Page 60 of Pretty Little Tease


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“Well, I shouldn’t be giving into this, so easily,” I say, pointing out the obvious. “But more than that? We’ve never fucked before. You don’t know if you’ll like it, or if I’ll like it. I don’t know what you’re like. What if I don’t like it, and I can’t fake it for my stream? What ifyoudon’t like it, and they know?”

“What if you like it so much that they see it on your face, even behind that pretty mask of yours?” he replies darkly. “I won’t let you fail. I’m not going to let you embarrass yourself. And most of all, Blair?” He goes to my desk, scoops up my mask and laptop, and comes back to the bed to hand them to me. “Don’t you ever worry that I won’t like it. I promise, that’s nowhere in the realm of possibility. Okay? You’re all right. Besides, if anyone says anything shitty, you know Rook is watching. He’ll take care of us.”

I don’t know what he’s going to do from the other side of a screen, but the argument dies in my throat as my alarm goes off, reminding me it’s time to start my stream. I grab my phone andstop it, turning to see Oliver standing beside my bed and tugging off his shirt.

“Remember,” he says, stepping far back from where the camera can see him while I drag off my shorts and chuck them across the room. “I’m a trick-or-treater. Make up the rest.” His mask comes up, and he adjusts it against his face, moments before I scramble to do the same with mine.

This is a bad idea, I think, and click the button that will start my stream.

For a few moments, as usual, I don’t do anything of interest. It takes that long for people to filter in, though I see Rook’s name instantly, asFramed_Failuresthis time instead ofThrillingterror.

“Happy Halloween,” I greet finally, unsure of how to sit to not look like I’m perched or hunched like some creature from Lord of the Rings looking to attack the hobbits. “First things first, today won’t be as long of a stream as usual. Umm… My friend invited me out to go to a costume party. And you know, I’m already halfway set.” I tap the mask on my face, and get a few remarks and greetings from the twenty or so viewers in my chat.

“But more than that…” I sit back, toying with my shirt. “I have a surprise for you guys. Right before I started the stream, there was a trick-or-treater at my door.” My words tremble slightly, and I canfeelOliver at my back, his weight causing the bed to dip under me. “I don’t have any candy,” I admit, as he reaches up to wrap his long fingers around my throat.

He can’t kiss me, but I hear the soft chuckle when his mask presses to my face. “But I told her that’s okay,” he tells the viewers, some of whom have erupted into greetings for him. Had he told them he’d be here? Is that why I have more than usual online so early? “I just want something sweet, but it doesn’t have to be candy.”

There’s a smile in his voice, just as there usually is when he streams. “I’mletsplayjay,” he goes on, his fingers tugging on my shirt. He takes it off teasingly, then settles me back against him on the bed. “In case any of you aren’t familiar with my stream. I’ve been watching Envy since she started, and well, what a coincidence, don’t you guys think?” He shifts to grip my throat lightly again, turning my face up to his behind the mask.

"Such a coincidence I ended up here, right before her stream, so I can get my treat while all of you watch.” He guides my knees outward, hooking them over each of his, so that my viewers can see all of me. There’s barely anything hidden under my purple, lacy lingerie, but he ghosts his fingers along my inner thighs as the first couple of tips start rolling in. “We’ll let her stream work like mine tonight. The highest tipper always gets to request what they want. More than ten means you can have me do something to her… within reason, of course. We wouldn’t want to scare poor, sweet Envy, would we?”

The excitement coming from my viewers is stronger than it ever has been, and when a tip comes in asking for Oliver to take off my mask, another one, this time from Rook, comes in telling Oliver to finger me instead.

Thanks, Professor, I think darkly in my head as Oliver chuckles against my skin. “They want to see your pretty pussy so bad, huh?” he teases, fingers sliding up and down my slit just over my panties. “Of course they do. Who wouldn’t?”

Before I can think of any kind of reply, he shoves the material of my panties gently to one side, rubbing against me again before using his pinkie and pointer finger to spread me open.

I whimper, lips parted, and let him tilt my head back against his shoulder with his grip still firm on my throat as he slides two fingers into me.

“I think she started dripping when I came in,” he tells our viewers sweetly. “But I think this is deserved, don’t all of you?After all, I recognize some of you from my stream who’ve made me stoprightwhen I want to come. Don’t think I don’t. Well, since this is Envy’s stream, I won’t stop with her until I’m satisfied and had my fill of her sweetness. Tell your viewers how you love my fingers, baby,” he insists, gesturing for me to sit up.

“Fuck, I really do,” I tell them, my hips nearly moving of their own accord while he thrusts deep and spreads his fingers wide inside me. “He’s so good at this.”

“Does it feel better than the toys you like to use?”

“So much better.”

"I bet you’ll love it even more when you’re full of my cock, won’t you?” he teases, then suddenly lets go of my throat to lean forward and drag the laptop closer.

I let out a gasp of surprise, and I feel my legs tense as my viewers are suddenly granted a closer view of my body and the way he’s fingering me. He speeds up, still watching the screen as much as he can, until finally he pushes it back with a low laugh.

“Thought you guys might want to get a closer look, since she never gives us one. She’s just so cruel like that. And for those of you more used to seeing me, well. I’ll put it this way. I know how much you’d want me to fuck you, so now you’re getting a live demo of just what I’d do to you.”

His viewers get suddenly more invested in the chat as he continues to tease me, and I lose myself a little as he unhooks my bra to play with my nipples.

It’s embarrassing, I think. Though not in a way that’s necessarily awful. I can feel the fine tremble going through my body, and the soft gasps leaving my mouth aren’t exactly staged.

“They’re talking to you, Envy,” Oliver teases. “You can’t go all blissed out on us.Whirled4xwants to know if you like it when I play with your nipples like this. I mean, it’s pretty obvious to me, but why don’t you go on and tell them what your body is saying loud and clear?”

Righting myself so I can look at my laptop, I take a breath and fix a shaky smile on my lips. “Feels so sweet,” I tell them, thankful that Oliver has nudged my mask back into place a few times. “He’s so fuckingsweet. But maybe some of you could tell him that I won’t break, please? He could play a little rougher.”

My hunch had been right, and just like when he’d asked for something, tips and suggestions roll in. A few want him to choke me, while others want him to just be more aggressive overall.

“Choke her?” Oliver laughs. “You want to see my hand wrapped around her throat like this?” His free hand is back at my neck, fingers digging lightly into me just under my jaw. “She does look pretty with my fingers around her throat, doesn’t she? I agree with all of you about that. But we don’t want to hurt sweet Envy, no matter if she says I can play rough with her.”

There’s a warning in his voice that might just be for me.

“Besides, sweet girl has a party to get to,” he adds, voice goading. “How about I fuck her, hmm? I’m not sure I’m feeling very creative today, so why don’t all of you tell me how you’d like me to take her. I could put her on her back and wrap her legs around my hips? What do you guys think?”

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