13. Meeting My Sassy Stepsister Again #2
I let her stew for a second, then turn away, walking back to the window.
The city is still there, glimmering below, but I don’t see it at all.
We make a little more small talk, desultory and light.
She’s still on the sofa, perched on the edge, legs pressed together, dress so tight her breasts are almost busting out.
She’s cupping a glass of white wine now, which I poured her just to see if she’d be able to drink it without spilling.
She can’t. Each time she raises the glass, her wrist trembles just a little and she has to set it down again.
I stand by the window, scotch in hand, city lights flickering through the glass behind me. There’s music playing, something soft and sensuous, low enough to barely register. The penthouse is big, but I keep the lights dim. I want it to feel close. Intimate.
Kayleigh babbles about the drive—traffic was a disaster, the parking garage is scary at night, she almost got lost trying to find the penthouse.
I let her run with it, nodding at the right moments.
Her voice is different when she’s nervous: higher, all the words bundled together as if she’s afraid they might escape without her.
She avoids eye contact, picking at the rim of the glass.
I ask about Victoria and Henry, and her face brightens—her default, I realize, is to please, to perform. “Mom’s busy with the bachelor auction,” she says. “She’s on the planning committee. She said you’re going to be one of the bachelors. Is that true?”
I shrug. “Didn’t know I had a choice. They needed someone who could fill a tux, I guess.”
Kayleigh laughs, but it’s brittle. She sips her wine and this time manages to swallow. “You’ll go for a million dollars,” she says. “There are a lot of wealthy ladies in Minneapolis, and I’m sure you’ll raise a lot of money for the charity.”
I think about this, then set my glass on the side table and cross the room. She tracks me with her eyes, blinking hard as if to clear them.
“Yeah, but I don’t even know which charity we’re supporting.”
Kayleigh looks stumped.
“You don’t?”
I cross my arms over my chest, lazy and relaxed.
“Nah, that shit doesn’t interest me. I’m here to make money, not to waste it on whatever non-profit Victoria thinks is deserving. I’ve never been interested in that shit, but you have to do what you have to do just to fit in sometimes.”
Kayleigh rolls those words over in her head for a moment.
“But do you struggle to fit in?” she asks in a slow tone. “I mean, you’re a successful CEO and billionaire. You can do whatever you want.”
I shrug.
“Maybe, but we all have roles to play and responsibilities to carry out. Which brings me to a good point. You know why you’re here, right?” I ask, stopping just in front of her, arms folded.
She looks up, her mouth a perfect O. “I—yes, I think so.” She laughs, but it sounds like panic.
I let the silence settle in. When I do speak, it’s slow and careful, each word its own small cruelty.
“I want to continue our conversation from this morning, and to fulfill my responsibilities,” I say, and her cheeks go pink, her gaze sliding away to the skyline.
“What do you mean?” Kayleigh whispers.
I reach down, two fingers under her chin, forcing her to look up at me. “I want to do what’s required of me. I think it’s my duty, as your big brother, to make sure your innocence is still intact.”
Her eyebrows shoot up. “You did that this morning already.”
I lean in, let my breath brush her ear. “Right, but you have more than one cherry, sweetheart. This morning gave me a taste of your pussy cherry. Now, I want to check your anal cherry, Kayleigh. You know we’re thorough in this family.”
She gapes, not quite believing me. “That’s not— That’s not even a thing, Trevor. I mean, there’s no hymen in my ass—”
I laugh, low in my chest. “There are other ways.”
“How?” she gasps.
I smirk. “That’s for me to know, and you to find out.”
She shakes her head, scandalized but not moving away. Her big breasts heave and I can see the flush of excitement creeping up her neck.
“But we’re step-siblings,” she says, her voice barely above a whisper. “It’s wrong. You shouldn’t be touching me that way.”
“Yeah, but we’re not related by blood,” I correct. “And you sent me those pictures, Kayleigh. This is your fault. You made this my business.”
She doesn’t argue. She just stares at the glass, and I watch her pulse leap at the base of her throat.
I let her sit with it. Then, softly: “Take off your dress, sweetheart. I have work to do, and I want to get started.”
Kayleigh freezes. She’s caught between titillation and flat-out refusal, and I can see the war on her face. Her hands go to the hem of the dress, but she can’t quite do it.
I crouch in front of her, close enough that I can smell the wine on her breath. “You can do it, Kayleigh. You want this. You want to know what it feels like, don’t you?”
She nods, tiny and hesitant, and her hands move.
She stands, awkward in the tall heels, and her fingers fumble with the bottom of the dress.
She works it up, inch by inch, over her thighs, her hips, her waist, and finally over her head.
She’s nude underneath, just as I guessed.
No panties, no bra—just the white indent from the bandage dress crossing her back, and the flush of pink across her chest.
Holy fuck, she’s gorgeous. Her body is even better than this morning, if that’s possible: full, heavy breasts with bright pink nipples, a little soft around the middle but tight at the waist, hips flaring out in a womanly way.
There’s a perfect, manicured dusting of blonde above her pussy, and her thighs are smooth and white.
The effect is obscene but so fucking sexy, especially with the high heels elongating her legs.
She stands there, hands at her sides, chest rising and falling fast, pussy beginning to gleam.
“What do I do, Trevor?” she whispers, eyes huge. “Tell me.”
I make her wait. I circle her once, hands behind my back, inspecting every inch. I want her to feel it: the male gaze, the hunger, the certainty that she’s exposed herself and can never take it back.
“Sit down,” I say, and she does, folding herself carefully onto the white leather, hands covering her breasts until I shake my head, and she drops them, revealing the huge orbs.
“Now, Kayleigh,” I say, “I want you to spread your legs. Then, bring your knees up to your shoulders.”