Hall Passes

Continued from: I often envy submissives

It has been quite awhile since I have felt this submissive and vulnerable, especially in the presence of a woman. A beautiful, alluring, dominant woman. Once she got me into her bedroom I was knelt on loveseat, while Goddess Vanessa "accessorized" me. I was put into snug, red leather bondage cuffs and an equally snug ball gag. It's been years since I've been in a ball gag. I forgot how psychologically impactful it can be and the amount of drool it causes. 

Being the online feet and heels star that she is, I expected I would be required to worship her feet and footwear at length. She had me do a little, but not an excessive amount. I was instructed to kiss and lick her high heels first, after my gag was removed. That was humiliating. 

She eventually slipped her damp feet out of her heels so she could run her soles across my nose. 

The gentle friction of the nylon against my lips and nose was a lovely sensation and the subtle scents of her feet, leather and perfume was quite sexy! 

While I was still on the floor, on my back, she used a crop to target my breasts and nipples. Next came a flogger, that Goddess carefully lashed against my bound and presented pussy lips. She was gentle, she was not overly strict with me, although I was sporting some very nice whip marks on my bum, which she encouraged me to check out in the mirror. 

I was calling her Goddess and she was telling me what to do and how to do it, but it didn't feel like a serious D/s encounter. She was providing me with as much pleasure and stimulation as I was providing her. I don't even need to use my words for the rest of this, we simply had awesome sex for hours together! It was fantastic and Vanessa was truly a Goddess in the bedroom! Her poor chaste hubby is truly missing out.

Yes, a strap-on was eventually deployed. Used only by her. 

I was made to taste myself off the length and girth of her girl-cock...

Then she fucked me again. 

I had the pleasure of feeling her little asshole, squeeze my tongue while she contracted her muscles into a heavy orgasm. 

We 69'ed for awhile and both came in this position. 

Overall, it was a wild WILD night. I'm glad Summer suggested this hall pass agreement. 

I wonder how she's making out...

If you remember back to the stories: 

Cummy Brat

and

Dealing with a spoiled brat

Sarah Jane is actually being punished in the above animation. If you look closely you'll also notice she is still sporting some decent colour on her naughty bum. She got quite the spanking four days ago. Enough so that it left a lasting impression. 

And her punishment didn't end with that spanking and cornertime. She now found herself in a ring gag, locked into a chastity belt and secured to a bondage apparatus, while forced to watch Russell fuck my wife. 

He would occasionally give Summer a small break, removing his cock from her drenched pussy and placing it directly into Sarah's mouth for a "rinse off". 

Russell would fuck Sarah's throat for awhile, ensuring Summer's arousal was cleaned off his dick, all while listening to Sarah Jane wretch and gag. 

Then he turned his attention back to my little Summer, to give her the good hall-pass rogering that she had been craving. 

She came a few times while Russ was fucking her in various positions and differing levels of aggression. Russell eventually finished into Sarah's mouth, that was conveniently forced open by the ring gag. She performed one final humiliating cleansing of Summer's arousal from Russell's cock, before the scene was officially over. 

For poor Sarah Jane however, her punishment for being a spoiled cum-brat wasn't over. She had one final stage of dreadful humiliation. 

Summer had long-since left the two of them alone, content with her fill of dick for the time being. Sarah remained frustrated and denied, still in her chastity belt and shackled to the bed with a very secure panel gag in place. 

She looked at Russell, helpless and puzzled as he returned to her side with a fleshlight, and positioned it near the bed. 

Ohhhh GAWD! Sarah Jane! 

I know what he's gonna do! Oh fuck you're in for one hell of a humiliating punishment young lady!

As I suspected, Russ zip-tied the fleshlight to the metal frontage of her chastity belt, sitting right above where her real pussy trembled and soaked, housed in captivity.

Then Russell fucked it, while Sarah watched on in horror, screaming into the large ball of her panel gag. It was like she was being horribly tortured but wasn't being physically hurt. This was purely psychological torture, causing her to scream into the gag.  

Just like so: 

Russell jacked Sarah's legs onto his shoulders and fucked the daylights out of that fleshlight, eventually cumming deep inside it. 

As he pulled out and stood beside the bed, Sarah Jane desperately looked in his direction. Her eyes pleading with him to say something. 

"Are you sorry for being a spoiled little brat?" 

Tears rolled down her temples as she made a muffled noise and nodded her head in the affirmative. 

Age regressed and humiliated. Shamed in the timeout corner for others to see. Severely spanked and belt-strapped, cuckqueaned by Summer and Russ and finally THIS! The fleshlight move! WTF! 

Russell smiled at her vulnerable state and said the words she had been waiting for. 

"Daddy forgives you little one. Let's not have to discuss this again."

And she was left as is, bound and gagged with her pussy throbbing like crazy from within the metal screening of the belt. She was left to quietly reflect on her punishment and the forgiveness that followed.

I must say, across town, I was a little more content and comfortable than poor Sarah. Snuggled into Vanessa with her cum still coating me like lip gloss. 

"Thank you Goddess." I seductively purred to her. 

"That was amazing." She sighed back to me. 

"Hey...where's your husband by-the-way?" I queried. I had a moment of sudden realization and embarrassment. We were pretty loud, I was really loud. Was her hubby in a room down the hall during all of this, dick in a metal cage and listening?! 

"Oh Derek?" She chirped up. "I dolled him up like a sissy slut and sent him to Anthony's for the night. He better be putting out like a good girl, if he knows what's good for him!" She jingled the chastity cage key she wore on her necklace. 

*sigh*

Jesus, Vanessa. What a Goddess! 💖

Mistress Andrea

xoxo

Continued in: A Score to Settle

 

 

   

Husband gets Blacked

Continued from: "Thank you for fucking my wife"

Derek's stomach twisted with repulsion and humiliation, as his tongue diligently explored the vascular surface of Anthony's cock. Vanessa stood close-by, ensuring her sissy husband cleaned all remnants of her tangy pussy from Anthony's cock and balls. Derek's embarrassment had reached a pinnacle of emasculation, or so he thought. With no safe-words spoken from her delicate sissy husband, Vanessa took this as a queue to continue her relentless torment. 

"Stand and curtsy to Anthony please honey, thank him for letting you clean me off his beautiful cock," Vanessa cooed to Derek. "And address him as Daddy!"

Derek stood in his elaborate sissy attire, the layers of ruffles and bows a visual representation of his vulnerability and submission. The room seemed to hold its breath as he performed his embarrassingly dainty curtsy and whispered, "thank you Da...Daddy. Thank you for letting me clean your cock." 

The corners of Vanessa's villainous lips curled into a devious smile, watching her husband struggle through such intense humiliation. Yet, she knew little glossy strands of pre-cum would be oozing from his chastity cage and wetting the front of his delicate satin panties. 

Vanessa then turned and spoke to Anthony. "I'm going to change into a little something for you my lover. Can you take my husband upstairs and spank him for me? On the bare please. I want him nice and red before you fuck him." 

Derek's mouth went dry and his hands began to tremble. The gauntlet had just been laid out by Vanessa, as to what the rest of the evening would entail. His heart pounded in his chest as he carefully negotiated the stairs in his darling Mary Janes. 

Anthony waited for a safe-word to escape Derek's painted lips and left enough time for him to protest or tap out of the scene. Upon hearing neither, Anthony continued where Vanessa left off. 

"Dress off and panties off young lady. Park your nose in the corner. Daddy will be up shortly." 

Anthony's deep voice reverberated through Derek, causing his bottom lip to quiver as he tried desperately to fight off tears. 

Derek took a deep breath and exhaled with a sigh of humility and sexual frustration, as he caught his own reflection in the vanity mirror. His gaze caught site of his flaccid penis, trapped behind the metal bars of chastity. This caused Derek's mind to turn quickly back to the giant penis he recently had in his own mouth and the way it tasted of his wife's arousal. Derek's mouth began to water slightly, as he reflected on Anthony's glistening cock.  

After spending a little too long at the mirror, mesmerized by his own transformed reflection, Derek suddenly heard heavy footsteps ascending the stairs. He quickly rushed to the corner, as Daddy had instructed. He certainly didn't want to face the consequences of being out of position when Daddy entered the room. 

The floors creaked behind Derek, letting him know that Daddy was now in the room and witness to his dreadfully vulnerable state.

 

"Well young lady," Anthony spoke sternly. "You heard your wife, get across my lap." 

Derek shamefully shuffled toward the couch, no longer having the protection of panties to conceal his "clit cage". The culmination of all the night's embarrassments, frustrations and humiliations had finally brought Derek to his breaking point. He froze in his tracks and began trembling and bawling his eyes out, desperately pleading with Anthony.

"Please Daddy, don't spank me!!!"

"I'll put out for you Sir, I will! You don't need to spank me!"

Derek's degrading pleas for mercy continued, as Anthony's muscular hand grabbed onto his wrist and man-handled him across his lap. 

Derek's shameful blubbering continued, as the first of the heavy smacks began. 

"Please Daddy, noooo....don't do this!" He cried out. 

Amidst the commotion of pleas and heavy slaps, Vanessa clicked into the room, just as her husband was mewing out a very degrading, "I'll put out for you Daddddddddy!"

"Is that so sissy?" Chimed Vanessa. 

"Show me..." She hissed. 

The defeated and reddened Derek, delicately took Daddy by the hand and led him over to the bed. Vanessa joined the two so she could continue to reassure and coach her husband.  

"Derek," Vanessa's voice was both commanding and nurturing, "I want you to begin by undressing Daddy, slowly and deliberately. Pay attention to his reactions and his desires."

Derek's heart raced as he absorbed Vanessa's instructions, his emotions a mix of anticipation and vulnerability. 

"Once you have undressed Daddy," Vanessa continued, her voice steady, "focus on his pleasure. Attend to his needs, ensuring that he is comfortable and satisfied. It's your task to get Daddy nice and hard for you sweetie. Once he is, you can offer him your bum." 

With a mix of humiliation and embarrassment, Derek followed Vanessa's instructions, slowly turning around to face Anthony on his hands and knees. He felt a shiver of vulnerability as he presented his asshole to Anthony, fully embracing his role as a submissive sissy eager to please.

Vanessa watched with delight as Derek assumed the position, his frilly socks and shiny Mary Janes emphasizing his femininity. "Good girl," she praised, her voice dripping with approval. "Now, wiggle your bum and ask Daddy to fuck you like the sweet little sissy you are."

Anthony, now fully aware of Derek's willingness to submit, stepped closer to him. His hands gently caressed Derek's smooth hips, tracing the contours of his delicate frame. The touch sent shivers down Derek's spine, and he couldn't help but let out a soft whimper of anticipation.

Vanessa remained by Derek's side, offering soothing words of encouragement. "Relax, my sweet sissy," she whispered, her fingers gently running through his hair. "Take Daddy's dick into your bum, just like a girl.”

Anthony couldn't help but chuckle at the sight of Derek's locked-up genitals, dangling helplessly beneath him as he obediently wiggled his spanked ass. The contrast between his own fully aroused manhood and Derek's chastity cage was stark and visually striking. It only further emphasized Derek's submissive position and his complete surrender to their desires.

Vanessa, who was watching the scene from the bed, leaned in and whispered in Anthony's ear, "Look how desperate he is for release. That locked-up penis is dripping for you my lover."

Anthony grinned, fully aware of the power dynamics at play. He stroked Derek's exposed bottom, teasing him before gently sliding a finger along the outline of the chastity cage. Derek let out a soft moan, torn between the desire for release and the thrill of being under their control.

"You must be craving release, my little sissy," Anthony said with a playful glint in his eyes. "But you know you won't get it until we say so."

Derek could only nod, the intensity of the situation overwhelming him. He was aching for release, yet the chastity cage reminded him of his role as a sissy, denied of conventional pleasure but rewarded with penetration, just like a girl. 

Vanessa interjected, her voice filled with authority, "You're not here for your pleasure, sissy. You're here to please Anthony and me. So, show us what a good fuck-doll you can be."

Derek's heart raced as he felt Anthony's cock pressing against him, seeking entrance. He braced himself for what was to come, ready to submit fully to their desires and become a vessel of pleasure for both of them.

("Seeking entrance". Well done Chatty!)

Vanessa, being the Goddess that she is, masturbated on the bed while listening to the symphony of grunts and pleas coming from her husband. 

"Please Daddy just slow down. Oh god Daddy it's so big." Derek was bawling out into the room. 

After several toe-curling orgasms for Goddess Vanessa, she stood back to witness the dramatic climax of Anthony shooting his hot cum into her husband's ass. It was a beautiful sight to watch. Derek was truly a Queen of Spades now. 

Two things became clear after this wild night. 

I doubt Derek will ever again have conventional sex like a "real man"... 

...and Goddess Vanessa was my new fuckin' hero!

Oh boy I have a girl-crush. Just look at her! 

Mistress Andrea and "Chatty"

xoxo

Continued in: The Cum Brat

 

 

 

 

The A/C Definitely Works (A Miss Julie Story Pt.1)

This summary is not available. Please click here to view the post.