Feminization

Tuesday, October 22, 2024

Tuesday, October 1, 2024

Alex stands naked in front of her mirror, admiring her reflection. She was born male but has taken hormones and undergone minor surgeries including laser hair removal to create a smooth, feminine body. Her face is soft and delicate, with large blue eyes and full pink lips. Her hair is blonde and long to her shoulders, framing her pretty features. Alex's body is slim yet curvaceous, with full, perky breasts and a flat stomach. Her hips are wide and shapely, leading to long, toned legs. Alex is getting ready for a night out. She starts by carefully applying foundation to her face, smoothing it over her skin. Next comes the eyeshadow - a smoky, dramatic look. She lines her lashes thickly with black liner, making them pop. A coat of mascara finishes off the eye look. Moving down to her lips, Alex applies a bold red lipstick, pressing them together to distribute the color evenly. She adds a touch of gloss for extra shine. Finally, after styling her hair, she accessorizes herself with diamond studs, a silver necklace, and a matching ring on her right hand. The perfect finishing touches!

Alex starts her outfit by putting on her tiny chastity cage. She slides it over her now-flat clit, locking it shut with a key. No more erections allowed! Capturing the moment, she sat on the bed for a second, admiring the view. Alex begins to reminisce, her early childhood memory consists of her being bullied. This was when she decided she would try harder, much harder to be accepted, wearing what is considered to be the trend, trying to look passable by blending in instead of standing out. Since she has supportive parents, she can transition early. The parenting values also give her the inner strength to keep her clit at birth instead of SRS (Sexual Reassignment Surgery). She dreams of becoming the spotlight on a stage wearing only a bikini in front of a crowd, giving society the proverbial middle finger by showing them her enclosed bulge. For tonight, as a dare from herself and the encouragement from her friends who got her a ticket, she has finally decided to dress up for once and go out to celebrate her feminine side.

For her look, She first puts on nu-bra to enhance her cleavage. Here comes her other trick: putting on a padded panty for that perfect bust. Then she steps into a strapless rose-red cocktail dress, slipping it up her body. The fabric stretches taut across her chest, accentuating her assets. The hemline rides high on her thighs, showcasing her smooth long legs. The dress has a plunging neckline that dips low between her bosoms. A silver zipper runs down the center of the dress from the back of her neck to the waist. Alex zips it up slowly, watching the dress mold to her every curve. She turns around and checks herself out in the mirror, admiring how seductive she looks. She steps into a pair of thigh-high fishnet stockings carefully, pulling them up to just below her crotch. The garters snap onto her underwear, holding everything in place. She slips on a pair of clear platform heels, adding height to her already 5 foot 8 frame. While the dress is a classic, the stocking and the platform heel combo have the fuck-me look all over them. With a final spritz of perfume, Alex is ready to go. She grabs her purse and coat, and heads out the door, looking fabulous and confident.

The evening is ready for her. Alex walks into an upscale bar. This place is known for the occasional appearance of celebrities and therefore a dress code is required, but it’s not located in the busy downtown, rather on the outskirts of the city. Her hips swaying with each step, she spots an empty table in the corner and makes her way over, sitting down and crossing one leg over the other. As she sits, her short dress rides up slightly, exposing even more of her creamy thighs. She reaches into her purse and pulls out her phone, catching up on her messages, and scrolling through it aimlessly while she waits for someone to approach her.

As Alex sits there, she feels a familiar tingle building inside of her. It's been a while since she's had any fun and this bar seems like the perfect place to start. She looks around the room, taking in all the handsome men and women who are drinking and talking amongst themselves. Her eyes land on a tall Black man at the bar who catches her gaze and winks. Alex smiles coyly and gives him a little wave before turning back to her phone.

A few minutes pass and the man approaches her table, leaning against it with his elbows on the surface with all of his towering 6-foot frame. His attire cannot hide his muscular body underneath. He grins at Alex, showing off his perfect white teeth, and rough-around-the-edges but clean-shaven face. “Hey there,” he says, his voice deep and assertive, with a slight scent of alcohol. “I couldn't help but notice you from across the room.” He leans closer, whispering something in Alex's ear that only she can hear. She giggles softly, blushing at whatever he said. “Oh, I'm not sure about that,” she responds playfully. “But maybe if you're lucky…” She uncrosses her legs and stands up from her seat, grabbing her purse and coat. “Shall we?” She asks the man, gesturing towards the exit. By then, the man should have noticed that Alex has had a lower-pitched voice than the typical female, but that did not deter him whatsoever.

As the two make their way out, they stumble upon a secluded park with public restrooms. Alex's eyes light up when she spots them. “Let's go there,” she suggests excitedly, pointing at the building. The man nods eagerly, following close behind as they rush inside. Once inside, besides the clicking-clicking crisp sound of her heels stepping onto the floor, they find themselves alone in the barely lit space with graffiti and the dirty stench of residual urine from everywhere. Without thinking through, Alex leads them straight to the men's room, closing the door behind them.

"Now what?” She asks playfully, as she drops her belongings without care, and turns around to kiss him deeply. As their tongues entwine, her hands on his broad shoulders and his hands on her perfect waist, they feel each other’s passion via the transfer of body heat, and the man begins to undress her. He aggressively unzips, pulls, and tosses her dress aside carelessly in one smooth motion; short of patience, he tears her bra and panty effortlessly except her chastity cage, stocking, and heels. The man does not hesitate when indulging in this goddess-like body, accentuated by the unexpected cage between her legs. “Look at that little cute clit, you make me excited even more,” he comments as he does the same to himself, dropping his pants and underwear to reveal his massive cock. Alex succumbs to her burning desire, bends to her knees, and takes him into her mouth hungrily, sucking greedily on every inch. She swirls her tongue around the head before deep-throating him fully, taking him all the way down her throat until her nose is pressed against his pubic bone. The man groans intensely, holding onto her shoulders tightly. After several minutes, Alex releases him from her mouth with a loud pop. She turns around and bends over the sink, presenting herself to him. The man grabs hold of her hips possessively and teases his member on her rear. Alex moans loudly as the man also raises his rough hand caressing one of her criminally beautiful boobs. “Ohhh yes! Take me!” She screams, her begging voice echoing through the empty bathroom. But it's too late; he has already moved away.

She whirls around to see him standing by one of the toilet stalls. “Come here,” he orders, gesturing towards it. Alex obeys, stepping inside the small enclosure and bending over the toilet seat. The man grabs a bottle of lube from his jeans pocket on the ground and squirts some onto his fingers, rubbing it between her cheeks. He spreads them apart with his other hand, exposing her tight pucker. Slowly, he slides his slick fingers inside, twisting them around gently. “Mmmm...you're so tight,” he murmurs appreciatively. “I'm going to stretch this hole out for you.” He continues working his fingers in and out slowly while Alex moans loudly, arching her back further. After a few more moments, he removes his digits and replaces them with something much thicker: his cock. “My sissy slut, are you ready?” He asks teasingly, pressing the tip against her entrance. “Yes Sir!” She replies urgently, pushing backward to take him deeper. The man chuckles darkly, grabbing onto her hips again as he starts thrusting into her asshole. He sets an agonizingly slow pace at first, letting her get used to being filled up so deeply. But soon, he picks up speed, fucking her harder and faster until his heavy balls are slapping against her ass repeatedly, proud with authority, the sharp smacks created by their rhythmic motion become more and more intense.

"Ohhh fuck! you’re so big~” She cries out loudly, arching her back as he enters her fully. The man starts pounding into her roughly, holding onto her hips for support. Each thrust is harder than the last, driving Alex wild with pleasure as her cage dangles, making a tiny sound reminding her who she is. "You like that?” He growls in her ear, slapping her ass hard. “You want it deeper?" "Yes! Oh God! Break me!” She whimpers desperately, pushing back against him. Her ass-pussy clenches around his shaft tightly, milking him for all he's worth. She continues to cry out, throwing her head back in ecstasy. The man then grunts loudly, continuing his relentless assault on her rear end while holding onto one tit with his massive hand and her thin waist with another. His cock throbs inside her, stimulating her prostate, aching to release its load. If anything, this pounding is what Alex has desired all along, her confidence is a facade, now crumbling to reveal her true submissive side. “Wow! This is the release I yearn for. It hurts bad but why does it also feel so good?” she asks rhetorically. In a sudden movement, the man grabs Alex’s hair with one hand, flicks her locked clit with another then asks, “Who’s the stuck-up bitch now, tell us who you really are!” Alex finally sheds her last piece of metaphorical shield and cries, “I am a sissy whore, I am your slave!”

Suddenly, there is a loud noise coming from the outside. The two realize that they aren't alone anymore. The door to the men's room slides open, and then a series of deliberate footsteps follow. “Is there anybody in here?” A young teenager’s voice asks this question out loud. He quickly begins surveying the dirty public restroom.

At the same time, the burning desire of the man in the bathroom stall cannot be halted. He covers Alex’s mouth but continues to pump, realizing both of them are in the act of exhibition by having sex in a public restroom, the possibility of having a voyeur accompany them while Alex is the object of pleasure for the man. Perhaps it is the trill and the excitement in realizing the fact that this young boy will soon discover all their clothes, or maybe it is Alex’s inner desire to break free from the social norm such that she refuses to remain motionlessly quiet, “Don’t stop, let the strangers humiliate and judge me with their eyes, take a good look at this naked sissy slut in chastity!” she utters in a hushed voice with mouth covered, as she resists the temptation to yell out another word with all her might.

“It’s too dark, better find another restroom,” the young lad talks himself out of the men’s room.

With no signs of stopping, as a final push forward, the man buries himself as deeply as possible, holding still as his climax overtakes him. The man lets out a slight groan, pumping spurt after spurt of his seeds directly into this eager cumdump also known as Alex. She trembles beneath him, legs spazzing uncontrollably as her mouth drools and her eyes rolling, almost fainting, they both have experienced a mind-blowing euphoric orgasm simultaneously with a couple of drops of clear liquid oozing out of her chastity cage. Once they both come down from their high, the man slowly pulls out of her, leaving behind a trickle of cum that drips down her thigh slowly as she drops to her knees. They both pant heavily for a quick breath of fresh air before Alex collapses onto the floor seconds later. Her hair and body are now soiled and defiled by fluids on the floor as well as his cum, and whatever filth was in the restroom, yet her face appears exhausted but completely satisfied with a wicked smile. She’s fallen and she’ll never go back.

Sunday, January 24, 2021

Your 21st Sissy Assignment

Right, you slut, you've had it all too easy so far. You want to be forced to dress as a woman, don't you? From now on, you're going to be fully dressed as a woman all the time.

That means a MINIMUM standard of:

- fully shaved with plucked eyebrows

- perfume

- feminine hairstyle (baldies must wear a wig)

- feminine watch, ring(s), bracelet, anklet, necklace, earrings

- polished fingernails and toenails

- panties and filled bra

- pantyhose (or stockings and suspenders if you must)

- skirt and blouse/top OR a dress (I hope you've been using your initiative to expand your wardrobe, especially skirts and dresses, otherwise you will be wearing your 'office girl' suit out!)

- high heels (minimum 2.5"/6.5cm)

- carry a handbag, clutch bag or (in USA) purse containing spare pantyhose, make up bag and pantyliner

- full make up.

The MINIMUM standard for make up is:

- foundation

- powder

- blusher

- eyebrow pencil

- eyeliner

- mascara

- two shades of eyeshadow

- lipliner

- lipstick.

When asleep, the minimum standard is -

- face cream

- hair, nails, perfume, shaving as before

- anklet and ear studs

- underwear and hosiery as before (i.e. FILLED bra)

- baby doll nightie (you may go without your bra if this is underwired)

Print this page out so you have a permanent copy of your dress code.

As a generous Mistress, I will allow you 60 minutes of Drabtime for public activities. Drabtime is when you are allowed to wear male OUTER clothes (a.k.a. drab).

And that isn't 60 minutes a day, sissy girl, it's 60 minutes a WEEK.

Better spend your Drabtime wisely. Grocery shopping? The gym? Buying replacements for your snagged pantyhose? These will probably take up your entire week's allowance. Looks like you're going to have to go out as your true, feminine self a lot more. If you use more Drabtime than you are allowed, you must EMAIL the Station Mistress for your forfeit.

It won't be pleasant. I just love forfeits.

If you have to go out to work, you may (for now, at least) wear drab from when you leave your house until your return. Calculate how many hours this is each week and add it to your Drabtime allowance. It goes without saying that if you work from home, you don't get any extra allowance.

I suggest you carry a timer with you - find one that will countdown the required number of hours and has an alarm. Set it to your total Drabtime at the start of your week and start the counter the moment you are improperly dressed (as a man). It would be embarrassing to have to explain what the alarm was for if it went off in public, wouldn't it, slut?

DON'T CHEAT. You are only cheating yourself. I have a mental picture of hundreds of sissies running red lights to get home before their Drabtime allowance runs out - racing home to get into a dress and heels and put their make up on as soon as possible. Delightful! Don't disappoint me, sissy. Just don't get a ticket. The police probably wouldn't find your excuses acceptable!

Your Twentieth Sissy Assignment

Cum-cubes.

Does the word fill you with dread now?

Did anyone notice your cum-breath?

Congratulations on reaching your twentieth assignment. As a special treat, your new task involves going to the cosmetics section of a large department store. Start masturbating now, sissygirl.

Perhaps you should read all Ms. Angela's stories on the story page to get you in the mood.

First, you need wardrobe advice, don't you sissy?

Start with your Basque and a pair of black stockings. Bind your boy-clit and sissy balls with one of your special stockings. Don't wear any panties. This way, your unsightly bulge will be more prominent and you risk a wet mark in your slacks as your boy-clit becomes slick with pre-cum. Wear your palest slacks and a sissy blouse.

Is your bound boy-clit embarrassingly visible?

Are you worried that your Basque is very obvious?

If so, you may wear the jacket from your ladies' suit over the top. Wear perfume and jewelry as usual. Wear your loafers. Wear glittery polish on your fingernails. Don't wear make up. You won't need make up...

Go to a large department store. Make a few circuits of the make up area. Establish who is offering make up demonstrations. Chose the demonstrator you think is wearing the sexiest make up. They are always heavily made up but some look better than others. If you are too afraid to ask, wait until Halloween and use that holiday as your pathetic excuse.

Compliment her on her make up.

Tell her you would like to be able to copy the way she has done her eyes (or lips, if you prefer).

Ask what products she used.

By now (particularly if she has noticed your sissy appearance), she will probably have guessed where this is going and, if she is obliging, she may offer to demonstrate on your face.

If not, suggest she could do so.

If she refuses, thank her, apologize for inconveniencing her and try another store.

Otherwise, perch your sissy ass on her stool and prepare for the thrill of being made up in public by a willing female.

Thank her profusely. Buy everything she suggests. Wear your pretty, new make up with pride as you go to the checkout to pay for your cosmetics.

Blog and report to your Mistress with all the humiliating details and you may see your report posted on this site.

Your Nineteenth Sissy Assignment

Was it nice to be allowed to cum so much?

Well, that's all over now. Back to chastity, for you, sissy girl.

There is a tray full of frozen cum in your freezer. What are you going to do with that?

Read on.

Every working day, just as you leave the house, you will put a cum-cube in your mouth and suck it until it has all melted down your throat. You will NOT use gum, breath freshener, toothpaste or any other subversive means to undermining the humiliation of arriving at work with the smell of cum on your breath and the taste in your mouth all morning. A shaved and perfumed sissy wearing lingerie, jewelry and nail polish, complete with the smell of fresh cum on her breath.

And not just once, but for days on end, until you have used up all your cum-cubes. Deliciously humiliating.

It should take you at least two weeks to use up your cum-cubes. If you enjoy the taste of your cum after your cock-sucking training, then you may find your first, frozen cum-cube thrilling, but two weeks later you will be wishing you never started this. But you must do it, because this is the cost of your sexual release from now on.

Your Eighteenth Sissy Assignment

Have you enjoyed your month in stockings? Not nearly so thrilling when you wear them every day, are they? Hopefully, you're now cured of your fascination for them and are longing for pantyhose.

You may have been wondering why you had to save a brand new pair of stockings. Get them out now. You also need a condom and two clothespins (clothes' pegs) and an (empty) ice cube tray. Strip naked. Naked except for your jewelry, perfume, nail polish and full, heavy make up, of course. And your biggest butt-plug.

Masturbate until your boy-clit is hard. You may want to suck your trusty dildo if you need inspiration. You know how horny that makes you feel. Put your condom on. Now bunch up one of the stockings and put this over your boy-clit, like a large, nylon condom. Pull it right down over your sissy balls. Twist the stocking behind your sissy balls and pass the bunched nylon back over your balls. Twist again and pass this, much tighter, pocket of nylon back over your balls. You now have your boy-clit covered in latex and nylon and three layers of nylon compressing your sissy balls.

Does it feel good? Is it tight?

Masturbate slowly. Tease yourself. Do not cum. Attach the clothespins to each of your nipples. Feel them bite into your tender flesh. Have you ever experienced a sensation like that?

Do not cum. Now put your bra on and fill the cups. The extra pressure on your nipples will heighten the sensation. Now choose your silkiest pair of panties and a pair of slippery, high-lycra pantyhose. Your boy-clit and sissy balls are very prominent, aren't they, slut? Choose a blouse and a pair of slacks and put your sandals on. You may not hide behind an overcoat or sweater.

It's time for a walk, just round the block will do. You should look quite passable, apart from that prominent bulge in your slacks. If the weather is cool, your nipples will be rock hard, making those clothespins bite even harder. When you get back home, suck your dildo while you pull on your tightly constrained sissy balls through your clothes.

Now you may cum, the release you've been dying for.

But when you have spent your disgusting sissy mess you will carefully remove your condom, collecting as much cum as possible from your boy-clit, then pour your cum into the ice cube tray and put it in the freezer.

Repeat this exact ritual every day until your cube tray is full.

You already dread your next assignment, don't you, sissy cum-slut?

Your Seventeenth Sissy Assignment

You have been deprived of a lingerie experience, haven't you, sissy slut?

Now you are very, very well used to pantyhose, you're going to have a change.

Stockings.

You may have worn them before you started these assignments, after all most men are fascinated by them, even though most women don't wear them. But you're not a man or a woman, so you're going to wear them 24 hours a day for the next month.

But you have to earn them.

And you have to buy them. For your shopping trip, you will wear; your largest butt-plug, your cock tucked in your tightest panties with a pantyliner, an unfilled bra, a white blouse, black pantyhose, ladies' slacks, court shoes, red nail polish, all your jewelry, no make up. Take your handbag.

You must dress like this for your trip, or you will not get to wear stockings. And you do so want to, don't you, sissy? To feel the tug of taut nylon on your suspender straps (garter straps, American sissy) as you walk and sit, the stretched strap sliding over your hips as you move, the slightly sagged stocking top rubbing your inner thigh, the teasing femininity of buckles and clips under your hands as they rest in your lap, the visible bulges of lingerie on your thighs.

To experience all of this, you must first humiliate yourself. In your pretty outfit, your new court shoes will look very feminine and make it obvious you are wearing nylons. Your bra will be obvious, as will all your sissy jewelry. But you will be rummaging through racks of stockings with painted nails. That will be deliciously embarrassing. And all with no make up to hide behind. Did you ever think you'd wish for the extra humiliation of make up? Perhaps you did, you naughty little sissy.

Go to your favorite lingerie store, where you buy your bras and panties. Treat yourself to a complete set of matching bra, panties and suspenders. A good tip is to look for metal buckles on your suspender straps, because these grip much better than cheap plastic. As ever, invest in your femininity. Also, look for a belt deeper than just a single hook and eye at the back because these can be uncomfortable and unless you have good, sissy hips, won't stay up as well. You may well learn to your cost how much of a nuisance this is.

You will also buy a Basque, or corset. Buy on bust size, but check for the quality of all the straps and fastenings. There will probably be some matching panties for you to buy, too.

Now go to your hosiery supplier and buy fifteen (yes, 15) pairs of stockings in a variety of styles and shades. You may indulge yourself with lace-tops if you wish. You may buy hold-ups (thigh highs, I believe you Americans say) but you must still wear them with suspenders. This is actually quite a sexy feeling; because the stockings are fixed in position, the suspender straps tense and relax much more when you walk. Don't buy fishnets, don't buy opaque, don't buy multipacks.

You are such a good sissy for wearing such a humiliating outfit for your lingerie shopping. You might think your purchases are their own reward, but no! You will give yourself an even greater reward. Go to a coffee bar and order a drink. Slide the plug in and out your ass with the pressure of your buttocks. Discretely, beneath the table, stroke yourself like a girl, gently, with one of your painted nails. Stroke your aching boy-clit. It probably won't take much to make you cum, will it? It's so long since you've been allowed to cum, isn't it, slut? You're going to explode in your pantyliner. Cum before your drink arrives. Feel the hot semen fill your liner and maybe leak out into your panties. Maybe your shorts will be wet, maybe your pantyhose will be wet below the hem of your shorts as your cum leaks away. Maybe there'll be a little crust on your thighs before you leave. That would be humiliating, wouldn't it?

Wear stockings every day and night for a calendar month. Wear your Basque and your three-piece set on alternate days. Remember, wear your panties over the suspender straps so you can pull your panties down when you sit to pee.

Do not cum, no matter how horny you feel. Save one pair of stockings for a special purpose in your next assignment.