Bad Bet for Annie, Ch 05

This chapter contains the bulk of Ariel's submission and conversion to a slut, Sharon's continuing submission to her employee, Annie, and returning to her husband, Luther. When it appears that others might be interested, Jake declines because of Annie's romantic interest in him. This chapter contains oral sex, anal sex, group sex, anilingus, lesbian sex, multiple penetration, willing cuckolding and dominance and submission. This is a copyrighted work and not to be copied, altered, edited, changed or submitted to any other publisher in written or any other format without the author's written permission. ©️Copyright 2026

Bad Bet for Annie, Ch 05

Ariel's Submission

Ariel was in our bedroom giving Annie and me my blow job and her pussy licking orgasm at six. Annie shot her blowing my cock and I shot her licking pussy. We could hear the shower running as we finished, Sharon getting ready for work. As soon as she was ready, I inserted the next largest anal plug in her and the Lush for Annie to give her orgasms at various times of the day.

I told Annie to arrive on time, but not to enter work until she was ten minutes late, so Sharon could "chastise" her, which would really be Annie getting her pussy licked by her boss at work. I reminded her to text me at various times during the day to let me know how she was keeping her boss on her toes, and to film anything she could for Luther without being obvious. Annie gave me the key to her apartment and they left for work. I gave the key to Ariel and, wearing only Tom's shirt, drove her to Annie's place. I gave her final instructions.

"Start giving Annie's condo a deep cleaning. I expect both bedrooms to be spotless when we get home from work today. Set a timer on your watch for ninety minutes. Every ninety minutes, you can take a break to masturbate to one orgasm. In addition to your fingers in your twat, I want you working the butt plug in your ass. You'll want to start stretching your pucker for your first ass fucking. I want you sending me a text with your fingers in your pussy when you do. At noon, you can take a break for lunch, but you'll masturbate during your lunch as well, having as many orgasms as you can while you eat. Keep track of your orgasms, as you'll receive a five-swat spanking for each.

"At four, you can break for a shower and then start a nice supper for four to be served at six, but maintaining your masturbation schedule. You'll be punished if those rooms aren't sufficiently cleaned. Any questions?"

"Do I get any clothes, Master?"

"No. I'm even taking Tom's shirt. I want you to work naked and cognizant of your nudity constantly. You're not leaving the apartment, and no one else will be there, so give it to me now."

She took off Tom's T-shirt and stood there naked, and very wet from all appearances.

"We'll see you later," I said. "Have fun."

"Yes, Master."

All day long, I got texts from Ariel showing me her fingers stroking her pussy, and texts from Annie telling me about any degradation she was heaping on her boss, beginning with the first one, Sharon licking her pussy after being 'late'.

I made her orgasm with the Lush just before her nine o'clock meeting.

Slut had to play with her anal plug for ten minutes after the meeting. I reminded her she'd be licking my pussy tonight while she did it.

I made her cum twice at lunch with the Lush. I was sitting at a table in the same café. She was so embarrassed, even though she did a good job of hiding her orgasms.

Before our three p. m. meeting, I reminded her that I was going to be the first person to fuck her ass.

After her meeting, I asked her what the other workers would think of her having a butt plug in her ass, no panties on, and that she was eating my pussy every day. That kept her flustered for the next half hour.

Just before we left work, I reminded her that I'd be spanking her for all of her orgasms, and asked her if I should do it in front of the other staff she supervises. The little bitch moaned when I asked her that.

Around noon, I got a text from Tom. OMFG, was all it said.

Do you want me to stop?

No.

Are you sure?

Yes. She's never cum that hard for me.

She's developing slave heat and I'm her Master, not just a lover. I kept her aroused all day. The same thing will happen again tonight. She has to masturbate to one orgasm every ninety minutes to keep her on edge all day. By the time she gets fucked, she'll be desperate for it.

I didn't hear more back from Tom, but I sent him the video taken that morning of Ariel sucking my cock and licking Annie's pussy. After all the sexy texts I'd received all day, my dick would need some serious release later.

We all arrived at Annie's apartment around five forty-five, give or take a few, Slut being the latest so she could stop off and buy the garter belts and stockings I wanted her wearing for work. Ariel and I inspected the two bedrooms and determined that Ariel wouldn't require additional punishment for failure to follow instructions properly. At supper, Ariel and Sharon couldn't eat until Sharon licked Annie's pussy to climax and Ariel sucked me off enough for me to leave a semen deposit on both of their plates of food.

I fed Ariel and Annie fed her boss. Three of us had to take showers, and Sharon had to shave Annie's pussy during theirs, while Ariel did the dishes during mine. Once clean, the two sluts tallied up the orgasms they'd had today and were punished for them, Annie spanking her boss under my close supervision, and me spanking Ariel. Both of their spankings were recorded for their husbands.

Since my sex with Slut was effectively over, I had her licking Annie's clit while Annie rode me reverse cowgirl, and cleaning out her pussy after I made a deposit in it. Then, after some recovery time, I fucked Ariel with Sharon underneath her in a sixty-nine while Annie filmed it for their husbands. Sharon had to clean another pussy of my creamy deposit while she was spanked for her new orgasms. Then Ariel was spanked for her multiple orgasms during her fucking with an anal plug in her ass, which I played with as I was fucking her, and getting licked at the same time. It was another thirty-five swat spanking.

One last thing I did. I'd purchased some temporary tattoos for the two sluts while at the adult toy store. They needed to go on them so future photos and movies would show their new tattoos. For Sharon, I put on three tattoos, one said SLUT IN TRAINING on her ass. One over her pussy said, INSERT COCK HERE. The last one was on her stomach and said, I'M A $20 ORAL WHORE.

Ariel's tattoos were directed a little at Tom giving Ariel to me to train for a week, all of her fuck holes. The one over her pussy said, JAKE'S PUSSY, the one over her ass said, JAKE'S ASS. The one on her stomach said, JAKE TRAINED SLUT. She had a tattoo on each breast. The one on her left breast was JAKE'S, and the one on the right breast said TITS. I also put one on her cheek that said JAKE'S MOUTH. I took photos to share with both men tomorrow.

"How easily do these come off, Master?" Ariel asked before I put the one on her cheek.

"I can take it off with a special liquid, but otherwise they stay on from four to six months."

"Please take the one off my face before I go out in public again, Master."

"At Evan's, after I give you back to your husband, which won't be until after I've fucked your ass in front of everyone. The others I might let wear off on their own to remind Tom for several months that he gave you to me to train."

"That would be acceptable, Master. I wonder if when I go to the pool or beach, people will ask Tom if he's Jake, and what he'll say if they do?"

"Interesting question."

"What about mine, Master?" Sharon asked.

"I'll tell Luther what he can do to remove them earlier. If he wants to keep you as his slut, I recommend he keep them on you to remind you of your status. If he doesn't accept your submission to him, I suppose he can take them off."

Once the tattoos had dried to acceptable levels, I sent those two to bed in the spare bedroom to sixty-nine to three orgasms apiece, while Annie and I retired to the Master.

"How are you doing so far?"

"Surprisingly good. It's still freaky watching you fuck Ariel, but I understand its purpose, and I'm enjoying my time messing with Sharon. If you weren't fucking me too, I'd be disappointed, but you're taking good care of me, so I can't complain. I love being licked at the same time you're fucking me. That's special."

"I'll have Ariel clean both bathrooms and the great room tomorrow. Just continue doing the same sort of things you did today with Sharon. Make sure she licks your pussy at least once at work, but only someplace where she won't get caught doing it."

Annie kissed me. "Yes, Master," she giggled.

We fell asleep.

******

Tuesday was a general repetition of Monday. Larger anal plugs for each of the two sluts, and a recharged Lush for Sharon. Ariel was instructed on her chores, both bathrooms and the great room, masturbating every ninety minutes to one orgasm, and all during the time she was eating lunch, starting supper at four.

Both sluts had to address our sexual needs before they could eat their supper, with Annie enjoying another pussy licking and me leaving more dressing on their food after Ariel extracted it. To mix things up a bit, I had Annie fuck Ariel with a vibrating strapless while Ariel sucked my cock, so spit-roasted while Sharon videoed it for Tom. Then I had Ariel fuck Sharon with the same strapless as she ate Annie out again. Both sluts were sent to bed with warm asses for their orgasms, rather frequent ones as they both were climaxing easier as they went deeper into their submission.

Wednesday was a bit more of the same with Annie slowly turning her boss into a submissive slut and texting me the details. Ariel cleaned Annie's kitchen spotlessly while she masturbated every ninety minutes, and all through her lunch, and starting supper again around four. Annie's house was now pristine, and I hadn't had to do anything except turn Ariel into a slut to get it done.

The evenings' activities were altered as well. They still had to satisfy Annie and me before they could eat, and eat my cum over their food. I fed Ariel again, playing with her steadily as she ate, while Annie fed Sharon. I thought it was time for some more ass work tonight, so after Annie took enema's, I fucked her ass, then had Sharon clean my cum out of Annie's ass, and Ariel cleaned off my cock. To ensure Sharon got some orgasms to show Lester and allow for a spanking, I fucked Ariel's pussy leaving another creamy mess for Sharon to clean up, while Ariel had to lick Sharon during her fucking. Movies were taken of both for their husbands' stroke bank.

Both received spankings for their unpermitted orgasms (seventy-five for Ariel, fifteen for last night's sixty-nine with Sharon, thirty for the orgasms masturbating, and thirty more during her fucking, and sixty for Sharon who had three orgasms last night, three more at work, and six this evening), and both of them orgasmed during their spankings, already delightful randy sluts, receiving five more each. Sharon received all of her spankings from her employee, while I gave Ariel hers. After their spankings, they were given their marching orders for tomorrow.

"Tomorrow night, Slut, Annie is going to claim your ass while you lick Harlot's pussy in a sixty-nine, and she licks yours. You'll lick the strapless clean after she does. On Friday night, Luther will be the first man to stick his cock in your ass when he's back. I'll be filming for your husband as your ass is claimed for the first time. You might want to fuck your ass with the plug a few times during the day getting your ass used to the in and out motion and stretching you'll experience, when you have time during the day.

"Harlot, I'm taking off work tomorrow. I'm having Annie's A/C repaired, and working on a couple of other things around the condo. You'll remain naked while the serviceman is working on the A/C. You'll definitely relieve my arousal a couple times during the day, once during lunch, sucking my cock and balls, with it recorded for Tom, and you might be required to orally relieve the repairman's stress when he's done as he'll probably be hard after watching you prance around naked while he's working."

Ariel asked, "Master, will my ass be fucked on Friday then?"

"That is correct, although for yours, you're going to receive your first triple penetration at the same time: my cock in your pussy, Annie's vibrating cock in your ass, and Lester's cock in your mouth after he's fucked his wife's ass, with a special guest star watching as you're at your slutty best. You'll be blindfolded so you don't see who it is. I'll fuck your ass before I return you to Tom on Saturday, so I'll have been in all three of your fuck holes."

"I have a question, Master," Sharon said.

"Yes, Slut?"

"Harlot is going to lick Lester's cock after it's going in my ass. Does that mean I don't have to?"

"It doesn't mean that, no, as you'll be cleaning his cock first, but since we've sent Lester movies of you sucking six other cocks to orgasm, I think it's appropriate he get his cock sucked in front of you, to orgasm, by someone else with him spattering his cum all over Harlot's face. Do you wish to register a complaint?"

"No, Master, that's probably fair."

"Once again, I want you to sixty-nine to orgasm tonight, going to sleep with the other slut's cum on your face. You have permission for three orgasms, but if you should have more, each of those will cost you five swats, so keep track. Remember, you're both getting up at six: Slut for work, although you'll delay your enemas until right before your ass is fucked, and Harlot to wake up your Master and Mistress. Annie, make sure Slut gets another full dose of attention so that she's kept aroused all day."

"Of course, Jake."

"Are you going to fuck Mistress tonight, Master?" Sharon asked.

"I am."

"Do you need someone to clean up her pussy when you're finished?"

"Are you volunteering for the job?"

Sharon blushed. "Yes, Master."

"After I've saturated her pussy with my cum, I'll send her into your bedroom where she can sit on your face, and you can clean her cunt like the slut you are."

"Thank you, Master."

"Off to bed with you then."

"Yes, sir. Thanks, Master," they both said, scurrying off holding hands.

When they were gone, Annie asked, "Sharon is becoming my fuck puppet, isn't she?"

"It would appear so. Feel free to take full advantage of that without causing any problems at her work unless you want to support her if she gets fired. With control comes responsibility."

"So if I'd gotten fired while I was your fuck puppet, you'd have taken care of me until I found a new job?"

"Yes, so I had to be careful in how much I pushed you. I wanted you on your boss's radar for the changes we made, but not in her crosshairs. It's why I didn't make you orgasm in any meetings, and didn't have you strip in the office. Those could have been firing offenses. Having you in for a chat wasn't going to hurt you in the long run. You were only going to misbehave for a week, and look what happened. We got your boss as a submissive with very little persuasion on our part. Luther wanted it as much as Slut did. She complained she hadn't gotten twelve orgasms in the last month, and now she gets spanked for that many a day."

"Who's the surprise guest on Friday night when I take Ariel's anal virginity?"

"Tom, and it won't be Luther's cock she's sucking, it will be Tom's, unless he wants to see her with Luther's dick in her mouth. I haven't asked him yet. He knows he's supposed to be here on Friday night, but I don't know when he can come until I know when Luther will be here. I'll get that information tomorrow. Ariel has to be blindfolded so she doesn't know Tom is watching her. I want her acting as if Tom wasn't there."

"That's good. You know, turning Sharon into my fuck puppet was kind of fun."

"I enjoyed turning you into mine, so I'm not surprised," I laughed.

"You'd better fill my pussy with your sperm so I can feed it to Slut?"

"I guess so."

We enjoyed a nice, lengthy fucking, and I tried to inject my sperm as deep as possible into Annie's pussy so most of it wouldn't leak out before she got to the other bedroom. When I pulled out, she held her hand over her pussy while she walked to the spare bedroom. I followed her, wanting to see the interactions and to have Ariel clean my creamy cock.

"Slut, on your back and open your mouth," Annie ordered. "Clean my pussy."

"Yes, Mistress."

The two women immediately parted. (They were still muff diving when we entered the room.) Annie swung her leg over Sharon's shoulders and lowered her pussy onto her face. I told Harlot to get busy on my cock, and Ariel quickly stuffed it into her face as I shot another movie of the two doing clean up.

When we were both sufficiently clean, I asked, "You were still pleasuring one another nearly an hour later. How many times have you both cum?"

"Eight, Master," Harlot said.

"Nine, Master," Slut replied.

"You must love getting your asses reddened," I said. "No more orgasms tonight, sluts."

"Yes, sir."

"Go to sleep."

"Right away, Master."

Ariel was the one who had to change directions to get her head on the pillow. "Can we wash our faces, Master, so our pillows stay clean?" Ariel asked.

"Only if you lick them clean."

"Yes, sir." They proceeded to do just that as I turned out the light.

******

Ariel woke us giving me a nice blow job and licking Annie's pussy. She did the pussy first since Annie had to go to work and I didn't. After swallowing my cum, we both took a quick shower together, then ate breakfast, which Ariel made. I fed Ariel while both of us were naked, playing with her boobs and pussy while I did, ensuring she had a couple more orgasms this morning. While she got started on the dishes, I got dressed, then started on Annie's punch list, getting occasional text updates on Sharon from Annie.

Ariel didn't have much more to do today since the condo was clean, so I let her help me, with short breaks to masturbate. The AC guy was supposed to show up between eight and ten, and he showed up at nine, with a fifteen-minute alert before he arrived. His name was Javier.

He looked at the nude and masturbating Ariel when he arrived. "Did I come at a bad time?" he asked.

"Not at all. This isn't her house, and she has no clothes here, so don't worry about it. She'll be wandering about naked, helping me with some things as soon as she orgasms."

His pants were already swelling and he didn't have a wedding ring on, although not everyone wore one when working with their hands. I showed him the A/C unit and he got to work. He checked everything out and he drained the pan, added more refrigerant, changed the air return filter, and he recommended a UV light placed in the ductwork to sterilize the air in the unit. It added another $700 to the bill to add it, but Annie had been a good sport and wonderful companion, so I told him to add it. It ran the bill up to $1600.

While he worked on that, I had Ariel drain my balls in front of him, and the nude pixie happily did so, finally getting all of my cock down when I was erect, the show-off.

He finished up and I paid the bill. "Your girlfriend?" he asked as I handed him my debit card.

"No, a friend's wife. He asked me to turn her into a slut this week, so I've been working on that. Are you married or in any kind of committed relationship, Javier?"

"No."

"Would you like Harlot to relieve you of your erection?"

"Does it cost anything?"

"Nope, just slut practice for her, and you can consider it a tip. I need to shoot her for her husband. Your face won't be in the movie."

"I'd love it."

"Have a seat so you can enjoy it to the fullest. She's quite good. Harlot, take care of Javier's cock."

"Yes, Master."

I shot a movie as she removed Javier's cock from his pants, and he was already rock hard. She bobbed up and down on his shaft and sucked his balls for about ten minutes before she earned her reward. When he climaxed, he had his hands over her head, jamming her down on his cock as he erupted with a loud groan.

Ariel cleaned off his cock and tucked him back in his pants. "I hope this slut was satisfactory, sir?"

"You were perfect. How much longer do you have her?" Javier asked me.

"Her husband gets her back on Saturday."

"I hope he's happy with the finished product."

"He hasn't complained yet."

"Is he a cuckold?"

"He is now, but a willing one if he is."

"Thanks for everything."

"You bet."

After he left, we had lunch, and I had Ariel drain me onto her lunch meat on her sandwich before she could eat. After lunch, I texted Luther the most recent videos of his wife and asked when he'd be home tomorrow.

He said he should be home at six. I gave him the address and told him to come straight to Annie's when he arrived. We'd feed him, and he could claim Sharon's ass for the first time.

"Add another guest to your supper plans, Harlot."

"Yes, Master."

We finished up my honey-do list, and she started on supper. I texted Tom the movie of Ariel sucking off the A/C repairman as a tip and told him that he could show up at Annie's place on Friday night at nine. That he had to knock and wait until we opened the door and not to speak.

There's going to be another man here when you get here, who just finished fucking Sharon's ass, her husband, Luther. I'm going to blindfold Ariel so she doesn't know that you're here, so you can't talk. After you get here, I'm going to fuck Ariel's pussy, while Annie claims Ariel's ass for the first time.

I'm giving you a choice. You can either have your cock sucked while she's getting fucked to make her airtight, or she can suck Luther's cock while you watch. She's going to think she's sucking Luther's cock, and she knows a special mystery guest will be watching her getting fucked in all three of her fuck holes. You don't have to decide now. When it's time for her to suck a cock, you can either point to Luther, or yourself.

I suspect, not knowing that you're here, and having an unknown audience, she'll put on quite a show, and you'll see what a slut she's become. I'll see you at nine.

He answered. Holy hell. I'll be there.

Since I was finished with my chores, I helped Ariel set the table and shred lettuce and cheese while she diced tomatoes. She made tacos tonight, since it's what she had available. She planned on a pot roast for tomorrow, again, operating with the ingredients available.

Both girls showed up around quarter to six, and Sharon immediately stripped, the evidence of her arousal all day clearly visible. While she took a shower with her enemas, I showed Annie the work I'd done on her house and the repair bill, including the UV unit I paid to have added.

"Thank you, Jake. That was very kind of you."

"Hey, you should get some compensation for your work turning Sharon and Ariel into sluts. I probably couldn't have done Sharon without your help."

She laughed and kissed me, hugging me tight. "I want you to know you're the best boyfriend I ever had."

"The kinkiest anyway."

We had our tacos and I told Sharon her husband would be joining us at six for supper. She would let him and our nine p. m. mystery guest in naked when they arrived.

"Yes, Master."

Sharon seemed a little nervous to be getting anally fucked tonight, but nervous or not, her pussy was telling me she was eager. Annie got the strapless I'd purchased for her, and we let the two sluts pleasure each other to three more orgasms before it was time for the grand finale. While they continued, Annie oiled up Sharon's ass and her fake cock before sticking it in her pussy and turning it on.

"Are you ready for your employee to make you a three-hole slut for the first time?" Annie asked.

"Yes, Mistress. Claim my ass."

"Lick that pussy and make sure you concentrate on Harlot so you don't think as much about my cock fucking your ass."

"Yes, Mistress."

She dove back in, and as they pleasured each other, Annie made a nice, slow entry up Sharon's fundament. About halfway in, Sharon climaxed for the first time with someone fucking her ass. She climaxed five more times as she was fucked, the last one absolutely monumental as she squirted all over Ariel's face.

Ariel was sputtering. "Keep licking, Harlot. That's squirt, not pee."

Ariel kept licking, and as soon as Annie had her next orgasm, she turned the vibrator off and pulled it out.

"Lick her ass now, Harlot, before it closes. Hand Slut the vibrator and make her clean off both strapless ends, her ass, and your pussy, then clean your pussy, which sounded quite juicy when you pulled the strapless out," I said to Annie. Annie nodded.

Ariel had to get out from under Sharon to get at Sharon's ass, but Sharon was busy with the vibrator and couldn't lick pussy anyway.

When they were done with clean-up, I sent them both to shower, and Annie and I changed the sheets on the bed after washing the toys.

"How did you like fucking your first ass?" I asked.

"It was fun, especially since it was Sharon's. Not as nice as you fucking my pussy though, especially when I had a plug up my ass."

"If you're willing to have Ariel in the bed, I can fuck your pussy while she fucks your ass."

"Sounds dreamy. Can I see if Sharon will clean my ass without having an enema first?"

"We can try it out. You had one last night, so it will be fairly clean anyway."

"I'm really wondering how submissive she is."

"We'll find out tonight," I agreed. I had to wonder myself.

Post-shower, each of them got their spankings for the day. They were over a hundred each, and we had to use a light paddle so our hands didn't get too sore. They both still climaxed once each during their spanking, so it obviously wasn't harsh.

"We want both of you to stay here for the moment," I said. "I'm going to fuck Annie like I'm going to fuck Harlot tomorrow night, and I want Harlot to fuck Annie's ass with the same strapless that will get used on her. I want you to watch, Slut. We'll use you for clean-up after we're done. In fact, I'd like you lubing your Mistress's asshole and the strapless."

"Yes, Master. Thank you."

I handed Sharon the lube and I had Ariel suck my cock to an erection, then Annie mounted me. I told Slut to wait until Annie had one climax, then she could do her thing. Annie loved the sex and loved cowgirl, so it didn't take long to orgasm, then Sharon lubed up both the strapless vibe and her employee's pucker.

"Go gently, Harlot, as she's fucking your ass tomorrow night, and she'll enter you the way you do her now."

"Yes, Master. I understand."

I held still as Ariel slowly worked the vibrating toy into Annie's ass. As soon as she was all the way in, I started to fuck Annie harder. Annie loved her double penetration. I loved kissing her and playing with her boobs as we fucked. Even Ariel was getting pleasure from the vibe.

"Permission to cum, Master," Ariel asked.

"While you're fucking Annie, you can cum all you want. The second you pull out of her ass, any further orgasms will cost you."

"Thank you, Master," Ariel said, quickly cumming.

With a vibrator in Annie's ass stimulating my cock in her pussy, I didn't expect to last too long, no matter how I tried to delay. I was right. At fifteen minutes, I felt ready to explode. Annie was enjoying it as much or more than I was. She climaxed a half dozen times.

"I'm going to cum, Slut, get ready to clean Annie's pussy and my cock, pussy first so she doesn't leak on our clean sheets."

"Yes, Master." Sharon moved closer.

"Aww, fuck me," I groaned, my cock spurting heavily. "That's amazing. Pull out now, Harlot. I'm so fucking sensitive at the moment."

"Yes, Master."

Ariel pulled out and at least the vibrations stopped. Annie pulled off of my shrinking cock and Sharon was Johnny-on-the-spot to slap her mouth over Annie's pussy, lapping away like a dog to clean her up.

I told Ariel to wash the toy and put it on the charger. She came back while Sharon was cleaning my dick, getting what she could out of Annie's pussy and moving to my cream-covered popsicle.

"All done, Master," Sharon said, finishing up.

"Don't forget to clean my ass," Annie said. "That got fucked too."

"Yes, Mistress."

Damned if Sharon didn't start swabbing Annie's pucker like it was the poop deck on a ship, even pushing her tongue inside of her. Sharon was amazingly submissive, although Annie still had to be pretty clean from last night. I wouldn't have done it, that's for damned sure, and the expression on Annie's face was pretty shocked too, as her boss licked her ass. I had the feeling Annie might be able to get Sharon to do just about anything she wanted. Damn!

"Why don't you go brush your teeth and gargle now, Slut. I did not expect you to clean Annie's ass, since she didn't have an enema tonight."

"Yes, Master." Sharon blushed when I reminded her of what she'd done. She left to clean her mouth, though. When she came back, we upgraded Ariel's anal plug to the largest, just like the one Sharon now had to wear, waiting for Luther to fuck her ass.

I told the two sluts they could give each other up to five orgasms, but they only had permission for two.

"Yes, Master," both said.

As I was lying in bed with Annie, she asked me why I'd added the UV light to her A/C system.

"Because I like you a lot, you're sexy as hell, and I've enjoyed spending the last couple of weeks with you. You've been a good sport about everything and haven't bitched a lick about anything I had you do."

"I like you too, Jake, a lot. In fact, I'll go so far as to say I love you. I want you to know that." She snuggled closer to me, increasing body contact.

"I appreciate you being willing to tell me that," I said. "I can't quite say I love you back, but it means a lot to me that you can say it without corresponding assurances from me."

"If we were to get married, and I know you're not ready to say that yet, but if we were, would you want to marry Annie Pruitt or Fuck Puppet?"

"Is Fuck Puppet an option?"

"I liked being your Fuck Puppet. I could maybe do with a little less lesbian sex and sucking off other guys, but I liked you being in control of me. It made me so juicy to be submissive to you. I didn't even mind the spankings that much. I might need a little less sluttiness at work if I want to keep my job, but you made me so hot all the time, I'd definitely consider something along those lines."

"After finally practicing something I've been interested in, I've found I'm eager to continue. Would you be willing to be nude most of the time, no matter what, even in front of others?"

"That's one of the things that made me juicy, and I'm not saying no to any lesbian stuff, just not as much. I don't mind some slut cleaning my pussy after you make a deposit in it. I guess you know how I feel about you fucking other women, generally. I wouldn't want that to happen on a regular basis, but if you wanted to share some hot girl with me on occasion, I'd certainly be willing to consider it."

"What about having some guy clean my cum out of you?"

"I'm not opposed generally to anyone wanting to lick my pussy, but I'd prefer to have only one dick going into my mouth, pussy or ass, and that one's yours."

I pulled her slightly closer and kissed her. "Hmm, you're making me hot."

"I can tell," Annie laughed. "You're kind of obvious when you get an erection. If you need to relieve it, I'm your girl."

Annie relieved it and we cleaned each other off when we were done. Damn! I think I was falling in love.

******

I had one more day of having updates on Sharon's shenanigans at work, with Annie pushing her buttons left and right. It was probably the sluttiest outfit that Sharon wore, though still less than what I made Annie wear. Annie still had control of the Lush in Sharon's pussy, and pushed her to four orgasms at work, and one at lunch, since there were no meetings that day. She also had Sharon lick her to orgasms on two separate occasions, during brief meetings in Sharon's office, with Annie sitting in the chair and Sharon kneeling in front of her.

Ariel had to masturbate every hour to one orgasm (nine total), but had to prepare a nice meal for the evening's festivities, and have the table set when I arrived. Annie and Sharon arrived five minutes after I did, and Sharon immediately stripped off. She had time to take her enema's and shower before Luther got there. Ariel had already taken hers.

When Luther knocked on the door, his nude wife let him in. They kissed, Luther making note of how lovely she looked, and her new tattoos.

"Thank you, sir."

Ariel was also naked when Luther arrived, and he commented on her cute appearance as well.

"Thank you, sir. I'm looking forward to the evening's activities.

I invited Luther to feed Sharon as I was feeding Ariel tonight, with lots of touching and stroking to keep both of them aroused for later. They kissed more than I was kissing Ariel. I was mostly fondling her, both her boobs and her pussy.

"I'm surprised Fuck Puppet is dressed," Luther commented.

"Fuck Puppet's submission ended last Sunday. Since then, she's been helping to train Slut at work. How many times did you cum today at work, Slut?"

"Five, Master."

"And how many times did you lick Annie to an orgasm at work today?"

"Two, Master."

"How many assholes have you rimmed the last week?"

"Several, sir. I think eight, Master."

"Very good, Slut. Would you say I've been successful in turning you into a delicious slut for your husband?"

"Yes, Master."

"Are you looking forward to Luther fucking you in the ass, Slut?"

"Yes, Master."

"And are you going to clean off his cock after he fucks your ass?"

"Yes, Master."

"We might have a special treat for Luther tonight. What would that be, Slut?"

"When Harlot is airtight tonight after my ass fucking, it may be his cock that she's sucking, sir."

"Very good, Slut. That's not up to you, but you have no objection if Harlot sucks his cock tonight, do you?"

"No, Master. He deserves it for allowing me to be turned into a slut."

We had a nice supper, although Luther rushed through his, hoping to get to the good stuff faster. During her fondling at supper, Slut had to cum and asked me for permission.

"No, Slut. We'll want Luther participating in your punishment tonight. How many swats have you earned since last night's punishment?"

"Fifteen last night and twenty-five so far today. If I cum now, I'll be up to fifty-five."

"You'll be a lot higher after your ass fucking. Don't expect to receive permission for any of them."

"Yes, Sir."

Annie did the dishes so the other two could start on the fun and games. I had Slut and Harlot sixty-nine to three orgasms so Sharon would have a nice endorphin load prior to her ass fucking, while Luther undressed, then played with the butt plug in her ass. Three orgasms didn't take long. I handed Luther some lube, told him to pull Sharon's plug and to grease up his cock and her pucker before fucking her.

"You'll be tempted to jam your cock inside of her, Luther. Don't. If you want Slut to continue to enjoy anal sex, slow and careful will keep her happy. Shove your cock in nice and easy, then let it sit inside of her stretching her for her fucking. Give it a couple minutes, then slowly start your thrusting. When you hear her moaning and fucking back, you can speed up a little to make it easier for you to cum. Her ass was cleaned out before supper so she can suck your cock afterwards and Harlot can clean her asshole."

"Got it."

Luther had a somewhat thick six-inch cock, and he inserted it slowly, taking around two minutes to get all the way in Sharon's ass. Since Ariel was still licking her pussy, Sharon was still cumming, and when she climaxed the next time, Sharon started thrusting back and forth on his cock. Luther started moving, his balls tea bagging Ariel's face.

Despite being aroused and hard as soon as he undressed, he was able to fuck for over ten minutes, with Sharon cumming three more times during her ass fucking and pussy licking, before he groaned like a mad man and shot his cum deep in her bowels.

"Fuck, oh, fuck!," Luther moaned. "This is amazing. Her ass is so tight."

"After you pull out, we'll let Harlot get on her hands and knees and she can clean your cock while her asshole gets swabbed out. Unless you're sure you can cum again later, you might want to hold off on an orgasm as she sucks your cock."

It took another minute to pull out, but as soon as he did, Sharon got on all fours, and turned to face her husband, gobbling his cock down. Ariel got out from underneath her and began cleaning out Sharon's naughty bits, like a good slut.

By the time we'd eaten supper, and Luther got his first taste of anal sex with his wife, it was close to eight. That gave us a little time before Tom would get here. I showed Luther how to spank his wife, (up to seventy-five swats now), by spanking Ariel (up to sixty herself since her last punishment), showing him what to look for and how to avoid harming her. I let Annie give her the first forty, reinforcing her continuing Domination, then get another tongue lashing, and Luther giving her the last thirty-five. He had to add five more when she climaxed during the latter part of her spanking.

At a quarter to nine, my alarm went off and I blindfolded Ariel. I put her to work taking turns licking Sharon's pussy and sucking Luther's cock while we waited, having to switch anytime anyone got close to an orgasm.

At nine, Tom rang my doorbell, and I sent Sharon to let him in. As instructed, he kept quiet. I introduced Luther as Slut's husband, but didn't introduce Tom to Luther, to maintain the veil of secrecy.

"Are you ready to be fucked airtight while our mystery guest sees what a whore you are, Harlot?"

"Yes, Master."

"I'm going to lie down on the floor, and I want you sucking my cock until I'm hard. You will then mount me and start fucking yourself. After you've had an orgasm, Mistress Annie will begin to fuck your ass after properly lubing it up. After you have another orgasm during your ass fucking, open your mouth, and a cock will fill it up. You will suck that cock to an orgasm. It will either be the unknown guest or Luther fucking your mouth. We'll stop after Luther and I cum inside of your adulterous fuck holes. You'll clean my cock, while Slut cleans your pussy and ass. You don't have permission to cum, and any orgasms you have will be punished. Do you have any questions, Harlot?"

"No, Master."

I removed my clothes and lay down beside Ariel. I put her hand on my cock so she could find it and start sucking me. She was an enthusiastic cock sucker, even with the unknown audience, and she had me erect in no time. She mounted my cock and was an even more enthusiastic fucker, telling the world how much she loved my cock and being a slut.

"Fuck me, Master. Fuck your horny slut. Make me airtight. I want to serve you, Master."

It took Ariel about four minutes to cum, being kept on edge and aroused all day long. Annie inserted the strapless vibrator and lubed up both the fake prick and Ariel's anal fuck hole. I held still long enough for Annie to get inside Ariel's ass for the first time. That really set her off. She loved being double-dicked, especially when one of them was vibrating inside of her dark hole and making my cock vibrate inside of her pussy. She made sure everyone knew how much she loved her double penetration.

I felt her cum and told her to open her mouth for another cock, and Tom pointed at Luther to feed his fat prick to her, and for the first time, Ariel was airtight. It was the only thing that shut her up.

Having that vibrator next to my cock buzzing, and not having climaxed earlier, I was afraid I was the first to cum, roaring as I let loose of my load fifteen minutes later. Fortunately, the vibrator also kept my dick hard and in the game, and Ariel continued to fuck herself on my dick until Luther blasted a sack full of cum into her mouth. Since both of us had cum, I told Annie she could stop after her next orgasm, and Ariel got another two minutes of intense ass fucking to end her triple penetration. Ariel cleaned off my dick, while Sharon cleaned her ass.

"Guest, would you like to fill any one of her three fuck holes with your cum? Just nod if you're interested and fill a hole."

Tom nodded and filled his wife's ass for the first time, fucking her hard for over five minutes before he orgasmed. I told Ariel to clean our guest's cock and for Sharon to clean both Ariel's ass and pussy of the cum we'd deposited, now leaking out. Ariel went ass to mouth on Tom's dick, and Sharon went mouth to ass and pussy on Ariel's nether regions.

"How many times did you cum during your fucking, Harlot?"

"Eight, Master."

"Over my knee for your spanking, Harlot. Ten by me, then ten by Mistress Annie, ten by Luther and the last ten by our guest, at which time Slut will escort him out of the house. Thanks for joining us, oh mysterious one. I hope you enjoyed yourself with Harlot. Just nod."

He almost unhinged his neck, nodding. I put Ariel's naked ass over my lap and gave her ten, Annie gave her ten, Luther gave her ten and Tom gave her ten, then Tom was escorted from the house.

I removed Ariel's blindfold and told her to take a warm bath and wash up. While she was gone, I removed Sharon's collar and handed it to Luther.

"If you decide to keep Sharon in submission, I strongly recommend you get training as a Dominant. She is a delicious slut, and we enjoyed her submission a lot, even more than I expected. You may want to put your own collar on her, although you can use this one until you get your own. I bought some equipment for her, and I'll give it to you for your own use. If you don't fuck her ass at least once a week, let her wear the largest anal plug for a day before you fuck her ass. She knows how to take care of her bottom for regular anal sex.

"Whether or not you choose to share your slut with others is up to you, but I think she should stay in practice licking pussy and licking ass. If you want, Annie will continue her submission at work so she's always aroused, following any rules you set. Why don't you go home and talk it over, and see what you want to do. If you call me by Sunday, I'll give you Annie's number so you can speak to her directly about any plans you wish to make for your slut at work. Luther, thanks for the use of your wife. We had fun with her."

"Thank you, Jake. I almost wore my dick out masturbating to the movies you sent me. Best work trip I ever had."

"I'm glad you enjoyed it."

"Jake, I appreciated you keeping your word and only doing what you said you would. I was wondering if you'd like to fuck her before we leave."

"No, thank you, Luther. I still have two sluts here who need my attention. I've had more sex in the last two weeks than anyone deserves, but it was loads of fun."

Annie helped Sharon gather up her clothes and then made her kiss her pussy before Sharon left. I thought it was a nice touch. I sent Tom a text and told him to have some clothes for Ariel at Evan's tomorrow, as she'd been without them for a week.

After they left, I asked, "Since Harlot doesn't have anyone to keep her company tonight, would you mind if I let her sleep in our bed?"

"Are you going to fuck her?"

"No, although I'll probably have her lick you. I'll fuck her ass at Evan's tomorrow in front of everyone before I turn her over to him. Tom seemed to enjoy how much of a slut Harlot was tonight."

"He did. No question in my mind. He didn't even want his cock to be one of three invading his wife."

When her bath was finished, I let Ariel join us. I had Annie mount my cock in a reverse cowgirl and had Ariel lick her clit while Annie rode me. Annie got several nice orgasms out of that deal, and several more when Ariel cleaned up after us. I had Annie sleep in the middle and Ariel sleep on the opposite side of the bed from me.

First thing in the morning, the two girls took care of their needs, including Ariel's next enema, and touch-up shaves to their lady bits. While I made a quick breakfast, then while they cleaned up, I showered. All Ariel got to wear out to Evan's again was her husband's large shirt, and I had her wear a Lush3 with Annie at the controls on the drive to keep her aroused. We arrived at Evan's around ten, and everyone was playing in the pool, although they were wearing suits. Ariel went into the pool naked, taking off her husband's shirt. All the other boys and girls saw the tattoos bedecking Ariel's body, including the one on her face.

The men all quickly developed erections as Ariel splashed around in the pool. The Lush3 is waterproof, so Annie continued to play with it, and everyone enjoyed watching Ariel cum four times as she went swimming.

Tom tried to kiss her while she was in the pool and Ariel pointed to the tattoo on her cheek and told him she was Jake's slut, and he needed my permission before she could use my mouth on anyone else. I thought that was funny and told her she didn't have my permission to use my mouth on anyone at the moment.

Just before lunch, I had Ariel come to me and lick my asshole and suck my cock to get me hard. I then had Ariel grease up my cock and her asshole and mount me, fucking her ass at the edge of the pool as Tom's and Ariel's friends watched her moaning and mewling each time she climaxed on my cock, and with Annie still operating the controls of the Lush, she did frequently.

"How does it feel with Jake's fat cock in your ass?" Trish asked. "Is it painful?"

"He slowly stretched me out for five days before I got ass fucked for the first time last night, Miss Trish. First, Mistress Annie fucked my ass with a seven-inch vibrating strapless, with Master's cock in my pussy, and Slut's husband, Luther's, fat cock in my mouth, with some stranger watching me take all three cocks at the same time. When I finished with those three, the stranger took my ass. I got to soothe my butt in a tub of hot water and it got left alone until now. This morning is the first time with Master's cock in my ass, but he went easy enough on me, it feels pretty good, especially with the toy in my pussy. You can tell how often I'm cumming."

"So you like anal sex, even with Jake," Marla said.

"Yeah, the way it's been done, Miss Marla, I can see getting ass fucked again, and maybe fairly often. I hope Tom will fuck my ass on occasion if he does it as well as Master does."

"Did he fuck your pussy?" Linda asked.

"Almost every day," Ariel said. "Master is an excellent fucker. I know one of the movies that they made for Tom had me begging for Master's cock. It's probably the best sex I ever had, although a lot of the time he fucked Mistress Annie and Slut and I had to clean the cum out of their asses or pussies.

"His cock is so fat and meaty, I earned so many spankings to my bare butt because I was cumming all the time. Even when I wasn't getting fucked and there was no one home, Master had me masturbating frequently. For the last week, I'd estimate I climaxed over a hundred times."

"Tom, how did you feel when you saw the movie of Ariel begging for Jake's cock?" Greg asked.

"It was both scary and arousing. Although I know Jake wouldn't do anything beyond what I told him to do, listening to her beg for another man's dick did cause intense jealousy when I heard it, even though I also had the hardest erection I can remember, kind of like now watching his big cock in her ass."

"Do you wish you hadn't given Ariel to Jake to turn into a slut?" Fred asked.

"No, I'm still glad I did it."

"What if she needs a bigger cock all the time from now on?" Evan asked.

"You and Trish swap with other couples. I'm sure all of the dicks aren't smaller than yours is. Aren't you worried she'll find a cock she loves more than yours?"

"I guess I'm confident in the way we feel about each other that a slightly larger cock isn't going to be so different that it would create a problem for us."

"What about a cock as large as Jake's? Would you give Trish to Jake to turn into a slut?" Tom asked. "Could you watch a movie of Trish begging for Jake's cock?"

Trish and Evan looked at each other as if they might be considering doing the same thing.

"Before either of you answer that," I said, "my days of training sluts might be over. Annie has expressed a romantic interest in me, but feels that if I continue fucking and training other sluts, I may never be more than boyfriend material. She's hoping for something more. I'm willing to give up slut training until we can figure out if we're meant for each other. Unless we break up in the future, I'm fucking my last slut unless Fuck Puppet makes a reappearance. She has indicated that is possible. For now, consider my dick to be off the market."

Annie blew me a kiss, and then made Ariel cum again. "Thank you, Jake. That makes me all warm and gooey inside," she said. "Almost as warm and gooey as Harlot's cunt is this morning."

"You're welcome, Annie. So this is the last ass I expect to fuck other than Annie's for the foreseeable future."

With the Lush inside of Ariel's pussy doing its magic on both of us, I didn't expect to last long, and I didn't. Fifteen to twenty minutes, then I groaned and emptied my bowels in Ariel's tight, little ass. When I finished in her, I had Ariel clean off my cock. She immediately wrapped her lips around my shrinking cock and did a stellar job of cleanup.

I reminded her and everyone else of what she was doing. "Great fuck, Harlot. You did an excellent job of cleaning your ass off my dick. How many times have you cum this morning?"

"Ten, Master."

"Fifty swats, Harlot. Over my lap now."

"Yes, Master."

I gave Ariel a sound fifty-swat spanking, turning her cute little butt cheeks a delightful shade of red.

"Before I return this new slut back to her husband, would anyone like their pussy licked or cock sucked to see how she's improved since you experienced her mouth last?"

Turns out, everyone did. Ariel had to service four other cocks and four other pussies before I removed her collar and gave her back to Tom. None of the couples bitched about the little slut giving all of them oral pleasure. When she finished the last of the other four couples, I removed the collar from around her neck.

"You're no longer my Harlot. Annie has a bag of the toys we used on you for the last week in the car. Annie, you may give them to Ariel before she and Tom leave. The liquid for removing the tattoo from your cheek is in that bag. Tom, you have an excellent slut. Not only did she do a great job of servicing me and the other women staying at the house, she did all of the spring cleaning I was obligated to do for Annie, and she did a fine job of cleaning and cooking. She even relieved the A/C repairman's cock as a tip for his work.

"All in all, she's sucked seven new cocks this week, and licked six new pussies, been fucked in the ass three times, and kept a lot of pussies, asses, and dicks cleaned up so she didn't have to change the sheets too often. I'd say she's proved her sluttiness several times over. I hope you enjoy her new skills, Tom."

"Let's see if she sucks my cock," Tom said. "Ariel, relieve my balls, please."

"I guess you should have asked before Master removed the collar from my neck, Tom," Ariel said. "I'm not a submissive slut anymore, just your wife. I sure hope you brought some clothes for me, because I'm not going home looking like this. I'd hate to have to spend the night at Evan and Trish's place. I have all this new sexual energy I need to use up. It would be a shame if they got the benefit of it."

Tom got this look of astonishment on his face as Ariel told him that, along with the gasps of several of my other friends. "What!" Tom gasped.

"Just kidding, Tommy, but if you think I'm going to continue as a naked slut without Master's collar on me, you've got another thing coming. Let's go into the house and I'll relieve your erection with my best blow job if you brought some clothes. If you didn't, I guess you'll wait until you get me home clothed. Sex is going to be in private again, not in front of all of your friends."

"I brought some clothes. Jake reminded me last night."

Ariel grinned. "Made you nervous, didn't I?"

"You, she-devil."

"If you're a really good boy and lick the cum out of my ass, I'll let you fuck it too."

"Okay."

Ariel led Tom into the house. The other couples looked at each other.

"Just in case you were wondering, Ariel had a couple of enemas this morning to clean out her bowels," I said. "That's the only way I normally make someone go ass to mouth. Watch out for Annie though. She made Slut clean her ass after an ass fucking when she hadn't had enemas first. Slut is apparently quite submissive when it comes to her employee, or maybe anyone. I didn't ask her though."

"What happened to her?" Linda asked.

"She went back home to her husband last night."

"Did you ever fuck her pussy?" Marla asked.

"It wasn't permitted under the rules. Luther offered Friday night, but if I'm cutting back on pussy, I didn't need another one."

Annie came and sat in my lap. "I hope to keep big guy here, satisfied with all the pussy he needs from here on out." She planted a lingering kiss on my lips. "Would you like a nice blow job?"

I laughed. "Maybe later. I just fucked Ariel's ass."

"You need any help with the grill work, Evan?" Fred asked. "I'm starving."

"No, you can help with clean up, though, when we're done."

Before we sat down to eat, Ariel came back dressed and Tom had a satisfied grin on his face."

"How did her ass taste, Tom?" Evan asked. "Does it compare to my burgers?"

"It tasted fine. It doesn't taste as good as your burgers, but I can't fuck your burgers either, so I guess it's a wash."

Ariel said, "I could definitely get used to someone licking my ass all the time. It feels pretty good, especially after a good rogering."

"I agree," Annie said. "There's nothing quite like getting a nice tongue soothing the flesh and cleaning up after anal sex. I might need to find out if Slut will keep doing it."

"TMI," Trish laughed.

"You wouldn't say that if you tried it," Ariel said. "Don't forget the enemas first."

"Do you use those chemical things like if you're having surgery?" Linda asked.

"No," Annie said. "Just some warm water with a very mild soap for the first one or two, then nothing but water to rinse the soap out. If done regularly, it's pretty simple. The first one you do if you haven't done it recently is always bad. Doing it once or twice a week makes the next ones easier. Warm water may be all that's necessary if you've done it recently."

"Would you lick your cum out of my ass if I let you fuck it?" Linda asked Fred.

"You'd take enemas first?"

"Of course, or I wouldn't want to kiss you. I have to say you're still not excited about licking your cum out of my pussy yet, so I'm wondering if you'd really do it out of my ass. Before you cum, you sound eager, but as soon as you nut, you're hesitant. I seriously doubt you'd clean my ass, even if you said you would."

"It might help if you let Fred see how clean your ass is after the final rinse. Show him how clean the water is before you flush it," Annie said. "That's really what I needed before I sucked Jake's cock after he fucked my ass the first time, even more than inspecting his cock first. But if you're going to take a cock in the ass, I think you should have a tongue soothing it afterwards. If Fred won't do it, maybe Ariel will. She cleaned my often enough."

Everyone laughed.

"Tom, would you be willing to show us some of the movies made of Ariel being turned into a slut?" Stan asked. "Maybe we can get some pointers."

"Sure, if you want, I'll put them on Evan's big-screen TV so you can all watch, but first we eat. Man cannot live on ass alone."

We had another nice cookout. Annie and I helped clean up after the meal, but we didn't stay for the movies.

"I was in the damn things. I know what's in them," I said. "Annie mentioned something earlier about a blow job. I think I'll take her up on it at home. You guys have seen enough of my dick without showing off some more."

Annie got Ariel her bag of toys and we left. All in all, I'd have to say I'd enjoyed an extraordinary couple of weeks.

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