Kimberly had done it again. She’d snatched victory from the jaws of defeat. First she’d gotten Vincenzo just drunk and horny enough to spill, telling her the story of his brief romance with Bianca Buccino, with whom he had shared one magical but kissing-only night before her rise to fame as a model. The way he’d described her, she was basi...
2023-12-23 16:59:01 +0000 UTC
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Bobby had been expecting an Uber, or maybe whatever the Italian equivalent was, but after a few minutes of standing awkwardly on the narrow sidewalk, hugging himself, and staring blushingly at the ground whenever a scooter whizzed past or anybody walked by, a shiny black town car pulled up beside him.
For a few terrifying moments, he thoug...
2023-12-19 16:59:01 +0000 UTC
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Even after gulping down three glasses of wine, Bobby was not enjoying the party. He’d thought sashaying down a catwalk in skimpy lingerie was humiliating enough, but this was so much worse: he could see his audience, for one thing, and they were clearly enjoying the view. Everywhere he looked, he saw guys staring at his body, ogling h...
2023-12-16 16:59:01 +0000 UTC
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Even after scarfing down half a pepperoni pizza all on his own, Bobby’s stomach was still infuriatingly flat, toned, and perfect when they showed up at Andreas’s house an hour later. Kimberly had always been jealous of her ex’s metabolism, but now she got to be jealous of his beach body, too: the neon pink bikini she’d picked out for him...
2023-12-13 16:59:01 +0000 UTC
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“See, this is the perfect tone, and now you finish to blend the V-shape, and…” Bianca set the brush down and stepped back, beaming. “Voila!”
Bobby gaped at his reflection. Between the double push-up bra and the contouring witchcraft Bianca had done on him, he looked… Stacked. He had definitely never had this much cleavage befor...
2023-12-09 16:59:01 +0000 UTC
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“So the best pizzeria in Rome only does take-out, huh?” Kimberly asked skeptically.
Her date flashed an innocent grin. “Maybe, maybe not,” he said. “But admit, the pizza is very good, yes?”
“It’s good,” Kimberly admitted. “It’s freaking delicious, actually.”
Vincenzo was certainly a man with a plan. He...
2023-12-06 16:59:01 +0000 UTC
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A few hours later, Kimberly made a final adjustment to her ex’s top and stood back to admire her handiwork. Bobby had been stressed enough about his impending date to put himself entirely in her hands, and whenever that happened, Kimberly made the most of it. She’d taken great delight in putting together his outfit for the evening, starting ...
2023-12-04 16:59:01 +0000 UTC
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Kimberly was trying to be mature about losing the social media coordinator gig, but she couldn’t help it: she felt sulky. Really, really sulky. Bobby’s mom had no idea just how many strings Kimberly had pulled to turn her son into a daughter, obviously, but being treated like a dumb teenager still stung her ego. “Barbie” was her...
2023-12-02 16:00:04 +0000 UTC
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As much as it pained Bobby to admit it, over the past few months he had kind of gotten used to guys checking him out. Yes, it was still humiliating, still emasculating, and he still hated it with every fiber of his being, but when it happened every single day, eventually the sting had to wear off. He had learned to put up with boys staring at hi...
2023-11-29 16:00:06 +0000 UTC
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Just so it doesn't take anyone by surprise, I'll be taking a break from my writing and illustrating at the start of 2024. I need a bit of a pause to figure out things in real life. During this time I'll halt ALL payments, to make sure you're not paying for nothing.
This coming month I'm going to work extra hard, providing multiple up...
2023-11-28 15:19:27 +0000 UTC
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Bobby had pretty much zero interest in Europe. As far as he was concerned, it was Serena’s territory, a weird land full of art and culture and fancy coffee and other lame shit, where the only sport people cared about was, for some totally inexplicable reason, soccer. But if he was going to take the fight to his older sister, he would have to e...
2023-11-25 16:00:01 +0000 UTC
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Since this character was a favorite for many, here's a final bonus look at "Macy" in the office, along with the PDF of the story!
2023-11-22 15:36:56 +0000 UTC
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Over the past couple years, for no reason that would be immediately apparent to an outsider, one particular gas station, situated on the loneliest stretch of highway passing through Texas, had become the most popular long-haul truck-stop in the country. Despite the filthy bathrooms, unfriendly service, and oftentimes broken-down pumps, lonely tr...
2023-11-21 15:00:05 +0000 UTC
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Andreas Romano generally did his best to forget about his ill-fated semester spent in the United States of America, doing an exchange program in a place called Green Lake. He’d gone into it with high hopes, excited to learn about American culture and eager to meet American girls, who he was certain were eager to be romanced by a suave newcomer...
2023-11-18 16:00:01 +0000 UTC
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LilTKit is one of the best 3D artists around, and I'm doing a fun collaboration with them over on their Patreon page: "Switching Gears to Dresses and Heels," the story of a mechanic who would do anything to drive his latest client's one-of-a-kind sports car...even if that client is a dangerous gangster...who just so happens to have fallen, hard ...
2023-11-17 17:08:27 +0000 UTC
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After suffering humiliation after humiliation at the hands of his older sister, Bobby is out for revenge...and if that means plunging headlong into the world of high fashion to secure a lucrative modeling contract, so be it!
Along the way, he'll have to deal with a whole new cast of characters, including a beautiful Italian model with a se...
2023-11-15 17:59:01 +0000 UTC
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As you may know, I'm releasing some short (very short) TG reads in addition to the ongoing "High-Tops to High Heels" saga. Don't worry, this will NOT effect the weekly Saturday update! So...what next?
2023-11-13 14:00:04 +0000 UTC
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Here's the finished PDF of Book Two, plus Bobby's various looks throughout the story! Book Three starts next Saturday, with a preview before then! Updates will be once a week minimum, with more if I can manage.
2023-11-11 15:59:01 +0000 UTC
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The seasons didn't line up quite right for a Halloween party in "Return of the Sister," but if they had... Kimberly definitely would have had fun helping her ex find a costume! This one-scene mini-story is non-cannon, or alternate universe (AU), or whatever you want to call it, since it won't actually occur in the books, but I hope you enjoy it ...
2023-11-09 14:17:33 +0000 UTC
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Kimberly hadn’t been able to get close enough to hear what was said, but judging from the speed at which Bobby was fleeing the gym, Serena had just played her trump card. The realization triggered an emotion Kimberly didn’t feel often: genuine fear. She’d thought she had it in the bag. She’d thought that Bobby was humiliated but sticking...
2023-11-09 01:00:03 +0000 UTC
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Amazing artwork from a long-time collaborator and excellent illustrator, inspired by Bobby's gymnasium photoshoot in Return of the Sister. Be sure to check out Fraylim's page if you haven't already! https://www.deviantart.com/fraylim
2023-11-05 16:53:00 +0000 UTC
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Getting Bobby into a cheerleader’s uniform had long been nothing but a pipe dream for Kimberly. She’d entertained it as a long term goal, maybe in the scenario where “Barbie” followed Josh off to university and was suddenly free from the scrutiny of people who remembered him as Bobby. But even if Josh convinced his new girlfriend to try ...
2023-11-04 12:00:01 +0000 UTC
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The seasons didn't line up quite right for a Halloween party in "Return of the Sister," but if they had... Kimberly definitely would have had fun helping her ex find a costume! This one-scene mini-story is non-cannon, or alternate universe (AU), or whatever you want to call it, since it won't actually occur in the books, but I hope you enjoy it ...
2023-10-31 18:00:20 +0000 UTC
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Kimberly had worried that the disastrous one-on-one game would send Bobby off the deep end, especially after she saw Serena sneak behind the changing curtain to talk to him, but it seemed like her ex was hanging in there. She’d texted him to ask what his big sister had said to him, but he hadn’t replied, and she couldn’t get close enough t...
2023-10-28 11:59:01 +0000 UTC
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By this point, word had spread through the office of what exactly was going on behind Mac’s closed blinds…so when the start-up boss finally emerged, every single head in the building turned eagerly in his direction. They were met by an incredible, almost surreal sight: their angry, macho boss, not only divested of his treasured facial hair, ...
2023-10-26 15:00:02 +0000 UTC
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About forty minutes later, a fly on the wall of Mac’s office would have been greeted by a very unusual, never-before-seen spectacle: the start-up boss had not only submitted to having his soul patch shaved off and his legs waxed, but he had exchanged his usual attire of hip designer jeans and sneakers for a flirty dress, strategically padded t...
2023-10-23 15:00:04 +0000 UTC
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Bobby glared daggers at Serena whenever he had the chance to do so unobserved, but in between he was all smiles. Or pouts, or moues, or whatever else Jan Van Antwerp required. So long as Bobby never looked towards the other end of the gym, where his teammates were still shooting around, he could pretend that the sounds of squeaking sneakers and ...
2023-10-21 11:59:01 +0000 UTC
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The polls are in, and we have a winner!
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Mac McMurphy was going places: at the tender age of twenty-three, he was already running his own tech company, RoboPogo, an app-based start-up that was growing more lucrative by the day. Though he hims...
2023-10-18 20:00:03 +0000 UTC
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Saturday morning came much too quickly. After showering, getting dressed, and eating a tiny breakfast carefully calculated to avoid bloating, Bobby climbed into the backseat of the Range Rover. He had it to himself, since Serena had left around 7:00 AM to help Jan set things up. Bobby was still groggy, and spent the car ride playing on his phone...
2023-10-14 11:59:01 +0000 UTC
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As you may know, I'm releasing some short (very short) TG reads in addition to the ongoing "High-Tops to High Heels" saga. Don't worry, this will NOT effect the weekly Saturday update! So...who next?
2023-10-12 14:00:04 +0000 UTC
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