“Is everything okay?” I ask, checking in.
“Hell yes.”
I stand in front of Jason and grip his chin, staring deep into those beautiful brown eyes. “You’ll tell me if you want to stop. If something doesn’t feel right.”
“Yes, Daisy.”
“So eager for me. Such a well-trained boy.”
Looking around the room, I begin to search for supplies, and when my eyes settle on a first aid kit tucked away on a shelf, I let out a quiet, “Yes.” I snatch it and rush over to put it on the movable table.
“Have you been fucked in the ass before?” I open the first aid kit, snapping on the rubber gloves.
Jason scoffs like I’ve asked a dumb question before he clears his throat like he’s remembering his place. “Yeah…”
“Hmmm.” I search the kit for something suitable to use as lube. “Nicky? No…he doesn’t seem the type to top.” I remember the giant man who restrained me in the alley and gasp. “John? He’s fucked you?”
Jason is silent, neither confirming nor denying, but I’ve already made up my mind that he must have. “Are all your hangouts just a massive orgy? You should invite me next time. I’d love to play.” I unscrew the lid of a mystery jar and swipe my finger across the surface. It’s like a jelly, which will be perfect. “Do you love any of them?” I place the jar behind Jason.
“Christ,” he groans. “I love them, yeah, obviously, but not in the way that you’re getting at. They’re my best friends.”
“Best friends who fuck each other, stay together?” I can almost hear his eye roll.
“Can you just fuck me, please? I don’t want to think about them before you’re going to fuck my ass.”
I let out a laugh, entertained by his demands. “Look at you, all needy already.”
My hands go to Jason’s ass, and I massage each cheek, taking my time. I’m hoping my slowness drives him to insanity, but the important thing is getting my stepbrother relaxed and warmed up. I lean down, my breath tickling his skin, before I plant a kiss on his plump ass. For the next minute, I kiss and nibble, my hand massaging his other cheek. “I’m going to make you all mine.” Pressing a kiss to his ass cheek, my teeth sink into his skin.
“Please,” Jason groans out.
“You’re getting desperate aren’t you?”
“Yes,” he grunts.
I pull his cheeks apart to expose his forbidden, puckered hole. Warm air spills from my lips against his tight ring, and Jason moans, a rough breath leaves him. This won’t be the first time I’ve engaged in anal play. Back in California, the boys liked to act tough, but they loved being bent over so their ass could be played with. They loved to call me mommy, too.
“Are you going to let me fuck you here?” I whisper, knowing the answer.
Jason lets out a shaky exhale. “You can do anything you want to me.”
Fuck. My pussy throbs, the ache between my thighs building. There have been countless nights that I’ve dreamed of a moment like this. There’s still a chance it’s all dream. Maybe I’m on Nicky’s couch, high and out of my mind, but either way, I don’t care.
Dipping lower, I drag my tongue over the sensitive skin between his thighs before sealing my mouth over his puckered ring in a slow, teasing kiss. Jason’s groans fill the room as I begin to work my tongue, swirling it around his hole, both hands prying him open. Saliva slips down my chin as soft, wet sounds fill the room, blending with his broken noises of pleasure. Heat curls low in my stomach, his body shaking underneath my grip.
“Fuck.”
My tongue teases him before slipping in, exploring slowly and deliberately.
Jason whimpers.
“What a beautiful sound.” Pulling away, my thumb massages along the ridges of his tight ring. “You’re so sexy.” I trace soft patterns before rubbing my finger back and forth, inviting his hole to open. “Look at you on all fours for me. Such a pretty, good boy.” I cover my gloved hand in the jelly, coating it thickly around each finger. “Now, your punishment. I’m going to insert a finger. I want you to breathe in.”
“Yes, D-Daisy.”
My finger dances around his opening, and as Jason loudly inhales, I slide my finger in. I stop halfway in and let it stay there, giving him time to adjust. “How does that feel?”
“So good. I need more, please,” Jason begs. I slide my finger deeper, my other hand massaging his cheek.