The Sims are Brought to Life!

Continued from: Tara Gregory: Beginnings

It didn't take long for my playful wife to discover my last few posts, then she more or less begged me for an A.I. version of us! I was a little apprehensive to upload our actual faces into this thing, but I must admit I was a bit curious also, as to what the robot may generate. How do we pack all things Summer, into a single picture and a description limited to 500 characters?

My earliest memories of Summer, when I first moved to the community of Willow Creek, were as such. A little Parisienne-patterned golf-tee with a flirty tennis skirt, and bare feet in navy blue deck shoes. She was super cute! Little did I know at the time, that she was actually from Paris. 

Not bad A.I., not bad. Does she look like she would have a French accent? I think so. She has the cuteness of Summer and the body. The avatar looks a little pissed off though, like a bratty teen which she can be from time to time. Nothing my hairbrush can't handle though. Hehe. 

Now it was my turn...

Summer wrote my description. "Tall, dominant, caring, loving and intimidatingly gorgeous." 

*blush* Summer Addison!  

Then we uploaded an actual picture of me, my face anyway...then came the big reveal. Viola!

I was a bit shocked. This actually does look like me. Well done A.I. 

Summer and I continued to play around with the app for a bit, capturing her various looks over the years and a few of mine. We had some wine, laughed, cried tears of happiness and reflected on our wonderful journey together. 

Remember way back, when I recruited her as a personal trainer? Train the Trainer. She was so sassy and feisty. Her French accent was adorable and still is, to this day. 

Good gawd! Look at that perfect, plump little arse of hers. 

That sporty audition escalated quickly! If I recall. 

As we stayed in touch, I learned of her profession as a Flight Attendant, which made her even more alluring to me as a potential submissive. I knew she must be into a little kink, when I learned of her Stewardess side-hustle: Now Boarding

Such feminine poise and grace by day, only to find herself in shackles and drooling from her ball-gag by night, once I finally got her in my talons and our relationship was beginning to blossom. 

She turned out to be far more submissive than I ever anticipated. We had some great sessions in the dungeon, in those early days. What's the Red Key for?

Summer craved not only the cold and dismissive role I played as her dominatrix...

...but also, the caring and maternal disciplinarian. She found comfort in draping herself across "Mommy's" lap and just letting the tears flow. Age-regressed clothing followed and she was identifying more and more as a "little". Summer's MDLG Weekend

A few times, to help with some of my silly male clients, Summer suited-up and tried her hand at female dominance. She did fantastic, but I could tell it was not the role for her: Domina Debut.

She still rocks a mean Domina outfit though, when needed. 

These days however, she spends most of her time around the house and even in public, dressed more like this, when she's not in her work uniforms. 

She eventually asked if she could be a "little", under my care as her "Mommy", amidst various other scenes of schoolgirl, slave-maid and dungeon sessions. I was more than happy to oblige. 

As the months fell off the calendar and we continued to explore our D/s relationship, we ended up falling madly in love with one another, in the old-world backdrop of New Orleans. She got a spanking there too! The Big Easy.

And who could forget our wedding day. It was so beautiful! The Maid of Honour.

The rest is history. But don't take it from only me, dear readers, let Summer tell you. I set up a really fun interview with her. Her fame in the fetish community has grown exponentially since she first modelled her feet and high heels. 

Stay tuned to catch her adorable interview. 

Mistress Andrea 

xoxo

Continued in: Someone's Gonna Get It

 

 

Old Flame

Continued from: Jail Bird

What do you think dear readers? What would you do if you were Russell? He's currently in the arms of his 🔥old flame🔥, kissing her neck, just below her earlobe, with his dick locked in a metal cage. 

And MY Gawwwwwd, he's good at this! Goosebumps were spreading all across my body and my toes were curling!

(Speaking of Old Flames. If you haven't tried this brunette craft-brew, I would highly recommend it. It's toe-curling also. Port Perry, Ontario! - support local)

As Russell continued his exploration of THIS brunette, up and down my neck with his lips, I realized the silly man was just stalling, he had a decision to make. I had just offered him a wonderful yet horrible predicament. 

If you read the previous post you know he was recently spanked and strapped with a police-belt, by my two cute Officers. This was likely not arousing for him in the moment, but post-spanking, as he still feels and sees the effects of that belting, his arousal would begin to creep back in.

This was right around the point I locked his dick into a chastity cage, shutting down any and all penile activity without my permission. Once locked, he got to hear the two policewomen get spankings over my knee. Then he got to watch and hear them kiss, go down on each other and eventually me, as the scene culminated into a hot, lezzie threesome. 

All while poor Russell observed from this vantage-point:

And NOW...

I had just offered to unlock his penis to re-kindle an old role that he used to provide for me, when I was his submissive. The predicament part? If he wants to take me, right here and now, he has to celebrate Locktober this year, and submit to inescapable chastity for the entire month, with me as his keyholder. 

What would you choose, hmm? 

I know what Russell is going to choose. The fact that he's already been denied most of the day, spanked, then a helpless witness to a hot lesbian threesome, should influence his decision. Was this cheating on my part? Too much stimulus and influence over his decision making? Maybe a little...😈

But if that wasn't enough, I started rubbing the metal bars of his cock-cage against my pussy. Hehe. This she-devil wasn't playing fair at all! 

As expected, I was soon accessing the keys for his chastity device to unlock him. We switched roles right then and there, once his cock was free. I was now his submissive pet, to do with as he pleases. I was naked and on my knees. It was about to be a nice little vacation / slave-cation for me.

"How would you like me prepared for you, Sir?" I whispered out, in my most submissive tone. 

"A pleated plaid skirt, young lady, like you used to do for me," Russ said. 

I immediately felt a rush of adrenaline and arousal form between my thighs. "Schoolgirl", back in the day, usually meant a spanking, a really long one! But then he continued...

"Boots with your skirt please, my doll. A subtle nod to your current role." He smiled as he suggested this deviation from the norm. 

Oooo, ok. I can get behind this idea! Rather than the innocence and vulnerability of white knee socks and Mary Janes, Russell clearly wants me a bit more edgy and "grown-up", not so innocent perhaps?

Before heading off to prepare, Russell stood me up and performed a wet-check. I was embarrassingly soaked for him. I shuddered with ecstasy as his manly hand cupped my pussy, his two middle fingers explored their way deep inside. 

Those two fingers ended up in my mouth, where I shamefully and greedily sucked them clean, like a huge slut. Russ had me right where I wanted to be, panting and hypnotized with submissive arousal. 

I returned a while later, dressed and ready for Russell. I was feeling both sexy and vulnerable in my new look. Without being prompted, I knelt to await my instructions, noticing that Russell had moved some of my furniture around and positioned a few mirrors, strategically, near the bed. 

"You look beautiful young lady." 

"Thank you, Sir."

"Come here, little one." 

I was all melty and gooey in his strong arms. I was right back to the sub-space I once enjoyed with Russell. I felt so safe and cared for. He was my protector!

Pretty soon he was patting his lap invitingly. I rose from my knees slightly and slowly and deliberately slithered my mid-section over his lap like a snake. 

I got a mild spanking with his hand, over my skirt, then over my panties until those were eventually peeled down and off my feet. 

We moved to the bed and my spanking continued. Only this time, Russell would spank and finger me, spank and finger me. I even felt several swats directly onto my pussy lips and bottom hole. Shamefully, I think I was moaning like a whore the entire time. But I didn't care. Tonight, I was his whore, and I was loving it!

Russell, much to my delight, busted out some old-school tactics he used to do back in the day. While I was still draped over his lap being systematically spanked and fingered, he used my wetness and transferred it onto my little bum hole, until it was glistening and slick.

Let me repeat that...

He used my own arousal as lubricant for my asshole! What a freakin' stud he was.

That being said, the butt plug that came next slipped into my bottom with ease. He then removed my top and gagged me. 

Another of his old moves. Having me ride his tongue while I'm plugging and gagged, with a mirror to stare into.

When he flips me around to face his cock, it's frustrating because I want to inhale the entire thing, but my gag remained in place. In this position, as I grind my pussy into his mouth, his nose presses on the base of my anal plug. I get a joyful little ass-fucking sensation because of this and I was soon screaming into that gag-ball as I came. 

When I ride his tongue, Russell actually edges himself. Just slow-stroking his cock until it's ridiculously hard for me. Boy, did I ever get fucked after that! Sometimes I was allowed to be in control of the speed and tempo. 

Other times it was all him. 

When I was made to face the mirror, he ensured a sharp tug to my ponytail would remind me to watch. 

Around this point he was taking frequent breaks, fighting off the urge to cum so he could extend our playtime as long as possible. He would pull completely out of me and I could hear him heavy breathing, it was cute. Then I would feel the awesome and full sensation of his cock slowly re-entering, competing with the contours of the anal plug, pressing against my vaginal wall. 

The reverse pressure of the anal plug is also an incredible sensation for his cock. The poor guy held out as long as he could, edging himself each time he had to stop, then re-start. Eventually he absolutely unloaded into my pussy while he clawed at the bedsheets and shook like a leaf. 

He could barely stand afterwards, his knees were so shaky. It was super cute, to have this paralyzing effect over a man from a position of submission.  

You know what else was cute? Seeing his belt-strapped little bum while we had sex. It was almost as red as mine, and his spanking from the girls was hours ago!

I ended up getting another one, with his firm hand, in the dreaded wheelbarrow position. EVERYthing is on display when you're put in this pose and spanked. There's no modestly whatsoever. He would have had a good view of his cum oozing from my puffy, red pussy. 

He actually chose this one specifically so he could pull the anal plug out of my ass. 

Disheveled, sweaty, sore...and completely blissful in each other's arms. It was exactly as I remembered our times together. We popped some champagne and got right into some pillow-talk, as Russell helped me out of my hot boots. 

I was beyond content! Recently Domme'd by Goddess Vanessa, now Dom'ed by Russ. I was a lucky girl. I certainly had my fix of submission for awhile. I decided to return the balance of things and remind Russell of our Locktober agreement. 

"Yes Mistress Andrea." He replied with a cute and bashful smile. 

His gaze was locked onto me, he gazed directly into my eyes for what felt like an eternity. It was a look I had not seem from him in over a decade. I felt it penetrate my heart. I tried to lighten the atmosphere. 

"Did you ever think we'd end up here? The two of us with spanked bums, pretty much running a harem of BDSM enthusiasts and re-connecting the way we have?" 

"Never in a million years, huni." 

"Russ, I've never told you this before, but I love you...I always have."

Oh FUCK! Fuck, what did I do?! I had no idea where that suddenly came from. I was literally holding my breath until he said something. I couldn't look at him. He had tears in his eyes and it was gonna make me cry too!

He finally did speak, as he drew me close onto his lap, shielding his face in my neck to hide his tears. 

"Andrea, it's been ten years..."

"And not a day went by that I didn't think of you." 

😢💓

*sigh*

Be still, my heart... 

Mistress Andrea

xoxo

 

Continued in: Back to School

 

No Turning Back

Continued from: The Wedding Party

The wedding of Summer and I was going to be a small gathering, as we wanted it. We selected a hipster, brew-pub downtown that had an intimate, rooftop veranda. 

Cute huh? 

When the wedding music started, I had a huge lump in my throat. We decided that I would be the one to wait at the front, under the arbor while pilots, Lance and Eric, in their official dress uniforms, walked Summer down the aisle to me (I still don't know which one is Lance and which one is Eric).

As soon as I saw my little Summer, in her wedding gown, framed perfectly by the two studs on either side of her, tears were rolling down my cheeks. There was no turning back now!

After exchanging our vows, we sealed the deal with a kiss, to the thunderous applause of our guests. 

I was so utterly content. My heart was finally full, and would now be forever. 

I played Summer a classic, from one of our most intimate slow-dances ever, the night in New Orleans where I told her I was madly in love with her.  

"I can't help falling in love with you." Elvis originally, I believe. 

She sat beside me on the piano stool and laid her head against my shoulder, crying tears of joy as I played. It was a beautiful moment on such a beautiful day, but the day was still young. 

All of the guests either knew or were briefed, on why every member of my side of the wedding party were in slave collars. Our tight group of friends are very open and understanding, it turns out the pilots and Vanessa were too. No one would ever judge our lifestyle choices.  

The reception was planned at the Facility, a.k.a. our matrimonial home, in the upper floor of course. We hired a caterer, Cassandra was going to dance for us again and given the environment, the guests were aware that "things" from the kink world, may happen. 

Summer and I could both sense that some wild adventures may occur tonight, we both noticed it from our seat at the piano. 

The booze was flowing liberally and people were starting to get a little handsy. 

"Do you think the sissies are crushing on the pilots?" I asked Summer. 

"It could be the other way around Mistress", she replied? 

"REALLY?!" I declared, sounding absolutely shocked. 

"Oh ya", Summer said. 

"Eric is for sure bisexual and Lance, he's just a huge swordsman. It wouldn't surprise me if they tried. They know Vanessa and I won't touch the two of them, even though they've attempted multiple times on our flights and I assume Bella is probably not permitted to." Summer went on to explain. 

"Only two options left", I said, in a cheerful tone. 

"Two options who have been in chastity cages for months right?" Summer quipped. 

We both giggled, and agreed to do our hardest to try and make it happen, without pushing or breaking anyone's limits. 

"Once they let two men fuck them, there will be no turning back," I concluded. 

It turns out, this one is Lance, the swordsman, who happens to have a thing for redheads. 

Hehe! 

To be continued...

Mistress Andrea

xoxo

Continued in: Bridesmaids

 

The Wedding Party

Continued from: The Maid of Honour

The big day is approaching fast. Summer and I went dress shopping a few times and we still hadn't decided on how our same-sex, D/s dynamic wedding should play out. I didn't want Summer to feel like she's a spectacle for the eyes of others, we also talked about whether or not she should be in innocent, virginial white (hehe), maybe not so virginal but I like the white bride look. 

Should I be in a suit, or leathers...should Summer be in a collar? There were plenty of ideas floated around.

I really liked this one on her, a corseted, lingerie bride? 

Isn't she a freakin' hottie? 

But...I wanted to look like a bride too! Not a groom. I really liked this one and tried some latex gloves with it, as a nod to our kink lifestyle but not so kink that we enter into a full-blown, BDSM wedding. 

I think it was Natalie Mars, the very famous, sissy porn star, who got married to his/her Dominatrix. They went with a fun gender reversal, bride/groom feel. I wonder if Natalie's penis was locked up during this ceremony? The clamps are certainly a nice, decorative touch. 

I'm not sure if Natalie goes by her or him, I assume the former. No disrespect if I got it wrong.

Speaking of sissy slaves, was there ever any doubt, who my bridesmaids would be? Of course it's going to be Kaylee and Tiffany! This will be their ultimate humiliation and the ultimate point of no return for them. There will be absolutely no returning to being a man for these two, after this wedding.

Katrina let me "borrow" Tiffany for this event and this role. Kat is going to be attending anyway, with her alpha-bull, male submissive, Cole. 

Do you remember Vanessa? This little stunner...

Way, way back from the original post, where I first discovered that some Flight Attendants sell their used hosiery? That Vanessa.

Summer essentially learned their naughty little trade-secret from Vanessa, they have been partners in nylon fun and games and best friends ever since. This is who Summer selected as her Maid of Honour. 

Yep, she's about an 11, as I suspected she would be. 

As for the rest of Summer's side of the wedding party, she went with her actual flight crew from work, the pilot and co-pilot. 

I don't often get impressed by silly males, and these two are likely as silly as all the rest, but what a pair of studs these pilots were! Holy shit. Of course one of them is named Lance but I can't remember which one, the other is named Eric. 

Look at the machismo dripping off these two. They probably fly the plane with their cocks! Is that where the term cockpit comes from? Hehe.

We're definitely going to have a very handsome and gorgeous wedding party! 

When the day finally arrived, I was absolutely right, we were stunning! I hadn't seen Summer yet, the morning of. I had butterflies like crazy!

Alright, time to do this thing! Wish me luck. 

Mistress Andrea

xoxo

Continued in: No Turning Back