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\n\nCommission for Bisonbull. You can find stories like this and more over on my [url=https://www.patreon.com/c/Ralanrwrites]Patreon[/url] and/or [url=https://subscribestar.adult/ralanr]Subscribestar[/url]. \n\nEnjoy!", "description_bbcode_parsed": "Sierra has a thing for nervous newcomers in need of a guiding hand.

Commission for Bisonbull. You can find stories like this and more over on my Patreon and/or Subscribestar.

Enjoy!", "writing": "Sometimes Sierra wondered if she was getting too old for the club scene. The gemsbok didn’t dislike spending her weekend evenings under flashing strobe lights with beat music hard to parse, but that’s not to say she wouldn’t have minded a quiet night in. Truth be told she wouldn’t have come to Spankies without a good reason.\n\n\nEveryone had a good reason to come to Spank My’hynes, or Spankies as everyone called it. For starters, it was cheap. A BDSM club run by volunteer community staff and budgeted by membership fees of only eighty dollars a year. Not to mention a five-dollar cocktail by a handsome, if not her type, badger. Then there was the ambiance. Sierra would often close her eyes and listen for the subtle sounds of painful pleasure slipping through the musical cracks. The sound barrier crack of a whip, the gagged moan of a flogged patron, the slick wet slapping sounds of sex mixed with lip-biting grunts. She’d see a sea of bodies mingling into the dancefloor underneath the cages with volunteer dancers touching the skin with one another and know she was where she belonged. \n\n\n“Sex on the beach? At this time of year?” Bruce teased. The crossdressing stallion’s purple lipstick glittered with the lights, matching the eyeshadow he spent years mastering the art of. Sierra was almost ashamed to admit he knew makeup better than her. But Bruce was a dear friend.\n\n\n“Can’t a girl miss bikini season on occasion?” She grinned, sipping from her straw as the stallion chuckled and ordered a martini. “You didn’t come over here just to tease me and get a drink, did you?”\n\n\n“Oh I did,” He nodded, “I’m waiting on a friend to bring a newbie. Says he’s my type. To be honest, I’m a little apprehensive, but you know Olga.”\n\n\nWell, enough to avoid her if Sierra could help it. “I still don’t get why you let her be your keyholder.”\n\n\n“Because most men are trash, Sierra. I thought you knew that?” They both laughed with shared experiences. There’d been more than one occasion where a carton of ice cream was shared between them. “What are you waiting for?” \n\n\n“Who says I’m waiting?”\n\n\nBruce raised his brow as Tom, the bartender, slid him his drink. “Because, in that outfit, you’d be prowling looking for a nervous newbie.” \n\n\nHer outfit was nothing special, for the club at least. Just a corset made of a deep red, almost velvet in the right light, leather with straps that circled to show off her breasts, and stockings leading down to a pair of matching boots that served no purpose for the hooved woman beyond bearing the kiss of the privileged to kneel before her. She’d gotten a few stares from nervous onlookers, and newcomers clad in casual clothes or, heaven forbid, a collared shirt like this sex club was some sort of HOA meeting place. Normally she would be out hunting. But not tonight. Tonight she waited for her willing prey.\n\n\n“Oh, I’m just waiting for a friend, like you,” she said with a sly smile. “I figured I should do my part to guide the next generation, don’t you think?” \n\n\n“The next generation?” Bruce asked, arching his brow so high it was almost comical, “What have you been doing this time?”\n\n\n“This time,” she said with a faux offense, clutching her chest for added effect, “I don’t know what you’re insinuating good sir,”\n\n\n“There’s a reason why you’re branded as ‘Cradle Robber’ on the Discord server.” \n\n\n“I prefer the female Dicraprio thank you very much.” Sierra didn’t deny she went for the younger members, particularly the lost and confused subby boys needing a guiding hand. In her defense she couldn’t just stand by and watch them fumble over, she’d seen too many slip away from the community for that. Combined with all the other struggles young men go through these days and she couldn’t help but mother them. At least until they were confident enough to go out on their own. \n\n\n“So which one is it this time?” Bruce asked, “And please tell me you’ve actually talked to him before.”\n\n\n“We have, just through the chat function. He has the cutest voice when touching himself.” She giggled at Bruce’s blush. Sierra knew that the stallion struggled between wanting to know more and wanting her to shut up, and knew which one ultimately won out in the end. “But we have discussed stuff up to that. I’m not some horrific groomer. He knows the safewords, he knows the etiquette. He’s quite tame as far as kinks go,”\n\n\n“For you?” Bruce asked.\n\n\n“For me,” she nodded. “But I prefer it that way. I don’t want someone coming to me expecting me to break their balls or anything.”\n\n\n“Like that one guy? What was his name? Derrick?”\n\n\nShe shrugged, “I don’t know, the mods banned him for harassing all the dommes and a few submissive women he hoped to dom him.”\n\n\nBruce snorted, “Yeah, that sounds about right.”\n\n\nThe gemsbok glanced back at the entrance every so often. She enjoyed chatting with Bruce, but she didn’t come to the play party to chat up a stallion with a better makeup technique. No, her prize just walked through the door right behind a nervous black lab, looking jittery like wild game keeping an eye out for a predator. \n\n\n“Cradle robber,” Bruce whispered. \n\n\n“It’s not robbery,” Sierra said, playfully slapping her friend’s thigh, “If they leave the cradle willingly.”\n\n\nOscar was a scimbok, a halfbreed between a gemsbok and an oryx. To casual observers, this would mean nothing as he carried the same horns and facial fur patterns as Sierra. To Oscar, it meant a lifetime of bullying which led to a nervous state wherever he went. She knew he did his best to fight against it, even piercing his body in a show of pride she didn’t quite understand. What the gemsbok did know is that the thick nose ring looked delightfully out of place with the collared shirt and khakis. \n\n\n“Oscar!” She opened her arms to hug him. He nearly jumped back in shock, eyes darting to her chest and then back to her face like an elastic band of guilt. She smiled and pushed her tits out, “See something you like?”\n\n\n“Y-Yes. I-I mean,” \n\n\nShe laughed, clasping his shoulder tight before pulling him in for a big hug, “It’s ok dear. I wouldn’t be wearing this if I didn’t expect people to look at my chest.”\n\n\nThe younger bok nodded, anxiously scratching the back of his head and hunching as he tried to force a friendly laugh. She still found that adorable in some way. Maybe it was the mother hen in her, but Sierra wanted to just pinch the boy’s two cheeks and let him know that everything was going to be alright. No one would hurt him.\n\n\nWell, not unless he wanted it. \n\n\n“Is it too much?” She asked, nudging to the crowd. It was a miracle she could hear herself over the music playing. Oscar slurred his words too much for her to read his lips, which was an indicator of yes in her experience. “Let’s get you something to drink. I’ll buy.”\n\n\nNineteen was still too young to drink so she ordered him a bottle of water. Alcohol wouldn’t have been fair for him anyway. How could he trust her if she got him drunk at his first club party? Tom threw out people for less. \n\n\nThey found a small table in a corner far enough from the music that she could hear her own words without yelling. “What was it you said to me in our earlier messages? You don’t see yourself as a clubgoer? Well, I certainly do now, and I think it’s a fine look.”\n\n\nHe blushed and pulled back his shirt collar. She was sure he didn’t even think that did anything. Now an actual collar might be more stress-relieving but he wasn’t ready for that. Yet. “Well, it helps to have someone waiting for me. I can’t imagine going alone.”\n\n\n“Oh it’s not so bad,” There was truth to that, but she knew it was her bias talking. She had years of experience and was close friends with the club. Meanwhile, he was an awkward male submissive who didn’t know how to ask for play without sounding, or worrying like he sounded, creepy. She’d seen that kind come and go, too nervous to dive into the fun or unwilling to be part of the community beforehand. Many of her friends would laugh at the idea that it was hard to be a male sub, and given all the creepy low-effort messages women like her received she couldn’t blame them. But one didn’t play with young men and not hear about their plight every so often. \n\n\nOn cue, he asked the question, “So I’m not seen as weird or anything?” He peered around to glance at every station at play, his eyes following couples in bondage or pairs dancing in the cages with their bodies together. “I know that sounds dumb given…”\n\n\n“Given all the pervs out and about?” Sierra smiled, taking his hand, “Oscar, have you ever sent an unsolicited dick pic?”\n\n\nHis ears shot up. “What? No!” \n\n\n“Have you ever sent a condescending message to a lady online hoping to get laid?”\n\n\n“That doesn’t sound like it’d work.”\n\n\n“It doesn’t. My point is that your being here makes you weird, but you’re not the creepy kind of weird. People come here knowing they’ll be watched. So long as you respect club etiquette and follow rules, you’ll be fine. Besides, you don’t need to worry about impressing a lot of people tonight.”\n\n\n“I don’t?”\n\n\n“Of course not,” she leaned in, “You already have my attention.”\n\n\nHe softened after that, as she expected he would. Hook, line, and sinker. Of course, she did care for his well-being, but there was that little rush of joy she felt getting him to ease into her. There was not a single doubt in her mind that with enough molding she could have him happily kiss her hooves in front of everyone. \n\n\nIt was far too soon for that. Better to make him feel safe amongst colleagues than exposed to strangers. “Why don’t I introduce you to everyone?” She said, taking his hand without resistance. She first considered Fiona but the bear was deep in conversation with that adorable black lab Sierra saw come in behind Oscar. So instead Sierra led him around the play party to view the various stations and players, watching his reactions to each one.\n\n\nThis was a regular tactic of hers. New players often came in with ideas of what they wanted to try and what they thought they ought to try. While talking to them is usually the safest bet, it risked scaring away new players who begin second-guessing themselves, and she’d rather not scare away her new plaything so easily. Showing them around to various scenes can give an insight to how intrigued they are at it. For example, Oscar winced when someone brought out a whip for their partner latched to the cross, but his focus lasered in at the firm palm strikes across their ass.\n\n\nHe was taken aback by Bruce, not that Bruce blamed him. The horse tended to surprise people with his deep voice. “Part of my charm,” he told Oscar, along with, “Be careful around her. She likes to chew.”\n\n\n“D-Don’t you mean bite?” He asked.\n\n\n“No, she lets you consent first. Just be warned. Some people like to describe her as fluffy.”\n\n\nSierra grinned knowingly at what Bruce meant. Oscar, puzzled, looked at both of them, “Fluffy? So she’s soft?” Bruce and Sierra eyed one another, smiled, and said nothing. \n\n\nSpankies had private playrooms. Legally it didn’t offer them for purchase so a person couldn’t just rent the entire room for the evening, so it was a use-by-use case. Fortunately, the kind of people who went to play parties were usually more comfortable with open play, so they were rarely used and people often respected the spots claimed by the clipboard hanging by the door. \n\n\nSierra booked them for two hours. Her toy bag was waiting on the black queen bed. The walls were red to help the black furniture, an X-cross, a bondage horse, and some straps hanging from the ceiling, stand out more. \n\n\n“Could you be a dear and put on a show for me?” Sierra pointed to the foot of the bed, “Give Mommy a strip show.”\n\n\nThere was no pole in the room and Sierra was thankful for it because she knew Oscar would attempt it. He had the jittery energy of someone who’d never tried stripping in front of another with the intent of arousing, either because he didn’t find himself attractive or some other psychological hang-up. He fumbled with the buttons of his shirt and nearly caught it along his horns as though he’d never put it on hundreds of times. \n\n\nBut it wasn’t about it being good. Too many failed to understand they didn’t need to be pornstar levels of experts in pleasing others. The fact he was attempting her was what got her going. To see him open his vulnerabilities and try. \n\n\nThough the latex thong was a surprise. \n\n\n“You wore it?” She said despite seeing it and his bulging cock outlined against the black latex. Sierra covered her mouth when he sheepishly nodded. \n\n\n“I mean, you got it for me. I figured it was…”\n\n\n“Oh it’s perfect,” She spoiled her partners on things she liked. She’d sent a thong his way when he talked about latex and spent the next night enjoying herself with his pictures. But seeing it in person was something else. She wanted to touch it, kneel, and lather her tongue all over the outline just to make him squirm. Perhaps later. \n\n\nShe stopped him from slipping the thong off, “Why don’t you turn around and twerk for me? Show me how it rides up that cute bum.”\n\n\nHe faltered for a moment and Sierra worried she had to explain the concept of twerking. She couldn’t have been that old, could she? Then he smiled with a newfound confidence and turned around to a squatting position. Oscar didn’t have the bounciest ass she’d seen but watching those cheeks attempt to clap another made her night. \n\n\n“It’s hard to believe you’re so nervous,” She motioned him to her lap, “What with those nipple piercings and the courage to wear that,” Sierra hooked his nose ring when he got close enough, guiding him by it to her face. “Is it an act? Are you trying to trick Mommy dearest?” \n\n\nHe gulped. She drank in the anxiousness in his eyes. He wasn’t, but it was fun to poke around in his noggin. Sometimes a Mindfuck was what she needed. Tonight it was just foreplay. \n\n\nWith him across her lap, she trailed a finger down his spine. “Do you remember our safeword?” She asked. \n\n\n“A-Apples,” he said with a nod.\n\n\n“Good boy. We’re going to add some more tonight, just because it’s your first time here. If I’m going too hard in a direction but you don’t want me to stop the fun, just say yellow. If you notice I look concerned about what I’m doing, say green. Are these clear?”\n\n\n“What if I’m gagged?” \n\n\n“Oh, we’ll save that for the future. Understood?”\n\n\nAt his nod, she waited. Not for her sake, she already had a plan. No, Sierra waited to let Oscar think. To let him get trapped in his head about what would come next. She even hummed a little tune to get confused. Just enough for the younger bok to relax.\n\n\nHer palm clapped his right cheek. The echo lacked the weight of a paddle but his sudden cry made up for it. She let the pain sink in before hitting his left cheek and waited before hitting the right again. The pauses grew shorter, the strikes louder, and his struggles stronger. She clamped his head down to let him gnaw at the covers.\n\n\nIt was a fine pink, almost red when she finished. He shivered when she touched it, biting back the sensitive pain spiking across his nerves. “Good boy,” Sierra whispered, petting between his horns, “Good boy, you’re making mommy proud.”\n\n\n“T-Thank you,” he stammered. \n\n\nShe bit her lip. Slipping a finger along the waistband Sierra pulled the thong down until it snapped off his legs. “Now, what do we have here?” She ran a finger along his asscrack, slipping inside to prod his quivering hole. Most young men she toyed with hadn’t explored that avenue yet, usually out of ignorance or fear of their sexuality. That’s where Oscar triumphed over others as his hole was stretched. Not unsurprising, they shared plenty of videos of him playing with it and her reactions. He was quite the perv when someone permitted him. \n\n\n“Did you stretch before coming?” She asked, pushing pressure down his pucker to be clear she didn’t mean his joints. Oscar nodded. “What did you stretch yourself with?”\n\n\n“You know my colle–” She spanked his bum before he could finish. Some people enjoyed brats, but Sierra didn’t tolerate them until she knew them better. “I…I wore a plug today.”\n\n\n“A plug?” She feigned amazement, “That must have been difficult. Was it a small one to feel easier?”\n\n\n“No, no, it was my middle one. The small…” he gulped, “I can’t help but think the small one would fall out.”\n\n\nShe snorted at the thought. “That would be bad. Imagine finding a random buttplug on your way to class.” Sierra circled his asshole as they spoke, easing her fingertip in and out. Every new entry went in just a little deeper. He didn’t resist. “What else? Surely this wasn’t just a plug.”\n\n\n“I, well, I played with myself before coming.”\n\n\n“What? Can’t keep it in your pants?”\n\n\n“I didn’t cum,” he clarified, “I just needed to be horny to work up the nerve. I used the purple one.” She knew that one. She bought him that one. Like all beginners for anal, Oscar overestimated himself and bought a seven-inch dildo. She bought him something smaller, to help him work up to the toy so it didn’t gather dust. It was only five inches and as thin as three pencils bound together, but it got the job done. The videos spoke to that. \n\n\n“Did you stretch yourself for me?” She whispered, leaning down to hear his breath shudder. She knew the answer, but there was a difference between knowing and making him tell her. A difference measured in desire. She felt it rushing close when he nodded but stemmed it enough to ask if he was ready. “I need you on your knees for me. Mommy has to get dressed.”\n\n\nHis erection pointed skyward from the floor. Like everything else, it was adorable. Not even the little barbell piercing on his sack could diminish the image. Sierra took her time adjusting her harness, contemplating which toy to use on him. Technically he was a virgin, so nothing too big. He’d played himself enough that she couldn’t go too small. \n\n\n“Perfect,” Sierra pulled out a black veiny dildo at seven inches in length. Strapping it through her harness’s rings, the gemsbok stroked the toy like it was her flesh and blood. She smiled at its weight, shaking her hips from one side to the other to feel it shake. Oscar watched like a feral cat with a ribbon.\n\n\n“Open your mouth for Mommy,” she demanded, hovering her cock over his lips. She clasped his skull as he did so, pulling him closer to the toy until it braced his tongue. “Now be a good boy and suck it.”\n\n\nHe closed his eyes and went to work. He’d sent her videos of him sucking his toys upon request, never too deep but always eager to show off. Seeing him in person, with her hand to guide him, sent a warm shudder through her body. One hand flicked her nipple then groped her breast. She sucked in the air and sighed with encouraging words. Sure she couldn’t feel it, but she didn’t care to feel it. Just seeing his snout push down the rod between her legs was enough to keep her moist.\n\n\nShe pulled him off without fanfare, letting Oscar cough and sputter a few seconds before telling him to get to bed. “On your back. I don’t want those horns poking me.”\n\n\n“Couldn’t I ride you?” He asked. \n\n\n“Eager, aren’t we?” Sierra pulled a condom over her toy and then slathered it with lube, “Unfortunately I’m not sure you’re ready to ride it. Besides, I want you to have a good time first. In the future? I’ll be happy to see it.”\n\n\n“I can do it,” He sat up. She considered asserting her authority, but that’d risk ending the session. In fairness, he’d done everything she’d wanted. \n\n\n“Alright,” Sierra sighed to herself and took her place on the bed, pushing him over, “But use my lube. Use a little more than what you think is enough.” \n\n\nIt took him a moment to realize he needed to finger himself to spread it around. Sierra pumped her toy as she watched. Once lube practically dripped from his ass he made the slow, if awkward, crawl to her and used the older woman for support to line his hole over her rod. \n\n\n“Take it slow,” she said, “Find the hole, and ease yourself in.” He had several misfires that caused her toy to slip but she held her tongue at teasing him, continuing to assure him he was on the right path. Then it slipped past his ring. \n\n\n“Easy,” she assured him, holding the cock steady in one hand and his hand in the other. “Take it slow, don’t rush.” Oscar sank slowly down her shaft, biting his lips with short breaths in between. Even for how good it must have felt, she knew there was apprehension. This hole had not been meant for pleasure, or so he’d been told. The prostate blew that theory out of the water. He threw his head back upon hitting the base, hand over his mouth to stifle that pitched moan. \n\n\n“Don’t be shy,” she bucked her hips to elicit another cry. “It’s just you and me in here. And I love the way you sound.”\n\n\nAnxieties melted slowly. Oscar started to lift himself up and down the shaft, but his legs didn’t want to cooperate. “Do they feel like jelly?” She mused, pumping his shaft to keep him at edge. Whenever he tried to push into her she stopped. “Ah, ah, ah. You came today to get pegged, not a handjob.”\n\n\nEither desperate or eager, the younger bok found the strength to climb her cock. His pitch rose with every drop back down, huffy breaths filling the air. She watched with ease, hand steady on his shaft like it was her joystick. \n\n\n“I-I can’t,” he muttered, slowing down even as she tried to hump up at him. “I need…I need to cum. Please,”\n\n\n“It’s ok,” she whispered, pulling him close, “We’ll try a different angle. Can’t expect you to do all the work.” \n\n\nShe flipped him to his back and lifted his legs, penetrating deep without giving him a moment. His cry was music. He was her instrument. The wet slaps of her lubed strap mixed with soft swears under his growing falsetto. Sierra slipped a finger into her maw just to hear how muffled he’d sound. \n\n\nShe fucked him hard and deep, fast until he begged her to slow, keeping a tempo with his moans. Sierra let go of his cock for a better hold on his hips, only to leave those unattended to keep him from touching himself.\n\n\n“No you don’t,” she said, almost out of breath but eager to push, “Just focus on your precious button, sweety. Like a good little bitch,” the word rolled naturally off her tongue. Bitch. Her bitch. She smiled, face red. “My bitch,” Sierra teased, “My little slut. My personal whore.”\n\n\nHe loved it. She saw the twinkle in his eye, the small smile creeping past the gasping mouth. It pushed her, slamming into the pert rump like she could feel every nerve across her cock.\n\n\nHer timer went off. Sierra slowed, frowning as she pulled out to turn the phone off. They had five minutes left. \n\n\n“Is something wrong?” Oscar asked. \n\n\n“No, dear,” Sierra climbed up the bed, “I just want to try something different.” \n\n\nPropping his ass up she pointed his cock to his face. Without fanfare, she buried herself back into him before he could question it. Exhaustion burned her hips, but she could still hold his cock and pump it. It pulsed in her hand, slick with lube and saliva. Oscar squirmed under her but the strap held him down like an anchor. It spasmed three quick strands of gooey white seed. One hit the bed, one over his mouth, and one just above his eye. \n\n\nHe rubbed the eye furiously when she pulled out, enough not to notice the tissue she handed him for a solid few seconds. “I wasn’t expecting that,” he said, cleaning his face.\n\n\n“Well, we were short on time. Were you expecting something handsfree.”\n\n\nOscar kept his mouth shut and looked away as if embarrassed to say yes. Sierra chuckled and pecked him on the cheek, “Maybe next time when I don’t need to worry about the time limit.\"", "writing_bbcode_parsed": "Sometimes Sierra wondered if she was getting too old for the club scene. The gemsbok didn’t dislike spending her weekend evenings under flashing strobe lights with beat music hard to parse, but that’s not to say she wouldn’t have minded a quiet night in. Truth be told she wouldn’t have come to Spankies without a good reason.


Everyone had a good reason to come to Spank My’hynes, or Spankies as everyone called it. For starters, it was cheap. A BDSM club run by volunteer community staff and budgeted by membership fees of only eighty dollars a year. Not to mention a five-dollar cocktail by a handsome, if not her type, badger. Then there was the ambiance. Sierra would often close her eyes and listen for the subtle sounds of painful pleasure slipping through the musical cracks. The sound barrier crack of a whip, the gagged moan of a flogged patron, the slick wet slapping sounds of sex mixed with lip-biting grunts. She’d see a sea of bodies mingling into the dancefloor underneath the cages with volunteer dancers touching the skin with one another and know she was where she belonged.


“Sex on the beach? At this time of year?” Bruce teased. The crossdressing stallion’s purple lipstick glittered with the lights, matching the eyeshadow he spent years mastering the art of. Sierra was almost ashamed to admit he knew makeup better than her. But Bruce was a dear friend.


“Can’t a girl miss bikini season on occasion?” She grinned, sipping from her straw as the stallion chuckled and ordered a martini. “You didn’t come over here just to tease me and get a drink, did you?”


“Oh I did,” He nodded, “I’m waiting on a friend to bring a newbie. Says he’s my type. To be honest, I’m a little apprehensive, but you know Olga.”


Well, enough to avoid her if Sierra could help it. “I still don’t get why you let her be your keyholder.”


“Because most men are trash, Sierra. I thought you knew that?” They both laughed with shared experiences. There’d been more than one occasion where a carton of ice cream was shared between them. “What are you waiting for?”


“Who says I’m waiting?”


Bruce raised his brow as Tom, the bartender, slid him his drink. “Because, in that outfit, you’d be prowling looking for a nervous newbie.”


Her outfit was nothing special, for the club at least. Just a corset made of a deep red, almost velvet in the right light, leather with straps that circled to show off her breasts, and stockings leading down to a pair of matching boots that served no purpose for the hooved woman beyond bearing the kiss of the privileged to kneel before her. She’d gotten a few stares from nervous onlookers, and newcomers clad in casual clothes or, heaven forbid, a collared shirt like this sex club was some sort of HOA meeting place. Normally she would be out hunting. But not tonight. Tonight she waited for her willing prey.


“Oh, I’m just waiting for a friend, like you,” she said with a sly smile. “I figured I should do my part to guide the next generation, don’t you think?”


“The next generation?” Bruce asked, arching his brow so high it was almost comical, “What have you been doing this time?”


“This time,” she said with a faux offense, clutching her chest for added effect, “I don’t know what you’re insinuating good sir,”


“There’s a reason why you’re branded as ‘Cradle Robber’ on the Discord server.”


“I prefer the female Dicraprio thank you very much.” Sierra didn’t deny she went for the younger members, particularly the lost and confused subby boys needing a guiding hand. In her defense she couldn’t just stand by and watch them fumble over, she’d seen too many slip away from the community for that. Combined with all the other struggles young men go through these days and she couldn’t help but mother them. At least until they were confident enough to go out on their own.


“So which one is it this time?” Bruce asked, “And please tell me you’ve actually talked to him before.”


“We have, just through the chat function. He has the cutest voice when touching himself.” She giggled at Bruce’s blush. Sierra knew that the stallion struggled between wanting to know more and wanting her to shut up, and knew which one ultimately won out in the end. “But we have discussed stuff up to that. I’m not some horrific groomer. He knows the safewords, he knows the etiquette. He’s quite tame as far as kinks go,”


“For you?” Bruce asked.


“For me,” she nodded. “But I prefer it that way. I don’t want someone coming to me expecting me to break their balls or anything.”


“Like that one guy? What was his name? Derrick?”


She shrugged, “I don’t know, the mods banned him for harassing all the dommes and a few submissive women he hoped to dom him.”


Bruce snorted, “Yeah, that sounds about right.”


The gemsbok glanced back at the entrance every so often. She enjoyed chatting with Bruce, but she didn’t come to the play party to chat up a stallion with a better makeup technique. No, her prize just walked through the door right behind a nervous black lab, looking jittery like wild game keeping an eye out for a predator.


“Cradle robber,” Bruce whispered.


“It’s not robbery,” Sierra said, playfully slapping her friend’s thigh, “If they leave the cradle willingly.”


Oscar was a scimbok, a halfbreed between a gemsbok and an oryx. To casual observers, this would mean nothing as he carried the same horns and facial fur patterns as Sierra. To Oscar, it meant a lifetime of bullying which led to a nervous state wherever he went. She knew he did his best to fight against it, even piercing his body in a show of pride she didn’t quite understand. What the gemsbok did know is that the thick nose ring looked delightfully out of place with the collared shirt and khakis.


“Oscar!” She opened her arms to hug him. He nearly jumped back in shock, eyes darting to her chest and then back to her face like an elastic band of guilt. She smiled and pushed her tits out, “See something you like?”


“Y-Yes. I-I mean,”


She laughed, clasping his shoulder tight before pulling him in for a big hug, “It’s ok dear. I wouldn’t be wearing this if I didn’t expect people to look at my chest.”


The younger bok nodded, anxiously scratching the back of his head and hunching as he tried to force a friendly laugh. She still found that adorable in some way. Maybe it was the mother hen in her, but Sierra wanted to just pinch the boy’s two cheeks and let him know that everything was going to be alright. No one would hurt him.


Well, not unless he wanted it.


“Is it too much?” She asked, nudging to the crowd. It was a miracle she could hear herself over the music playing. Oscar slurred his words too much for her to read his lips, which was an indicator of yes in her experience. “Let’s get you something to drink. I’ll buy.”


Nineteen was still too young to drink so she ordered him a bottle of water. Alcohol wouldn’t have been fair for him anyway. How could he trust her if she got him drunk at his first club party? Tom threw out people for less.


They found a small table in a corner far enough from the music that she could hear her own words without yelling. “What was it you said to me in our earlier messages? You don’t see yourself as a clubgoer? Well, I certainly do now, and I think it’s a fine look.”


He blushed and pulled back his shirt collar. She was sure he didn’t even think that did anything. Now an actual collar might be more stress-relieving but he wasn’t ready for that. Yet. “Well, it helps to have someone waiting for me. I can’t imagine going alone.”


“Oh it’s not so bad,” There was truth to that, but she knew it was her bias talking. She had years of experience and was close friends with the club. Meanwhile, he was an awkward male submissive who didn’t know how to ask for play without sounding, or worrying like he sounded, creepy. She’d seen that kind come and go, too nervous to dive into the fun or unwilling to be part of the community beforehand. Many of her friends would laugh at the idea that it was hard to be a male sub, and given all the creepy low-effort messages women like her received she couldn’t blame them. But one didn’t play with young men and not hear about their plight every so often.


On cue, he asked the question, “So I’m not seen as weird or anything?” He peered around to glance at every station at play, his eyes following couples in bondage or pairs dancing in the cages with their bodies together. “I know that sounds dumb given…”


“Given all the pervs out and about?” Sierra smiled, taking his hand, “Oscar, have you ever sent an unsolicited dick pic?”


His ears shot up. “What? No!”


“Have you ever sent a condescending message to a lady online hoping to get laid?”


“That doesn’t sound like it’d work.”


“It doesn’t. My point is that your being here makes you weird, but you’re not the creepy kind of weird. People come here knowing they’ll be watched. So long as you respect club etiquette and follow rules, you’ll be fine. Besides, you don’t need to worry about impressing a lot of people tonight.”


“I don’t?”


“Of course not,” she leaned in, “You already have my attention.”


He softened after that, as she expected he would. Hook, line, and sinker. Of course, she did care for his well-being, but there was that little rush of joy she felt getting him to ease into her. There was not a single doubt in her mind that with enough molding she could have him happily kiss her hooves in front of everyone.


It was far too soon for that. Better to make him feel safe amongst colleagues than exposed to strangers. “Why don’t I introduce you to everyone?” She said, taking his hand without resistance. She first considered Fiona but the bear was deep in conversation with that adorable black lab Sierra saw come in behind Oscar. So instead Sierra led him around the play party to view the various stations and players, watching his reactions to each one.


This was a regular tactic of hers. New players often came in with ideas of what they wanted to try and what they thought they ought to try. While talking to them is usually the safest bet, it risked scaring away new players who begin second-guessing themselves, and she’d rather not scare away her new plaything so easily. Showing them around to various scenes can give an insight to how intrigued they are at it. For example, Oscar winced when someone brought out a whip for their partner latched to the cross, but his focus lasered in at the firm palm strikes across their ass.


He was taken aback by Bruce, not that Bruce blamed him. The horse tended to surprise people with his deep voice. “Part of my charm,” he told Oscar, along with, “Be careful around her. She likes to chew.”


“D-Don’t you mean bite?” He asked.


“No, she lets you consent first. Just be warned. Some people like to describe her as fluffy.”


Sierra grinned knowingly at what Bruce meant. Oscar, puzzled, looked at both of them, “Fluffy? So she’s soft?” Bruce and Sierra eyed one another, smiled, and said nothing.


Spankies had private playrooms. Legally it didn’t offer them for purchase so a person couldn’t just rent the entire room for the evening, so it was a use-by-use case. Fortunately, the kind of people who went to play parties were usually more comfortable with open play, so they were rarely used and people often respected the spots claimed by the clipboard hanging by the door.


Sierra booked them for two hours. Her toy bag was waiting on the black queen bed. The walls were red to help the black furniture, an X-cross, a bondage horse, and some straps hanging from the ceiling, stand out more.


“Could you be a dear and put on a show for me?” Sierra pointed to the foot of the bed, “Give Mommy a strip show.”


There was no pole in the room and Sierra was thankful for it because she knew Oscar would attempt it. He had the jittery energy of someone who’d never tried stripping in front of another with the intent of arousing, either because he didn’t find himself attractive or some other psychological hang-up. He fumbled with the buttons of his shirt and nearly caught it along his horns as though he’d never put it on hundreds of times.


But it wasn’t about it being good. Too many failed to understand they didn’t need to be pornstar levels of experts in pleasing others. The fact he was attempting her was what got her going. To see him open his vulnerabilities and try.


Though the latex thong was a surprise.


“You wore it?” She said despite seeing it and his bulging cock outlined against the black latex. Sierra covered her mouth when he sheepishly nodded.


“I mean, you got it for me. I figured it was…”


“Oh it’s perfect,” She spoiled her partners on things she liked. She’d sent a thong his way when he talked about latex and spent the next night enjoying herself with his pictures. But seeing it in person was something else. She wanted to touch it, kneel, and lather her tongue all over the outline just to make him squirm. Perhaps later.


She stopped him from slipping the thong off, “Why don’t you turn around and twerk for me? Show me how it rides up that cute bum.”


He faltered for a moment and Sierra worried she had to explain the concept of twerking. She couldn’t have been that old, could she? Then he smiled with a newfound confidence and turned around to a squatting position. Oscar didn’t have the bounciest ass she’d seen but watching those cheeks attempt to clap another made her night.


“It’s hard to believe you’re so nervous,” She motioned him to her lap, “What with those nipple piercings and the courage to wear that,” Sierra hooked his nose ring when he got close enough, guiding him by it to her face. “Is it an act? Are you trying to trick Mommy dearest?”


He gulped. She drank in the anxiousness in his eyes. He wasn’t, but it was fun to poke around in his noggin. Sometimes a Mindfuck was what she needed. Tonight it was just foreplay.


With him across her lap, she trailed a finger down his spine. “Do you remember our safeword?” She asked.


“A-Apples,” he said with a nod.


“Good boy. We’re going to add some more tonight, just because it’s your first time here. If I’m going too hard in a direction but you don’t want me to stop the fun, just say yellow. If you notice I look concerned about what I’m doing, say green. Are these clear?”


“What if I’m gagged?”


“Oh, we’ll save that for the future. Understood?”


At his nod, she waited. Not for her sake, she already had a plan. No, Sierra waited to let Oscar think. To let him get trapped in his head about what would come next. She even hummed a little tune to get confused. Just enough for the younger bok to relax.


Her palm clapped his right cheek. The echo lacked the weight of a paddle but his sudden cry made up for it. She let the pain sink in before hitting his left cheek and waited before hitting the right again. The pauses grew shorter, the strikes louder, and his struggles stronger. She clamped his head down to let him gnaw at the covers.


It was a fine pink, almost red when she finished. He shivered when she touched it, biting back the sensitive pain spiking across his nerves. “Good boy,” Sierra whispered, petting between his horns, “Good boy, you’re making mommy proud.”


“T-Thank you,” he stammered.


She bit her lip. Slipping a finger along the waistband Sierra pulled the thong down until it snapped off his legs. “Now, what do we have here?” She ran a finger along his asscrack, slipping inside to prod his quivering hole. Most young men she toyed with hadn’t explored that avenue yet, usually out of ignorance or fear of their sexuality. That’s where Oscar triumphed over others as his hole was stretched. Not unsurprising, they shared plenty of videos of him playing with it and her reactions. He was quite the perv when someone permitted him.


“Did you stretch before coming?” She asked, pushing pressure down his pucker to be clear she didn’t mean his joints. Oscar nodded. “What did you stretch yourself with?”


“You know my colle–” She spanked his bum before he could finish. Some people enjoyed brats, but Sierra didn’t tolerate them until she knew them better. “I…I wore a plug today.”


“A plug?” She feigned amazement, “That must have been difficult. Was it a small one to feel easier?”


“No, no, it was my middle one. The small…” he gulped, “I can’t help but think the small one would fall out.”


She snorted at the thought. “That would be bad. Imagine finding a random buttplug on your way to class.” Sierra circled his asshole as they spoke, easing her fingertip in and out. Every new entry went in just a little deeper. He didn’t resist. “What else? Surely this wasn’t just a plug.”


“I, well, I played with myself before coming.”


“What? Can’t keep it in your pants?”


“I didn’t cum,” he clarified, “I just needed to be horny to work up the nerve. I used the purple one.” She knew that one. She bought him that one. Like all beginners for anal, Oscar overestimated himself and bought a seven-inch dildo. She bought him something smaller, to help him work up to the toy so it didn’t gather dust. It was only five inches and as thin as three pencils bound together, but it got the job done. The videos spoke to that.


“Did you stretch yourself for me?” She whispered, leaning down to hear his breath shudder. She knew the answer, but there was a difference between knowing and making him tell her. A difference measured in desire. She felt it rushing close when he nodded but stemmed it enough to ask if he was ready. “I need you on your knees for me. Mommy has to get dressed.”


His erection pointed skyward from the floor. Like everything else, it was adorable. Not even the little barbell piercing on his sack could diminish the image. Sierra took her time adjusting her harness, contemplating which toy to use on him. Technically he was a virgin, so nothing too big. He’d played himself enough that she couldn’t go too small.


“Perfect,” Sierra pulled out a black veiny dildo at seven inches in length. Strapping it through her harness’s rings, the gemsbok stroked the toy like it was her flesh and blood. She smiled at its weight, shaking her hips from one side to the other to feel it shake. Oscar watched like a feral cat with a ribbon.


“Open your mouth for Mommy,” she demanded, hovering her cock over his lips. She clasped his skull as he did so, pulling him closer to the toy until it braced his tongue. “Now be a good boy and suck it.”


He closed his eyes and went to work. He’d sent her videos of him sucking his toys upon request, never too deep but always eager to show off. Seeing him in person, with her hand to guide him, sent a warm shudder through her body. One hand flicked her nipple then groped her breast. She sucked in the air and sighed with encouraging words. Sure she couldn’t feel it, but she didn’t care to feel it. Just seeing his snout push down the rod between her legs was enough to keep her moist.


She pulled him off without fanfare, letting Oscar cough and sputter a few seconds before telling him to get to bed. “On your back. I don’t want those horns poking me.”


“Couldn’t I ride you?” He asked.


“Eager, aren’t we?” Sierra pulled a condom over her toy and then slathered it with lube, “Unfortunately I’m not sure you’re ready to ride it. Besides, I want you to have a good time first. In the future? I’ll be happy to see it.”


“I can do it,” He sat up. She considered asserting her authority, but that’d risk ending the session. In fairness, he’d done everything she’d wanted.


“Alright,” Sierra sighed to herself and took her place on the bed, pushing him over, “But use my lube. Use a little more than what you think is enough.”


It took him a moment to realize he needed to finger himself to spread it around. Sierra pumped her toy as she watched. Once lube practically dripped from his ass he made the slow, if awkward, crawl to her and used the older woman for support to line his hole over her rod.


“Take it slow,” she said, “Find the hole, and ease yourself in.” He had several misfires that caused her toy to slip but she held her tongue at teasing him, continuing to assure him he was on the right path. Then it slipped past his ring.


“Easy,” she assured him, holding the cock steady in one hand and his hand in the other. “Take it slow, don’t rush.” Oscar sank slowly down her shaft, biting his lips with short breaths in between. Even for how good it must have felt, she knew there was apprehension. This hole had not been meant for pleasure, or so he’d been told. The prostate blew that theory out of the water. He threw his head back upon hitting the base, hand over his mouth to stifle that pitched moan.


“Don’t be shy,” she bucked her hips to elicit another cry. “It’s just you and me in here. And I love the way you sound.”


Anxieties melted slowly. Oscar started to lift himself up and down the shaft, but his legs didn’t want to cooperate. “Do they feel like jelly?” She mused, pumping his shaft to keep him at edge. Whenever he tried to push into her she stopped. “Ah, ah, ah. You came today to get pegged, not a handjob.”


Either desperate or eager, the younger bok found the strength to climb her cock. His pitch rose with every drop back down, huffy breaths filling the air. She watched with ease, hand steady on his shaft like it was her joystick.


“I-I can’t,” he muttered, slowing down even as she tried to hump up at him. “I need…I need to cum. Please,”


“It’s ok,” she whispered, pulling him close, “We’ll try a different angle. Can’t expect you to do all the work.”


She flipped him to his back and lifted his legs, penetrating deep without giving him a moment. His cry was music. He was her instrument. The wet slaps of her lubed strap mixed with soft swears under his growing falsetto. Sierra slipped a finger into her maw just to hear how muffled he’d sound.


She fucked him hard and deep, fast until he begged her to slow, keeping a tempo with his moans. Sierra let go of his cock for a better hold on his hips, only to leave those unattended to keep him from touching himself.


“No you don’t,” she said, almost out of breath but eager to push, “Just focus on your precious button, sweety. Like a good little bitch,” the word rolled naturally off her tongue. Bitch. Her bitch. She smiled, face red. “My bitch,” Sierra teased, “My little slut. My personal whore.”


He loved it. She saw the twinkle in his eye, the small smile creeping past the gasping mouth. It pushed her, slamming into the pert rump like she could feel every nerve across her cock.


Her timer went off. Sierra slowed, frowning as she pulled out to turn the phone off. They had five minutes left.


“Is something wrong?” Oscar asked.


“No, dear,” Sierra climbed up the bed, “I just want to try something different.”


Propping his ass up she pointed his cock to his face. Without fanfare, she buried herself back into him before he could question it. Exhaustion burned her hips, but she could still hold his cock and pump it. It pulsed in her hand, slick with lube and saliva. Oscar squirmed under her but the strap held him down like an anchor. It spasmed three quick strands of gooey white seed. One hit the bed, one over his mouth, and one just above his eye.


He rubbed the eye furiously when she pulled out, enough not to notice the tissue she handed him for a solid few seconds. “I wasn’t expecting that,” he said, cleaning his face.


“Well, we were short on time. Were you expecting something handsfree.”


Oscar kept his mouth shut and looked away as if embarrassed to say yes. Sierra chuckled and pecked him on the cheek, “Maybe next time when I don’t need to worry about the time limit."", "pools_count": 1, "title": "Let Mommy Help (Commission)", "deleted": "f", "public": "t", "mimetype": "text/plain", "pagecount": "1", "rating_id": "2", "rating_name": "Adult", "ratings": [ { "content_tag_id": "4", "name": "Sexual Themes", "description": "Erotic imagery, sexual activity or arousal", "rating_id": "2" } ], "submission_type_id": "12", "type_name": "Writing - Document", "guest_block": "t", "friends_only": "f", "comments_count": "0", "views": "324" }