Sarah Cashes in on her Allowance

Continued from: Sports Betting

[M/f] [CNC] [maledom] [F/mf] [chastity] [dildos] [butt plug] [gangbang]

A Sarah Jane story

With my increased allowance comes the opportunity to plan something truly unforgettable for Daddy. As I pondered the possibilities, I found myself torn between two competing desires: to indulge my submissive side and surrender to Daddy's whims, while also wanting to surprise him with a special treat that will leave him weak in the knees. 

I slipped into a fetching schoolgirl outfit, complete with a plaid skirt, paired with knee-high socks and Mary Jane heels. I didn't go with a top, leaving me clad in a demure bra that barely contained my bouncing tits. 

Next, I prepared the surface of the dresser: a trifecta of dildos and a realistic butt plug, staged and laid out like an invitation to debauchery. I put his chastity key around my neck on a gold necklace and gagged my own mouth. These subtle gestures, speaking volumes about my willingness to surrender and be taken by Daddy when he arrives.  

Before cuffing my hands behind my back, I shot him a saucy text, hinting at the freedom that awaits him. The message was concise yet loaded with promise. "Mommy raised my allowance, Daddy!" Followed by sending a number of eggplant emojis. "I'm up in our bedroom, we have 90 minutes!!" 

With my wrists securely cuffed and a silencing ball gag in place, I settled in to wait for Daddy's arrival. The anticipation was making my pussy soaked, my heart thrumming like a drumline in my chest. As I sit there on the floor, cuffed to the leg of the dresser, my imagination runs wild with possibilities. I'm secretly hoping that he'll take one look at all the dildos and the plug and know exactly what I want. 

The anticipation was killing me, amplified by my bound inability to play with my pussy while I waited. But finally, the moment of truth arrived, and Daddy burst into the room, clearly eager to have his penis unlocked after several weeks in his cage. 

He quickly surveyed the scene as I whimpered through my gag, playing the role of a non-consensual captive, about to be claimed by her captor! Noticing the chastity key glinting between my cleavage, Daddy swooped in and ripped the necklace free, slapping one of my tits with a firm, corrective hand. I let out another whimper, the sound stifled by the rubber ball that was doing its best to silence me. 

While Daddy set upon releasing his caged penis, his eyes scanned the assortment of toys I carefully arranged, a sly smile spreading across his face like a mischievous little boy. And then, without warning, he took hold of my arm and uncuffed my wrists, dragging me away from the dresser and onto my knees. 

With my face just inches from his growing cock, I whined out a futile plea of mercy, before my lips closed around his intruding penis. 

"Please, Mister! Just let me go...I don't want...guuuurgh*" 

Before long, my hands are busy jerking off the two dildos on the dresser, as my mouth engulfed the largest of the cocks, the one I had strategically placed in the middle, its ridges and bumps providing a delightful counterpoint to the sensations building inside me. Meanwhile, Daddy's fingers were busy too, expertly guiding the realistic plug into my tight asshole, stretching me to capacity as I squirmed beneath his touch. 

As I gazed into the mirror to witness my own debasement, Daddy entered me from behind, completing the degrading but thrilling scenario of having all three of my holes filled with dick, while providing hand jobs to two other "men". 

I deliberately crafted this scene for Daddy, as the clock continued to countdown on my extended, 90 minute allowance with Daddy's penis. I'm a grown woman, dressed in the remnants of a ridiculous schoolgirl outfit, sucking on a dildo while my hands frantically jerk off two more. My asshole is plugged, my pussy is being pounded, and I'm staring at my reflection with a mixture of shame and desire. 

Was I the dominant or was I submissive in this very moment? I orchestrated this tableau of humiliation to feel like a complete and utter whore. I craved the sensation of being humiliated, of being reduced to nothing more than a vessel for cock. There was something perversely liberating about surrendering to these darker impulses. 

As Daddy continued to take control, I was treated to some delightful pussy-to-mouth, forcing me to clean my own juices from his cock, my senses soon heightened as he resumed his pounding of my pussy. My ass was being spanked, my hair was being pulled, forcing my open mouth on and off the middle dildo. All the while, I'm pretending to be a reluctant participant, imagining that I'm being taken by not one, not two, but five burly men, each one eager to claim a hole for themselves. 

In this fantastical scene, I was forced to use my little hands to keep the other two cocks hard and ready for their turn to ravish me. And when it all reached its climax (literally!) Daddy unleashed his load onto my face and into my mouth, a load of significant volume after his time in the cock cage. 

I collapsed back onto the bed, spent and exhausted, I couldn't help but giggle at the sheer audacity of it all. I checked the clock, noting that our 90-minute allowance was almost up, and soon Daddy's cock will be locked away once more, courtesy of Mistress Andrea. 

Speaking of whom, she gently let herself into the room, a knowing glint in her eye as she took in the sight of my disheveled state: cum-streaked face, smacked red bum, hair a mess...she couldn't help but chuckle at the state of me. 

When she clicked into the light I gasped at the state she was in, full Dominatrix mode and holding Daddy's cock cage seductively in her hand. She looked absolutely stunning, enough to stir the butterflies within me, not knowing her intentions. 

She looked down at Daddy and I on the bed, issuing her authoritative commands, making me believe we were about to be disciplined. 

"Both of you!" She hissed, "Down to the dungeon, NOW! Summer is already down there." 

But then she smiled, her gaze becoming maternal and loving as she slapped Daddy on the bare bum to hurry him along. 

"We need to celebrate Valentine's Day...as a family!" She giggled, while clicking behind us down the basement stairs. 

Happy belated Valentine's Day, everyone. Love, Mistress Andrea and her unconventional little family. 

Sarah Jane

💟

Continued in: Duality of BDSM

 

Paint the Town Red

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All Three Holes

Continued from: Quid Pro Quo

A Sarah Jane story

As I mentioned in the last post, I told all of you that I would just fast-forward to the party that Daddy let me attend. He didn't join me *pout*. He likes watching me with other women, but I suspect he's not too keen on seeing me taking down multiple cocks. In his absence, Mistress Andrea was to be my guide and controller for this particular evening. She looked stunning as usual, it was actually nice to see her again. Bella was there too, but this time it would be her as the more passive observer while I get to indulge. 

Mistress introduced me to a few of the men. My instructions were simple and a ritual I was very used to: Kneel directly in front of the men with my head down and palms on my thighs, then politely ask for permission to suck their dicks. If they say yes, find and expose the bare penis, kiss the tip and say, "thank you Sir," then directly into my mouth with it. 

If they cum on my face or into my mouth, again, a "thank you, Sir," after I have swallowed, and I kiss the tip of the penis. Easy peasy. Daddy has the same rules for me, when it comes to my oral worship of him. 

It mustn't have been more than an hour into the party and I had already sucked three cocks, ending with one facial and two full swallows. I felt like such a dirty whore and I was loving it. Mistress even made me wear the strange man's cum on my face as the evening continued. 

This was around the time that "SHE" came in. This tanned and stunning woman with dyed, blazing-red hair and the most adorable bangs. She was in heels and a collar only...nothing more. She just quietly sat at the feet of the man she was with. 

I had moved on to cock number four which was now in my mouth, only this time, I was shockingly aware that the red-head was watching me. The old me would have been super embarrassed and self-conscious but there was something about the setting, my attire and my sexpertise that actually had me showing off for her, for this random, naked female. I would look her way and arch my back just a little deeper, moan a little louder and allow my tits to flop about with the motion of being railed. 

I ended up being spit-roasted by two of the men, before this symphony of an evening reached the ultimate crescendo. I actually couldn't believe it was happening to me. All three of my holes were stuffed with hard dicks. I was so full and so turned on! "Red" continued to watch, occasionally smiling in my direction, as the man she arrived with fucked my asshole. 

Drool, slobber and cum were everywhere. This was such a hot mess but I was absolutely loving how degraded and abused I felt. All three of these stallions eventually came, but not at the same time. I'm pretty sure the gentleman underneath me came first, into my cunt, followed by a load for my throat from the second man and finally, a hot, squishy feeling, filled the inside my bum from the man behind me. 

I was spent. The men drained the last few droplets from their balls, onto my face and tits and I lay there panting. 

When I finally got to my feet on shaky legs and wobbly heels, I was permitted to go clean myself up and fix my smeared makeup and mascara runs. Bella was freed from her cage to begin sexually serving the guests and upon my return, I was gagged and bound and placed on display to wait to be used again. 

This was the moment that "Red" approached me for the first time. 

"I enjoyed watching you. You're very good at this." She said to me in her broken English. I think she was speaking in a German or Nordic-sounding accent. 

Then, without warning, she used her fingers to lasso a rope of drool that was hanging from my bottom lip, and glistened her pussy with it.

I was so embarrassed...

But that was probably the hottest fuckin' move I have EVER seen a woman do! I wanted to go down on her so badly, this mysterious European vixen. 

As she towered over me in her heels, in that moment, I actually didn't know if she was a top or a bottom. She had the confidence and control reminiscent of Mistress Andrea in that very moment.  

What she said next cleared this up for me, but boy was I ever confused as to what was going on. She leaned right in and whispered into my ear, scanning the room to ensure no one else would hear her. 

"Bid on me tonight...I'm begging you! Please help me!

Then she hastily clicked away from me in a clandestine manner. 

What in the actual fuck...was going on?!

Sarah Jane 

xoxo

Continued in: Paint the Town Red