The arena polo match was deep into the fourth chukka, and they were losing by a goal, but Helen had a clear shot. She swung her mallet.
"Damn!" she shouted when the ball sliced off to bang loudly on the wooden boards surrounding the polo arena. It was only a friendly, but Helen was still annoyed. She glanced up at the stands. Sure enough, Angel shook his grey head. She'd be in trouble later. She felt her panties dampen in anticipation.
Coralito turned and galloped towards the ball. Bruno, her professional, had retained possession, and her childhood friend Miranda rode their opponent's pro off the ball. Helen urged Coralito on, getting between another opponent and the line of the ball.
Bruno took a shot and scored.
"Yes!" Miranda yelled triumphantly.
Helen was relieved. At least they were level now, but she still regretted her stupid bet: Angel would punish them both if they lost. Angel had punished her before, and Helen had loved it. But she wasn't sure Miranda would enjoy the sexual punishment he was likely to inflict. The girl had had a sheltered upbringing, and Helen suspected she was still a virgin.
After the goal, they swapped ends, and their opponents were in possession. The bell sounded—thirty seconds to go. Helen focused on the match.
Miranda galloped across the field, angling towards the ball in a last-ditch effort to regain possession. Helen saw her try to turn, but she was too late, and Gatsby crossed the line of the ball directly ahead of the girl in possession. The referee blew her whistle.
Helen's heart sank. It was the first penalty they conceded. The ball flew between the posts from the free shot, and their opponents were in the lead again. Moments later, the bell sounded. The match was over, and they had lost.
After handshakes and the obligatory congratulations, their team professional, Bruno, gathered the two girls together and chatted merrily about tactics and how they could improve. Helen was distracted by the thought of the grey-haired but fit old man, Angel. He had punished her several times before, and she loved submitting to his every whim.
A loud cough interrupted her. "Helen, I can see you're not going to be happy until you've seen to Coralito," he said. "You two girls scoot and see to your ponies. I'll finish up here and talk to you both tomorrow."
Helen smiled, thankful Bruno had taken her distraction for concern. She turned to her auburn-haired, buxom friend.
"Come on, Miranda," she said. "Let's put these beasts to bed."
It had taken Helen ages to discover Angel's name. All the staff were close-lipped about him and wouldn't discuss him, but eventually, she overheard one of the stable managers call him Angel.
The girls led their two ponies back to the stable block, praising them for their efforts despite losing. As they led the ponies down the long aisle with stalls on either side, Helen spotted Angel and another younger, good-looking man, Felipe, lounging by two empty stalls. She didn't know what Angel did, but Felipe was Miranda's main groom.
They passed the reins of the two ponies to the men and briefly checked over their other ponies that had already been fed and watered after the match. Both girls were lucky, with a pony per chukka, even though they were both beginners.
When they got back, the two men were waiting for them.
"Let's rub these ponies down and get them fed and watered," Angel said.
Helen followed him into Coralito's stall, and they silently took care of the pony's welfare. A few minutes later, Helen was satisfied. She looked up at Angel, nervous he'd be displeased at her treatment of the fabulous animal. The first time he had punished her was because of her treatment of her ponies.
Angel smiled. "You've certainly learned that lesson," he said. "But let's find Miranda and deal with today's mistakes."
Felipe and Miranda were chatting idly by a couple of empty stalls, waiting for them.
Angel grinned at Felipe and looked back and forth between the two girls. "Time to settle up that bet," he said.
Miranda turned to Helen. "What bet?" she asked.
"I bet him that we'd win," Helen replied. "If we won, the drinks are on him."
"And if we lost? Miranda asked.
Helen blushed. "He can punish us both in any way he likes."
Miranda looked confused. "Why are you blush-"
Angel's voice cut her short. "Never mind the bet; you both deserve it," he said. He looked at Helen. "You for your appalling mallet skills, particularly that spectacular miss." He paused and turned to Miranda. "And you lost the match with that stupid penalty."
Miranda looked contrite. "Yeah, sorry about that; I lost my head."
"That's not good enough," Angel said. "We're going to teach you not to do that again."
Helen tried to spare Miranda.
"Don't be too harsh with Miranda," she said. "I doubt she's been punished for anything before, let alone the way you intend."
Angel laughed. "Oh, so she's unbroken, is she?" he said. "We'll soon fix that."
He turned to Miranda. "Just do whatever Helen does, and you'll be fine."
"On your hands and knees, girl," Angel ordered Helen.
Helen dutifully got onto all fours in the clean straw of the empty stall. She was already aroused. Her nipples strained against her bright pink team shirt, and her white jodhpurs were damp in the crotch.
"Please, sir, I deserve to be punished," she whispered. She was nervous, unsure what torment Angel would inflict, but aroused nonetheless.
Strong hands reached around her and unbuttoned the waistband of her riding breeches. Then, the white jodhpurs were yanked down. Her bum felt cold in the February air, and she shivered. Her knickers quickly followed. There was a delicious sting when Angel slapped her arse cheeks in turn. Not once, but repeatedly. Each slap sent a tingle coursing through her body, heightening her arousal.
"Your turn," Helen heard Angel say to Miranda. "Grovel next to your useless friend."
"We don't have all day. Now!" Angel ordered.
Helen took a chance and glanced over her shoulder at her friend. Miranda looked defiant, but a slight grin played around her mouth. She's enjoying this. Angel flexed the riding crop. Miranda giggled. "Yes, sir, whatever you say."
The girl dropped to her knees and shuffled over so her hips pressed against Helen, then she was on all fours. She turned to Helen, grinning broadly. Her eyes were wide, and her face was flushed.
"I didn't expect this much excitement," she whispered.
Angel's hand slid between the two girls to unbutton Miranda's jodhpurs, and soon her pert arse was also exposed to the chill winter air.
"Felipe, punish Helen severely. I'm going to deal with this other one."
A sharp sting coursed through Helen as Felipe slapped her arse. She felt his strong hands run over her soft bum cheeks, which tingled from the slap. A finger invaded her moist pussy, hooking around inside her. A series of sharp slaps followed before her pussy was invaded again. This time two fingers probed into her tight cunt, and another pushed into her arse.
Helen savoured the feeling as Felipe's fingers played inside her, stimulating her in all the right places.
Helen heard a slap and felt Miranda flinch. Helen glanced at the girl; Miranda's mouth was open, and she licked her lips. She faced Helen with wide eyes.
"He's fingering my bum," the girl said. She paused for a moment. "I shouldn't let him do that, but I quite like it; it's so naughty."
Helen giggled. She would never have guessed her prim, posh friend would like this.
Angel and Felipe alternately slapped and fondled the two girls' bums, their fingers invading both pussy and arse, until Helen's cheeks felt hot and tingled constantly.
"Now strip," Angel ordered.
Helen stood. Her knickers and jodhpurs were already around her knees, exposing her shaved cunt. She immediately removed her bright pink polo shirt, tossing it aside, but Miranda looked defiant and shook her head. Her arse is as pink as her polo shirt, Helen thought.
"No, I won't, you horrible old man," Miranda said.
"Obey me, girl," Angel ordered. The crop slapped against Miranda's naked bottom, leaving a scarlet welt on her already pink bum cheek.
Miranda squealed and looked shocked. Helen was similarly shocked when Miranda nodded her head briefly and then grinned. "Yes, sir!"
Helen undid her bra as she watched Miranda, who turned to face her. Like Helen, Miranda's jodhpurs and knickers were around her knees, exposing her hairy pussy; completely wild and untrimmed. Helen was surprised and envious; she had always assumed Miranda dyed her lustrous auburn hair, but her pussy hair was the same deep colour.
Miranda lifted her pink polo shirt over her head. She wasn't wearing a bra, so her perfect boobs sprang free. Slightly smaller than mine, Helen thought. She was very proud of her own impressive chest. Helen smiled; Miranda's large nipples protruded, demonstrating her arousal.
The two men had wandered away slightly and whispered together in a stall across the aisle. Helen took a chance.
"Are you okay with this, Miranda?" she asked.
Miranda looked nervous, but her face was flushed, and her nipples looked like bullets. "They're going to fuck us, aren't they?" Miranda asked.
Helen smiled. "Oh, I hope so. Angel has a huge dick."
Miranda blushed prettily. "I'm scared," she said. "I've only made love once..." she paused. "They'll be gentle, won't they?"
Helen couldn't help herself. She guffawed loudly. "I doubt that. They're going to fuck you within an inch of your life."
Miranda's eyes widened. "Ooh! How exciting!"
Helen was relieved. She had worried Miranda would be too scared or affronted to participate.
"Miranda, Angel has... punished me before. You can trust him; he's a great teacher," she said. "He might be harsh, but if he really goes too far, just tell him to stop. Stop, not just no. Stop."
Miranda nodded, looking even more nervous. The slim, dark-eyed girl looked fabulous, with her knickers and jodhpurs below her knees, held up by her boots.
"Sit down," Helen said, "so I can pull off your boots."
Miranda's enormous, perfect boobs bounced when she sat on a stack of hay bales and lifted a foot. Helen struggled for a moment before the boot came free. The other boot put up less resistance.
Helen sat so Miranda could return the favour. Once out of their boots, both girls were quickly naked and shivering in the freezing stable.
"Come on," Helen said.
She took Miranda's hand and led her across the aisle to the stall where the two men waited.
The two girls stood side-by-side as the two men walked around them. Felipe groped Helen, fingering her pussy, then tweaking her erect nipples. Miranda flinched when Angel reached out and felt first one of her huge boobs, then the other.
The grey-haired old man nodded. "Two fine fillies we have here, Felipe," he said. "But they need to be schooled."
Angel turned to Miranda. "You sawed unmercifully at Gatsby's bit. You must be gentle. I've already taught Helen that lesson, but you must also learn it."
Turning to Helen, he gestured at his crotch, where his enormous erection tented his trousers. "Helen! Show her how sensitive a mouth can be," he ordered.
Helen sank to her knees in front of him. She undid his belt and trousers. When she pulled them and his undies down, his mammoth, uncircumcised erection sprang free.
Helen loved sucking dick. It gave her an incredible feeling of power, knowing she controlled when the man would come. She wrapped her hand around his fat shaft and pulled back his foreskin.
She flicked her tongue across the tip of his glans, teasing him. Before she took him between her lips, she glanced at Miranda. The girl stared at her, her eyes wide and mouth gaping, looking aghast.
Helen focused on the giant tool swaying gently before her and slowly pushed her head forward, closing her moist lips around the rigid pole. She pulled back slightly, then moved forward again. This time, Helen felt the hot erection glide down her throat, and she didn't stop until her nose was pressed against Angel's groin.
His strong hands pressed against her head, holding her in place.
Angel's voice rang out. "Miranda, that's how it's done. Practise on Felipe."
"I won't put a dick in my mouth," Miranda said.
She sounded defiant. Helen heard the crack of a riding crop.
"You will do as he says," Felipe said. "On your knees like a good little girl."
Helen wanted to check on her friend, but Angel was relentless. His hands prevented her from turning her head to look at Miranda.
"No. Miranda must live with the consequences of her actions. Let her fend for herself."
Helen heard another crack of Felipe's riding crop and a sharp squeal from Miranda.
"Yes, sir," Miranda whispered. After a moment, she continued. "I've never had a dick in my mouth."
Unable to do anything else, Helen sucked Angel's spectacular cock, pulling back until his dick almost left her mouth before plunging forward so his dick was deep down her throat once more.
"Yes, like that," she heard Felipe say. "Now, see how much you can take."
A little later, Felipe emitted a long sigh. "Good girl. Keep that up."
Helen wrapped her hand around Angel's stiff, fat shaft again, wanking it as her mouth paid attention to his glans. She lovingly ran her tongue around the enormous weapon, trying every trick to make him climax. Miranda made loud slurping noises nearby.
Angel put a hand against her forehead and pushed her away. "Stop, or I'll come," he said. "I'm saving myself for a different target."
She stood up and turned, intending to check on Miranda, hoping she was okay. Angel pressed against her back, and he wrapped his arms around her. She could feel his mammoth, wet erection pressed against her; then his hand toyed with her pussy.
Helen ignored his intimate attentions. Felipe had both hands behind Miranda's head and was fucking her face, driving his long dick deep down Miranda's throat.
Helen shook her head in astonishment. The girl was clutching Felipe's bum, pulling him close with each thrust, and her eyes were wide open and fixed on Felipe's face.
Felipe's buttocks twitched, and he held Miranda in place. His hips jerked forward, and he groaned as he shot his load. An impressive amount of cum dribbled out around his cock to run down Miranda's chin.
A few thrusts of his hips later, he was spent. He pulled back, and his still-rampant dick left Miranda's mouth. Her face was screwed up with disgust. When she started to spit, Felipe stopped her.
His hand pushed up under her chin. "No. You have to swallow."
Miranda shook her head. Felipe's crop cracked loudly against her arse. Miranda's eyes widened.
"Swallow."
Miranda's throat convulsed as she obeyed. She grinned and opened her mouth. Cum still coated her lips and tongue, dripping slowly off her chin and onto her lovely cleavage.
"Good girl," Felipe said. "Once you're broken in, you'll make a great addition to the stable."
Angel roughly pushed Helen away from him. She stumbled and sprawled awkwardly on the straw next to where Miranda knelt.
Angel laughed. "Get up, both of you and face me," he ordered.
Miranda stood and reached down, helping Helen to her feet. The two naked girls turned towards Angel. Helen looked the muscular old man up and down, trying to anticipate what might come next.
"Now that we've punished you, we're going to demonstrate how to ride ponies properly," Angel said. He turned to Miranda's young and muscular groom. "Saddle them up, Felipe."
The other man grinned. "Yes, boss," he said.
Felipe reached down behind a stack of bales. He brandished two butt plugs, each with a long horse-hair tail. The plugs were tapered with larger and larger bulges nearer the tail.
"You know what these are, don't you?"
Helen could hardly wait. "Of course," she said.
Beside her, Miranda blushed and shook her head. "Not really," she said. "I think I know where it goes, but I won't do anything like that."
Felipe grinned. "Yes, you will," he said. He turned towards Helen. "On your knees like a good little pony. Let's show your disobedient friend what she must do."
Helen dutifully dropped to the ground, making sure her arse was high in the air facing Felipe. She tensed in anticipation. She felt a flood of cold oil ooze along her bum crack. A rough finger invaded her back passage, moving around inside her. Then she felt the first small bulge invade her arse. The pressure increased as each delicious bulge stretched her sphincter wider. She felt tremendous, almost unbearable pressure as Felipe thrust the last huge bulge into her arse. It slipped quickly past her painfully stretched sphincter, and she felt pleasantly full.
Felipe slapped her arse. "Good little pony," he said. "Now, let's see to this other filly."
Helen stood up and moved behind Angel, pressing her naked boobs against him and reaching around to wank him as she watched her friend.
Miranda was shaking her head and looked determined. "I won't do that," she said firmly.
Felipe lashed out with his crop, which cracked against Miranda's dainty arse.
"Ouch," the girl said. "I wish you wouldn't keep doing that."
Again, the crop cracked against Miranda's arse. "Please, girl, will you just obey me?" Felipe said.
Miranda giggled. She dropped onto all fours and positioned herself so Helen could see her unsullied bottom and the scarlet welts from the crop that covered them.
"All you had to do was ask nicely," Miranda said.
Miranda squirmed and wiggled her bum when Felipe caressed her bum cheeks.
"Stay still, girl," Felipe told Miranda.
Miranda yelped when Felipe squeezed lube onto her arse crack. "That's freezing!"
Felipe laughed. "Don't worry, we'll warm your arse up soon enough."
Helen watched her friend screw her eyes tight shut as Felipe's finger probed Miranda's tight sphincter. She emitted faint squeaks as the finger pushed deeper into her back passage.
After a few moments, Miranda opened her eyes. "That feels... okay," she said.
Felipe pushed the tip of the ridged butt plug against Miranda's unsullied starfish.
"Stop!" Miranda said suddenly.
Felipe obeyed immediately, pulling the tip of the plug away.
A moment later, Miranda looked back over her shoulder and giggled. "I meant no... just go slowly, please." After a moment, she continued. "I've never had anything in my bottom before."
Felipe shook his head slowly. "I'll try to break you in gently," he said with a wry grin.
Helen watched him push the plug into Miranda's virgin bum hole again. This time, the first bulge pushed past her perfect sphincter.
Miranda moaned. "Oh, that burns," she mumbled.
Felipe didn't pause. Miranda moaned again when he pushed the next, fatter bulge into her arse. Finally, only the last fat bulge remained. Miranda squealed loudly when Felipe rammed it into her tight back passage. Miranda moaned loudly when Felipe moved it in and out, repeatedly stretching her sphincter wide.
"Oh, that feels... okay," Miranda said after a few repeats.
Felipe laughed. He rammed the tail fully into Miranda's back passage and slapped her bottom. "You're going to do fine," he said.
Felipe turned back towards Angel.
"Our ponies are all saddled up, boss," he said. "This new one might be trouble. She's totally unbroken, so you'd better ride her first."
Angel smiled. "Great. Let's take them for a quick canter before we properly put them through their paces."
Helen thought Miranda looked fabulous. Her dark auburn hair cascaded down her back, almost reaching where the horse-hair tail protruded from her pert bum. Her entire body was flushed, and her nipples stood out from her massive, firm breasts. Cum was slowly drying on her chin and chest.
"Stop rearing, you silly animal," Angel said. "Get onto your hands and knees like a proper pony."
Miranda giggled and then whinnied. She dropped onto all fours and wiggled her arse provocatively.
"Like this?" she asked.
"Perfect," Angel said.
He turned to Helen. "Get beside her so we can ride you too, you silly girl."