The Safest Anonymous Sex

A short fantasy I came up with that I'm honestly a little bit tempted to make come true...

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I texted my best friend today.

She's a bit of a... well, a slut. I say this with nothing but love and admiration for her. She's smart and she's safe about it, and I'm happy for her that she's getting what she needs. Anyways, I knew that she would just the person to help me with my fantasy.

I texted her:

ME: Hey. Bit of a weird question but, I'm hoping you can help me out with something.

BECKY: What's up

ME: I want to try a little... experiment. Do you think you could possibly hook me up with someone who: is a Top/Dom, might be interested in a semi-anonymous sexual encounter, and is into / experienced with orgasm teasing and denial?

BECKY: *laughing emoji* Yeah, I can think of a few people who fit that description, actually. Let me get back to you.

ME: *thumbs up emoji* *kissyface emoji* Thanks, Becks. You're the best.

Fifteen minutes later, I received a text from an unknown number.

UNKNOWN NUMBER: Hey. I'm Becky's friend.

ME: Hey there. So, what did Becky tell you?

UNKNOWN: Not much. That she had a friend who wanted an anonymous hookup for some teasing and denial?

ME: That's pretty much it, yeah. I mean, I wrote up a pretty explicit version of the type of thing I'm thinking about, but now that I'm looking at it I'm embarrassed *laughing face*

UNKNOWN: Aww, C'mon. You can't tell me that and then not send it. I thought *I* was supposed to be the one doing the teasing?

ME: Ideally, yeah, heh. Okay, hang on a sec.

I read over what I had written quickly to check for any glaring errors or changes I wanted to make, realized I was stalling, and hit the sen button.

ME: I want us to pick a date. A weekend day when neither of us have any other plans, and we can take our time. I'll book a hotel room. When you arrive, I will be waiting for you on the bed, blindfolded and naked.

ME: I want you to familiarize yourself with my body. Touch me, stroke me. Feel every inch of skin. Feel how soft and smooth I am: my arms, my legs, my belly, even my mons. See how my nipples pucker when you graze over them, the way my hips buck and how I gasp softly but audibly when you squeeze them gently. I want you to hang out there for a while, teasing me. Occasionally letting your hands meander slowly downward, lower, lower, lower... tantalizingly close to my pussy, but not touching it. Maybe you'll gently stroke the inside of my thighs, tickling the sensitive skin where my outer lips get my legs, and occasionally brushing just one finger lightly over my slit, but removing all sensation when I try to buck up against you.

ME: I want you to "force" me to edge myself. Every time I tell you that I'm getting close, you pull my hands away. I want you to watch the way I touch myself: the exact rhythm of my fingers, the way I pull my clit hood back with my left hand while my right index and middle fingers swipe gently up and down either side of the base of my clit, just barely brushing against it. I want you to softly stroke my nipples while I moan and gasp, until I tell you that I can't keep going, that if I edged myself one more time I wouldn't be able to stop in time.

ME: And then I want you to tie me up.

ME: I want to be edged.

ME: A lot.

ME: I want you to explore my body thoroughly, using whatever means you have at your disposal. You'll have your choice of items in my toybag. But throughout it all, I should continue to be edged. Teased and tormented, over and over and over again, until I beg for mercy.

ME: And then I want you to keep going.

ME: I want you to keep teasing me until one of three things happens: one of us safewords, it's no longer fun for you, or we need to stop due to physical limitations (hunger, pain, fatigue, just need a break, etc).

ME: And then, your choice: you either make me cum, and cum, and cum, until I'm so overstimulated that I can barely speak... or you lock me into my chastity belt and drop the key into the timed lockbox I'll have set up on the table, which will ensure that the belt can't be removed for a least 24 hours.

ME: If you're interested in helping me make this fantasy a reality, let's talk limits.

I tapped my foot nervously while I waited for his reply. Finally, just as I was starting to worry that I'd scared him off, he replied.

UNKNOWN: Yowza.

ME: Is that good or bad?

UNKNOWN: It's very, very good.

UNKNOWN:...for me.

UNKNOWN: Not so much for you, I'm afraid.

I gulped, and my pussy throbbed.

ME: No kissing on the mouth. Oral and manual sex only, not PIV.

ME: Also, no names, no pictures, no removing the blindfold. It's arousing to me that I'll never know who you are.

ME: Like, every time I go to a kink party in this city, I'll wonder if you're there.

ME: Or maybe I would recognize your voice? Oh god.

UNKNOWN: Those terms are acceptable to me.

UNKNOWN: Oh god what?

ME: That I might recognize your voice somewhere. That would be so humiliating, and so hot.

ME: And we can renegotiate some things, IF we take a break and are not actively playing.

UNKNOWN: Like what?

ME: Like kissing, or maybe even sex.

UNKNOWN: Ah, yes. I didn't realize those were negotiable. But that's just an added bonus. I'm planning to have a LOT of fun with you.

From there, we went on to discuss safewords and limits, chose a date and a location, and I agreed not to masturbate for at least three days before. Lastly, I gave him my Fetlife handle, so that he could look at my kink list and check me out beforehand. After all, as he'd pointed out, he was going see what I look like regardless, and I can only benefit from him studying what I like.

Forty-five minutes later I put my phone down, leaned back against the couch, and asked myself aloud, "What have I just gotten myself into?"