The Cutie Mark Crusaders Are Hot Guys And Diamond Tiara Is Thirsty As Hell

Applebuck tiptoed across the mess-strewn floor, turned around, and sat back on Diamond Tiara’s unmade bed. The winter sunlight hit the thin curtains, coating the room in a dull glow. He kicked off his sneakers, ran a hand through his red mop of hair, and waited.

There was a knock at the door.

“Come in,” he said.

The door opened, and Diamond Tiara stepped inside, carrying a tray. She closed the door behind her, and stayed still, her gaze cast downward. She could feel the teenage boy on her bed leering at her, and it already burned her cheeks.

“Set that tray down on the bed, then get yerself ready,” he drawled.

She didn’t need to look up at him to know he was smirking. Silently, she approached the bed, placed the cloth-covered tray at his side, and began to strip. She undid her $50 belt, unbuttoned and shrugged off her designer blouse, dropped her skirt, stepped out of her flats, and stood up straight. The only thing she still wore were a pair of cotton panties with ‘Daddy’s Little Girl,’ written on the front.

Applebuck looked her over. He knew his former nemesis, current friend, and occasional lover was stunning, but it still surprised him. Slender eyelashes framed her blue eyes, her brows were plucked with surgical precision, a touch of blush graced her cheeks, and her lips were painted a deep, seductive red. Her purple hair was tied back in a chignon, with a white-frosted lock falling across her forehead.

It was almost enough to make him forget she had a body to die for too.

She went on her knees and leaned forward, resting her cheek on the denim of Applebuck’s jeans, nuzzling his thigh ever so slightly. He reached down to stroke her head, and she made a noise somewhere between a squeak and a purr.

His voice was softer, now. “What can I do for you, Di?”

For a moment, she said nothing. Then, “I’ve... been bad. I’ve been bad, again.”

“Yeah?”

Her face flickered through a sneer, a ‘hmph,’ and an expression of guilt. “I feel bad about it.”

“So what did you do?” His fingers kept on stroking her face.

She sighed, and then said, “I got Pipsqueak in trouble with his parents for drinking, ruined Silvy’s makeup bag, and accidentally set Ditzy Doo’s couch on fire.”

“What can I do for you, then?”

“...Make the guilt go away? Please?”

If she had looked up at that moment, she would have seen a hint of Applebuck’s big, dumb smile at the edge of his lips.

“I think I can help. First things first, which couch did ya burn?”

“Yellow.”

“Oof. Okay, okay, up you get. Get your brush and your thinking stone, and assume the position.”

She rose, wordlessly, and removed the cloth covering the tray. It bore a dozen objects, sticks, tawses, creams, and straps. Diamond picked out two objects, a wood-backed hairbrush, and a travel-sized soap bar. Grimacing, she took the soap, opened her mouth, and held it between her teeth. She cringed at the stinging, alkaline taste of her ‘thinking stone.’ She’d be feeling the sharp soap scent in the back of her throat for a while, she knew. Blinking tears from her eyes, she held out the hairbrush, which Applebuck took from her, and then laid over his lap. She could feel the rough denim on her belly, and he already had a calloused hand resting on her butt.

Diamond took a shaky breath through her nose as his hand squeezed her plush, squishy ass, taking the time to grope one cheek, and slipping over her white cotton panties to the other.

Crack!

She squealed around the soap as the first hit took her by surprise, barehanded, light and snappy. Her heart beat fast as shame and desire burned deep within her core. She quivered, torn between scrambling away from the boy who was going to beat her, and propping her butt up higher to give him better access.

“That’s jes’ me getting my bearings...” he said, soft as a lullaby.

She stared down at the mess on her floor. Rustling came from the bed, and she knew that he had just picked up the hairbrush. When he laid the cool wood of the back on her ass, she ground her thighs into each other involuntarily.

This was going to hurt.

The first five hits came one after the other, each smack dull and solid, smack after smack on one cheek and then the other, soft, pale chub rippling out under each smack, until the final smack had landed. She barely registered it until it was over, her eyes going wide, her whole back arching and flailing like a drunken trapeze artist, making a noise that was half-cough, half-neigh. Her struggles brought her nowhere, as Applebuck’s hand rested firmly on her lower back.

“No runnin’ now, Di,” he said. He placed the back of the hairbrush against her now-pink butt, ignoring her as she flinched, and used it to rub a gentle circle. “You know what you’re doing here, and you know it ain’t gonna be none easier if you don’t get it over with. Ain’t that right?”

“Mhm-hmm!” She cringed as the soap stung her tongue.

“Now, you got Pipsqueak in trouble with his ma and pa. That ain’t right, and you know it. He’s a soft boy, gets real torn up about stuff like that. I heard he cried about it. You feel sorry about that?”

She nodded.

“And Silvy’s your best friend, so I’m sure you feel bad about messing up her stuff, that right?”

Again, she nodded.

“You ready to prove you’re sorry?”

For a moment, she did nothing. Then, she nodded.

“Well, alright then.”

Applebuck worked in bursts, anywhere from five to fifteen blows one after the other with a boxer’s speed, too fast to count between them. After each set, he’d pause, tapping or groping Diamond’s butt as she squeaked and whimpered. The pause was important, just enough respite between sets of blows that they could never blend together, two or three seconds to absorb the pain, another few seconds to realize it had stopped, the next blow landing at the exact moment she started to fear the next set.

The first five blows had been too much of a shock to really register. When he landed the next twelve, the surge of adrenaline gave her squeals and struggles a note of indignation, which died down during the rest. The crying began just before the next set, but Applebuck caught the notes of played-up pleading between each blow as he continued the spanking, the same wheedling tone she used when she wanted a new dress from her father. He gave her a longer break, not out of mercy, but to allow her adrenaline to fade, and let her marinate in the fear of the next set.

When he hit her again, her sobs became real. He gave no rest for the next fifteen blows, letting her bawl and sob without restraint. Her whole body shook, not from the force of the hits, but from her now-hysterical crying. There was a soft thud as the bar of soap fell from her mouth to the floor, and she let out a series of hoarse, unfeminine sobs.

Applebuck chuckled softly, and set the brush aside for a moment. He rested one palm on her ass, which was now a deep, angry red, and leaned down to pick up the fallen soap with his free hand. He pressed the lathered lump against her lips, but her teeth were chattering too hard as she blubbered to accept it. He pinched her bruised ass hard, and twisted, and as soon as she opened her mouth to scream he shoved the soap back in, holding it in place until he felt the crying girl bite down enough to secure it.

This time he gave her the longest rest yet, until the sobbing died down into snivelling, and she wiggled and settled to present him a fine target for spanking. The last five smacks were practically a formality. Her resistance was gone, her fires had burned, and she was ready to simply allow the last blows to rain on the embers of her guilt.

He set the brush down for the final time, and pressed his palm into the purple-red flesh of her butt, eliciting a whimper.

“You can let go’ve your thinkin’ stone now,” he said.

“Plflegh!”

As she laid in place, unmoving, Diamond Tiara could feel three things. She could feel a trail of foam running down her chin where her sobbing and saliva had mixed with the soap to form an astringent lather. She could feel a hot, slick patch between her legs, slippery and sinful, soaking right through her panties and running almost halfway down her thighs to her knees. And she could feel a hard, thick lump through Applebuck’s jeans, pressing up into her soft belly.

She squirmed.

Applebuck grasped her by the shoulders, and gently shifted her off his lap until she was face-down on her bed, with her legs hanging over the edge and her bruised ass in the air. He proffered a bottle of water to her lips. She took a mouthful, swished it, and let the soapy water dribble out of her lips and over her chin. Then, she took it in her mouth a second time and drank greedily, eager to replace what had been lost from sweat and tears.

The covers creased as Applebuck laid down beside her. She turned her head to look right into his golden eyes. “You feelin’ better?” he asked.

“...A little.”

“A little? You still feel kinda bad?”

“Yeah,” she sniffled.

“Is it about Ditzy’s couch?”

“Yeah.”

His mouth quirked up into a gentle smile.

“Okay,” he said, and then after a moment, “I can help with that, but I don’t wanna risk any more hurting on your cute lil’ tushy. I know what I’m gonna do to you, it’s gonna be short and sweet and it’s gonna hurt like the dickens. Is that what you want, Di?”

She gave a brave smile, a tear trickling down the side of her face, staining her duvet with mascara. “Uh-huh.”

Applebuck planted a quick kiss on her forehead, then stood up off the bed.

“First thing you need to do is roll onto your back.”

Diamond did as she was told, wincing as her spanked-raw ass pressed into the cool sheets.

“Now, you’ll need the panties off for this one.”

As her hands moved to her hips, she paused as she felt an inexplicable pang of shame, but continued on to hook her thumbs under the sides of her underwear. She brought her knees up to her chest, giving Applebuck a peach-shaped eyeful of her butt. The skin around her groin and thighs glistened with moisture. Her panties were drenched, the white cotton now translucent with her juices.

She held eye contact with him as she peeled her panties off. As they slipped down her thighs, an unbroken line of her juices connected between her slit and the fabric for a moment before snapping. Once they were off, she placed the sodden panties on the bed within arm’s reach—sometimes, Applebuck would tell her to suck on them.

He had different plans for today. “Grab your ankles, and spread your knees apart.”

Her breasts, belly, and sopping pussy were now on display for him. She felt the slightest prickle of ankle stubble under her palms, felt a brief burst of embarrassment at the fact, and then the tension of anticipation.

The clink of the buckle as he removed his belt made her breath catch in her throat.

He folded the length of leather in half, took a firm grip around the buckle-and-end, took the folded end in his other hand, and brought it up to kiss the bend in the leather. Then, he let the belt hang loose, dangling from his grip, and moved it until the tip just barely touched Diamond Tiara’s sex.

“You ready, Di?”

She shook her head.

His muscled arm relaxed barely perceptibly. “You want out?”

Again, she shook her head.

“Ask for it.”

Diamond Tiara cleared her throat. “Pl—”

The crack was louder than her scream.

Applebuck unfolded the belt, feeding the leather through his fingers and through the loops on his jeans, the buckle clinking as the girl before him sobbed hysterically. He took a moment to adjust his jeans and straighten his t-shirt before turning his attention to Diamond Tiara, who was curled up hugging her knees, legs clenched together so tightly that her feet were shaking. When he knelt down next to her and stroked her cheek, she grabbed his wrist in both hands and held on like a lifeline.

He bent down, planting little kisses on her jaw, cheek and ear. “You did real good, Di,” he whispered, “I’m real proud of you. You looked me in the eye and took it like a woman, and ain’t nobody can ask any more than that.”

Diamond Tiara couldn’t talk through her tears, but kissed his wrist as she cried.

“Good girls get a treat. Are you ready for your treat?”

She nodded, eyes scrunched shut. “Mhm-hmm...”

He left the bed, and for a moment all that Diamond Tiara could hear through her sniffles was the sound of the boy rooting around in her bedside table. He took out a plastic tub of balm. It was clearly a new tub, but as he opened it up to scoop some out into his man-sized fingers, two-thirds had already been used.

Wordlessly, Diamond Tiara rolled onto her belly, splaying out her legs and nuzzling the pillow. Her breath quirked excitedly as she heard him rubbing the cream between his fingers. He shuffled over, and with a grunt, began to rub the balm into her skin.

“Oh.”

She cooed at his touch. The balm was wonderfully cool, dampening the burning ache that the beating had left as he rubbed it into her buttocks. He was thorough and gentle, his hands gliding over her skin, never dragging, frequently pausing to dig out more balm. He was in no hurry. Her flesh still stung, but there was something blissfully cathartic about it now, as if all the fire and pain was being leached out into his fingers.

Her inner thighs twitched involuntarily, and she became aware of a different fire.

“Mhmmhm...”

His hands continued to soothe her.

“Mhmmhm!”

The hands paused. “Uh,” he said, “What was that, Di?”

She let the pillow she’d been biting slip from her teeth, turned her head, and said, “It d-doesn’t feel so bad there any more.”

“Uh-huh.”

“You can m-move somewhere else if you want...”

“Uh-huh...”

His hands continued to rub her bright-red ass.

She scowled.

“Applebuck!”

“Uh-huh?”

He was grinning. She couldn’t see it, but she knew it.

“Applebuck move your fingers Applebuck!”

The teenage boy leant down, hands still on her ass, until his lips were an inch from her ear. “Show me where...”

Diamond Tiara rolled over with embarrassing enthusiasm, spreading her legs wide and staring up at him with a blend of determination and desperation. The trails of mascara running down her cheeks couldn’t detract from the shining need in her eyes.

“So,” he whispered, “Little Di just—”

She grabbed his wrist in both hands and dragged it between her legs.

“Please!”

Applebuck wrapped his free arm over her back and pulled her close. Her face pressed into his, soft skin scratched by teenage stubble, lips in search of a kiss. As his fingers touched her sex his tongue slipped between her lips. She moaned softly into the kiss.

His touch was light, careful rather than teasing, not pushing against her each time she ground her hips forward but not shying away. His fingers were soaked within seconds, her lips puffy, pink and sopping wet. Every twitch of his fingers sent shudders through her body and moans from her mouth, and she clung to him, thighs closing around his hand, her own arms wrapped around his chest and pulling him in tight.

She broke the kiss as his middle finger slipped inside her.

“Oh fuck oh fuck oh fuck fuck—”

Her hands grabbed at his shirt, balling the fabric up in bunches as she scrambled for purchase. Had he been undressed, her nails would be digging into his back, leaving raw, red scratches all across his skin, hard enough to bleed. She’d done it before. She’d done it often enough in fact that the balm had originally been for him, something for Diamond to rub into his muscular shoulders in the morning after a long night of fucking. Here, she could only grab and grasp, eyes scrunched shut and mouth wide open, not even the presence of mind to hold a kiss.

Applebuck pushed in a second finger. Even as wet as she was, it was a tight fit. She let out a keening sound, arching her neck and back even as she clung to him. He could smell the perfume and sweat on her outstretched neck, and thought it a tempting spot for a hickey. As he leaned in for a lovebite, all she could do was gasp.

She released her deathgrip, and ran her hands through Applebuck’s red hair. “More more I need more...”

Slow and measured, he began to pump his fingers in and out. While Bel Canto had the slender fingers of a pianist and Scoots’ hands were as lithe as the rest of him, Applebuck had hands as big and strong as a thirty-year old dockworker’s. Diamond Tiara had seen dicks smaller and thinner than Applebuck’s fingers. She’d pointed and laughed instead of touching said dicks, but still...

She moved her hips back and forth to meet his fingers, and tried to focus on kissing his neck and nipping at his ear. Her efforts were for naught, turning into desperate squeaks and moans as he pressed his hand into her, his palm applying gentle pressure to her clit.

There was no holding back. He caught her in another kiss as she climaxed for the first time, the velvety-hot walls of her pussy squeezing his fingers, her legs making twitchy little kicking motions. She pulled his hair and bit his lip, but he was too focused on pleasuring her to notice the pain.

He let her ride it out, her breathing slowly settling down, her eyes opening and blinking lazily, cheeks red and limbs shaky, his fingers stilled. Once she had the awareness to pepper a few kisses on his cheek, his fingers started moving again, faster this time. It didn’t take long for her to hit her second orgasm.

Or her third.

Half an hour later, she was cuddled up next to Applebuck, gently sucking on his fingers which were now long-clean of her juices. Her ass was sore, her legs were jelly, and every sensation had a warm, golden fuzz around it. She’d be happy to stay there all week.

It wasn’t so bad, being a bad girl.