u/chastesingle

(So, what if Chris didn’t go to the School after that ad played, let’s find out)

“…. Come to the School today.” The ad concluded on the screen. An older lady in a jacket sitting near me shakes her head.

“She’s nothing but a scam. That school ruins lives.” The older woman turns to face me, i spot a leather bracelet on her wrist. “Aren’t you a cutie.”

“Oh… thanks. My name is Chris. Nice to meet you…” i was hesitant at first but loosened up when she reached out to hold my hand, squeezing it gently.

“My name is Miss Yvonne. Are you alright? You seem a little stressed.”

I take a second before telling this total stranger everything that had been going on, from my mother dying, to being evicted, to being jobless.

“I feel like I’m out of options. I’m sorry, i should have asked.” I try to pull my hand back. “I just…”

“I get it, hon.” Her saying that in a comforting tone put me more at ease. “I…. Might have a job lined up. Comes with housing and food.”

“That sounds perfect.” I seemed a little too eager. “Wait, what’s the catch?”

“You would be a servant in some capacity. But you would be joining a loving family.” She thinks for a moment. “Do you have a safe place to sleep tonight?”

“No ma’am. The shelter has turned me away multiple times.” I put on a small insincere smile. My hoodie is slightly dirty.

“Please consider.” Yvonne says in a caretaking voice.

“O- okay.” We sit there finishing their coffee, i lift his head to meet her gaze. “I’d like to take you up on the job.”

“Wonderful.” She finishes her drink and stands, messing with her phone. I grab my backpack with what little I have inside and stand to join her. “Care to join me?”

“Uh… sure.” Following behind her, she leads me to a nice newer car, opening the door for me. “Where are we going?”

“We’re going to my salon.” Yvonne answers me after closing the door and getting in on her side. “It’s right down the road, it’s in town. And it’s open for the day. We can talk, get to know each other,”

“Oh, That makes sense.” I laugh a little. “I thought it was for a haircut.”

“Only if you want one. On the house of course.” She smiles towards me. “I would love to give that hair some TLC.”

I think about that for a little bit. Staying quiet until we pull up to her shop. I head into the shop before Yvonne does.

“Welcome in to Madame Yvonne’s Grooming Paradise. Do you have an appointment?” The woman in a collar asks from behind the counter. She looks up and meets my gaze.

“No, i was told to come in here, I’m meeting with Miss Yvonne for a chat,” i say as Yvonne walks in removing her jacket. I look back and see her revealing her corset, shiny black leggings and flat shoes.

“He’s with me Kiko.” Yvonne answers for me. “Private chair number 3. Also possibly a new member.”

“Yes ma’am. Your next appointment is in two hours.”

“Thank you. Follow me Chris.” She less suggests and more commands. Humming as she leads me back to her chair, sitting me down and spinning me so I’m looking at the mirror, draping me with a cape as she starts to play with my hair. “So… have you thought it over? You need to be absolutely certain.”

“Well yeah… it’s either this or homelessness. Right?” I look at her through my shaggy hair. “I want the job.”

“Okay sweetheart. I’ll get paperwork sorted for you.” She playfully tussles my hair. “Now, let’s fix up this mess.”

She leads me over to the hair wash station and starts the water, testing it to make sure it won’t be too hot for me.

“Dirty hair makes for dirty subs.” She states simply.

“Brilliantly put.”

She leans over and starts washing my hair. Her breasts are almost in my face. i let out an involuntary moan and then go to cover my mouth.

“Aww, does someone like their hair being played with?”

I try to look away but can’t. I see just a glimpse of her seductively smiling. I admittedly started to get hard and can’t hide it.

“I’m so sorry.”

“Its fine sweetie, you’re not the first I’ve had get hard when I’m working my magic.” She smiles, rinsing out the shampoo from my hair. “I’m nothing but thorough.”

I start to say something but before i can get the words out i feel the slight scratching sensation of her nails massaging the conditioner onto my scalp has me letting out a moan of relief.

“Such a good boy.” She purrs out as she rinses out my hair. “All nice and clean.”

“Thank you miss Yvonne.”

“My pleasure, but my work is only half done.” She starts to towel dry my hair slightly. “Follow.”

“What happens when this is over?” Following her and sitting down in her chair.

“When what’s over?” She starts to cut and trim my hair.

“The haircut. Am i to wait outside?”

“Why would you?”

“I… don’t know.”

“Kiko’s sister is bringing paperwork for us to go over.” She makes eye contact with mine. “That is, if you’re accepting my offer.”

“I am ma’am.” Looking into her eyes. “I graciously accept.”

“Good. I have a few plain collars in my office, but we can shop around too.” She smiles, finishing up my haircut. When she turns me around I get a good look at my hair, it’s short, respectable, a new style. “So. What do you think, Honey?”

“I love it.”

“Of course you do.” She kisses my forehead as the front door chime goes off. She looks at the clock. “Crap, my 3 is here early. Listen, I have a couch in my office. Feel free to nap okay?”

Heading back and laying on the couch, i quickly start to fall asleep. Yvonne knocks on the door gently, waking me up.

“Chris? Wake up hon.”

I sit up slowly, reaching up to put my hand into my shaggy hair but I’m surprised when it feels well taken care of for the first time.

“Where…. Yvonne?”

“Miss Yvonne. Sit up straight.” I sit up as she walks behind her desk. “Contract time.”

In front of me was a small packet of paper going over terms: being free use, living in her home, having on hours and off hours, all perfectly fine conditions, until i get to the last one, a chastity device and a collar.

“I gotta get locked up?”

“In two senses of the word. You will be taken care of, Chris.”

“I know, i just-“ i start to think it over. “I would be owned. By you.”

“Myself and my husband. Possibly my daughter. I believe she’s around your age.”

“That doesn’t sound too bad.” I admit, signing.

“Perfect.” She’s going through her desk, mumbling about colors before
Pulling out a thin black leather collar with white threading and . “There. Perfect. Step around here for me, and get down on your knees please.”

Walking around the desk and kneeling, I discovered that the space around her desk was cushioned, to which i let out a surprised little noise. The collar goes around my neck and tightens slowly, as if Miss Yvonne is wrapping a present with a bow. I feel a tiny charm sitting just on the bottom of my neck.

“How is that sitting? Not too tight?”

“No ma’am.”

“Good. Stand in the center of the room and present yourself.” She states simply.

I hesitate at first but go to the center of the room and stand there.

“Stand up straight, eyes forward, hands to your side, honey.” She gently guides my body, a nudge here, an adjustment there. She pats my thighs gently. “This is presenting.”

I nod, remembering.

“Okay. Can i see what you’ve got in there? I need you to take off your pants.”

“Okay….” I take my pants off, bending over to get them off. Yvonne walks around to get a better look.

“Not bad. Stand up straight for me?”

I stand up straight, i hear a click. I turn my head towards Yvonne.

“Good Boy.” She smiles and pats me on my back. “We’re just about to lock up for the night.”

“Was that a clicker?”

“Mhmm. It helps with training.”

“Oh….”

“Let’s head home. Ready to go Kiko?”

“Yes ma’am.” Kiko enters the office, her hands neatly placed in front of her. “Shall i message the family regarding our new member?”

“Yes, and make sure Chelsea knows too.”