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A Nostalgic Check-In

By Limewah

Patron Reward for KyleWtB (Nov/Dec 2022)

18+

Terry’s hands were turning into the consistency of raisins underneath the damp rubber gloves. After a solid 30 minutes of scrubbing plates and wiping down surfaces, it was to be expected. The kitchen was now sparkling, with a lovely aroma of bleach and synthetic lemon-scent wafting through the air. He pulled off the gloves with a sigh, and threw them into a black trash bag before tying it up. Thankfully this one wasn’t leaking, like the last one. If another one burst open, he’d probably break down and cry. He’d worked himself to the bone today, and had been awake for, what, 18 hours straight by now?

Most restaurant managers wouldn’t ‘debase’ themselves by sticking around past closing. But those managers were dickheads. Terry was built different. Considering how much work his staff had to go through, the least he could do was handle the closing and let them get home early. He was a bit of a night owl, so it wasn’t the biggest sacrifice.

Still. He was on his last legs. All he could think about was tucking himself into bed and sleeping in - someone else was opening tomorrow. He could get some space to himself.

“Terry, hon, you finished back there?” Diana poked her head in through the doorway leading out to the restaurant floor, wearing an apron over her uniform. Her bob of hazel hair was tucked behind her ears, and she was wiping down her glasses with a little handkerchief.

She was as sexy as the day he’d met her.

Just looking at her made Terry forget all his exhaustion, perking him up like a shot of hot coffee.

She drove him wild.

“Are we still doing the meeting?” she asked. “You look really tired, Terry. I don’t mind waiting till tomorrow..”

“Yeah… no, let’s get it done tonight..” Terry smiled, wondering if there were prominent bags under his eyes from the way she was staring at him. He must have looked pretty bad.

Tonight, he was having her stick around for a ‘performance review.’ It’d been a while since he’d had one with her, and he was in the mood for playing with the employee he had the most history with. His first ever trance subject.

“I’m almost done! Meet me in my office and I’ll get ya right out!”

It was going to be a bit longer than that, of course. But she didn’t need to know that. Besides, the meeting was going to fly right by for her.

Diana smiled and nodded, before disappearing from sight.

Terry had almost forgotten about the meeting. It was nice to get a reminder, otherwise he might have auto-piloted himself right out the door.

All the day’s fatigue vanished in an instant as plots began to swirl and swim through his head.

He threw off his apron, kept his sleeves rolled up (though he unbuttoned the top button) and slinked behind her to follow. He was debating whether or not to put her under the second he walked through the door.

It would be a very quick drop, whenever he decided to do it. Diana was incredibly easy to put under; she was probably the most experienced subject he’d ever worked with.

After all, she’d been doing it way longer than him.

He followed behind her, watching her tight booty shorts swaying just underneath the tied straps of her apron. Like a bow on a gift, waiting to be unwrapped

As he followed her into his office, he felt a little bit of nostalgia for their past fun, mining his memories for something he could re-incorporate from previous sessions.

What were the words she had said the first time he put her under…?

-

“I’ll be an easy subject, I promise.” “O-okay…” Terry fidgeted in his seat, subconsciously scooching away from his side of the bed. Diana was giving him plenty of space, but he still felt small, and imposed upon.

His gaze was flitting around Diana’s bedroom. He’d fantasised about being in here for so long. And now that he was here, the mundanity and simplicity of it was frightening to him. She’d made plenty of concessions to make it feel safer for him, with coloured lights, smoky sweet incense and the soft binaural ‘meditation’ file they had playing from a slightly tinny bluetooth speaker.

They had set up an incredibly cosy space, perfectly safe for a newbie like him to try out hypnotism. But he was doing everything he could to stop from hyperventilating. He caught his leg angling off of the bed, like it was trying to pull him back from the edge of a cliff - or make him leap off it. He stared at the door, feeling the urge to rush right through it.

“Hey. Terry?”

Diana put a sweet smelling hand on his shoulder, making him look back at her. Into those gorgeous eyes.

“You’re going to do great, promise. Even if it’s your first time. You’ve been watching long enough, right?”

“Y-yeah, I mean… yeah.” Terry nodded quickly, biting on his lower lip and making the little peach fuzz beneath it tickle his upper lip. Try as he might, he couldn’t get comfortable. His clothes felt tight and chafing. His mouth was dry. He took another shaky sip of water from the bedside table. “Okay. Okay. Let me just…”

He patted his pockets, and his tongue dropped into his stomach. Several more frantic seconds of patting and rummaging later, he realised that his pocketwatch was missing. There wasn’t a hole in his pocket, and it couldn’t have fallen out.

“Damn, I left it at home…” and there was the panic again.

“It’s all right, hon. You don’t need it!” Diana gave him another reassuring stroke, up the flesh of his forearm and back down to his wrist. “Try doing what I’m doing right now. Let it be the focus. Trust me, it’ll work wonders on me…”

“O-okay.”

She rested one of her arms on the table, offering it to him. Tentatively, he reached out and touched it. Her skin was so soft and smooth… a wave of comfort washed over him, and a wave of confidence came shortly after.

He looked into her eyes as he repeated what she had done. Slower, though, with only one finger rather than the whole hand. She cooed with pleasant surprise. Particularly as the shy boy's finger traced waves and squiggles along the pliant muscles.

He wasn't sure what to say; what the first words of his induction ought to be. It had to be something good, right…?

He didn't feel an urge to speak, or stammer. He figured the words would come to him eventually.

He soon discovered he didn't need to - she was drooping, her eyelids were fluttering, her gaze was faltering and turning distant.

Terry noticed his jack-hammering heart. Huh. He didn't feel as nervous as his body was trying to tell him.

He finally figured out what the first thing he should say.

"Sleep."

–

"Sleep," Terry said as he snapped his finger just behind Diana's ear. Her head pitched backward like a hollow ping pong ball, and she swooned backwards right into Terry’s waiting arms.. Terry was well used to bracing her and holding her up when he dropped her down. A few near crash-landings notwithstanding.

He leaned into her, and she let all of her weight press against him. As he balanced her upright and guided her into the room, he lifted her forearm and traced a squiggling looping pattern along it. Almost as though he was controlling her through a joystick.

“There we go. Step by step. Good, Diana. Very good.”

She looked straight ahead, quiet and placid, just barely staring through bleary-half lidded eyes.

“Step by step, you slip and slide deeper under my spell. Deeper into that familiar comfy state of mind. You love performance reviews, because you know that in those reviews time seems to dilate and stretch out. Every second in the review draws out to a minute, every minute to an hour, and it’s like a nice, long, wonderful sleep. Your mind hibernates, and your body obeys.”

“Mmn…” Diana gasped softly, her eyelids drooping and flitting between closed and just-barely-open. Even when they were open, the whites of her eyes were all Terry could see. She couldn’t see where she was going. Though her hypnotised body knew the floor plan of this room off by heart. She’d walked through every square inch of this room deep in trance, and its architecture was part of her soul now.

Even if she could have navigated herself, she only followed where Terry lead. Just as she’d been trained.

Terry moved in front of her, cradling her face in his hands. Her face pressed into his palms, her cheeks dimpling and her eyelids flickering faster.

Her lips were parted, and there was the barest hint of a curl in the right corner. That microscopic smile was the most beautiful thing. It took Terry back more than a decade.

She was his gateway drug, after all. His teacher, in a sort of roundabout way.

–

“Oh, my mom gets hypnotised all the time. She goes to a therapist and everything.”

“Uh-huh…” Terry choked. An image surged into his head - an image of his best friend Dolores’ mom, sleepwalking with wide, spiralling eyes, like something out of those cartoons that had first awakened something in him. He did his best to hide his excitement and interest, squeezing his legs tightly. Trying, and failing to keep the image of Dolores walking in lock step with Diana, with that same blank look, out of his head. He looked away from Dolores, just to avoid seeing her face and imagining her jaw slack and her eyes blank. But he ended up looking at her feet, out in front of her, her toes curling and uncurling unconsciously as she focused on her game.

He imagined those bare feet marching along.

His attraction to both of them surging and strengthening, recursing in his mind and taking up all the space in his inner monologue.

“H-have you? Tried it I mean?” he said, way too quickly and loudly to play off as an innocent question. Fuck.

“Oh, yeah, I did one or two sessions, mom insisted on trying it out.”

FUCK. Now he was picturing a spiral-eyed milf leading her unwilling daughter into the clutches of a hypnotic seducer; the daughter being completely oblivious to the mindless smile on her mother’s face until it was too late for her.

And the seducer himself? It was him, naturally.

They were nude in his mind, now, kneeling before him and drooling, eager, so ready to serve him.

“Terry…” Dolores moaned.

“Mmnh, good girl.” Terry growled, finding a dominant side to his voice that he’d never known he had.

“Terry?” Dolores continued. “Terry? Terry!”

Terry was snapped back to reality by a hand waving in front of his face.

“Earth to Terry!”

“Gah! Sorry. S-sorry…!” Terry practically leapt off the couch, noticing a little dampness on the corner of his mouth. He’d almost started drooling before Dolores snapped him back to reality.

“You kinda zoned out,” Dolores said. “You sure you’re doing okay?”

She’d paused the game.

“Y-yeah, I’m totally fine,” he croaked. “Just… kinda tired, I guess, yeah…”

“Uh-huh.” she looked at him, unblinking. Her gaze was like a searchlight, trying to find whatever was floating through his mind. He was probably extremely easy to read.

Especially with that tent. He leapt off the couch, turning away from her as he hurried out of the room.

“Sorry, just gonna run to the bathroom really quick!”

“Whoa! O-ho-kay!” she jumped a little, and her lovely laugh followed him all the way to the bathroom as he shoved his hand down his pants to rub one out. Just so he could get that vision out of his head.

Too late. It was burned into his head, and it was not going to leave any time soon.

The next time he hypnotised Diana, he was going to go further. He could feel it.

–

How far he’d come since. Now he had both of them under his employ, and under his power. The dream was now a reality. Speaking of that dream…

He continued to whisper and murmur to Diana. He’d stopped using actual words, and had begun a sort of nonsense language, like he was speaking in tongues. It didn’t matter what he was saying at that moment; she was too far gone to process his words, just the wonderful sound of his voice. It was pure sense pleasure, bringing her deeper into trance before he could really get to work on programming her, mind and body.

He usually did a performance review when he had a new trick he wanted to try out. It took him a bit of time to pluck the memory from his still-tired mind. But it came back to him.

“Now, back to me, listen close, and get ready to respond,” Terry crooned. Diana’s eyes fluttered and her dilated pupils settled on him again, focusing on his lips with single-minded intent.

“Good. Now, answer me truthfully, Diana… on a scale of one to ten, ten being as deep as you can go, why are you a fifteen right now?”

To punctuate that, he snapped his fingers, as well as for the numbers that followed.

“A twenty? A thirty? A fifty? Deeper and deeper than ever.”

Diana wasn’t given even a fraction of a second to respond before each snap wiped her thoughts clean; it was impossible to, not when she was plunged into each new depth of hypnotic pleasure.

Each new number made Diana moan and squirm all over again, the pleasure building and building. She was a natural when it came to overwhelming herself with hypnotised arousal.

“I bet you could get to a hundred out of ten, the deepest you could ever imagine yourself going, at least for now… but there’s something getting in the way of that. Do you want to know what that is?”

Terry let the question hang in the air, until Diana got the hint that she was finally being allowed to respond.

“Nnnhnyes…” Diana managed to sigh.

“Simple enough… it’s your clothes. They’re keeping you from going as deep as you can. If you just show your sexy body off for me, you’ll be able to drop as deep as you so desperately need to. I promise, you’ll feel so much better when you fall deeper for me.”

She nodded slowly, sleepily, and began to do as commanded. There wasn’t much to take off, but he was sure she was going to take her time. She was well trained for that.

Her apron had to come off first. She couldn’t take her eyes off his, but her body knew exactly which straps to tug on to let it drape free, before she lifted it off and let it drop gently to the floor.

“Yesss,” Terry said, ogling her waitress’ outfit underneath. “And you know how this works. Each piece of clothing has a chunk of your vestigial thoughts, whatever’s left over, whatever’s keeping you from thinking only of me, and my commands. Continue.”

“Yes, Master.”

She peeled up her shirt next, her breasts lifting up with it until they bounced free, still supported by a black, lacy bra.

“Oh, you wore that for me?” Terry grinned. “You must have known you’d get to show this off to me, somewhere deep in that subconscious, huh. You wanted to strip and show off for me, didn’t you?”

“Mmmhn…” Diana nodded as she cast her top aside. She hooked her thumbs into either side of her shorts, and began to do the same, sliding them down.

“Promise me you’ll always wear this. Promise me that you’re the most obedient, the deepest, the most hypnotised of all my good girls. Promise.”

“P…promise…” Diana moaned.

“That’s right. It feels good to promise to me. To bind yourself to me. You don’t break promises, and neither do I. I promise to give you pleasure like nothing you’ve ever felt, if you promise to obey my every command.”

“Promise… Master…”

“Good. Now. I’d like to play around with you. Would you like to play around with me?”

“Yes Master…”

“Excellent. I want you to imagine that, right now, your feeling of bliss, of emptiness, is because you’re missing power. Like your battery is missing, or you need to be plugged in. So in order to think at all, you need to be plugged into something, don’t you?”

“Yes, Master…” she nodded.

“When I’m touching you,” Terry continued, “Whenever my skin touches yours, you’ll wake up. You’ll be completely, wide awake, totally aware of yourself, and able to think.”

He touched her face again, cradling her cheeks and chin. “Like so.”

Her pupils started to move, and her face un-slackened.

“T-Terry?” Diana said, “Wh…wait a minute, why am I naked?”

Terry grinned. Her confusion turned into the barest glimmer of a knowing smile.

“Oh, you’ve just-”

“And drop.” he let go of her face, and she instantly went blank and glassy once again. “As soon as you lose contact, you switch off again.”

He touched her arms to guide her forward, and she moaned and murmured like she was waking up from a long nap. This time, he didn’t give her the time to respond; once he had her leaning against his desk, he let go again, and she sighed and sagged into her seat.

Her long years of experience as a sub gave her a very good sense of poise and balance in situations like this. There was no chance of her falling over.

“Very good, Diana,” Terry whispered into her ear. “You’re doing so well. You’re the best hypnosub. So experienced. So easy to fall. Like a pro. So, what do you think? Is this fun?”

“Yes, Master…”

“Now, take off the rest of your clothes.”

She slid down her shorts without complaint or response. Baring her mature, gorgeously shapely legs. She was wearing panties to match her bra, as well… taking them off would have been a disservice.

He was originally planning to fuck her. But now, well… there were other ways to get his rocks off, and there was one that came to the forefront. He felt like going back to basics once again.

Terry took his time making his way around the desk and splaying himself out in the thick, luxurious chair. He snapped his fingers three times - snap, snapsnap. The conditioned response kicked into gear. Diana stood up slowly, sleepwalking behind the desk to join Terry. He rolled his chair back a little.

“Promise me you’ll take your time sucking me off?” Terry said.

“Yes, Master, I promise.” Diana knelt slowly before him, just as he fished out his cock. Dangling it to and fro in front of her face like bait on a hook. She opened her mouth and wrapped her lips around it. Her head dipped lower, that familiar warmth enveloping Terry’s dick.

“Skin to skin, you’re awake again!” Terry helpfully reminded her.

“Mmn?” She blinked twice, and the focus returned to her eyes. Her brow knitted inwards, and she grunted with confusion. A flush of bright red embarrassment appeared next, and she pulled back - probably to say something like “What’re we doing?” or “Terry, you tease…”

But of course, as soon as she pulled back, the sound barely escaped her throat as her mind went blank once again.

“There we go. Good. right back down again. Promise me you’ll suck me off?”

“Yes, Master.” she said. Down she went again. A second later, she returned to wakefulness, pulled off, and dropped down again. Each time she ‘woke’, she was more sluggish than the last. Taking a bit longer to remove herself when she came to. Her head lolling to the side when she slipped down again.

“Mmmnhfuck.” Terry laid back and sighed. It was a little torturous, only getting one brief moment inside Diana’s mouth at a time, but she was gradually taking longer and longer.

“Deeper, now.” Terry said. “Deeper still. Hard to tell if you’re meant to be in trance, or awake, isn’t it? More and more, it’s going to feel easier and simpler to just stay in trance. Deep in trance. The skin-to-skin works less and less until you’re deep. Deeper. Further into trance. Until you’re at a 100 out of 10. Deeper than you’ve ever been. As you push deeper into me. Bury your mind between my thighs.”

–

“Bury your mind between my thighs…”

Terry was surprised he managed to come up with something so good on the spot. He tried not to show his excitement. Not that Diana could see. She was sucking him off, after all.

Did this count as losing his virginity?

Well, maybe not, but it definitely counted as losing his ‘hypnodom’ virginity. He’d never gone this far with anyone before. Not even with Dolores. She would have seemed like she’d be his first time getting sexual, but things had just sort of naturally dove-tailed into her mother being the first. She gulped and moaned into his thighs, taking his words to heart.

He wasn’t sure what to say next. So he repeated the same statement again. And again. Letting its natural sing-song lilt sink deeper and deeper into her mind.

Part of him couldn’t believe it was working, or how far he’d come. How every trance session had been slowly building his confidence and his trust in his skills, all leading up to this moment. Where he asked Diana to suck him off, and she just… did it. No hesitation or inhibitions.

“Annh…” he moaned, his feet lifting off the floor as he leaned back on the couch. She practically had him pinned, her fertility-goddess-like figure keeping his crotch weighted down as she devoured him. “D…Diana…!”

He was going to cum too quickly. She’d only been sucking him off for about half a minute. He didn’t know how to tell her to stop. Too horny and desperate for that quick gratification.

As the tension built in his loins, closer and closer to bursting, he didn’t notice the sound of jingling keys, the backpack being dropped, or the approaching footsteps.

He did see Dolores’ look of dumbfounded shock when he locked eyes with her.

“A-ah!” He gasped, too far over the line to stop himself from cumming as he groaned out “H-hi Dolor_ehhhhs…!_”

He was surprised to see her confusion turn into a knowing smirk. Not the horror and anger he was expecting.

Nor was he expecting her to slink her way over and nestle in next to him.

“I knew you two were getting up to some fun,” she said. “Guess you don’t have to worry about hiding it anymore, huh?”

“Guh.. g-guess not…” Terry groaned.

–

Whoops.

Terry was so stuck in the sudden memory that his orgasm in the moment passed him by. He didn’t even realise that he’d finished. Diana hadn’t stopped sucking for a second, now completely buried in him and deepthroating him without any cares in the world, or thoughts in her head.

No one took him back like she did. He sighed, and closed his eyes, placing both hands on the back of her head and keeping her pressed into his hips. He was still hard, after all. And he could spend another twenty minutes in the “performance review” before sending her home.

The only real problem he had was how he was going to pull himself out of his chair when she was done. If he was going to end up falling asleep right where he was. He was way, way too comfortable. In fact, he was sort of half-dreaming already, each suck and pulse pulling another vision of their long, torrid hypnotic affair.

He wouldn’t go so far as to call Diana his ‘favourite’, but he couldn’t have imagined a better teacher than her. He owed a lot to her.

Giving her more of his seed was the least he could do to repay her.

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