn’t mind, as it gave men “More to love,” well, according to her mother at least.

So, Tiffany continued being a stripper. She may not have been able to do some of the crazier stunts, but she didn’t mind. As long as she was paid well, she would do whatever was asked.

This brings her to her newest client. When he first approached her, the tall older man held up a contract. At the bottom was a large number, bigger than any other payment Tiffany had ever received. “Of course I’ll do it!” she screamed, finally realizing she was going to be rich.

That was some time ago, and now the scheduled meeting was taking place. She dressed her plump body in a long trench coat, hoping to hide the fact she was naked from the outside world. Any prying eyes were the last thing she wanted to see.

She walked into the apartment, dropping her coat the second the door closed. She sauntered up to the man, her heavy breasts jiggling as she did so. “I’ve been dying to see you again,” she purred. “A man like you comes only once in a lifetime.”

The man, otherwise known as Jack Hanson, couldn’t tell if she was referring to his abnormally large payment, or his appearance. He nodded his head, settling on the fact that Tiffany was more focused on the money than anything. “But you’re the proof of perfection! You’re beautiful!”

Tiffany made a mental note to not try and talk to him as she seduced him. He seemed a bit awkward with the whole ordeal. “So, how should we begin? I can see you’re as excited to see me as I am.”

He looked down at his pants, seeing a small tent pitched. “It certainly appears so. Let’s get to my room and begin soon.”

Tiffany nodded her head, now screaming at herself to be cautious of what he does over the night. “You lead the way, Handsome.”

He smiled and walked her to his room. It held little to nothing in terms of furniture, but it held an enormous bed that could fit an entire family of four on it. He gestured for her to get on. “I promise it's the comfiest bed you will ever get in.”

Tiffany hopped onto the bed, splaying her legs in an effort to tease him. “Oh, come on in already. My pussy is just aching to see you!”

Jack took an awkward shuffle forward, closer to the bed. “I think you’re forgetting a part in the contract. You have to eat a meal before we can have sex.”

Tiffany huffed. “I have to eat? Will it at least be a quick meal?”

“Oh, I’m sure you’ll love it…”

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Hours passed before Tiffany knew what was happening. She woke up, her head feeling unnaturally heavy. “Whats… going on?” she asked, her words slurring.

“Shh,” she heard a deep voice. “Just go back to sleep. It’ll all be over soon.”

She rolled her head over and promptly fell back asleep.

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She awoke some time the next day, her head still reeling from what happened. “What the hell did he do to me?” she groaned while holding the side of her head. Her fat breasts jiggled uncontrollably as she struggled to roll out of the bed. She could barely move her arms when she saw a note by the bedside table. She read it and felt sick to her stomach.

“My dear Tiffany, I hope you enjoyed our night together! I know you may not remember a thing that happened, but I’m sure you’ll figure it out soon enough. Good luck, and I hope you keep up the excellent work!”

Tiffany had to restrain herself from screaming in anger. “That psycho! I can’t believe he drugged me! I should take him to court! I should-”

She trailed off, noticing the stacks of hundred dollar bills beneath the note. She picked them up and counted them all. “He paid me too much! His loss!” she laughed before pushing herself up, the bed groaning from the pressure.

She got up and looked herself over, making sure he didn’t do anything to her. She couldn’t see anything, nor could she feel anything. She picked up her sandals and coat, putting the latter on, and walked out of his apartment. She could barely contain her excitement as she walked onto the city streets in broad daylight. Surely someone would see the wad of cash in her pocket, or even notice she was naked.

She scampered off towards her home and continued on with her day, feeling like she could do a backflip with all of the money she now had.

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Months had passed before she knew something was wrong. Her normally soft and flabby belly was becoming a veritable dome. She was struggling to do the actions she once thought were so easy were now causing her to sweat profusely. A week went by before she finally took some action.

A younger stripper, a girl by the name of Chanelle, waddled up to Tiffany. “Uh, Tiff, I’d like to think that between the two of us I’m an expert at certain things,” she said while turning to the side and showing off her gravid middle.

“Oh, I know you’re the expert of avoiding protection,” Tiffany giggled, her soft body shaking. “But seriously, is everything okay?”

“Tiff, you’re pregnant. You need to get yourself checked out.”

“Me? Pregnant? Sweetie, I’ve been doin’ this gig since before you were alive. I think I know a thing or two about avoiding a pregnancy.”

Chanelle rolled her eyes. “I don’t think you did this time. Can’t you feel how big your belly is?”

“Are you calling me fat?” she snapped, holding her belly defensively. “I’ll have you know that I-”

She screamed when she felt a kick beneath her hands. “On second thought, could you take me to your pregnancy-doctor-thing?”

“Sure, my shift ends at two. Not a whole lot of action for a pregnant stripper.”

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“Congratulations Ms.-”

“It’s Tiffany,” she snapped. “And am I not pregnant? Is it okay?”

“Oh, Ms- Tiffany, can’t you feel them?”

“Them?” both Tiffany and Chanelle shrieked.

“Yes, all five of them,” the doctor smiled, expecting Tiffany to be overjoyed.

“Five? I can’t have kids!”

“Well, it looks like you have three healthy girls and two healthy boys,” he said, still looking at the screen.

Tiffany felt incredibly unsafe in that office. The bleak white walls did little to comfort her. “Can I do anything about them?”

“Legally, you can’t. They’re already halfway through, so you’re going to have to deliver them. What you do after that is up to you.”

Tiffany passed out in the chair, unable to take it anymore.

Chamelle rolled her eyes. “It’s the pregnancy, I swear.”

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The next month was hell for Tiffany. Her belly continued to round out, eventually becoming unmistakable. She could no longer even get her usual customers, all because of her weight.

“I promise I’m not that heavy! It’s the same me, just a bit more to love!”

“Lady, you’re fat and pregnant! I can’t get with that!”

Tiffany sat in the chair and wanted to cry. Sure, she got bigger than ever before, and she was twice as heavy, but she was pregnant with quintuplets! This is normal!

At least Chanelle said it was normal, but she had her baby a month ago.

She heard a knock at the door and looked up, surprised to have a customer in her condition. “If you’re looking for a lap dance, I gave those up months ago.”

“I’m just checking up on the kids,” a familiar voice called out. “How are they?”

She looked up and wanted to scream. It was Jack, and he had an odd smile on his face.

“They’re good, why?”

“Just wanted to make sure you’re fine with being a single mother and a stripper at the same time.”

“You came here to taunt me? I should get child support from you!”

“Not with that contract you can’t. You signed it and I paid you. It’s as simple as that.”

“You can’t do this! I’ll get so much money from you!”

Jack smiled and backed out. Tiffany struggled to get up, but her beachball of a belly held her down. “Jack! Jack get back here!”

She finally stood up and waddled to the door, her immense body quivering with each step. “Jack! Jack you can’t leave me!”

She waddled further, reaching the doors to the strip club. She looked around when she realized Jack wouldn’t come back. Letting out a sigh, she waddled back to her chair. She had to accept the facts.

Tiffany was going to be a first time mother to five babies, and at the ripe age of 58.


Liked by thebigp (Apr 29, 2022), SirElliot (Sep 30, 2018), rubenger (Sep 14, 2018)
SirElliot
More pls
Bellyfan27
You made me think she was like 20 or something and then you said she was 58 and I said, "Oh hell no."




Good story anyway
BelliusMaximus
Pregnancy doctor thing?

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