Connie the Ditzy Dom 3: Besties (Patreon)

Connie’s an old idea and an old fav despite being relatively new to being written out. The dom too sweet to be mean beyond some basic teasing and dumb enough to barely get the general idea of S&M. I had a fan (same one who made that CG art of her) email me asking when she was coming out next and we ended up talking out some ideas that turned into this.

It’s also just fun to mix in some facesitting, bimbo and lezdom where I can!

Business was never slow for Connie Sawyer and her “stay at home dominatrix” business. Queen’s Beach was a horny place, and she always aimed to please. Whether or not she actually accomplished what she aimed for was another question entirely, but people always seemed to leave her house charmed if not fully satisfied.

It seemed like just another day for the bubbly femdom. She flopped out of her comfy bed littered with stuffed animals and too many pillows. She had breakfast and spent another hour in the bathroom showering and doing her hair and makeup. She made sure her pink hair dye job was still nicely coated before changing into a comfy sweater and leggings to watch some cartoons. Her phone’s alarm went off to notify her of an upcoming customer, so she hurried upstairs to get her usual outfit from the bedroom. The black corset, commissar cap and high-heeled thigh high boots weren’t anything unexpected of a dominatrix, but the smiling, pouty-lipped bimbo with her thick curves, big bouncy boobs and cotton-candy colored hair did look a bit out of place in the outfit.

The knock on the door was easy to pick up in the old house, cuing her to hurry back downstairs with surprising speed for her heels. She tugged on a robe so as not to startle the neighbors (again) and cleared her throat, giving one last fussy flick of her hair. Finally, she opened the door to the mousy-looking woman in glasses. She was a shorter brunette compared to the tall and ditzy dom. Her hair grew down to her shoulders and she wore a simple button-up shirt and slacks to her appointment. She had a soft build that gave her what Connie considered a cutely pear-shaped body.

“Hiiii~! Are you Max from the website?” she asked, understanding the discretion some people desired about having their asses whipped and balls stepped on.

“Yea. Yea, that’s me,” the woman said with a nod. She stared at Connie as she started to process the dominatrix bimbo, but Connie was used to that kind of look. “Why do you look familiar?”

Connie tilted her head with a vacant look on her face. “Ummmm I dunno. I don’t really look like anybody, I think. You mighta seen me around town.”

“Not recently… you just look so… sorry. Never mind,” she excused.

“Right! You’re here for the appointment! C’mon in!” Connie stepped aside and let her in before leading Max upstairs. She gracefully slid out of her robe as she went, showing her broad and swaying ass being boosted by her heels. The brunette swallowed eagerly as she followed her to the surprisingly cute bedroom. It was especially surprising that Max found it sort of familiar.

“So! Now that we’re here, what did you want me to call you? Max? Puppy? Babydoll? Cutie?” Connie asked as she went to one of her wardrobes. She sorted a gloved hand teasingly over a variety of whips, crops, cuffs and dildos.

“Um… whatever you want, mistress,” Max confessed. “It’s just Maxine to most people…”

“MAXIE! OMGEEEE!!!” Connie suddenly squeeled. She whirled around and grabbed the shorter woman in a bearhug, squeezing her tightly against her black corset so her face became buried in between her huge tits.

“I totally haven’t seen you since high school! How you been, girlfriend!?”

“Oh! Good!” Maxie laughed awkwardly, muffled by the huge jugs in her face. She moved her head aside enough to talk clearly through the hug. “Just went to college out of state. It’s been a while, huh?”

“It’s me! Connie Sawyer!” the ditzy dom gushed. “I totally sat with you at lunch all the time!”

“Right! And you had me over your sleepovers! I knew you looked too familiar!” Maxie realized. Connie had always been predictably popular, but she somehow never realized she wasn’t friends with absolutely everyone. Maxine’s awkward geekiness hadn’t kept Connie from barging into her life and turning Maxie into one of her besties.

“Oh, we soooo need to catch up. You gotta tell me everything. Are you seeing anybody? How’s college? Ooh! Sorry sorry, hold up.”

Connie reached back into her closet and pulled out a pair of fluffy pink handcuffs.

“I’m gonna need you to strip for me first. Down to your underwear at least so I can put these on and not mess with your clothes.”

Maxie took a moment to process all this before realizing Connie was committed to both catching up and going through with their scheduled session. She blushed and dressed down to some robin egg blue bra and panties.

“Can I leave the glasses on? I’d kind of like to keep watching, mistr… Connie.”

Her dom turned back to her with a smile as she bent a riding crop between her hands, checking that it was still tight and firm enough for her needs.

“Oh, for sure! Anything for an old bestie,” Connie chimed cheerily. Maxie swallowed hard as the busty bimbo approached her and attached the cuffs, keeping her crop tucked under one armpit.

“There. Those on tight enough? You really wanna know they’re there without them actually pinching on you.”

“They’re fine,” Maxie said with a nod.

“Super! It’s no fun if it’s hurting you when you don’t want it to. Now open wide for your mistress.”

Maxie gulped and opened her mouth, extending her tongue as an afterthought. Connie’s gloved hands took her by the chin and inspected her closely, getting the mousy woman to breathe heavily as she imagined what she had planned.

“I thought so! So you did get your braces out! Good for you!” Connie noted proudly. “I always thought they looked so cute on you. It made you look all shiny when you smiled!”

“Oh yea. A couple years ago,” Maxie recalled.

“You’ve totally changed but like, totally haven’t, Maxie. It’s so neato to see what a cutie you’ve become!”

She gripped her riding crop and gave a few light pats on Maxie’s chubby thighs.

“Now bend over the bed and let me get a really good look at you.”

The brunette nodded, trying to keep up with how easily Connie could shift gears on her. She turned and rested her arms and stomach on the bed, leaving her facing the mirror on her dresser to watch herself and her humiliation. Of course, there was still a smattering of stuffed animals in leather and bondage gear set up on one side of the bed.

“Oh, you still have Subby, huh?” Maxie asked. Like Connie herself, it was easy to recognize the teddy bear with a gas mask and leather briefs on.

“Yeaaaa, he’s gotten big, huh?” Connie asked as she sat on Maxie’s lower back. Her rounded booty settled softly against Maxie’s back, giving her a pleasantly mild crushing sensation. Connie stayed facing her lower half as she ran her gloved hands over the modest brunette’s wide hips. “I gotta stop spoiling him so much or he’s gonna get real chubby soon.”

Her crop snapped down on Maxie’s ass, stinging through her snug and lacey panties. Her guest gasped and tensed up at the suddenly stinging feeling.

“Speaking of! You got such a nice butt going on back here! You lost some weight since high school, but you didn’t lose that booty!” She gave another slap of her crop, beaming as she watched her old friend’s butt jiggle.

“Ohhh~! Thank you, mistress!” Maxie moaned, feeling embarrassed but not in a way she couldn’t get into. She wiggled her hips a little to entice her to go on. Connie set aside her crop to bring both of her palms clapping down on her ass cheeks. Maxie squeaked as Connie drummed rapidly on them, clearly just enjoying herself if someone could see her face.

“Bop bop bop,” she mused, chanting along with her spanking drum solo. Maxie gave a high-pitched coo as Connie jiggled her cheeks. She wriggled in some feigned resistance against her mistress before she paused.

“Wait, is that…?”

“Right!?” Connie asked brightly. “They used to play that song all the time on the bus driver’s radio!” She giggled and spanked both cheeks in quick, rapid swats that made her squirm.

“I can’t help it. I’m getting so nostaholic,” Connie chirped.

“Do you mean nostalgic?”

“That too! So tell me. Tell me. What have you been up to? I’ll even skip the ball gag so you can keep going.”

Maxie nodded sheepishly. “Yyyes, mistress,” she said in a mix of submission and confusion.

“Super~! I’ll just get things set up in the meantime.”

Connie gave Maxie’s ass a firmer smack this time, getting her to jolt and mewl on the bed. Her old friend and current femdom giggled and smooched her noisily, branding the imprint of her hand with a spot of bright pink lipstick on her ass cheek.

“Left a little present for you back there,” she noted, patting her on the butt. She skipped excitedly over to her stash of toys, sorting through for a moment before taking out what looked like a small plastic sphere attached to a wired remote.

“And here comes one more present~! You’ve been such a good obedient girl you deserve a little something extra.”

Connie bent over, smooching Maxie in the head while mashing her warm cleavage into her face. The mousy sub moaned and nuzzled her face in between her breasts before Connie stood back up. She leaned over Maxie to feel her around hips, which also seemed to accidentally mash her crotch into her customer’s face. The smaller girl moaned contently as she was teased by the leather-clad snatch, just to gasp as Connie stuffed her toy inside her. Connie kept adjusting and tucking it in deeper, whether she was actively toying with her or just clumsily figuring out how to securely insert it.

Connie patted her old classmate on the butt before tracing her gloved fingers up her cheeks and over her back. Maxie moaned and shuddered, becoming very aware of the inserted vibrator even when it was turned off.

Connie only made it harder to ignore as she finally hit the switch on her remote. There was a barely audible hum as she started it on low, but Maxie moaned as the sensation seemed to fill her pussy.

“So, like, what’s your deal? You did college and junk?” Connie pried as she set the kept her thumb patiently on the remote’s dial. She strode around to the foot of the bed, leaving Maxie’s line of sight for a moment as she went into another drawer.

“Yea…” Maxie mused. “Uh, QBU. Up the… uh… uhn… the hill.” She found it hard to focus with the sex toy going in a low, penetrating rhythm.

“Oh I hear it’s nice up there,” Connie noted. “I didn’t really bother cuz I had this whole self-starter thing going that’s been treating me good. It’s like, totes fun~! I get to meet lots of interesting people this way and make them happy, so why wouldn’t I keep doing it~? Chin up a little?”

Maxie lifted her head, more in response to the voice in general than the order. Connie caught her chin and tilted her head almost straight up, arching her back and craning her neck. The pink-haired girl pressed her pouty lips into her friend’s and Maxie could feel her tongue pushing into her mouth as she stole the deep kiss. Maxie moaned and shut her eyes just before she tasted something sweet and soft dropping into her. Connie withdrew her kiss to lick her lips, leaving it inside Maxie’s mouth.

“I just tried some new candies from the place in midtown,” Connie said cheerily. “They are SO delish. They had some tropical flavors too but I was like, eh maybe. Cherry you can’t go wrong. I hear people say cherries gets you horny, but I had a whole bunch of cherry gummies and they like, totally didn’t do it for me. I think people just like cherries, y’know?”

“Mmhm,” Maxie mumbled as she sucked on the candy. It wouldn’t last for long as Connie flicked her remote, turning it up a notch. The sudden spike in vibrations made her squeak and accidentally swallow her sweet.

“So did you have a major or something? That’s how colleges work, right?” Connie went on as she circled around Maxie again. Her high heeled boots clacked on the ground as she seemed to leave Maxie to watch her own lusty expression reflected in the mirror.

“Uh… uh huh…” The smaller sub had started to drool as her eyes fluttered and her mind went numb with pleasure, the persistent sex toy driving her wild while never quite finishing her off.

“Whoopsie! You must have really liked that candy too!” Connie quickly trotted back in front of her, tits jiggling all the way as she bent over.

“Silly girl. Say ‘ah’ for me so I can clean you up a little.”

Maxie opened her mouth listlessly, letting Connie run her gloved fingers around her lips and tongue. She scooped up the running saliva and sucked it off her fingertip before going back in for another kiss. She sucked on Maxie’s lip as she made out with her old friend, which only made her moan and drool more in return. Connie just pouted and leaned an elbow on the bed, bending over so her tits rested on the sheets.

“Ah poo. I just made it worse. Oh well. Not the first mess I’ve had to clean off my sheets. See, this is why I think people have sex naked. It’d be too messy if they didn’t.”

She stood back up before putting a thoughtful finger to her pouty lip. “Um… actually, I guess it’s cuz they need to have their junk out. I bet that’s a reason too though, right?”

“Yes, mistress,” Maxie droned as her mind was lost in the various lingering pleasures. “Thank you, mistress.”

“Oh you’re so sweet to say~!” Connie chimed gleefully. “I didn’t do that much yet. I’m still warming you up. But you were always so nice to me back in school too. You always helped me with my homework when math was too hard… and it was hard a lot, for some reason.”

“It… it was nothing,” Maxie mumbled, trying to keep up with the conversation with her overly horny body distracting her. “You were so pretty and popular. I was just… nothing compared to you, mistress… you’re so perfect and generous and sexy…”

“Oh listen to you,” Connie tutted, smiling as she waved off the flattery. She giggled as she clearly liked it all the same. “You were always too hard on yourself. You’re SO totally cute. I’d looove to give you a makeover sometime but you already look so totally perfect~!”

Connie plucked off Maxie’s bra and forced her hands beneath her upper body. Her gloves groped as her smaller tits, the smooth leather grinding subtly over her hard and tender nipples.

“And look at these cute little boobs! I bet they don’t get in the way or knock over anything. They’re so cute and like, portable or whatever!”

Maxie was panting and whining in overly teased arousal before Connie gasped. She stood up and snapped her fingers.

“I know! Okay! So this’ll be a fun little game! It’ll do my job and learn more about you. Like one of our old sleepovers!”

She trotted back in front of Maxie and squatted down, folding her arms under her breasts to squeeze them together.

“You have to keep saying something positive about yourself. Whenever you do, I give you a little treat. If you can’t in ten seconds, game’s over. And every time you get one, it gets harder cuz… um…”

She paused to think for a moment before realizing she was still holding the remote. She switched it back down to its minimum, giving Maxie a moment to catch her breath.

“Cuz every time you do it right, I turn this up. If you make it to the max level, you win~! Isn’t that fun?”

“Yes, mistress Connie,” Maxie panted.

“Good! Timer starrrrts… now, I guess!”

“I’m uh… really good at my job,” the mousy sub decided.

“Okay. What job?” Connie pried, running her fingers gently under Maxie’s chin. She shivered but managed to soldier on. It almost made her forget her job.

“I uh… help track transactions at Needit Shipping…”

“Ooh, sounds important,” Connie cooed as she took Maxie by the shoulder. She rolled her guest onto her back and leaned over her, latching her mouth onto one of the erect nipples sticking up from her petite breasts. She nibbles and firmly sucked on the tender nub like it was one of her gummies, getting the fired-up brunette to wail and writhe beneath her. She was still stuck in her cuffs hanging over her head, but her squirming did manage to catch on Connie’s corset. It pulled the taut leather loose making the dom’s huge breasts spill out into her face. Maxie tried to apologize, just for the meaty orbs to block out any possible words and leave her more breathless than she already was.

“Yay~! You beat level 1! Doo doo da doo~!” Connie celebrated as she parted her plump lips from Maxie’s chest. She pushed the dial up higher, making the vibrator buzz more firmly against her latest pet’s clit. Maxie was left panting and staring up at the ceiling as her hips bucked against the toy.

“Okie doke! Come on now,” Connie encouraged, patting the gawking girl’s cheek. “Another compliment. Time’s ticking.”

“Uh… mmf… uh, I have nice eyes?” Maxie practically guessed. She didn’t remember the last time she’d looked at them, but felt like Connie had told her that before.

“Yes! Nice one,” Connie praised. She cranked the toy up further as she plucked something else from her little toy chest. She held a much smaller and thinner vibrator, twisting its tip to turn it on before taking Maxie by the ankle.

“C’mon. Upsy daisy,” she urged, getting Maxie to raise her legs. Connie pushed them up higher until both her holes were exposed and Maxie’s ankles were over her face. Maxie swallowed and tried to focus past the excitement as Connie held up the new vibrator and ran her wet tongue over it. She clearly jerked a bit in surprise as the vibration ran up her tongue but finally slid the wet vibrator’s tip into Maxie’s asshole. The mousy girl let out a pathetically mewling sigh as the vibrations came at her from both sides of her clit.

“And just to make sure those stay put and you stay like this…” Connie mused, reaching off the bed again. She came back with a firm plastic rod with clasps on either end, clearly meant to force Maxie’s legs to stay wide open. Connie frowned and fiddled with adjusting it.

“I can never… how does this thing… here, hold your legs for a second, please and thanks?”

Maxie did as she was told, holding her knees to keep her humming ass and pussy exposed to her mistress. Connie struggled with the simple device until she swatted one end against Maxie’s butt. She gasped and jumped in place, squirting a quick orgasm past the plugging toy.

“Ah! There it goes. I really need a new… whatever these thingies are called,” Connie muttered. “I just call ‘em leggers anyway. So! Where was I? Right!”

Connie suddenly pushed the knob up higher on her remote. The unsuspecting Maxie let out a heated cry.

“You got to Level 3! Good for you!” she praised, losing track in her usual state of blissful confusion. Maxie gave a quivering moan as Connie took a short chain in the middle of the “legger” and latched it onto her hand cuffs. It left Maxie flat on her back with her hips raised and legs spread, making her easy pickings for her mistress.

“So? What are you waiting for?” Connie asked. She knelt on the bed, tapping the wrist of her glove. “Waiting on the compliment by seven… eight…”

“I, uh, always remember birthdays!” Maxie added hastily.

“Ooh! That’s a nice one. What’s my birthday? Eight… nine…”

“Ah! Ummm… fuck! Uh October 17th!”

“Awww, you do remember~!” Connie gushed, beaming hugely at the news. She cupped the sweaty and blushing Maxie’s cheeks, pulling her up into another firm kiss before she hugged her. “This’ why we were totally besties! We totes need to hang out more often!”

“Thank you missssAHHH~!” Connie twisted the knob to its maximum, humming like it was a washer-dryer running instead of a sex toy. Maxie thrashed as best she could in her bonds, largely stuck like a turtle before her busty and topless dom. Connie giggled and set the remote aside.

“Okay, one more prize and then you’re in the final round. You think you can do it?”

Maxie couldn’t form the words, but she nodded as she struggled to control herself in a mindless effort to please her mistress.

Maxie’s reward came as Connie undid a clasp on the waist of her corset, removing the leather strap running between her legs. She took and guided Maxie’s arms downward to rest on her stomach instead of overhead, giving her clear space around her pet’s face. It left her effectively bottomless as she slung a leg over Maxie’s head, knees mounted on either side facing Maxie’s stomach as she knelt just over her face. The bimbo’s meticulously shaved pussy wasn’t an inch from her lips and her bubble butt wiggled just behind it.

“Ok, birthday girl. Big breath now,” she warned. She gently brought her hips down on Maxie’s face, sitting lightly at first before she let out a low groan of her own. Connie shut her eyes as the bimbo dominatrix lost any sort of act she was putting on and focused on shoving her pussy into her old friend’s face. Maxie gave a muffled moan beneath her as she licked like an obedient puppy, stirring and drinking up Connie’s pussy juices as the vibrators drove her wild. Connie groaned along with her and humped her face, making her thick booty bounce and grind against Maxie’s nose. Connie bit her lip and pulled firmly on the brunette’s hair, mashing her nose between her cheeks like she was a living mockup of the vibrators the dom had left between her legs.

“Mmm, that’s my good Maxie. So nice and generous and cute,” Connie moaned, peppering her with more flattery as her gloves hands ran over her friend’s chest and belly. Maxie gave a long, needy whine as she felt herself reaching her limit, barely able to keep from squirting. Her pussy lips hugged the vibrator like a stress ball, only to make things worse.

“Still waiting,” Connie cooed.

“Mmf?” Maxie mumbled into her pussy.

“You owe me one more compliment. Let’s hear it,” Connie reminded her. Maxie swallowed and rattled off the first one that came to mind.

“Mm kmma lmbmrmm~!” Maxie rambled. Connie just shivered and cooed.

“Sorry, can’t hear you. Need to speak up if it’s going to count. You’re at 5, 6, 8…” Connie started teasing and toying with the helpless Maxie’s nipples as she counted down.

Maxie gasped as she realized what she was doing. She was still stuck under her mistress’ butt, unable to say anything to win her challenge. She whined and squirmed but couldn’t form anything louder than a muffled cry, drowned out by the twin buzzing toys in her ass and pussy.

“Annnnnnnd ten~!” Connie chimed. “You lose, Maxie. So sorry~! But you did a really good job!”

Connie teased her pet gently as she pulled and let go of her nipples. The small breasts bounced back onto her chest as Maxie panted, huffing her dom’s ass and pussy juices. She lapped at Connie’s clit like a mindless puppy, praising her out of instinct and a silent thanks for her forgiving praise. Connie pulled the vibrator back out by its wire, gently setting the soaked toy back on the bed. Maxie’s tensed up pussy was still tight and dripping with excitement, her clit hard enough to poke out just past her labia.

“Wowww, you’re really hard,” Connie mused, leaning over to run her finger gently over her clit. Maxie panted and writhed but her dom seemed careful to give her just enough not to finish. “You were such a good sport to hold back from all that! So here’s a little parting gift…”

Connie pinched her fingers together just below Maxie’s clit, making it swell up even a bit further. Then she brought her free hand clapping down at just the right angle to spank its entire length with a short, wet splat. Maxie screamed passionately into her mistress’ pussy as Connie repeatedly paddled it, punishing her clit until she was bucking out of control and squirting her orgasm completely off the bed.

“Ooh~! Big one, huh?” Connie chimed, even as she bit into her pouty lip. The thrashing sub beneath her acted like a vibrator of her own, her shouts and shaking grinding her face into her pussy. Connie grabbed her by the hair to help pin her at the right angle and grind her clit over her face, smearing her own pussy juices over her before arching her back. With a squealing “WOO~!”, Connie gushed over her subby friend’s face as another messy reward.

“Heehee~! There we go,” Connie cooed. She slid off her friend’s face, letting her cough and breathe in some fresh air. All Maxie could taste was Connie’s cum with a hint of cherry candy, and it felt divine about now.

Connie set to untying her old friend, letting her flop back onto the bed. Maxie wasn’t aware enough to look at the clock, so she asked.

“Is my time up?”

“Kiiiinda sorta like five minutes ago,” Connie admitted. “But I don’t keep too close an eye on it. Don’t worry.”

“Thanks. It was really great seeing you again,” Maxie laughed wearily. “And catching up.”

“Oh what’s the hurry? I don’t have another customer for another couple hours. We could hang out and talk some more or just play some video games.”

Maxie smiled and blushed before nodding. “That… would be great. I could stand to cool off a little.”

“Awesome!” Connie helped pull her into a sitting position and squeezed her in a hug, seeming to forget she was still sweaty and effectively naked. “Go grab some water from the kitchen and I’ll set up the system. You still play Mario Kart?”

“It’s been a long time, but yea. Sounds good.”

“Great! I tried to play with Subby but he’s no good at video games. So just to keep it interesting, I’ve got this house rule. See, we each get a vibrator. Every time you win a race, you turn it up a level…”

Maxie gulped as Connie went right to more of her sexual games. “Yes, mistress,” she muttered meekly. “But could you untie me first?”

“OMG I almost forgot again!! Thank you!”