Ladies of the Briar: Caribbean Kink

This is a work of fiction, but it involves characters based on real people (some names have been changed to preserve modesty and avoid detection). The holiday did actually happen, but in a very cold and windy country house in the Yorkshire Dales. The destination was changed when I learned that there actually is a Fetish Holiday complex in the Caribbean. All sexual practices described are consensual and participated in by players all of whom are over eighteen.

The Ladies of the Briar are:

Olwen S

41yrs old; HotWife; (cuckold Simon). Bi-sexual. Schoolteacher.

Peggy E

52yrs old; Domme Bitch; married (sissy sub Brian). Bi-sexual. Hairdresser.

Beryl B

41yrs old; HotWife; (cuckold Conrad). Mother of Susan B. Bi-sexual. Housewife.

Nicola M

41yrs old; HotWife (cuckold Kevin). Bi-sexual. Lawyer (Barrister)

Mary C-W

40yrs old; BDSM enthusiast; married (Eileen W). Lesbian. G.P.

Eileen W

42yrs old; BDSM enthusiast; married (Mary C-W). Lesbian. G.P.

Ruth J

41yrs old; Domme Bitch; single. Bi-sexual. Police (Detective Chief Inspector.)

Susan B

24 yrs old; HotWife-to-be; engaged (Paul[a], sub sissy) Bi-sexual. Pupil Barrister.

Judith McA

52 yrs old; HotWife & pro-Domme; married (cuckold Edward) Bi-sexual. Housewife.

Liz E

20yrs old Trainee Domme; single. Bi-sexual. Hairdresser (in Peggy’s shop).

Other Peripheral Characters Regularly Involved in LOTB scenarios, but not necessarily in this story:

Nancy P

50yrs old; sub pain slut; single (owned by Mary & Eileen) Lesbian. Nurse.

Paul(a) K

30yrs old, sissy sub; engaged (to Susan B) fuck toy. Business owner.

Hazel N

33yrs old; switch; married (Wally) Bi-curious. Hairdresser (in Peggy’s shop).

Trish I

62yrs old; nympho slut; widow. Available to all. Dogsbody ( in Peggy’s shop).

Simon

43yrs old; sub cuckold; married (LOTB Olwen) owned sub. CEO (Local Authority.)

Brian

55yrs old; sub cuckold; married (LOTB Peggy) owned sissy sub. Bus driver.

Conrad

42yrs old; sub cuckold; married (LOTB Beryl) owned sub. Headteacher (Secondary).

Kevin

58yrs old; sub cuckold; married (LOTB Nicola) owned sub. Civil Engineer.

Edward McA

54yrs old; sub cuckold; married (LOTB Judith) slave. Member of Parliament (Tory).

Anita P

49yrs old; cunt/cock slut; divorced & available. Bi-sexual. Clerk (Legal Chambers).

Part One: It Is Better To Travel Than To Arrive

It was to be the holiday of a lifetime. Nicola, one of our Ladies of the Briar group, had seen a new vacation destination in the Caribbean. It catered for, and I quote, ‘swingers, kinksters and perverts’ and whilst it was eye-wateringly expensive, it seemed too good an opportunity to miss out on. So we met as a group, in our local fetish club, as per usual, and decided that we would push the boat out and have a holiday in the sun, with plenty of cock, cunt and whatever else took our fancy. Mary was about to turn forty, and so what better way to celebrate our friend’s big birthday than with a fortnight of wonderfully kinky sex?

But as is the way of the world, the best laid plans, not of mice and men in this instance, but of Ladies of the Briar, events conspired against us and things started to go tits up almost from the start.

Mary and Eileen, being not just the only gays in the village, were actually, the only GPs in the village. They struggled to find two locums to cover their holiday, and so they dropped out almost from the start. As we were going to celebrate Mary’s birthday, it seemed like the whole thing would fall through, but Mary insisted that we carry on without her and Eileen, and so the holiday plans stayed.

Then Ruth got involved in a big police case, and was refused time off. Peggy decided that she couldn’t afford the cost, especially as she was subsidising Liz, and at the last moment, Judith got an appendicitis and was unable to travel. So when we flew out, our party consisted of myself and Simon. my cuckold, Beryl and her cuckold, Nicola and her cuckold, and Susan and Liz, our two youngest, and unmarried, members.

When we arrived, we settled in straightaway. We were rather concerned that the majority of fellow guests were swingers, and as none of our cuckolds were going to be allowed to indulge, we tended to stay in our own group, and make our own fun. Susan and Liz being young and extremely anxious to get as much experience as possible, fared a lot better than us oldies. But to be fair to them, they shared their cream pies amongst the cuckolds, and did their share of strapping on and pegging them too. Everyone seemed to be having a great time.

We HotWives would sunbathe in the mornings, have a rest during the hottest hours of the day, and return to the beach for more sun and swimming in the afternoons.

One day, we returned to the small beach that we favoured to find a very attractive man had pulled up a sun lounger very close to ours. We nudged one another and in a hurried, whispered conversation, agreed that whoever caught his eye first should be given every opportunity to get herself fucked without interference from the rest.

We were all naked, of course, and we lay down on our sun loungers. The man stirred and sat up. He smiled at us all.

“Good afternoon, ladies,” he said in the most sexy American accent. ” I was hoping you would return at some point. My wife and I couldn’t help noticing…”

Beryl sat up also.

“We’re really not interested in swinging,” she interrupted. “There are three of us, and we were looking for an opportunity to play either together, or with three well endowed gentlemen.”

“You misunderstand me, ma’am,” smiled our beach neighbour. “I’m John, by the way, from the great Lone Star state of Texas.”

“I hear that everything in Texas is bigger and better,” smiled Nicola, sitting up and reaching for her pipe. John’s eyes widened in delight as she lit up and puffed a cloud of aromatic smoke into the air. We all noticed a definite movement in his swimming trunks.

“I’m Nicola,” she smiled, “that’s Olwen and she’s Beryl. Our younger companions, Susan, who’s Beryl’s daughter and Liz, the daughter of another of our friends make up our party.”

John stood up. He was certainly a fine specimen of a man, and there was definitely something going on in his cock area. His swimming trunks were now showing a serious cock shaped bulge. He sat down on the sun lounger, facing us.

“Well ladies, if I may,” he continued, “I’m here with my wife, Mary-Lou. We noticed you all straight away. We don’t get to hear many Brit accents here. Both Mary-Lou and I were immediately taken with the strict way you deal with your men folk.”

“You must have heard of the terms HotWife and cuckold?” I asked. “That’s our thing. We all fuck other men, and some women too sometimes, with our husbands’ knowledge. We thought we might get lucky here, but swinging seems to be the main activity, and as we all do not allow our cuckolds to participate in any form of fucking, other than when we peg them, this holiday is proving to be somewhat of a disappointment.”

John grinned, and then became serious again.

“I take it that you’re all the dominant partners in your own relationships?” he asked, and when we all nodded, he continued.

“I would very much like for you to meet Mary-Lou,” he said hesitatingly. “I am encouraged to hear that you all sometimes go with a woman. Our situation, that is Mary-Lou’s and mine, is a bit complicated. May I try to explain to you what we are looking for?”

We all looked at one another.

“I need a drink,” Beryl said, reaching for her bag. “Would you like a drink too, John?”

He immediately leapt to his feet.

“Allow me,” he said gallantly, but Beryl waved him back down. She had her mobile phone in her hand. It was answered straight away.

“We want four cold beers down on the beach right away,” she said into her phone, and as Nicola made some gestures, she added, “and tell the other two cucks that they are required down here too.”

Four minutes later, Simon, Conrad and Kevin appeared, carrying four bottles of cold beer. Kevin had a cooler box with him, that promised refills, should they be necessary.

The bottles were passed around and clinked against one another. We all sipped and Beryl told her cuckold that he should remove his shorts in the presence of her friends. Simon and Kevin were also told to get naked, and John smirked when he saw that each cuckold was cock locked and shaved.

“Impressive, ladies,” he said, raising his bottle in tribute. “You all obviously know how to take charge. That’s what interests Mary-Lou and myself.”

“Are you submissive then?” asked Beryl. She clicked her fingers and Conrad picked up her beach bag and handed it to her. Beryl took out her cigar case, selected one and offered the case around.

Nicola still had her pipe going, and I shook my head, reaching for my own pipe in my beach bag. John accepted a cigar, and a light from Conrad.

When we were all satisfied that pipes and cigars were lit to our satisfaction, John began to speak again.

“To answer your question, I’m not submissive ” he began. “In fact, I’m very much the opposite. It’s Mary-Lou who is the submissive one in our marriage. But we have a problem.”

“Which is?” I asked, both mystified and a bit intrigued. Surely in a marriage where one partner is dominant and the other submissive, there should be no problem, I reasoned to myself.

“Well, you see, I love Mary-Lou,” said John, somewhat bashfully.

“And I love my cuckold,” replied Beryl with a wink at Conrad, who blushed with pleasure. “I just don’t allow him to fuck me, that’s all. He gets to watch me getting fucked sometimes, and I allow him to clean me up when my lover’s finished. Oh, and I peg him regularly, of course.”

John looked mightily impressed.

“That’s awesome,” he said, finishing off his beer and putting the empty bottle down on the sand.

“Tell me,” he continued “Miss Nicola said earlier that you have a daughter out here with you. How do you manage to keep her out of things?”

Beryl smirked.

“We don’t,” she replied. “Susan has been brought up properly. She dominates her father just as I do. She’s engaged to a total submissive, who also will become her cuckold when they marry next year. Susan is a full member of our little group, and has been ever since her eighteenth birthday. She works with Nicola, back in the UK.”

“And she sleeps with me sometimes too,” Nicola winked with a huge grin.

John looked very impressed. He now had a huge tent pole in his swimming trunks.He looked around, seemingly lost for words.

“Um…” he began, and licked his lips, which seemed suddenly to have gone rather dry.

Beryl clicked her fingers again.

“Another beer for our friend, cucky,” she said in a low voice. Conrad got another bottle from the cooler, opened it and handed it to John, who took it with a nod of thanks.

“Fuck off, cucky, and take the other two with you,” Beryl said dismissively. “The grown-ups are talking here. Go and cool off in the sea.”

All three cuckolds got up and walked down to the sea, out of earshot. I knew they would all be desperate to learn what their respective HotWives and this new American were plotting.

“As I was saying,” John resumed after taking another swig of his beer, “I love Mary-Lou. She’s very submissive and she can’t get aroused until she’s been beaten. And beaten severely.”

He took yet another swig. He seemed to be unable to get his words out.

“Don’t be shy,” I encouraged him. “We all love a bit of bdsm. We all beat our cuckolds regularly, don’t we ladies?”

Both Beryl and Nicola nodded in agreement.

“That’s my problem,” John admitted somewhat bashfully. “I’m a dominant man with a submissive wife, but I love her so much, I just can’t bring myself to hurt her!”

Silence reigned for about five seconds, and then Beryl, Nicola and I all burst into laughter.

“You have got to be joking!” I gasped, wiping tears of mirth from my eyes.

“No joke,” admitted John, sadly. “Mary-Lou needs pain to get aroused. We tried fucking without her getting wet and it was awful. And she seems to be allergic to lube of any kind. I can just about cope with putting Mary-Lou over my knee and spanking her. But she needs real pain. We have a professional dominatrix come to our home at least twice a week. I sit and watch Mary-Lou get beaten, and then when she’s good and wet, the dominatrix leaves, and we fuck.”

We all listened to this admission in silence. Eventually I said,

“Well, I’m sure that I speak for us all when I say that we would be happy to help you. But we’re only here for another week or so. How are you going to cope after we’ve left?”

“I’ve thought of that,” replied John. “If you all agree to let me join in when you’re punishing Mary-Lou, then maybe, I will be able to get over my reluctance to hurt her. Our dominatrix at home won’t allow me to join in. I have to sit and watch. Here, with your permission, of course, I could take part.”

“Forgive me, John,” said Beryl when he had finished talking, “but as much as I love inflicting pain, I think we need to talk to Mary-Lou ourselves. We all are dominant, but we have strict rules. We only play consensually.”

John beamed.

“I wouldn’t expect anything else,” he said happily. “You have a cell, I see.”

“He means a mobile,” Nicola said, seeing Beryl’s look of incomprehension.

“Yeah, sorry, a mobile,” continued John. “Give Mary-Lou a call and get her down here. I’ll go for a swim whilst you chat with her. That way, I won’t have any influence on your conversation.”

John gave Beryl Mary-Lou’s number and she dialled. It was answered promptly, and Beryl had a brief conversation. She ended the call and smiled at us all.

“Well she sounds lovely,” she said with a smile. “She has the most incredible accent. I think we are going to get on very well with Ms. Mary-Lou, ladies!”

We all waited. Beryl had finished her cigar, but Nicola and I were still smoking our pipes. It wasn’t lost on any of us that John seemed to have quite a smoking fetish. His cock was sticking up very nicely indeed.

A few minutes later, a woman appeared at the far end of the beach.

“That’s Mary-Lou,” said John quietly. “I’ll go and leave you ladies in peace.”

He got up and walked down to the sea, to join our cuckolds, who were all sitting down in the crystal clear water, chatting. Mary-Lou approached us shyly.

“Hi, y’all. I’m Mary-Lou,” she smiled. “I guess John has explained our little difficulty to you. Do you think you can help us?”

We were all flabbergasted by the sight of this woman. She must have been at least six foot six tall, and she had a body to die for. At that moment it was encased in a scarlet one-piece swimming costume, which was struggling to contain her large tits. It was tight enough to show off a perfect camel toe between her legs. She obviously did a lot of working out, as there wasn’t an ounce of fat on her beautifully toned body.

Whilst she had been walking towards us, we had hurriedly worked out our strategy. I was to do most of the talking. I took my pipe out of my mouth.

“Before we start,” I smiled at her, “we need to establish a few ground rules. Are you sure you want to play with us? We don’t fuck about, you know. You are looking at three very strict women her If we agree to play with you, you are going to be a very sore lady indeed!”

“Yes, Ma’am. I’m serious,” replied Mary-Lou enthusiastically. “I need pain to get me turned on.”

She giggled in an incredibly sexy way, putting her hand up to her mouth as she did so.

“I’m willing to bet John is as horny as hell,” she smiled. “He gets so hard when he sees a lady smoking. I bet he’s close to creaming his shorts what with you two ladies puffing away on your pipes.”

I smiled and blew a thin stream of aromatic smoke in her direction. She sniffed appreciatively and murmured.

“Mmm! That smells heavenly. I just might have to get me a pipe. John will love it!”

This was getting us nowhere. Out of the corner of my eye, I could see John looking anxiously in our direction. It was time to get started.

“Right,” I said in a low voice. “We’ve established that you consent to submitting to us all for punishment. From now on, you speak only with our permission, and you do exactly as we tell you. You will address us all as Mistress. I’m Mistress Olwen. That’s Mistress Beryl and she’s Mistress Nicola. Do you understand?”

“Yes, Mistress Olwen” replied Mary-Lou in her thick-as-treacle accent. I winked at my friends. This was going to be fun!

Part Two: International Relations.

John had been recalled from his dip in the ocean. The three cuckolds were also summoned. I spoke to them, ignoring John and Mary-Lou for the present.

“You are not required for the rest of the afternoon,” I informed them. “I presume Susan and Liz have managed to pick up some cock, as we haven’t seen them since breakfast.”

“Go back to our apartments and wait for them. We’ll be along later on when we’ve finished with our new gentleman friend and his slut. You are dismissed.”

Simon, Conrad and Kevin collected the empty beer bottles and the cooler and went back to the complex. I smiled at John.

“We’re satisfied that Mary-Lou is a willing participant,” I said. “So where do you want to start? Here on the beach, or would you prefer to go back to your place?”

“We have toys back at our suite,” replied John, “and don’t worry about the neighbours. I specified that I wanted the most remote accommodation. Some swingers don’t approve of a lot of noise!”

“That’s settled then,” I smiled at John. “Your place it is. But before we go.”

I looked at Mary-Lou.

“Submissives should be naked at all times,” I told her. “Get that swimming costume off.”

Remembering her instructions, Mary-Lou obeyed immediately. When she was naked, we all admired her incredible body.

She had huge tits which stuck out proudly without any sign of droop. Her nipples were long, thick and a subtle rose pink colour. She was clean shaven, and her cunt lips were the same colour as her nipples. I noticed Nicola’s brow was furrowed in confusion.

“Squat down slut,” she said softly. “I want to examine your cunt.”

Mary-Lou did as she was told, and Nicola slid a finger into her. She looked at Beryl and me with a grin.

“This is going to be interesting,” she said. “Have a feel.”

We both took it in turns to finger Mary-Lou, who didn’t say a word.

“Stand up,” I told her and I turned to John.

“For such a large woman, she has an incredibly small cunt,” I remarked. “Is she very tight when you fuck her?”

“She’s tight,” admitted John, “but she produces lots of pussy juice when she’s been beaten. I usually slide into her with no problem.”

“Let’s go and see if we can get her wet then,” I smiled at John. “Ready, ladies?”

As we walked across the beach, we made Mary-Lou walk in front of us, so that we could appreciate her beautiful arse. Nicola linked arms with John. I had a hurried conversation with Beryl, and she grinned wickedly.

“Nicola will catch on when she sees where we are going,” she murmured. “Fuck, this is like old times. My cunt is damp already! I can’t wait to get started.”

Nicola was walking arm in arm with John. I grinned as I heard her say, “One thing, sweetie,” she smiled up at him. “Don’t call it a ‘pussy’. We prefer ‘cunt’. It’s such a lovely Anglo-Saxon term, and as you pointed out earlier, we are Brits after all!”

“Cunt it shall be then” agreed John. “I hope I’ll get to sample some Brit cunt before you all go home!”

“Depend on it” drawled Beryl in the most appalling faux-American accent, and we all laughed.

No-one batted an eyelid as a naked woman led a group of three naked women and a man with a massive hard-on through the swimming pool area, past the outside cocktail bar and into the accommodation area. When we got to their apartment, Mary-Lou stopped and gestured wordlessly at the door. I gave her brownie points for remembering my instruction about silence.

Nicola whispered something in my ear, and dashed off to our apartment block. Beryl nodded her understanding, and murmured something into John’s ear. His face broke into a grin.

“Let’s get this show on the road,” he said in a hoarse voice. He opened the door, and stood aside to let us all in.

The interior of their apartment was similar to ours. We made our way into the living area, and quickly cleared a space in the centre of the room. The huge picture frame window gave an excellent view of the swimming pool area. I asked John what he wanted to do, and after a brief moment’s reflection, he drew the curtains closed.

I turned to Mary-Lou, who was standing against one wall, awaiting instruction. Then Nicola burst in, carrying a bulging beach bag.

“Got everything,” she said breathlessly. “Oh, good. You haven’t started without me.”

John grinned. I had the sense that both he and his gorgeous wife were in for something of a shock. When the Ladies of the Briar played together, they tended not to hold back!

“John, why don’t you go and get the toys you mentioned?” I said. “We really oughtn’t to keep Mary-Lou waiting. She needs punishment.”

John disappeared into the bedroom and we heard some drawers being opened. When he returned, he was carrying a short black plastic cane and a slim vibrator.

Beryl, Nicola and I looked at him in astonishment.

“That’s it?” I asked failing to keep the incredulity out of my voice.

John blushed.

“Like I said,” he replied in a small voice, “I love Mary-Lou, and I hate to hurt her. She insisted we bring a cane, and we included the vibrator just in case she wasn’t wet enough.”

“I looked at Mary-Lou, whose face was now a bright scarlet. She remained silent. I waved John into one of the armchairs that we had pushed against the back wall. When he was seated, I told Mary-Lou to go and kneel by his side. When they were in position, Beryl, Nicola and I squeezed onto the sofa and I looked at our two new American friends.

“How serious are you about this?” I asked. “I know you’ve said that you both want to play and to learn about bdsm, but you’re never going to do that with this lot.”

I gestured contemptuously at the plastic cane before leaning over and plucking it out of John’s hand.

“Look,” I said, holding out my left hand, palm upwards. I brought the ‘cane’ down sharply onto my palm, and it snapped on impact. Mary-Lou looked devastated. John looked sheepish.

I certainly didn’t want to put either of them off, so instead of carrying on with my criticism of their equipment, I turned to Nicola and raised my eyebrows in a silent question. She nodded and held out the beach bag she had brought.

“Luckily, we came prepared,” I continued, taking the bag from Nicola and dipping my hand inside. “Beryl, see to John, will you please?” I asked. “Nicola and I are going to prepare Mary-Lou.”

Beryl winked at John, and as she approached him, he stood up. I beckoned Mary-Lou over and she came towards us. I put the beach bag down and Nicola looked at me questioningly. I gave her a kiss and as we broke apart, I said in a low voice, “Nipples first, I think.”

We both latched on to Mary-Lou’s long, thick nipples and began to suckle. They loved the attention and began to harden immediately. Simultaneously, we released them with a delightful plopping sound and I handed Nicola one nipple clamp. I had the other in my hand and they were connected by a short, delicate but strong chain.

We clamped Mary-Lou’s nipples and screwed the clamps down tight. The rosy pink buds were squashed almost flat and Mary-Lou gasped in pain. She closed her eyes and had a smile on her pretty face. Nicola gave the chain an experimental tug and Mary-Lou moaned with pleasure.

Another moan caused Nicola and I to turn around and see from where it came. Beryl had removed John’s shorts and was on her knees, sucking his cock enthusiastically. Her head bobbed back and forth, and she winked at us, unwilling to break her rhythm.

“Just edge him,” I advised her. “We’ll get Mary-Lou wet and ready and then you, Nicola and I are going to have to play one another to see who gets the cock.”

My friends knew exactly what I meant, even if our new American playmates didn’t. I turned my attention back to Mary-Lou.

Nicola had produced a wicked little sauna whip from her bag. It was a multi-stranded rubber cat o’nine tails, and she was already teasing Mary-Lou’s huge tits with it.

Mary Lou was obviously loving the attention. She thrust her huge tits out to meet each rubber kiss from the whip, and already her tits were taking on a bright red hue as the blood rushed to the surface. I took out a lovely thick butt plug and a riding crop from the bag.

I laid the riding crop across Mary-Lou’s arse, and sawed it back and forth a few times.

“Forget the plastic crap you are used to,” I warned her. “This is the real thing. Your arse is going to be well striped before very long!”

Mary-Lou murmured her appreciation, and my sensitive hearing detected that Nicola had increased the force of her whipping. Out of the corner of my eye, I saw Nicola reach for the nipple clamp chain, and give it another sharp tug. It was followed by another moan of pleasure.

I raised the riding crop and brought it down swiftly across the centre of Mary-Lou’s arse. The sharp smack that it made on impact with her soft flesh was swiftly followed by a hiss of pain. I repeated the dose. Mary Lou whimpered.

Beryl had got John on his back by now. She was sitting on his face and rocking back and forth. His cock was standing up proudly, leaking pre-cum. Beryl got up, and warning John to stay where he was, she waltzed over to where we had dumped our bags which we’d all brought up from the beach.

She took out her pipe and quickly stuffed the bowl.

“May I smoke?” she asked politely. Nicola and I grinned. John had a smoking fetish, so he was unlikely to turn her down. He nodded enthusiastically, and Beryl lit up. Wreathed in aromatic pipe smoke, she went back over to John, and blew a thin stream of creamy smoke over his twitching cock before taking his mushroom head in her mouth and sucking on it. John groaned with pleasure.

Meanwhile, Mary-Lou’s tits were glowing scarlet and her arse resembled a railway track, with angry red stripes criss crossing her beautiful arse cheeks. Nicola slipped a finger into her cunt, wiggled it about and withdrew it. It looked fairly damp.

“She’s reacting to the stimulation, Mistress O,” smiled my lovely friend, and I grinned.

“Time to introduce stimulation in another area, then” I replied, reaching for the butt plug. I stuck two fingers in Mary-Lou’s cunt, and wiggled them around a bit. They came out glistening with her cunt cream, which I slathered onto the thick prong, and began to spread it all down the shaft. Nicola abandoned her sauna whip, and made Mary-Lou bend over by pulling on her nipple clamp chain.

When our victim was bent over, her striped arse sticking up in the air, Nicola made her stand with her legs apart, gripping her ankles. Nicola then fingered Mary-Lou’s dripping cunt in the same way I had just done. They emerged, wet and sticky and Nicola slid them between Mary-Lou’s arse cheeks and began to lube her arsehole with her fingers. When she was satisfied, she winked at me, and I offered the butt plug up to Mary-Lou’s puckered arsehole.

John and Beryl both watched with intense concentration. I pushed gently, and the slippery tip of the butt plug penetrated Mary-Lou. She gasped and held her breath.

“Breathe, sweetie,” advised Nicola, tugging gently on her nipple clamp chain. “This is going to sting as it goes in.”

I increased the pressure, and thanks to the copious amounts of cunt cream that Nicola and I had applied, the butt plug slid in nicely. Mary-Lou’s arsehole expanded to take the thick rubber intruder, and once the wide collar was in, her arsehole closed around the thinner neck of the butt plug and sucked it in. Mary-Lou let out a gasp of pleasure. Nicola kissed her, and tugged on her nipple chain.

“Do we all get to cane her?” Beryl asked hopefully, her pipe clenched in the corner of her mouth.

“Oh, I think so,” I replied, adding, “and her husband should give her six strokes too. Then he can fuck her. But, ladies, before we cane Mary-Lou, we need to work out who gets to fuck John. I suggest, Rock, Paper, Scissors?”

“Wait a minute. What is this?” asked John, who clearly didn’t have a clue as to what we had planned.

“It’s simple,” smiled Beryl, blowing her smoke in his face. John grinned and his cock twitched and leaked even more pre-cum.

“I’ve edged you so far that I reckon you won’t last very long when you put your lovely cock in Mary-Lou. We want her to enjoy her post-punishment fuck, so one of us is going to de-spunk you first. Then you can watch Mary-Lou getting d p’d by the two of us who don’t get your cock, and then finally, you can fuck Mary-Lou.”

John grinned in understanding. He wouldn’t have had such a smirk on his face if he knew the rest of our plans, I thought. But I kept those plans to myself, and concentrated on playing Rock, Paper, Scissors.

What no-one but me knew was that I was playing to lose. Yes, I’d love to have felt John’s cock in me, but I reasoned that there would be plenty of time for that during the rest of our holiday. What I wanted more than anything was to strap on and fuck Mary-Lou. Whether I took her in the cunt or up the arse was of no consequence to me. I just wanted to fuck her.

Nicola played Beryl first and won. So as the loser, Beryl played me. I won, which meant that Beryl was out of the running to be fucked by John. Whilst Nicola and I played, Beryl strapped on and smoked as she watched us play Rock, Paper Scissors.

To my relief, Nicola won. She grinned at John, who looked delighted at the prospect of getting to fuck Nicola. She made him lie on his back, where he had a good view of Mary-Lou, still bent over and awaiting her caning.

Beryl retrieved the cane from the beach bag, and stood behind Mary-Lou. I strapped on and watched as Nicola sank down onto John’s cock. As she shivered in delight, he let out a groan of pleasure.

Nicola and I had fucked one another often enough for me to know her favourite routine. She would clench around my strap-on and I had no doubt this was what she was doing with John. She rocked back and forth slowly, her nipples hardening. She reached down, grabbed John’s hands and pulled them up to her tits. He began to thumb her nipples and she moaned with pleasure.

Beryl watched for a while, licking her lips. Then she drew back her arm and without any warning, brought her cane down sharply across Mary-Lou’s arse.

Swish! Crack!

Everybody, John included smiled at the double sound. Mary-Lou started, but remained silent. Beryl repeated her action.My experienced eye told me that she put a bit more effort into this stroke.

Swish! Crack!

Beryl was an expert with the cane. She punished Conrad regularly, and had trained her daughter in the art of caning too. Her second stroke landed parallel to her first, but just below it. Already an angry red stripe had come up where Beryl’s first stroke had landed.

Swish! Crack!

The third stroke was laid perfectly between the first two, and Beryl paused to let the effect of her first three strokes register in Mary-Lou’s pain centre. Apart from her deeper breathing, Mary-Lou hadn’t uttered a sound, and the butt plug remained deep inside her arse.

Beryl reached down and slipped a couple of fingers into Mary-Lou’s cunt. She withdrew them and they glistened with her cunt cream. She sawed her cane across the thick, angry red stripe that her previous efforts had produced.

“Three more, I think,” she muttered, “and then you can take over, Olwen.”

She raised her arm, and I saw Mary-Lou tense, awaiting the stroke. She didn’t have to wait long.

Swish! Crack!

The now familiar double sound was followed this time by a hiss of pain from Mary-Lou. Beryl grinned.

“That’s better! Now we’re getting somewhere.”

Swish! Crack!

Her fifth stroke produced a gasp from her victim, followed swiftly by a long “mmmm” of appreciation. Both Beryl and Mary-Lou were enjoying themselves.

Meanwhile, Nicola was now bouncing up and down on John’s cock. She too must have been enjoying herself, as there was a regular sound of cunt farts as his thick cock reemed in and out of her very wet cunt. Both of them were breathing hard by now. I watched as Nicola continued to bounce, and I clamped down on the end of my strap-on that was embedded in my own cunt. I was getting wet and all I was doing was standing and observing! I couldn’t wait to fuck Mary-Lou.

I didn’t have long to wait.

Swish! Crack!

Beryl’s sixth stroke landed, accompanied now by the familiar “mmmmm” of appreciation from Mary-Lou. Beryl put her cane down and grabbed Mary-Lou around the waist.

“Well done, slut,” she murmured. “I’ll remove your butt plug now, and put my strap-on up your arse instead. I picked up my favourite riding crop from the beach bag and we led Mary-Lou to the bedroom, accompanied by the sounds of John and Nicola’s frantic fucking. Everything was coming together in more ways than one!

Once in the bedroom, Beryl did exactly what she said she would, and when she was deep inside Mary-Lou, she began to saw in and out of her extremely tight arsehole.

Mary-Lou was sat on Beryl’s lap with an arse full of strap-on cock and her legs wide apart, displaying her glistening cunt.

“She’s all yours, Mistress O,” Beryl said quietly, and she began the difficult task of arse fucking the very large Mary-Lou.

I looked at Mary-Lou’s pretty face. She was flushed, and breathing deeply through her mouth. Her eyes had a dreamy expression, and I had no doubt that she was in that place where all true submissives go when pleasure takes over from pain. I was determined to keep Mary-Lou well and truly in that special place.

I tapped her cunt gently with the end of my riding crop. Mary-Lou gasped at this new sensation. I did it again, a little harder this time, and she moaned. She tried to open her legs even wider and thrust her cunt forward to meet my riding crop.

“Careful, slut,” warned Beryl, as her strap-on almost came out of Mary-Lou’s arse. They re-arranged themselves on the bed, and I continued to crop Mary-Lou’s cunt.

I became aware of Nicola, leading John by the hand, walking into the bedroom.

“I’ve got a cunt full for the slut to clean up,” Nicola announced proudly. Her face and her tits were both flushed from her recent exertions. Carefully, she got onto the bed and straddled Mary-Lou’s face. She squatted above her and lowered herself onto Mary-Lou’s open mouth. Beryl groaned.

“Fuck, you need to lose some weight, Nicola!” she gasped. Nicola giggled.

“John’s cock needs cleaning up, Olwen,” she said dreamily as she began to rock gently back and forth on Mary-Lou’s face.

I needed no second invitation. Mary-Lou’s cunt was dripping wet and ready for fucking. In its’ present condition, John’s cock was never going go be able to achieve that.

I took the glistening, shrivelled cock in my mouth, loving the familiar taste of Nicola’s cunt cream combined with John’s cum. I smiled up at him and began to suck his cock deep into my mouth.

He reacted almost straight away. (I am an experienced cock sucker, and I pride myself on being able to resurrect the most floppy of cocks.) I felt a swell of pride as I felt his cock begin to swell in my mouth.

When he was fully hard, I released him with a plop.

“Your wife’s wet, willing and waiting,” I told him. “Get your cock in her and fuck her properly.”

John stood at the foot of the bed, and eased himself forward. I helped him in and his cock disappeared into Mary -Lou easily. He grinned at me.

“It seems you strapped on for nothing,” he said apologetically. “Mary-Lou’s got no more holes to fuck!”

“Oh, I know that,” I said, rubbing plenty of lube onto my strap-on. “I thought I’d peg you. Mary-Lou will be able to feel me inside you. I bet neither of you have ever had that sensation before.”

“Peg me?” said John in a puzzled voice. “What does that mea… Aargh!”

I slammed into his arse, almost splitting him in two. (As well as being an experienced cock sucker, I am also very good with a strap-on cock!) I started to fuck him.

John kissed Nicola, as she rocked back and forth on Mary-Lou’s face. The action was frantic, and Beryl managed to gasp, “Hurry up, for fuck’s sake. I’m being squashed flat under here!”

John didn’t take long to cum. I give myself some credit here, as my strap-on gave his prostate a helping hand (so to speak!) to shoot his load into his wife. We all disengaged, and John went to get us all a drink.

When he returned with a bottle of iced champagne and five glasses, we all sat or lay on the bed and toasted one another.

“Thank you, ladies,” said Mary-Lou gratefully. “That was the best experience of my life!”

John reached over and gave her nipple chain a gentle tug.

“The best?” he said with a smile on his face. “I haven’t finished with you yet. I’m sure these kind ladies will allow us to borrow some of these lovely toys. And when we get back stateside, you and I are going to invest in a whole heap of new stuff. And it won’t be the cheap, plastic kind either!”

Mary-Lou flung her arms around John and kissed him.

Beryl caught Nicola and my eye and jerked her head silently in the direction of the door. We all got up quietly and left our new friends to further explore the delights of bdsm.

For the rest of our holiday, we continued to play with John and Mary-Lou. John fucked all five of us before we went home, and we all gave Mary-Lou a similar seeing-to at some point. She was turning into a real arse slut, and loved having her arsehole filled almost as much as she enjoyed being cunt fucked.

When we all went our separate ways at the airport, John and Mary-Lou gave us an open invitation to come and visit them at any time. We promised to give it some thought and would let them know in good time if we decided to visit.

Mary-Lou went off to the duty free shop and came back with six very expensive Meerschaum pipes, and she gave one to each of us with a shy grin.

“You can’t count, babe,” John teased her. “You bought one too many!”

“No I didn’t, hun,” replied Mary-Lou mischievously. “This one’s mine! I’ve been having lessons from Olwen, Nicola and Beryl. I’ll be smoking for you every day from now on!”

John was speechless. But the bulge in his jeans told its own story. He and Mary-Lou had learned a hell of a lot since meeting five of the Ladies of the Briar!

Part Three: Back Home.

The first Friday evening after our return saw all the Ladies of the Briar joining up at a meeting at our favourite place, the local fetish club. Those of us who had, for various reasons, failed to make the trip were anxious to hear about our holiday. During the course of the evening, drink was taken, and at some point, somebody mentioned sun tans.

Well of course that led to all five of us who had been on the trip getting our tits out to show off our sun tan. A vote was taken, and Liz and Susan were voted winners of the ‘Best Sun-Tanned Tits’ competition. It was all done in good spirits, and we losers all agreed that our youngest members did indeed have beautifully tanned tits.

Susan had some news for us, which came as a surprise even to her mother. Beryl and Susan were very close (in more ways than one!), but Susan had been determined to share her news with us all as a group.

It seems that John and Mary-Lou had already been in touch with her since we said our goodbyes at the airport. Susan was due to get married in about seven months, and she had told our new American friends that the man she was taking on was a submissive sissy. She also mentioned that it was her intention to make him a cuckold as soon as they were married.