This was written for a Tinderella I never got the chance to meet, as I only travel to NYC occasionally, and she met a monogamous partner while I was away. This is also my first work of fantasy; the rest of my writing is based on real experiences, but many are similar to this story.
This was written per her request… She didn’t want to hear about my past conquests, but about what I would do to/with her if we met. She gave me a few themes/prompts she would enjoy.
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I tell you I’ll be in town, my hotel, and that I’ve left a key card at the front desk for you. You are to arrive at 4:30, but I won’t be there until 5:30.
When you get to the room and let yourself in, you find a note, a blindfold, and a Hitachi vibrator. The note says that you are to strip, and edge until I arrive. And just before 5:30, you are to put on the blindfold…
We’ve already met, and you know the sound of my voice. When I enter the room, I see that you’ve followed my instructions perfectly, and are desperate for release. But, I don’t say a word. You don’t know if it’s me or not. I take away the vibrator, and guide you to the room’s floor to ceiling window. I turn you around, pressing your tits against the cold glass for anyone looking to see.
You hear a zipper, then feel a cock pressing on the small of your back. I bend you over, still facing the window, and slide *slowly* into your hungry, overstimulated pussy. I proceed to tease you, going at an excruciating pace.
You begin to whimper and beg for me to really fuck you, fast and hard. You need to get off, now. Finally, I give in, and decide to remove the blindfold. You can see the city in front of you, as I begin to slam into you.
You’re on the edge, and what pushes you over the top is when I start spanking you. You lose control of your legs, and fall down, quivering.
But the night isn’t over. You recover in a few minutes, and I help you to your feet. It’s time to go out. You’ve done as I’ve instructed, and brought a sexy short dress. You start to pull on your underwear, and I say the first word of the night.
No.
I pull out of my bag a wearable toy. It’s shaped like a thong, but there’s a slight bulge at the front. The vibrator will sit directly on your clit. I help you adjust it, pulling your lips apart to ensure maximum contact. My phone is the remote. I give you a quick tour of the controls, speeds, and patterns, and am watching you closely the whole time, learning how you react to each.
I turn it off, then lead you to the hotel bar. We have a drink, and while sipping, I hand you my phone. I whisper in your ear that for the next 30 minutes, you’re in control, but there’s two rules. You may not turn it off, but you also may not cum. After that, I’m in control.
There you are, sitting on a high stool, in a short dress, in a busy bar, with a buzz between your legs. You’re already overstimulated from earlier.
I purposefully stretch out my drink for the full 30 minutes, casually chatting about our day. But it seems you can’t keep your train of thought.
I close the check, take my phone back, and as we stand to leave, turn it on the highest setting. You gasp, and grab my arm for stability. You try to stifle your moan, but it still slips out. I joke with a passing waiter that you may have had a little too much to drink.
I turn off the toy, and allow you to regain your composure. We set off for the restaurant, a Korean barbecue place on the top floor of a nearby tower. Once we’re seated and ordered drinks, I pull my phone out again, and set the vibrator to the lowest level. However, every time a waiter comes by, I turn it up. Not to the maximum, but enough to make you visibly squirm in your seat.
We order and eat, continuing our earlier conversations. When the check arrives, you already know what’s coming. Up to full power. You force yourself to be quiet this time, partially because you’re learning control, partially because the restaurant is quieter than the bar.
We walk back to my hotel, where we lay down on the bed to cuddle. I’m spooning you, with my arms wrapped around you. I tell you how proud I am that you followed my directions, that you’re such a good little submissive.
After an hour of quality cuddles and pillow talk, I start to gently kiss your neck. You turn to face me, and I pull you in for a deep kiss. Hands gently roam, clothes start to be displaced, then discarded. When I enter you this time, it’s not fucking, it’s lovemaking. Passionate, yes, but paying full attention to each other’s rhythm, breath, and sounds.
We enjoy each other for what seems like forever. We finish simultaneously, and drop onto the bed, exhausted and happy. We drift off to sleep in each other’s arms, not even bothering to crawl under the covers.
The window shades are still open, and we wake as the sun hits us, realizing that we’ve been in plain view from the neighboring building the whole night.
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I didn’t want this story to be lost in my text message archives. Each paragraph was written as a single message, and was only mildly edited for autocorrect issues before posting here.
I’m bummed she decided on a local, monogamous relationship, but I completely understand. She’s just beginning to explore her kinks, and there’s many more relationships to explore in the city when I travel next for work.
Anyone that’s turned on by this scenario should PM me – I’ll be in NYC again at the end of this month. Slightly silver fox, bearded, nearly 40, in decent shape, and an experienced Dom that values aftercare as much as the scene. Check my post history for some of my recent, real life stories.
Source: reddit.com/r/gonewildstories/comments/9umwk8/ode_to_a_tinderella_mf_ds_toys_public_aftercare