Neighbors Ch. 19

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Chris meets with Ms. Sutton again.
9.2k words
4.75
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Part 19 of the 29 part series

Updated 11/07/2023
Created 05/07/2021
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betaboy84
betaboy84
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I lay awake feeling Justin's cum oozing around my cock cage, and the obscenely long stretched out condom flopping around in my underwear. I tried not to think of what Amber and Justin were up to next door, but my dick ached painfully as it tried to swell again and again in the small cock cage. Each time I felt Justin's cum in my underwear I was reminded of the fact that he was next door with her right now while I was sleeping alone. I finally drifted off to sleep.

The following morning was a fairly typical workout with Sarah. I stripped and stood on the scale for her, and then she pushed me hard with free weights until I was dripping with sweat and exhausted. She tossed me a towel at the end of the hour and stood watching me as I mopped my face.

"I'm not seeing much muscle mass increase Chris."

I looked over at her. I felt disappointed somehow - as if I had let her down.

"Oh...well it's only been like two weeks or so..." I said.

She shrugged.

"Yeah. Of course. Just...not everyone really has the genetics to put on a lot of mass. Which is completely fine of course" she said hurriedly. "I mean, Amber sort of wanted you to get some muscles but as a trainer I really care more about you being healthy and feeling good about yourself. You might just be one of those guys that gets lean and cut."

I frowned. I didn't want to disappoint Amber but, like my dick size, this wasn't really something I had any control over. Sarah had been pushing me really hard and if this didn't build out my frame I'm not sure what would.

"Ok...well I DO feel way better mistress. Oh, and my runs have started to feel really good" I said.

She smiled and that suddenly made everything all better.

"Awesome."

I tossed my sweaty towel in the bin and gathered my things.

"Remember - we're having coffee with Amber now."

I looked up, surprised. For a moment I had no idea what she was talking about. Then I remembered. Amber and Sarah had decided that they were going to review my performance on a weekly basis, every Tuesday morning after his workout. Luckily I didn't think I had anything scheduled at work until the afternoon.

"Yes mistress...of course. I'll change as fast as I can."

While I changed into my work clothes, Sarah went into the small bathroom and changed into a simple outfit of jeans and a tight t shirt. I admired her fit slender figure and the tumble of her red hair.

"We're meeting her at the same place we had lunch last - remember?" Sarah looked at me and winked. It was where Amber had revealed the nature of their relationship to Sarah, much to my humiliation.

I looked down.

"Yes mistress, I remember."

"Good! You're driving. But first I have a special treat for you."

I took in her beaming smile warily. My "reward" from Amber last night wasn't exactly much of a treat. Then I noticed she had both hands held behind her back and I groaned. I knew what was coming now.

Her smile widened.

"That's right. Check your phone."

I pulled it out of my pocket. I had a request for money from Sarah for one hundred twenty five dollars. The memo said *Maybe for panties. But I think we both know you're getting my socks again.*

"That's right. I went on a really nice twelve mile run last night. I may give you the privilege of tasting my panties I wore on that run. Or I might cram my socks in your mouth instead. Hit send and find out."

I grunted as my cock inexplicably tried to stiffen. It was infuriating. Sarah had me over a barrel with a weird sort of mindfuck and she absolutely knew it. I was positive she would screw me over and stuff the socks in my mouth instead of her panties. The crazy thing was I wasn't even sure if I wanted her panties in my mouth any more than her socks...ok maybe I did, I reflected. But the fact that she would be so mean and unfair and give me the socks every damn time was even hotter. And she knew it. It was like I was Charlie Brown and she was telling me she was going to yank the football away and I still ran and kicked at it as hard as I could before ending up on my ass each and every time.

"Yes mistress Sarah" I sighed and hit send. Her phone chimed immediately.

"Good boy" she said. "Now, close your eyes and open your mouth nice and wide."

I did.

"Hmm..." She said, making it a long drawn out sound. "Which ones should I give you? Hmmm...it really is such a tough choice. And I have absolutely no idea what I'm going to do."

I grunted in pain again as my penis railed against its tight confinement. I reflected that if the spikes were still in I'd be doubled over right now.

"Ok...just completely randomly choosing here..."

I felt fabric being stuffed into my open mouth. I had tasted enough of her used socks to know instantly that's what they were. They forced my jaws wide open and my tongue down and back in my mouth. I couldn't make a sound.

"You can open your eyes now" She said, merrily. I did and saw her literally bouncing in her sneakers in front of me.

"Can you tell what you got?"

I nodded. The sour taste of her sweat and the earthiness of her feet completely overwhelmed me. She held up a pair of bikini cut yellow panties.

"Yep - you got my socks. Again!" She laughed, clearly still relishing the way she could mess with my desire.

She turned and tossed her underwear in the trash. I stared after it for a second and felt my penis pulse yet again in it's cage. Sarah was getting so adept at tormenting me it was scary.

"You're driving. Those socks stay in until we get there. I need some peace and quiet to communicate with some of my other locked boys. And gal I guess"

She locked up and I opened my car door for her, glancing around nervously. It was still early, and even though the gym was in a fairly busy part of the city, it didn't look like anyone was close enough to notice that I had socks sticking out of my partially open mouth. Of course it was impossible to talk, so I just focused on driving. Sarah was on her phone on some sort of messaging app the whole time. In the silence, I grew increasingly apprehensive about what was in store at the restaurant. Despite my best efforts, I knew I had disappointed both Amber and Sarah quite a bit lately. I pulled into a parking space in front of the restaurant. Sarah absently reached out and yanked the socks out of my mouth. I ran my tongue over my dried lips and mouth and ran around the car to open the door for her.

Amber was already sitting at the same table we dined at last time. She was wearing a short mini dress and a crop top that barely covered her large breasts, exposing her belly. As usual, she was drawing surreptitious stares from most of the men in the restaurant, as well as glares from some of the women. She greeted Sarah with a hug and a kiss on the cheek and gave me a friendly hug as we all sat.

"I ordered us coffee - anything else? Want bank to order us some food or something?"

Sarah smiled and shook her head.

"I'm good. I have a client in ninety minutes so we should really get on with this."

Amber raised her eyebrow.

"One of your chastity clients?"

Sarah laughed.

"Yep - it's actually amazing. I'm up to five guys and one woman, not counting Chris here, of course."

Amber chuckled.

"That's incredible - you definitely discovered a niche market. Where do you keep all the keys?"

Sarah reached down into her purse and pulled out a key ring with five keys.

"Of course, I slip the relevant key onto a necklace when I have a training session. I find it provides extra motivation!"

Both women laughed at that. I felt myself blush slightly.

"The woman - Lexie - is giving me her key tomorrow. Pretty excited about that, honestly" Sarah smiled. "It'll be fun to be the boss of a woman for a change. But yeah - business is good!"

Amber shook her head.

"I've created a monster! But I need more details. What are these guys like? How do you do the sessions? Do they all have chastity cages? Are any of them cute?"

Sarah laughed and took a sip of her coffee.

"So many questions! Ok. So all of them found me through my website."

Amber nodded.

"Yeah - I saw it! You look hot. And there's a lot of pictures of bank."

Sarah smiled at me.

"Yes. He was kind enough to do a naked training session while I snapped some pictures." She patted me on the cheek, patronizingly. I felt myself blush at the memory.

"So they found me on the website, and I do an initial consult with them on Skype. Which they pay for, of course."

"Of course" said Amber, as if that were a given.

"And we talk about their fitness goals and how much they can afford to train with me, and then I provide a rough blueprint of how I think we can achieve those goals over time."

"And the money?" Amber asked.

"I charge them double my usual rate, so one hundred fifty an hour to train with me. Not bad, especially since almost all of them are virtual sessions so I don't even need to leave my house."

Amber whistled.

"Yeah, that's pretty good. I wonder if you should be charging more, though. I mean, you're smoking hot, AND a great trainer. Plus there's the kink factor - what you're doing is such a specialized thing."

Sarah considered.

"Yeah, I had thought about that. I might try asking for two or two fifty an hour."

Amber nodded.

"You should. I mean, you got six clients in like a week...you can definitely afford to be more selective. So they're all locked up?"

"Yup. Just like little Chris here."

They both looked at me for a second as I blushed. Amber turned back to Sarah with a wicked grin on her face.

"How long are you gonna keep 'em locked? Just a few weeks, or are they lifers like bank?"

I whimpered. Amber laughed and patted my hand consolingly.

"Well, potentially a lifer. Six months minimum. And who knows if your little dick will even remember how to work after a sentence like that?"

I felt my guts twist in fear. But there was also a dark thrill. As much as I need to cum...or even to feel my cock in my hand again for just a few seconds...the thought of being kept chaste, denied and frustrated just because Amber found it amusing was...mind blowing. And I suspected that she knew that. She took a sip of coffee winking at me knowingly.

"I wonder if it'll be like those prisoners" Sarah cut in, smiling at me. "You know...the ones who spend so much time in the joint that they can't function anymore in society and commit a stupid crime just to go back. Where they feel more at home."

Amber sputtered in her coffee, trying to hold back laughter.

"Ha - that would be amazing! Maybe a fun goal to shoot for, don't you think bank?"

I shuddered.

"Maybe I'll keep you locked up until I'm convinced you'd beg me to put you right back in as soon as I released you...back where you feel where you belong."

Sarah laughed, but shook her head. Suddenly her brow furrowed.

"Six months? Why at least six months?"

Amber blinked for a second.

"Oh my god...I haven't told you yet! He's got his new special cage!"

Sarah slammed her coffee cup down on the table.

"Jesus. You think I would have noticed when he was stripped down in front of me! I must have been pretty distracted thinking about some of my other clients. But why does it have to stay on for six months?"

"At least six months" Amber said. "He got a piercing in the end of his dick, and the cage locks on through that."

Sarah's mouth dropped open. She looked from me to Amber several times.

"I'm happy I still have the power to surprise you...especially since you have a bunch of chastity slaves of your own now."

"God damn..." Sarah said. She looked at me. "Did it...hurt?"

I looked down, remembering the eye-watering pain.

"Yes...but only for like a few seconds."

Sarah digested this.

"And...what, the piercing has to heal before it can be removed?"

Amber nodded.

"Exactly. Erika said it could be six months, but it could also be much longer. We'll go back in six and she'll take a look at it to see how it's doing, and could say it's safe to take off or recommend it stay on longer."

I started in surprise. I didn't know that my length of time locked up actually depended on Erika. Made sense, I suppose.

Sarah motioned to the waiter for a refill on her coffee.

"Well, I don't think any of my chaste crew will be locked for nearly that long. Some of them wanted to be released each week."

Amber shook her head, clearly not impressed.

"Quitters."

Sarah laughed.

"I suppose. Some had releases tied to how much weight they lost, like Lexie. One guy didn't want to be unlocked until he could do ten pull-ups. It sort of varies. I have to keep a lot of files." She shook her head ruefully. "Who knew that being a chastity mistress would involve so much paperwork?"

Amber smiled.

"And do you make them exercise naked or something?"

Sarah grinned back.

"Wouldn't that be interesting? No, actually for the most part, except for the fact that I'm wearing the key to their chastity cage around my neck, it's sort of vanilla. Oh, and also they call me mistress Sarah, of course."

Amber frowned in disappointment.

"And except for maybe one guy, I don't really want to see them naked."

Amber's eyes flashed triumphantly.

"I knew it! You have a hot chastity boy, don't you! Tell me!"

Sarah laughed and waved her hand.

"I mean, yeah I have one client who is really cute. Great smile, nice hair and eyes. And he's really fit. He was a swimmer, like me."

She sighed.

"Unfortunately he doesn't make much, and can only afford to train with me once a week, so I've only seen him once. I wouldn't mind if HE wanted to exercise naked." She grinned and I felt a weird stab of jealousy.

Amber didn't let up. She leaned forward and my eyes widened as her crop top revealed even more cleavage. Her breasts jiggled enticingly as she slapped her hands down on the table.

"Tell me everything about this guy."

Sarah took a sip of her coffee, looking off into the distance to collect her thoughts.

"Well, his name is Zach. I think he's a couple years younger than me, I'd guess maybe twenty three or twenty four. Fresh out of school, entry level job. He's really sweet, very respectful and sort of quiet."

Amber motioned for her to go on.

"In the Skype interview he said he was always interested in chastity, since he found out about it as a teenager. He tried to bring it up with various girlfriends but they all thought he was weird, so he never really did anything with it. After he broke up with his latest girl he spent a lot of time online researching chastity, which is how he came across my site. He said it was sort of a perfect match because he also struggled with staying in the same shape he was in when he was swimming regularly, so he decided to give it a shot."

"Hm. I'm hearing cute, fit, single, and kinky" Amber said. "Sarah, this guy sounds amazing."

Sarah smiled briefly and held out her cup as the waiter poured her a fresh cup.

"How about his cock?" Amber said loudly.

The waiter stiffened in shock and spilled a bit of coffee on the table cloth. He sputtered an apology and dabbed at it with a cloth before retreating, looking at Amber with a nervous expression.

Sarah glared at her friend before laughing.

"You're incorrigible, you know?"

Amber nodded.

"It's my best quality. But seriously. You've seen it?"

Sarah shook her head.

"No, but..."

Amber pounded her hands on the table. Again, I watched her breasts bounce enticingly.

"Tell me!" She commanded.

"I haven't seen it but...well, he didn't have a device yet, so I recommended he get a cage from Dr. Latham."

Amber nodded.

"And...I guess I was curious, so...I asked him to send me his order sheet, you know, just to check that he was getting the right model and everything."

Amber looked confused.

"Ok, but how does that...oh....oh you clever bitch" She said in admiration as she realized what Sarah had done.

"So you saw his measurements."

Sarah nodded.

Amber shook her head.

"You're incredible. Do you know what a game changer this is? Knowing what they're packing before you even meet a guy?"

Sarah laughed.

"I suppose. In a weird way it's sort of...hot, knowing that detail about him when he's never even met me in person. I guess it's sort of like...a power imbalance that's fun."

Amber looked thoughtful for a second.

"I'm sort of serious here. Think of what a game changer that would be. What if guys were required to put that in their profile on every dating app? And have it verified somehow..."

I was watching these women in awe. Every time I think I got a grasp on how they think I was proven wrong. They were both so much more devious and kinky than I thought possible.

Sarah considered for a second.

"Well, it would be weird for the guys...I don't know. Seems like a huge invasion of privacy."

Amber nodded.

"Well, yes, but they would be opting in to that app or program or whatever. But tell me honestly - wouldn't you like to know if a guy was built like little bank here before you wasted time on a few dates with him?"

I felt my cheeks burn with humiliation. Even worse was the fact that neither of the women felt like they needed to rub it in or humiliate me. Amber was simply stating a fact.

"I suppose...yeah I can see what you're saying. It would give a lot more power to the women on the site. At the very least, an additional criteria to screen out unwanted guys."

"Exactly!" Amber said. "It would put women first, and let them make the most informed decision possible. I think it's great. Right in the profile - height, weight, job/income, dick size."

She laughed.

Sarah cocked her head.

"Well, on one level it just makes it fair. I mean, everyone can see I have small boobs from a mile away."

She looked down ruefully.

I couldn't help but look at her breasts. They were small, but I knew from seeing them in countless athletic bras and tight tank tops that they were amazing.

"Hush" Amber said. "Your boobs are amazing. Isn't that right bank?"

I nodded energetically.

"Yes miss. I...I'd give anything just for a peek."

I felt my cheeks flush again in embarrassment.

Sarah smiled and patted my hand.

Sarah grinned as Amber took another sip of coffee, clearly eyeing Sarah's breasts.

"But I digress. I got all distracted by my brilliant idea. Doesn't the order form on a Dr. Latham cage just ask for flaccid measurements?"

"Yes. But I told him if you give really accurate measurements of your erect penis she can ensure a more perfect fit, so he added those in the "comments" section of the form. Which he sent me for my approval before he sent it to her."

Amber was laughing so hard her sides were shaking.

"God damn...you're such a stud" she said, when she could talk again. "So? Don't keep me in suspense!"

Sarah smiled slightly.

"Seven and a half inches long. Six inches around. I told him to measure three times to make sure it was accurate."

Amber grinned broadly.

"That's pretty respectable. If a guy had that in his profile I'd probably give him a shot."

Sarah snorted.

"Fuck yeah that's respectable. I wouldn't kick that out of bed."

Amber thought for a second.

"Oh, what's his deal? I mean, you said he just wants to get back to the fitness level he had when he was swimming. When does he get unlocked?"

Sarah fiddled with her napkin.

"Well, that's sort of odd. I mean all the others had clear goals in mind. A week, or when I can do this or that. But he...he said he didn't want it in his hands at all. He said that to him chastity was about giving up control. So he said he wanted to leave it in my hands. I think his exact words were something like "I want you to choose when I've earned it. Whatever you decide I'll be okay with it.""

Amber whistled.

"Wow. That's hot."

Sarah nodded.

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