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Jilluvscox
2 days ago
Heteroflexible Trans Female
0 miles · Des Moines

SissyMandy

SissyMandy - Legally Mandy Parker

The day I change my name ends with a sex party I didn't quite expect.

An aura of confidence surrounds me this morning as I head to the master bathroom to shower with the girls. I'm super excited about my court date this afternoon to change my legal name and gender, plus when I woke up, I was still wound up about finding out last night my sissy sister Marci is coming to our party next weekend! I was just standing naked in front of my full-length mirror, admiring myself like I do most morning...

SissyMandy - Total Submission

Mistress starts me on hypnotic sissy videos

I'd been drooling over the thought of fucking Brenda ever since I first laid eyes on her. After she finally let me shoot my load into her hot, elusive pussy last night, you can imagine the state of euphoria I was in when I fell asleep I'd only gotten my first taste of cock a few days before that, so it's safe to say that I really didn't know what I was getting into when I agreed to be her sissy. All I knew was if her puss...

SissyMandy Learns A Lesson

Mandy is punished for not controlling her erections

Mistress held me in her arms the entire night after I submitted everything to her. Yesterday morning, she rubbed her pee-soaked pussy in my face when I rubbed her the wrong way. This morning, she gently wakes me and rubs me the right way. "Mandy... Mandy..." she coaxes me into a dreamy state somewhere between sleep and awake, "sissy gets a treat." I half-open my eyes, just enough to see her beautiful pussy lips in the dim...

SissyMandy's Glory(hole)

Mistress makes me earn my privileges

"Mistress…?" I ask, "Will you let me cum tonight…? Please?" "Why do you ask such a stupid question?" "Because, Mistress," I say in a whiny tone, "you always edge me while I'm watching the sissy videos. I get soooo horny." "So what do you want me to do about it? Do you think I'm just going to let you cum…? When you haven't earned it?" "I've tried to be good, Mistress, I really have." "You haven't tried hard enough, you lit...

SissyMandy - Addicted

I don't want to, but Mistress makes me admit it

After sucking five cocks in the gloryhole room, I can definitely feel the cum sitting in my belly. It's an indescribably satisfying feeling, to say the least. Mistress sits with me afterwards, kissing me and licking cum off my face. I love sucking it off her tongue. 'Knock, Knock…' A well-groomed, bearded man sticks his head in the door. "Brenda…? Is that you?" "Master Charles…? I presume?" Brenda greets him with a hug an...

SissyMandy - Mistress's Little Cocksucker

Mistress sends me on an assignment...

'Good morning, cocksucker,' Brenda texts me at exactly ten-thirty. 'Fuck…' I'm thinking, 'Ten-thirty already? Where did the morning go?' It's Thursday morning, and I'm taking tomorrow off for a three-day weekend to the coast with Brenda and Sherry. I've been busily working to get everything caught up, and the last thing I need right now is to spend time texting with Mistress. 'Good morning, Mistress,' I text back. 'Excite...

SissyMandy - Branded and Bred

Mistress brands my body, then gives me to Rob

I wake up the next morning to the sounds of waves crashing into the rocks below our resort suite. The coast is always a good place to escape the summer heat of Sacramento, and I'm thinking about how hot it was yesterday when Mistress sent me to suck a stranger's cock. I'm becoming more of a sissy, it seems, as each day passes. "Morning, sissy," Mistress says as she wakes. "Mmmm…" I snuggle myself into her, "this is a beau...

SissyMandy - His Little Bitch

I'm falling for Rob more than I ever thought possible

I'm awakened early the next morning, with Rob kissing my neck and pulling me into his masculine chest. He'd already woken me up and screwed me a second time last night, so my thoughts are already awash with feminine desires. Feeling so subservient to him, I turn over and just gaze at him in worship. His tongue invades my mouth again, doing whatever it wants as he grabs me by the ass and kisses me so hard. I still don't th...

SissyMandy - Hopelessly Devoted

Mistress 'baptizes' me into eternal submission to her

I'm nearly breathless after Rob repeatedly screwed me so many times after breakfast that I've completely lost track of time. It feels so good to be curled up next to him in a fetal position, thinking about his semen inside me, and remembering how it got there. Rob hasn't said anything for a while, and when I turn over to kiss him, his eyes are closed and he's fast asleep. I'm surprised when I check the time and it's almos...

SissyMandy - Two Little Whores

Marci and I become sisters as I fall deeper into the sissy lifestyle

A month ago, I would have been pissed about Mistress branding the word 'SISSY' on my lower back. But I'm so hopelessly devoted to her now that I'll mindlessly accept anything she decides to do with me. What I mean by hopeless is that I've become so submissive to her that she now controls my every thought. On the beach, Mistress covered the parts of my skin she wanted to remain lily-white while tanning the rest of my body...

SissyMandy - Sissy 2 Sissy

After gang banging together, Marci and I sleep together

"What a day!" I tell Marci as we step out of the shower. "I never dreamed so much sex could be crammed into twenty-four hours." "I know, right?" Marci giggles. "That's why I love this place. I've had some of my best sex here at Laguna d'Amour." This is only my first time at this sissy resort, but I already know what she means. I was a virgin to bareback sissy-sex when we got here Thursday night, but boy… I sure do know al...

SissyMandy - Last Day In Paradise

I'm not the same sissy after my weekend at Laguna d'Amour

Waking early the next morning, I feel Marci's warm body pressing into my back and instinctively press back into my new lover. My bladder is subtly telling me I need to pee, but it's the last thing I want to do as I lie here thinking about how significantly my life has changed in the past two days. I have to quietly giggle as my deliciously wicked thoughts make the hair on my arms raise on end. Marci looks so beautiful lyi...

SissyMandy - Anything For Mistress

Mistress has a special need that only Mandy can satisfy.

"Mistress," I giggle as we talk about last weekend, "sometimes you are such a bitch… I hope you know." "Oooooh, poor baby," Mistress sarcastically mocks me, "why am I such a bitch?" "Because," I say as I lift my bralette, "you tanned these sissy lines on me, that's why. If I knew that's why you were taking me down to the beach, I woulda…" "Woulda what…?" she abruptly cuts me off. "Tell Mistress what her little bitch would...

SissyMandy - Shopping With Mistress

Mistress prepares me for the next level during a Friday night shopping trip

"Mandy, dear...?" Mistress calls for me. "Are you almost ready to go shopping?" "Almost done, Mistress," I yell from the bathroom, "I'm putting on my lipstick." It's Friday night, and I'm very excited about going with Mistress to shop for new clothes. She's been pumping me up for it all week, because we're not just going to the Adult World store for bimbo clothes. No… she's taking me to the ultimate sissy promised land… V...

SissyMandy - Bound For Pleasure

Mistress takes me to another level

If there's a better way for a sissy to wake up than in the loving arms of her Mistress, I don't know what it is. I think I passed out last night from sheer exhaustion after we got home from our Friday night shopping trip. About all I remember after I sucked all those cocks in the glory hole room is Mistress slipping me into one of my new nighties before she cuddled me to sleep. It was so exciting last night, getting dress...

SissyMandy - Sherry's Cuck - Part One

After using me as a sex toy, Sherry lays down a new set of conditions

Mistress has a magical way of calming me when she's pushing me into doing something I would never do on my own. She's already pushed me so far down the sissy rabbit hole, I doubt I will ever find my way out. Some would call it forced feminization, but I guess it's not really forced if I've consented to all of it. Not that it matters if I feel forced into it or not, because Mistress knows that eventually, I'll always conse...

SissyMandy - Sherry's Cuck - Part Two

Sherry takes me along on a hotwife date... Oh My God!

Seconds after Sherry rings the doorbell, a tiny sissy named Daryl opens the door. "Good evening, Mistress Sherry." Daryl bows with a curtsy. "Please come in, ma'am. Daddy is expecting you." Daryl gets all giggly as she turns her attention to me. "And who might this cute person be?" "This is Mandy, our sissy. Brenda and I thought you might like to meet her." "Oh gaaaaawd…" Daryl blushes, "of course I want to meet her… she'...

SissyMandy - Master's Bitch

I started out as Master's bitch. I ended as Master's lover.

Totally exhausted and utterly satiated, Sherry literally passed out in my arms shortly after Master left us alone. She looks so beautiful in the soft red light of Master's bedroom, sleeping with a contented, 'just-fucked' smile on her face. "Mmmm, babe…" she mumbled as she drifted off to dreamland, "just love me, darling." Strange as it may seem, she told me just this morning that she doesn't want to live as husband and w...

SissyMandy - Melting Into Mistress

Mistress is taking me to places I never knew were there

Have you ever woken up in the middle of a beautiful dream? A dream so incredibly real that you just want to go back to sleep in a futile attempt to return to that magical place? Well, I'm waking up from a dream like that. I was a vivacious vixen in my dream, getting fucked to perfection by the world's greatest stud. So close to an actual female orgasm that I know I deserved, my body shook as my cries of ecstasy began to e...

SissyMandy - The Kindest Form Of Cruelty

Mistress brings my erotic expectations a screeching halt

Embraced in Brenda's goddess-like presence, our Mistress/sissy love feels eternal after the intensity of our most intimate shower time yet. Fresh feminine scents of lilac and lavender replace the pungent odor of her urine as she bathes me under the steamy hot water. Watching her golden nectar flowing down the drain moments ago was like watching more of my male identity washing away with it. She harshly scolded me earlier...

SissyMandy - A Deeper Understanding

Mistress gives me her name, and accelerates my sissification

I have no idea when I finally fell asleep last night, and I'm not really sure what time it is as Sherry spoons her naked body into me. Hell, I don't even remember her getting in bed with me. All I know for sure is that it's barely light outside, and I'm still horny. My weak, rational brain is haunted with fuzzy recollections of my little dick on Viagra, my cuffed wrists bound and secured to my collar, and a realistic, vib...

SissyMandy - Tenderness and Servitude

Mistress takes me to a place from which I'll never be able to return...

Life could be so perfect, if only these moments with Mistress could last forever. Escaping into the sanctuary of her arms is always the highlight of every day, but this day is even more special to me, because I've just accepted Mistress's last name and will now be known in the sissy universe as Mandy Parker. Okay, I realize that by giving me her last name, she's continuing to systematically destroy every shred of masculin...

SissyMandy - Cougar Preparations

Preparing for my first date is so exciting! Until it's not, and then it is again!

I get goosebumps thinking about how Mistress blew my mind last Monday night. I'd been dreaming about it for a while, and seen it happen all the time in the sissy porn videos. I thought I knew all about it, until Mistress taught me how little I actually know. The way she milked me was so divine, so incredibly powerful, that I'll never forget my very first, hands-free, sissygasm! Forever in her debt, she made it clear after...

SissyMandy - Tamed By A Cougar

Mistress loans me out to Matriarch Mistress Virginia

I was so excited when Mistress drove into the parking lot at the mall. Our destination is Victoria's Secret, where Mistress Virginia is the manager. But this isn't a shopping trip, and we're not here to buy clothes. We're here because Mistress has a delivery to make, and that delivery, is me. To say I've been excited about my very first sissy date would be an understatement. I've been excited about it ever since Mistress...

SissyMandy - A Cougar's Prey

Mistress Virginia takes me home with her, and into her shower

My hunger didn't matter much when I was under the table with my tongue between her legs. Mistress ordered me to do it, so I had no choice but to comply. I didn't realize how hungry I actually was until I came up and saw that delicious steak on my plate. I've not eaten much of anything today, or all week for that matter, so naturally I started gorging myself when I saw all that food. "I know you must be famished, dear," Mi...

SissyMandy - A Cougar's Wisdom

The cougar Mistress teaches me things I'll treasure the rest of my life

Mistress said I wasn't to move when she left me alone, maybe ten minutes ago. I'm only guessing when I say ten minutes, because I'm not really sure how long I've been sitting here with the shower raining down on me. The joint she had me smoke after we left the restaurant is still coming on strong, so I think I might've blacked out shortly after she turned the water on to rinse her urine off me. My mind is lost in a foggy...

SissyMandy - My Two Mistresses

I learn something about myself that's hard to accept at first

It was really strange last night when I got so loaded after smoking just one joint, but maybe I just thought I was that stoned because I was so high from the sex. I mean, I'd experienced two sissy orgasms after all, so my confused little brain was barely functioning at the time. Anyway, it was after three a.m. when Mistress Virginia tucked me into bed. As she cuddled me to sleep, she took full advantage of my weakened sta...

SissyMandy - Cha-Cha-Cha-Changes

I know you've heard me say this before, but I'm not the same sissy anymore

I can't say for sure, but think it's around two o'clock on Saturday afternoon when my date with Mistress Virginia finally ends. Physically drained and mentally altered after my deranged night with the cougar Mistress, I'm stumbling in my heels, barely keeping up with Brenda as we walk towards her car. "Sit up front with me, sissy-love," she says, tugging on my leash. "We've taken another step towards our destiny, so we ha...

SissyMandy - On Common Ground

Love it sweeter when your goals are aligned

"I can't believe she's still asleep," Sherry whispers to Brenda, after peering into my bedroom. "I'm not surprised. Our princess has had, shall we say… a very 'enlightening' weekend." "Well, whatever she did with Virginia Friday night, it really wiped her out." "She was tripping on ecstasy, which tends to do that to a horny girl. That's why Mandy was all strung-out when I brought her home yesterday." "Ecstasy…? The only t...

SissyMandy - Surprise Party

My date with t-girl Cheryl is delayed by a last-minute change of plans

I have to tell you, I was more than a little scared last night when Mistress took me to my first sissy hair appointment. My hair was a mess, there was no doubt about that, and something had to be done. Normally, I would have paid a visit to my barber three months ago, when my hair had grown past the middle of my ears. But Brenda would have none of that for her sissy. It was made clear that my barber shop days are over, an...