Page 137 of The Best Venture

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Swallowing loudly enough for her to hear, I begin to loosen my tie, which I still haven’t taken off, only just getting home twenty minutes ago. “Do you still want me to spank you until your ass is bright red?”

Emma nods, and her breaths grow shallow as she reaches me. “Yes. I want you to punish me.”

Fuck.

“Go to the corner desk, lie face down, ass up, and wait for me there.”

“Yes, Professor.”

She saunters away, and I peek over my shoulder, biting my lip to keep in a groan at the way her hips move. Getting to my bedroom quickly, I take the two things I need to fulfill my end of the fantasy, and bring them to the living room where my desk sits in the corner, facing the outside view. It’s dark out, and my blinds hide Emma watching me with a smile, in the position I asked her to get into. The skirt barely covers her ass, and I lick my lips, taking slow, steady steps.

She’s so beautiful, but she’s not entirely mine. Mine in the way I need her for now, but that still doesn’t feel like enough.

“What’s behind your back, Professor?” she asks, keeping the game going.

“Something I think could improve the experience, Ms. Haywood. Ifyou’re feeling up for something that’ll make your ass feel good as I spank it.”

Reaching her, I slowly pull the skirt over her ass and find that she’s not wearing any panties. I tsk, pretending to be disappointed. Meanwhile, my cock twitches at the sight.

“Tell me, Ms. Haywood. Have you ever had anal sex?”

I run my hand up her thigh to one of her cheeks that makes her shiver. “Once, but it was only for a second because it hurt too much.”

I hum, spreading her cheeks for a moment. “Did the guy prep you at all?” She shakes her head as much as she can in her position. “I want to try something with you, but I need you to relax and trust me.” Dragging a hand over her slit, making her gasp and feeling how wet she is, I ask, “Do you trust me?”

“Yes, of course I trust you.”

Those words hit me hard, and I halt my movements. Emma trusts me just as I trust her—with my body, secrets, and possibly more. Here I am about to take something she’s willing to give me, give me the last part of her body that has yet to be touched properly, and I’m too cowardly to be anything more?

I don’t deserve the kind of trust she’s offering me.

“Grayson?”

I blink my eyes a couple of times, returning from my intrusive thoughts. “Sorry, I got distracted.”

Emma stands, pauses the roleplay for a moment, and cups my cheek. “Are you okay? You looked…well, you kind of looked like me when I’m overthinking, but sadder.”

Leaning into her touch for just a second, I grab her hips and press her body against mine.

“I’m fine.”

She looks between my eyes, pursing her lips. Knowing Emma, she’s trying to read my mood and whether I’m telling the truth. The truth right now is that I’m not ready to talk about this, and I don’t want to spoil the night.

Taking in a deep breath, she nods and lets it go. “Okay.”

“Okay.” I kiss her softly, then deeper, rubbing my hard cock againsther. In a few minutes, I’m fucking her up against a wall, then on the couch, and finally on the rug in the living room.

The toy I brought with me—a vibrating butt plug—is no longer necessary as we are clearly not fulfilling that fantasy today, but we have plenty of time to try new things. At least, I hope so.

Grabbing it from the pocket of my jeans that are nearby, I turn it on, but instead of rubbing her clit, I lay it on her nipples. Her back arches the most it ever has, and a scream fills the room as her pussy clamps my dick, making me groan.

“Fuck. You like that, Princess?” She nods and bites her lip. “Your pussy is squeezing my cock so hard, I can barely move.”

She looks at me, eyes wide. “Is that what you were going to put in my ass?”

“Yes.” Emma screams as I rub it against her clit and back up to her nipples. I close my eyes, thrusting faster, knowing she’s going to come soon.

“Grayson,” she breathes.