Part 13
“Billie, dear. You know there is only one place this can go, at least for today. Now put your hands behind your back.”
Bill hesitates, still wanting to hide and trying to figure a way to escape this.
“I mean now—do it! And I’m not going to tell you again.”
He reluctantly complies.
“But Tracy … .”
The wrist cuffs click. She’s got him!
A thrilling wave of arousal rises up within her. What a rush! “God, I’ve missed this!” she thinks.
To say that this makes Bill feel uneasy is an understatement. Tracy decides to play the part. It may help him think twice before dressing up like a girl again. Though, she does admit that he looks, in that outfit, quite the part. Perfect, in fact. His ass looks delectable in those panties.
This will be fun!
“Um, Tracy, we need to talk, this is some kind of misunderstanding!”
Almost instinctively, she takes control—
“No, Billie, I don’t think we do. Everything is quite clear. And I do believe that you’ve forgotten your etiquette. Sissy girls only speak when spoken to. And, when you do speak, I expect to hear a ‘Mistress’ or ‘ma’am’ before and after your sentences. Understood?”
“Yes ma’am. But ….””
“I’m sorry?”
“Ma’am. Yes, ma’am.”
“Much better. Good girl. Now where were we? Oh yes.”
“I must say this is quite a familiar scene for this room. But the tables do seem to be turned, don’t they?”
“Yes ma’am.”
She returns an expectant piercing stare, raising one eyebrow. He corrects himself—
“I mean, ‘Ma’am. Yes, ma’am’.”
Looking, very intensely, into his eyes and touching his cheek—”I will let that go for now. But know that you will soon learn to show proper respect (looking around the room). I dare say we have many ‘training aids’ at our disposal here.”
Bill swallows hard. Dread sets in.
Tracy steps back to survey the scene.
“Let’s see, what’s missing?”
“Of course, cuffs and collar, and the binding chains.”
It takes all of 30 seconds for Bill to be collared, leg cuffed and chained to the floor as she had been just three mornings before. “Mercilessly quick indeed,” she thinks as she smiles to herself.
Bill is now seriously wondering what he has gotten himself into. But how does he really feel about this? His dick betrays him.
Tracy spies his erection and takes hold of it through the panties. She squeezes it less than gently.
“We do need to do something about your nasty little thing here.” But what? Her male chastity toys were still packed away.. She looks around—and picking up a leather lace—“This will do just fine.”
She pulls his panties down, and binds him tightly down below—separating his balls and crisscrossing his penis, and ties it all up with a neat bow. She pulls the panties back up.
“There. That will do!”
“Most sissies don’t mind this at first, but as time passes the constriction does tend to get painfully difficult. But it’s not like you have a choice in the matter.”
She continues about her work.
“I do remember that you were particularly interested in nipples, weights and clamps, weren’t you? Well, isn’t that a coincidence? So am I!”
“Tracy, no, please?”
She starts to slap his face, but her hand stops just short.
“I’m sorry, young lady, you must not have understood—or you have already forgotten your manners. Either way, we don’t speak to our Mistress like that..”
She looks through her gear.
“I do believe that a gag might just help with your memory.” (Picking up a leather tongue-gag harness.)
“Tracy, no ….”
But it’s too late.
This is her favorite gag. One of her ‘special’ toys. The gag part actually inserts into the mouth more deeply than most, and holds the back of the tongue down very effectively. If a sub fights the gag too much it causes the sub to retch. The subs learn not to fight it very quickly. Such a simple yet devious little thing! She is so glad that “friend” of hers didn’t pick this one to use on her!
Bill is not so lucky.
She tightens the straps. Bill tries to move his tongue, but cannot. He feels like his mouth is being violated—he wants out! But his cock throbs.
“Now there, where was I before being so rudely interrupted?”
She picks up a pair of Japanese clover clamps.
“We’ll start with these.”
She lowers his dress, and places one behind each nipple.
“And I think these were the weights. Yes.” She clips one on each side, and pulls the top of the dress back up. She cups his breasts. He winces.
“That’s a good beginning.”
Bill is now more or less just as restrained as Tracy had been on Friday morning. She decides to twist the knife a little.
“Sissy Billie, should I be offended at your effort here? What kind of sissy doesn’t put on makeup when presenting herself to her mistress? Only a disrespectful one, I think. And those hairy legs and your other body hair? I mean, armpit hair, really? And those panties are soiled. I do smell perfume, though, but is it yours? What am I to think?”
“You do understand that this errant behavior will eventually, through proper training, be corrected.”
“Oh shit!” thinks Bill.
Bill, unable to speak, and completely off balance, has no choice but to nod that he understands. He worries that this may be the way it’s going to be from now on.
“I am going to change into something more ‘appropriate,’ so I am going to leave you for a bit.” She picks up the blindfold from the other day, and slides it over his eyes.
“I’ll be back.”
And smiling—
“Oh, and don’t go anywhere!”
She leaves the room.
Part 14
Bill waits for what seems like an eternity while Tracy changes, the nipple weights swaying with every movement. In the bedroom, Tracy is debating what to wear. Her rubber clothes are in storage—but for that she would know the perfect outfit. “Maybe next time, if there is a next time,” she thinks.
She throbs between the legs.
Tracy settles on full domme leather. This is in essence a free pass back to her prior life, so why not go all out? Leather over-bust corset with suspender straps. Black opaque stockings under black thigh-high lace-up high-heeled boots. Black elbow-length kidskin gloves, and her favorite black leather policeman’s cap. And she knows exactly what makeup to wear—complete with blood red lipstick. She pulls her hair back in a severe bun.
She struggles over the choice of a panty. Should she deny him the view of her ass and sex, or go without? Since they’re lovers, going without might be appropriate. But today, she is a dominatrix, and he is a submissive, and a sissy submissive at that, so her sex should be covered. She decides on a black thong. It can always be pulled down, if needed, and she’ll still be able to use her ass to tempt him. A very good choice.
Bill waits in silence and takes stock of the situation. Tracy is a real dominatrix, not a pretend one. She is doing this by her own volition, not just to play out a perverse fantasy he imagined and forced upon her. She will be good at this. Very good. She will be playing her game, not his. And he is bound and helpless.
The quiet is broken by the clicking of heels on the parquet floor of the hallway. Bill shivers at the sound. The clicking turns to quiet as she reaches the carpeted floor of the playroom. She selects her favorite crop, nicely whippy, from among the gear.
“Still here, I see.””
She takes off Bill’s blindfold.
She looks amazing! The epitome of sex—a dark forbidden type of sex. As his member reacts he starts to feel the longer-term effects of the lace by which it is bound. Only mildly painful now, but the frustrated arousal is increasing in intensity.
She circles him, holding the crop rather menacingly, occasionally striking out at an unprotected piece of flesh.
“Shall we begin?”
Tracy is of two minds here. She would very much like to flex her sexual muscle and make Bill know exactly how powerful she is, as she would have with any sub. This isn’t just any sub, though. It’s Bill. Her Bill. So this is new territory.
She thinks back to her prior experiences. Bill is only at the beginning of the enticement. Not fully immersed by any measure. The makeup is missing. And all that body hair? Nice on a guy, but unacceptable for a sissy. And chastity? Not even close to being managed. Those would be the next steps, but they wouldn’t happen today. Then, there’s her personal fantasy. After the male is fully immersed in the enticement, then, in her fantasy, the enslavement, to her and to femininity, and all that goes with it, would follow. He would be helpless to resist.
But this is Bill, and probably a one-time thing. So, for today, maybe just enough to make him respect and, maybe a little, fear, her power. At the same time she could have a little fun. After all, he did practically serve himself up to her on a platter.
Most importantly, it must come across as real.
Tracy takes Bill through his paces. She tries a few things she had thought about but never tried before, but always wanted to, and likes their effects. And she uses every opportunity to verbally shape their interactions—mind fucking him. Ninety percent of the domination is mental—much more effective than the pain and restraint. But, for the most part, she holds back.
Tracy laughed to herself at having caught him like this—a classic scene right out of transgender fiction, except even better. She probably should have expected that the uniform would be irresistible to him, and his putting it on maybe should have been expected. But she doesn’t let on.
Her favorite part of their “session” was toward the end when she decided to let him experience a proper hogtie. His effort in this regard, his method, which had been visited upon her, actually had some merit to it. He had worked that out all by himself. My, he has a perverted little mind! But she was going to do it better. Much better! She placed his arms in a leather monoglove—held on by straps across his shoulders, and bound him at the ankles. The monoglove was loosely tied, at first.
She made him lie on his stomach, which focused all of his weight on his tied up cock and balls—-the discomfort there having gone well beyond subtle. Using a leather strap, she drew his ankles to the ring at the end of the glove. And she blindfolded him.
She then sat and watched.
His cock and balls, on which most of his weight was focused, hurt desperately. He found himself trying to reposition his arms and legs—trying to ease the stiffness and discomfort, finding only minimal relief. And he felt every movement between his legs.
She picks her time.
She tightens the laces on the glove, fully immobilizing his arms. Next, she loops belts just above his elbows and knees, and cinches them tight. Finally, she tightens the belt connecting the glove to his ankles, taking out all of the slack. Bill’s weight is even more focused on his bound genitals.
She sits again.
She knows that the hogtie will soon begin getting quite severe, so she starts with the final act—
“If you could tell me, and I know you would, if you could, what kind of sissy sticks her fingers up her mistress’s ass without permission? I will tell you—a very very naughty sissy. And who penetrated my ass with her fingers the other day, without permission? I will tell you. You did. So what does that make you? A very very naughty sissy. And what happens to very very naughty sissies? They get punished, of course.”
At this.Bill vigorously shakes his head “No,” as if this isn’t punishment enough.
“Mistress is going to be kind to her sissy, this time. Does sissy remember the ‘Golden Rule’? Well, I am going to do unto you what you did unto me! With one small difference, though. When it comes to punishing a submissive by violating their ass, I know exactly what I am doing. And you WILL know that you have been violated!”
Tracy had already decided to let Bill’s ass off easy, but she had to appear to follow through on her threat. So she stretched and penetrated with her fingers, and used only a small dildo to take his girlhood. Her objective was not to inflict pain, but shame and humiliation. And when he started meeting the thrusts of the dildo in his ass, she knew she had him. And she did. And she let him know it.
But his ass looked so delicious, she just couldn’t resist taking it just a little farther. She released his legs from their bindings, brought him to his feet and clipped a leash to his collar, and led the blindfolded Bill into another room. He quickly found himself bound face down over the back of a chair.
“Don’t move, darling!”
She returns to her gear, and selects her strap-on harness and a dildo. The dildo is her very prized dildo. Not just because of its girth and length, on the penetrating end, but because of what’s on her end. The part that’s inside of the holding ring features a short, textured and graduated plug designed to penetrate the wearer’s vagina,, together with a nubbly grope-suit like pad that encircles and envelopes the wearer’s clitoris and labia. Tracy hadn’t used it in years, but if ever there was a time to return it to service this was it. Because if it’s size, Bill might find it a little unpleasant (well, maybe a lot unpleasant), but it would be worth it!
She finds a bottle of lube, then steps into, and adjusts, the harness.
Just wearing it feels amazing.
She returns to Bill.
Bill’s ass had already been somewhat prepared, but he wasn’t ready for the slippery tip of Tracy’s cock at his partially stretched opening when she started to slide it between his cheeks.
“Umph, nggg, umph, nnnnnn … .”.
“Shush, my sweet, this is for me!”
It is painful upon penetration, and she eases it in, bit by bit. Once it is fully in, she gives him a few moments to relax. Then she starts with the movement—in and out—gently at first. Then building a rhythm. Her first orgasm comes shortly after starting, but because of the design of the implement she only goes down a little from the first peak. The stronger, second orgasm, soon follows. Again, she only goes down a little before rising to the peak of an even stronger orgasm. She loses count of how many times this pattern repeats, and eventually, as she feels Bill orgasming and spasming from the stimulation, she climaxes with the most earth-shattering and mind-blowing orgasm she has ever experienced.
Part 15
After Bill has been released, which cost him many worshipping kisses on Tracy’s boots and ass, and they have recovered from their exertions, they take a long hot shower together, followed by a nap in the bed. They tenderly hold each other until it is time for Bill to get ready to go.
Tracy is driving Bill to the airport, and on their way, they talk about when they are going to next get together and what they are going to do, all as if nothing had changed.
Bill had gotten his fill of the sissy thing, at least for now. As soon as he had climaxed, shame and guilt set in and he had been eager to take off the sissy clothes and scrub all evidence of it from his body. And other than a tenderness in his backside all evidence was gone after the shower.
Tracy welcomed the shower as well. She had never been so completely sexually satisfied in her life. But for her, the last orgasm had awakened an old appetite. She felt the first indication of this as she was driving home from the airport replaying the session, thinking how cute Bill looked in that outfit and how helpless and submissive he had been. She had to change into a dry panty before bed.
Their relationship continued, and grew stronger. Different places, some far off, and new shared experiences. But not back to her city and her apartment. They never talked about what had happened over the birthday weekend—neither had felt the need to. Bill had again sworn off the sissy thing. Tracy had sworn off being dominant to Bill. But the dominatrix in her had been awakened, and was stronger and more present than ever.
She had never fully disassociated herself from the scene, and in her city the scene, almost exclusively underground, flourished. She slowly drifted back to it—even did a session or two.
Word of her coming out of retirement quickly spread and soon she was very much in demand—doing a couple of paying sessions a week in a rented play space. She didn’t need the money, and only took it out of a belief that it in some way humiliated, and contributed towards the degradation of, her subjects. But now, it was different than before. She did to and with them what she pleased, and not what they would have asked for. If they didn’t like it, there were others who would.
Her girlfriend welcomed her return, and together they bounced thoughts about their craft off each other. Tracy hadn’t forgotten or forgiven her for the “finishing touches” she had made when the girl was helping her prepare for Bill’s birthday, but had decided to let it go. At least until … .
Through someone else in the scene Tracy found out that her girlfriend had been bragging to others about what she had done to the always dominant Tracy, and that Tracy had bottomed to Bill. Tracy found this to be a betrayal of their friendship, a violation of some unwritten code, and intolerably disrespectful. Something had to be done.
Tracy decided that she would seduce the girl into a very public, at least within the scene, and humiliating, submission. The girl would learn respect. And the girl would become Tracy’s very personal submissive.
Tracy’s first move was to come on to the girl, to get her into bed, with Tracy the aggressor. After they had slept together several times, Tracy offered to do a session with the girl, with Tracy the dominant. The girl accepted. The girl offered to reciprocate, but Tracy firmly refused. And a second session followed, with Tracy clearly taking the upper hand. And so it went.
It didn’t take Tracy long to fully bring her once domme girlfriend to heel. The girl was easy. Tracy knew she could have her that day when they were unpacking toys in the playroom. The look in her eyes said it all.
“Candi-Floss,” as Tracy had nicknamed her, was now the epitome of the character from the old Albion comics. Extremely big breasted, courtesy of enhancement surgery “suggested” by Tracy, she was required to dress at all times in Tracy’s presence, unless Tracy otherwise directed, in a short white full-collared dress and matching panties, with a light blue or pink bow tie, sash and stockings. And always a wide-brimmed hat, with a matching ribbon, and high heels. For fun, and to further repay the girl for her betrayal, Tracy had a tramp stamp that read “Pusscakes” tattooed in script across the small of the girl’s back.
The girl was of course pierced in Tracy’s preferred fashion. Ears, tongue (Tracy’s favorite tongue ball), septum, nipples, and belly button. The girl’s labia and clitoris had also been pierced to support a permanent chastity shield. Only her ass could be penetrated, but Tracy made it more than clear that the girl’s ass could only be used by Tracy or with Tracy’s permission.
But when it came to the girl, that was not what Tracy was most proud of. From Tracy’s careful and methodical training, prolonged sexual denial and a not insignificant amount of hypnosis therapy, the girl had been turned into a ravenous slut. So much so that Tracy had to find her employment at a nearby gentlemen’s club, as an outlet, at which she administered, between dances, countless handjobs and blowjobs to the very appreciative clientele.
And she was always eager to pleasure Tracy.
The girl, when she wasn’t working at the club, now assisted Tracy when Tracy did sessions—the sessions now being held at the girl’s former play space—now Tracy’s “studio.” For the sessions, Tracy made the girl trade her white dress and panties for black, her stockings and shoes were black, and the ribbons and accents were all red. They looked quite the pair.
Bill was unaware of any of this.