The Question Game

For Smutathon 2019, I promised to write a bespoke story for the first person who donated $200! That wonderful person was @SuperSleepyDude, and they requested a first-date hypnokink story involving a pocket watch. I added a bit of orgasm control because, well, that’s my jam. I hope they – and all of you – enjoy it!

A pocket watch. For a piece of erotica called Question Game

One: Them

I watch her across the table as she sips her drink. She way her eyes flutter closed just for a second, the faint kiss of purple lipstick she leaves on the glass… god, she’s gorgeous. She swishes her drink around in the glass, intently watching the pale pink liquid. I suspect this is so she can buy herself another second before she has to meet my gaze again. I know she’s shy. The way she blushes just makes me want her even more.

This might just be the best first date of my life, and we haven’t even touched yet, apart from a quick hug and very chaste cheek-kiss hello. This woman is whip-smart, hilarious and pings all my kink buttons, as well as being just the kind of femme cutie I can’t resist.

For the last half hour – dessert long since cleared away and our second round of drinks recently delivered – we’ve been playing the Question Game. We take turns to ask each other a question. They started off tamely enough – what was your favourite subject at school? Tell me about your relationship with your siblings? Gradually, as the hour grows later and drinks make us bolder, they get more risque. What was the strangest place you ever had sex? Tell me a fantasy you’ve never told anyone before.

I drain my glass of whisky and signal to our waitress to bring me another.

“I believe it’s your turn,” I tell my date.

She meets my eyes. There’s a wicked smile playing around the edges of her lips. The question that comes out of them, though, is not what I was expecting.

“What’s in your jacket pocket?”

“My… what?” Caught off guard, my hand goes automatically to the pocket.

“There’s a chain poking out of your pocket. What is it?”

“Oh. This.” I take out my pocketwatch and hold it out for her to see. I slip it into her hand so she can look closer and she turns it over, admiringly, pops it open then closes it again.

“It’s beautiful,” she says.

“Family heirloom,” I say. “It goes everywhere with me. For good luck, I suppose. Or something.” I wonder if she’ll notice the faint note of mischief in my voice. It’s there, but faint enough for her to pick up on if she chooses and leave aside if not.

I take the watch back and slip it back into the breast pocket of my jacket. “My question. What were you hoping it would be?”

“I didn’t have hopes. I was just curious.” She rests her chin on her interlocked fingers and regards me with a gaze that says she knows exactly what she’s doing. “So is it true?” She says after a second. “The myth about hypnosis and pocket watches?”

“Do you want it to be true?” I’m reasonably sure I know the answer – my hypno-kink experience and her curiosity about the same occupied a good portion of one of last week’s late-night IM chats, after all.

“Uh-uh. My turn to ask the question,” she says, a flash of what she calls her latent switchy energy coming to the surface.

“Yes, it’s true.”

“And how does it…” she begins, but I cut her off.

“My turn.”

She sits back and grins. We’re sparring with each other now, and it’s hot as fuck. She mimes zipping my lips shut and waits for my question. I consider it, and decide to take the gamble.

“Do you want to see how it works?”

“What?”

“That’s my question. Do you want me to give you a demonstration of how it works?”

She’s thinking. She purses her lips, takes another sip of her drink, then sits forward and leans her forearms on the table. “Sure. And since that makes it my turn for a question… your place or mine?”

Two: Her

Half an hour later and I’m in their bedroom. A quick pre-negotiation covers the boundaries, and they explain to me their fundamental axiom that governs this type of play: “I can only hypnotise you if you consent to being hypnotised. It’s not mind control. I can’t do it to you if you decide not to let me.” I tell them I agree. I tell them I really, really want this.

The preamble out of the way, they tell me to lean back against the pile of pillows at one end of the bed. I sink into it and they kneel in front of me. We’re both fully clothed, still. That somehow makes it hotter.

They pull out the watch. I resist the urge to giggle, suddenly, at what a stereotype this is. When I asked if the pocket watch thing was true, I didn’t really expect to be offered a demonstration (though, if I’m honest with myself, in my deepest fantasies it’s exactly what I wanted.) They stifle the giggle before it surfaces by fixing me with such an intense gaze I think I might just melt into a puddle on the spot.

“Now I want you to focus on the watch. It’s going to start swinging very gently back and forth. Follow it with your eyes. That’s it. Listen to the sound of my voice while you keep watching it. Watch it swaying, feel the rhythm, you can’t look away, just keep following it and listening to my voice…”

The specific words start to become meaningless after a while. As I keep my eyes fixed on the swaying watch, I begin to feel as though my upper body is swaying gently along with it.

“You’re going to start feeling like you want to close your eyes. When you feel that, it’s okay to do so. That’s it, be a good girl and close your eyes for me… feel your eyelids getting heavy…”

I’m not sure it’s even accurate to say that I obey them, because it does not feel like a conscious choice. Rather, my body follows of its own accord. All it wants to do is what that gentle, soothing, encouraging voice tells me to do.

Three: Them

The thing with hypnosis is that some people are much, much more susceptible to it than others. Some people just can’t really get there – a part of their brain just won’t switch off enough to allow it. But the woman in front of me is definitely, definitely susceptible. I can’t remember the last time I saw someone trance so quickly and easily.

Fuck. I feel my cock getting hard as I think of all the sexy possibilities. Not tonight, though. Tonight I’m not even going to touch her. Not directly, anyway.

“Put your left hand down by your side,” I instruct, taking care to keep my voice low and calm. A first-time trance can be fragile and I don’t want to break it. She does so. “That hand is tied there. You cannot move it again until you’re given permission. With your right hand, I want you to put it between your legs and touch yourself the same way you usually do.”

I pause for a moment and watch her. She slips her hand into her skirt and panties and a whimper escapes her lips as her fingers find her clit. “You’re going to rub slow circles on your clit for me. One… two… three… yes, good girl, keep that rhythm going. You will not speed up, slow down, stop, or orgasm unless I tell you to.” I pause and watch her. God, this is so unbelievably sexy. “I’m going to be asking the questions now, and you’re going to answer them honestly for me. Can you do that, pretty thing?” I ask her.

“Yes, Sir.” The voice that comes out is quiet, compliant, submissive. Exactly the state she told me she gets into when she’s in deep subspace. Perfect.

“First question. How aroused are you right now, with a one being not at all and a ten being at the point of orgasm?”

“Five, Sir.”

“I see. And is that because being under my control gets you going?”

“Yes, Sir.”

“Do you want me to take control of how aroused you can get?”

“Yes please, Sir.”

“Then I’m going to give you a number from one to ten. That number is how aroused you’ll be and how close to orgasm. You will not stop what you’re doing or change the pace at all. Now, I think you’re a little too excited for this early in the game so let’s take you back down to a three. That’s it, good girl.”

Her breathing steadies, but her fingers keep moving. Good. This is working very nicely.

“Now let’s very slowly ramp back up to a five… remember to keep those fingers moving exactly the way I showed you, no faster or slower… one… two… three… four… let your arousal slowly increase.”

I decide to take the risk and try something. “Now for five seconds, you’re going to be right up at an eight. Ready? Now.” She moans and the hand that I’ve bound clutches at a handful of sheet, but remains in place. She squirms as I count down the five seconds. “Was that nice? Good girl, now let’s calm you back down to a four…”

I sit back and watch her, a little mesmerised myself by the rhythmical, steady movements of her fingers on her clitoris.

“Next question. If I let you pick any number right now, what number would you pick?”

“Nine.”

“Nine? That sounds like somebody wants to be on the edge but not quite coming. Is that right?”

“Yes, Sir.”

“Perhaps we’ll go to a nine a little later. Let’s get you to a seven right now.” I’m not sure if the whine that comes from her lips is pleasure or frustration, but I love it either way. I’m rock hard and I know I’m going to be jerking off to the memory of this for a long time to come.

“That’s it, hold that there for me, sweetheart. Such a good girl. Keep those fingers moving, don’t speed up, don’t slow down… hold that seven for me, good girl.”

“Next question. Do you think you’ve been a good enough girl to be allowed that nine you asked for?”

“Yes, Sir.”

“Mmmmm. Yes, I think so too. As you wish… nine. Feel your arousal increase. You’re so close to the edge now, aren’t you? I love knowing you’re so close but I have such control over you that you can’t tip over into orgasm unless I give you that magic number.”

She’s squirming, seemingly uncontrollably, humping her own hand as if trying to get more stimulation but not able to rub any harder or faster than I’ve told her to. Her sounds are sometimes moans and sometimes whimpers, but always fucking music to my ears.

“Feel the orgasm building inside you, so close you can taste it but not able to wash over you unless I let it. It hurts, doesn’t it? Feel that exquisite ache, feel how much your body wants it… but it wants to obey me even more. Keep that hand moving nice and slowly. Good girl.” The calmness of my voice, juxtaposed with the writhing and whimpering of the desperate, tranced girl on the bed in front of me, amuses me. I feel my inner sadist poke their head out.

“Bring it back down to a 7 now. Good girl, come down off that edge. You’re still really aroused, though, aren’t you? Hold it there. Good girl. Last question. Do you want me to give you a ten and tip you over into orgasm?”

“Yes please, Sir!”

“Take your hand away. I think that’s enough for our first session. Time to start bringing you back to earth, sweetheart.”