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 afterwards that she now controls everything I think and do. Heck, as far as I was concerned, she already did. By my own choice, I no longer have a choice. Now for most people, that statement probably doesn't make sense, but it makes perfect sense to a submissive sissy.
I couldn't quite put my finger on it, when Brenda moved in with us shortly after I found her in bed with my wife. But over the past five months, as she's nurtured me into her kinky world of Masters and Mistresses, and the sissies they train and control, it's become obvious that she's had a very specific plan for me all along.
Little by little, she's broken my resistance, coercing me into doing things I never thought I'd do. After months of suggestive hypnosis and humiliation, I hardly feel like that wimpy little dude with an embarrassingly small cock named Mark Harrell anymore. It's way more fun to be Mandy Parker now, the excited little sissy with a very cute clitty, who's excitedly rushing home from work on this Friday night.
Why am I so excited? It's easy to explain. Tonight, Mistress is sending me on my very first sissy date!
~~~~~
Mistress usually waits for me in the living room when I come home, so I can change into my sissy clothes before properly presenting myself to her as Mandy. But tonight, she's waiting in the kitchen with a twinkle in her eye, embracing me the moment I step into the house.
"Hi, sissy-love," she smiles brightly. "You look excited. Big night tonight?"
"Oh Mistress," I giggle, "you know I've been excited about this for days!"
"You should be. Virginia's a great first date. You'll be in love with her tomorrow."
"I will…?"
"Probably. Don't let her age fool you, babe. She's an expert at all things sexual."
"Like what…?"
"Ha…! Like I'm gonna tell you…? Not knowing what's coming is half the fun!
"C'mon, let's get you undressed and into the shower. Better yet… let's both get in the shower. Sound like fun, sissy-poo?"
"It's always fun in the shower with you!"
"Thirsty for some nectar, are you?"
"Maybe."
"I'll take that as a yes," she grins as we go arm-in-arm into their bedroom to undress.
"You know me too well."
"I know everything about you, sissy-love. I even know your future."
"What's my future…? Besides serving you?"
"Your future is eventually taking off these dreadful male clothes for the last time," she says as she strips me down to the panties and nylons I wear every day under my suit.
"I don't think I'm ready for that."
"You are if I say you are, but you're right, it's not quite time yet. You know, though, we're gonna have to do something with your hair soon."
"Yeah, I know. My dad got on my ass the other day about needing a haircut."
"Not a hair cut… sissy-poo, a hair style. You know I'm going to demand a feminine styling, don't you?"
"Why? I have two wigs for cross-dressing."
"Wigs are just a step to the next level, darling. When I present you to the Hierarchy in a couple of months, there's three things that sissies aren't allowed to wear… wigs, clitty cages, and false titties. I know you'll love not being caged, and we'll get your titties pumped up beforehand. But if I have to present you with a boy's haircut, I'll be shamed in front of everyone."
"I'd never want to shame you, Mistress."
"Of course you wouldn't, but you see, in the Hierarchy, the length of a sissy's hair signifies her commitment to the lifestyle. If I take you there with short boy hair, everyone's going to think you're just a half-assed sissy wannabe. I'll be such a laughing stock, I'll never live it down.
"And your ears must also be pierced when I present you to my peers, so your hair's gonna have to be well past your ears if you don't want people at work wondering why you're wearing earrings, especially that girl Janine who's got a crush on you."
"She doesn't have a crush on me."
"I bet she does. Why else would she be looking at your eyelashes?"
"I dunno."
"Because they're beautiful, that's why. More women than you think admire feminine qualities in a man. The more sissy experiences you have with women, the more you'll understand that.
"Wanna undress me now, Mandy Parker? We will discuss these things another day. It's time to get you ready to indulge in the great pleasures this lifestyle holds for you."
True to her form, Mistress is unusually permissive with her body, like she always is after unveiling the next uncomfortable step I'll be going through. As I'm standing behind her, unhooking her bra strap, she reaches behind to take my hands and places them over her bare breasts. She knows how submissive I always get when she lets me hold her tits, and she always takes advantage of it.
"You know you've been wanting longer hair, haven't you, babe?" she whispers softly.
"Probably so," I respond as I'm kissing up and down her neck, "I remember watching Marci brushing out her long hair. I was imagining myself with beautiful hair like that."
"A sissy is proud of her long hair, the same way a stud is proud of his big cock," she explains as we walk naked into the bathroom. "Each with a different sexual role to play, and each very proud of their natural role. Are you proud, Mandy Parker, of the natural role you've assumed in the game of sex?"
"Yes, Mistress, I'm proud to be Mandy Parker, the sissy owned by Mistress Brenda Parker."
"So you won't mind when I take you to my beautician next week to style your hair?"
"No, Mistress," I say as we step into the shower, "I'll love having a sissy hairstyle."
"You see, sweetheart?" she says as she guides my lips onto her nipples. "I always know what you're thinking, before you even think it. Love me now, sissy-poo, show me what you're going to do for Virginia when she takes you home with her."
Fuck… she's done it again, making me agree to something I initially resisted. With her hands on my shoulders, pressing me to my knees, all I can think about is having long, flowing sissy hair like Marci. Considerations about what my mom and dad might think, as well as the people I deal with at work, don't even enter my mind.
All I can think about is having long hair and earrings as my tongue dips into Brenda's hot, familiar cunt, searching for that little spot that makes her pee. I've already done this probably a dozen times, so the path to her pee hole is permanently programmed in my brain. It takes only a second to find it, and a few minutes later, I've got her moaning with a wanton desire to use me in this way.
It's different this time, when I taste the first few drops of nectar on my tongue. I feel connected with her, or as she says, 'of the same soul', in a way I never have before. Her nectar tastes sweet as it fills my mouth, so much so that I open my throat to swallow a big gulp. It enters my stomach as it drenches my hair and covers my body. I used to think letting her pee on me was so gross, but those thoughts are long gone as I shower myself in her golden stream.
"Oh, babeeeee," she screams as she holds my open mouth under her gushing cunt, "drink from me, sweetheart, drink from the golden fountain that gives you life!"
Her screams of passion thrill me into accepting more fluids from her body into mine. As the last few spurts of urine tantalize my tongue, she collapses onto the shower floor. Embraced in a puddle of pee, we kiss and giggle about this special, intimate pleasure we share as Mistress and sissy. I swear, I'm so in love with her, there's nothing I won't do to please her.
~~~~~
For the next hour at least, Mistress pampers me in the bathroom. She completely cleanses me with my favorite lilac body wash, then, still in the shower, she covers me with depilatory cream. As we wait for it to work, she plants suggestions in my brain, telling me about the advantages of laser hair removal. Afterwards, she covers me with kisses as she dries me off and massages almond moisturizer into my smooth, hairless skin.
I'm not embarrassed having her in the bathroom with me as I give myself three enemas to make sure I'm extra clean down there. As Mistress says, we share everything now, and there's nothing to be embarrassed about a sissy preparing herself to be someone's sex toy.
Later, as I'm sitting in front of the vanity mirror doing my makeup under Brenda's guidance, I'm wondering what sexual services will be demanded of me tonight. I already know I'll be drinking pee again, but whatever else Virginia wants me to do, I can only wonder. If my date was with a man, I'd pretty much know what to expect. But with a woman as my first date, there's a thrilling element of the unknown built into it.
"Pay special attention to your eyes," Mistress says as I'm applying silvery-grey eye shadow. "Nothing says 'I'm a little whore' like heavy eye makeup."
"If this is a whore date, are you charging her to take me home with her?"
"No, sweetie. I could never charge a Matriarch. It's a great honor for me to loan you to her."
"A Matriarch?"
"Yes, darling, a Matriarch in the Hierarchy is a dominant Mistress. Virginia has trained many sissies and Mistresses in her years. She trained me, as a matter of fact, which makes her my Mistress. I serve her as you serve me."
"So everyone has a rank in the Hierarchy?"
"Most everyone does, but that's none of your concern right now. Let's concentrate on getting you ready to serve Mistress Virginia. We still have to get your titties pumped up before I deliver you. Are you hungry?"
"I'm always hungry in the afternoon, because I'm skipping lunch now. But I'm getting used to being hungry, so it's not so bad."
"Check your weight before you get dressed. I'll get you a diet shake to hold you over until Virginia takes you out to dinner. And guess what…? When you're on a date, dieting is suspended. You can have anything you want, because you'll need your energy. Since you're sold for an entire night, most male dates take Viagra so they can fuck all night long."
"Oh God, Mistress," I giggle, "I think I'm gonna love being your little whore. You better cage me before I get a boner from hearing you talk like that."
"No cages on dates, little whore. Your little dick is a big part of your sissy appeal. Most men, and women too, love seeing their sissies getting little boners, and the best sissy whores know how to give themselves hands-free orgasms while they're being fucked. It especially drives men wild when they think their sissy is so turned on by their man-cock that she sprays sissy cum all over her tummy. Only the most experienced sissy whores can do it."
"Well," I say as I stand on the bathroom scale to check my weight, "I definitely can't do that yet."
"Perhaps Mistress Virginia will help you with that tonight. What's your weight?"
"One-thirty-eight."
"Very good. It was one-forty-two Sunday night. When you get down to one-thirty-five, and every five pounds after that until one-twenty, I will sleep with you and be your sex slave for an entire night. You may fuck me any way you want, as many times as you want. Is that a good reward?"
"That's the best reward! I'll switch to one meal a day for that!"
"No, sissy-love, that wouldn't be healthy. Just stay on your diet and keep doing your morning exercises with Sherry. That'll get you to one-twenty in plenty of time for the Hierarchy initiation party. Go get dressed now while I dress. Your outfit is laid out on your bed."
Holy fuck! I'm so excited at the prospect of fucking the shit out of Brenda if I lose enough weight! I'm doubly excited when I see the clothes I'll wear tonight. I was expecting the usual bimbo outfit, but no, it's a nice, regular-looking ensemble.
They took me clothes shopping on Wednesday, and we went to regular department stores and bought a bunch of regular female clothing for me. Mistress even bought me my first purse, along with a compact makeup kit for dating!
So on my bed are thigh-high cotton stockings, a pleated plaid skirt that's not too short, and a beige, spaghetti-strap camisole I liked so much. I'm having such a good time putting everything on, but then I notice Mistress forgot my bra. Afraid to get the wrong one from my dresser drawer, I go into her bedroom to ask her.
"Mistress, what bra shall I wear? You forgot to lay one out for me."
"I didn't forget anything, sissy-love. If there's no bra there, then you won't be needing one tonight. Run along now and finish dressing. Our appointment with Cheryl is less than an hour away."
I'm a bit puzzled as to why I have no bra to wear tonight, which means no falsies! Shit, I'm so used to having them on when I'm cross-dressing, it feels weird not to have them. Checking myself in the mirror, the camisole hugs my body so nice and tight, and my bare shoulders look so sexy with the thin spaghetti straps, but god-dammit, I have no tits! Jesus, is this how she's humiliating me tonight?
Fuck! It's always something. I can never be the perfect girl. I feel so cursed being stuck between two genders. Born in one sex and wanting to be the other. This is my big night, and I'll look like a stupid, fucking boy in a skirt. I could just cry! I almost do, until Mistress comes in to get me.
"Why the sad face?" she shrugs, "I thought you were excited?"
"I was excited, until I found out I won't have any tits!"
"Kinda attached to those false tits, are you?"
"Yes…! You always make me wear 'em, and now they're like a permanent part of my look. I feel so naked without them. Fuck…! I could just scream!"
"Now, now," she calmly says as she puts on my collar, "don't get your panties all in a bunch. I want you to feel what it's like without tits, so you'll realize how much you want them. You seem to forget that we're going to get them pumped up. So straighten up, and put a smile on that sissy face. Mistress always takes care of you, doesn't she?"
"I guess so," I say with a pouty face.
"Then let's go," she says as she attaches my leash, giving it a sharp tug as she leads me out to the car.
~~~~~
"I was going to let you ride in the front seat with me, like a big girl," Mistress says as she opens the rear car door, "but since you're acting like a brat, you can just sit in the back seat and think about why you failed to trust me."
"I trust you, Mistress, it's just that… it's just…"
"Hush…! Bitch!" she snaps, "If you really trusted me, you wouldn't have questioned my decision. And you were doing so well before you slipped up. It's not a terrible fuck up, but a fuck up just the same. Since this is your big night, I won't punish you, but I want you to think about your misbehavior and get a new attitude before we get to Cheryl's office!"
She doesn't even let me respond as she swats my ass and pushes me into the back seat. As I duck my trembling body to the floor so the neighbors won't see me dressed like this when Brenda backs out of the driveway, I can't believe how shaken I am to have upset my Mistress.
Why am I feeling this way? Why are my emotions so fragile? I don't understand as I stare out the window, watching the world go by as a girl, but knowing I'm really not. This is so confusing to me, but not to Mistress. She's been manipulating my mind to the point where I'm having trouble thinking for myself, unable to make decisions on my own, and totally helpless to do anything about it.
I'm feeling a bit better, but still confused when she pulls into the tattoo parlor parking lot where Cheryl's office is located. Mistress doesn't say anything as she opens the rear door and grabs my leash. I'm so embarrassed to be led across the parking lot on a leash. I'm crossing my arms over my chest in a vain attempt to conceal the fact that I'm out in public, dressed as a girl, without any tits!
I'm so relieved to walk through the door into the tattoo parlor. Thank God no one saw me in my sad state, at least I hope no one did.
"Are you here to see Cheryl?" The tattoo-covered man behind the counter asks.
"Yes," Mistress answers, "we're a little early for our seven o'clock appointment."
"Her last client just left, so you can go on back."
"Thank you," Mistress says as she jerks my leash. "Come, Mandy, let's get that attitude of yours taken care of."
I'm burning up inside, knowing the guy behind the counter is secretly laughing at the leashed sissy with no tits. My eyes are focused on the floor as I try to hide my shame. The only positive thing I notice is how easily I'm walking in my four-inch heels. After stumbling around at home on the seven-inch platforms all week, four-inch heels are a breeze.