Pretty Please

Continued from: A Punishment Spanking

In the days following Russell's punishment spanking, I was little more micro-managerial as it related to the office. I would make frequent visits and ask the girls what they had been tasked with. 

It seems I walked-in on "break-time", during one of the said tasks. 

"You didn't want to do the honours yourself Russell?" I teased, while looking down at his mid-section. 

He blushed and whispered back to me, "no Ma'am." 

Clearly his bare bum was still in no shape to be visibly exposed to his two subordinates. You're going to be feeling this for a week is what I was going for during his punishment the other day. I think I achieved my goal. 

"Well, lets take a seat for a moment, Russ. Don't you just love that she's forced to watch her own boobs in the mirror, flopping and dangling about?" I said, as we both sat and watched on.

"Bella huni, if she looks away from the mirror again, slap her." I instructed.  

We watched for a little while longer. 

"Just make sure it's not an all day break, ladies," I sternly counselled. 

"Yes Ma'am," they both replied. 

"Russ, the girls are almost home from the airport. Lets go help them with their luggage." I said. 

He whispered out a little, "yes Ma'am" to me. Hoping his Secretaries wouldn't hear. He must have thought they did hear him, because he felt the need to reassert his dominance as we walked out of the office. Silly man!

"Five more minutes ladies." He called out. "Then you can kneel and clean off that cock, Sarah Jane. After that, it's back to your desks, ok?" 

"Yes Sir," they both moaned out loud. 

Russell and I left them to their business. I was excited to see Summer and secretly excited to see Goddess Vanessa as I now call her. I wonder if she has any new tales about cuckolding her sissy husband?!

Russell helped the two of them with their carry-ons and after kissing Summer passionately, I went to greet the supreme Goddess who is my newest girl crush. 

"Hello Goddess Vanessa," I purred to her, as I embraced her into my arms. 

She giggled and blushed. "Ohhh Mistress, you're too much!" 

Meanwhile, I watched Summer do her best "Daddy's little girl" move, slithering herself onto Russell's lap. She must want something. Ha. 

I heard her crying out "pretty pleasssssse" to him in a baby voice, yet I didn't catch what she had actually asked him. She was bouncing up and down on his lap at this point.

With the added weight of Summer on his lap, I noticed Russell wince a little, adjusting his tender buttocks against the hard chair. 

"You better ask Mistress," I heard him say to Summer. 

Instantly, I get a "Mommmieeeee?" From her. 

*Sigh*...

"Yes sweetheart?" 

"Can Russell come shoot some content with us? We need a pilot for a new idea.” She mewed out. 

"Feet only?" I asked her. 

She looked over at Vanessa. 

"Maybe some bum too." Vanessa said. 

I nodded my head in a gesture toward Russ, then looked at Summer while raising an eyebrow and said, "soumis?" 

"Oui Maîtresse." Summer replied. 

Haha! Summer taught me some French. I can talk about Russell right in front of him now 😈!

Preserving the essence of their long flight in hosiery and heels, the girls clicked off down the hall to their special space to grab some film equipment and sealed baggies to eventually package up their tights. 

I took Russell up to my bedroom to brief him on what was about to go down. 

"Russell, I don't image you wish to end up over my knee again, do you?" I spoke firmly. 

"No Ma'am," he replied as he lowered his gaze. 

"The girls want to dress you like a pilot and create some content relating to their feet and high heels. I expect you to do whatever they say, is that understood?" 

"Yes Ma'am," he peeped out. 

"You used to worship my feet for hours back in the day, remember? This should be a breeze for you." I reassured him. 

We got Russell into the pilot outfit while the girls were setting up the video equipment in my room. 

There was a nice fire in the background, making their stilettos glow. This was of course complimented by a silly man on his hands and knees, where he belongs, in the presence of such elegance and beauty. 

Lets hope Sarah Jane doesn't walk in on this, and see her "Daddy" in such a compromised position. 

"He's all yours girls. Don't bother being gentle." I purred to them. 

Mistress Andrea

xoxo

Continued in: French Cut

A Punishment Spanking

Continued from: "Forced" Labour

I walked into the room deliberately slow but commandingly. I wanted my heel-clicks to thunder off the hardwood and echo throughout the room. Russell used to know this sound well, years ago, and when I saw him begin to tremble in the corner, I could tell I still had the same effect on him.

I clicked into the room a few times, again, deliberately. I didn't say a word and left it to his ears and his butterflies to determine what I was tinkering around with behind him. 

I placed a sturdy chair in the centre of the room and laid out some heavy hairbrushes and paddles. When I checked my timer it was counting up to the 32 minute mark. It was time! 

"Well, well young man. It's been quite some time since I've seen you like this."

"Andrea, is this really necessary." Russell tilted his head to the left and spoke. 

"Use my given name again young man, and I'll have your two slutty Secretaries down here to watch you sobbing over my knee!" 

"I'm sorry Ma'am." 

"Rest assured young man, you will be sobbing very soon, now turn around and come here." 

To ensure I kept this punishment as real and meaningful as possible, I wanted him bare naked for this. Not a single stich of modestly left. 

"Take off your shirt and socks Russell." 

"Yes Ma'am." He complied. 

"I don't imagine you would have forgotten that I am right-handed. Come around to my right side." 

"Yes Ma'am." 

Oh! I heard a crack in his voice there. Stripped of all his clothing with me fully dressed, thirty minutes in the corner and now he caught a glimpse of the tissues and lotion, along with the hairbrushes I had laid out on the table. Things just got very real for him. Perfect time for a good scolding. I remembered to use the dreaded 'D' word too!

“Russell, I understand you have Sarah Jane to train and condition as a slutty Secretary. But you need to understand that I am also running a business here." 

"I trusted you to manage not only yourself, but also Bella and Sarah, to achieve the objectives of my various portfolios and revenue streams."

"I think you took advantage of me. I'm disappointed in you, young man."

There goes the bottom lip! I watched Russell's eyes gloss over with tears and waited a moment for my words to sink in before patting my lap. 

He lowered his head in shame and mumbled out a, "I'm sorry Ma'am." 

"Over you go. We're going to ensure this doesn't happen again."

His vantage-point, similar to the image below, leaves no ambiguity about the reality of his situation. The reality that he is a grown man currently on the verge of tears, naked and draped over a women's lap, about to be given a spanking. 

The view in undeniably feminine and beautiful, but intimidating at the same time. 

I started off in this classic OTK, straight-backed chair position using only my hand, as I begin most all of my spankings, regardless of who the recipient is. It is too important to skip this part. 

I did a little scolding throughout the spanking, to reinforce my disappointment in him, as I changed up our positions and began to layer him with the wooden implements. 

His tears and apologizing returned when I began a very sound paddling of his sit-spots. 

The true sobbing didn't begin until I swapped out the wooden paddle for my ebony hairbrush, a truly dreadful implement. 

By the time I was finished I could see the sweat glistening on his back as he collapsed to his knees and sobbed into the cushions of the couch. 

I returned to the spanking chair with the bottle of soothing lotion. With gentle and maternal care, I patted my lap to invite him back into an OTK and vulnerable position. He crawled over and laid his head in my lap. I heard a genuine apology through is sniffles. 

I gently massaged some cool lotion onto his burning bottom, all while he was jackknifed over my knee. When he had calmed down I led him to the corner and helped him into a kneeling position. 

"Thirty minutes young man, hands glued to your sides." I instructed. 

He bowed his head in defeat, not looking forward to the embarrassment and boredom of such a lengthy timeout. 

Nevertheless, he sniffed out a reluctant, "yes Ma'am." 

I was satisfied with the consequences for his actions. I'm sure that colour will occupy his sit-spots for a week!

He'll be too embarrassed about the state of his bum to undress in-front of his two Secretaries. I guess I solved the spending all day fucking your Secretaries problem. Even if it's only for a week. 

However, I suppose it won’t stop him from making them fuck each other while he gingerly sits to watch them. 

Oh well. I tried. *shrug* 

Mistress Andrea

xoxo

Continued in: Pretty Please

 

"Forced" Labour

Continued from: The Secretary

Russell's ultimate fantasy, ever since I've known him, is to play with two female submissives, either known to each other or complete strangers. Russ desires to dress the two of them as schoolgirls and watch them experience the shame, sounds and humiliations of being spanked together, or share in the boredom and embarrassment of corerntime. 

On the sexual side of things, he wants to spank, whip and humiliate the two ladies into "forced" lesbianism. He wants to see two straight women going down on each other in a 69, if it means they avoid another spanking. He actually wants to hear them beg for it, these straight women, degrading themselves even further and agreeing to dirty and demeaning sex acts. 

"Please Sir, PLEASE no more! I'll do what you say. I'll lick her asshole for you, just don't paddle me again!" 

I also happen to know that Russell has playful but deeply ingrained fetishes toward shapely female bums, elegant stockings and hosiery, and the look of powerful high heels with hosed feet in them. I guess you could say it would be the elegant look of a Flight Attendant, or maybe the stereotypical online image of a "slutty Secretary".

I giggled when it all dawned on me. Oh my...what have we done!? What a perfect storm.

By adding Bella to the mix, to help train Sarah Jane, the realization hit me that I have just laid Russell's kryptonite directly at his feet. These three aren't going to accomplish anything work related!

I'm sure he will start by encouraging Sarah and Bella to kiss on the lips while he watches. Bella doesn't need much motivating but I bet he would have told Sarah Jane that she would be spanked right in-front of Bella if she does not lock lips with her. 

The kiss would be hot to watch but short, as the two naughty Secretaries have deep-rooted ideas about their sexual orientations. They would disengage from each other, just as things were starting to get good. 

Russell encourages them to undress each other's bottoms. Skirt off, pants off. They would protest, both feeling embarrassed. 

One by one, Russ puts each woman over his knee while forcing the other to watch. He firmly "motivates" his two employees, reminding them that it's just sex with another girl, that it's no big deal. 

His strong hand does wonders over the thin protection of pantyhose. 

Pretty soon. Sarah Jane is kicking her little high heels and begging to kiss Bella. This time however, Russ wants her kissing Bella's perky little asshole.

The naughty Secretaries have been threatened with a caning, if they do not comply with their boss and tongue-fuck each other's bum holes. 

Eventually he would orchestrate the two to switch places, telling Bella to go down on Sarah Jane. She reluctantly and shamefully complies. She doesn't want to be caned.

He would likely do some bondage next. Bondage cuckqueaning that is. He wants Sarah Jane's tummy to flutter with butterflies of anticipation and jealously. She wouldn't know if he's just going to leave her there, hogtied, to listen, or if her holes would be used next. 

He'll do a lot of pussy-to-mouth with them. He'll want Sarah Jane to taste Bella on his cock too, and fully clean up her juices. She heard him fucking Bella from behind and the creamy snicker-snack noises of her wet pussy. 

Sarah knows where his dick has been! And now it's in her mouth as Bella is shackled up, gagged and positioned to watch. 

As the afternoon sun begins to creep through the large office windows, Russell is now fucking Sarah Jane in the ass. He wants to cum into her bowels and send her back to her desk with a squishy and sore bottom. He wants her to feel his cum, slowly ooze from her bum as she squirms and tries to clench her anus to hold it in, all while working away at her desk.

Bella was forced to watch her tits flop about and her deep guttural moaning, as Sarah Jane climaxed with Russell's cock up her ass. 

It was now mid-afternoon and the two women would have dressed and been sent back to their desks, nursing sore bums. In Sarah's case, more ways than one.

Mid-afternoon and not much has been accomplished. Fan sites have to be updated and commented on. Customers of Summer and Vanessa are bidding on their worn nylons and shoes. No one was monitoring the bids and closing sales. 

I was pissed!

Yes, Russell's kryptonite was placed directly into his hands and it was fully expected that Secretary sex would be occurring, but in moderation! Not all damn day. 

I called Russell down to the kitchen and confronted him about his "work productivity". He could tell I was genuinely annoyed with him. 

He had an irritating little grin on his face when I went through a list of daily deliverables and challenged him on whether or not they were done. He definitely needed to be brought down a peg or two!

Even though it has been close to a decade, he remembered my disciplinarian tone I used to use with him. I'm sure his stomach twisted in knots when I spoke.  

"Go wait for me in my office, you know where and how!" I barked at him, unexpectedly. 

He lowered his eyes like a scolded puppy and his voice cracked when he spoke. 

"Yes Ma'am." 

"I'll join you in thirty minutes. We need to have a little 'chat'."

He scurried off as I continued to stand in the kitchen with my arms crossed. 

Ohhhh he's in for it! 

Mistress Andrea

xoxo

Continued in: A Punishment Spanking