My Descent into Slavery Ch. 24

In this chapter, Frieda, and Trinity undergo more training, which leads them to a restaurant in Ocala, where two waitresses, Roseanne and Juanita get pulled in. This chapter contains oral, anal, lesbian, group, and public sex. It contains elements of Dominance and submission including spankings and whipping, and humiliation like public orgasms. My thanks to PimFits and JohnnyGalt for their editorial assistance. There is no COVID or STD's in this fantasy world.

My Descent into Slavery, Ch 24

Frieda, Trinity, Roseanne and Juanita

When we returned from my shower, they were setting up a St. Andrews cross for Frieda. She was nervous for her first whipping. I took the time to remind her about subspace and finding it, and using it to her advantage, just as she had when licking her Mistress earlier while she was being spanked.

"It's much the same thing. Your Mistress cares for you and intends no real harm. Trust her. Remember, you have a safe word if you really need to use it. I doubt you will. I've seen many slaves who seem to embrace the whip."

"Yes, Beth."

Master and Francesca were explaining the intricacies of punishment to Trinity. I had no doubt they'd do a thorough job. Miranda had gotten David and was changing a diaper. It was close to lunch anyway. They fastened her back to the cross, exposing her breasts and pussy. Her pussy was dripping despite her trepidation on the cross.

Both Dominants explained about the use of orgasms to prepare a slave for punishment, then Francesca finger fucked her to two. Francesca showed Trinity how to strike herself to test the whip, exploring how much it hurt before applying it to someone else, then Francesca proceeded to whip Frieda forty strokes of the whip. I could tell when Frieda entered subspace and quit anticipating the whip strands. Her pussy was dripping more before Francesca finished, though she didn't cum during her lashing. That was quickly rectified with another finger fucking.

The two Dominants pointed out to Trinity, the things she needed to look for on Frieda's skin, the red stripes without broken skin or welts, a certain level of redness but no more.

"Now it's time to practice yourself," Master said. "Beth, please come here."

"Yes, Master."

"You don't mind if Trinity practices on you, do you?"

"No Master. I was kind of expecting it when you didn't let me cum earlier."

"You know me so well."

I smiled at him.

Frieda was released and I replaced her on the cross. Trinity was more nervous than I was.

"Since you're new to this," I said, "you can start lighter than you think Frieda was whipped, and slowly increase the force. Watch the striping; the color will warn you if you begin striking too hard, and I'll tell you if I get close to my limits. My first safe word is Venus, which means you need to ease up a little. My second one is Pluto, which mean you have to stop. I orgasmed six times without permission, earning sixty strokes. I've done this lots of times, and I can assure you it's not that big of a deal."

"Can I lick you for your two orgasms before we start?" Trinity asked.

"May I cum twice, Master?"

"You may cum, Beth."

"Sahar, honey. May I have sex with Trinity?"

"Be my guest."

"That sounds lovely Miss Trinity," I said.

Trinity had identified as bisexual, so she knew her way around a pussy. Not as well as anyone I'd trained, but not bad. I was aroused anyway, so it only took her four minutes to get me off the first time, and less for the second. I closed my eyes and allowed myself to sink into subspace, preparing for the quick flick of pain, followed by the warmth.

Trinity struck me so lightly, I wasn't even sure she'd hit me. "You can strike me at least twice that hard before I'll even know you whipped me," I told her.

The next one was a trifle harder, and the third was starting to get there. The fourth one was a healthy swat, and I said it was good and sank back down, drifting. I wasn't paying any attention to the total number, not counting, but at some point, I felt the tingle of an approaching climax. If she hit my pussy just right, I'd be there.

"Permission to cum, Master?"

"Permission granted."

"Whip my clit," I said, "just as hard as the last one."

Trinity hesitated. "Hurry, I'm going to lose it if you don't strike me soon."

Smack. Instant fire with a slow smolder pushing me over the top. I gasped, jumping in the cuffs holding me on the cross.

"Finger fuck her," Master ordered. "Keep it going."

Two slim fingers filled my wet sheathe and banged me, jumpstarting my orgasm. It was a doozy, not a screamer, but I did moan quite vociferously, humping her hand. I popped off twice more before Trinity withdrew her fingers.

"Thank you," I whispered, hanging somewhat limply from the fierceness of my climax.

"I can't believe you just orgasmed when I whipped your clit," Trinity said.

"That was a good pain, not a bad pain," I said.

"What's the difference?"

"I'm already aroused, just from my submission. I've got all kinds of endorphins flooding my body from the two orgasms you gave me. The whip, while momentarily stinging like hell, leaves a heat behind. I can feel that heat in my breasts, and my pussy. In fact, it seems to migrate there from where you struck me. I feel the warmth as a tension, a pre-orgasmic tension, just as if you were licking me instead. I know if I'm struck just right, I'll get tipped into an orgasm. Master can usually tell when I'm there. He reads me so well, and he knows just where he needs to strike me to push me over. You'll need to learn that through practice.

"It's part of subspace. The whip almost feels as if it's hitting someone else, not me. I'm aware of it, but it flows through me. Like near death experiences where people report they're looking down at their own body. I mostly feel the warmth. Have you ever been fucked by a thick cock?"

"A couple times."

"When it first goes in, especially if the fucker isn't gentle, it hurts. But it's only slightly, and then it feels so good to be filled that much. It's kind of like that. It hurts for a second, but then it starts to feel good. As part of my finding subspace, I'm usually thinking of some really good sex, and that helps too. It's all combined in this salad of sexy goodness, despite the jalapeños in the salad."

Master, Francesca and Sahar all laughed at my description.

"Hey," I said. "It's not far off. A bite of jalapeño is like the whip striking you, there's this fire in your mouth, but the whole salad still tastes good. How many more strokes do I get?"

"Four," Master said.

"Would you cum if I hit your clit again?" Trinity asked.

"No, that would just hurt like a bitch. It needs a build up."

Trinity finished with my final four swats.

We ordered some delivery food so Frieda could answer the door naked, then Francesca fed her. They discussed the merits of feeding naked slaves, types of punishments other than corporal punishments. Things like edging, humiliation, and the wide variety of things a creative Dominant could devise to tease their slave.

Francesca discussed some of the things she planned to do to Frieda this week while she was working, and you could tell Frieda was getting worked up listening to them. She climaxed twice without permission, even when Francesca wasn't really fondling her.

Frieda spent the afternoon doing more cunt licking practice on all of the women there, and Trinity wasn't as impatient as she was the first time, and got a better orgasm as a result.

She also needed to be punished for cumming at lunch, and they showed Trinity how to use The Enforcer. Since Frieda only got twenty swats, they didn't need me as a demo dummy. Francesca gave her five, and Trinity gave her fifteen.

At three PM, Francesca said it was time to go to Frieda's house. She expected Frieda to make supper, then Francesca would fuck Malcom. Francesca asked if Trinity wanted to go, but she said if she was going to be here every evening and on the weekend, she needed to make some arrangements and get some work done.

Francesca drove her own car there so she could return when she was finished.

******

"How did the evening go?" I asked Francesca after she returned. She was cuddling on the couch with Belle, giving her 'Mistress' time.

"It went well. She's getting good enough at cunt licking, fucking her husband the way I did, would have been great even if he was no good. He was hard when we got home and I thought he might not last long thinking of all the things I'd done with his wife today, so I had Frieda blow him to get the first orgasm out of the way, then Frieda and I sucked him back to another erection, and he gave me a good, twenty minute fucking."

"How did Frieda respond?" Master asked.

"About as you'd expect. She was aroused by my fucking him right in front of her eyes. She was very orgasmic and eagerly licked his cum from my cunt, then sucked him clean."

"I take it he's still on board with Frieda's submission then?" I asked.

"You did say he was on the submissive end of neutral. He's enjoying the extra sex and watching his wife. He seems quite aroused himself; witness his erection when we arrived home."

"Did you tell him that Trinity will be taking over when we leave?" Belle asked, moaning when Francesca pinched her nipple.

"I thought I'd save that bit of news for the next time he comes by," Francesca replied.

"When will that be?" Master asked.

"He has a departmental meeting tomorrow night, so Tuesday will be it."

"Perhaps we should take them out for dinner?" Master said.

"You're thinking of a Lush in her pussy?"

"Yes. How did you dress her for work tomorrow?"

"Gainesville is not as libertine as, say New York or Los Angeles, despite the presence of the University. It's a relatively small town in a conservative state. It would be more liberal than the surrounding towns, but I can't have her going braless. I found a translucent bra that shows a hint of her nipples, with a translucent blouse. It's a tease, but acceptable. No panties, thigh high stockings and garter belt. Skirt with a side slit up to mid-thigh. She'll have to be a little careful sitting down.

"She didn't have a large selection of slutty clothes. I'd like to take her to Orlando and buy some slut stuff. Perhaps have her lick the cunt of the saleswoman who helps us."

"See if Malcom and Frieda can leave work early on Friday, say around noon," Master said. "Beth, what was the name of that BDSM club Mistress Layton took you to in Orlando?"

"The Woodshed, Master."

"We'll shoot down to Orlando in the Navigator, buy her some clothes, make a trip to The Woodshed, spend the night in Orlando, then head up to Ocala and the pony farm Saturday morning."

"I think we should give Beth's survey to the submissives at The Woodshed," Sahar said. "Major cities can't be the only places slaves have been sold."

"Orlando is damn near a major city," I said, "and she may be right."

"I'll donate to the cause and warn Edgar we may want some assistance," Master said.

"Do you still have some security guys hanging around all the time, Joshua?" Sahar asked.

"Is the pope Catholic?"

"You need to read me in on that, so I can ask for help if I need it, without having to go through you."

"You're right. Usually, they're close enough to respond if you scream, but I'll make sure you're wired."

"They're not in my classes, are they? If they are, they were damn good at blending in. I wonder if any of them got erections in the life studies classes."

Master laughed. "Outside the buildings. I always assumed you could handle anything in a class."

"Are they sitting outside in a car right now?" I asked.

"Video monitoring. Closest responders are about a mile away. Every time we have sex in this place, someone's getting a eyeful."

"Smile, you're on Candid Camera," I said, slapping a grin on my face and spinning around. "How did I not know this?"

"We had them on the ship," Master said, "I'm not sure why you would have thought it was different here. Theoretically, we were more protected on the ship. You needed a boat and half an army to board the ship. This is a lot more dangerous, although kidnapping and such is less of a problem here than other parts of the world. Ask the Lindbergs if they regretted having security. If someone took my son, or any child you have, I'd die."

"They'd die," Sahar said.

"Maybe not before I did."

"Being a billionaire isn't all fun and games, is it?" I asked.

"No. Not all."

"Well, I think it's time to give them a show. By a show of hands, who wants to fuck?"

Everyone raised their hand. I laughed. "Can we get six people in an Alaskan King?"

"Might be fun trying," Master said.

Pretty much all available space was taken up by a nude body, but we did manage to get six people in the bed. Not for sleeping, but the fucking worked out just fine.

******

Both Trinity and Frieda were at the house by five. Francesca stopped Frieda from stripping until Trinity could see how she was dressed.

"You'll want to dress your slave, Trinity," Francesca said when she arrived. "But when you do, you have to be cognizant of where you are and the local attitudes towards slut. As a college professor at UF, Frieda can't be running around braless in transparent blouses. You need to be respectful of her reputation and her job. You're responsible for protecting her.

"Sex slaves embrace their sexuality. We love being naked and the uninhibited fucking, but your slave won't do you any good sitting in a jail cell after being arrested for indecent exposure or public lewdness. Those things can change as you change location. She can get away with more provocative clothes away from Gainesville, and be damn near naked in places like New York and LA. If you go out somewhere were nudity is tolerated like the French Riviera, strip her if you'd like. Realistically though, if you wouldn't wear it where you're at, she probably shouldn't either.

"Unfortunately, Frieda hasn't embraced her inner slut too much in the past, and I had a difficult time finding things which let her be alluring, without being dull. I did find these translucent items which showed the slightest hint of nipples, and the skirt with side slit and no undies, so she had to be careful sitting down did the trick today. If we find a sheer blouse, she should have a jacket over it, so there's more a flash of breast then staring at naked boobs. I'm sure she felt resplendently slutty wearing it; probably attracted more than her fair share of attention, especially as she wouldn't normally dress that way. Is that right, Slut?"

"Yes, Mistress. I caught a lot of people looking at me."

"Did it make you wet?"

"I had to wipe my thighs several times during the day, Mistress."

"You may strip now."

"Yes, Mistress."

As soon as she was naked, Francesca shoved a couple fingers in her pussy, and Frieda immediately orgasmed."

"There's ten more swats. I'd like you, Frieda, and Malcom, to try getting off around noon on Friday. We'll take you to Orlando, where we'll buy Frieda a new wardrobe to create the new sexy image we want, without endangering her job. We'll probably have her ask the saleswoman if she wants a cunt licking. After dining out, we'll be going to a BDSM club called The Woodshed where Frieda will be totally slutted out. Everyone will get some exposure to the different kinks out there to play around with. A night at a hotel in Orlando, then on Saturday, we'll go to my father's where everyone will be exposed to pony play. We'll be spending the night there, several of the submissives as ponies."

"I should be able to leave early on Friday. We all somewhat plan for relaxed Friday afternoons. I'll have to make an adjustment to my office hours," Trinity said.

"I should be good to go, Mistress. I'm not sure about Malcom on Friday. He might need to meet us in Ocala."

"Tell him if he can come with on Friday, he'll be spending the night with you and Trinity. On Saturday night, you'll be spending the night in the Breeding Barn."

"The Breeding Barn, Mistress?"

"Don't worry, slave, you won't be bred, but you'll witness other mares being bred. There are a couple stallions there with quite prodigious cocks. Mares who are pleasing receive the attentions of the stallions. Mares who are less pleasing, receive the attentions of other mares. You will be one of the other mares."

Frieda shivered.

"Tomorrow, we'll be going out to dinner, in Ocala, including Malcom. Since we are leaving town for dinner, you can be assured that your attire will be on the naughty side, and you'll be sexually teased unmercifully in front of a room full of other diners. We seem to be about the same size. I'm sure I can find something sufficiently slutty in my clothes for you to wear."

"Yes, Mistress."

"By Wednesday, you'll have stretched out your anus with the largest plug for a day. We'll let Malcom pluck your anal cherry before I fuck it. You'll be licking Trinity's pussy when I fuck your ass, and you know what happens if you don't concentrate on that pussy.

"Now, it's time for more pussy licking practice, and then Trinity is going to fuck your slutty cunt with a vibrating strapless. You won't have permission to cum, however. I want you begging prettily for permission each time, but I think it's time to see Trinity punish you from start to finish. Your first three orgasms will result in thirty swats to your ass with her hand, the next three will result in swats with The Enforcer, and further orgasms will result in your tits and cunt being whipped again. Expect to cry. It will be harsher than the punishments you've received so far. We need to test your limits."

"Yes, Mistress."

"You can start with my pussy to three orgasms. Trinity will be the last one you pleasure. Your mouth and tongue will be tired by then. Let's see if you can hold it together long enough to give her a good three orgasms."

By the time Frieda got to me, Master made sure i had a heavy load of his salty semen inside my pussy. This time, Frieda didn't hesitate at all. Nor did Trinity seem disappointed at how a tongue tired Frieda licked her cunt. She had three, very good orgasms.

Trinity fucked Frieda to nine orgasms with a fat Feeldoe. Francesca kept telling Frieda to beg to cum, then denied her permission and kept pushing her to resist as long as she could. No one could resist one of the Feeldoes fucking a needy slave cunt for long, try as you might.

We watched Trinity apply her hand, the paddle and the whip, all of which she applied very well, remembering her training. Frieda orgasmed twice, once towards the end of the hand spanking, and again around the middle of the whipping. Trinity's aftercare included licking Frieda's cunt.

We said goodbye to both of them when the punishment cycle was over, Francesca reminded Frieda to have Malcom change her anal plug to the next largest size when she got home, and to practice her cock sucking to ensure Malcom continued enjoying her submission.

******

Miranda stayed home with David, but the rest of us were in the Lincoln Navigator on the way to Frieda's and Malcom's house. Sahar was driving, and Master was in the front with her. We picked the three of them up, both Malcom and Trinity dressed normally, Frieda was in a sheer blouse, with a jacket over it, not designed to be buttoned, but laying loose over her chest, and a mid-thigh length skirt, not quite a mini.

Malcom was instructed to get in the back seat between Belle and me. Frieda was seated between Trinity and Francesca in the middle seat. Sahar and Master were dressed normally, Sahar in one of the few dresses she owned, but the rest of us slaves were dressed like the sluts we are. My nipples and slave jewelry made hard bumps on my chest in the silky dress I wore, with a deep décolleté. Belle wore a dress with strategically placed appliqués that covered the good bits. Francesca wore something alluring, but more conservative as a Domme tonight.