A Night at Trained Strangers Ch. 01

(This chapter is all about the discussion, smut in.02)

Please note that all characters depicted in this story are above the legal age of consent (18+)

🢖 I N T E R V I E W

M I C A H

Micah couldn't help feeling a little jittery as he walked up the stairs to a sex club in broad daylight, on a busy street, only a mere three-and-a-quarter blocks from the Law Firm his father worked at. That was way too close for his comfort, but at the same time, this was the club to go to for what he wanted, so he couldn't be too picky. He was a little promiscuous, but not stupid; he wouldn't give his ass to literally just anyone... okay, maybe he would consider it, but he had enough common sense to know when somewhere seemed a little questionable. He was raised by a lawyer and could pick apart any contract he was handed, he'd tried other places but he had just had a feeling that he shouldn't trust it so easily.

He'd gotten lucky at a party and met someone just as... cautiously promiscuous as he was, and that was how he'd gotten the information about the club he was going to. She'd even had videos she had shared with him so he could verify for himself that it was normal, safe, etc. This felt like his last-ditch effort without crossing state lines or going through some less-than-reputable businesses.

He felt somewhere between excited and nervous as he stopped in front of the door and peeked inside. The sign said closed, but the owner of the club had specified for him to get here at twelve, and it was twelve, but the door was still locked. Micah sighed, his teeth worrying his bottom lip as he glanced around nervously.

Just as he was about to admit defeat, a delivery truck drove from the alley behind the club, turned onto the street corner, and stopped in front of the club. The truck idled as the driver leaned over the center console.

"The office is around the side!" She called out the truck's open window. Micah nodded his head, calling out a quick and shy thank you to her before ducking his head and walking around the corner to the office. Micah looked down the alleyway, taking notice of the sign hanging over a door that said 'Office' on it with a mental face-palm. He should've seen that, honestly, he had just been so caught up with getting inside without being seen that he'd overlooked it. With a steadying breath, Micah headed toward the office, pausing at the door to see the lights on. Micah raised his hand and knocked carefully on the glass, unsure if he should walk in or not considering he had a scheduled appointment.

He held his breath for a moment, his head tilting down to look at his feet nervously. He was feeling shy and nervous all of a sudden, it had him shuffling around anxiously as he waited for someone to open the door.

When the door finally pulled open, after realistically a few seconds, but it felt closer to an hour with the nervousness washing through him, Micah's head popped up and he looked up into the eyes of a well-dressed businessman. The man wore an expensive dress shirt, a pair of very nice designer jeans, and an expensive belt around his waist. His shirt was wine-colored, the top couple of buttons undone, and the sleeves rolled up so that his muscular forearms were very much in view.

Micah's eyes roamed upward more, taking in the sight of a strong, chiseled jawline with the faintest hint of a five-o'clock-shadow, and deep, piercing green eyes. His hair was deep brown and slicked back, the slightest bit falling down onto his forehead. Micah met his eyes, his cheeks flushing bright red.

"Hello, sorry, are you here for an appointment, or...?" The man asked, his deep baritone voice washing over Micah's senses and making his heart skip a beat as he quickly nodded his head.

"Yes, I spoke to someone on the phone, I was supposed to be here at noon, but I went to the wrong door," Micah explained shyly, keeping his voice soft as he let his eyes fall down to the man's chest after a moment. The man nodded his head and motioned him inside of the room, holding the door open so he could slip inside of it. Micah stepped into the room and glanced around, biting his lip as he took in the sleek and modern furniture in the office.

"Please have a seat, I assume you're Micah, then?" The man questioned, and Micah nodded his head, sitting down in one of the chairs in front of the desk. He could feel his heart begin to pound as the man walked around his desk and took a seat, piercing green eyes looking into his soul. "I am Caelan Chambers, the owner and event coordinator for 'Trained Strangers'." Micah nodded his head shyly, his fingers tangling together in his lap nervously. "So, how can I help you today?" Micah felt a wave of embarrassment wash over him as he tried to come up with a response of any kind.

"I'm Micah Wilkinson," Micah introduced himself, glancing up into his eyes. "I... was, um," Micah trailed off nervously, "I was hoping for an... event," He finally settled on, much too shy to just blurt out 'get me gangbanged' to a complete stranger. Or anyone. Unless he was drunk enough to be loose-lipped, that is.

"What kind of event?" Caelan asked, and Micah swore he couldn't get any redder as he opened his mouth to respond, words failing him as he tried to find a more polite way to request what he wanted. "Everything discussed here is completely confidential, even if I were to decline service your privacy would be ensured." He assured, and Micah nodded, gulping a little.

"I'm just a bit nervous," Micah explained, "I've never gotten this far along in the process yet, so this is pretty much unscripted. Um... Basically, I heard about this place from my friend?" Micah offered, "She told me you offered group events," Caelan nodded his head.

"I offer everything from privatized gangbangs to recorded professional pornography, as long as it falls within the lines of safe, sane, and consensual," Caelan explained, and Micah nodded his head.

"T-The former, not the latter," Micah managed to get out, and Caelan nodded his head.

"I'm assuming by your shyness, this is your first time?" Micah nodded his head and Caelan smiled. "Well, there's nothing to be embarrassed about, we all have urges and desires. I guarantee that you can't say anything that will surprise me, I've heard pretty much about every pitch out there." Micah nodded his head and cleared his throat. "How many people were you looking for? Preferred genders?"

"I-I was thinking maybe eight to ten?" Micah questioned, "Um, men, though, I don't fuck with pussy." Micah blurted, his eyes widened a bit, mentally facepalming himself, "I-I am so sorry, I don't usually lack tact, at least not to this severe of a degree." Caelan straight up laughed, his deep green eyes alive with amusement.

"Eight or ten?" He asked, managing to reign in his laughter and reassume his professional attitude, "In order to create the request, I need specifics. Everything and anything you want to happen during the scene has to be laid out in advance so your safety is ensured." Micah nodded his head.

"T-Ten," He admitted, and Caelan nodded his head and grabbed his mouse, clicking a few times before Micah heard a printer start.

"There's paperwork you'll have to fill out should we decide to schedule the scene. It's quite the packet," Caelan said, eyes roaming over his computer screen as he clicked around a couple more times.

"Gotcha," Micah replied, feeling less anxious already. He liked the sound of paperwork, not because he really wanted to do paperwork, but because it seemed much more professional than the last place he'd tried. It provided a bit of optimism about this being the place he was looking for.

"Do you want to use protection, or not?" Caelan asked kindly, professionally. Even with the attempt at professionalism that Caelan was putting into this, Micah couldn't help but feel shy as he shook his head. "Okay, no protection. When you come for your event, I'll need an updated STD test results form. If you don't know where to obtain one, I have connections with the one closest to here, and can get you an appointment there." Micah shook his head again.

"I can handle that," Micah said. He already had a testing facility, if he suddenly charged his insurance to a new location, his dad might get suspicious over it. Micah did not want to have to answer any questions or run the risk of his dad calling the new facility and finding out that he'd been sent over by the owner of a sex club in preparation for an event. Micah kind of doubted they'd know, but if Caelan had connections there, he might be friends with them so it could be like, just an assumption they'd make. Micah might be a little paranoid.

"Okay, I will need it before the beginning of your scene," Caelan instructed, his deep green eyes roaming from his computer screen to Micah's face and then back again, "Top or bottom?" Micah felt his flush spreading to the tips of his ears as he pointed down, symbolizing bottom silently. Caelan nodded his head and began typing. "Since you aren't using protection, do you have any specifications about where the release goes?"

"Ummm, on me, inside me, I don't care," Micah answered, keeping his tone soft.

"Alright. Any kinks? Special requests?" Caelan asked, and Micah looked up into his eyes.

"I have a size kink," Micah admitted, "C-Crossdressing? Um, do you count fetishes as kinks or is that a question for later?" Caelan laughed again, seemingly unable to help himself. Micah's flush only increased more, his eyes lowering a bit.

"Fetishes are a question for later in the interview," Caelan responded, amusement flooding through his tone. Micah nodded his head.

"Okay." Micah nodded his head, "Then, uhh, dumbification, size kink, breeding kink, exhibitionism, and voyeurism clearly," Micah listed, "Humiliation kink, degradation kink, praise kink," Micah hesitated a little, having a hard time thinking of everything right off of the top of his head. "I'm a big masochist, have a biting kink, umm, I-I really like it rough. Choking, um, face-fucking, the works. I like impact play, like spanking, I like bondage, umm..." Micah trailed off, looking up at Caelan nervously, listening to the sound of his keys clacking as he typed.

"Alright," Caelan said after a brief pause to finish typing, "Don't worry if you can't think of absolutely everything right here on the spot, you'll have a very detailed packet of paperwork you'll be filling out going over this as well as your fetishes. This is just for the big kinks that come to your mind right off of the top of your head when asked."

"Gotcha, okay," Micah answered. "I'd probably say breathplay, then, too, but not anything too heavy... mostly just like, choking on dick. Or like, if you choke me, for instance. Just nothing insane, I do not need lasting damage." Micah laughed nervously, looking down at Caelan's desk instead of his eyes.

"Perhaps like plugging your nose while sucking dick?" Caelan asked, sounding a bit as if he was talking about the weather with how casual he sounded. Micah nodded his head, excitement coursing through him. "Understood. Anything else in particular?" Micah shook his head, prompting Caelan to nod and begin typing.

"Well, you can push my limits," Micah said, glancing up at him through his lashes, a bit nervously. "Like, if I'm saying no or something... I will safeword if I want things to stop." Caelan paused for a moment, his eyes scrutinizing him with a look that made Micah shift around shyly in his seat.

"Have you ever safeworded during a scene before?" Caelan questioned, and Micah nodded his head.

"I stop things when I fall out of it, and that happens whenever I'm uncomfortable," Micah confirmed, keeping his voice steady despite his shyness. He didn't want to unintentionally send off the wrong message by being nervous when responding... but Caelan made him nervous. In a not-bad way, just a... anxious, horny way.

"Do you need safeword check-ins?" Caelan followed up with, and Micah shook his head. That'd kick him out of it, at least a tiny bit. Breaking the fantasy would be enough to make his mind stutter at least, though if he was deep enough he supposed that wouldn't really be a problem.

"It tends to somewhat take me out of it," Micah explained, and Caelan nodded his head, his fingers continuously moving as he typed on the computer.

"What if I made it into a part of the scene?" Caelan asked, making Micah hum. He'd never really considered that, most just ask, and when he says no, they move on. It wasn't a super huge deal usually, but with a scene of this magnitude, he could understand why it might be necessary for him to sprinkle one in somewhere. "I'd only use if you were resisting and seemed deep enough in subspace to warrant a check-in." Micah nodded.

"How would you go about making it into a part of the scene?" Micah asked, and Caelan smiled kindly, glancing up at him over his computer.

"Well, after asking, as long as you responded coherently enough, and use conversation to make it into a part of the scene," Caelan explained, "Say you were resisting something someone said to humiliate you, and for example, you seemed upset, I would check in with you. Genuinely. If you needed your safeword, the scene would end and you'd be given your aftercare." Caelan continued, "If you didn't, then I would turn it into a taunt. Say something like, 'Well then it mustn't bother you too badly,' and continue on with the scene."

"That would work," Micah said, nodding his head. "I just wouldn't want it to linger at all, it'll pull me completely out of it." Caelan nodded his head in response. "I uhh... I just thought of something else. I'm fine with like, a little cock-stepping. I don't want no, like, severe CBT or anything, but like, I really like overstimulation, and ummm stuff like cockstepping."

"Okay. And when you say cockstepping..." Caelan trailed off. "Do you want everyone stepping on your cock, or is it more of a sporadic thing for you? Situational, perhaps." Micah nodded his head.

"I definitely don't like it enough for everyone to be doing it," Micah said, giggling shyly as he brought his hand up to scratch at the back of his head shyly. "If just someone did it, then I'd be fine. Like, does that make sense?" Caelan nodded his head.

"Relax," Caelan said, shifting forward in his chair to rest his elbows on the desk in front of him. "This is called an interview because I can tell you to fuck off if I think you're nuts, or if something seems off, but it's more or less a fancy negotiation." Micah let out a giggle, nodding his head a bit as he peeked up at Caelan through his lashes.

"I understand," Micah answered confidently, though his heart was thudding against his ribcage like nobody's business. Caelan was way too attractive, this wasn't fair. The guy at his old club, the owner, had been good-looking in like an 'I have a mortgage and 3 kids' kind of way... which really didn't do much for Micah he couldn't lie. He didn't care about that at all. Caelan was hot in the same way that Robert Downey Jr was in Iron Man. The rich, arrogant, smart, confident, sexy way.

"Fetishes, then?" Caelan asked after a beat of silence, and Micah nodded. He couldn't help but wonder if he could just fill out the paperwork instead of this, trying to tell this massively attractive man all of his kinks and fetishes felt so intimidating if he was being honest. He was self-confident enough to know he was a hot piece of ass, but that didn't stop him from feeling like a fish out of water when he was around someone he was actually attracted to.

"Would it be okay if I just filled those out on the paper?" Micah asked shyly, "I don't intend to be difficult, it's just a bit... uh... embarrassing. To say all of this aloud." Caelan nodded his head.

"That works fine for me, I can't submit the form until I receive the paperwork and your identification anyway, so there is no rush," Caelan smiled kindly, and Micah let out a relieved breath, nodding his head. "Appearance-based requests?" Caelan questioned and Micah bit his lip and flushed a little, shaking his head.

"N-Not really," He stammered, "Um, I'd prefer between the ages of twenty-eight to at most, forty-five?" He asked, "I like there to be at least some of an age difference between me and whoever is fucking me," Micah explained, feeling a little shy as he ran his tongue along his lips.

"Understood," Caelan answered, "Are there any things that you know for certain you want to happen during this event?" Caelan questioned.

"Umm..." Micah hummed, tilting his head a bit as images flickered through his head. "I know that I want to be fucked by everyone. Uh, blowjobs, too, face-fucking preferably? I'd like it to last as long as possible, I'm really into overstimulation and stuff like that. Umm, maybe a bit of pushing me? Like, pushing at my limits, I mean." Micah said, pausing for a moment, "I want it really rough." Caelan nodded.

"Okay. Then I'm going to need a safeword, one for when you need things taken back a notch, and one for when you want things to end entirely." Caelan said, and Micah nodded. "You can use Yellow for 'slow down' and Red for 'stop' if you wish, but if you have your own words you'd prefer to use then now is the time to specify that."

"Um, I use sgaoil as my 'stop' safeword, and slaodach for my 'slow down' safeword," Micah explained, and Caelan nodded his head.

"Gaelic?" He guessed, and Micah nodded his head.

"My mom," He explained, "She um... yeah, she grew up speaking it, so I know it well enough. It usually works well enough as safewords because not everyone speaks it so it usually confuses them." Micah paused, "I-I just mean that it breaks through the haze in their mind, to like, bring their attention to what I need. I know 'confusing them' isn't really the intention." Micah giggled nervously, lowering his eyes a bit.

"I understood what you meant," Caelan said, nodding his head as he began typing on his computer once again. "I'll also need safe symbols for you, something you can do if you can't speak and need to alert to an issue." Micah nodded, humming a bit.

"I could tap whatever surface repeatedly," Micah said, and Caelan nodded his head, a smirk pulling up the corners of his lips as he typed.

"You mentioned being into humiliation and degradation. Is there anything that you are sensitive to that should be avoided? Any words that trigger you or make you feel some type of way?" Caelan prodded further.

"Ummm, no, I've never had anyone say something that caused me to get upset in the bedroom," Micah said, "Maybe just like, no slurs or anything? I don't mind being called a slut or a whore, or whatever, that stuff doesn't bother me. I don't know if slurs are even a part of what you'd usually do in a scene I just uhh... well, that's the only thing I could think of that might take me out of it?" Micah explained and Caelan nodded.

"I prohibit the usage of certain terms within the walls of the club to ensure a safe and fun time for everyone," Caelan said, "If it's a specific kink for being called something, I might find someone(s) who aren't bothered by it depending on what it might be. Generally speaking, if it is something that is considered provocative, or could make anyone feel unsafe or unwelcome, then it is against the forms that everyone signs when becoming a member here."

"W-Will I be a member after the event?" Micah asked curiously. Depending on how this went, he might actually want to join it. "What's a member of the club? What does it mean?"

"No, anyone can schedule an event, given they pass all of the qualifications and are asking for something reasonable and not too dangerous," Caelan explained, "Members have access to the full club, not just the event rooms. The 'Strangers' are a subset of the members," he continued, "Everyone on the members list is asked to go by a pseudonym so as to protect their privacy, which is pretty standard for events like yours1 as well--anonymity is important to us."