Pleather-bound Heart

by Jeweled Pen

Chapter 19: Trying the pleather

Previous Chapter

“Owie,” Enigma whimpered as his bruises and scrapes were gently dabbed at by Jadewing.

“It's okay, I'm almost done,” the pegasus said soothingly as she poured a little more medicine on the cloth before holding it against his eye. “There. Nothing seems too bad, I imagine in a day or two you'll look good as new. Just take it easy and hold this to your eye. Okay?”

Enigma nodded and held the cloth in his magic. “R-right. Thank you. I... I'm really sorry for dragging you all into this. I just--”

“Don't,” Jadewing said before gently patting him on the head. “You don't have to be sorry for everything, okay? Sometimes relationships just... go bad. Like fruit. It's not all your fault. You never cheated on her, right?”

“N-no. I'd never do that. She just... thought I was because we hung out all the time and... I'm sorry to bring you into this. I really don't mean to be a bother.”

She moved besides him and gently put a wing over his shoulders. “It's fine. Come on. Do you want to get some sleep? I can show you to your room. If you'd rather stay up for a bit, Silverchain and I are going to watch a movie. You're more than welcome to join us.”

Enigma nodded. “I'd like to watch a movie. If that's okay, please? I just... I don't really want to be alone right now.”

The pegasus gently led him into the front room and guided him to the couch. He blushed as he was set between her and Silverchain, their warmth on either side of him. To his surprise, they put on a gentle, light hearted comedy and he relaxed against them.

“Thank you,” he whispered softly.

“It's fine,” Silverchain said gently as she stroked his spine with a hoof. “You're hurting, a lot. Everypony needs help during times like this. Do you believe your ex isn't currently being comforted the same way?”

He blushed and shook his head. “N-no. I... guess she is. But... it's my fault. I-I broke up with her and... and I'm a...”

“Being a stallion does not mean you can't be hurt,” Jadewing said gently, her wing over his shoulder and gently cradling him. “We've seen relationships like that end before. They tend to be hard and brutal. There's no shame in needing comfort after.”

He nodded. “Thank you. For... everything. I... I don't know how to repay you. I just... I'm sorry.”

“It's fine, dear,” Silverchain said gently. “Just enjoy the movie. If you want to talk, we're here and we'll listen. Just do what you feel you need to do, okay?”

He nodded. “Yes. Thank you.” His face hurt a lot, but he tried not to complain. With both the mares besides him, he couldn't help but feel a little safe. Unlike his first night alone, he didn't feel the desperate need to go back to her. He felt safe and secure, like she couldn't find him here. Even if she did, they wouldn't let her hurt him. They wouldn't let him go back to that.

Timidly, he slowly lowered his head and laid it against Silverchain's side. She didn't object, so he closed his eyes and began to relax. He was safe. Really, truly safe.

When was the last time he'd felt like that?


Enigma woke up, his eyes shooting open. He was wrapped in something warm and soft and where was he? Why was--

Relief flooded through him as he realized where he was. A blanket was wrapped over him and he was still laying on their couch. They weren't around, though he could still hear them. They were in the kitchen, cooking. As far as he could tell.

Slowly, he crawled off of the couch and made his way to the room, smiling nervously as he stepped inside. “G-good morning.”

Jadewing yelped and looked up, her cheeks red as she nearly dropped the pan she was holding. Silverchain was behind her, a hoof in a rather... risque position. She quickly pulled it back. “Ah, I see you've finally awoken,” the earth pony said calmly. “Are you feeling better?”

“Much. I ummm, thank you for last night. I know I kind of broke down and all. I just... sorry.”

“There is no need to apologize,” Silverchain said firmly. “To be quite honest, I expected you to be crying quite a bit. That break up seemed quite... brutal. We heard some of the things yelled when we were coming up to your house, it couldn't have been nice.” She trotted over and gave him a gentle hug. “If you ever need to cry, or break down, it's fine. Do not bottle it up, you are safe now.”

He nodded and gulped. “I... I know. Thank you. I feel far better now. Having you two around was... nice.” He looked down. “I uhhhh... I just want you two to know... I understand why you said what you did. Before. I don't expect... anything like that. I-I mean, I know you were just trying to help me feel better.”

Silverchain cocked an eye. “Excuse me? Which things?”

“Err... w-well, the kiss and... stuff. I ummm--” His words were cut off as she pushed her lips to his. He yelped, but didn't pull back.

She pulled back after a moment and smiled. “Why? We do not lie. You are... quite interesting. And if you're interested in learning more about the life style that we have chosen... well, we wouldn't mind. All you need do is ask.”

He squeaked and stared into her eyes. They were so calm and collected, almost dismissive. As if she couldn't care either way. He felt about two inches tall. “A-ask?”

She nodded, before smiling. “Or... would you prefer we order you to?”

He squeaked and shook his head. “N-no. I... I don't really... k-know what I want now. I-I mean, Tap wore one of the outfits and... but... it really kind of hurt and I thought--”

“Hush,” Silverchain said as she put a hoof to his lips. “There is no force or command here. This is merely an offer. If you wish to partake of it, then it will be your choice and you need merely ask. But only do it when you feel comfortable and safe. We would rather it be a pleasant experience for all.” She glanced back. “Now. Breakfast is almost ready, are you hungry?”

He nodded slowly. “O-of course.”

“Good. Would you be a dear and help set the table?”

He gave another timid nod and slowly pulled out the cups and bowls before walking to the table and setting them up. He occasionally glanced over to them, nervously watching. Even though she said that, he couldn't help but feel she was just being nice. There was no way two such amazing mares could be interested in anypony like him. Even on a temporary basis. She just felt guilty for him, that was all.

All that made him do was feel guilty. But he still couldn't help eying them on occasion. “I uhhh, I still have the stuff I'll need to finish the toys you ordered. It was in those boxes. So, ummm, thank you.”

Silverchain gave a low chuckle. “That is good to know, but there is no rush. There is no need to push yourself when you're hurt, unless you wish to. Okay?”

He nodded and gave her another smile. Maybe he truly could be this lucky. He'd just poke at the waters for a little bit.


The days turned into weeks and he found he was getting quite comfortable with them. They'd let him stay in the guest bedroom which, while small, was nicely furnished and comfortable. He'd managed to get his phone fixed after a few days, though he only listened to the messages from them.

He'd managed to find a new agent in Silverchain and had been helping out at her shop a few times. He actually enjoyed it quite a bit, she let him put up a few of his designs in her order sheet and he was starting to feel productive and useful. The fact he lived with them now meant he was making excellent progress on their toys and after he'd finished both of them, he found himself once again on the market. Silverchain had found him a new job extremely quickly and with the commission he'd made he gave them a sizable payment for the food and rent.

They hadn't asked him to move out or find a new place yet, though they had started giving him chores. Still, even with those he was finding it enjoyable. Most of them were simple and fast, so long as he got to them they didn't seem to mind if he got lost in his work. Even when he forgot sometimes they'd just give him a soft reminder and he'd do them. They directed him perfectly, too, so there was no confusion or mistakes to make. He truly felt safe amongst them.

However, the longer he spent with them the more he got to notice things. He could hear them most nights, when they decided to get together and have their fun. The sound of them using the toys he'd made, the little cries of pleasure from both of them. It boiled his blood a little and he longed to join them. But the more he heard them, the more frightening it became.

The sound of a switch against flank made him cringe. Those two were advanced, experienced. He had no idea what he was doing. What they would do. What if they got mad and hated him for it. What if they kicked him out, decided to no longer help him? What if they started to hate him?

But then he'd lay on the couch with them as they watched a movie, or help them with a meal, or come home late. Sometimes they'd give him a sultry come hither look and he'd nearly melt. Both of them were so far beyond his league that a part of him believed it had to all be some kind of sick joke, but he couldn't see them doing that to him.

So finally, after countless times running it through his head, he looked up during their dinner. “U-uh, Jadewing? Silverchain?”

“Yes, Enigma?” the earth pony asked. Jadewing's mouth was so full of watermelon she just nodded.

“About what you said before, err... about the... me... calling... mist... and... with... you and... joining...” He trembled in his seat, his eyes down. After a moment a gentle hoof clasped around his.

“You wish to join us, tonight?” Silverchain asked. “The offer is still available, if that's what you're afraid of.”

He nodded, gulping. “Y-yes. I'd... like to... experience it and... learn.”

She nodded and gave him a gentle smile. “Good. Then after dinner we will prepare you for your first try.” She paused and looked him up and down. “Do not worry. You're new and inexperienced. We'll guide you. Jadewing will be your mistress tonight and... we'll give you a soft taste. I will be monitoring. Okay?”

He nodded, blushing. “S-so, what do I need to know?”

“Jadewing?” the earth pony said.

The pegasus gave a little giggle and rubbed her hooves together. “Don't worry, I'll be gentle, okay?” She reached out and gently stroked his hooves. “There won't even be any penetration. Just a taste for tonight to rile you and let you see what it's like. If you like it... well... we can try other things later. Learn your limits. Do you know about safety words?”

He nodded. “Y-yes. Err, a-a little.”

“Good, if you ever need me to stop, just say...” She hmmed for a moment a looked down. “Melon.” There was a light chuckle from Silverchain. “What? It's a valid word!”

“It's fine, dear. Don't worry, you're in control now. Do as you see fit.”

The pegasus nodded and then softly stroked his hoof. “Don't worry, I'll be with you the entire time. If anything makes you feel unsafe, or scared, just tell me.” She leaned forward and gave him a kiss on the cheek. “If it's getting too rough and you want me to slow down, just say apples. Got it?”

He nodded. “A-apples means... slow down or gentler and melons means stop?”

She nodded. “Yep. Just like that. Hee, this is gonna be fun.” She sat back down and took another bite of her melon, quickly swallowing it. “It's been a while since I've been dominant. Quite a while since we've had another playmate.”

His eyes widened. “You've... had others, between you two?”

“Of course. We have a very open relationship,” the pegasus said with a smile, before looking to the earth pony. “So long as you don't get any ideas about trying to get between us, you'll be fine.”

He nodded and gulped. “I-I'd never dream of it. You two are an amazing couple and I swear I won't try anything like that.”

The two chuckled. “Just eat up, honey,” Jadewing said with a smile. “Then we can start. Okay?”

He nodded weakly. He stared down at his food, his stomach jumping so hard he wasn't sure if he'd be able to eat anything.


Enigma laid on his stomach, his eyes watching as Jadewing slowly put the toys of the night on the bed in front of him.

“These are hoof cuffs. This is a cushioned paddle. This is a blind fold. Staying with me so far?”

He nodded, trembling nervously. “Y-yes.”

“Good. We won't be using a gag this time.” She moved forward and gently stroked him between the ears. “Now, remember. This is just naughtiness, okay? Things I say, teasing, even mean things, are all just for fun. They aren't real. This is all a safe little game that you can stop at any time you desire, okay?”

He nodded. “R-right. Apple and melon. I-I got it.”

She gently reached out and stroked his mane. “Enigma, relax. This is just a trial. It's all about safety, no matter what. Okay? Just remember that. I'm not going to do anything to hurt you or that is too much. You have the power to stop this at any time.” She gently kept stroking his mane. “And if you don't like it, that doesn't mean we can't try again later. It can take time to get over the fear and discomfort. And, if in the end you really don't like it, then you don't have to try it again. Okay?”

He nodded once more and looked up at her. She looked so gentle, smiling down at him. He gulped and gave a little nod. “R-right, I'm ready. Let's do this.”

Jadewing gently picked up the blindfold and started binding it around his head. “Okay, dear. We're starting now.” It had been a long time since she'd been the dominant one, so she couldn't help but feel a little quiver of excitement. Knowing that Silverchain was watching only added to the excitement. She'd be able to try out all those things her mistress had taught her. Well, after a time. She didn't want to go all out on the stallion yet.

Once she was sure he couldn't see, she gripped his hooves and began applying the cuffs. They wouldn't completely restrict his movements, but he was so jumpy she didn't want to make him feel that vulnerable yet. All of this was a new experience for him and she needed to start slow and gentle. She slowly began to circle him, gripping the paddle in her wing.

She made sure her steps were hard and firm, so he could hear as she walked. His ears twitched as he tried to follow her, predicting where the first swat would come from. She lightly tapped the paddle against her own side, making the stallion jump as the sound hit him, then red flood his cheeks as he realized that he hadn't been actually hit. She did it a few more times, letting the sound wash over the stallion and for his imagination to run wild of fear of what the paddle would do. The psychological torment was gentle, but it would add to his fear, give his desires just that added edge they'd need. That, and hitting herself with the paddle allowed her to get a solid feel for how firm the paddle would hit, how much it would hurt.

He'd never been through this, as far as she knew, so she had to make sure to be gentle. An untested flank would be easy to leave bruises and cuts. As tempting as it would be to make sure he couldn't sit for a while, that would again wait until he'd had a bit more experience. Once she was satisfied with her examination of the paddle, she moved to his side. She stood still for a while and grinned when he tensed up. She waited a few seconds before tapping her hoof on the ground, making him relax as she pretended to start walking again.

Then her wing lashed out. The paddle struck against his flank, making it ripple slightly from the strike and the stallion let out a little shriek. She then pulled back and started walking again. “Did you like that, little unicorn?” she asked softly in a taunting tone. She was rewarded with another little blush.

She circled a few times before her wing struck out again, leaving two swats against each side of his plot. He yelped and for a moment she thought she might have been too harsh, but he merely quivered and didn't say a word. “Mmmm, do you like your little spankings? You have been a naughty, naughty little colt, haven't you?” A hoof gently stroked down his mane before she gave it a little tug, forcing his head back before giving him three sharp swats across his flank. He jumped and yelped, but didn't object. “Very, very naughty. Mmmm, you do have the prettiest little mane though, don't you?”

She used the paddle to gently brush his tail aside, stroking it. “You take very good care of it, don't you?”

“Y-yes.”

There were four strikes this time, two against each cheek. “Yes, what?”

“Y-yes mistress!” he said quickly, his entire body shaking. Sweat was starting to form on his body and she couldn't help but worry she was being a bit too hard on him. She grinned and gave him a little shove onto his side, making him yelp.

A quick look at his underside revealed he was enjoying this a bit more than she thought. Her paddle gently moved down to lift up his sack. “My oh my. Enjoying yourself, pet?”

He locked up and she could see the fear starting to take over. She lowered the paddle and pulled it away from his most vulnerable areas, before giving his flank yet another swat. “Well?”

“Y-yes mistress!”

She nodded and then reached out to grip his front hooves and force them over his head. He let out a soft yelp, but didn't object. She stroked his chest and chuckled. “Mmmm, take pretty good care of your coat it seems, too. If I didn't see the evidence here, I'd have said maybe you were a mare after all.”

“S-sorry, m-mistress,” he said weakly.

“Oh? Why?” She then struck out, giving his cutie mark a swat. “You should try to look your best for your mistress, shouldn't you?”

He gave a quick little nod.

She smiled and rolled him back, laying him on his stomach. She had to switch wings, they were starting to get a little sore from swinging so fast. She slowly circled and stroked him with the paddle as she went, her eyes scanning over his body.

He was covered in sweat and panting. Judging by the indent on the bed, he was enjoying himself, even with his trembling and occasional whimpers. However, his flank was hotter to the touch than she liked, even spreading out the strikes as she had, she was a little worried she might have gone overboard.

She gave his opposite cutie mark a light strike, making him shriek. “You're quite adorable, little pet. Sometimes. You still have a lot to learn, however. Don't worry, I have plenty of time to teach you.” She slowly put the paddle down. Her wings gently moved out, stroking along, exploring him lightly. It was gentle and a bit ticklish, making the stallion giggle and wiggle in place, but he didn't object.

She grinned and slowly slid onto the bed. He tensed, but didn't object. She put herself over him, laying on his back and wrapping her hooves around him. “Mmmm, you know, you are actually quite soft. Maybe we should just leave you like this, use you as a little pillow. Would you like that? Being helpless and vulnerable, cuddled up under me and Silverchain every night? Unable to move?” She slowly nibbled on his ear, despite it twitching and struggling to get away from her mouth.

“Y-yes mistress,” he said softly, his voice getting high pitched and cracking.

“Mmmmm. Or maybe lay you on your back, use that cute little undercoat of yours. It is quite soft. Then again, your mane is soooo luxurious...” She gave it another tug, forcing his head back and nibbling his neck. “Quite nice for a pet. Gives me something to hold onto. Do you like that? Being under us?” She took a deep breath, unsure if she should go that far. What if it really upset him? What if it triggered him and reminded him of the abuse?

She and Silverchain were there, they could help him. Even if it scared him or made him feel bad, they would make sure he knew it was all part of the game. It was not true. “Do you like being subservient to your betters?” She held her breath, her ears twitching as she waited for his reaction.

He did tense up a little bit, before gulping. “Y-yes mistress,” he finally said softly.

“Good.” She gave his cutie mark another swat, this time with her leg. She held him pinned under her and gently explored and caressed his body, stroking and exploring as she wanted while he laid helpless and vulnerable under her. She could feel his excitement growing as time passed, but also watched how certain things made him tense up and cower.

He never said apple, but she couldn't help but feel a little afraid he never would, even if she went too far. Finally, once they were both good and sweaty, she pulled off him, nibbling his ear one last time. She gently lifted the blindfold off his head. “Okay, Enigma. We're finished.”

His entire body tensed up and he looked up at her with fear filled eyes. “W-what? What did I do wrong? I'm sorry, I never meant to--” She hushed him with a hoof to his mouth.

“Shush, darling. You did nothing wrong. You were the perfect, obedient pet,” she said with a smile before leaning forward to kiss him on the lips. “Tonight wasn't about sex though. It was about giving you a taste of what this life is. Is it what you dreamed? Being obedient?”

He gulped and slowly lowered his eyes. “I-I don't know. I... I think I liked it. I... I don't really... know though. I-I mean, I... was I okay?”

“You were wonderful. Wasn't he, darling?” she said, looking to Silverchain. She couldn't help but notice the way he jumped and the little flush of excitement in his cheeks when she called her lover by the same term she used for him.

“You were both very good,” the earth pony said before walking forward. “How are you both feeling?”

“I uhhh... a bit...” Enigma's cheeks burned red. “H-hot and sweaty. Sore t-too.”

“Horny as well, I imagine,” Jadewing said before giving him another soft kiss. “My wing is a little sore, been a while since I've swung a paddle. I need to take a shower, too. All that sweat. Eesh.” She reached down and started unlatching his hooves, looking over where the binds had been. There were a few small marks, but nothing that would last more than a few minutes. “Let's get cleaned up, okay? Honey, are you going to join us?” she asked Silverchain with a smile.

The earth pony looked them over for a moment, before nodding. “Indeed.” She softly stroked Enigma's mane. “I think it's time we teach you aftercare. It's very, very important.”

“O-okay,” the stallion said nervously. Slowly he was led from the bed towards the bathroom.


Enigma let out a soft, content sigh as he laid on the couch in what he could only describe as a cuddle pile. He was nestled up in the lap's of the two mares as they cuddled up against each other. His head was laying softly on the pegasi, his horn off to the side.

A small cartoon was playing on the television, though he could barely hear it. He was just too comfy. All three of them were still a bit damp from the shower and his back kind of hurt from where he'd accidentally slammed into the wall during the aftercare. Silverchain had been very, very thorough with her use of the sponge to make sure that both of them got rid of any residual excitement from the session.

After that, it had been nothing but gentle care, soft words and cuddles between the three of them. He couldn't deny having been a little worried that he had screwed up and they were never going to want to touch him again like that, but the way they kept stroking his mane and occasionally whispered those sweet, gentle words to him wiped those doubts away. He felt like they truly cared for him.

“Is there anything I did that scared you?” Jadewing asked softly as she twirled one of his hairs around her hoof.

“Hmmm? I'm sorry?”

“Did anything scare you? Make you worry I was going too far? Make you uncomfortable?”

He blushed. “W-well... there... was one thing.”

She nodded and gently stroked his chin, making him look up at her. “Yes? What was it, dear?”

He stared at her and blushed. “I... ummm... i-it's kind of stupid, a-and weak and... I-I know I should be stronger, s-since I... asked for this but... I... uhhh... I-I'm sorry I didn't--”

“Honey, it's fine,” Jadewing said with a smile. “The idea is for us both to enjoy this. Making you feel truly scared or uncomfortable won't make either of us happy.”

“W-well... I thought you were going to... strike my... balls,” he said finally, cringing and waiting for them to laugh.

Instead, she leaned down and kissed him on the lips again. “There there, darling. That's fine. Something like that I would save for a later session, depending on how much you liked pain. I won't deny that sometimes it's done, but only in the safest of manners and I would never do it if I didn't think you'd be able to take it.” She then pulled back and smiled. “And I won't do it until you tell me you're okay with it. Understand?”

He blushed and gave a nod, laying his head back down. “T-thank you,” he said softly. He couldn't help but feel safe, cradled up in their laps like this. Even when he had been tied up and blindfolded, he still felt safer with them than he had with Tap. Now, especially, he felt as if they'd never let anything in the world hurt him. “I... I'd like to... try this again, sometime. If... that's okay. N-not to pressure, or anything. Sorry.”

“It's fine, dear,” Jadewing said before giving his horn a little kiss and drawing a little spark of magic from it. “I'm happy you enjoyed being my submissive little play thing. Trust me, I have so many, many toys I plan to try on you during our time together.” She gave a little giggle at his little shiver of delight. “Maybe if we're lucky, Silverchain will join us soon.”

The earth pony smiled and gave the pegasus a little kiss on the neck. “I think I will be joining you for the next session. I... must admit, I am quite impressed. You were a marvelous mistress, my little pet. You've learned quite well.”

“I had the perfect teacher,” she said before giving her lover a little kiss. “I'm happy I could make you proud.”

“You make me proud every day I know you,” Silverchain said softly.

Enigma gently nuzzled the lap again and was rewarded with a soft stroke of the stomach. He opened an eye and smiled at the sight of the two mares gently kissing.

For the first time in a long, long time he felt completely safe and secure. He knew there would still be problems ahead, there was no telling if Tap would find him again, if Silverchain would be the right agent and always be able to find him work.

But, for now, it didn't matter. He felt happy, secure and like he could face the next days no matter what happened. Most importantly, he felt as if he had value, as if he was somepony that mattered. So long as he felt like that, he felt everything would be okay.


Author's Note

Here it is, the final chapter. Not the longest story I've ever written, but I did like how it turned out. I had originally intended to expand on a few things, but I honestly felt this was a good place to end it, with them all happy.
For those curious, this story is based on a book I intended to write, it was going to be my first romance. Sadly, I never got around to finishing it due to unmentionable reasons, but in the future who knows? I might expand on it then. For now, I hope everyone enjoyed.