"Oh, that's so good!" Jake groaned in pleasure, responding to me obediently licking his squeaky-clean arsehole. Just as his Mistress had ordered me to.
My Daddy sat in the armchair next to the hotel room bed. He didn't care about Jake's enjoyment. Instead, he was getting turned on by my obedience, for once doing as I was told! Tonight, he'd delegated the effort of paying me attention to our friend Cat, a natural domme. In turn, she'd commanded her submissive, Jake, to inflict punishment on me, saving her energy. As I'm a switch, I've often joined Cat as a dominatrix, beating and hurting her subby boy. Tonight was the first time I'd ever been the bottom for them.
Jake was loving it. Even before he got to enjoy a good rimming. He'd watched me embarrass myself by being a total disobedient brat, and been amused when I'd been forcibly restrained. Then he'd had the privilege of spanking me, Cat making it very clear that a naughty girl was at the very bottom of tonight's social hierarchy. He'd practiced whipping me with a crop, under his Mistress's careful tuition, got to feel up my pussy, watched me standing practically naked in the window, and now he was getting his reward for being the perfect submissive.
In contrast to my struggling even to obey. I'd shifted my mind as far as doing what I was told - pain is a bloody good motivator for that! - but submitting, to my friend Cat?
I knew it was what Daddy wanted. I always wanted to make Daddy happy. Duncan, my fiancé, was in Daddy mode tonight. I mustn't think about when things were different and he was under
my
heel. Literally...
Daddy had given me to Mistress for the night. Tonight, she wasn't my friend - to giggle with, and plot what we might inflict upon Jake. No. Instead, she and Daddy had been plotting. I had to obey.
And, Daddy hoped, I'd submit to Mistress, just because he wanted me to. There's a big difference between doing something to avoid punishment, and doing something because someone wants you to and you want to please them. Sometimes, I reached that point easily with Daddy. Other times I resented it, like I had tonight.
Could I truly submit to Cat, doing anything just because it pleased her? I honestly didn't know. But I wanted to please Daddy, which would amount to the same thing. I hoped. If it didn't, then I suspected I'd get some more sore spots to go with my very painful arse. The crop marks were going purple, the raised welts making my bottom look like one giant bruise. I shuddered slightly, thinking of it. But a sore arse is a sensitive one. Jake's groped handfuls of my bum had been a great pleasure. My arsehole was sadly empty, even though when Daddy had had it plugged, the inflatable toy had been painful. Now, the ring round my hole tingled, wanting attention.
But no getting stuffed yet for me. I had to reward Jake, as Cat had ordered me to. I wasn't repulsed by the idea of getting my face in his buttcrack - the boy was gorgeous and had the cleanest arse I had ever met - but I wouldn't have ever chosen to kiss his ring.
On the other hand, the feel of him happily wriggling round my face was rather fun. I might be a convert. I kept going, with more enthusiasm.
"That's better," Cat said. "Remember, Sarah, you're just a little bratty girl, for all of us to get pleasure from. Your Daddy's generous with you, so I hope you'll make him proud by serving me well, too."
I hoped I would. I glanced over to Daddy. He smiled. I loved his kind, dark brown eyes. He smoothed down his beard, then returned his hands to his lap. He was rubbing himself gently.
"Aah..." Jake whimpered. Of course, he was still wearing his metal cock cage. Nothing else. He could get hard, a bit, but then needed to distract himself to avoid it getting too painful. I'd learnt that for him, penetration, hitting his prostate, was still satisfying in the circs. Whereas playing with his cute clenching balls resulted in what he called a 'ruined orgasm'; a distracting, slightly painful mess, with precious little pleasure.
I gave him one more kiss and looked up to Cat for guidance.
"Squeeze his bollocks, too," she cooed, beaming at me.
I knew the drill. I happily stroked that soft, suede-like skin below the base of Jake's cock, then moved to play with his scrotum, pinching and pulling the various wrinkles of loose skin. He purred, despite knowing what would happen.
Not happen, rather. He certainly wasn't going to enjoy coming, but he might come, whether he liked it or not. I fingered his hole with one hand, thumb pressing behind his balls, and rubbed hard. The small brass padlock was fun to tug and press against his skin, holding his cock down with the restraining ring. His lovely plums dangled, hair-free, shown off and made to look larger by the ring round their root.
I squeezed. Then, as my hand was small, I gripped one at a time, fingers pressing the ball and rolling it round my palm.
"Aah, man..." Jake wriggled his butt, wanting me to penetrate him. Only I didn't have permission, so I didn't.
His hips rose off the bed, I could see his penis pressing hard against the metal bars of his cock cage. He'd be desperate for release. Would squashing his balls in my hand give him that? I closed my hand more and returned to licking his hole, where wrinkled skin was pulsing, moving as Jake desperately clenched his arse in and out. He arched his back slightly.
"Stop there."
I sat up, startled. Jake groaned. He humped the duvet, all dignity gone.
"Poor darling." Cat ruffled Jake's hair - something he'd never allow when he wasn't submitting! "I know, I'm such a cruel Mistress..."
She didn't look to him for a reply. He bit the bedding in his effort not to.
To me, she said, "Good girl. Come here." I stood before her. In her spike-heeled boots, fully clothed, she seemed intimidatingly tall. Normally, she's only a couple inches taller.
Normally, she's not my Mistress...
She hugged me. "There. You were good for me, weren't you?"
"Yes, Mistress." The words were quiet, but after I'd said them, I felt more confident they were true. Could I submit to her whims?
"Yes, you were! A good toy for me. Now, are you going to keep being my good toy?"
I was wrapped in her arms. She smelled great. One hand of hers crept round to palpate my sore bottom. That she'd ordered. It felt so good.
"Um-hm," I managed.
"Oh, I want more than that!" She lowered the hand on my bum and pressed fingers along my pussy. And then squeezed my nipple with a free hand. It really highlighted how I was essentially naked. For Mistress.
"You want to be my fun toy, don't you? She pinched my nipple harder. Daddy or Jake would have told her what a slut I was for having my tits hurt. 'Gushing', Daddy often said, in approval. I could feel myself getting wet now.
"Yes, Mistress!" I gasped. "I'm your fun toy." I got the idea. "Play with me how you wish, Mistress!"
"Good little girl." She kissed me on the lips. Her fingers strayed inside my wet pussy, then she rubbed them dry on my nipples. I squirmed, happily.
Even better was seeing Daddy's approving smile.
"I like my playthings wriggling and wanting. Look at him!" Jake still lay on the bed, futilely humping the mattress, all dignity long gone.
"Let's get you all quivering too. Maybe not a window display, this time... Aw, you'd both look so good on a podium for all to admire." She rummaged in the wardrobe. "Like those dancing sunflowers and executive toys they used to have, only life size." Cat giggled. "I suppose, I'm an executive, and you're my toys!"
She turned back to me. I'd put my hands behind my head, in good submissive fashion. Daddy likes that pose. It makes my tits stick out.
"What shall I use to make you squirm nicely?" The number one solution for Daddy was always to fetch ice. He'd often threatened to lead me, naked, on a leash down the corridor to an ice machine. Or just pop down there himself, seeing as exhibitionism was something I found hot as a fantasy but not in reality - appreciative club-goers aside! Luckily, the few hotels in England which had had American-style ice dumpsters had got rid of them in 2020, for 'hygiene reasons', and never replaced them.
"Nipple clamps!" Ah. Daddy's second choice, but much preferable as far as I was concerned. Cat pulled out a robust pair with screws and black rubber-coated jaws. Beautiful. She grinned down at me as she adjusted them to perfection. "Happy?"
"Yes, Mistress!" I was. I loved the deep throb that clamps produced.
"Good! Now, I'll just add this..."
The heavy metal chain pulled on both tits, adding weight to the point of real pain. "Oh!" I cried out.
"Problem?" she asked.
Daddy was watching. Daddy knew I had much heavier weights at home, which he applied to my tits whenever he wanted me to groan and be open to being fucked by any object, immediately. He strolled over to check. There was no point in arguing they needed repositioning. It would only mean going through the pain of removal twice.
"No, Mistress."
"Oh, good!" She stroked up the inside of my arm. "You're very pretty."
"Thank you, Mistress."
She led me by the chain to the centre of the space we'd cleared in the room. Daddy moved to sit on the bed, so he could see me. Jake, having gotten over the lack of any orgasm, was kneeling nicely at the end of the bed, also watching. She slapped the sides of my breasts, making them jiggle and the chain pull. I inhaled deeply, managing not to make a noise.
Mistress then put her hands over both of my big round breasts, the clamps carefully between her fingers, and shook them from side to side.
"Oh!" I couldnt control that moan.
She let go, and smiled. "That was fun! But did you think it was fun? No, shush! Let's see."
She pushed one finger carefully round my pussy lips and into my vagina, gazing into my eyes. "Ah. You're wet, aren't you?"
She demanded an answer. "Yes, Mistress."
"You love clamps, I hear?"
"Yes, Mistress."
She tossed something from the wardrobe down in front of Jake. "Boy, put these on the new toy."
I knew Cat wasn't particularly into women. A kiss was fine, the odd intimate touch, but she likely didn't want to have to stare at my pussy lips if she didn't have to. Besides, Jake would enjoy it.
Three small clamps on each of my outer labia. Like a gentle pinch between thumb and forefinger. They were all chained together, like an evil six-legged insect.
"Where's that room service? Toy, do a spin for me. Pretty. And the other way." She pulled the chain between my nipples, to steer me.
"Oh! Thank you, Mistress!"
She grinned. "I don't recall giving you permission to speak, but I'll let you off!"
That was probably when I decided I really did want to please Cat, as opposed to just doing as I was told.
"Now, my pretty toy, I bet you want some more attention to your sweet pussy, don't you?"
I did, but I was scared of what. "Uh... As you wish, Mistress?"
"Always a good answer, that!" She gave that chirpy grin again. "Luckily, I've got another big chain here..."
