Wait for him by the door

Continued from: Sissy's morning ritual

Brad actually works on Saturdays. So after fucking his hot wife, having his dick cleaned off by his wife's sissy slave, he hit the showers, changed and left for work. 

Meanwhile, Lexi was being dressed into his frilly maid attire with stockings and heels, and layers upon layers of ruffles and bows. 

Saturday is the first full day of his sissy captivity and all he has to look forward to are lists upon lists of chores. 

All domestic duties that Erin would be doing while her hubby is at work, are done by Lexi. Chores like handwashing Erin's panties, the soiled ones that sissy so diligently held against the wall with his nose, is an example of one of these chores. 

And Lexi does all of this, with an anal plug up his ass. 

Toward the end of the day, as Erin is finished up with her tanning, her shopping and a professional massage, she returns home to find Lexi still working away in the kitchen, scrubbing the sink.  

"Go wait for him by the door Sweetie," Erin would say to Lexi, usually about 15 minutes before Brad would arrive home. 

When he comes through the door, he is pleasantly greeted by the sight of a submissive and kneeling sissy maid.

"May I please suck your cock Sir?" Lexi has been trained to say, upon Brad's arrival. Sometimes he says no, but it's usually a yes, and he gets a full blowjob to completion, as soon as he gets in the door. 

What a lifestyle!

Brad will grunt and shiver through an orgasm, as bursts of cum ricochet off Lexi's uvula and get swallowed down into his tummy. An appetizer before dinner I guess. 

Brad and Erin retire to the parlour and are served drinks by their sissy maid, while he also prepares a romantic dinner setting for the pair of them.  

Saturday evenings, Lexi gets a little more involved in the sexual activity of this couple, as Brad fucks Erin's pussy, directly over his face. The sissy remains in his chastity cage and still in maid lingerie with heels. It must be dreadfully humiliating, to have Brad's balls bouncing off his nose and tea-bagging his face, as he fucks Erin.

This is one of the few times that Erin allows her sissy to lick her pussy. She just loves the sensation so much, having her clit licked while her pussy is getting railed. The odd time, Brad will dip his cock into Lexi's mouth, to give him more of a taste of Erin. 

Once Brad cums into Erin's pussy, Lexi's mouth is in the perfect position to accept the cascading goo, as it bubbles and oozes from her, directly down Lexi's open hatch. Lexi verbally thanks Brad for his cum, then it's early bedtime. 

Again, just like Friday night, Lexi is dressed in something skimpy, frilly and pink, and is put to bed by Erin and locked into the princess bedroom. 

By 8AM the next morning, he'll be back in the parlour, holding the giant, black cock in his mouth while he waits for Erin to get up. The morning ritual has begun yet again and Lexi will soon be back in their room, holding Erin's panty gusset to the wall and listening to this hot couple have morning sex. 

Sunday morning to be exact. One final day of sissy captivity, before Lexi has to bust out the nail polish remover and return to vanilla life, vanilla, notwithstanding his chastity cage and panty girdles.

Sunday's come with a routine and ritual also, you may even call it...Sunday school.  

Mistress Andrea

xoxo

Continued in: Sissy School

Sunday Maintenance Ritual

Continued from: A quiet night in

Sissy Kaylee got everything he politely asked for, when Summer returned with two reasonably girthy strap-ons. After Summer and I had finished our special playtime with each other, Kaylee knew he was in for a horribly emasculating spit-roast. 

It's beautiful to hear him moan and gasp onto the cock that Summer had in his mouth, when I entered his little boi pussy from behind. 

His little clit remained limp inside the metal bars of his chastity cage, as the odd wisp of pre-cum dribbled from the tip of his penis. Kaylee doesn't get hard anymore, he gets wet, just like a girl! I absolutely love it. We frequently find girly wet stains in his panties and have even started making him use pads, if his pre-cum flow is especially heavy from one month to the next. 

He's so far down the rabbit hole we might as well try tampons next, up his little backdoor for a few days each month.  

After we had our fun with Kaylee, I asked Summer to take him upstairs and put him down for bed. Despite our best efforts with the strap-on, Kaylee never achieved a sissygasm from his assfucking. He would have to go to bed denied and horny unfortunately. 

Much like many of the rituals I like to use at my Facility, a sissy being "put-down" for bed also comes with its own routine. Summer would first help him out of his maid attire, then select a babydoll or teddy, sheer lingerie number for him to sleep in. This would be paired with matching panties and usually thin ankle socks with ruffles or lace. 

Summer would then give him a caring but sound spanking over her knee, while Kaylee's body is supported by his princess bed. 

Two splotches of Johnson & Johnson, pink baby lotion goes onto his bare bum cheeks next, which Summer will massage in, while cooing and humming to him. Then she will tuck him beneath the sheets, kiss his forehead and lock the pink cell door. This is where Kaylee stays until morning, usually only leaving his bed to use the potty or walk off a nocturnal erection in his cock cage. 

Quite the lifestyle this sissy has chosen for himself. Feminized, frustrated and in tears frequently. He spends most of the day Sunday in his sissy cell, so he cannot see or hear Summer receiving her maintenance spanking. He is usually let out late in the afternoon for another round of cleaning and chores and by evening, he heads home, still in his chastity cage, to prepare for his vanilla work week.

Sunday's for Summer go much differently. The ritual begins with me giving her a hot, soothing bath. After her bath she dresses in the outfit I have laid out for her, she does her hair very childish and her make-up like that of a doll. She spends all morning dressed like a ridiculous little girl.

My attire on Sunday mornings, we refer to as the "Costco Mom", which is the way Summer wants it. Jeans or yoga pants, a sensible top, sometimes a dress and boots. We haven't actually gone to Costco with her dressed like this but sometimes, before her spanking on a Sunday, I will take her out in public for some humiliation. We usually go to the park or through a drive-thru, the odd person will notice she's a full grown woman, then see the contrast in the way I am dressed compared to her.  

By the time we get home after these outings, Summer is extremely vulnerable and more than ready to go over "Mommy's" lap, to wipe her slate clean from the week prior and prepare to focus on the week ahead. 

Around noon on this particular Sunday, I quietly led her to the corner and informed her that it was time to begin. She immediately started to well-up, deeply absorbed into her role and headspace. Summer spends thirty minutes in timeout, anticipating her upcoming spanking. 

When her timer is up, I gently and caringly call her from the corner. She walks directly to my right side, while I am seated in an armless chair from the dining room. Without being prompted, she pulls her panties down to her ankles, raises her skirt and drapes herself across my lap. 

Regardless of what type of "little girl" attire I have her in for Sunday maintenance, her panties are always a style like this: 

They are always childishly patterned, big, full-bottomed, cotton panties. They fit her tightly but are large and frumpy, Summer absolutely hates them and they humiliate her deeply. Panties like this reinforce the fact that Summer's Sunday spanking is not sexual, in the moment, it's not playful or fun. It is meant to be thorough, memorable and embarrassing. Also, this is one of the reasons I administer her spanking in the living room where it's nice and bright, with the blinds open. 

Summer reddened up very nicely with just my hand, but this was only her warm-up. She had a long way to go yet. This is what she has asked for, pleaded with me for, and this is exactly what she needs to centre and ground her. 

After finishing off with the wooden hairbrush, Summer was a bawling mess. Crying out "I'm sorry Mommy, I'll do better," and anything else that made sense to her to say. This wasn't even a punishment spanking, for any particular reason. Sometimes she just needs to say "I'm sorry Mommy," even if that language doesn't fit the setting. 

She was permitted a brief moment of rubbing the nasty brush strokes away, before it was off to the corner to finish up the rest of her tears. 

A timer was once again set for thirty minutes, without fail. This was part of her Sunday ritual and she knew it. Half-hour before her spanking and a half-hour after. Someone do the math for me. If Summer lived for another sixty years and we maintained this ritual every Sunday, how many days of her life would have been spent with her nose in the timeout corner? 

I grabbed my tea to re-heat it in the microwave, once Summer was all positioned in the corner. 

"Worship, in thirty minutes young lady," I called out to her. 

"Yes Mommy," she replied through her sniffles. 

 Worship. Also a Sunday ritual. What does that mean? Stay tuned to find out. 

Mistress Andrea

xoxo

 

Continued in: Thanking after Spanking

MDLG Dinner Party

Continued from: Bella's Anal Training

Sometimes you don't need to plan a session or a scene, the submissive(s) can often provide the inspiration for you. And if you're paying attention when that submissive wind changes, you can just run with it and let the scene progress into something magical! 

Much is the case relating to my current situation...

Toward the end of the last post, Summer took things to "littlespace", by asking me if her favourite new play toy, Bella, could stay for dinner. 

I took Bella to littlespace by replying to Summer, "only if it's ok with her parents". Which is a ridiculous notion as Bella is in her 40s, a corporate executive, wife and mother.

Then one final push from Summer, right on queue, when I subtly suggested that she make Bella go down on her in the shower before dinner, to which she replied, "yes Mommy"...

Pretty strong hints all around? I'd say so. Before I capitalized on all of this however, I needed a nice relaxing soak with my girls...soon to be my "little" girls.

Relaxing in my hot tub beside the gorgeous love of my life, who's currently kissing my gorgeous sex slave. "Sigh"...I've got it pretty good, I must say. 

If you look closely you can see Bella's chastity belt below the waterline. Good thing those belts are stainless steel because I decided to leave it on her. 

Hopefully the neighbours had their blinds shut, because of course things escalated! The kissing led to Bella's tongue up Summer's ass and Summer kissing me!

I thought about another fucking...

But Bella's asshole had taken quite a pounding in the dungeon already and her pussy was closed-off to any penetration. 

Rather, we just continued some loving oral, between giggling and molesting each other until all our skin started to prune. 

Summer made me cum with her mouth while Bella diligently maintained her rimming and continued to lick and kiss Summer's adorable bottom hole.

When this hot-water frolicking was all over, it was time to take these two to littlespace. 

Bella and Summer have both experienced deep age regression at my home before. Those posts can be found here: 

Bella's Age Regression Kink

Summer requests a MDLG weekend

That being said, they are aware of the specific style that is required and the elaborate outfits that accompany the overall look. After we left the tub I told them that dinner would be formal and dresses would be required. 

They made their way upstairs and spent the next hour primping and doting on each other's outfits, makeup and accessories. 

Without being supervised, I think they did an excellent job! One pastel yellow, organza-style dress with pelerine knee socks and Mary Jane heels. The other, a soft lavender sissy dress, fully satin with a petticoat, finished with the same knee socks, doll heels and both wore satin gloves.  

Bella had on a leather collar accented with lace trim, which was more reflective of her role. Summer wore a white lace choker with a bow at the front, suggestive of her being one or two "ranks" higher than Bella, in the pecking order.   

They both looked ridiculously little, adorable and cute. Even though my two girls are much more comfortable with each other now, sexually comfortable, I'm sure they were both deeply humiliated to be dressed like this in front of one another. 

Summer asked Bella if they should go show-off their outfits to "Mommy", to see if I would be pleased. 

I had since slipped into a Mommy look downstairs, with fully fashioned hosiery, pearls and heels. I saved them the trouble of coming to find me and made my way up to the bedroom. 

How darling! My two little ones were kneeling on the floor and playing. 

"We have a few hours before dinner little ones, try to keep the noise and the silliness to a minimum", I said, as I began to spell-out some mdlg rules. 

"Summer, Bella is still in her chastity belt but you're not. You soon will be if Mommy hears any hanky-panky from up here, is that clear?" 

"Yes Mommy", Summer pouted and replied. 

"Now get some toys out and play my little ones, Mommy will be in the kitchen". I said. 

"Yes Ma'am", they replied in unison.

It didn't take long before I could hear loud thumping from upstairs. Now any reasonable person would assume they're just playing around, but I know these two, it's quite possible they could be fucking!

What a lifestyle right?! Checking on your two "littles" to see if they're fucking. Haha...I couldn't help but giggle before going up to see what was up.

Split the difference of assumptions I guess, they weren't fucking each other but they were wrestling around on the floor, making out and laughing.

"Summer Addison! Get off her this instant young lady", I shouted at her. 

"And you, Isabella Octavia. Look how wrinkled your dinner-dress has become!" 

I was doing my best with some old-fashioned scolding of my two naughty girls, which is exactly what they wanted to hear in this particular scene. 

"You two are both getting spankings after dinner, is that clear?" 

One after the other, starting with Summer, they both squeaked out a, "yes Ma'am". 

"Now, you two need some quiet time before dinner. I'll put on a kid's movie in the other room. I don't want to hear a peep out of you two until you're called for dinner, or I'll come up here with the wooden spoon!" I threatened. 

"That's better girls, nice and calm", I cooed to them as I selected some ridiculous, toddler-aged tv program for them to watch. 

When dinner was ready I had them wash-up and join me at the table in their formal yet severely age-regressed attire. I unlocked Bella’s chastity belt and replaced this with an elaborately ruffled pair of satin panties.

There were no high-chairs this time, no goldfish crackers or applesauce. We actually had an adult meal together with adult conversation. I almost wonder if it makes them more humiliated and more embarrassed, to be dressed like this but with everyone behaving completely vanilla against a vanilla backdrop.  

It was almost as though our session had been put on pause and I was a little afraid that I had lost the session momentum completely, by spending too much time not "in role". 

Leave it to my amazing Summer though, who was likely sensing this as well and took it upon herself to pull us all back on track.

"Mommy?", she spoke sweetly and innocently. 

"Can Bella stay for a sleepover?" Summer asked.

I wasted no time in getting right back into character as I looked directly at Bella. 

"Well girls, what did I say would be happening after dinner?" I spoke to them. 

Since I was glaring directly at Bella, she chose to respond. 

"We're both getting a spanking Ma'am", Bella peeped out. 

I looked at Summer this time, with another open-ended question directed at the pair of them. 

"And why are you girls getting a spanking?" 

Summer responded this time. 

"Because we were wrinkling our dresses and being silly before dinner Mommy", she lowered her head. 

"That's right young lady, now follow me you two", I ordered. 

"If we can find some jammies for Bella to wear, then she can stay the night ok?" I said to Summer. They were both excited as they followed behind me and up to the bedroom, yet the excitement was clouded by an impending spanking to come.  

"Skimpy tanks, skimpy panties, jammy bottoms and bare feet", I declared out loud, as the three of us entered my room. 

"Noses in the corner and hands on your heads, I need to go get my hairbrush", I followed up with.

"Yes Mommy", Summer mewed out. 

"We're sorry Ma'am", Bella chimed in next. 

Not as sorry as they're going to be, when I get back!

Mistress Andrea

xoxo

Continued in: Slumber Party Subs

Shall I Unlock Her?

Continued from: Spent the Night in Chastity

When we left off, I had Summer in a dildo gag and a dildo attachment on her chastity belt. I was making her fuck my pussy in a variety off positions, offering some lovely views of my asshole for her, which she had also tasted this morning. 

Her dildos had since been removed and I presently had her in the locked cage, under my bed. She was forced to listen to me masturbate above, while her throbbing pussy remained off limits, under lock and key. 

Ok...Ok...I've tortured her enough, I know!

It's high time I get this pussy of hers unlocked and force a few orgasms, until she's begging me not to make her cum again.

I set up a devious little predicament for her and put Summer in shackles. When everything was in place and she was secured, I turned on the Hitachi that dangled against her clit. She was almost instantly begging me to cum, which I permitted. 

After her first orgasm, I made things a little more challenging for her. 

The Hitachi continued to buzz away on her swollen clit, as I began to cane the soles of her feet. 

She was soon crying out, "please may I cum Mistress!!"

I allowed it. 

I could tell her pussy was becoming increasingly sensitive, she began to squirm and try to push the wand away with her legs. 

I gave Summer about a 30-minute break, in the cage, shackled so she could not touch her pussy on her terms. 

This was the first time I actually left her alone in the dungeon, caged and captive. It might not bode well with her Mommy issues, but we'll see how it goes. 

As I suspected, she didn't like being left alone, in captivity. She hugged me and told me this, but then said it made her really aroused again, to be so helpless. 

"Do you need to safeword huni?" I asked her caringly. 

"No Mistress", she purred. 

I got Summer back into a bondage predicament and we did a few more forced orgasms with a wand, before we finally left the dungeon space. 

One more for her, back in the bedroom. 

Two more for me!

Then we went for a nice soak. Summer made sure I was warm and settled, before she got in with me. 

We did some lovely aftercare and debriefed all aspects of her session. She loved every minute of it, were the words she used. 

We lit a fire and snuggled into the furs on the couch. 

"Mistress, *giggle*, I have an idea for our next session. Something I've had a fantasy about for while". Summer adorably explained to me. 

"It has to do with something that goes on at work sometimes, Mistress". she further explained. 

“At the airline?” I asked.

She leaned in for a snuggle and whispered her session idea into my ear. 

"Really!!??" I blurted out.

"People actually pay for that?" 

Mistress Andrea

xoxo

Continued in: Now Boarding