a-first-time-for-cassie
ADULT BDSM

A First Time For Cassie

A First Time For Cassie

by hordholm
19 min read
4.89 (8500 views)
adultfiction
🎧

Audio Coming Soon

Audio being prepared

--:--
🔇 Not Available
Check Back Soon

Contradictions make for some wonderful sexual tension. Looking over at Cassie as I waited for the lights to change it was hard to see the turmoil, but I knew the tells and she was definitely in a spin. For someone who liked to be in control (but not 'in charge' as such), this was a level of mental torture similar to going to the doctor for an unexpected referral. Actually, when I came to think of it, this was very similar, and with that thought I stifled a grin.

"Honey..." she began, but I jumped on that shit right away.

"For the tenth time," I said with good-natured exasperation, "I have no idea what they're going to do. They haven't sent me a script, and I doubt they even have one."

Cassie slumped in the passenger seat with a cute little pout. I could see she knew I was right, but that didn't mean she liked it. It was one of the little pleasures of setting up an adventure for someone who needed to know what was going to happen: today, she was going to have to let go. Not that it would be easy, but then she did also say she liked things to be spontaneous. Hmmm... we almost split up early on -- it was impossible to take her to the cinema without a barrage of questions about how the film would end, and that was before we had even sat down. And that's just one example of things that exasperated me about her until I learned to accept her for who she was.

The lights changed and I drove over the bridge to the east side of the city with the rest of the lunchtime traffic. There was a cheesy metaphor somewhere between me driving Cassie to where we were going, over a broad silver river carrying torrents of meltwater from the distant mountains out to the Baltic, hundreds of miles away. I decided, wisely I think, not to mention that to my literature PhD candidate girlfriend, instead giving her a smile as she gazed out at the river, the tip of her thumb between her lips and betraying her anticipation.

She didn't know where we were going, though she certainly knew why, and that ignorance added something else to her tension. I knew, however, and I decided now was the time to tell her.

"We'll be there in five minutes or so," I said, "we can still turn back. Nobody will hold it against you, and I can take the guys out for a night on the town instead."

She shook her head, and I think the excitement had got her tongue -- a cat on a hot tin roof.

"Ok, well, just a final reminder," I went on, "they know your red lines, and they know your safe word. I trust these guys, and I'll be there anyway, too. Horny?"

She nodded, and then she let out a breath in a long stream and I knew that she was composing herself.

"I wouldn't do it without you there," she said, giving me a cute smile, "thanks for arranging this. Probably."

"Hey, you can stop any time you want."

"I know," she said, "let's hope I don't want to."

I turned the car off the main road and into the smart riverside district where the townhouse was. It was a rental place, very expensive, and equipped specifically for those in the know. The owner occasionally put on open events, rather in the manner of fetish clubs, but mostly it was for private hire. I had hoped to take Cassie to one of the club nights the year before, to make a change from the swinger clubs we went to, but I came down with the flu, and then Cassie caught it from me. Hardly conducive to a night of wild fun...

The satnav sent me down increasingly quieter streets until we reached a side street that even the locals probably forgot about. It was short, with only about ten widely-spaced houses on each side before the street ended in a T-junction. But those houses... I could only dream of owning something like them. They were all tall -- four storeys -- and had large walled gardens. Everything was whitewashed and scrupulously clean.

I pulled up in the street and sat for a moment, silent with Cassie.

"Are you getting out?" I said, and it really did need to be her choice.

"Yes," she said, after a pause, and then more definite, "yes."

She got out of the car without waiting for me to get her door for her, and stood in the street as I grabbed our small suitcase of toys from the boot. She looked great, and certainly fitted in with the area: despite me saying that she needn't dress up, she had chosen a dark skirt suit she wore to conferences, and a pair of two-tone heels. The heels pushed her up towards my height, and I'm six-foot dead, and with her shoulder length blonde hair and slender figure she really did look like a model -- not a catwalk, supermodel, mind, but one who would easily get the lower end jobs. Smart and pretty... yes, nobody needed to tell me I'd got lucky.

I led her over to number four, to the small gate next to the heavy driveway gates. There was an entry phone, and I pressed the button and I could feel her agitation as she virtually bounced on the spot in silence. Then we were buzzed in and I pushed open the gate, ushering Cassie through and following her up the short flight of stairs to the quite imposing black front door.

Inside we were immediately faced with the owner in the small foyer. I had only contacted her via email previously, but I knew something of her by reputation. She was from somewhere on the eastern edge of Europe, a stereotypically stern, tall, beautiful Slavic woman in her thirties with precious little in the way of human warmth. Or at least, so it seemed when she was speaking to me, outlining the rules of the place regarding smoking and damages and the like, and the drinks we could take in the bar. But when she glanced over at Cassie, I saw the slightest flare of her nostril. Aha, thought I, that explains a lot.

I handed over the remaining, rather large pile of cash required to hire the place on top of the deposit I had already transferred to her and she checked it meticulously. And then she was gone after reminding me that we had the house until six.

We walked through the door connecting the foyer to the rest of the building, and there waiting in a bar area were my friends sitting on a smart grey leather sofa with a coffee table in front of them. I had arranged for two guys to come and dominate Cassie, Alex, a friend from my old life back in London and Matt (which he preferred to Matteo), a more recent acquaintance from the months I'd spent working in Vienna the year before.

Alex was quite a slim guy, and not too tall either, with close cropped dark hair. But whilst he wasn't God's gift, exactly, he reeked of relaxed competence, as if every smooth movement had been meticulously considered and perfectly executed. He was on the verge of forty now, and I knew that would be another plus as far as Cassie was concerned as she liked older guys. But as always, the real winner was Matt, about five years younger than Alex.

He was the son of a Nigerian father and an Austrian mother, and being a light-skinned black guy with blue eyes he had women everywhere falling at his feet. It irritated him sometimes, and I could understand why, but I loved taking advantage anywhere there was a woman in charge of customer service. It didn't hurt, either, that he was buff and had short dreadlocks, and a winning grin -- I mean, dude, if you want to be loved for your mind, at least buy some non-prescription glasses!

Alex and Matt had, I noticed, also dressed a little smartly for the occasion, both of them in dress shirts and trousers, not jeans. It was serendipitous, an accidental show of respect for the effort Cassie had made, just as her outfit complemented the location. Even I, I suppose, had subconsciously made an effort, wearing something similar to the guys.

They stood up and we had a bit of a group hug and a friendly shaking of hands and the like. By sheer luck Alex and Matt knew each other vaguely from the lifestyle, and we shot the shit for a minute or two, all the while with Cassie standing ignored, off to one side. Normally, I wouldn't have countenanced anyone excluding her, but right now... well, she had to know her place.

"You weren't lying when you said this place was fully equipped," said Alex, and I could see that he was getting some ideas -- he owned a BDSM suite in London which he rented out to people on the scene.

"Yeah, we've been having a bit of a back and forth," said Matt, "I want the top floor and he wants the basement."

"I've only seen it on the website, actually," I said, "what was the basement, again? It's the fake prison, isn't it?"

"Yeah, it's beautifully done" said Alex, "and the top floor is the classic set up. We're going to flip a coin."

"Anyway," said Matt, "we're pretty much set, so..."

"Hang on," I said, and I went back to the foyer and collected the small suitcase I'd brought.

"Not you, too?" laughed Alex, and he retrieved his own case from behind the sofa where they'd been sitting, and a second later Matt got his from the same place.

📖 Related Adult Bdsm Magazines

Explore premium magazines in this category

View All →

"Yeah, I guess we'll have enough stuff," I grinned. Matt nodded.

"So, as I was saying," he began...

* * *

It had taken me weeks to set up this afternoon, and once Alex and Matt had shown their interest, we got together on Zoom to talk everything through. No piss, no shit and no blood had been Cassie's main outline, apart from the usual safe, sane and consensual, and then the guys had said what they wanted -- obedience, basically, and the chance afterwards to have some friendly chill out time and a bit of sightseeing in a city they hadn't visited before. That wasn't a problem, so I sent them a picture of Cassie, and they liked the look of her, and then I bought them tickets and reserved hotel rooms, and her birthday treat was definitely pretty much set.

"I just want to double-check," said Alex, before we ended the Zoom, "that she knows a bit about what she might be getting into."

"Yep," said Matt, "she's got some experience, I hope. Sometimes people overestimate what their partner is comfortable with."

"Well, we've done some stuff at home, some whipping and bondage and nipple clamps and stuff."

"And she liked it, I guess?" said Alex, at which I nodded. After all, we wouldn't be having the conversation if she hadn't.

"What about something with more than one person?" said Matt, "that can freak people out, and if it's the first time you never know how they'll react."

"I know, but she's had a couple of threesomes, as well as a thing with three guys at once before now. Admittedly, that was in a swinger club and was straight fucking, but she absolutely loved it. She surprised me actually, at how much she let go. I mean, we've swapped before, but this was different. She was on cloud nine for days after."

"Sounds like she'll probably be alright, then" said Alex, "but you'll keep an eye on her. You know her and you'll see if she needs a break, or to stop. So, don't get too carried away watching, and stay switched on. We'll be relying on you a bit."

"I promise," I said, and I smiled, thinking about how I could simply sit on the sidelines and let Alex and Matt take the strain.

It had been her idea, or rather, it had been a wish she had idly vocalised, to have a hardcore session with someone other than me. We played sometimes, and of course, we swung, but when it came to the dominance and punishment side, she felt it didn't quite work, that there was something missing. I agreed -- I'm no top, really, and I don't pretend to be. Usually, by the time she really got into it I would be running out of ideas, and it began to feel like work.

However, whilst I may not be master material, I know a man, or rather men, who are. Furthermore, through an unlikely to be repeated set of circumstances, they were both single. It was now or never, probably. And when I asked her if she would really want it if I could organise it, she had spent a few days turning the idea over in her mind and then given me the go ahead.

"Ok," I said, "if you're sure. You'll have to do what you're told."

"Yes," she said, a hint of the nervous virgin in her demeanour, "that's why I want it."

When I suggested that I might be able to get two friends to come, rather than one, and they could both give her a workout her eyes widened. Rather than turning a second man down flat as I expected she raised me.

"Go on then," she said, "but I have one condition."

"I'm listening."

"You have to watch," she said, "you have to be there as my security."

I nodded. I knew how much she liked being watched in the swinger clubs. Whether she was with me or with someone else, when there were other people in the room and she was stripped naked it turned up her arousal a few notches.

"I wouldn't miss it," I said, which brought us to the there and then.

* * *

It was time to introduce Cassie to the guys, and I did so, bringing her forward from the background where she had been dutifully waiting. I could see she thought Alex was interesting and Matt was hot. So far, so good.

"Hi, Alex," she said and kissed his cheek as they shook hands.

"From now on, it's 'sir', thank you," said Alex, but not unkindly.

"Same for me," said Matt, and he kissed her hand like an old-fashioned aristocrat then held it high, "now, give us a twirl."

She did, and she was quite graceful, her years of dance lessons paying off. It was clear she fancied Matt, as they all did, and that would hardly hurt the afternoon's activities.

"Let's check the rules," said Alex, "no cheek or answering back. Your safe word is 'red'. Your tits can be sensitive, so we should be careful not to squeeze or crush them, but nipple play's ok, and you aren't a fan of gags. That's right, isn't it?"

"Yes," said Cassie, and I smiled inwardly -- that was her first mistake.

"Yes?" said Alex.

"Yes, sir," said Cassie, correcting herself, and there was a little twinkle in her eye.

"I've got one more," said Matt, "if there's something you want us to do to you, like, you're thinking, 'I really wish they'd fuck me right now', and we're doing something else, then you have to ask. But ask nicely, and we have to believe you want it."

"Doesn't mean we'll do it, either," said Alex with a grin, "but we might."

🛍️ Featured Products

Premium apparel and accessories

Shop All →

Cassie glanced over at me for my approval, but I was already stepping back into the role of observer.

"Don't look at him, he's off-duty now," said Matt, "you look at us. Is that clear?"

"Yes, sir."

"Now," said Matt, "I'd like a drink before we begin. Vodka and tonic."

He nodded towards the bar, and it took Cassie a moment to realise she had to get it for him.

"Would you like a drink, too, sir?" she asked Alex, and honestly, I felt a little proud that she was a quick learner.

"Just a coke, and..." here he looked at me.

"Scotch and lemonade," I said, and Cassie turned to go to the bar as we took our seats.

"But it needs to be served naked," Alex went on, and Cassie stopped.

I saw her swallow as it struck her that the scenario was really beginning, and then she slowly unbuttoned her jacket. She was standing next to chair, and she draped her jacket over the arm. Next, she unbuttoned her blouse and slipped it off, placing it on top of her jacket. Alex and Matt watched her all the while, letting her see they were eating her up with their eyes.

She was wearing a sheer cream bra beneath her blouse, and it framed her tits wonderfully, and showed off her dark nipples. I loved her tits, not too big but not small, and I'd spent much time playing with those nipples, still perched quite high. At twenty-eight she was still firm, but one day we would both be saggy. That wouldn't matter, I already knew, for I would still desire her as I desired her then. And glancing at Alex and Matt I could see they desired her in that moment, too.

Cassie unclipped the bra and slid it down her arms, and I could see she was caught between two feelings -- she loved that we were watching her, but nonetheless she felt she should modestly cover herself. It was a battle with an obvious outcome, and after a moment she dropped the bra and stood, seeming to press her chest out with some pride. Good girl, I thought to myself.

Next, she unzipped her skirt, swallowing another little wave of nervousness. She slid the skirt down, showing us the matching sheer panties she was wearing, and the tan hold-up stockings. In all, I had to admit she had prepared very tastefully, and it was almost a shame it was wasted. But only almost -- she could dress like that for me any time, and having seen this outfit I would make sure she did.

"Panties off," said Alex, and she held his gaze as she reached for the waistband, then pulled them down.

She knew from our conversations that she shouldn't put her hands in front of her pussy, and she remembered, putting them behind her back and letting Alex and Matt see the thin strip of hair on her mons. I could see a little life in her cheeks now, and I wondered if she was already wet.

"Get the rest of it off, too," said Alex, meaning her shoes and stockings, "slaves don't have clothes."

She complied, and within a minute she was absolutely naked, her hands behind her back again as she stood, being idly scrutinised by us all.

"Now, get the drinks, slave," said Matt and Cassie promptly obeyed, going behind the bar and finding out where everything was.

"Have you got a coin?" Matt asked me, "it's only fair if you flip it to find out where we're taking her first."

"Sure," I said, "somewhere."

I fished around in my pockets and then searched through my wallet, but I didn't find a coin until Cassie came back from the bar with the drinks on a tray. She placed them neatly on the table, then returned the tray to the bar as we watched, and then she came back to us.

"Wait there," said Matt, pointing to one side of the table, and Cassie assumed a kneeling position -- again, something I had forewarned her to do.

"Legs apart," said Alex.

"Yes, sir," said Cassie, and she slid her knees apart on the rug. I marvelled at her automatic submissiveness. If I tried ordering her around, she would get cheeky in a heartbeat or more likely simply tell me to fuck off, but perhaps here, with men who were strangers to her, she was playing it carefully.

"Heads for upstairs, tails for the basement," said Alex, and I flipped the coin and let it fall on the table, bouncing and skittering until it came to rest.

"Heads!" laughed Matt, "I win."

"Yes, well, let's make sure we get some time downstairs, too. Deal?" said Alex.

"Deal."

We then spent the next few minutes sipping our drinks as we swapped some gossip about mutual acquaintances, and Alex and Matt speculated about why a particular Danish club that I'd never heard of had closed its doors. It was chatter we could have saved for later, but I knew why my friends were doing it -- we were keeping Cassie waiting until we were good and ready, reminding her she was there for us, though in reality this was all for her.

I glanced over at her and saw she was looking into the middle distance. It struck me at that moment that for all I knew her so intimately, I hadn't properly looked at her since.. who knew? So, I took a little time to see what Alex and Matt were seeing. My eyes followed the curve of her breast and then lowered to the slight swell of her stomach, and I studied the smoothness of her skin, promising myself I would explore her with my hands later. And, of course, there were her legs, parted, and the strip of pubic hair, and her holes, just out of sight. I began to feel the allure.

"Hey, slave!" said Matt suddenly, bringing both Cassie and me out of our reverie, "do you like your boyfriend watching you get fucked?"

Cassie didn't know what I'd told them, so she could hardly lie. "Yes, sir," she said, plumping for the truth.

"Hmm, I think I'm going to call her 'slut' instead," said Matt, and Alex nodded.

"I like him joining in when I'm getting fucked, too, sir," Cassie said, volunteering more information than I thought she would. Again, I studied her, and I could see she was turned on.

Enjoyed this story?

Rate it and discover more like it

You Might Also Like