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"Chad: A Tail of Two Dating Worlds"

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Dating, Comedy, Transformation, Gender, Love in the style of Monet
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Could you truly ever say that dating was boring, when the woman you're dating regularly turned into a man named Chad?

Facing 'Chad', a character straight from a buddy drama series, was an experience that heightened my sense of humor. Here I was, staring at my girlfriend Lilly, who was grinning with an undeniable masculinity while cupping her generously sized breasts, "Holy crap, bro!" she – well, now he, exclaimed, wide-eyed at his new body.

"Chad," I began, trying to sound serious. "Tell me something about yourself."

"Pleased to meet you, David! You know, I could go for a good ol' game of football in the park right about now, but..." trailing off, Chad stared down at his curvy body with a comedic expression of locution, "I'm not sure how well these melons would run interference – if you catch my drift!"

The rest of the date unfolded in a similar comedic manner. I offered to let Chad drive us home, as my girlfriend had shared that football and a passion for cars were Chad's favorite pastimes. Chad slid into the driver's seat with the excitement of a 10-year-old handed the keys to an amusement park, nearly squealing, "Hell yeah, bro!!”

Chad wrestled with the seat adjustment, trying to comfortably accommodate Lilly's curves, grumbling about "chick's problems" while striving to avoid squishing his borrowed breasts.

As we drove home, my peaceful, rule-abiding girlfriend transformed into an aggressive, cursing Chad, flipping off another driver with a zeal Lilly would have gasped at.

Once home, Chad tuned into a football game, making his way to the kitchen in a way that reminded me more of a rhinoceros than Lilly. With an elegant hip bump, he closed the fridge door, a Beer in his hand – and removed his bra. "Damn! Those really are Double D’s!” he exclaimed, staring at the tag with awe.

Chad rummaged our wardrobe, appearing in a jersey that was outrageously ill-fitted to accommodate Lilly's blessed chest, distorting the jersey number '12' into what looked like an interpretation of an eccentric abstract painting. His red hair was tied in a careless ponytail, adding visual humor to this already ridiculous scenario.

Each moment I spent with Chad left me in stitches, while also making me appreciate Lilly's multiple worldviews, even through her unique multiple personality condition. I would never tire of hearing her different stories – or his, for that matter.

The situation was always humorously unpredictable and surreal, but as the laughter faded, I felt a profound love for Lilly and even Chad. Their existence proved how unbanishable love was, bouncing back and forth in sync with Lilly’s multiple personalities, rendering me eternally bewitched.

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

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

AI Prompts

Prompt: My girlfriend Lilly suffered from multiple personalities, she has a few in her head and they come out from time to time. She usually can control it but sometimes they take over. We were on a date today and her male personality Chad took over. Chad is your typical buff and strong guy, so seeing his personality come out of her body can be jarring. Chad loves her body a whole lot especially her large prominent boobs and her wide sexy hips. He immediately cups his new chest and smirks as he flips his long red hair out of his face with is feminine French tipped pink nails. “Holy crap, bro! I can’t believe I’m a chick, I swear it’s a crazy feeling but look at the size of these tits, am I right?!?” Chad grins at you as he stares down at your girlfriends' breasts. I ask Chad to tell me more about himself, he tells me he loves football. He offers to play catch at the park and then looks down at his curvy body and thinks otherwise. “Nice to meet you David, I would normally say let got throw the ball around in the park but I’m not sure if I’ll be able to play properly with these things!” he gestures to his chest and bounces them in his hands. After the date I offer to let him drive because I knew he loves cars. Chad is ecstatic and hops into the driver seat. “Hell yeah, bro!!” Chad excitedly exclaims as he slides his curvy body behind the wheel of your car. “Man, I don’t even remember the last time I drove anywhere!” You watch him fumble with the seat belt and seat, trying to avoid squishing his breasts while also reaching the peddles. You’ve watched your girlfriend drive plenty of times, but she has a very definite driving position that involves being sat Totally upright, almost pressed against the steering wheel to see over the dash. But Chad seems to be having trouble. “How do chicks drive with these things!” He grumbles to himself as he can't seem to get the seatbelt over his new large breasts. He also realizes how round and secy his new ass is when he comments on how he will never sit in discomfort again. After we get a move on begin to drive back home, I see Chad is a much more aggressive driver than my girlfriend, he even flips off a guy for cutting him off which my girlfriend would never do. When we get home, he puts on a football game and heads to the kitchen to get a beer bumping the fridge door closed with one of his wide hips and removes his bra. He looks down and is shocked by the sheer size of it. Double D cups is what the tag says he looks upon his new chest proudly while going upstairs to look for some more comfortable clothes. He decides to throw on a football jersey which didn't fit over his generous chest warping the number twelve on the jersey he also ties his red hair up into a messy ponytail. When he sits back down on the couch next to me. I love my girlfriend but seeing her act like Chad has been very fun.

Response: Could you truly ever say that dating was boring, when the woman you're dating regularly turned into a man named Chad? Facing 'Chad', a character straight from a buddy drama series, was an experience that heightened my sense of humor. Here I was, staring at my girlfriend Lilly, who was grinning with an undeniable masculinity while cupping her generously sized breasts, "Holy crap, bro!" she – well, now he, exclaimed, wide-eyed at his new body. "Chad," I began, trying to sound serious. "Tell me something about yourself." "Pleased to meet you, David! You know, I could go for a good ol' game of football in the park right about now, but..." trailing off, Chad stared down at his curvy body with a comedic expression of locution, "I'm not sure how well these melons would run interference – if you catch my drift!" The rest of the date unfolded in a similar comedic manner. I offered to let Chad drive us home, as my girlfriend had shared that football and a passion for cars were Chad's favorite pastimes. Chad slid into the driver's seat with the excitement of a 10-year-old handed the keys to an amusement park, nearly squealing, "Hell yeah, bro!!” Chad wrestled with the seat adjustment, trying to comfortably accommodate Lilly's curves, grumbling about "chick's problems" while striving to avoid squishing his borrowed breasts. As we drove home, my peaceful, rule-abiding girlfriend transformed into an aggressive, cursing Chad, flipping off another driver with a zeal Lilly would have gasped at. Once home, Chad tuned into a football game, making his way to the kitchen in a way that reminded me more of a rhinoceros than Lilly. With an elegant hip bump, he closed the fridge door, a Beer in his hand – and removed his bra. "Damn! Those really are Double D’s!” he exclaimed, staring at the tag with awe. Chad rummaged our wardrobe, appearing in a jersey that was outrageously ill-fitted to accommodate Lilly's blessed chest, distorting the jersey number '12' into what looked like an interpretation of an eccentric abstract painting. His red hair was tied in a careless ponytail, adding visual humor to this already ridiculous scenario. Each moment I spent with Chad left me in stitches, while also making me appreciate Lilly's multiple worldviews, even through her unique multiple personality condition. I would never tire of hearing her different stories – or his, for that matter. The situation was always humorously unpredictable and surreal, but as the laughter faded, I felt a profound love for Lilly and even Chad. Their existence proved how unbanishable love was, bouncing back and forth in sync with Lilly’s multiple personalities, rendering me eternally bewitched.

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