09A: Caught Crankin’ [CiCi]
When the highly-anticipated Miracle Mistress cartoon was announced, CiCi and her best friend Carmen, two huge fans of the superheroine since they were children, made plans to hang out and watch the premiere together. They were both set to call in sick at work, meet up at Carmen’s apartment, order Chinese food, and have a fun night enjoying the double-episode premiere.
Through a combination of antsy excitement and not having shit-else to do, CiCi arrived a good thirty minutes earlier than the agreed meet-up time, though she did receive a text from Carmen explaining that she’d decided to make a last-minute run to the store to pick up some snacks and drinks. Carmen had given her a spare key when she’d first moved into the apartment, so CiCi simply used that to get inside and wait for Carmen to return home.
At a loss on how to kill time, CiCi decided to head over to the second bedroom of the apartment – the one that belonged to Carmen’s younger brother, Charlie, who’d moved in with her so he could live close by to his college campus.
CiCi had popped into Charlie’s room several times before over the many years she’d known him, mostly to play a card game they both enjoyed, and sometimes to sneak him some weed, so she didn’t think twice about doing it this time to check in and see how college had been going.
She certainly hadn’t been expecting to walk in on him jerking off, nor did she expect to see him wielding a deliciously thick cock.
She whistled at the sight of it, holding her phone up. “Damn, boy, I didn’t know you were packing~ Can I get a pic?”
Charlie hunched over to hide his crotch. “Wh-what are you doing here?!”
“I’m hanging out with your sister later…but I kinda wanna hang out with you right now, if you’re cool with it.”
“Um…s-sure…”
CiCi sauntered over to him, gently peeling his hands away so she could get a good look at his dick again in all of its girthy glory. Her green eyes glanced over at the computer screen he’d been watching. The porn video playing out starred a pretty black girl that pretty closely resembled CiCi, slurping on a thick, white dick…
Actually, he was watching hentai about futa monster girls, but wouldn’t that have been nice if his video matched their situation?
She turned back to him with a smirk, her tongue flicking across her juicy lips.
“Can I suck on it~?”
And that was how eighteen-year-old Charlie Cole found himself getting his first ever blowjob from his big sister’s best friend, whom he’d fantasized about countless times growing up.
“Agh, fuck…!” he gasped, nearly collapsing onto his bed as CiCi bobbed her head along his shaft. “H-how are you so…ngh…good at this…?!”
CiCi, with a throat full of cock, giggled, gently guiding Charlie to sit down on his bed before he fell over and banged his head on something. As she retracted her mouth, her fingers moved down to cradle his ballsack. “Cuz I looove sucking cock~”
She slowly made her way up the bottom of his shaft, planting kisses along every inch of it. She’d already made him cum once, so his dick was coated in spit and cum – messy, but she liked it that way, which she proved by taking yet another picture of his pretty prick on her phone.
His fingers dug into the clumps of her hair and beanie he’d been gripping onto since the blowjob had begun. She’d been hoping he’d take charge and facefuck her, but it was clear that he wasn’t quite confident enough for something like that. Not yet, anyway…
“Mmm…you should’ve told me you had such a nice cock,” she said, her tongue slithering around the big, bulbous head. “I could’ve been worshiping this bad boy for awhile now, huh?”
He grit his teeth and sucked in a sharp breath, trying not to cum again from those words. All of his fantasies of her came flooding back to his mind, and they certainly didn’t make it any easier to resist nutting.
But try as he might, it was futile to resist. CiCi could make him cum whenever she wanted, and she wanted it now, while she held her phone up at the perfect angle to capture it all.
“Cum on my face, Charlie…” she said, teasing the tip of his dick with the tip of her tongue. “Cover me in cum, baby~”
“AGH! FUCK!”
Right on command, his hips bucked up, and his fat dick began spraying a new load of jizz all over CiCi’s face. The spasms washing over his body had him laid out completely on his bed, but CiCi held him steady enough so as not to ruin the shot – cum and camera.
The ropes that came from his cock were long, thick, and hot. Each one stretched across CiCi’s skin, and the stark contrast in color made each strand pop out all the more. She happily accepted each one, fingers squeezing his balls to milk every last drop.
When at last he finished, she maneuvered the phone around to get a proper view of her cum-coated face, smiling brightly for the camera. Her tongue slipped out from between her lips, slowly lapping up every bit of jizz in reach.
She smiled as she noticed Charlie completely exhausted. She hovered over his now-flaccid dick, leaning in and planting one final, sensual kiss on it. “Thanks, cutie~ I’ll come back for more later, mmkay?”
09B: Booby Bitin’ [BB, Ms. Holt]
“Holy fuckin’ SHIT!” BB barked as Ms. Holt unbuttoned her shirt and let those big fat boobies flop out.
“You’d better not drool all over my floor,” the headmaster said, glancing down at the pristine floor of her office. Then, with a sigh, she made her way to one of the sofas, and sat down.
“Heheh, don’t worry ‘bout that, babe!” BB replied, sprinting across the room and crouching down in front of her to put herself eye-level with her tits. “My mouth’s stayin’ all over these bad boys!”
Ms. Holt rolled her eyes at the crude wording, but didn’t complain much once BB actually started sucking on her tits. It felt nice having her mouth on her nipples, and it was even nicer not having to hear her talk anymore.
“Mmm…” She cut herself off before going any further with her compliments, her cheeks reddening at the words she’d almost blurted out. She’d never been especially good at talking during sex, and was even worse at keeping her cool after realizing what she’d said.
Her hand roamed around to the back of BB’s head, and she concentrated on the young woman’s face as her mouth slurped and sucked away. She was quite pretty when she wasn’t running her mouth, wasn’t she?
And then, of course, she immediately ruined that thought by removing her face and smiling wide. “Damn, these boobs are so awesome!”
Ms. Holt harshly pulled BB back onto her breast, mostly to shut her back up. But she did appreciate the compliment; while she’d always felt a bit ashamed to admit it, Ms. Holt did in fact think her own tits were, um… “awesome”. Especially back when she was younger; she’d post her big tits online anonymously, and enjoyed the torrent of thirst comments from people all over the globe, although she’d made sure to curtail that behavior after getting married.
But now that she was single again, and having attractive young people like Hiroto and BB going nuts over her body, she was starting to admire her own body again.
She took her other breast into her hand, and pulled it up towards her own mouth. They were huge enough that sucking on her own tit was easy for her, and damn did it feel good to do just that.
BB’s eyes went wide at the sight, and she pulled away again, her lips and chin soaked in spit and breastmilk. “Whoa!”
Ms. Holt scowled as she caught sight of a big glob of drool spilling out from BB’s gaping mouth and onto the previously-pristine floor of her office. “Ugh, what did I just say?”
“Eh?” BB glanced down at the spill. “Eh, big deal. I’ll wipe it up later.” She then leaned in and clamped her teeth around the dark nipple, eliciting a squirt of milk from it.
“Ow! What the hell are you doing?!” Ms. Holt hissed, digging her fingers into BB’s hair and pulling her back. But BB didn’t release her grip. The headmaster hissed again, though this time, rather than pull away, her hand pulled inward, practically suffocating her with all of that tit meat. Truthfully, she found the biting enjoyable, she just thought it embarrassing that she did, and didn’t want to admit it…
But she relented, leaning back against the sofa and letting BB enjoy her tit however she wanted. “F-fine…! Just…keep your filthy mouth on my breast, you annoying little brat.”
With peace and quiet restored, Ms. Holt took her other nipple back between her lips, and sat back and enjoyed the sensations. This actually was really enjoyable, wasn’t it? Had she been missing out all these years not sleeping around like other people did?
Hm…Maybe it was time to show these…ugh… “bad boys” off to the world again?
09C: Pirate Plowin’ [Cap’n Cadia]
“C…Cap’n…! I…I can’t believe…ngh! This is happenin!” Clay gasped, each word squeezed out from his lungs every time Cap’n Cadia dropped her entire body down the length of his dick.
“Hyeheheh! Ya deserve it, boy!” Cadia said, her hand reaching down to leave scratch marks in his sweaty chest. “Cap’n Cadia always rewards her crew for a job well done!”
She was referring to earlier that day, when she and her pirate crew raided a tiny little island in the middle of the gigantic Calamity Ocean, and Clay had led them to a hoard of buried treasure. The young crewman had a collection of old treasure maps he’d collected over the years, and while most of them hadn’t led to any big scores, this one had.
The Cap’n, ecstatic about the big haul, directed the crew to dock in the nearest port immediately after, and while the rest of the crew were outside enjoying some good grub, Cadia had taken Clay into a room at the inn and taken his virginity.
The young crewman’s hands roamed the thick thighs of his captain, mouth salivating as he finally got to squeeze every inch of her flesh at last. It was no secret that Cadia had been able to recruit a crew made up of some of the absolute best sailors and fighters out there due to almost all of them wanting to fuck her brains out, but she rarely ever gave any of them the chance.
But now, Clay had his, and he took full advantage of it. Despite being awkward and inexperienced in bed, he let his instincts guide him, and Cadia didn’t turn down any of his requests, whether it was biting her big breasts, slapping her big, jiggly ass, or asking her to stroke his cock with her fluffy red tail.
They went at it for hours, and Clay found himself growing more and more excited at the prospect that maybe this was more than just a quick hook-up to reward a job well done. The Cap’n seemed to be enjoying herself, marking every inch of his skin with her lips, tongue, and teeth, and taking load after load wherever.
He took her from behind, while she threw her ass back into him, and put her tail to work flicking at his nipples and stroking the side of his face. “C…Cap’n…! Yer ass is…it’s so amazin’…!”
“Slap it boy! C’mon!” she called, patting her own hand against her cheek to demonstrate. Clay did as he was told, leaving a big bright mark across her brown flesh. “There ya go!”
When he was on top, barreling down into her with all of his weight, the pirate captain had her legs locked around his back, pulling him and his dick deeper into her with each thrust.
“Fuck…You feel so good…!” Clay gasped into her neck.
“Mmm…you too, boy~” she purred, hands gliding along his back and leaving little scratches here and there. And then when she licked and nibbled at his ear, he fully hilted himself into her and came yet again.
Later on, while he was lying on his back recovering from his latest orgasm, she was on her stomach, breasts wrapped around his shaft, tongue flicking out and licking the underside of the head each time it pushed through her cleavage.
And even when another crew member popped into the room to ask Cadia to join them, she shoo’d him away. “Can’tcha see I’m busy takin’ care of Clay’s cock, ya dimwit?! Scram!”
Clay felt his heart flutter at that. She really did like him and his dick, didn’t she? Was this a sign that he’d earned her favor and affection?
Their evening of sex ended just as it had begun, with Cadia riding him in cowgirl position. By that point, Clay was thoroughly drained and exhausted, unable to do anything other than lie there and have his cock slurped by his beloved captain’s pussy for the umpteenth time.
“Hyeheheh! Passin’ out on me already, boy?” she teased. He couldn’t even muster up the energy to respond, which got a cackle from the seemingly tireless captain. “Alright, then. Last ride, yeah?”
With a few more wiggles of her hips and claps of her butt onto his thighs, Cadia elicited the last climax of the day from Clay. He’d long since been spent, so her pussy didn’t get any messier as a result, but it was satisfying for them both to get one last orgasm to cap things off.
“Whew! Not bad, boy!” she said, dropping down onto the bed beside him and wiping away some of the sweat coating her forehead. “That was fun, yeah?”
He tried to nod, but he blacked out before he could finish it.
The next morning, Clay awoke, his body aching from head to toe. But despite that, he felt fully refreshed, and as the memories of his night with his beloved captain flashed through his mind, a smile broke out across his face. Would he get to enjoy her body again now that they were both rested?
But Cadia was not lying beside him. He got himself dressed and headed out to the lobby of the inn to ask if the innkeeper had seen her. The old woman confirmed that she had, and that Cadia had even left a message for him.
His heart sank as he heard it. The pirate captain thanked him for leading them to treasure, but she ended up taking his share while he slept, and she and the rest of the crew had long since left port, leaving Clay behind forever.
The old woman gave him a sympathetic little pat on the arm, before blushing and lowering her voice to a whisper as she gave him the final piece of Cap’n Cadia’s message:
“Ya do got a nice cock, though! Go find some cuties to ravage with it, yeah?! Hyeheheh!”
