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A Second Shot at Puberty

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Laughter, Transformation, Friendship, Banter, Humor in the style of Monet
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Title: A Second Shot at Puberty

"Wait, wait, wait," I tried to suppress my laughter. "Let me get this straight, Jake. You went from being a regular twenty-one-year-old dude to a forty-year-old busty babe, because of some 'MILF Syndrome'?"

Jake, or should I say, Jaqueline glared at me over the tops of her designer sunglasses. Her lush chestnut hair was cut short in a sassy pixie, a vague attempt to retain some measure of her original persona. Despite the humongous boobs and bolstered backside, Jake was still Jake underneath it all, right?

"That's right, Fred. Make fun of me." She crossed her arms under her considerable bosom, unintentionally lifting them in a way that would make any hot-blooded male within a one-mile radius take notice. "I expected no less from you."

I choked on my laughter; my ribs ached with the effort. "Sorry, sorry, I just... you even sound like mom, Jake!"

"Screw you, Fred," Jake retorted in a voice that was more silken than his former potential-chain-smoker drone. "I guess it's decided then; our regular hangouts are going to turn into afternoon teas and Cosmopolitans judging by my new... physique."

"I mean, the cougar thing is not entirely bad, you might score tons of younger guys," I tried, winking through my giggles.

"Or mistaken as your mom, Fred," Jake countered. The image was ridiculous but somehow managed to sober me up from my laughing fit.

"I'll still beat anyone's ass in FIFA, no matter how I look," Jake pouted, her stunning red lipstick standing out in stark contrast against her fair skin. Jake "Jaqueline" was a head-turner alright; deception level: 1000%.

Suddenly, my phone pinged with an incoming text that painted the next level of absurdity - Jake was outside my condo to pick me up for our weekly hangout.

"Are you ready?" Jake asked, brushing non-existent creases from her body-hugging Versace dress.

My laughter resurfaced and I pointed towards the door, "After you, ma'am!"

Jake threw me an over-shoulder glare that could kill, but it only fueled my laughter. It was shaping up to be a weird and hilarious day. Our hangouts were going to be a lot more interesting from now on. The potential awkwardness was a small price to pay for the priceless banter that would ensue.

Hereā€™s to a second puberty... may it bring you affluence, Jake! Or Jaqueline. Whomever you prefer to be!

This story was generated by user zach3 with assistance by one of OpenAIā€™s large-scale language-generation model; prompts used to help generate the story are shown below.

Images were generated with OpenAI's AI system, DALLĀ·E 2, or uploaded by the user.

AI Prompts

Prompt: Write a story with dialogue where My friend got a very rare case of second puberty that turned you into an older woman. MILF syndrome as it is sometimes referred to as, gives you the busty body of an older woman. I told him we could hangout. Heā€™s coming to pick me up now. He used to be 21 year old normal guy now he looks like a 40 year old MILF with large boobs and an ass to match. He is either going to be mistaken for my mom or a cougar who's dating a younger man, this might be awkward.

Response: Title: A Second Shot at Puberty "Wait, wait, wait," I tried to suppress my laughter. "Let me get this straight, Jake. You went from being a regular twenty-one-year-old dude to a forty-year-old busty babe, because of some 'MILF Syndrome'?" Jake, or should I say, Jaqueline glared at me over the tops of her designer sunglasses. Her lush chestnut hair was cut short in a sassy pixie, a vague attempt to retain some measure of her original persona. Despite the humongous boobs and bolstered backside, Jake was still Jake underneath it all, right? "That's right, Fred. Make fun of me." She crossed her arms under her considerable bosom, unintentionally lifting them in a way that would make any hot-blooded male within a one-mile radius take notice. "I expected no less from you." I choked on my laughter; my ribs ached with the effort. "Sorry, sorry, I just... you even sound like mom, Jake!" "Screw you, Fred," Jake retorted in a voice that was more silken than his former potential-chain-smoker drone. "I guess it's decided then; our regular hangouts are going to turn into afternoon teas and Cosmopolitans judging by my new... physique." "I mean, the cougar thing is not entirely bad, you might score tons of younger guys," I tried, winking through my giggles. "Or mistaken as your mom, Fred," Jake countered. The image was ridiculous but somehow managed to sober me up from my laughing fit. "I'll still beat anyone's ass in FIFA, no matter how I look," Jake pouted, her stunning red lipstick standing out in stark contrast against her fair skin. Jake "Jaqueline" was a head-turner alright; deception level: 1000%. Suddenly, my phone pinged with an incoming text that painted the next level of absurdity - Jake was outside my condo to pick me up for our weekly hangout. "Are you ready?" Jake asked, brushing non-existent creases from her body-hugging Versace dress. My laughter resurfaced and I pointed towards the door, "After you, ma'am!" Jake threw me an over-shoulder glare that could kill, but it only fueled my laughter. It was shaping up to be a weird and hilarious day. Our hangouts were going to be a lot more interesting from now on. The potential awkwardness was a small price to pay for the priceless banter that would ensue. Hereā€™s to a second puberty... may it bring you affluence, Jake! Or Jaqueline. Whomever you prefer to be!

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