Tucked In by "Mommy"

Continued from: A Special Bedtime for Russell

A Sarah Jane story 

"Now, be a good girl and bring the plug and lubricant to Mommy," I sang out from my seated position on the ottoman. No doubt Russell, in this very moment would be holding and handling the realistic plug in horror, feeling its veiny contours, fully aware of what was about to happen next. 

Russell gathered the towel with the two items balancing on it, his cheeks flushing crimson like his bare bum, and presented them to me. I accepted the towel with a nod of approval, setting the items aside momentarily as I shed my robe, exposing my stocking tops and garters, patting my strict lap invitingly. 

"Pull down your panties and lay across Mommy's lap once more, my sweet girl," I cooed, gently caressing his sore bottom to guide him over my knees. I took a moment to admire the sight before me - his bare bottom, still rosy from my slipper, upturned and vulnerable. 

Reaching for the lubricant, I squeezed a generous amount onto my gloved fingertips, spreading it liberally over his tight little hole. Russell gasped as I breached him, my digit sliding easily into his naughty bottom. I spent a little time on his prostate, finger beckoning it from inside him, milking-out a few spider-strands of pre-cum that I knew would be glistening from his chastity cage and dampening his panties when he slips them back on. 

I worked him open a little more, adding more lubricant as needed, until I was satisfied with his readiness. Only then, did I reach for the plug, coating it thoroughly in the slick lube. "Relax, little one," I whispered, pressing the tip of the plug against his pucker. Russell whimpered as I pushed forward, his body resisting the intrusion. But I was patient, working the plug in millimeter by millimeter until it was fully seated up his bum. I could feel his muscles clenching around the base, his body adjusting to the unfamiliar fullness. 

Gently, I pulled his panties back up, pulling them high on his hips so the thong portion would help hold in the plug. "There now," I cooed, helping him to stand and turning him to face me. "How does it feel to be nice and full, just like a girl? Does it make you feel owned and claimed by Mommy?" Russell nodded, too embarrassed to speak.

I guided him to the bed and had him lay down on his side. Laying down on his tummy would be no good for the cock cage, if he was laying on his back he would become acutely aware that he was recently spanked and now anally plugged. On his side, in a vulnerable fetal position was perfect to be "tucked in" by Mommy.

From the bedside table, I retrieved four baby pink bondage cuffs, their soft leather brought a beautiful scent as I held one of them up to my nose. With gentle but deliberate haste, I secured the cuffs around Russell's wrists and ankles, adding a small brass padlock to each buckle. As I worked away, I couldn't help but admire the picture he presented - a vision of feminized helplessness, his frilly attire a mockery of his masculinity. 

With one final length of narrow chain, I connected his ankle cuffs to his wrist cuffs, with more than enough room to comfortably move about on the bed. 

Once he was fully restrained to my liking, unable to reach back and remove the plug or his attire, I leaned over and pressed a gentle kiss to his forehead. "There you go, my sweet little girl," I sang out to him. "All tucked in and ready for bed. Mommy will be up to join you in awhile," I promised, my voice laced with maternal care. "In the meantime, you just rest there and think about how lucky you are to have a Mommy Domme to keep you safe and controlled."

With a final whimper from him, I glided out of the room and went downstairs to get some fruit, still feeling like an absolute Goddess. 

I couldn't help but think of Mistress Andrea, as someone I once had to call "Mommy", when I was draped over her knee, dressed like a little girl. I now had a better understand of what it felt like on this side of the hairbrush, the pride, the caring and nurturing of your submissive...it was a lot of work, but well worth the return on investment. 

I wanted to tell Mistress all about tonight, I wanted her to be proud of me and what I was blossoming into. 

I text her a picture with no further description or details, just this: 

Moments later, my phone on the counter buzzed to life. 

Mistress asked a few more details, I shared mostly everything. In our particular arrangement, it is thrilling, butterfly causing and humiliating for Russell to know that another woman, or several women, are aware he is spanked, kept in chastity and as of tonight, "forcibly" feminized. It was part of our contract that he is owned by me, but must obey the likes of Mistress Andrea, Summer and if she ever comes back to Canada, Cassandra. 

A "surprise" at Mistress Andrea's Facility usually meant I'd be leaving there sore, degraded, humiliated and blissfully indulged, in all my kinky cravings. But after this role-switching with Russell, I'm not sure I'm in the right headspace for one of the Facility's many surprises. Lucky, Mistress put my mind and my heart, quickly at ease. 

Coffee-talk sounded nice, just Andrea and I...

But my mind was reeling with self-doubt, almost like I was intimidated, but I shouldn't be, should I? 

Am I really one of them now, have I been turned to the dark side? 

Am I a female Dominatrix?

Sarah Jane 💟

Continued in: Little Spoon

 

A Special Bedtime for Russell

Continued from: The Three D's of a FLR

A Sarah Jane story

The following night, I was lounging on the sofa, my legs spread invitingly, I could feel the gentle caress of Russell's tongue against my delicate folds. I had him fully naked and collared with a leash, kneeling dutifully between my legs.

 

Since my pinup dress and vintage lingerie look of yesterday, I seem to have resonated toward these classic, feminine styles. The strict, vintage "Mommy" look, always with the pearls and an ebony hairbrush at the ready.

That being said, for tonight, I was in vintage heels, nude stockings with garter straps that disappeared under the cool satin of my Mommy robe, opened slightly to expose most of my bare tits and allow Russell access to my pussy.

As he lapped away, worshipping my pussy, I pulled up my phone and accessed our FLR contract. My fingers scrolled to the section relating to spankings and punishments, my thumb panning to rest on the sub-heading: 

Bedtime Spankings

I scanned the content and raised an eyebrow, as I felt his tongue begin to swirl circles around my clit. 

Section 3.1, sub-section (a), (b) and (c)

The submissive shall present himself to the Mistress, ready for bed and dressed in dedicated sleepwear selected by the Mistress. 

When prompted, the submissive will bare his bottom and position himself over the lap of the Mistress.

These bedtime spankings may last anywhere from ten minutes to half an hour, depending on how long it takes for the submissive to fully embrace his vulnerability. These bedtime rituals serve to strengthen the bond between us, reminding the submissive that even in his most vulnerable moments, he is cherished and protected.  

I tucked my phone away and got more involved in his oral worship, pressing on the back of his head and encouraging him to slow down and draw his tongue upwards, the full length of my pussy. After an amazing orgasm, Russell remained on the floor, lowering his gaze and whispering out a breathy, "thank you, Mistress," for my delightful gift of cumming onto his lips.   

I smiled down at him in contentment, enjoying the view of him collared, with his leash held in my hand, as I contemplated my next move. 

During the wooden spoon spanking of yesterday and our subsequent playtime after dinner, he was transitioning into his new role quite well. However, I could still sense too much of his dominant, alpha bravado left in him. I would see this rising to the surface from time to time. Plus, his whiny, little girl tantrum when I didn't unlock him last night to fuck me, I still needed to address in some manner. 

I accessed my phone and pulled up the contract again, section 3.1 (a) and (c).  

...shall present himself to the Mistress, ready for bed and dressed in dedicated sleepwear selected by the Mistress. 

...for the submissive to fully embrace his vulnerability.

Had he fully embraced his vulnerability yet? Or was there still too much of his old role left in him? 

I thought I would give a bedtime spanking a try, but with a twist, and see how Russell responds. 

"It's time to get ready for bed, my little one," I announced, in a sing-song voice. I rose from the couch, the silk of my robe flowing around my curves as I stood before him in all my dominant glory. 

The click of my heels against the hardwood floor echoed through the room as I accessed his leash and began to lead him out of the room. I stopped short of the upper floor, pointing to the corner of the landing on the staircase. "Kneel here, facing the walls," I commanded, guiding him into position. "Hands at your sides, eyes straight ahead. Mommy needs to prepare some things for your early bedtime." 

I ran a manicured finger along the nape of his neck, watching as goosebumps consumed his body. 

"Don't move a muscle until I return. Understood?" 

"Yes, Mommy," he replied, picking up on the change in my role, that I was laying on pretty thick.

 

I ascended the stairs, my hips swaying seductively with each click and I made my way to the bedroom. The soft glow of the nightside lamps illuminated the space as I approached the dresser, a special drawer of the dresser I had started just for him. 

With careful deliberation, I selected a pink satin, babydoll nightie, its fabric whispering against my fingertips as I laid it out on the bed. 

Next, a matching satin thong, the silky texture a stark contrast to the masculine hands that will soon be pulling them on. 

Finally, I retrieved a pair of adorable nylon ankle socks, their ruffled cuffs adding a touch of childlike innocence to the ensemble. 

I arranged each item with precision, creating a visual feast of femininity that will serve as a shocking reminder of Russell's place in this dynamic. 

As I made my way back down the stairs, my eyes fell upon Russell's kneeling form, still obediently facing the corner as instructed. The sight of him, naked and collared, waiting patiently for my return, sent a thrill of power coursing through my pussy. 

Gently, I placed a hand on his shoulder. "Stand up, honey," I whispered, feeling the warmth of his skin beneath my palm. "Mommy has laid out a special jammies for you tonight," I murmured, my voice a sultry purr. "Go to Mommy's room, dress yourself in the items I've laid out, you may remove your collar, and sit on the edge of the bed with your eyes down. I'll be up shortly to..." I paused dramatically, "...to tuck you in."

With a gentle pat on his bare bum, I sent him on his way, watching as he climbed the stairs, his naked form disappearing from view. A wicked smile played on my lips as I imagined the scene unfolding for poor Russell - having to dress in such frilly pajamas, to wait for "Mommy" to "tuck him into bed" earlier than usual. 

The anticipation was building as I waited a good ten minutes, before slowly and powerfully clicking up the stairs in my heels. Upon reaching the top of the stairs I stopped, allowing the silence to stretch out for a moment before slipping off my heels and sliding my feet into a pair of plush, fur-lined slippers.

I entered the room with purposeful strides, my slippers whispering against the rug as I made my way to the ottoman bench at the end of the bed. Lowering myself onto the cushioned surface, my satin robe pooled around me like liquid silver. I took a moment to adjust my position, ensuring that my lap will provide a sturdy base for Russell's mid-section. 

Once settled, I called him over. "Come here, little one," I purred, a slow sensual smile spreading across my lips, as I took in the sight of his feminized form. 

I cooed out to him again, speaking with maternal care and authority. "It's time for your bedtime spanking." 

As he approached, in the unfamiliar embarrassment of his girly attire, I reached out to gently grasp his wrist. My eyes travelled down his body, lingering on the pink satin thong that hugged his hips and outlined his cock cage perfectly. 

"These need to come down, sweetie," I hissed, tracing a finger along the waistband. "Bare that naughty bum for Mommy, we're going to have a little chat about your girlish whining last night." 

He whimpered as he hooked his thumbs into the delicate panties and slide them down his thighs, revealing the pale globes of his bare bum. I tapped my lap invitingly, the sound of my palm against my own flesh acted as a preview of the sounds to come. "Over Mommy's knee, young lady," I ordered with amusement, mixing in some emasculating gender-play. 

As his weight settled over my lap, I closed my thighs gently, to trap his cock cage between my stocking tops. 

With a deep breath, I begin the spanking, my hand rising and falling in a therapeutic, comforting rhythm. I intended to make this spanking long but not overly severe, a preview for Russell, as to what a bedtime ritual may become in our new dynamic. 

As the minutes ticked by, I watched as his bottom transformed to a lovely shade of pink that matched the shade of his adorable pajamas. When I finally paused, my palm stinging pleasantly from the impact, I kicked my foot out of one of my slippers, the firm rubber sole making a soft thud as it hit the floor. 

"Hand Mommy her slipper, young lady," I commanded, my voice low and sultry. I shifted Russell's position slightly, so her could support his upper body on the ottoman and I could use one of my legs to pin his in place, a time-honoured position I learned at the Facility. 

As I gripped the slipper firmly in my hand, I marveled at the dichotomy of this scene - a grown man, alpha-male at that, reduced to the status of a naughty little girl over's Mommy's knee. 

I raised the slipper high above my head, and brought it down firmly onto Russell's sit-spots, alternating cheeks, mixing in some upper thighs too. I paused occasionally to caress his bum, inspecting my work and making sure I was feeling the right amount of heat. 

As the spanking drew to a close, I allowed Russell a moment to just lay there in pure silence and vulnerability, over my knee, with his red bottom exposed and swollen. I rubbed his lower back and told him he was a "good girl," before helping him to his feet.

"Pull up those pretty panties, my sweetie," I instructed, my voice switching to a soothing balm. "And don't forget to thank Mommy for your spanking." 

I watched as he obeyed, wincing slightly as the delicate thong slid between his reddened cheeks. 

"Thank you for my spanking, Mommy," his voice crackled out in the quiet of the room. 

Satisfied with his gratitude I pointed to the bathroom door, once again firm and authoritative. I began to lay it on thick, making every attempt to break down the defences of his previous role as my dominant. 

"Now, my little princess," I said sweetly, "I want you to go into the bathroom. Mommy has a special surprise for you in there, resting on a towel. Bring the items to Mommy please." 

Earlier, when Russell was in the timeout corner on the landing, I had prepared some things for after his bedtime slippering. What he was about to see, laid out upon a fluffy white towel in my bathroom, was a realistic penis-shaped butt plug and a tube of lubricant.

"Be a good girl and bring the items to Mommy, please," I sang out cheerfully, twisting my blade of dominance even deeper. Hehe! 

Sarah Jane 💟