Sunny Appleby’s room looked like a boy’s room and a girl’s room got thrown in a box together and shaken around. It was painted a light enough shade of blue to work for either gender, and cluttered with the Shinx’s belongings. A game console was set up in the corner; a makeup bag rested atop his dresser; a Rams jersey sat atop the pile of clothes in his hamper. His walls were decorated with posters; My Bloody Valentine, Sonic Youth, David Bowie, Carly Rae Jepsen, and more besides.

Today, Sunny was in a feminine mood; this wasn’t an unusual mood for him to be in, but this day in particular had him feeling prettier than most. He had worn a pastel blue skirt and a pristine white top to classes, with the Everstone pendant he wore around his neck kept on a thin gold chain. Those clothes, for now, were piled in the corner of his room.

Relaxing in his own room, the Shinx wore nothing but a pair of crisp white panties that hugged his shapely hips and surprisingly thick bulge. A bowl of chocolate-covered pretzels sat on his nightstand, alongside a bottle of some fruity drink that he was five months too young to be drinking. The room was filled with the bright, fizzy sounds of the Spotify playlist that he named, mostly tongue-in-cheek, “Estrogen Jams”.

He sat on the edge of his bed and smiled down at his captive audience. “Wanna play a game?” he asked, with a mischievous sweetness in his tone.

Kayden, for his part, was on board. Sure, his hands may have been fastened behind his back with wire ties, and his mouth may have been covered by purple duct-tape, but his eyes were bright and eager for whatever it was the sissy dom had in mind. He enthusiastically nodded, with a muffled “mmmmf-hmmmm!” coming through his gag.

“Let’s get this off of you, then,” Sunny said. He reached down to the duct tape on Kayden’s mouth and, with a few tugs, pulled it off of the tiger’s lips. Kayden winced slightly from the sensation, but his attention was soon grabbed by what Sunny was holding in his hands.

“Do you know what this is?” Sunny asked.

Kayden blinked. “Lipstick?”

The Shinx rolled his eyes. “No shit, Sherlock. What shade?”

“Oh.” Kayden looked at the lipstick, uncapped and showing off the wax. “Pink?”

“What kind of pink?” Sunny pressed.

Kayden wasn’t the most masculine guy in the world, but he was a little lost here. “Hot pink?” he offered, weakly.

Sunny shook his head. “Not a bad guess, but no.” He held the lipstick in front of Kayden’s eyes and smiled the smile of a former know-it-all who hadn’t quite grown out of it. The tiger would have rolled his eyes, but who knew how Sunny would react to that?

“This,” Sunny began, proudly, “is shocking pink. It’s a shade invented in the late 30s for Elsa Schiaparelli, a designer as bold and fashion-forward as Chanel, and unlike Chanel wasn’t a Nazi.” Sunny reached for the mirror in his makeup bag, applying a layer with a steady, practiced hand.

“Bright, isn’t it?” he said, after he finished. “You weren’t far off when you said hot pink, but this shade’s a little less…” He searched for the right word. “Slutty.” The Shinx shifted forward, putting a hand behind Kayden’s head and holding him still. “Pucker up.”

A hot blush rushed to Kayden’s face. Maybe he was a little twinkish, but he sure as hell hadn’t put on makeup before. Still, he wasn’t going to say no to Sunny-he puckered his lips, and Sunny set to work. The Shinx’s expression was focused and unblinking as he applied the vibrant shade of pink, and his hand moved with quick, precise strokes, as though he were painting patterns on the side of a teacup. It made Kayden feel better about the whole thing-at least he wouldn’t look like a clown.

“Oh, don’t you look good!” Sunny beamed and picked up the mirror, turning it towards Kayden and letting the tiger take a look. It was still his face-round and slightly boyish-but his lips were colored a sleek, feminine pink. Kayden’s cheeks felt like radiators, and Sunny couldn’t help but laugh.

“Don’t act so shy! You’re cute. Now…” Sunny grinned that devious little grin of his. “Do you want to play the game?” Kayden nodded, and Sunny lifted his rear off of the edge of the couch, pulling down those panties and kicking them to the side. With the Shinx now fully naked, Kayden got a good look at a part of the sissyboy that was decidedly un-feminine.

Sunny’s cock, fully hard at this point, was a little over nine inches long. Thick and smooth, it boasted a luscious uncut glans and a hefty, weighty pair of balls. It was the sort of cock that made people double-take, particularly since it was attached to someone so cute and feminine. Kayden’s eyes lingered on it even as Sunny started talking.

“So here’s the game,” he began. “You’re going to take as much of it down your throat as you can, and wherever the ring of lipstick ends up determines your reward.” Sunny gave a few anticipatory strokes to his dick, and Kayden blinked.

“Is there a catch?”

Sunny shook his head. “Nope! No punishments.”

“And the rewards are…?”

Sunny giggled. “That’ll be a surprise. Now, you ready?”

Kayden nodded. “Yeah.” He scooched himself forward across Sunny’s carpet, as quickly as he could with his hands tied behind his back, and stopped once he was positioned in between Sunny’s legs.

He had sucked Sunny’s dick before, but he never deepthroated. His gag reflex was too sensitive to go more than halfway down the Shinx’s cock, but if he’d be rewarded for getting as far down as possible it would be worth a try, right?

The tiger cleared his throat, opened his mouth, and wrapped his lips around the head of Sunny’s prick. He could do this, at least-he had a skilled tongue, and the shivery little coo Sunny gave as he flicked it over the tip of his cock encouraged Kayden to go forward.

He opened his mouth up, relaxed himself as best he could, and started to lower his head. Slow and steady wins the race-and in case Sunny got impatient, Kayden ran his tongue along the underside of the Shinx’s length to placate him. Before he knew it, the tiger had taken in about one-third of the cock. See? Nothing to it.

Then Kayden reached a little past halfway, and he had to pause. What was the best way to go about this? Should he ease it on down the way he had been doing? The last time he had tried that he started gagging on it-but maybe this time it’d be easier? Maybe he should just swallow it all and see what happens? Or would that-

“Can’t go any further?”

Kayden tilted his eyes up and caught a glimpse of that teasing, imperious look on the Shinx’s face. The tiger knew he was getting baited into something, that Sunny was trying to egg him on to do something rash, but he didn’t particularly care.

He shut his eyes, clenched his fists behind his back, and swallowed all nine inches of Sunny’s cock. The feeling of the cockhead poking at the back of his throat made Kayden squirm, but he fought through it. The tiger wrapped his lips possessively around the base of the Pokemon’s dick, making that ring of shocking pink lipstick that would determine his reward. He felt a moment of triumph-but only a moment.

A smooth, manicured, surprisingly strong hand took Kayden by the nape of his neck, grabbing hold and firmly keeping him in place. The head of Sunny’s dick, previously only tickling the back of Kayden’s throat, lodged itself firmly into the entrance and plugged it. The tiger’s eyes shot open, and he made a noise somewhere between a gasp and a cough as Sunny spoke.

“Listen,” he said, quietly but sternly. “I’m gonna hold you here for a count of ten, and if you can make it without spitting up on my dick I’ll give you your reward. But if you can’t…” He let the end of that sentence trail off, and Kayden shuddered. He was already drooling as it was, and he didn’t know how much longer he could hold off.

“I’ll count for you. Ready?” Sunny smiled. “Ooooone...twoooooo...threeeeee…”

Kayden whimpered as he heard those torturously stretched-out numbers. He tried frantically to breathe through his nose, to keep himself together, to keep his churning stomach from betraying him. He made a low gurgling noise from the back of his throat. Sunny seemed to ignore him.

“Foooooour...fiiiiiiiiiiive...siiiiiiiix…”

“HRRRKH!” The tiger gagged, wriggling in the Shinx’s firm grip to no avail. “Ghhhlllkkkgh!” Runny saliva and throatslime was seeping from his mouth and getting on Sunny’s cock, but he was holding up-barely, but he was. Just a few more seconds…

“Seveeeeeeeeeeeen...eiiiiiiiiiiiiiiiight...niiiiiiiiiiiiiiiiiiiiiiiiine…”

Those vowels seemed to last for an eternity. A mix of tears and spit were running down Kayden’s face, and it felt like it would be any second now that Sunny’s cock would go just a centimeter deeper and he’d make a mess all over Sunny’s bedspread. Fuck fuck fuck fuck fu-

“TEN!” As soon as Sunny reached ten, he yanked Kayden’s mouth off his cock and pulled his head back. The tiger sounded like he had just been saved from drowning-low, raspy groans and wheezes, wet coughs, a distant, pathetic look in his eyes.

And yet, looking down, he saw that ring of pink around the base of Sunny’s dick, and he smiled.

“Good boy,” Sunny cooed. “Time for your reward!”