Page 58 of Roleplay at Randy's
Shudders roll through me, and I slide a hand down to grasp his chin and break from the kiss.
“Shut up.” I nip at his jaw and feel his smile press to my cheek. “Your mouth needs to be on me at all times.”
“Yes, sir,” he chuckles, hands finding base on my waist, squeezing and rocking me down.
Half of me wants to sit up and hump him like a pillow, drag my dick across his abs until he’s soaked in my excitement, but I’m not done with his mouth yet.
We meet in another kiss, this one fiercer, teeth and tongues and grumbled pleasures. Lee’s hands slip around my back, down my sweats, and grip my ass firmly in his palms. He hooks his thumbs in the band of my boxers, lightly tugging them as he teases the tip of my crack.
“Need something, troublemaker?” I suck his bottom lip and pinch it with my teeth, making him roll his hips up to me.
As soon as his mouth is free to speak, he licks at his sore lip and smiles breathless and cheeky. “You have a cute little ass.”
Narrowing my eyes, I nip at his nose, earning me another chuckle. “What do you think you’re gonna do with it, hm?”
He blinks innocently up at me, but I know better than to fall for it. What were his words? Inexperienced but not innocent?
“Can I finger you?”
Oh, fuck me.
“You ever fingered an asshole before?”
His smile turns crooked, and it makes my heart jump. “Just my own.”
I’ll have to ask to see that sometime—because hot damn—but for now, as long as I can keep touching him at my own leisure, he’s more than welcome to play with my ass.
That’s one of the things I enjoy that my bed partners have never given me much of. As soon as they find out I’m open to having both holes played with, their preference is always for the front.
“Only if you’ve got lube.” I drop my lips to his neck, and he readily turns his head to give me more access. “My ass hasn’t seen action in a long time.”
One of his hands leaves my ass to card into my hair and massage over my scalp. “I’ll be gentle, Princess.”
This man.
I sit up and shimmy out of my sweats, tugging Lee’s with me as he grins and reaches into his nightstand for a bottle of lube that looks like it’s seen less action than I have.
I must be giving him a look, because he shakes his head and rolls his eyes to the ceiling. “I don’t have a reason to use it often, alright? Be nice to me.”
As he moves my laptop and our phones to the nightstand, I gather up my hair and toss it into a low ponytail. I would very much like to focus on Lee and the things he’s promising to do to me.
“I’m perfectly nice. In fact, if you finger fuck me real good, I might suck your cock when you’re done.”
A heavy hunger fills his gaze when his eyes travel back down, and my body is instantly on high alert. Without breaking eye contact, Lee spreads the lube around his fingers until they’re fully coated and it’s dripping onto his stomach.
"Get back over here,” he mutters with the hint of a smile, and I have no problem positioning myself over his crotch and leaning into the hand he places on my thigh. “Tell me if I hurt you.”
Even as turned on as I am, I can’t help but be sweet on him. I grasp his cheek and press a kiss to his mouth, smiling when he opens and I can flick his tongue with my own.
“Make me feel good so I can return the favor.”
He’s done wasting time, the hand on my thigh traveling up to pull my boxers below my ass and part my cheeks to make room for the finger he rubs through my crease. As much as I want to speed things along, I know that this is a first for him, that exploring me is his first foray into the deeper parts of his sexuality.
So, I swallow the arousal burning in my throat and keep his mouth busy as a way to distract us both. When the pad of his finger finally strokes over my rim, my whole ass is slick and sticky from the lube. I curse when he pours more between my cheeks, but it grows into a moan as he works it around my hole and applies the slightest bit of pressure.
As soon as the tip breaches and starts to stretch me, I have to drop my face to the crook of his neck and half whine half cry into the base of his throat. It doesn’t hurt, but it feels weird, and I know I’ll have to breathe through that just in time for the burning to take over.
To his credit, Lee doesn’t stop, just slowly works his finger in deeper, stroking slowly and palming my ass cheekswith his free hand. By the time he’s got one finger buried in me, the pleasure has started rolling in, and it takes all of my self control not to press back on him and beg for more.
