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KK's Quickies: Pesky Peeping Tom to Dolled-Up Date (Full PDF + Bonus Epilogue)

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’ diabolical plan: despite having been told that “Jennifer” was hot to trot, Moe, upon sensing...

Return of the Sister: Part 11

“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, watching ESPN on his dad’s oversized flatscreen TV. It was something Bobby had done dozens of times, ...

KK's Quickies: Pesky Peeping Tom to Dolled-Up Date (3/3)

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 false eyelashes clinging to his lids and brushing his cheeks every time he blinked, or his collagen-...

Return of the Sister: Part 10

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 Bobby the LiveJournal, the jig was up. Nothing would stop him from returning to boyhood as fast as possi...

KK's Quickies: Pesky Peeping Tom to Dolled-Up Date (2/3)

“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 wonder what they were talking about. He was down to his

tighty-whities in front of his biggest...

KK's Quickies: Pesky Peeping Tom to Dolled-Up Date (1/3)

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 toward purchasing an ultra high-tech camera with all the fixings. Some of his recent shots had even been ...

Return of the Sister: Part 9

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 photo shoot with the Jan Van Antwerp -- they were now loudly disparaging whatever “jealous we...

KK's Quickies: Feisty Featherweight to Ravishing Ring Girl (Bonus Art)

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!

Return of the Sister: Part 8

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 him for weeks on how to play it cool -- Bobby was already inundated with horny guys who were eager, a...

KK's Quickies: Poll 2

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?

Return of the Sister: Part 7

“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 involved getting wasted in one of his teammate’s basements and inviting some girls over to hook up.<...

KK's Quickies: Feisty Featherweight to Ravishing Ring Girl (Full PDF)

Here's the PDF version of the story! I hope you enjoyed it!

KK

KK's Quickies: Feisty Featherweight to Ravishing Ring Girl (4/4)

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 https://www.patreon.com/ds1000 or 2023-09-03 14:59:01 +0000 UTC View Post

Return of the Sister: Part 6

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 head while she did something on her laptop.

Bobby was used to her watching him like a hawk, criti...

KK's Quickies: Feisty Featherweight to Ravishing Ring Girl (3/4)

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 https://www.patreon.com/ds1000 or 2023-09-01 14:00:07 +0000 UTC View Post

Return of the Sister: Part 5

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, fawning over his outfit and asking him his opinion on DeShawn’s biceps. But as the day went on, he re...

KK's Quickies: Feisty Featherweight to Ravishing Ring Girl (2/4)

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 https://www.patreon.com/ds1000 or 2023-08-30 14:00:04 +0000 UTC View Post

KK's Quickies: Feisty Featherweight to Ravishing Ring Girl (1/4)

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 https://www.deviantart.com/ds1000, and you c...

Return of the Sister: Part 4

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 “modelling bootcamp” thing, and she’d agreed that his sister’s goal was most likely to pressure him in...

Return of the Sister: Part 3

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 taken care of properly. He had seen his parents go to any lengths to baby Serena when she was sick, ...

KK's Quickies: Rebellious Skater Boy to Reluctant Girly-Girl (Full Story)

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!” he retorted. “Quit trying to tell me what to do, just because mom’s not home doesn’t mean…�...

KK's Quickies: Rebellious Skater Boy to Reluctant Girly-Girl (8/8)

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 the bar, concentrating on maneuvering in his designer shoes, which forced him to take small mincing st...

KK's Quickies: Rebellious Skater Boy to Reluctant Girly-Girl (7/8)

“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 long, slender legs while leaving a teasing strip of milky thigh exposed, six-inch stiletto pumps encasi...

KK's Quickies: Rebellious Skater Boy to Reluctant Girly-Girl (6/8)

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 wanted to be a girl, first by hiding her things in his laundry, then by planting a fake diary on his lap...

KK's Quickies: Rebellious Skater Boy to Reluctant Girly-Girl (5/8)

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 ballerina flats, he not only looked like a girl, but a total hottie like the ones he loved checking ...

KK's Quickies: Rebellious Skater Boy to Reluctant Girly-Girl (4/8)

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 a real girl. I mean, look at me!”

“Not so fast, little brother,” his sister smirked. �...

KK's Quickies: Rebellious Skater Boy to Reluctant Girly-Girl (3/8)

“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. “I want to see how stupid I look.”

“And spoil the surprise?” Brittany tut-tutted. “N...

Return of the Sister: Part 2

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 surrounding him. Following his humiliating lost bet to Kimberly, he had been relegated to the outsk...

KK's Quickies: Rebellious Skater Boy to Reluctant Girly-Girl (2/8)

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. “I’m definitely going to win this bet. You are way too manly to pass for a girl, Vince.”

KK's Quickies: Rebellious Skater Boy to Reluctant Girly-Girl (1/8)

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 finished!
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