A.I. dentity - Chapter 15

Despite desperately needing sleep, Leslie was too stimulated and paranoid to drift off.  Yet the urge to sleep was so strong.  The woman’s hands touching his hair and neck made for both a relaxing but also overstimulating cocktail of conflict.

Between his own brain, the worry that his A.I. Mistress might speak to the woman directly about him, and the pretty woman’s constant gentle touch to his scalp and neck, his whole body felt ready to explode.

The mouth-watering aroused denial between his legs was making everything heightened and somehow scarier. He did not want to open his eyes. Her touch felt so good.

The darkness let his imaginative fears run wild, though.  Opening his eyes was worse.  Awkwardly, he watched the woman dashing around him, snipping, pulling, combing, and talking.  He felt so uncomfortable.  Haircuts always made him uncomfortably awkward, but this one…

…dressed in female exercise clothes…

…wearing a chastity cage that would be visible through his leggings, were it not for the plastic sheet wrapped around him…

…the sheer attractiveness of the hairdresser…

…the worry of the A.I. voice intruding at any moment…

…it was all so worryingly awkward.

It was much easier to close his eyes than deal with interpersonal contact.  Yet in the darkness, the ache in his cage constantly drew focus, the wetness squirting out of him in tired, helpless spurts.

He shivered as the scissors snipped near his head, his imagination running wild with what was happening.  She wasn’t just cutting his hair.  She was styling it.  He knew this, and yet…

…oh god, how do I stop this?

The thought lingered in the dark, and his eyes popped open, his brain trying to formulate words to stop the woman from going further with the feminine hairstyle developing on his head.

Her delicate fingers danced effortlessly through his hair, and she smiled at him as his eyes met hers.  He slammed them shut again, feeling the blush of embarrassment.

“You have great hair.  Just wait until you see this.  You are going to love it.”

He shivered again, his imagination trying to create a feminine hairstyle for his face. He could not quite imagine it. The somewhat sweet smell of the water she was spraying into his hair, combined with her touch, was letting his mind relax, and despite his body being about as tense as it had ever been, he felt himself fall into a daydream.

The beautiful woman was having her hair styled for a date. He was dressed in a little black dress, skin-tight and sexy as hell. The doorbell rang, and he scampered happily towards the door in his heels, opening it to see…

The hair dryer's sound woke him from the daydream, and his eyes popped open. The warm air hit his neck and scalp, causing him to shiver and squirt yet again into his panties. It was disorienting, his dream merging with the reality of actually being dressed as a female and having his hair styled. He closed his eyes again, fearing he would explode from the heat, flushing his cheeks red.

“...which will make it easier to get the color you requested…”

He had tuned out what she was saying in the dark, but the scent of a chemical cocktail filling the air and the running water from his sink alarmed him enough to tune back in. The running water made him uncomfortably aware that not only was he aching inside of his cage, but his bladder was beginning to betray him.

“Your kitchen is so clean.  I wish I could keep mine looking like this.”

His eyes darted to the kitchen, his hair falling into his eyes in long strands.

“Thank you, I…”

Seeing her in his kitchen and working at the sink caused a weird disassociation, combined with the odd feeling of his hair feeling different as it framed either side of his face.

“...and I see you like online shopping as much as I do.”

Her head nodded towards the unopened pile of new feminine accessories still lined on the counter. Leslie wanted to die of embarrassment. The pile was significantly smaller than last night, but there was still a considerable collection of makeup, clothing, and accessories on the counter—all of it feminine…

…and mine…

He wanted to cry from embarrassment.  He had never in his life felt this level of mortification.

Her gracious and almost pushy acceptance of it somehow made it worse.

“I see you got the Charlotte Tilbury; that’s so awesome.  It will look great on you.  What shade did you get?  Pillowtalk gets all the attention, but with your complexion, you should try Penelope Pink.”

Leslie had no clue what she was even talking about.  Only nodding with a soft ‘yeh’.

The voice cutting through the room startled him so much that he almost peed.

Added Charlotte Tilbury ‘Penelope Pink’ to your next order.

His eyes widened. What had just been ordered by the crazy machine? Alarmed, he whirled around to the hairstylist. She giggled at him.

“I love that home assistant of yours.  What’s its name?”

“Um…”

Complete and total fear and alarm surged into every inch of Leslie’s body. So far, the A.I. voice had kept fairly silent around the woman, apart from mentioning the time lock earlier. His complacency shattered instantly as he found himself in a trap he was unaware had even existed.

He was supposed to call it Mistress, but he couldn’t do that—not in front of someone.

What do you call me, Leslie?

The A.I. voice cut through the room and made Ms. Amy chuckle again as she looked back at him expectantly. He had to answer, but if he said…

“I…um…”

Your time lock safe has had an hour added, Leslie. It will now be unlocked in fourteen hours, twenty-four minutes, and eighteen seconds. Failure to answer will result in additional time being added. What do you call me, Leslie?

Leslie’s eyes widened and darted to look at the AI Assistant on the table and then back to the hairstylist's stunned face. Her mouth was in a smiling ‘oh’ shape, a combination of amusement and surprise.

“Well?”

Her eyes were not leaving his.  There was no escape.  It was either say it or be punished further.  His eyes closed slowly, and as if the words had come from somewhere else, he heard them echo through his ears.

“I call her… Mistress.”

Good girl, Leslie.

He dared not open his eyes.  He tried to prepare himself, but he honestly had no idea how the woman would respond.  Would she be disgusted?  Would she leave?  Did he dare hope she would just ignore it and carry on?  He honestly did not know which one he would even prefer at this point.  His whole world was spiralling out of control, and there was nothing to cling to.

The silence was deafening and seemed to last an eternity.

“Hey, no judgment,” the hairdresser chuckled, the snicker in her voice undercutting her statement. “I suppose that means you like to be ordered around, then?”

Leslie wanted to crawl into a hole and die.  Her laughing tone made him feel about two feet tall and made the chastity cage locked onto him uncomfortably full and noticeable.  He hated that the mortification had such an arousing effect on him while still feeling soul-crushing.

“Well, I mean…”

“I get it. Like I said, no judgment. I think it’s kind of cute, really.”

“Cute?”

“Yeah, you like being told what to do. It’s cute. I never would have thought you could use your computer that way.”

The foul smell of the chemicals in the room tickled his brain, but the thought was interrupted by her pulling on the sterile gloves.

“But don’t you worry…once we are done with you, you will look so cute and adorable that people will line up to order you around.”

All the liquid in his body seemed to gather and push out through the cage into his panties.

Oh god, this is so humiliating.  This just needs to end as soon as….

Looking over at the pretty woman, his eyes widened at the cup full of chemicals she stirred with a stick.  His mind tried to make sense of what was happening.  Why would she need chemicals for a haircut unless…

“So… what does your… Mistress… have locked in the time safe?”

Her voice staggered as if she was picking her words carefully, even as she meticulously poured the stinky chemical from the bottle into a plastic cup..

For Leslie, all thoughts of what she was doing went out the window, and his brain shut down.

Did she just ask that?  This can’t really be happening to me…

“Um. It-uh…”

Her laugh made him feel smaller than he ever had in his life.

“You don’t have to tell me silly.  I’m just curious.  What’s in the safe?”

The safe contains a key to this apartment, a key to a car, and…

“No.  No, no, no…” Leslie tried desperately to stop the voice from speaking.

…a key to his Vice-Mini2 Chastity Cage.

“...ohgod…”

His whole body shrivelled into the tiniest form it could take.

She knows.  Oh God.  She knows about my chastity cage.  She’s going to think I’m a disgusting pervert… oh God.  She’s not saying anything.  Why is she not saying anything?  Oh God.  I hope she doesn’t say anything.  Just ignore it and pretend it didn’t happen…

“Oh.”  Her voice was strange, as if she, too, was trying to process what happened next.

He could not look at her.  He could not breathe.

She moved to the counter, setting down the cup full of ammonia-smelling mixture.

“Well… I guess… I guess I don’t have to worry about being alone with you in your apartment, do I?”

Her awkward laugh defused some of the tension while making him feel incredibly small.  The silence was overwhelming.

“Heh… yeah…” he heard himself say, shifting in his seat uncomfortably aware of the chastity cage locking him away.

“Not that you seem like much of a threat.  Speaking of, I need to check in with my store manager.”

Her hands were already tapping on her phone.  He cringed the longer she tapped.  The message seemed extra long.

Is she telling someone about me?  About the chastity cage.  Oh god…

She was smiling slightly as she tapped on her phone, her fingers flying with word after word.

Relief filled him as she put the phone on the counter and returned to him.  As embarrassing as the whole situation was, she had not fled the apartment.  She had not slapped him or shouted at him for being a pervert.  While she was not chatting away a storm like earlier, she had not reacted negatively.

He sat in awkward silence as she began taking strands of his hair and applying the foul-smelling liquid with a tiny applicator. Lost in the awkwardness, what was happening suddenly occurred to him.

She’s dying my hair!  What the fuck is she…

The sound of her clearing her throat brought back the awkwardness.  His mental focus shifted fully onto the cage between his legs and the fact that this woman knew he was wearing it.

Small sections of his hair were slowly painted with the chemical. He wanted desperately to ask what she was doing and what the end result would be, but his embarrassment had swallowed him whole. Instead, he sat there, the awkward silence stretching from moments… to minutes… to what felt like an eternity.

She cleared her throat again.

“We’ll need to let that sit for another thirty minutes. Try to sit still.”

His eyes watered from the chemical smell, but he nodded.  Then he realised he had nodded, which was moving instead of sitting still.

A timer has been set for thirty minutes.  Say, “Thank you”, Leslie.

Leslie prayed for the earth to swallow him and end this feeling of total humiliation.

“...thank you…”

Good girl.

He shivered, wishing this whole horrid experience would just end. His eyes tried to catch the woman’s expression, but the woman’s face was hard to read. She no longer wore the courteous customer-service smile. Instead, her expression was neutral, if not…

…pensive?

She was studying him, almost like he was an alien creature.

“We can do your lip treatment while we wait for this step. It will take me a minute to get everything prepped, so just relax.”

“Lip treatment?”

The words left his mouth involuntarily as he sat straight up.  Little drops of liquid dripped down onto the plastic sheet wrapped around him.

“Sit still. You do not want that stuff getting on your floor!”

He bit his cheek, feeling even more trapped and caught, both by the inability to move but also by her tone.  The plastic sheet and wet hair felt like full-on bondage, keeping him from moving… from escaping, and the way she had ordered him to sit still, her voice commanding and in charge.

His cage ached.

“So I have all your paperwork, just to confirm… you are not allergic to anything?”

“Allergic, what does that…”

You have been instructed to sit still, Leslie. Do not fidget.   An hour has been added to your time lock safe, Leslie. It will now be unlocked in fourteen hours, fifty-four minutes, and ten seconds.

“But…”

The woman’s stifled laugh cut his objection short.  The flames on his cheeks burned somehow redder, something that he thought could not have been possible.

“I should make all of my clients get one of these digital Mistresses.  I have some Karens that could use some punishment.”

Leslie looked at her wide-eyed.  He dared not move, but there was a definite smirk on her face.  The A.I. had just scolded and punished him for disobeying her, not for disobeying the A.I. Mistress, but for disobeying this woman styling his hair.

He so desperately wanted it all to end.

He so desperately needed to cum.

He wished that the two feelings were not in so much conflict with each other.

“Allergies?”

Leslie started to shake his head but caught himself.

“No, Ma’am.”

“Ma’am?”  Her voice sounded like he had just insulted her to the core.  “Oh Jeez, please tell me I’m not a Ma’am already.  You can call me Amy.”

He nibbled his lip, so focused on not moving even a muscle.

“Good. No allergies.”  She was back on her phone, tapping.  He could feel it was about him.  What was she saying?  He would do just about anything to see what she was texting.  Her phone dinged once… twice… and a third time, even while typing her text, obviously in the same text chain she was in.

A smile lit her face for a second as she read a response, her eyes glancing towards him and then back to her phone as she typed back.  There was a whoosh of a text being sent, and then a series of taps and swipes flickered across her phone.

What did she say?  Why is she smiling like that?

“It looks like all of your paperwork is digitally signed, so we should be good to go.”

She was pulling on a new set of medical gloves.  Leslie did not like any of this.  He did not know what was happening.  He was ordered not to move while chemicals soaked into his hair, and she was getting ready to do something to his lips.  He had to stop this.  He had to get back control somehow.

He was just so fucking aroused.

It was making him feel so submissive and helpless.

His tired, over-stimulated brain grasped for anything he could say or do.  He did not want the woman talking about him to others any more than she already was.  He did not want the time-safe to get more time on it.  The sooner he could get out of the chastity cage, the sooner he could relieve the sexual submissive cloud fucking with his ability to make a plan.

He almost screamed as he suddenly felt her fingers poking at his face.  She had walked behind him, and he had not expected her touch to his lips.

Sit still and be a good girl, Leslie.  An hour has been added to your time lock safe. It will now be unlocked in fifteen hours, fifty-two minutes, and forty-seven seconds.

“Oh.” Her voice was startled as well.  “Sorry.  I should have warned you.  I thought you were ready.”

His helpless eyes looked at her.  Another hour.  He had to get this chastity cage off.  He had to get back control.  He had to…

“I do like that assistant of yours though.”

His lips were tingling where she had touched them.

“Now, don’t lick your lips unless you want your tongue to numb too. Understand?”

“Yes, Ma…” He caught himself almost saying “Ma’am” and tried to correct himself.

“Yes, Miss Amy.”

She chuckled, cocking her head to the side as she looked at him.

“Miss Amy.  I like that. So cute.”

Her gloved finger touched his lips again.  Unable to move, he sat as still as he could.

She was not just touching his lips; she was rubbing them with some kind of cream. Now, they were more than just tingling. They felt numb and heavy.

“OK, I recommend you close your eyes for this part.  Remember.  Hold as still as you can.”

His eyes slammed shut, not only from the order she had given him but also from the horror that flooded his brain when he saw the object she held in her hand.