Chessa reclines her chair as she peeks over at her cute naked brother doing the same on the couch. She smirks getting a rather sinister thought in her head making her get up and go over to him. The young purple cat looking up at his older calico sister blushes abit as she brings large balls and plump stubby feline sheath almost atop of his face. Swallowing he can see nothing but her crotch, toned stomach, breasts and her face looking down at him.

"U-um hey sis...D-did you want something?" The young teen looks up at his sister in her twenty's having a good idea what she wanted and could already feel himself growing damp between the legs.

Smirking Chessa looks along the naked cboi's body and reaches down to rub a paw along his flat stomach. "In fact I do." She steps forward to now rest her privates against his face and leaning over to see his soft vagina already starting to glisten. "I think my balls need draining, but I'm not really sure. While you're down there why don't you check them?"

Cali blushes more as his vision was filled with those extra large orbs he's gotten to know and have sent many visitors up into his fertile womb. He shifts abit to bump his nose against that low hanging pouch. As he opens his mouth she thrusts two fingers between his lips making him gasp and she squats down placing those globes into his maw. 

"Good boy. Check ya sister's big balls for her." 

The boy could do nothing but let his tongue lick over his mouthful rolling them around some as a new sight filled his vision, her furless pucker. It was just another spot on the female he's became well acquainted with since moving in with her and starting to call her his sister. Course his mind was barely left to wander as those fingers in his snatch begin to move in and out. A soft mewling moan gets around his 'gag' as more juices lube those invaders and he curses this curse that keeps him so easily aroused and sexually active. Course even due to this he did secretly love how it made the sexy female he lived with get rather dominating and just fuck him whenever she felt like it.

Chessa on the other hand much rather cuddle and make love to her little brother, but she also knew he loved it when she was rough not because he told her which he didn't, but just how aroused and the many climaxes she gave him before leaving him in exhausted orgasmic bliss.

After a few minutes of them teasing each other Chessa yanks those fingers free curling her fingers to knick his entrance ever so lightly with the sharp tip making him yelp abit. "Sis...claws..."

"Hush kitten. Time to claim what's mine." She cuts him off stepping back letting him see that ten inch breeding barbed pole of hers jutting from her crotch. Cali could barely mew as he was snatched up and slung over her shoulder with her walking to her bedroom. He could do nothing but hold on some before letting out a 'Nya!' as she raises a paw to firmly smack his rump. Though his wasn't his cheeks that she popped, but lower catching his delicate flower in the slap. The boy goes to speak and only gets another firm smack for what he could tell was no reason.

Chessa just walked at a slightly hurried pace the slaps more a way to keep him aroused before reaching her bed and just tossing him on it like a piece of luggage. Another surprised yelp is let out as he his thrown down bouncing a couple times looking up at her wide eyed. The calico had a lustful look on her face as she grabs his leg yanking him close and rolling him over upon all fours. Instinctively Cali lowers his tail even as his legs are spread and he feels that thick rod against his rump. Another slap but to the proper place was her response to that. "Lift that tail boy."

Cali felt abit scared now as she was being rather rough this time, and yet the drenched sex he had showed he was still quite enjoying himself. Another slap came making tears start to form in his eyes making him slowly lift his tail fighting against his own instincts. "I said lift it!" This was the wrong thing to do in their play as she suddenly grabbed his tail yanking it up making him yelp loudly. Chessa winces some as she got abit too into her role and didn't mean to yank his tail that hard, but knew just how to make him feel better.

Pulling her hips back she grabs his rear still stinging ever so slightly from the pops and lightly rubs her tip against the entrance to his still wondrously tight tunnel. A soft mewl comes from him as she teases him some before thrusting in quickly filling him with herself. "Mmm that's what the cutie wants isn't it? A nice big cock filling his puss."

"N..no...," he whines even as he fights to hold in yet another moan. Chessa just smirks still holding his tail out of the way and watches as her barbed cock slides in and out abit of red starting to show as she scrapes his walls lightly. It was the one thing, no matter how they played, that couldn't be changed. She was very feral between the legs and it made for stinging and slightly bloody sex. Yet as she chirrs and enjoys herself she eyes the one spot she had yet to fill. He'd always wriggle away, argue against it, and just otherwise show he didn't want her in there. 

Tonight would be different. She wasn't sure how, but knew he was a virgin there and she would be take his cherry. All it'd take is just a slight shift and it'd be hers. "Hope you're enjoying this bro, cause..."

"C-cause...?" Cali questions not sure what was coming, but as his mound is emptied he quickly finds out. That thick conical shaft coated in his secretions is suddenly felt at his own furless hole. "S-sis?!" A sudden lunge cut his words short and makes his heart skip a beat. The pain was immense. Already she was thrusting and stretching his anus between wider than anything that's came out of it, and a finger. She's teased him with a finger before and even just her tip, but this was insane. Her already large cock felt even bigger and he was clawing some at the sheets to try and wriggle away, but those paws hold firm keeping him right where she wanted him.

Unlike the writhing cat below her Chessa was huffing and chirring as the intense tightness and getting drunk on what she was doing. Her breasts bound with each thrust as hips smack together and her heavy balls slap wetly against his soaked lips. Cali with slitted crying eyes eventually finds his words and winces out something. "Ow!...Sis, that's the wrong hole!"

Chessa just smirks sadistically as she gives his rear a firm slap then grabs the spot roughly eyeing as blood coats her flesh stick. "Silly boy. There is no wrong hole." She grunts some feeling her balls pulling up as she feels a wetness spray against them. "Mnph...And you know you're enjoying this even if it hurts like hell. Just consider this as punishment for making me wait so long."

Tears line the kitten's face as he did indeed just orgasm from getting his ass raped, and even as she talks of punishment and is being so rough with him, he couldn't help but feel so much love for her. Chessa too loved this eager kit, and as she leans over him pressing his face into the sheets making him have to turn his head and golden eyes meet her rainbow ones they knew how the other felt. Growling Chessa looks at him as she starts to buck deeply into him. "I know you came. Came from getting your no longer virgin ass ripped up by my cactus dick. Say you like it."

"N-no!...It hurts!..."

"Course it hurts. It's your first time and I didn't use lube or prep you at all. Now hush as I get ready to pump your ass full of my cum." Cali does as he's told tears still leaving his eyes as his rear is on fire and he wishes her rod was just a few inches lower. Oh how he wished she was in his fertile cave threatening to knock him up and his velvet walls grab at nothing as they are ignored for what she deemed a better hole. 

Cali lets out a whining moan the vice-like grip he had about her letting him feel every throb and heartbeat she had as pre is nearly shot from her tip. Reaching down under him Chessa's paw slinks itself along his belly down to his mound. She was getting close and wanted him to join her even as he was in pain. Fingers move to start teasing his clit making the boy moan out and lift his hips. He starts bucking himself now as she meets him with hard downwards thrusts. "Mmm now someone's enjoying it."

"Still hurts...," Cali whines out even as his moans grew louder and Chessa crawls up onto the bed hammering her hips down into his. Her tail lifts letting any behind them see quite the view of her tight anus, bloody dick diving down into his rear, and taut sack smacking his aroused sex. 

Huffs, groans, and moans grow louder and more steady as the pair work each other towards the sexual high they want and soon it came. With a few final thrusts Chessa buries herself balls deep in the boy's rear and a torrent of thick, white seed erupts from her tip deep in his rectum. Cali too moans loudly taking till he feels that knowing feeling of her putting her seed in him. Course he knew it was going in the wrong hole and all those sperm are being wasted, but it still made him climax a second time. A clear liquid sprays from his urethra soaking her balls as they throb and empty their contents.

After what felt like eternity the pair fall exhausted onto the bed. Chessa had her weight upon the boy smushing him into the mattress before she rolls to the side sliding arms around him and spooning him as she was still hilted in his rump. She nuzzles him some knowing how bad he'd hurt and be walking funny for awhile. "Mmm gawd that was the best ever bro. Sorry it hurt so much though..."

Cali blushed as his tailhole tries to clench and squeeze the invader out only succeeding in pushing semen around where they were joined. "It...it's okay sis...y-you owe me..."