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Entertaining The Hot Wives Club

I'll start with a little backstory about my relationship with Ashley.

Very early in life, I realized I was submissive and had strong fantasies about hardcore femdom.

We entered our relationship as an FLR and have built on that foundation to become what we are today. My wife embraced the dominant role immediately, and we began living a femdom lifestyle, much to my delight.

The spankings started right away--some were punishment, others were "funishment." I did all the housework, laundry, and most of the cooking. Whenever I slipped up or disappointed her, she would take me over her knee and light up my backside until I bawled like a baby, babbling apologies through my tears.

Chastity was also implemented immediately, and I was fitted with a custom cage from Mature Metal, designed for extended wear. She quickly realized that if you control the cock, you control the submissive.

I became increasingly submissive to her desires, both sexual and otherwise. I spent countless hours on my knees between her legs, pleasuring her while she relaxed in her recliner, reading, watching TV, or talking on the phone.

I'm less than well-endowed, with a rather skinny 5-inch cock, and I had never been able to give her an orgasm through penetration alone. After I was caged, and with my inability to pleasure her that way, PIV sex gradually became non-existent for us.Entertaining The Hot Wives Club фото

Instead, every other week, I was usually instructed to masturbate onto her feet and then immediately required to lick them clean of my discharge.

Early in this new dynamic, I confessed that I craved both verbal and physical humiliation. She did not disappoint. Every chance she got, she brought me to my knees with her sharp tongue or the increasingly humiliating tasks she assigned me, and I loved every minute of it.

She was the breadwinner, with a fantastic career in finance that afforded us a wonderful life. Three years ago, after we married, she had me quit my job to become her "housewife."

One afternoon, I was home alone. My chores were finished, and I found myself feeling a little aroused after folding her lingerie.

I couldn't resist slipping on a pair of her sexy red panties. Before I knew it, I had added a garter belt and black seamed stockings to the ensemble.

I was watching sissy porn on my laptop in her home office and had become completely oblivious to my surroundings.

Then I heard a voice behind me.

"My... my... my... What do we have here?"

I spun around to find Ashley standing there with a sadistic little grin on her face.

I stammered something about simply being curious while folding her lingerie, but that didn't explain the video playing on my laptop--a sissy in full drag kneeling before his wife's bull, preparing him before he took his wife in front of him.

Ashley sat down and said, "Well... let's see what you're so worked up about."

She watched the entire video from beginning to end.

When it was over, she looked at me with a knowing smile and said, "Why doesn't this surprise me?"

From that day forward, I became her cross-dressing, sissy cuck.

She wasted no time putting a profile together on Fet Life. She advertised herself for a potential bull. She posted a few sexy pics in her profile, and with her striking looks, she was bombarded with replies.

In the next few weeks, she shopped for bulls while she fully feminized me. We went to Victoria's Secret, and she didn't hesitate to tell the beautiful young sales associate why we were there and who all the slutty lingerie was for. Much to my complete humiliation, Ashley asked her to stay with us and help with sizing and style.

The young associate said, "No problem at all... we see 'boys' like him in here nearly every day, and they are my favorites!"

My locked-up little dicklet stayed painfully hard the entire time we were there. Loaded up with sexy frillies, we headed home for a fashion show and an extended session of strap-on sex for me and pussy worship for her.

The FetLife post created a lot of interest in Ashley. At 29, she is a tall, strikingly beautiful, blonde smokeshow. I knew she would draw a higher quality 'bull' than the average middle-aged, bored, married housewife would.

She sorted through potential bulls for her and whittled it down. She reached out to a few, and one stud named Jack caught her attention immediately. An Ex-D1 football player. At 6' 3", 220 lbs he was an absolute specimen of a ripped alpha stud!

A huge cock was at the top of Ashley's list for her potential bulls, and Jack did not disappoint! He sent several dick pics of his 9" cock, and it was absolutely amazing! His massive, girthy, rod with a large bell-shaped head hung down over his huge sack and balls. Ashley was absolutely infatuated with it.

He stated in his bio that he had learned total mastery of his orgasms and had complete staying power, and that he was also a very heavy cummer.

He was extremely alpha and had quite a bit of experience with hotwives and sissy cucks. They quickly hit it off, and she was seeing him twice a week.

She would bring home huge, fresh creampies for me to clean up while she gave a detailed account of the pounding she just took from his massive cock.

Ashley would simply but sternly state, "Remove his load from me bitch."

I would, gently and lovingly, clean her sore, ruined pussy with long, slow, loving, gentle uplicks. Then I'd put a tight liplock on her gaping slit and suck and vac her while she pushed his massive load out and into my sucking mouth. All the while, my little dicklet was trying to escape its tiny 2inch steel prison as she told me how many orgasms Jack had given her and what an amazing lover he was.

He quickly became her regular go-to bull and still is today, almost a year later. We now realize how lucky we were to find such a perfectly compatible bull right off the bat. As we later learned from other HotWives, it can be difficult to find the right 'fit'. I think Ashley's youth and looks were the key. She just automatically had a much better pool of bulls to draw from than the average middle aged, bored housewife.

Jack is extremely alpha in all aspects and loves to relentlessly humiliate me in front of my mistress as well as others. He requires me to FaceTime him while in full drag and beg him to service Ashley when she needs it. Another of his conditions for 'The price of admission'.

I was FaceTiming him to let him know that Ashley needed to be 'serviced' while he was at the gym one afternoon with an ex-teammate, Will. Will is one of his best friends and his gambling bookie, who also identifies as an alpha queer.

He let his buddy Will watch and listen to the whole humiliating scene. I was in full fem, makeup, wig, and total slutwear. He pushed my humiliation buttons even harder with Will watching.

I just replied to all of the humiliating comments with "yes, sir," and hung my head in shame.

Will said, "damn... I could really use a blowjob from that little sissy bitch. There's nothing I like more than to cum down the throat of a little sissy that claims to be straight."

Jack replied, "I can make that happen. How about a $100.00 credit on my gambling account for every blowjob the little sissy cuck gives you?"

Will immediately said, "Done deal!"

I'm straight, but I knew I would be severely punished by Jack if I didn't follow every order he gave me completely and enthusiastically.

For all practical purposes, Will has more or less become 'MY' bull since that afternoon when they showed up together for that first blowjob. That's an entire story of its own for another day.

That brings us to our current story. The arrangement that Ashley, Jack, and Will set up is that when Will needs to be 'serviced,' he texts Ashley to confirm that I'm available and it's OK to come by the house.

Every Monday afternoon, Ashley (and I) host her group of FetLife hotwife friends that she met as we began the hotwife/sissy lifestyle. 5 regulars come for margaritas by the pool and typically discuss what sexy activities they all got up to over the weekend.

I have 2 'French maids' uniforms, one that is more practical with Mary Janes that she lets me wear when I'm actually doing my housework, and one extremely slutty (costume) type that she requires me to wear 5" black stiletto's with. I'll let you guess which I'm required to wear to perform my services for the hot wives' club. You guessed it, the slutty stiletto version with full makeup and a dark brunette wig styled into a long bob.

The other hot wives have different levels of FLRs, but none are even close to as strict as Ashley and my FLR. None of them cross-dress their husbands, so they absolutely love 'Chrissy the maid', therefore, we always host.

I'm required to be at their beck and call constantly, serving snacks and margaritas and making them all comfortable. They all have a hall pass from their cucks for my hands and mouth while they are here. The cucks all know Im locked up and there is zero chance for me to penetrate any of them. I usually will take them under the private gazebo one by one and give them a yoni massage that always ends with a happy ending, compliments of my mouth.

Let's say, I have absolutely come to love Monday afternoons with the Hot Wife's Club. I get to rub down and eat beautiful pussy's all afternoon, and usually, Mistress Ashley will make that my release day.

Sometimes she will get my chastity key from Jack who is technically now my keyholder. She'll unlock me and have me kneel in front of the group and edge myself 3 or 4 times while they chat and shamelessly humiliate me about my tiny useless little dicklet. I'm then finally allowed to cum on her feet and then immediately required lick it all up.

Other times, she'll leave me locked and have me fuck my own ass with a vibrating dildo while I simultaneously use her magic wand on my caged cock until I blow. That is the ladies favorite because I struggle and get frustrated. I am also on a time limit and occasionally fail and don't get any release at all. But after eating pussy all afternoon, I'm so horny I'd do about anything for a nut.

I had just finished with Cindy's yoni and was getting ready to begin Laura's when Ashley got a text from Will. Ashley said, "Girls... I just got a text from Jack's bookie buddy Will. He's at the gym and has gotten a little worked up watching a couple of pretty boys sweat and is horny and wants to come by for umm....'a release'. You don't mind giving Chrissy up for 30 minutes or so to take care of that for him, so Jack can get a credit on his account, do ya?"

They all clapped their hands and yelled "YAH!" "We wanna watch!"

Ashley said, "OK, how about I text him back that it's on the house if we get to watch and call the shots?"

They all cheered, " YES, YES," at the same time.

The text she got back from Will said, "Oh hell yeah! I love to put on a show. Especially if it saves me a hundred bucks. Getting in the gym shower now. Be there in 30 minutes."

Ashley told me to go change out of my slutty maid's uniform and into some 'slutty stripper wear' and touch up my makeup and lipstick. "I think we'll have you dance for your bull for all our enjoyment to get this party started!"

Will showed up while I was upstairs getting ready, and Ashley hollered for me to hurry up. I came down the stairs to some wolf whistles and cheers from the ladies and a big shit eating grin on Will's face.

He said, "Chrissy.... you look like a complete slut! I can't wait to get balls deep in that throat and get that mascara running!"

Ashley grabbed a straight back chair from the dining room. She had him sit in the middle of the room while the 5 ladies lounged on the sectional with a perfect view of what was about to happen.

Ashley announced that we were going to play a game called 'Ashley says' for the rest of the evening. "Starting right now, when I say 'Ashley says,' whatever follows, you will do without hesitation, or you'll be punished by Will in front of the ladies, not to mention what Jack will do to you when he's here next! Do you understand me?"

I said, "Yes ma'am, I do."

Ashley said, "Then, without further ado.... Ashley says... dance, slut!"

With that, I grabbed another straight-backed chair from the dining room and placed it in front of Will. Ashley has me watch YouTube videos on stripping and twerking to hone my skills and I'd become fairly proficient at both. Sometimes she has me dance for her and Jack just to humiliate me. Ironically, the better I became at it, the less humiliating it felt.

I began the show, working the chair in front of Will like a seasoned stripper. I twerked like a Fly Girl while the ladies wolf-whistled and cheered me on.

Next, I heard Ashley laugh.

"Ashley says... give your bull a lap dance."

I backed up to Will and began grinding against the bulge in his lap. He started feeling me up and playing with the C-cup breast forms Ashley makes me glue on whenever Jack or the Hotwives are here.

"Ashley says... remove Will's underwear."

Will stood to help me pull down his Lycra boxer briefs. As I reached for the waistband, I heard Ashley's next command.

"With your mouth!"

I struggled to remove his tight underwear with my teeth without accidentally biting him. Everyone laughed at my clumsy efforts to work the tight boxer briefs down using only my mouth.

Ashley chuckled.

"Help the bitch out, Will."

He pulled the waistband away from his body so I could get a better grip. After another couple of minutes, I finally managed to pull them down to his ankles. He stepped out of them and sat back down.

Ashley then stopped the music.

"I want to hear this blowjob in all its sloppy glory."

The ladies huddled together on the sectional, whispering among themselves before breaking into fits of giggles.

Ashley's next command left a pit in my stomach.

"Ashley says... rim job."

I looked over at her with pleading eyes, hoping for a reprieve, but none came. Jack occasionally made me rim him just to fuck with me, but that was only in front of the three of us--not with a full audience watching the degrading act!

She simply flashed me a wicked grin.

"NOW."

Will replied, "Oh hell yeah! Haven't had a good rimming in a while. Kind of a relationship activity in my world."

He locked his elbows behind his knees and pulled them back toward his chest, giving me the access I needed to properly rim him. Thankfully, he was freshly showered after the gym and nicely man-scaped.

I lifted his semi-erect cock and balls out of the way and began with slow, gentle circles. Will immediately started moaning at the sensation.

Ashley said, "Keep it up until he's fully hard."

I focused on the task, and before long he was fully erect. Will is very well endowed, measuring eight inches long with impressive girth. He also had incredible stamina and was an exceptionally heavy cummer.

Now fully hard and clearly enjoying himself, Will moaned his approval.

Ashley smiled.

"Ashley says... stroke his cock and suck his balls."

I immediately obeyed, stroking him while gently sucking his swollen balls.

He grinned and said, "It's been three days since I blew a load. I can't wait to paint that pretty face."

Everyone understood exactly what he meant.

His large bell-shaped head began leaking precum, and Ashley noticed.

"Ashley says... lick the tip and clean up every drop, slut."

Without breaking rhythm, I moved to the tip and licked away the clear fluid collecting there. As Will's breathing deepened and his eyes rolled back, he placed a hand behind my head and began trying to gently guide me farther onto him. I kept both hands firmly stacked around his member, limiting how deep I could take him, exactly as Mistress had instructed.

After several minutes, Will was clearly growing impatient.

Ashley noticed immediately.

"Ashley says... remove your top hand and suck that cock, Chrissy."

I removed my upper hand and began bobbing my head while continuing to stroke with the other, finally putting everything I'd learned into practice.

I'd had plenty of practice over the last year, first on Ashley's strap-on through countless training sessions to prepare me to become a compliant, competent, fluffer for Jack, and later during the many times I'd been required to prepare Jack before he took Ashley in front of me.

I'd eventually come to accept the cocksucking as part of the total 'sissy-cuckold experience'. Jack almost always required me to fluff him as part of his conditions for my participation. He had several other humiliating requirements as well, which he refers to as "the price of admission," but that's a story for another time.

My little locked dicklet strained against its tiny steel cage. There was something about being forced to orally service another man that I found deeply humiliating and profoundly emasculating. Doing it for the first time in front of five stunning women pushed me into an entirely new level of subspace.

The ladies were clearly enjoying the show. They offered a steady stream of teasing commentary and play-by-play observations as I continued.

Soon I was drooling over Will's member as he pushed farther into my mouth, but I still kept him from going any deeper by maintaining my grip with my lower hand.

Then I heard Ashley's next command.

"Ashley says... no hands, slut."

Now, if you've ever had to give a blowjob with 'no hands,' it is very difficult. You lose all control, and basically your mouth becomes a fuck hole for him to thrash, and thrash he did! He laced his fingers behind my head began a very spirited throat fuck. As he promised earlier my mascara and eye makeup ran down my face as slobber and tears started streaming and dripping to the floor beneath me.

This continued for about 10 minutes while the ladies lobbed humiliating comments my way. "Look at that slut go," "I bet she wants it in the ass next," and so on.

Will finally said, "I'm close, Ash, where do you want it?"

Much to everyone's surprise, she said, "STOP." I immediately stopped and backed off of his massive pole and looked over at the ladies on the sectional, I then knew this wasn't going to be over for me any time soon.

"Now we're gonna let Will go completely soft, and then we're gonna play a little game. Freshen our drinks while we wait."

I got up off my knees and brought Will a beer and made a fresh pitcher of margarita's for the club and freshened all of their drinks. I knelt next to mistress while they all chatted and we waited for Will's cock to soften.

Finally, Ashley announced, " Here is how this is going to go. Chrissy, you have 5 minutes to make Will cum. Every 60 seconds after earns you another day in chastity before your next release, as well as a stripe from the cane."

"And now for Will's incentive to play. Will... if you can last for 10 minutes, you can have your way with Chrissy's tight little boipussy at next Monday's club meeting.... no charge."

To which Will replied. "I've got this in the bag..... or in the ass.... depending on how you look at it". The ladies all laughed and Ashley took her phone out and started a timer.

Ashley simply said "begin slut".

I quickly shuffled over on my knees in front of Will and began stroking and sucking, in earnest to get him hard again.

Will had a strong motivation to win the game. Ashley doesn't give him my ass very often. Usually more as a punishment for something I've done to piss her off. Jack is totally straight and doesn't ever fuck my ass. So my motivation was much stronger. I hated to be ass fucked by a man, and getting it in front of the club would be awful,

Not to mention the fucking cane! I absolutely despised the cane. Even a few stripes would make me bawl and sob like a baby. If I lost, the caning and the ass-fucking I would have to endure would be almost unbearable.

 

Will, on the other hand, loved when he was allowed to take my ass and therefore would do everything he could to hold off for 10 minutes to win the game. As further incentive it was going to be free. Normally the price for my ass was a $250.00 credit for Jack's gambling account. And just like that the game was on.

I frantically began as spirited a blowjob as I had ever given. With the stakes this high there was no time to waste.

Will looked extremely confident, with a smirk on his face, he said "You know you have no chance to win this, don't you bitch?" That didn't diminish my resolve, and I was furiously sucking his cock, trying everything Ashley and Jack had taught me about giving head to stave off the cane and a deeply humiliating ass fuck. At four minutes Ashley knew I wasn't going to make it and left to go retrieve the dreaded cane.

She returned quickly, swishing it through the air as she walked back into the room. I heard that dreaded whistling sound and my heart sank. Mistress then walked over and stood behind me just as the 5 minute timer went off.

Ashley said "Here we go Chrissy." and I heard the fateful swoosh then the crack of the cane on my pantied ass. I cried out a garbled cry as best I could with Wills cock in my throat.

I quickly refocused my efforts realizing that although I'd lost the first half of the game I still had 5 minutes to keep Will's massive member out of my ass in front of a giggling audience next week. The stripes came every 60 seconds for the next 5 minutes as I cried out in pain and the tears began to flow in a steady stream.

Will gave me a sly smile when he realized he had won the game, and my ass in the process. Then he said "I can end this for you sweetheart, just beg for my load,.... and be convincing about it!"

And beg I did, "Please, please, master Will give me your sweet load, I'm begging you please end this caning and give me your hot load while you fuck my mouth and throat until your satisfied. I'm your slutty fuckhole sir. I'm begging you, please feed me your creamy load!"

Finally he said "OK Ash, I'm about there, where do you want it?"

All the ladies at once shouted "Ashley says FACIAL!"

Ashley replied "You heard the ladies Will, facial it is!" At 12 minutes elapsed with 7 stripes on my tender ass and an extra week of additional chastity before my next release Will pulled out of my throat.

He stood up and pushed my forehead back so my face was parallel with the floor giving him a landing zone.

He said "Open that fuck hole and stick your tongue out... give me a target faggot"

I held my head tilted back opened my mouth, stuck my tounge out and closed my eyes getting ready for the deluge of cum I was about to receive.

He was a very heavy cummer to start with and had said earlier that he hadn't busted a nut in three days so I knew this was going to be a massive load.

Massive may have been a slight understatement as he began to volly 7 or 8 huge contractions that hurled long streaks of his thick viscous seed all over my face and into my open mouth.

When he finally finished I took my index fingers and dug the spooge out of my eyes and opened them to find Will had sat back down. He was slumped back in his chair with a dumb satisfied look on his face.

The girls all cheered and lobbed humiliating insults my way about the blowjob I'd just given and the huge load completely covering my face.

"Clean me up cocksucker. I need to get going." I leaned in and began to gently suck him clean as he looked down at me with a shit eating grin on his face.

After I'd finished mopping him up he stood up and got dressed. As he walked out he gave my ass a sharp swat and said "I'll be here at 4 next Monday afternoon to collect my winnings."

To which the ladies all gleefully cheered "We'll be here!"

A couple of the ladies I now noticed were lazily dipping their fingers in their bikini bottoms slowly stroking and circling their clits.

Karen said "Holy shit that was fuckin hot! I'm soooo horny right now Chrissy, I need some head. Go wash that load off your face. My husband is 'pussyfree' and all my bulls always wear condoms because I'm not on the pill. I can't take a chance of getting knocked up by a cumfaced sissy eating my pussy!"

I slowly got up from my knees where I'd just defiled myself in front of all of them and went to wash my face to begin my oral service.

THE END

PS. I've got several true tales of Femdom and cuckoldry I'm willing to share if the ratings and comments are favorable.

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