Page 37 of Endless Obsession

I stare at the last message for a moment. It felt like such a huge admission for me, but his reaction is a reminder of where I am—the kind of person I’m undoubtedly talking to. This man has probably had plenty of sex with women whose names he didn’t know. An anonymous hookup, to him, probably isn’t worthy of a VPN and an anonymous chat site.

I could discount it as him mocking me. But there’s something about the overall tone of the conversation that makes me think he’s not. That he’s genuinely curious about what has led me here, to this point. And I can’t see the harm in telling him.

After all, it’s not like he has any idea who I am.

Curious Dove 24: Very much so. I’ve always done the three-date thing before even a kiss. And I just got out of a relationship.

Venom69xxx: No better time to explore, I think.

CuriousDove24: That’s what my best friend thought. And now—I think that’s what I’m thinking, too. I want to explore more.

Venom69xxx: What kind of things would you like to explore, dove?

I bite my lip. Now is the time to be honest about what I’m thinking. The time to explore further, if I really want to.

I reach for my wine glass, swallowing the rest of it in one large gulp, and start typing.

CuriousDove24: The man I hooked up with—he wore a mask. I think—I think that turned me on. Not being able to see all of his face. I think I want to do that again. It felt—dangerous. Wrong. Even though he was really very polite about all of it.

Venom69xxx: And you’d like a masked man who was less polite? ;)

A jolt of arousal shoots through me, that hot, tight feeling sweeping over my skin. My hand drifts towards the edge of my shorts again as I swallow hard, reaching out to type with my other hand.

CuriousDove24: I guess you could say I’m—curious. ;)

Venom69xxx: About what, exactly, dove?

CuriousDove24: I don’t know if I’m ready to say all of it, yet. But I think—the man that I hooked up with had a half-mask on. I keep imagining his whole face covered. That the only way I can tell how much I’m pleasing him is by the sounds he makes. By his body language. I picture him waiting for me in my apartment. Sitting on the edge of my bed when I walk in. Telling me what to do from behind the mask?—

I can feel myself getting wetter, the thin cotton of my sleep shorts clinging to my skin. My teeth dig into my lower lip as I wait for Venom’s response, my hand skating under the edge of my shorts to brush my fingers over the outside of my pussy.

I’m so wet that I can feel it just from that. I suck in a breath, unable to keep myself from going further after that first touch. I dip my fingers in between my folds, tracing my fingertips over my clit, and it’s so swollen and sensitive that it startles me. I’ve never been this turned on when I touched myself before.

Venom69xxx: What would you like him to tell you to do?

Venom69xxx: He’s been thinking about you all day, after all. Distracted and so fucking hard. That’s why he had to sneak in and wait for you. Do you want him to tell you to get on your knees for him? Are you going to give him that pretty mouth, since you made him wait all day?

The moan that slips from my lips startles me. I gasp, my two fingertips moving more insistently, back and forth, rubbing over my swollen clit as that image springs into my head. The man from Masquerade, but with a full mask this time, sitting on the edge of my bed. Waiting for me, waiting to give me orders to make up for how long I’ve kept him waiting.

I’m already close. Usually, it takes exactly the right fantasy and just the right amount of stimulation—always with a toy—to get me there, but I’m on the verge of coming just from my fingers. But I don’t want it to be over yet—and I have a feeling that as soon as I come, I’m going to be too embarrassed to keep talking. My arousal is what’s driving this interaction right now, entirely. I pull my hand away, biting my lip as I type a response.

CuriousDove24: Maybe he tells me to strip for him first. While he’s sitting on the bed, fully clothed and masked. He makes me take everything off, so he can see what he’s waiting for. And then?—

CuriousDove24: He tells me to get on my knees. To—to undo his jeans and take him out. He’s still fully clothed. I can’t see any skin other than where he’s tugged his shirt up out of the way, and his?—

CuriousDove24: That’s as far as I got.

I don’t get further than maybe he tells me to strip for him first, before I can’t take not touching myself. I’m too turned on, too close to the edge, and I hit the button for my voice-to-text on my laptop, the added eroticism of describing my fantasy out loud only driving my arousal higher as I push my hand back under my shorts and frantically rub my clit. I’m so close, so very close to what I need—and I can’t stop. I need to come, and other than the night at Masquerade, I can’t remember ever needing to come this badly.

I picture myself being ordered to my knees, staring up at this faceless, masked man while I reach out to undo his jeans, my hand wrapping around his cock as he pulls his shirt up and out of the way, revealing taut, toned skin?—

In my head, it’s tattooed, just like Ivan, ink stretching across his muscled abdomen, the man from Masquerade, and Ivan, and this man on the other side of the computer screen all mingling together into a fantasy that pushes me over the edge, my clit throbbing under my fingertips as my hips buck upwards into my hand and I moan helplessly, gasping as an orgasm stronger than anything I’ve ever given myself before crashes over me.

I don’t want it to stop. I keep stroking my fingers over my clit even as it ebbs, staring at the screen as I wait for Venom to respond, trying to catch my breath.

Venom69xxx: Were you touching yourself while you told me all of that, dove? Did you just come thinking about the man sitting on your bed, telling you to strip and suck his cock?

My breath catches, my brain momentarily shorting out. How did you know? I want to ask, but I realize immediately how foolish that makes me sound. Of course, he knew. I’m on a website designed for exactly that. No one is sitting here and just talking all night, and the fact that I even doubted for a moment that he would know what I was doing tells me just how naive I really am.

---