An Equestrian Affair Ch. 04

Helena mounted Bilbo and trotted out into the warm-up area. It was a Saturday in mid-August and the eventing season was in full flow. The field was packed with horsey women and girls, Range Rovers and horse boxes. It couldn't be doubted that the British middle class was alive and well here today.

She was feeling positive - the dressage had gone well and somehow she'd managed a clear round of the show jumping. If she held it together on the cross country then she had a chance of placing. Only 25 jumps and a 3000m course stood in her way...simple.

Her name was called over the echoing PA system. It was time. She headed to the start line, nerves building as she got closer and even Bilbo was skittish and bouncing all over the place in anticipation. The Starter waved her over and began to count down from five. As he dropped his arm she kicked Bilbo into action and they cantered across the line.

She felt strong today, evidence that all the time in the gym was paying off. It had been four months now since she had been unceremoniously fired and driven into an entirely new life. She was amazed it had only been that long. Selling her body was only meant to be a temporary stop gap to earn enough to pay the rent, but one week had turned into two, then a month, then three. By the fourth month, Helena had settled into a new routine and way of life and she was amazed to say - she loved it.

Each day, Helena was able to get up at a sensible time or whenever she fancied really. She then headed to the gym after the rush hour traffic had died away and spent an hour or so there with her personal trainer (who was currently under strict instructions to 'build me a booty'). After the gym, she'd head to the yard and spend another couple of hours training with Bilbo in the school or out hacking. The afternoon was normally free to spend how she wanted and then only in the evening did she start 'work'. Work was two clients a day on average - not a huge number but enough to sustain her lifestyle as it was. What she did in the future, she had no idea.

As she cantered across the course, Helena wondered if the gym work was showing yet. After all, tight jodhpurs were good for showing off an ass. "If all that work doesn't pay off, there's always a Brazilian Butt Lift," she thought. The boobs were now well healed and hardly even noticeable.

She was now nearing the halfway mark. Her thighs were starting to tire but Bilbo was holding up well. She snuck a glance at her timer. She needed the pace just right - too slow or too fast and the penalties would rack up. She was bang on the pace. Next up was one of the trickiest parts of the course - the water section. Not only did she need to get Bilbo to ride through a large pond, she also needed to persuade him to jump two fences inside the pond.

She jumped the first rolltop fence to enter the water and pushed Bilbo on through, water reaching up to splash her legs in the stirrups. The exit fence loomed large in front of her but to her relief, Bilbo had no trouble in clearing it and she was past the worst of the course. As she charged on to the next part of the course, she saw Sarah had been standing by the water cheering her on. Sarah had never had any involvement in horses before meeting Helena but now had fully embraced the hobby as a spectator, dressed head to toe in the quintessential 'Rural Vogue' look of tall suede boots, short tweed skirt, chunky jumper and hat. Fairfax and Favor were doing good business with her. She was jumping up and down cheering Helena on and Helena pumped her fist in salute as she passed.

Minutes later, Helena crossed the finish line with a final burst of speed. It felt like a good round. She checked her timer as she slowed Bilbo to a walk and sighed with relief - it was perfect. She was right on the target pace. She had a chance of actually winning here. She warmed down Bilbo and headed back to where she had parked to get Bilbo ready to go home. Sarah was already there, waiting and beaming with delight.

"Well done, Helena!" she shouted across the field, as Helena walked the last few metres in. "You smashed it today."

"It went well," said Helena, as she dismounted and tied Bilbo to the horsebox. "I think I might get a place today if I'm lucky."

Sarah strode over to Helena and threw her arms around her. "You did great today. I'm so proud of you."

Sarah pulled Helena in closely and gave her a passionate kiss. SArah moved her arms down Helena's back and clasped her ass cheeks. "And don't think I didn't notice these today." she said, giving them a squeeze. "You've really toned up in the last months. I wasn't the only one checking you out - half the men were ogling you...and the girls."

She laughed and felt herself blushing. They'd been together for four months now but Sarah could still make Helena giggle like a schoolgirl. "Shush you," she replied. "Come on, let's get packed up and head back. It could be hours until the results are announced and there's no point hanging around."

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The drive home was a few hours and they occupied the time catching up on the last week. Whilst a couple, they largely spent the week apart. Helena's clients coming at all hours of the evening made it impossible to sleep in the same house but at least the weekends were their time together. Sarah still worked as a teacher pretending to be 'normal' but had her secondary job as Helena's 'madam', managing her AdultWork page and organising her clients for the week. It was a strange relationship, but it worked.

Sarah sat in the passenger seat, occasionally refreshing the results page for the event to see how Helena had done. The queue of cars behind steadily built as they drove along the country roads home at good speed for the horse in the back.

"Oh, results are up," said Sarah suddenly.

"And?..."

"No way! You won! Congratulations."

Helena was overjoyed. She had placed well in events before but she had never won one before. She had beaten dozens of people in her category including some semi-professional riders. She had made such an improvement recently now that she had time to train properly. I gave her an idea.

By the time they pulled up into the concrete paved yard, it was dark. Helena had run the idea through her mind dozens of times. It could work. She decided to run it past Sarah whilst they settled Bilbo back into his stable for the night.

"Sarah, I...I think I know what I want to do," said Helena, as she turned the hay in the stable.

Sarah leant on the lower half of the stable door and peered in. "To do?" Sarah asked, looking puzzled. "What do you mean?"

"As in, in the future. I need a goal. The last four months have been a whirlwind but it was only a temporary fix, remember. I can't just fuck men forever without a goal and today gave me an idea."

"Go on. I'm intrigued."

"Well, I love riding. It's what makes me happy and after today, I've shown I can actually do quite well if I train properly. I've decided I want to make a career out of it."

Sarah looked sceptical. "I know today went really well but it's a long way off the international level. There's no way you can make enough money from competitions to sustain you and the horses you'd need."

Helena laughed. "Of course not, don't be silly. I make my money from my body. It's simple really - by day I'll be a professional event rider, and by night I earn the money to ride by riding other things. I think I need three decent horses to start with. That's about £15,000 each. Then I'll need to keep them so that's stabling costs, feed, I can do the vet stuff myself. That's about £5,000 a year, each. Then I'll need a lorry for them. That's about £30,000. Then I'll need..."

"Helena, stop. That's already a fortune. You don't earn anything like the amount you need to do that."

"I know. That's what we need to change. I want to make this work and I don't need to buy everything at the same time. Ideally an extra horse and the lorry ready for next season for the moment."

"So that's, what...about £50,000 by January?"

"Yep. Oh and I want to buy a yard..."

"Stop! One thing at a time. I'm thinking." Sarah stared off into the distance whilst Helena brushed down Bilbo. "So you earn about £6,000 a month right now or £70,000 a year...ish. To get enough by January you need to more than double that, I reckon about £15,000 a month once you add in your expenses.

Helena looked crestfallen. It was a huge amount to earn in that space of time.

"Oh and if you want to buy a yard, we're going to need to get an accountant. You'll need to start paying tax," Sarah added.

"TAX? Oh I forgot about that." Helena said, looking defeated.

Helena patted Bilbo goodnight and swung open the door to head for the car and home.

"Helena, wait." Sarah grabbed Helan by the arm as she walked past. "I think this can work. We can worry about tax and boring things like that later. The thing you need now for your plan is £50,000 and that's not impossible. I've got some ideas."

"Like what? You've said it already. It's too much. I'm not going to become a conveyor belt and shag like six guys a day."

"You won't have to. We just need to make each hour you work worth more."

"And how can we do that? People aren't going to pay three times as much to see their local whore."

"Exactly. So we build a brand. You can become a person people travel to see. That pornstar you love at the moment with the huge boobs, what was her name again?"

"Oh, Joslyn James."

"And people pay like £1000 an hour to see her. Then there's the income from Onlyfans and porn. She must earn a fortune. Easily enough to fund the riding career you want."

"But she has hundreds of thousands of fans! And I can't do porn, what if my parents found out?"

"Even she must have started somewhere. I don't think your parents give a fuck about you, Helena. Have they even seen you since the boobjob? No. Have they called you? No. Are they going to fund your lifestyle? No. It's time to stop worrying about what they think and embrace what you want to do."

Under the lights of the stable Sarah could make out tears glistening on Helena's face. Sarah felt guilty for having been so honest. It was harsh but true. They really didn't care about her, yet Helena still cared so much about them and their opinion of her. Sarah knew she had to make her see this now, or Helena never would.

"Helena, do you trust me?"

"Of course," said Helena, her voice breaking with emotion.

"Then trust me when I say I know what you want. I know you want to be the best event rider. I also know you want the bimbo body of your dreams like Joslyn. They are both possible, but you aren't going to be the former without also having the latter. You just won't earn enough."

Helena nodded.

"So it's time to make a decision. Either we go all in and do whatever it takes to earn that money, or you start looking at veterinary jobs again and return to your old life."

Helena knew Sarah was right but she was torn. The route to her dream was wrapped up in shame and judgement, but it was a route. She couldn't bear the idea of going back to her old job though. A look of grim determination came over Helena's face.

"Fuck it, Sarah. You only live once. Let's do it."

"Final answer?"

"Yes."

"Do you promise to do whatever it takes?"

"Yes."

"Even if that means more surgery? Changing your appearance? Changing how you act? Doing things you'd be ashamed of?"

"Yes."

"Then that's it. We start next week. I think first off we need to get your clients paying more. And I have a few ideas for how..."

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"Three, two, one...."

"Oww!" Helena shouted, as she felt a stabbing pain shoot through her nipple. She looked down in time to see the piercer pushing the rest of the needle through her nipple. With a quick movement, he added the shaft of the piercing and screwed on the end cap.

"There. See, that was easy," said Sarah, peering over the shoulder of the man who had just stabbed her girlfriend. "They look better already."

It was a week since they had made the pact. Sarah had been busy booking mystery appointments left, right and centre and today was the first to be revealed. They'd also spent the Sunday before clearing out most of Helena's old clothes and shoes before a lengthy shopping trip where Helena had acquired a car boot full of new ones more suitable for the lifestyle she had chosen.

She was lying flat on her back in the piercing studio. She had taken off her t-shirt and bra, leaving only her jeans and dark suede ankle boots. Her perky boobs stood proud from her chest, well healed now, and one newly capped with a shining barbell.

"You get yours done if you think it's so easy. That bloody hurt!" said Helena, grimacing as the piercer picked up the next item from his trolley of torture tools. He sprayed the second nipple with a numbing spray, checked he was still happy with the position of the markings he'd added, and then clamped Helena's nipple in his forceps.

"Ok same again, Helena. I'll count down from three, two, one..."

A second stabbing pain hit as he drove the needle through her nipple. This time she held in the scream. At least it was all over now. The second barbell was quickly added and the piercer sat back, pleased with his results. Helena sat up from the table, conscious of the throbbing pain, and looked down. There were now two gleaming barbells decorating her breasts.

"They look great, Helena," said Sarah.

"Are you sure? Going to take some getting used to if this pain stays."

"Oh that'll fade pretty quickly," said the piercer. "They'll hurt for a few days but then you should be fine. Then remember to keep them clean every day and avoid any nipple play if you can for a month or so to give them time to heal."

Helena grabbed a mirror from the trolley and examined her new metalwork. They did look good. She was looking forward to wearing one of her new tight white crop tops and showing them off next time she was out.

"The next two are much easier anyway", said the piercer.

Helena frowned. "What 'next two'? Aren't we done?" She looked at Sarah accusingly.

Sarah held up her hands in a gesture of peace. "So I figured since we were here, we may as well get all the piercings done at once to save a second visit."

"Right. And they are?" said Helena, cautiously.

The piercer pointed at more items on his trolley. "I've got you booked in for a navel piercing," he said, pointing at a small chain, "and a vertical clitoral hood." He pointed at a small, curved jewel. "These are the ones you ordered anyway."

Helena had seen clitoral hood piercings in porn but hadn't quite prepared herself for the idea of getting one.

"What if I lose sensitivity? What about my riding?"

"Don't worry," said Sarah. "It's only through the hood. You'll probably gain sensitivity if anything! And remember why we're doing this. Do you want to earn the money or not?"

The piercer looked on sheepishly, his mind processing how the piercing could be related to earning money. He was about to ask before a light went on somewhere in his brain and he decided he didn't need to ask after all.

"I know, I just wish you'd given me a chance to make a choice," Helena replied. "The navel piercing is fine, but I can't have my pussy taken out of action for weeks. How else are we going to make any money?"

The piercer picked his moment to interject. "It's actually a quick healing piercing. You'll find it mostly healed in only a week or two and if you don't like it then it is easily removed. We only recommend no sex for about a week so this shouldn't disrupt your...line of business too much I hope."

"And the riding?"

"Oh and we've given them to cyclists and riders and none have reported any issues if that's any reassurance?"

Helena could see she was fighting a losing battle. It was a fait-accompli.

"Fine," she sighed and lay back down on the table. "Just get it over with quickly. The spray is wearing off and my nipples are THROBBING."

"It's the right decision, dear. They'll look great," said Sarah, stepping out of the way.

The piercer didn't wait any longer. He swabbed down Helens's navel, marked his entry and exit points, applied the forceps and with a practised movement stabbed another hole in Helena. A few seconds later, he was finished and Helena peered over her breasts at her new jewelled belly button.

"Two down," she muttered under her breath.

"Last one. I'm going to have to ask you to take off your jeans and underwear please, Helena. And then if you could lie back with your legs brought up to where your knees are now." said the piercer.

Helena slipped off her clothes without any hesitation. Four months of prostitution had the benefit of removing all her sense of embarrassment when naked. Like Pavlov's dog, the very thought of a man seeing her fully naked now excited her more than anything.

"Ok now I'm just going to measure and mark up like before." She felt his hands touching her clitorus, pulling back the hood. She couldn't help but feel aroused and wondered if he could tell this one was making her wet. Sarah looked at her, smirking. She knew what was going on.

"Ok done. Right. This will sting a bit. Three, two, one."

"Motherfuuc....ow!" Helena exclaimed as the pleasure was replaced by pain but the ordeal was finally over.

Helena walked over to the mirror and inspected her new additions, turning around to see all the angles. She had to admit the piercer had done a good job. The barbells through her nipples were nearly perfectly horizontal and the clitoral piercing was dead centre. Sarah had made a good choice.

Sarah turned to the piercer. "How much would you pay for an hour with her?"

He was taken aback, his face flushing red. "I...I...Erm...Sorry I don't understand..."

"Come on, you know what I mean," snapped Sarah. "If you were paying, how much would you pay for her time?" Helena looked on in horror.

"Oh, erm, I...A couple of hundred quid I suppose?" Helena couldn't help but notice the growing bulge he was attempting to conceal.

"Hear that, Helena? You've got another fan."

Sarah passed him a business card. "You can book her if you follow this link. We look forward to seeing you again. Helena, let's go home. I've got one more surprise for you today."

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"No sex for a week! What the hell am I going to do for work? We're going to have to cancel a whole week of bookings now. The whole point of this was to earn more money, not less."

They were back in the bedroom at Helena's cottage and she had started to panic about the next week. Helena was sitting on the bed wondering what Sarah had in store for her next.

"Calm down," said Sarah, "I planned this. There is an alternative. Time for your second surprise of the day."

She lifted her overnight bag onto the bed and began to rummage through it. She pulled out a bottle of lube, then a harness, then a black dildo, and after another few moments which involved half the bag being thrown on the floor, a butt plug emerged.

"Your vagina is out of action but your butt isn't!" said Sarah, and she waved the butt plug at Helena. "I think it's time we took your anal virginity."

Many boyfriends had tried. All had failed. It had always been a flat out no for Helena and the concept had zero appeal.

"Absolutely not. Nope. Not interested. We've talked about this before. The reason I'm an anal virgin is because I do not see the appeal in shoving something up my bum."