Summer at Pond Cove Ch. 04

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Walter settles into routine as Mistress Gloria’s submissive.
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Part 4 of the 8 part series

Updated 06/08/2023
Created 01/20/2018
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Walter's story continues. In this chapter, he tells of how Mistress Gloria punished him and holly for screwing around and not paying attention to their work. He also talks about a contest between the slaves which results in one of them being reduced to a bald, submissive, sex slave-- the lowest you can be.

This story stands on its own, but makes a little more sense if you have read the previous chapters.

Sorry about the long wait between chapters, but I've been getting a book ready for publication and that takes up all my spare time.

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WARNING! All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual content. All people and events depicted are fictional and any resemblance to persons living or dead is purely coincidental. Actions, situations, and responses are fictional ONLY and should not be attempted in real life.

If you are under the age or 18 or do not understand the difference between fantasy and reality or if you reside in any state, province, nation, or tribal territory that prohibits the reading of acts depicted in these stories, please stop reading immediately and move to somewhere that exists in the twenty-first century.

Archiving and reposting of this story is permitted, but only if acknowledgment of copyright and statement of limitation of use is included with the article. This story is copyright (c) 2018 by The Technician.

Individual readers may archive and/or print single copies of this story for personal, non-commercial use. Production of multiple copies of this story on paper, disk, or other fixed format is expressly forbidden.

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I never expected being a submissive sex slave to be boring. I know that sounds weird, but it's true. In truth, I never expected to be a submissive sex slave, but once I became one, I really didn't expect it to be boring.

I've read some porn stories about sex slaves and none of them are boring. I guess those stories are only about a few hours' time or perhaps a really exciting day or two. I didn't fully realize that when I submitted myself to Mistress Gloria, it would be twenty-four / seven / three sixty-five-- well, at least, twenty-four / seven / for the rest of the summer.

Of course that also means that I am slave-bonded to holly twenty-four / seven / hopefully, three sixty-five. I didn't expect that either. That isn't boring. It's... it's... I don't know what it is, but even when we are apart, I know that she loves me and I love her and that we would do anything for each other... and for our Mistress, Mistress Gloria.

Maybe my relationship with holly and my relationship with Mistress Gloria are sort of the same. I know that holly is always there for me even when I am alone and Mistress Gloria is always my Mistress, even when she isn't anywhere around. Some people won't understand that. Others will call it perverted love, or perhaps just perverted, but I call it the happiest six weeks of my life, so far.

I say six weeks because it has now been six weeks since I got caught spying on my naked neighbors at Pond Cove and all of this started. That first day-- actually the first couple of days-- were really fast... and weird. I found out that I was a submissive pain slut. And I almost instantly fell in love with holly, who is Mistress Gloria's submissive slave... and also a pain slut. She is an almost perfect pain slut-- holly, I mean, not Mistress Gloria.

Oh... and I found out that my mother is actually Mistress Mandy and my father is her submissive slave "winter." I think his name is a play on our last name, Summerfield. Submissives-- and Masters-- run in our family. Maybe I should say that they gallop since the traits show up in every generation.

As near as I can tell, almost every descendent of Great Grandpa Walter Wilcox is either a Master or a Submissive. Except, of course, for Weird Uncle Walter, my grandmother's brother who owns the north cabin. He's just a weird, bachelor uncle who has lived with a couple of different roommates over the years.

Wait a minute! I never thought about it before! But Walter's only changed roommates twice in my lifetime, and mom always says that those two bicker just like an old married couple.

Weird Uncle Walter is gay! And I'll bet he's submissive. His current roommate is a big, hulking guy who looks like a professional football player... or maybe a wrestler. Uncle Walter is this really thin, puny guy, so it's pretty obvious who's Master and who's submissive.

Mom-- I mean Mistress Mandy-- said that she had hoped that I would get the Master genes. But evidently that was not to be.

I am what I am. And I am happy with it. I'm just bored a lot of the time.

I wasn't bored that second week when Mistress Gloria caught holly and me behind the bushes when we were supposed to be mowing the grass at my uncle's cabin. Holly's weird uncle owns one of the cabins, my weird uncle owns the other, and holly and I are supposed to be making sure the grounds are kept neat and clean over the summer so the federal government can't claim the land as abandoned.

Mistress Gloria and holly, along with Mistress Tracey and her slave puddy tat, and Mistress Sam and her slave cynthia, are at holly's uncle's place for the summer. Holly and I went up to my uncle's to do chores. Since we weren't where Mistress Gloria was, we both thought that maybe we could take some time to do what we wanted to do.

One of the things we have to do is to keep the grass mowed. Uncle Cornelius' place-- that's holly's great uncle-- has a lot of trees and only four or five acres of grass. Uncle Walter's place-- my father's uncle, actually-- has practically no trees and almost forty acres of grass. Mistress Gloria sent us up there to cut the grass and said that she expected us back in time to help fix supper. She had holly ride Uncle Cornelius' lawn mower up there so we could get done in time.

Evidently Mistress Gloria didn't know that Uncle Walter had a big John Deere 1600 mower with a huge blade underneath and fold-down mowers on each side. It cuts a twelve-foot path and can get done with everything, except for trimming close to the bushes and trees, in about four hours.

The mower holly brought up was also a John Deere, but it only cut about a three-foot path, at most. Mistress Gloria expected us to take all day, but with holly trimming next to things and me doing the open areas we could have gotten done a little after noon, even with both of us having to stop regularly to put sun screen on our naked bodies.

I say "could have" because we stopped a couple of times for snacks... and lunch... and sex. At our first break, mid-morning, holly came over to me and said, "I'm hot."

I answered with, "There is water and lemon aide in the cooler."

She smiled at me and said, "I'm not that kind of hot."

We were on the deck of Uncle Walter's cabin. She walked over to the edge and bent over the railing so that her ass was pointed right at me.

"You choose the hole," she said in a raspy voice, "but you'd better not pop too soon. I really need some relief."

Normally when given a choice, I would have chosen her rear hole, but since she had warned me against cumming too fast, I figured I'd better go for her cunt. Even so, I was afraid that I was going to fail her. I was getting close and she was panting and grunting "Harder! Harder! Harder!" as I slammed her against the wood of the railing.

Just before my moment of no return, she started almost growling and began swirling her ass in a circle. I just rode her for a minute or two while she did that and then drew back and slammed into her as hard as I could.

Her growl became a scream as we both went over the top... literally. She clamped down super tight on my prick and stood up almost rigid. I reached around her and grabbed her breasts and pushed into her as hard as I could.

But because we were now standing up against the low deck railing, we both toppled over it and onto the grass. It wasn't that much of a fall. We didn't even come apart, but we did cum as we fell. After lying in the grass recovering for just a few moments, we both started laughing.

"Do you think we should try that from someplace higher," holly said with a sly smile. "Maybe we could find a tall cliff over deep water... or both learn to sky dive."

I stood up and said, "Or maybe we should get back to mowing the grass."

We were about two-thirds of the way done when we stopped for lunch. After wolfing down some sandwiches in the kitchen, we laid a blanket down on the fresh-mowed grass next to the deck. There were a few bushes that cut that area off from the rest of the lawn, so it was like being in a room with no ceiling. It was a really romantic setting and holly and I lay on the blanket kissing and stroking each other.

I know that is very vanilla, but just because we are both pain sluts doesn't mean that we don't enjoy regular sex. Holly's tummy and breasts are extremely sensitive even when she isn't turned on and I was running my fingers in swirls around both nipples and then trailing my hands down to her cleanly-shaven slit.

She was just starting to moan and buck up into my hands when I felt the strong slap of a crop across my back. We had thought it would be OK if we stopped for some mutual pleasure as long as we got the job done on time.

We were wrong.

Mistress Gloria didn't even let us finish. She pulled us apart and started hitting me on the back and ass with that long crop she always carries. She only hit holly a couple of times because that would be useless. Holly is a such perfect pain slut that she can turn any pain into pleasure... except the pain of seeing me suffer. After just a few moments we were both crying for mercy and promising that we would never do it again.

That's when Mistress Gloria smiled at us and said, "I know you won't."

That smile was more terrifying that anything that Mistress said or did. We both got absolutely quiet and bowed down kneeling with our heads on the ground against our knees.

"Stay there!" she ordered and then I could hear her punching numbers into her phone. A moment later she said, "Sam, this is Gloria. We need to make a few modifications to the mowers. Our love bugs were using the grass for a snuggle nest and I need to keep them on the job."

After listening for a few moments she laughed and said, "That might work. Bring your tools."

She then turned to us and once again said sternly, "Stay there!"

After looking at us for a little bit, she huffed a deep sigh and put her hands on her hips. Her voice softened slightly and she said, "You may kneel at rest while we wait."

Holly and I raised our bodies slightly so that we were now basically sitting on our feet as we knelt. I know that is a lot easier for holly to do than it is for me, but it was still a relief from holding myself totally on the ground.

It was only a few minutes before Mistress Sam and Mistress Tracy arrived. Their slaves, puddy tat and cynthia came with them. While the Mistresses were busy doing something to the mowers, puddy tat snuck over next to us and bent low.

She tsked a couple of times and then said with obvious pleasure in her voice, "Oh, you are in trouble this time." She then giggled and said, "I hope you survive Mistress Sam's punishment."

Holly and I remained kneeling, but now we were both trembling slightly in fear. I wasn't afraid that whatever the punishment was might kill us. I trusted my Mistress for that. But she had been really pissed off and I knew that this was not going to be a light punishment. Besides, she had already voiced her frustration in trying to punish a pain slut.

"What can you do," Mistress Gloria had said harshly, "to punish someone who enjoys almost every form of pain or bondage imaginable?"

I had no doubt that Mistress Sam could think of something.

She had.

About thirty minutes later, Mistress Gloria called us over to the mowers. Mistress Sam had added something to the seats... expanding ass plugs.

"These are currently totally deflated," Mistress Gloria said with a cold, false, smile. "But you should be able to get yourself down on them."

"Once they are inflated, however," Mistress Sam added ominously, "there is no way you can get off of that seat."

Holly walked glumly over to her mower and reached down to feel the plug.

"Yes, it is lubricated," Mistress Tracey said.

"So get your ass on that seat!" Mistress Gloria ordered.

Holly did so, but it took her a couple of minutes to slowly force the huge butt plug into her ass. I was starting to wish that I had taken holly's ass on the porch. Then it would have already been loosened up.

My regrets were quickly assuaged, however, as holly gave a contented sigh and finished pushing herself onto the plug. Like I said, she is a perfect pain slut.

Mistress Gloria scowled over at me and I got up onto the big mower. That shiny black plug looked enormous. I tried to center my asshole over it, but I still had to slide myself back and forth a couple of times to get it right at my sphincter.

I bounced slowly up and down on it for several minutes as my asshole slowly adjusted to its size and allowed more in. The whole time, puddy tat and cheryl were smiling and smirking at me. Finally I felt the seat against my asscheeks. I reached down and pulled out on my cheeks so that I could bottom down on the plug and then sat still on the seat.

Mistress Sam reached beneath the seat and flipped a switch of some sort and I screamed. Partly it was because it took me by surprise, but mostly it was because that anal plug was now stretching me both inside and out. As the little pump continued to inflate the plug, I felt like my asshole was going to tear and I could feel the upper portion expanding against my rectum.

Mistress Gloria reached under holly's seat and flipped a similar switch. Holly didn't scream or cry out loudly, but she did grunt quietly as the plug expanded within her.

"Now I can trust that both of you will stick to the business at hand," Mistress Gloria said firmly.

Both cynthia and puddy tat giggled loudly at our predicament. But those giggles changed to silent shock as Mistress Sam said harshly, "And since they can't get off their mowers to trim the bushes and clean out the leaves, you two are going to be doing that."

"And to make sure that you don't shirk your duties," Mistress Tracey said coldly, "you will be wearing these tracer plugs."

She laughed at puddy tat's obvious fear.

"They are remote controlled and broadcast your GPS coordinates to my computer," she continued. "If you aren't where you are supposed to be, I can trigger punishment shocks without even having to come up here."

Both cynthia and puddy tat dropped to the ground in a kneeling position and said loudly, "Yes, Mistress Tracy."

While they were kneeling, Mistress Sam came up behind each of them and forced a bright silver anal plug into their quivering assholes.

"Don't even think about trying to remove that!" Mistress Sam growled out. "You can't get it out fast enough to prevent it going to full power." She laughed and added, "And the only way to shut it off is to push it back in and wait for the punishment cycle to finish."

"I will leave additional sunscreen," Mistress Gloria said brightly. "Cynthia, with your dark skin, you don't need it as badly, but keep some on your shoulders and face. Puddy tat, you know how much you need and where."

The three Mistresses then got back into the four-wheelers they had used to come up to Uncle Walter's. "We'll be back for you at three o'clock," Mistress Gloria called out. "Make sure you are done before then."

I started up the tractor. As the engine rumbled to life, I immediately wished that it was the gasoline model rather than the Diesel. Gasoline engines run much smoother. The Diesel motor caused the seat to shake slightly. That wasn't a problem before, but with me attached to the seat by my asshole it became a major issue.

I lowered the side mowers and went back to where I had stopped. If I went slow, it wasn't too bad. But if I didn't speed up a little, I wouldn't be done by three o'clock... and that would definitely result in a real punishment. Luckily I found a medium point where the sensations in my ass weren't too bad.

I was soon back to cutting at a good rate. I actually finished fifteen minutes early. Holly had finished even sooner than that and was waiting for me by the cabin. Meanwhile, cynthia and puddy tat were raking leaves out of the shrubs that they had just trimmed.

When Mistress Gloria arrived at three o'clock, she said calmly, "Drive the mowers down to the south cabin. You can do the grass there tomorrow."

She smiled over at puddy tat and cynthia. "You two," she said coldly, "can ride with me. Bring your rakes and trimmers because there are a lot more trees and bushes at the Baxter cabin than up here."

I'm glad that I was facing away from her and she couldn't see my broad smile. Once the Diesel was started, it was safe to laugh-- a little-- at how karma had caught up to puddy tat.

When we were back at Uncle Cornelius' cabin, Mistress Sam released me and holly from our seats. "Clean those ass dildoes really well," she said with a slight chuckle in her voice. "You are going to be riding on them tomorrow and then again on Friday and Saturday. Grass gets cut twice a week for now. That means you are on those mowers four days a week."

I sighed and said, "Yes, Mistress."

I thought about asking what we were supposed to do when the grass stopped growing in late June, but since Mistress Gloria arrived about then, I decided I would leave that question for later.

After supper, Mistress Gloria ordered holly and me to pleasure her. She didn't want me inside her, but she said that she liked the firmness of my tongue as I slid it up and down her cunt. I think she also got off on the fact that as I buried my face in her slit I was getting harder and harder and couldn't do anything about it. Holly, meanwhile, was suckling on Mistress Gloria's nipples. With both of us lapping and slurping, it took about twenty minutes to get her to the first orgasm and then a little over a half hour to the second. The third was almost an hour later.

After the fourth orgasm, Mistress Gloria said, "I think that's enough for today. You two can go to your quarters. You have permission to pleasure each other in whatever manner you choose for as many times as you want... or can."

Holly and I stood up and said, "Yes, Mistress," then we practically ran over the game room where we normally slept.

I wish I could say that we screwed like minks all night, but the reality was that we were both so tired and sore that holly just curled in next to me on the mattress and we both fell fast asleep.

Just before I fell asleep, it clicked for me. I said to an already sleeping holly, "Mistress Gloria gave us permission to do everything because she knew we were already too tired to do anything."

I brushed my hand lightly across holly's cheek and added, "Our Mistress does know how to punish a pain slut. You use frustration rather than pain." Then I curled up around her and fell fast asleep.

The next day holly and I and puddy tat and cynthia mowed the grass at the south cabin. It only took a few hours. Our Mistresses let us play out in the pond after that until it was time to fix supper.

That's how it's gone for the past four weeks. We go up to Uncle Walter's and mow the grass or we mow the grass here at the south cabin. If the Mistresses are in a good mood, they let us play in the water for a while. If Mistress Gloria is in a really good mood she will give holly and me permission to have sex.

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