Nearly a year later, as Dennis stared dejectedly into the mirror, he couldn’t help but think back to that fateful evening at the drive-in theater. The dolled-up freshman had been totally terrified, especially as Moe’s hands began to roam, but something unexpected threw a wrench into the girls...
2023-10-09 14:22:06 +0000 UTC
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“You’re sure his name is Jam Band Antwerk?” Josh asked.
Bobby gave a small shrug. “It’s something like that,” he said. “Anyways, he’s coming this weekend to do the big shoot. It’s going to suck.”
It was a Wednesday evening, and they were over at Josh’s place, wat...
2023-10-07 14:00:01 +0000 UTC
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By the time the girls finished his makeup nearly forty minutes later, Dennis felt dazed. Despite what they’d said about his complexion and bone structure, it still felt like they’d caked every cosmetic in existence onto his face. He couldn’t decide which was worse: the huge, fluttery black ...
2023-10-01 14:01:29 +0000 UTC
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Kimberly’s commute over to the Vickerson household seemed to take forever, and, simultaneously, no time at all. She’d spent all night tossing and turning, and her mind was still racing with possibilities, none of them good. Serena clearly knew she was behind everything, and if she showed Bobb...
2023-09-30 16:59:01 +0000 UTC
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“Oh my God, we hardly even needed that waxing kit,” Trish crowed. “And look how tiny his waist
is! I told you this could work.”
“Maybe,” Sally said, still frowning. “I mean, it’ll be hard to tell until we see the final result.”
Dennis was far too distracted to ...
2023-09-27 16:21:50 +0000 UTC
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Dennis Barkley Junior was a freshman doing his best to make it through high-school in one piece. Small, skinny, and shy, he generally kept to his own devices…literally, in the case of his camera! His one passion in life was photography, and he’d put all his hard-earned lawn-mowing money towar...
2023-09-24 16:04:23 +0000 UTC
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Over the following week, for the first time in what felt like forever, Bobby got the sense that things were all going to work out okay somehow. The cheerleaders had backed off, for one, and were eager to get back into “Barbie’s” good graces now that they knew he was going to be doing a phot...
2023-09-23 15:59:02 +0000 UTC
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The poll results are in, and the next mini-story will be "Pesky Peeping Tom to Dolled-Up Date"...but in the meantime, here is a bit of bonus art from the last story!
2023-09-20 15:02:25 +0000 UTC
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Parked a few blocks away from Josh’s house, Kimberly’s curiosity was killing her. She’d left the party early, as planned, and had carefully ignored all of Bobby’s texts and calls, leaving Josh the opportunity to swoop in and play the hero. But had he pulled it off? She’d been coaching h...
2023-09-16 15:00:01 +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?

...
2023-09-15 16:05:19 +0000 UTC
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“Wait, so how do you know this chick, again?” Bobby asked nervously. He and Kimberly were making their way up the sidewalk towards a very large, expensive-looking house, and he was having definite second thoughts. This was a far cry from his usual Jefferson High house parties, which mostly in...
2023-09-09 17:59:01 +0000 UTC
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Here's the PDF version of the story! I hope you enjoyed it!
KK
2023-09-08 13:45:15 +0000 UTC
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This little story is a bit special, because it's being released in collaboration with one of the best TG fiction writers out there, DS1000! Using the same initial idea, we each came up with our own illustrated mini-tale. If you want to see their awesome alternate version, go to 2023-09-03 14:59:01 +0000 UTC
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Barre class only lasted an hour and a half, meaning Bobby had to brace himself to put up with more “bootcamp” at home, but to his surprise, Serena was pretty hands-off. She had him back in the six-inch stiletto pumps, but seemed content to have him sashay back and forth with a book on his hea...
2023-09-02 16:59:01 +0000 UTC
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This little story is a bit special, because it's being released in collaboration with one of the best TG fiction writers out there, DS1000! Using the same initial idea, we each came up with our own illustrated mini-tale. If you want to see their awesome alternate version, go to 2023-09-01 14:00:07 +0000 UTC
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Bobby had been fully prepared to rip Beverly and the other cheerleaders a new one the next day at school, but his ex-girlfriend had nipped that idea in the bud, assuring him it would just make things worse. To his bafflement, the girls greeted him at his locker as though nothing had happened, faw...
2023-08-31 18:59:02 +0000 UTC
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This little story is a bit special, because it's being released in collaboration with one of the best TG fiction writers out there, DS1000! Using the same initial idea, we each came up with our own illustrated mini-tale. If you want to see their awesome alternate version, go to 2023-08-30 14:00:04 +0000 UTC
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This little story is a bit special, because it's being released in collaboration with one of the best TG fiction writers out there, DS1000! Using the same initial idea, we each came up with our own illustrated mini-tale. If you want to see their awesome alternate version, go to 2023-08-28 18:00:06 +0000 UTC
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Bobby wasn’t as thrilled as usual to get home from school that afternoon. Yes, it was a relief to get away from the stupid female drama that had blown up with Beverly in the cafeteria, but he suspected whatever Serena had planned for him might be worse. He’d told Kimberly about the “modelli...
2023-08-26 16:00:01 +0000 UTC
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For the first time in what seemed like forever, Bobby was actually feeling pretty good. All it took was one look at the doctor’s note and a little coughing, and his mom had immediately gone into doting mode, postponing the photoshoot and staying home with him all day Sunday to make sure he was ...
2023-08-19 13:59:01 +0000 UTC
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Vince banged through the front door with his skateboard, his afternoon plans foiled once again. “Stupid mall cops always kicking me out,” he muttered angrily.
“Could you keep it down, Vince?” his older sister called from upstairs. “We’re studying!”
“Shut up, bitch!” ...
2023-08-18 15:00:05 +0000 UTC
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Every head turned as Vince and his sister clicked their way into the club on their stiletto heels, and Vince realized blushingly that with his slutty top and tiny skirt, his sister had made sure he would be getting the lion’s share of the male attention tonight. He let her lead the way up to th...
2023-08-17 15:59:02 +0000 UTC
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“Vanessa, quit primping and let’s go already!” Vince’s sister ordered, marching into his room where he was still preening anxiously in front of the mirror.
She’d managed to bully him into an ultra-tarty outfit: a short, tight miniskirt with thigh-high stockings to show off his lon...
2023-08-16 15:00:07 +0000 UTC
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One full year later, Vince stared dejectedly into the mirror as he thought back to that fateful day at the mall. After coercing him into going to the mall dressed up as her little sister “Vanessa”, Vince’s sister had made it her mission in life to convince their mother that Vince truly want...
2023-08-15 15:00:04 +0000 UTC
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Vince grumbled as he Brittany and his sister fussed with the wig for at least twenty minutes before finally letting him get up and walk over to the mirror. When he did, his jaw dropped! With the dark tresses spilling over his shoulders, thick eyeliner, lip gloss, trendy top, flirty miniskirt and ...
2023-08-14 15:00:05 +0000 UTC
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Vince did his best to strike a manly pose despite the fact he was wearing a miniskirt and off-the-shoulder crop top. His reflection in the mirror was startlingly feminine, but he wasn’t about to let on. “So Brittany wins the bet, right?” he demanded eagerly. “Nobody would ever think I was...
2023-08-13 15:00:03 +0000 UTC
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“These fake nails come off, right?” Vince whined, shifting uncomfortably. “And all this gunk on my face?”
“It’s not gunk, it’s high-end cosmetics,” his sister said primly. “And yes, to both. But not until I win the bet!”
“Give me a mirror,” Vince said testily. ...
2023-08-12 15:00:07 +0000 UTC
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Meanwhile, on the complete opposite side of town, Bobby was carrying his prepackaged salad into the Jefferson High cafeteria with all the enthusiasm of someone entering a shark tank. Pre-”Barbie,” he had pretty much ruled the cafeteria, usually swaggering inside with his teammates and lackeys...
2023-08-12 14:00:03 +0000 UTC
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Vince wasn’t sure he liked the sound of this bet, but he wasn’t going to miss a chance to strip down in front of Brittany and show off his abs. “Like what you see?” he asked leeringly, standing in only his jockey shorts in his sister’s room.
“I certainly do,” Brittany giggled....
2023-08-11 13:32:00 +0000 UTC
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The votes are in! It's time for Vince...an eighteen-year-old high school dropout who loves grinding stairs, hitting on his older sister's hot friends, and generally making a ruckus...to undergo a few lifestyle changes. This will be an eight-part mini-story, with one post each day until it's finis...
2023-08-10 15:50:46 +0000 UTC
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