I sometimes wonder how scary I am to my play partners when they first meet me.

Oftentimes, it doesn’t sink in how big I am. Or that I’m real, and the things in my stories aren’t made up. My voice can catch them by surprise, a low, rumbly growl when I’m turned on and saying filthy things. And my eyes can have a bit of an intense glare to them.

This story starts off in the realm of failure. I was alone in my hotel room on a Friday night, having a few different messages of women that liked the idea of meeting up, but had “situations” crop up - a distant relative passed away, work had them traveling away from home, their car broke down. Familiar notes in a polite song that may have been true, or maybe it wasn’t. No matter the excuse, I thanked them for letting me know, and made promises to let them know the next time I was in town.

A soft lie and apology is always better than being ghosted. I’d prefer the honesty, but I fully understand that a lot of men aren’t really great at taking no for an answer.

That particular Friday night, one ghosting was really bothering me. An old internet friend was finally going to meet up with me for a drink, and we had set out all Saturday night to play. I had put a lot of effort into these plans, to the point that I didn’t really have any solid Friday plans, and no back-ups at all for Saturday. That would have been crass.

But at 3 p.m. Friday, I had the last message from what would be a very annoying ghosting. Friday night, I ate dinner alone with two empty seats, and retired to my room. I poked around a little online, looking up some profiles. One in particular jumped out - a nice ass, some talk about fetishes that included submission, sex with strangers, and a no panties rule. I sent her a message offering to sketch her butt.

She replied, and fast. But it wasn’t just her saying thank you. She did thank me for the compliment, but it was when she also said that she was glad she could please me.

It was so aggressively submissive and horny for a first reply. I made some assumptions. If I had to guess, she was someone that loved to sext, loved to fantasize about being an in-person fucktoy for a stranger, but had never crossed that threshold. She was extremely attractive from the chin down, and was careful to not post any pictures of her face.

I decided to match her level of aggressive horniness, to see if I could call her bluff.

“How badly do you want to be fucked by a complete stranger tonight?” I wrote.

“Desperately I’m dripping wet just thinking about it,” she replied.

At this point, it was midnight, and I knew she was 90 minutes away, if she was honest about her location. I wasn’t planning on going to sleep before 2 a.m., since I have a bit of insomnia and was mentally still off by three time zones. I could have stayed up until 4 a.m.

“Put on a skirt and a tank top, but no panties. Drive to [my hotel],” I wrote. “Get here by 1:45, and text me when you're in the lobby. Tell me what color skirt and tank top you're wearing. I'll fetch you. Do not talk at all, until I tell you to.”

And then a moment later, I added:

“If you decide you can't do this tonight, tap out now. Maybe we will use you tomorrow.”

It was purely a bluff at this point, but it required no effort on my part. Why not give her a chance to prove her slut skills?

An hour later, she replied that she missed the message in time to actually make it to my hotel. She seemed a bit remorseful that she missed her window for the night. I told her to show up at 10 p.m. Saturday, and she agreed. I chuckled, because sure, of course she’s totally going to show up tomorrow. But I also managed to fall asleep immediately.

When I woke up, I found that she had read through a LOT of my previous stories. She had questions about what toys I had packed with me, and what she should bring for the night. Suddenly, this scene was becoming tangible.

I instructed her to bring either her favorite dildo or vibrator with her, and let her know that she could pack some tame, comfortable clothes for when she left. We went over safewords and aftercare expectations, limits and wants. It was a very pleasant morning of texts.

I offered to adjust the scene to where we could meet and talk first, but she really liked the idea of not being allowed to talk until I decided.

By that afternoon, she admitted that she was getting really nervous. I assured her that she can decide in the car before coming into the hotel if she wanted to do the scene without talking, to talk, or to turn around and go home.

We discussed a few more key wants and limits - she had a fresh piercing I needed to avoid, and she wanted anal, but it had been a while. By 8 p.m. I was absolutely certain she’d be my toy for the night.

At 10 p.m., I had my doubts.

She was sitting in the lobby, exactly as planned. Her tits looked a bit bigger than I expected, even after looking at her nude pics. A moment later I noticed it was a padded bra. When she turned to me, I saw that her white top had “Daddy” written on it in big pink letters. She was not in a subtle mood when she picked up her outfit. That was a good sign.

And finally seeing her face, I was immediately drawn to her dark, gorgeous eyes. But those eyes were filled with fear, and I was the source of that terror. The next 10 minutes would decide everything.

I nodded to her, and gave her a quick, “With me.”

She stood up, and I mentally had to adjust. She had mentioned that she was 5’6, and I realized then she was wearing 4-inch heels to push her slender frame to 5’10. It had been a while since I had played with someone anywhere near my height (6’2). I could feel the sheer lust growing inside of me. I wanted her.

Inside the elevator, I asked her if she remembered the safewords. She quietly nodded as I keyed in the floor. It was an extremely shaky nod. I rested my hand on the back of her neck. A controlling grip. She didn’t flinch from my touch. That was a good sign. But I could feel her pulse, and her heart was screaming.

I took a moment to lift her skirt, and she was indeed without panties. I complimented her on being a good girl. I could see her mind wildly jumping around, from “Stranger Danger” to “Horny Lady” and back again. I needed to see if I could settle her into a subspace groove. In the hotel hallway, I put a dog collar around her neck. Her pulse was still thrumming like an overclocked motor. I had a leash in my other pocket, but opted to not use it. We walked to my room with my hand on her neck.

I had to feel her out. At the door, I had her get on all fours. It took her a moment to process what I was ordering her to do, so I repeated, and motioned for her to put her hands on the carpet. She complied, but I could tell that I needed to focus her with simple tasks until she had a chance to get her mind under control.

She crawled into the room, and I had her stand up for a better inspection. Hopefully in the privacy of a room she would let herself loosen up. I slowly ran my hands over her, lingering under her skirt. I could feel the wet mess of her pussy - as nervous as she was, she wasn’t lying about wanting this on a physical level.

I had her lay on the bed, and spread her legs. Her face screwed into a look of abject horror as my hand slid up her thigh again. I was very, very close to calling the scene off for her at this point. I gave her my keyword “stoplight.” When I tell a sub stoplight, I’m asking her to remember the safewords and tell me what color the stoplight shows. If she needs me to stop, it’s red. Slow down for yellow, and keep going for green.

She started to say something, then immediately stopped.

“You may speak,” I said, almost forgetting that I had muted her.

“Green.”

She wanted it. She was committed. She needed to prove to me and to her that she was a good little slut. I had just the task.

Guiding her from the bed to the corner of the room, I had her drop to her knees. I pulled my cock out. Even with her terrified of me - possibly because she was terrified of me - I was rock hard. I didn’t have to instruct her. She saw my cock, and immediately began sucking.

I wasn’t expecting much. She seemed so delicate and nervous. I was wondering if maybe I was going to have to teach her how to give a good blowjob. I wouldn’t have minded. I was just earlier thinking about how a blowjob I had had two days earlier was easily one of the three best of my life.

Not even 20 seconds in, I realized she was going to be giving those other three cocksuckers a run for their money.

Something had absolutely launched this cute little slut DEEP into subspace, and she liked it there. The fear of me being a stranger was completely gone. All that was left for her to think about was a thick, hard cock in her mouth.

She greedily sucked on it, coating the shaft with spit and drool, stroking me, licking me, taking every inch down her throat. She was gleefully experienced in the art of sucking cock. I needed to sit down for a second, and I let her continue.

Before I completely lost control, I had her slow down and told her to sit on my lap. She did, and almost started to straddle my cock to fit me inside of her. I slowed her down, wanting to just have her on my leg for a second. She nodded, and I again held her neck tight, checking her pulse. Her heart was still going fast, but it wasn’t trying to escape her chest any more.

I took her over to the bed and bent her over. Rubbing my cock against her ass, I realized that her legs were long enough that I could actually fuck her standing up. With a subtle motion, I picked up a condom and started unwrapping it.

“I think I’m going to fuck you raw,” I said.

We had talked about safe sex preferences before the scene. I had just had unprotected sex with a different partner, and we both were in favor of wearing condoms. I was hoping she remembered what she had to do.

“Please no,” she said, a soft whimper. It was maybe the tenth and eleventh words I’d heard her speak at this point.

I stroked my cock in between her ass cheeks.

“Your wet little cunt is going to feel so good when I fill you with cum,” I said.

There was such hesitation in her voice as she again said no. I had to wonder who she was trying to convince, me or her.

“Beg, like a good little whore,” I said.

“Please,” she said. “Please use a condom. Please, sir.”

At this point I already had snuck a condom on.

“And if I don’t?” I asked.

She started to say something, but whatever words her brain had picked got lost as I pushed my cock inside of her. I took full advantage of her long legs, enjoying every stroke from a standing position. But I wanted to cum, and it’s not easy for me to do that standing up.

I put her back on her back and continued to push as hard as I could. I was fairly certain that the undercurrent of anxiety in her was going to make it too hard for her to cum, so I was just fucking her solely for my pleasure.

And I loved every moment of it, filling the condom with cum.

I drained it into her mouth, and she begrudgingly swallowed and ate it. I had her lick my cock clean. This kept me hard, but honestly not hard enough for what I wanted to do next. I ignored my cock for a bit, grabbing some lube.

Her asshole was extremely tight, but it reacted well to my teasing. I could barely get one finger in, sliding it in and out. It would take some time to stretch her out.

To entertain myself, I put my dick back in her mouth. She again attacked with a passion, desperate to suck any and all cum out of me, ignoring my finger in her ass. But to tease her, I started working over her pussy with my other hand. She couldn’t ignore that. If I focused directly on her clit, her mouth froze up for a second, maybe two, maybe three.

I was very wrong about not being able to make her cum. I could feel her pussy squeeze against my fingers as her body shook. And then she fought through it in an attempt to impress me.

And I admit, I was impressed. So I started using two fingers on her ass. It shook her for a longer spell, but again she returned her mouth to my cock.

The eagerness, the desire to please me, and the extremely talented mouth had me fully hard again. I cleaned off the spit, put a condom on, and bent her over a pillow.

At first I took it slowly as I pushed my cock inside of her ass. Not as slowly as you would a girlfriend or a wife. I was still going to be using her as my cumslut fucktoy. And her ass accepted this. So I started to fuck her asshole harder, and harder still.

I can’t imagine the pain that she was pushing through. But also, I didn’t care. Her holes were for my pleasure tonight. It turned me on to the point that I came again.

We took a brief break for water and towels, and chatted for a bit. I was curious as to how she was such a good cocksucker, and she smiled and told me a bit about her younger slut phase. She had experience fucking and sucking, just not meeting a complete stranger from the internet.

She also let me know that reading all my other posts was calming for her, and that she did actually trust me to put a condom on. We talked a bit about me scaring other women to the point that they send polite lies. She confessed that her little polite lie was car trouble. I laughed and let her know that she would have been my third broken-down car of the night.

It was a sweet, fun moment. And now it was time to get really sadistic.

Grabbing four clothespins, I pulled her pussylips out and clamped them, leading to uncomfortable moans from my fucktoy. I could see how hard her clit was, and decided to lick it. She started to shake almost immediately. So I started fingering her, sucking her clit, and lightly biting her. I pushed her until she came for me.

Only this time I didn’t let her push through it. I kept working her, licking, sucking, pushing my fingers harder and harder. Her thighs crushed against my face. Her hands instinctively moved down to stop me, and I ripped them away from her pussy. She started to beg me to stop, and I ignored her.

When I wanted to stop, that’s when I stopped. I pulled the clothespins off of her, and she laid on the bed like the wrecked slut that she was.

And I laughed. Because the whole point of the clothespins was to get a nice picture of them, to use for an artwork later. I was so focused on making her squirm that I forgot to take a picture.

So I put the pins back on, made her spread even wider for me, and took the pictures. She was moaning uncontrollably almost the entire time.

I let her pussy have a rest, and made her suck me for an extra long time. I was down to my last condom, so I was trying to see if I could cum from her giving head. It was close, but I was just a little too tired. I knew that I would be able to cum from fucking her, but I wanted to finish on that.

The time out for her pussy was over. I dug through her purse to get her vibrator, then told her to turn it on.

She did, but as she was handing it to me she made a huge mistake.

“Wait,” she said. “That’s on a really high setting. Can you turn it down before you use it on me?”

I have a hunch she felt that mistake the second she said it. There was no way that a sadist like me was going to turn down her vibrator. I made sure it was covered in spit, turned it up a notch, and pushed it inside of her.

“Oh fuck,” she blurted out in an involuntary gasp.

The reaction was almost instantaneous. She went from quivering to shaking to quivering again. I warned her to not cum without permission, and she began to beg immediately. I ignored it, and kept the vibrator on her.

“Please oh fuck oh fuck oh fuck Please may I cum?”

I growled some of my favorite words: “Cum for me, you little slut.”

She let her body ride a wave of pleasure, only to realize that no, I would not be stopping again. She tried everything she could. Pleading, closing her thighs, trying to crawl away from me. Every time she struggled, I pumped her cunt harder.

She had to beg two more times for permission to cum, and I graciously let her. Eventually I needed some water, so I let her rest.

We did some more photo poses for later sketches, including some with her hands against the window. Then I started rubbing my cock against her ass. I made her suck my cock as I enjoyed the view, then dragged her by the hair over to the chair so I could enjoy more of the blowjob.

I instructed her to get the last condom, not wanting to leave the chair. I was thinking of her almost sitting on my cock earlier, and decided I wanted her to do that for real. I slid down in the chair as much as possible to give her a place to ride me. She balanced on the arms of the chair, fitting her tight, swollen pussy on my cock.

Every downstroke of her squatting on me felt amazing, but I knew it wasn’t going to make me cum. I needed to be in charge for that to happen. I grabbed her by her hips, fully intending to sort of clumsily throw her to the bed. We had been going at it for hours at this point, and I knew I was on my last legs.

But instead of being clumsy, I found myself lifting her completely, my cock staying inside of her. My brain was screaming at me, What the fuck is this pornstar shit?, but I did my best to play it off as something that I just do all the time. Sure, why not?

I fucked her missionary for a minute as a sort of victory lap for that move, then I got on my back and had her sit on me again. I needed to enjoy her pierced tits bouncing a little more, her cute face scrunched up in pain and pleasure as her pussy did all she could handle. And when I saw her hit her breaking point, I decided to push her onto her back and finish it.

Again, someone during the push and tumble, I stayed inside of her. Honestly, I had no idea that I was able to do that. And again, I played it off as if it were totally something I do every Saturday night, and I pounded her into the bed until I came a final time.

We spent the next half hour or so introducing ourselves, finding out what each other’s names were and what we did for jobs. I have to admit I’m pretty excited to find out that she was a genuinely cool person to talk to, with or without my dick inside of her.

We got dressed, then I walked her to her car, gave her a hug and kiss goodnight, and promised to send her this story as soon as it was done (along with reactions from my wife after I read it to her).

Post note: She mentioned to me earlier that four days later, she still can’t look at her little vibrator without immediately going back into subspace. I can’t tell you how much that pleases me.