The Deep End

Continued from: Trophy Wife

Preface

I recently joined Reddit, as it seems to be a welcoming platform where there are not only BDSM and spanking groups, but also Sims and NSFW Sims groups. I have more blog fans coming forward than ever before. Tons and tons of sissies in chastity, omg. The sissies are well represented on Reddit, good for them, and be sure to stay locked while you read my blog, gurls! 

I wanted to take this opportunity to explain to some of my new readers, how this blog came to be in the first place. 

I was inspired by a fellow blogger, Miss Julie. It's really that simple. If you're new to blogs and are recently here as a result of Reddit, I highly recommend you go check her out: 

Strict Miss Julie Spanks / Miss Julie Spanked  

The content is predominately spanking, domestic discipline, vulnerability and humiliation of adult males and females. Diaper play, pee, pegging, chastity and so much more. Oh, and many of these stories are REAL, as she chronicles in explicit detail, the spanking escapades of her and her hubby's "unique" relationship. Some of mine are based on real people and real events from my life, but hers...well, go see for yourself. 

She's been at it for over a decade now, with north of 16 million page views. She has published a series of e-books, these were great to read with such spanko embarrassment and shame it'll make your skin crawl and dick hard. For all the ladies, wayyyy better masturbation fuel than fifty shades, trust me! 

Collections of Spanking Stories

Miss Julie and I are in no way affiliated, apart from the fact we're both Canadian. We just seem to be the last of a potentially fleeting group of bloggers, still trying to provide an escape and a thrill to our loyal readers. I've always been a fan of hers and I urge you to go have a look, let me know what you think.  

I should have noticed this sooner, but Miss Julie always seems to mix in a pool scene. Whether it's an overly flirty wife, needing to be spanked in the pool house, or it's some middle-aged uncle, creeping his tight little niece in her bikini. Either scenario usually ends with a very red bum and even redder face. I thought to myself, I've never done a pool scene; despite the fact the Sims platform allows for a pool. 

It's been a hot summer so far, maybe it's time to install a pool!?  ; ) 

*******************

The Deep End 

**Caution: this story involves taboo, family dynamics**

It was a languid afternoon in late September, the sky was a brilliant shade of blue, with only wispy strands of cloud scattered across its expanse. In the midst of this serene backdrop, Marcus and Connor, two-rambunctious teens, found themselves arguing with their parents that they no longer needed a babysitter. 

Their parents, embarking on a well-deserved evening out, had arranged for the boy's cousin, Cassandra, to babysit. The boy's moods were tempered by the looming prospect of being cooped-up indoors with an icky girl, while they'd rather play guns or trucks, or do boy things outside.

As they idled away the minutes, their restlessness was palpable until suddenly, the doorbell rang, signaling the arrival of their unwanted caregiver. Her ensemble was boring and drab to the boys, with a palate of tones reflecting her Catholic-school uniformity, finished off with nerdy glasses that screamed book-worm.  

As the evening unfolded, Marcus and Connor became engrossed in the virtual battlefields of their video games. Meanwhile, Cassandra settled onto the floor with textbooks and notebooks arrayed around her. Her pleated schoolgirl skirt, seemingly innocent, rode up incrementally as she kicked-up her legs at the back and got down to studying. The merest hint of snowy-white panties poked from beneath her pleats, the fabric was so fine they appeared almost sheer, inviting the boys' imaginations to fill in the blanks.

An unspoken understanding hung in the air, as the boys exchanged glances. A silent conspiracy of adolescent longing, each secretly nurturing a forbidden fascination with their 18-year-old cousin.

This was the last time the boys saw Cassandra. As the years passed, they knew she went away to some swanky dance academy, at a school for the performing arts, but she seemed to fall off the map after that. 

Until however, the summer of 2024, when temperatures rose above forty degrees Celsius in southern Canada.

*****************

"Connor, Marcus," their mother sang out to them. "Your Auntie Bella has a pool...she asked if you'd like to spend the week at her place. I think your cousin is home too..." 

As the Thompson brothers sheepishly stepped out of the sweltering summer air and into the shaded grandeur of Aunt Bella's estate, their gazes collided with a vision that left their jaws agape. Before them, stood their cousin Cassandra - a ravishing metamorphosis of the emo youngster they remembered. Her transformation was nothing short of breathtaking, as if she'd been reborn from the embers of adolescent awkwardness into the sultry goddess before them. 

The smallest of jean shorts cupped her rounded bottom, while a white bikini tops strained to contain her perfect breasts. A dazzling array of tattoos danced across her skin, swirling in intricate patters that shimmered in the dappled sunlight, filtering through the trees. Piercings glinted along her ears, nose and belly button, imbuing her with an edgy, rebellious allure that had Connor and Marcus salivating. 

The air was heavy with tension as they struggled to reconcile this audacious beauty with the gangly, introverted girl of their memories. Cassandra surveyed them coldly, her expression unreadable beneath the blackness of her sunglasses. The scrawny teen boys tried to puff up and look muscular, but Cassie had already rolled her eyes at Marcus' feeble attempt to grow a beard, and pursed her lips at Connor's unmanly blondeness.   

As the brothers rough-housed in the turquoise waters, their laughter echoing off the estate's manicured lawns, Bella and Cassandra reclined on sun-kissed loungers, observing the commotion. To nineteen-year-old Marcus and eighteen year-old Connor, Auntie Bella and their cousin Cassandra represented dual incarnations of feminine allure, each exerting a distinct yet equally potent pull on their adolescent libidos.  

While Cassandra's pierced, tattooed beauty embodied the reckless abandon of youth, Aunt Bella's sultry, mature glamour seemed to hint at secrets and experiences gleaned from a world beyond their wildest imaginings. 

Suddenly, Cassandra carelessly tossed aside her miniature jean shorts. The brothers' gazes converged upon the tantalizing spectacle unfolding before them. 

Her toned body, honed from years of professional dance, was now splayed across the lounger, the tender flesh of her bum bisected by a thread of white bikini fabric. The delicate thong, stretched taut within the crevice of her ass, became an object of fixation for Marcus and Connor, which did not go unnoticed by Aunt Bella. 

As they lingered in the cool waters, Marcus and Connor discreetly waited for their inflamed desires to subside, willing their stubborn erections to recede beneath the surface. Finally, with their bodies returned to a state of semi-calm, they scrambled out of the pool, exchanging awkward glances as they both declared they needed to pee, while making their way toward the pool house. 

They slipped into the relative seclusion of the pool house to discover a treasure trove of forbidden delights. This must be where Cassandra changed! A set of women's clothing lay strewn about, amidst the scattered garments, one item captured their undivided attention. 

Without a word, Marcus and Connor simultaneously converged upon the enticing prize, their fingers closing around the delicate and sexy panties, recently shed by their cousin. Giggles bubbled forth as they handled the intimate relic, their imaginations conjuring visions of Cassandra's dripping arousal, sheathed within those very silken folds.

As they stood transfixed, their fingers fondling the silky panties, the sound of Aunt Bella's voice shattered the spell, her words laced with a maternal reprimand. "What do you two think you're doing? Don't you know better than to rifle through someone's private things?" Her tone conveyed a stern authority, yet beneath its surface lurked a hint of subtle amusement. 

Marcus and Connor froze, their faces flushing with guilt as their minds raced with the implications of being caught. As Bella's words still hung in the air, Cassandra sauntered into the pool house and was struck with the realization of what just happened. 

"You perverts!" She hissed, her black-eyes glaring, searing through the brothers. "Sniffing my panties like a couple of animals! What kind of sickos are you?" 

"No, we didn't do that, we just picked th-them..." Connor tried to plead their innocence but to no avail. 

Bella's countenance darkened, her features compressing into a mask of displeasure. "You've crossed a line, boys," she declared, her voice laced with a quiet fury. "Despite your adult ages, I'm afraid a lesson in privacy and respect is due. You're both going to receive a well-deserved spanking, on the bare!"

As the boys exchanged panicked glances, Cassandra's hand snapped out, clutching Connor's earlobe, while Bella seized Marcus' with an unyielding grip. Together, they frog-marched the struggling brother's towards the main house, Bella's heels clicking out a staccato rhythm on the stone pathway. 

The afternoon air was heavy with tension as they vanished into the privacy of the home, leaving behind a trail of humiliation and fear in their wake... 

*Gulp* 

Uh-oh boys, you're in for it now. Although, I'm sure some of my readers would volunteer to take your place...about to be spanked by a mother/daughter duo!

It must be so horrible! *wink*

Mistress Andrea

xoxo

Continued in: Splashing the Water

 

 

French Cut

Continued from: Pretty Please

I just watched the new movie trailer for Napoleon. My word does it look epic! From a Director who is no stranger to bringing us epic films. 

Speaking of the French, and my French-speaking wife, Summer, have you ever seen anything more feminine, elegant and beautiful as this? 

This is a picture that Vanessa took of Summer a few weeks ago, before they both left for a flight from YYZ to Atlanta and back again. It was like click-bait for her fetish-fans, she was totally sucking them in with the amplified elegance of French-cut hose. 

Our slutty Secretaries, Bella and Sarah Jane, back in the office, took this image and started featuring it on the fans sites. They were creating a decent amount of hype online, like real-estate agents seem to do these days when they try to entice a bidding war with their "coming soon" signs.   

Well...the hype certainly worked! Summer's French-cut hose, worn in her hot, leather, high heels aboard a round-trip to Atlanta, had 45 bids at the starting price of $89.99 and 67 people watching. Not too shabby! Fast-forward to today, the two foot-Goddesses Summer and Vanessa have Russell in my bedroom, in a pilot's uniform and I'm not sure if he realizes just how lucky he is.

Lets poke our head in on them and see what these two vixens are doing with poor Russell shall we?

Suntan French-cut this time? Well done Summer! They look fantastic. The scent from Russell's current predicament, must be intoxicating. 

As he inhales deeply, he is met with a heady combination of Summer's natural scent and the lingering fragrances of her perfume and body lotion. The fabric of her pantyhose carries the scent of her most intimate area. Russell feels a rush of both submission and arousal. 

Vanessa hits record on all the video equipment in the room, to capture the magical moment when Summer gently rests the gusset of her well-worn pantyhose against Russell's nose. 

"Do you know how much people pay us for these tights, Captain?" Vanessa firmly spoke. 

I guess their naughty little production has a script too! Cute. 

Russell's gasped for air as Summer removed her plump ass from his face, allowing him to breathe and respond. 

"No Ma'am," he gasped out. 

"You should consider yourself very privileged, Captain," Summer added, as she slips out of her high heels and places her hosed foot on Russell's nose. 

He can feel the warm dampness emanating from her sole, as her delicate arch came to rest on the tip of his nose. The unique blend of the day's toil, the warmth of the leather heels and the faintly lingering notes of lotion enveloped his senses. 

They certainly put on a good show for their fans, teasing the poor "Captain" with the most powerful of the human senses. The one most associated with the limbic system of the brain, which is involved with vivid memory and deep emotion. 

Their photo and video shoot wrapped up with the two little vixens tangled in a passionate embrace. Their bare breasts were mashed into one another while Summer was engaged in a lovely French-kiss. 

When it was all said and done, Summer, being Summer...surprised Russell by jumping into his arms and cooing to him in her baby-voice. 

"Thank you for helping us Daddy." She purred. 

"Oh dear...ok sweetheart. I'm happy to have helped." 

Russell awkwardly chuckled, likely trying to hide the fact that he has a massive boner in his pants from this whole ordeal. 

I'm sure if I inspected the inner front of his underpants, it would be dabbed like a bingo card with glassy little stains of pre-cum. 

Spanking Russell the other day, watching him trust me enough to open his raw emotions during his spanking, and now seeing him "under the stiletto" once again, I couldn't help but feel an old spark ignite within me. 

I thought I'd try my luck and see if he felt the same way toward me, as he did a decade ago. 

The girls disappeared to finish up their content editing. I playfully sat on the bed and summoned Russell to join me. As he got closer, I extended my feet and instructed him to remove my heels for me.

I started innocently enough. "These ankle straps are tricky, can you kneel and help me honey?"  

"Yes Ma'am." He quickly responded.

It would seem that spanking the other day, did him some good. Good boy!

I invited him up on the bed and we chatted, reminisced and giggled about our old D/s days together. 

"Do you remember when you used to worship my feet for hours?" I purred to him, all while kicking up my feet right by his face, and crossing my ankles in the most dainty of position. I swayed my feet back and fourth with the motion of my knees. Was I being too forward?? Haha.

Finally, I felt his strong hands grabbing the top of my foot, while his thumb gently traced a line down my tender arch. *Moaaaaaan! Gawd damn, I felt that right in my pussy!

"May I, Mistress Andrea?" Russell chivalrously asked. 

I purred back to him. "Mmmmm, you may!" 

He didn't miss a single inch of my feet and toes. His mouth felt so good. The sucking sensation on my baby toes had me reaching inside my panties and diddling myself to a shuddering orgasm. 

I encouraged Russell to relieve himself also. Between his time with the girls and now watching me orgasm while my toes were in his mouth, I'm sure he was quite aroused and desperate for release. 

The girls might be the foot-porn stars but let me tell you, I'm no slouch either. Look at my pretty little piggies! 

For the sake of his bare butt, let's hope Russell remembers how he is expected to clean this mess up!

Mistress Andrea

xoxo 

 

Continued in: "And Thank you for Fucking my Wife"

 

  

The New Recruit

Continued from: Sarah's Junior School

If you remember back to the post called Slave Sisters, I set my wife Summer up with Russ and Sarah, under the masquerade that the two women would be having a playdate with "Daddy". The additional façade, was that Summer needed to be babysat by Russ because I was going on a date!

It was actually a business meeting, it didn't quite turn into a date until the end of the night, after too much bourbon. 

Remember Vanessa? The Flight Attendant who works alongside Summer.

*Phew* Yes, this little rocket! 

Vanessa first appeared in my crosshairs long ago, around the same time I learned Summer would occasionally sell her used nylons and high heels after flights. Vanessa was apparently the co-worker who taught Summer about this naughty little side-hustle and how to post images like so. This is Vanessa below. 

Since that time, Vanessa was the Maid of Honour to Summer, when she and I got married. I think Bella might have tongue-banged her in the pool that night, if I remember correctly.

Anyway, I set a meeting with Vanessa, not to talk about her pussy, rather, her feet. She's made a little bit of money off the foot fetishists over the years, I wanted to ask if she was ready to go pro.

How do you conduct a job interview for the position of: foot fetish model who will also be selling her nylons, shoes and socks?

"Ummm, Vanessa, show me your feet." 

 

"Congratulations, you're hired." 

She was more than eager to accept and after some legal paperwork in the days following our meeting, some talk of finances and a make-out session on my front porch, Vanessa now worked for me. She and Summer had full reign over the "shoe closet", as it has come to be known, the area at the Facility dedicated to feet, heels and hosiery. 

Cassandra helped with some of the photography work and marketing as usual and before long, Summer's feet pay-site was once again spinning triple 7's!

The girls would literally have to prove to potential buyers, that the pantyhose they boarded the flight wearing, were the same ones they were peeling off, eight hours later before sealing and shipping. It was a lot of dicking around but through pictures, codes and short videos, they maintained the continuity of this process. 

Sometimes they would come right home from the airport and immediately head to the "shoe closet". After I give my sexy little wife a smooch of course. 

I guess this was the critical time to capture all the magic, that first moment they pull a tired foot out of a hot stiletto. 

Now with the pair of them playing footsies, literally, the popularity of her site went through the roof and sales almost doubled! As for actual clients attending the "shoe closet" to have a live-session with both Summer and Vanessa, the cost is astronomical. Yet that space in the Facility is constantly booked solid. 

You know what I say? I say good for them! No one should judge these two. 

They found a little niche in this wonderful world of kink and they're profiting from it. Cripes, if I could sell pictures of my back deck to some lumber-fetishist, I totally fuckin' would!

"Oh Jesus that's a nice deck! That's a nice deck-pic!"

"Is that White Cedar? God I can picture running my nose across it. That deck must smell so good!" 

"Send me an unsolicited deck pic, like randomly when I'm at work. It'll be hot! Like I don't know it's coming and I open my phone and BOOM! It's a picture of your deck. I'll even pay for it, like money for it, please?" 

LOL...right?

It costs like $11.99 for a head of Iceberg Lettuce these days. Fuckin' right I'd sell you my best deck pics!  

Mistress Andrea

xoxo

Continued in: Beautiful Brainwashing

 

 

 

The Countess of Monte Cristo

Continued from: Toilet Humiliation and Anal

I guess I've never mentioned this before, I guess it just hasn't come up before, but my sweet angel Summer is French. Like Paris French, not Montreal French. Yes, before you ask, she has the most adorable little accent too. Not too heavy but enough that I want to bite her juicy little arse because she sounds so cute when she speaks. 

If she wasn't my wife she would definitely be working at my Facility, as my little Fifi French Maid, mincing around the house with her feather duster, calling me Countess and seeing to my EVERY need. Until she is caught lounging around and has to be punished.

She absolutely has several versions of this outfit and we have totally played out some spanking-the-maid and sex with the maid scenes! Summer pulls off this look much better than my sissy males do. 

My sexy and alluring receptionist and stripper Cassandra, on the other hand, is predominately Italian, from her Father's side, with her Mother Bella, of Brazilian lineage. 

This is likely why Cassie is so fiery and gorgeous. I miss the raven black hair she used to rock, but she's pretty enough to pull off the butch-blonde doo. 

Why is any of this meaningful...?

Well...let me tell you what happened today. It was a little Italian / French fusion action, in more ways than one! 

I was messing around in the kitchen, looking for some lunch inspiration, slightly annoyed by the thunderous bass coming from the upper floor. Cassandra and Summer were up there dancing. Cassie was essentially teaching Summer how to move and dance like a stripper. 

Bonus for me I guess? *shrug*

When I went upstairs to ask them what they wanted for lunch, my three-quarters naked wife, working a stripper pole alongside Cassandra, responds with, "can you make us a grilled cheese?" She just can't help being a "little" sometimes. I'm surprised she didn't call me "Mommy". 

I rolled my eyes at her. She knows I'm a classically trained Chef. I'm not saying white bread, processed orange cheese and a side of Ketchup is beneath me, not at all. I just like to exercise my skills when I'm inspired. And I was about to be inspired...

I had left Cassandra and Summer alone, probably longer than I should have, which is always dangerous with these two vixens. Sure enough, I come back upstairs to ask Cassandra if she liked blue cheese, and this is what I find. I find Italian / French fusion playing out before my eyes, as Cassandra was helping herself to the buffet that is my wife's pussy. 

They both knew they were in deep shit as I approached. The two of them snapped up into a submissive kneel and said, "I'm sorry Ma'am," almost in unison. 

"You two...come with me." I snipped. 

I had a devious punishment idea for these two little sluts. 

I marched the pair of them all the way down to the dungeon space and into the cellblock area. Poor Sarah was shocked to see us and probably horribly embarrassed, sitting in her cell in shackles and a chastity belt and nothing else. 

Apparently her session with Russell was still going and she had been in the cell for almost two days. She was only released to be whipped, spanked or fucked. Wild! But this is the type of treatment she asked for. I'll have her blog about this two-day captivity scene later. Apparently she loved every second of it. 

As for Summer and Cassie, who can't seem to keep their faces out of each other's pussies. I had the perfect little apparatus to torture them with. 

Summer's legs would be bound and spread, exposing her presumably wet pussy, while Cassandra would be bound into the pillory, in a position that should force her face directly into my wife's crotch. 

It worked perfectly!

Cassandra's mouth and tongue, even if she strained her neck to its fullest, was still just an inch too far away from Summer's delicious cunt. I even asked her to stick her tongue out and try to reach. Nope! A couple centimeters shy of the prize. Which is exactly the punishment I was going for. 

Cassandra would now be tortured by the sight and smell of Summer's delectable pussy but cannot reach it. Summer, would be tormented by Cassie's warm breath, caressing her slickened folds and throbbing clit.

I left the pair of them in this beautiful, torturous predicament while I returned to the kitchen, now inspired for a little French, Italian fusion. Hehe. Grilled cheese they wanted? I got this!

French and Italian? How about Monte Cristo meets Croc Monsieur? (Both are fancy forms of grilled cheese). Luxurious folds of flavour, both sweet and savoury.

In one of the culinary schools I attended I picked up a little trick. Instead of using beaten eggs and milk for a bread-wash to make French Toast, use eggnog, if it's "in season". It will increase the sweetness and add some earthy, allspice tones. 

To combat this sweetness we now need salty and savoury. Thank you Cassandra, for the Italian inspiration. Dreamy, thinly sliced Mortadella and the oldest of the blue cheese family, Gorgonzola. 

Sandwiched between two French-style toasts, dipped in eggnog then pan-seared to golden perfection. This is a luxurious fuckin' grilled cheese! Omg. 

It's been about an hour since I left the girls in their torturous predicament after telling them they'd both be getting spankings. 

Perhaps I'll release them and see if they want a little lunch first? My mouth is watering, I wonder if Cassie's is too? 

Hehe. Follow me for more great recipe ideas!

Mistress Andrea

xoxo

Continued in: Chastity Belts or a Spanking?