The Monster Moms of Carter Circle

I started this one before the input poll pointed out how predominantly people come to me for monstergirls and milfs. I think the idea of just combining the two was an old suggestion that came up once or twice as a general idea. I’d written ghost milfs, milfs turning into goblins, goblin milfs next door, adventurer moms, horny wrestling moms, adoptive wolf moms raising would-be prey… so this felt like a good little outlet for it.

The idea is a mix of ideas, but mostly a hot single milf (in your area) banging the boy next door in a community of all monsters. Get enough parents or friends in an area and there’s bound to be sleepovers, babysitting, shared dinners and stuff just to give the other parents a break once in a while. But when it’s a community of single mom monstergirls thirsting at each other’s boys, it becomes a tangled web of fuckin’.

No plans to start up actual drama so much as a secretive nature to add some kinky tension and an excuse to mess around with interspecies pairings I didn’t have a place for earlier.

Carter Circle was a newly developed upper-middle class community that was very much the product of its time. It had housing available for every species or combination thereof imaginable; not only did harpies live next door to vampires and orcs, but there were houses available with both high and low cupboards that could be interchangeable for a happy goblin and human interspecies couple to settle into. Diverse young couples, adults who had grown up from being children in the “era of dreams” when monsters settled into the modern world, or just those looking for a multicultural/multispecies environment were happy to fill its homes.

The community itself was very friendly as a result and became quick to bond over favors and learning about one another. The melting cauldron culture kept people from fighting while staying open-minded and patient, creating a cozy little township where local moms could always count on one another for a favor.

The Carter Moms was a peculiar little clique. The busy moms worked or traveled enough that they couldn’t be home all the time but still wanted to make sure their kids were alright while they were away. Considering that some of the moms worked the night shift while others could only safely exist in the dark of night made it easy to coordinate a general emergency contact sort of situation. If Ciara wasn’t around, Jewel was right next door to keep an eye out for her kids. Some just kept a closer eye than others.

“Bye, baby! Have fun at school!” a dripping wet mermaid mom called to her son as he got into his car.

“Take care, Charlie. Don’t forget your lunch,” a brunette centaur urged. She trotted out their wide doorway and passed the paper bag off to her slightly shorter son. She kissed him on the cheek, getting him to roll his eyes.

“Don’t forget to watch where you’re flying!” a golden-haired fairy warned her son as he zipped out one of their many windows trying to ignore her. She was in nothing but her underwear, not bothering to get dressed yet when it was practically impossible for any neighbors to see anything lewd on her tiny figure (besides her awkward son of course).

“You do you, handsome,” a vampire yawned from the shade of her porch, sipping on a mug of tea. “I’m gonna go get to bed. This sunlight can eat my ass.”

Violet squinted wearily at the sunny day with a hint of disgust before she went back inside, tossing her deep black hair over the shoulders of her slightly open bathrobe.

Lucas shook his head, grimacing at the fact that he had an immortal super model for his mom. She had birthed him before she made the “professional decision” to turn undead, so it gave him a lot of mixed feelings and odd dreams he thankfully repressed.

“Don’t start any shit today, okay! I don’t wanna hear it from your teachers again!” Mae shouted. The plump and milfy goblin got some barely acknowledging waves from her twins Dun and Moss as they scrambled out to meet the other high school seniors.

“Moms, right?” Lucas sighed. The twins rapidly nodded.

“I know! Always on your case for eating your desk one bite at a time and seeing how long it takes the teacher to notice,” Dun scoffed.

“Not what I was thinking,” Star sighed, the little blonde fairy fluttering up to Lucas. “You mind if I hitch a ride this morning? I’m flying like shit today.”

“Go for it,” the human shrugged. She sat on his head, hands planted almost weightlessly on his hair and feeling no heavier than a baseball cap.

“Us too!” Moss added.

“Yea, nice try,” Lucas refused.

“I’m good for it. Hop on,” Charlie said. The broadly built centaur and quarterback nodded towards his fuzzy flank and the goblins happily helped each other onto his back end.

The families were fairly tight. They hadn’t been born in these houses but most of them went to the same school growing up and their parents had only gotten more social lately, so they were quick to hang out together. The parents all trusted each other so they were often prepared with extra sleeping bags or snacks if they felt like staying over. Not to mention when they would just stop by for some fun of their own.

“Alright. I’ve got to go open up shop and make sure that new cashier’s all trained up, so I might run a little late,” Ciara warned as she gathered up her things. The chubby halfling was the owner of Sweetbun, a local bakery a little further into town. It kept her busy, but her kids couldn’t complain about the food that entailed.

“I’ll text you lot for dinner, so think what you want on your pizza. Love you all. Now git.”

She snapped her fingers while giving a sweeping gesture towards her youngest, shooing them out towards the school bus. She leaned back towards the living room and blew her eldest Duncan a kiss before rushing out the door.

The brown-haired boy waved back, barely looking up from his laptop. He was checking his messages and the likes on his latest mix track he’d dropped, already brewing his next. He was older than the others by about a year, and he had agreed with his mom to take a year off before looking into college. It left him with the house to himself for a few hours, toying with whether he wanted to shower just yet.

He browsed and slowly ate at his breakfast when there was a soft, cute noise as his messenger popped up an alert. The wildly painted fairy icon was familiar to him, indicating Jewel from two houses over. The fairy with the mini-home and her kids Star and Henry.

“On your own again?” she pried.

“Yup,” he messaged back. His dick pulsed at the sight of her bright purple text like a Pavlovian dog.

“I’ve got some free time this morning. Can I come over?”

Duncan swallowed his water noisily. That was another thing they had in common; most of the moms in their clique were very single.

“Give me five minutes to shower?”

“K.”

“But take too long and I’m coming in there with you >_^”

Duncan tapped a furry foot on the floor before deciding to bolt for the shower. They had been sneaking in their hookups ever since he graduated and kept having the house to himself. Jewel was a family friend long enough to remember her babysitting his siblings when he was too busy. It definitely wasn’t an affair since Duncan had never dated anyone beyond online flirting and the blonde fairy got divorced years ago. It still felt like something to keep a secret from his mom and friends that he was sleeping with the woman twice his age and almost a quarter his size.

---

Duncan was finishing rinsing off when he heard the shower’s sliding door inch open. Jewel had slipped inside, floating a couple inches off the ground to hug her arms around his hefty dick. No matter how much someone could poke fun at halflings for their small size and pudgy builds, they were ridiculously hung for their size and could easily stack up to humans in that department.

“Didn’t want to keep you waiting,” Jewel purred, planting a kiss on the hanging head of the halfling’s cock.

The pale blonde fairy had stripped naked, even her tiny glasses left outside the shower as she hugged her entire body around his dick. Duncan could feel her comparatively large breasts pressing against his cock, even if they were just the size of large marbles. Her patterned violet wings make a stunning backdrop for her light hair and skin, making her small figure stand out more clearly. She was practically as curvy as a Barbie doll, along with the fact that she stood a little shy of a foot tall.

“Sorry. I was just finishing up,” Duncan excused, blushing despite his already heat-reddened cheeks.

“Aww, without me?” Jewel cooed. She turned away from the younger halfling, framing his dick between her wings. She lightly curled them before fluttering her wings, the sparkling thin material to trace the edges of his cock.

“You know nothing finishes you off quite like I do, big boy.”

Duncan shuddered from her flirty pet name. You didn’t stand three feet tall and get called big very often. The fairy milf, on the other hand, stood barely taller than his cock. She tilted her head up to kiss the base of his fattened cockhead, getting it to twitch as her gently fluttering wings massaged against his balls.

“You miss me?” she chuckled softly.

“Definitely,” Duncan sighed weakly as she worked her magic on his cock. He was only mostly sure that it was just her being good with her hands and not literal magic that made him so hard all the time.

“Figured as much,” she chuckled, cupping and bouncing his balls with her delicate little hands. She gave a short flap of her wings as she rose and turned to face him, hugging her tiny arms around his dick. The naked fae wrapped her legs around his shaft as she tickled her fingers along its length, noisily humming as she started to make out with the tip of his cock. Her short tongue flicked along its tip, milking out and drinking up his precum with noisy slurps.

Duncan moaned as her entire body worked in unison to pump his huge cock. Her hips rubbed against the hot and throbbing bulge as he leaned against the shower wall, rubbing her hard little nipples and plump tits along it while not being wide enough to fully take him between them. She opened her mouth wide enough to take almost half of his cockhead inside, shutting her eyes as she moaned euphorically at the too huge to handle cock. Her wet blonde hair whipped back and forth as she bobbed her head, sucking enthusiastically along with her body and limbs jerking him off.

Duncan couldn’t hold out against her surprising full-body blowjob. Her tiny and lightweight body was compensated by her expert touch and the fact that a fairy had the unexplained strength of a human to give her a strong grip on his junk. She milked his cock expertly until he shot his load, gushing a thick stream of cum into her face. Jewel moaned gently as she gulped down her fill, leaving plenty to go leaking down the drain. She let her wings flicker to stay afloat as she kept her legs wrapped around the middle of his dick.

“You sure know how to make a girl feel welcome,” Jewel chuckled softly. She licked the cum from her lips as she settled back to the shower floor, brushing some of her wet blonde locks from her face.

“But now that you got me all wet, would you mind if I stayed over for a little while?” she asked with a flirty glance. “It’s not good for me to fly when my wings haven’t dried.”

“Yea…” Duncan panted, his head spinning from the orgasm. He switched off the water to the shower. “Nobody should be home for a few hours easy.”

“Perfect,” Jewel smiled knowingly. “You can show me how your bedroom’s been coming along.”

---

Jewel loved to toy with Duncan’s lazy but awkward demeanor and had trouble baiting him into taking advantage of her offers. Her pretense of seeing his room was just that and they both knew it, but it added some excitement and tension that kept the boy on his toes. They had barely closed his door when the naked fairy floated up to plant her feet on his chest, leaning in to kiss him firmly with her much smaller mouth. Her tongue barely reached past his lips but still pushed aggressively to do so as she clutched his cheeks.

Duncan shuddered and let his tongue reach out to her, easily rubbing over the entire surface of her mouth. With a few delicate strokes he managed to basically ruin the point of the fairy milf’s shower as his thick saliva ran down her chin and chest. Jewel parted their lips with a soft smacking sound, meeting him eye to eye as she floated back onto the bed. She sat a few inches into the bedspread before she parted her legs, running her hand over her pussy. She drew her finger away from the bright pink slit with a multicolored glob of her pussy juice, showing just how horny she was by the hint of her rainbow-colored fairy cum starting to leak out.

“Come and get me, big boy,” she purred, inviting him to go whole hog on her.

Duncan couldn’t give her his actual whole hog, just by the laws of physics. He could still mount her and start to hump the woman a fraction of his size, pumping his meaty dick into her. Jewel’s pussy lacked the elasticity of a goblin or the depth of a human, but it was plenty tight and her body was unusually solid. On their earliest hookups, the halfling had been extremely paranoid about breaking the woman who looked built like a curvy stick bug. After learning that her magic anatomy made her borderline unbreakable, he had no problem laying on top of her and pounding his dick straight down into her.

“MMMM, YES! Fuck! That’s my big boy~!” Jewel ranted, running her nails over Duncan’s arms.

His cockhead was enough to cover her entire pelvis, molding to stuff whatever it could of its tip into her. The immense force of the much bigger and heavier young man pressing down on her pussy wasn’t enough to hurt the blonde but it was still an overwhelming feeling she had grown to love. She had been married to a man who could fit inside and please her, but now that she had been with a younger man who could demolish her pussy with his jackhammer of a cock, she couldn’t imagine going back to fairy dick.

She folded her legs together, grasping them around the halfling’s shaft to add some more friction for his pleasure. Duncan moaned as she manipulated his big dick perfectly, rubbing her thighs and feet over it amidst her euphoric writhing. Soon she had him moaning as his human-sized cock slid up her entire body. It pressed into her pussy, applying the heavy pressure before sliding up her stomach and tits to trail his precum past her lips. She’d moan and reward him with a firm kiss or drawn out lick whenever it pumped past her face, rewarding him for his barely penetrating fucking that drove her wild.

The tiny pinned milf let out a sudden coo, shuddering as her body bucked upward. Her deceptive strength came into play again as her wings flexed and she thrust into Duncan, lifting him a few inches off the bed. He gasped as a burst of warm, rainbow-colored cum that could barely fill a thimble squirt out over Duncan’s lap. He had to plant his hands on the bed to keep from falling off her. Her firmly pressing body ground against his lap and mashed his cock between her and his belly until she started to settle back down to the bed. The lustily moaning, slowly grounding fairy beneath Duncan rubbed and worshiped his cock as it kept grinding rapidly against her, finally shooting another load of cum that coated her from hips to hair.

Jewel gave a long moan as she ran her hands over her small and sexy body, rubbing his abundant cum over her chest and into her pussy with a serene smile on her face.

“Knew I could count on you to scratch that itch, big boy,” Jewel sighed as Duncan leaned into her to rest. His cock twitched as she ran a delicate hand over it, almost ready to go again before he convinced himself otherwise.

“Do my best,” he said as he finally eased himself off of her. “Not like I’m doing much else lately.”

“Well your best is pretty great if you ask me,” Jewel giggled. She watched as he went to his desk and grabbed a pack of cleaning wipes she’d recommended. They worked wonders in general, but they were one of the few things she knew that could reliably clean up the odd mess that was fairy cum. Jewel rolled over onto her stomach and rested her chin in her hands.

“Need me to help clean up?”

“No, I’m good. You, uh, can do whatever, I guess. Thanks.”

Duncan shrugged and blushed as the naked fairy rolled lazily around on his bed.

“Fair enough. Let’s keep it casual today.” She fluttered back up to his face and gave Duncan another deep, long kiss.

“Good job today, sport. Let’s make the most out of these school days and make a week out of it, huh?”

“Sure… sounds great, Miss Twight,” Duncan said, sighing dumbstruck by the tiny fairy’s sex appeal.

“Can call me Jewel, handsome. I’ll see you tomorrow then.” She dropped to the floor, slapping Duncan affectionately on the ass as she left his room still getting dressed.

---

A while after Jewel had  gotten home and settled in, Virginia went trotting back home from her job at the dojo in town. She owned a car that was specially made for centaurs to operate for longer trips, but she enjoyed the exercise. She huffed in a steady jogger’s breathing, her hefty breasts bouncing in her sports bra and tank top with her bag slung around her back. She was incredibly fit, even in her normally weaker upper body. Not everyone expected a quadruped to be a martial arts instructor, but she had been glad to join up with them and put her black belt to good use.

She slowed her pace, keeping her hooves moving in slowed up and down patterns like a jogger running in place as she passed by Dun and Moss. The goblin twins were mock-boxing at each other’s arms as they walked home from school.

“Hey, Kravishes,” Virginia called, tossing some dark and sweaty hair over her shoulder. “How you two doing?”

The twins stared back for a moment, caught up in her big and buoyant milker in motion.

“Doing good, Ginny,” Dun shot back at last. “How about you?”

“Just back from work. Charlie staying at practice again?”

Dun shrugged. Moss nodded.

“Figured. Gives me some extra time before I need to make dinner,” she thought aloud. “You boys need a ride?”

“Hell yes,” Moss answered enthusiastically.

“Sure. Thank ya, ma’am,” Dun added.

“Oh it’s my pleasure,” she smiled back.

---

The goblin boys climbed onto her back, appreciating another lift from her family. Rather than their own house, Virginia took them back to her place. Mae had a fluctuating schedule as a therapist, so she kept the boys up to date on when she’d be home and when they should make or order something themselves. Since it was going to be a late night with one of her patients, Virginia was happy to look after the boys herself.

Dun climbed onto the centaur’s flank, pulling off her modest denim skirt. Her tail raised slightly, inviting him to pull it the rest of the way out and pressing his cock into her tight asshole. Virginia gasped in a high-pitched voice as she knelt on the broad floor of her living room, lowering herself to a more obtainable height for the twins to reach. Moss was standing on the couch, getting him level enough to clutch the milf’s long, equine ears and stuff his hard green prick into her mouth. Virginia moaned loudly as her furry hips bucked into one brother while she bobbed her head against the other. She moaned as she ran her thick tongue around Moss’ shaft, taking his hands and guiding them lower to feel up her tits. There was just something about being used and gangbanged by the teenage goblins that made her feel so hot and horny, even if their cocks would never compare to a centaur’s. And they just kept cumming and cumming, making a sticky greenish mess of her before long. It was just her secret kink, and apparently one of many floating around the block.

After all, Duncan kept his secret sexlife with Jewel under wraps, but his mother had her own steamy meetings going on. When Duncan was out with his friends, Ciara would hook up with Lucas. She adored the human across the street’s big hard cock while his nocturnal vampire mother was locked up tight or out cold. But Violet was also seeing the mermaid next door, whose mother was seeing Charlie the centaur jock on the side…

And so on. It seemed that everyone was so caught up in their own secretive sexlife that they were oblivious to everyone else’s. They only seemed to remain aware of their own kinky courtship with each other’s mothers and sons, satisfied with the simple facts that their secrets were safe and their family was happy living in the generous and social neighborhood.