My Hypnotist Girlfriend chapter 10 (Patreon)

My Hypnotist Girlfriend - Chapter 10



I was told to sit quietly on my knees as my girlfriend started on her job of hypnotising one of her best friends. I was forbidden from speaking or interrupting in any way, so I just sat there beside the couch in my french maid outfit as Lenore started to talk her friend Holly down into a trance.

I could only listen and watch as Lenore used her hypnotic voice to guide Holly further and further down. Holly was now laying back in the armchair, almost sinking into its soft cushions.

“....Thaaat’s it, just let your own mind wander, and your thoughts drift away as I do all thinking for you. Just feel as you drift further and further down until you realise that you aren’t thinking about anything anymore. Pretty soon you’ll start to notice how, when you’re in this state, all my words become your thoughts. What I say will become your truth as your subconscious mind opens itself to my suggestions.”

I could tell by the change in Holly’s breathing that Lenore’s trance was working. I had seen her hypnotise people many times before.


“Just focus only on my voice, only on my words as they take hold. In a moment I’m going to start planting some suggestions in your mind. Your conscious mind won’t realise that they are there until it’s time for them to take effect. When that time comes, your body will react automatically to my instructions.”

My own heart was pounding at the thought of what Lenore would do with a hypnotised Holly. I had already been made to kiss her ass while she was of sound mind, and if she was okay with that, then what would she do when Lenore removed any of her inhibitions.

“Now for your first instruction, whenever you hear me say ‘deep sleep’ you will instantly return to this highly suggestible state of mind. Just remember the words ‘deep sleep’ and you will drop for me. Right back here to this wonderful, blissful place where I can do all the thinking for you. Just nod if you understand.”

I watched intently as Holly’s head slowly nodded up and down.

“..And one, waking back up. Two, coming back into the room. And three, wide awake.”

Holly straightened up in the chair, giving her head a little shake as she got her bearings after being brought out of trance.

“Well … was that it? What happens now?” Holly said, looking, and no doubt feeling, a little confused at first experience with hypnosis.

“What happens next is a test.” Lenore replied. “Deep sleep!” Holly’s head slumped a little, and her eyes snapped closed as she dropped back into trance.

“Good girl, Holly. Right back to where you were, floating happily and waiting for my next suggestion.”

“Hmm, now what to do with you?” Lenore mused to herself as she tapped her chin in thought. Her eyes quickly looked over in my direction, staring at me for a second before seemingly getting an idea.

“Charlotte, why don’t you take a seat on the couch.”

“Okay…” I said, getting off my knees and sitting on the couch as Lenore turned her attention back to the hypnotised Holly.

“Now Holly, when I wake you up from trance this time. You are going to believe you are a stripper, and sissy Charlotte over there is your client for the evening. When you wake up, you’re going to go to work and give Charlotte a nice little strip tease. And three, two, waking up on .. one.”

I watched in anticipation as Holly woke up, taking a second to come around fully, before catching my eye. As she looked at me, I saw her gaze change into something more sultry, she had a sexy look in her eye as she stood up from her chair and stepped over to stand in front of me.

I looked past Holly at Lenore, who had taken a seat in Holly’s spot with an amused expression on her face while slowly sipping her wine. As she caught me looking at her, she gave me a quick wink and mouthed the word ‘enjoy’ before Holly broke the silence.

“Hey there handsome, guess it’s time for you to sit back and enjoy the show.” Holly said as her hips started swaying from side to side in a sensual manner. I watched, entranced all over again, as Holly moved to some unheard music, gyrating her hips as her hands slid up her body to cup her own breasts.

She took a grip on the zipper at the neck of her top and began slowly pulling it down, exposing her cleavage inch by inch.

When the zipper was all the way down, she leaned over and put both her hands on my knees, giving me a great view down her top before her hands gripped onto the hem of her shirt. Oh, so slowly she began pulling the top upwards, exposing her bare navel to my gaze.

Before long, she had her top all the way off, swinging it in slow circles above her head as I stared at her bra covered tits jiggling around right in front of me. I don’t remember ever being this horny in my life before. At least that was until Holly turned her back to me, giving me another look at the ass that I had kissed earlier on. I watched for a few moments as Holly danced away with her back to me. I audibly gasped as Holly’s hands reached for the waistline of her pants and slowly began to lower them.

I watched in horny awe as, little by little, Holly’s ass came into view. All she had on under the tight pants was a tiny red thong, leaving her large, round cheeks in full view. She bent over at the waist to remove the pants, my jaw almost hit the floor and my cock surged as I stared at the near naked ass that was now swaying in front of me.

“Hope you’re enjoying the view back there, sweetie.” Holly said, still shaking her ass in front of me.

“Oh god yes.” I said, no hypnosis needed.

“Then you’re gonna love this.” Holly said, before stepping backwards and planting that glorious ass of hers right in my lap.

“Oh fuck.” I moaned out loud as I felt the weight of Holly’s ass through the frills of the maid outfit. Her ass was pressed right against my aching, panty covered cock.

Holly began a slow grinding of her ass against my crotch, each movement sending pulses of arousal through me. After all I had already endured tonight, I knew it wouldn’t take much more of this treatment before I was filling my panties.

“Oh wow …. Miss Holly I…” I didn’t know if I wanted her to stop or keep going. All I knew was that I was desperate to cum.

Thankfully, Holly stood up once again, leaving me panting desperately, mere seconds away from orgasm. What happened next really surprised me.

Holly, still with her back to me, reached both her hands around to the clasp of her bra. I watched in shock as she undid the clasp and slowly rolled the straps off her shoulders, allowing the bra to join her other clothes on the floor.

She still had her back to me as she covered her now naked boobs with her hands. I watched on as Holly slowly turned around, hiding most of her chest from my eager view with a teasing smile on her face.

I was just getting excited to see Holly’s bare chest, but Lenore had clearly seen enough.

“That’s enough Holly” She said quickly. “One, waking up, two coming back into the room and three, wide awake!”

I watched Holly’s expression slowly change as she realised the position she was in. After a brief pause, she gasped in shock, looking down at herself and adjusting the grip on her boobs, making sure they were hidden.

“Holy shit Lenore! I was just about to… you were gonna make me flash your boyfriend!” She said in shock, looking down at her near naked self.

“I wasn’t making you do anything. All I did was tell you to give Charlotte a lapdance, the rest was all you. I think maybe you have a little exhibitionist streak in you. Ya know I could probably get you a job at the nearest strip club with a performance like that.” Lenore said, teasingly.

“Oh ha ha, very funny. Hope you enjoyed the show, sissy.” Holly said, noticing my obvious discomfort caused by my desperate, denied cock.

“Aww what’s wrong Charlotte? You look a little flustered.” Lenore said to me, prompting yet another honest answer.


“I need to cum! I’m so fucking horny right now Mistress!” I said in a pleading voice.

“Aww that’s too bad sissy. You’re not allowed to cum until I give you permission, remember.”

Holly had turned her back to us as she re-dressed, it was hard to hide my disappointment as her ass disappeared from view behind the leggings once more.

Of course Lenore wasn't just going to let me cum in my panties as her friend gyrated on my lap, but I was still disappointed all the same.

“Although if you really wanted to cum, I guess I could help you out a little.” Lenore said, with a devious look in her eyes again.

“What do you mean?” I asked.

“Yeah, what do you mean?” Holly echoed.

“It's easier if I show you. Deep sleep.” Lenore quickly put Holly back under before turning to me. I knew what was coming as I saw her hand once again move up close to my face, followed by a loud ‘snap’.

Everything went a bit distant and hazy for a while, the next thing I remember was Lenore counting me back up from trance, although it seemed Lenore was still under.

“Welcome back, Charlotte. Now I need to ask you a question. How would you like for Holly to suck your cock right now?”

I was stunned at the question! I would never risk damaging my relationship with Lenore by having another woman go down on me right in front of her.

“I don't think I'd like that. I would hate to do something like that with another woman. I love you too much.” Came my reply, which left Lenore beaming with pride.

“That was a good answer, sweety, and I'll make sure you're rewarded for that later. But what if I told you that I really wanted Holly to suck your cock right now. What if that was something I so desperately wanted to see. If you were comfortable with me watching that, would you like Holly to give you a blowjob right here in our living room?” Lenore changed the parameters of the question a little, and as the idea of that being something Lenore would enjoy took root in my mind, my answer changed too.

“Yes, Mistress. If that was something you wanted, I would love Holly to go down on me.”

“Haha I thought so. Which is good, because that's exactly what I want to see!” Lenore said, staring right into my eyes as she said it.

I couldn't believe she would actually say something like that, was she really serious? Did she actually want to see Holly go down on her boyfriend right in front of her? Surely not.

“In a moment, I'm going to wake Holly up, and she's going to become overwhelmed with the desire to suck a cock. And seeing as yours is the only cock in the room, I'm guessing she'll be on you faster than you can blink!” Lenore said with a suspicious twinkle in her eye, just what was she up to?


I remained seated on the sofa as Lenore walked back over to Holly and counted her back out of trance.

“...And wide awake.” I waited in anticipation for what Lenore had said would happen.

“How do you feel, Holly?” Lenore asked.

“Umm, fine, I guess.” Holly replied, but I noticed she licked her lips a little as she spoke, and she was shuffling uncomfortably in her seat. “Except maybe, I don't know. I feel a little…Like I need something.” Holly added, now visibly rubbing her thighs and her lips together.

“What is it you need exactly?” Lenore asked, watching Holly intently with an amused expression.

“I think I … I need to, um.” Holly was clearly having a hard time admitting what it was she needed.

“Oh my god this is … gonna sound a little crazy but … I think I need to suck … I need to suck someone's dick like, right now!” Holly blurted out her newly implanted desire as the suggestion got the better of her.

“Oh wow!” Lenore said, faking surprise at Holly’s admission. “Well I’m afraid I can’t really help you with that. But perhaps Charlotte over here can.” She said, turning to me. “What do you say Charlotte? Would you be okay with Holly sucking your cock right now?”

“Fuck yes.” I replied eagerly.

“There you go Holly, have at it.” Lenore said, stepping aside to give Holly a clear path to me.

Holly stared at me for a few seconds, as though trying to resist the urge, but I guess she lost the fight, because before long she launched herself out of the chair, practically crawling towards me and my desperate cock.

A mere second or two later, Holly was kneeling between my legs in front of the sofa, eagerly pushing the frilly fabric of the maid dress upwards and out of the way. She began pawing desperately at my crotch, her head less than an inch away from my panty covered cock, so close I could feel her hot breath as she made to remove the panties. I threw my head back at the feeling of her touch on the panties and waited for the moment when she would finally take my cock into her mouth.

But the moment never came. Something was wrong.

I looked down to see Holly frantically grabbing at the panties, but never quite getting a hold of them.

“Dammit! Why can’t I get these damn panties out of the way?!” She said, moving her head from side to side like a detective examining something under a microscope, but no matter how hard she looked or how hard she tried, she just couldn’t seem to get my panties out of the way. I had seen this exact thing before … from myself.

“Hang on Miss Holly. Let me help.” I said, bringing my own hands to my crotch in order to free my member. But of course, I too failed to remove the underwear.

Once more I found myself utterly unable to figure out how to take off the underwear.

“Come on Shaun! Get these damn panties off now! I need your cock.” Holly was still searching around my crotch region for some way to remove the underwear, with no luck.

I could feel her hair brushing against my thighs above the stocking tops as she tried to remove the panties. This tickling sensation along with her hands gently brushing across my cock was driving me crazy with arousal.

I looked over at Lenore who was giggling to herself as she watched the two of us trying to remove the panties.

“Aww what’s wrong guys? I was expecting a show but this is just sad.” Lenore said, still chuckling.

She watched us making fools of ourselves for a while longer before finally putting an end to it.

“Okay okay that’s enough. Holly, you’re back.” She said, causing Holly’s searching hands to slowly come to a stop.

After a few moments, Holly seemed to return to her normal self. She quickly pushed herself backwards, away from my denied penis, leaving me just as desperate as before.

“Holy shit Lenore! You almost let me suck Shaun’s dick!” Holly said, standing up and turning to Lenore.

“Oh please. Did you really think I would let it get that far? It was a lot of fun watching you try though, hahaha.”

“Well that was just mean! Poor Charlotte looks about ready to burst.” Holly said. “That was weird though, I really couldn’t figure out how to do something as simple as taking off some panties. I’m impressed.” Holly said.

“Well I’m glad you’re having fun.” Lenore said, “Still okay to keep going?”

“Yeah, I trust you. What else ya got?” Holly replied, eagerly.

“Well funny you should ask. See I was thinking our little sissy here could do with some punishment to help her calm down a little.” Lenore replied, smiling in my direction.

“Ooh I like that idea, what did you have in mind?” Holly asked.

“I was thinking a good old fashioned spanking is in order. Sissy, I need you to get up and bend over the back of the sofa.” Lenore said, but I didn’t see how me receiving a spanking would help me calm down at all.

Nevertheless, I did as I was told and walked around to the back of the sofa and bent way over the back, resting my hands on the cushion I was sitting on moments ago.

“Well Hol’, would you like to do the honors?” Lenore asked Holly.

“Oooh yes please!” She replied happily, almost skipping as she walked around to my rear, no doubt giving herself a great view of my pantied ass.

“I was hoping you would say that. But before you start, let me make it more fun for you!” Lenore said before dropping Lenore with the ‘deep sleep’ trigger.

I looked over my shoulder to see Holly standing perfectly still with her head lolling lazily forward, waiting for Lenore’s next instructions.

“...Very good Holly. Now I want you to focus on my voice again for a second before you start. Because in a few moments you are going to wake up and begin spanking the person in front of you, but when you do, you’re going to find that every time you deliver a spanking, you will feel a rush of arousal shoot through you. Each spank will feel as though someone is rubbing you in your most private of places. Every slap that lands on the ass in front of you will drive you closer and closer to your own pleasure. Do you understand?” Lenore asked the hypnotized Holly, who nodded slowly in response.

“Very good, Holly. I’m going to wake you up now and then you can spank the person in front of you for as long as you want, remember you can stop any time you like, but each spank will send a spark of arousal through your body. Waking up now in one, two, and three. Wide awake and ready to begin.”

I held my submissive position over the back of the couch as Lenore delivered her hypnotic instructions to Holly, I had a feeling Holly was going to enjoy spanking me more than she thought.

“Sooo, can I start now?” Holly asked from behind me.

“Sure you can, sweetie. Have fun.” Lenore said, stepping away to the side and perching on the opposite arm of the couch, giving her a good view of us both.

I was just wondering how hard Holly would actually spank me, and how long Lenore would let it go on for when my thoughts were interrupted by the first ‘Slap!’ on my ass.

It wasn’t the hardest spank, and Holly didn’t say anything that I could hear, but the second spank didn’t come straight away. I figured Holly was just trying to figure out why it was feeling so good.

‘Slap!’ ‘Slap!’

“Mmmm, woah. I didn’t think I would enjoy this so much.” Holly said after delivering two quick slaps to my rear.

‘Slap!’ ‘Slap!’ ‘Slap!’ “Oh shit.” Holly spanked me another couple of times before her rhythm was broken again, no doubt by her own arousal.

“Man, I didn't think I'd enjoy spanking you so ‘Slap’ much. Ohh.”

The hypnotic suggestions' effects were clearly taking their toll on Holly now, her voice had turned somewhat breathy and she was audibly panting after each spank.

‘Slap’ “hah, Fuck!” ‘Slap’.

The spanks didn't start out that hard, but I could tell Holly was gradually increasing the force as she got more and more into it, no doubt driven by her own growing arousal.

‘Slap!’ ‘Slap!’ ‘Slap!’ “Ohhh, shit.” ‘Slap!’ “Yes!” ‘Slap!’ ‘Slap!’ “Yes!” ‘Slap!’ “Mmmm.”

“Ow!”

I could feel my ass cheeks starting to redden at the continued spanking, I had a feeling they would be a nice red color by now.

“Tsss. Shit. Miss Holly can you ‘Slap!’ slow down a little?” ‘Slap!’ ‘Slap!’ As much as my ass was starting to burn, the humiliating feeling of being spanked along with the sounds of Holly’s pleasurable moans were keeping me rock hard.

“Can’t ‘Slap!’ stop ‘Slap!’ now. Almost ‘Slap!’ there!” Holly moaned as she continued spanking my sore ass.

‘Slap!’ ‘Slap!’ “Ohhh shit! This feels so ‘Slap!’ good!”

It was clear Holly was not going to stop spanking me until she got herself off, I wondered if Lenore’s suggestion was even powerful enough to do that.

“Okay Holly, I think she’s had enough for now.” Lenore finally said, I guess she could see that I was starting to struggle a little.

Thankfully, Holly quickly ceased the spanking at Lenore’s instruction.

“Just take a second to breathe and calm down.” She said to Holly, who I could hear visibly panting behind me.

“Damn! That felt so good.” Holly said, breathlessly. “Are you okay Shaun? Or Charlotte even?” She asked me as I straightened up and adjusted the dress to hide my red ass cheeks.

“Yeah I’m good.” I said, even though my ass was sore, I was still incredibly turned on.

“See, I told you hypnosis can be fun. But maybe we’d better call it a night, I think our sissy has earned herself a little private fun with her Mistress.”

“Yeah, probably a good idea.” Holly replied. “Besides, I think I could use a little ‘private time’ of my own.”

“Haha I bet you could, oh but before you go, ‘Deep sleep’” Lenore had gotten a devious look in her eye as soon as Holly said what she did.

“Holly, when you go home tonight, you will no doubt feel a little horny after tonight’s fun, you may even feel the need to masturbate before you go to sleep. This is all perfectly natural and something you will only do if you really feel like you want to. If you do decide to masturbate tonight, you will find that you are not able to make yourself climax.”

I listened on in shock as Lenore left one last hypnotic surprise for Holly to discover later.

“...You will find that you can masturbate as often as you want tonight, but the closer you get to pushing yourself over the edge, the more you will feel the need to back off until you stop altogether. Every time you are close to climax, you will feel compelled to stop yourself just short. Nod if you understand.”

Holly’s slumped head slowly nodded in response.

“Very good. Any triggers left over from tonight will simply fade away as you sleep, by the time you wake up all the hypnotic effects will have disappeared, and you will be completely back to normal. Now waking up at one, two and three.”

“Umm, what was that?” Holly asked as she came up from trance once more.

“Oh just making sure you didn’t have any lingering effects from tonight.” Lenore replied.


A short while later, Holly and Lenore were hugging and saying their goodbyes at the front door, I was hanging back, making sure I was hidden from view of the open door in my maids dress.

“Charlotte, come over here and say goodbye.” Lenore instructed me.

I slowly walked towards Holly, who was standing by the open door with her arms wide, clearly intent on giving me a hug before she left.

“See ya later, Miss Holly.” I said as I leaned in to give her a quick hug so I could back away from the open door.
“Bye bye sissy-oh wait, what was your name again?” Holly asked me with a giggle, clearly intent on having one last shot at embarrassing me before she left.

“I’m sissy Charlotte! And it is my pleasure to serve you.” I said, punctuating the sentence with another deep curtsey, no doubt giving Lenore a good view of my well spanked ass from her vantage point. I was suddenly glad that Lenore's hypnosis would deny her orgasm tonight. Especially seeing as I knew first hand what that felt like.

“Hahaha that’s still too funny. Well, bye guys.” Holly said as she left, finally allowing the door to close behind her.

“Well now, wasn’t that fun, sissy?” Lenore asked me as I turned to face her.

“Yeah I guess it was.” I replied, still unable to lie.

“I’m glad you enjoyed it. I think we may have to do this again sometime. But first, I think you’ve earned a drink before we take this upstairs. Why don’t you go make us both one?”



Lenore and I spent the next half an hour or so sitting in the living room and recapping the night, almost like a normal couple for a while, except that I was still dressed in the maid outfit. We finished off the bottle of wine, laughing and talking until Lenore finally said what I knew I had been secretly waiting for her to say.


“Now, how would you like me to take you upstairs and finally fuck you like the girl you are?”

I thought about trying to deny it again, but there was no point, I really wanted to feel her strap-on. Besides, hypnosis or not, I would have done anything to finally cum.

“Yes please.” Came my reply, trying, and failing, to sound too eager.

As we headed upstairs to the bedroom, Lenore’s phone vibrated with a message. She quickly reached into her back pocket to grab the phone, letting out a loud chuckle as she read the screen.

“What is it?” I asked, thinking I knew who the message would be from.

“Holly just texted me, here.” She said, holding her phone up so I could see the screen, Holly’s message consisted of just three words, and two of them were profanity.

‘You fucking bitch!’

We both had a little laugh at the message as we headed into the bedroom.


End chapter 10