15. Cherise #2
Leo groaned a deep, needy sound that vibrated through me as he flipped us over onto my back in one smooth, eager motion.
I cupped his chin with my fingers and locked eyes with him. “Be a good boy and eat my pussy like it’s your last meal on this earth.”
His lips curved. “Oh, I plan to.”
Kisses trailed down from my collarbone to my navel. He reached for the waistband of my pajama bottoms, and I lifted my hips to help him slide them off along with my lace panties. I grabbed the back of his head and guided him lower—down to my already wet, swollen clit.
Leo’s tongue dragged against me, slow and deliberate, from my clit down to my entrance. His tongue circled there, torturing me until he finally slid inside.
A moan escaped my lips. “Leo.”
He began working me open, his tongue thrusting in and out of my pussy.
I gripped the sheets, lifting my hips to grind into his face, silently begging for more.
He gripped my ass in both hands, holding me steady, and flicked his tongue rhythmically over my clit as if he was fine-tuning my body’s frequency.
“You taste so fucking good, Cherise,” he mumbled against me between flicks of his tongue.
He pulled back, just enough to slide two fingers into me, curling them up and in, knowing exactly where to press. Oh yeah, he’s no fucking virgin.
“Oh my —Leo,” I gasped, my legs shaking.
He pressed right into my G-spot and finger fucked me with deep, steady strokes, his mouth returning to suck and swirl around my clit.
My scream tore free the second he added suction to his rhythm, greedily licking up everything my pussy gave him.
“Shit,” I whimpered. “Don’t stop.”
I looked down and found him watching me. His mouth still latched onto me. He clearly enjoyed watching me come undone for him.
And fuck did I come undone.
My orgasm hit me so violently, so completely. It was like being ripped out of my own body and tossed into a universe made entirely of white-hot pleasure. For a moment, everything disappeared: the hesitation, the guilt. All I felt was Leo’s tongue and the way my body shattered around it.
Once I caught my breath, I grabbed at the waistband of his pajama pants, tugging him toward me. My breath heavy. “Leo, I need you inside me. Now.”
He froze. “I—uh— I didn’t bring a condom.” His voice low, apologetic. “Sleeping with my brother’s ex on a tropical vacation wasn’t exactly on my bingo card.”
“Well, I am on the pill, and I’m clean. By the looks of how many fingers you still had up I’m assuming you are clean, too?”
He nodded quickly, eyes wide, pupils blown. He cleared his throat. “Yeah. Yeah, I’m clean. Tested last month.”
“Then stop overthinking and ruin me already.”
Leo stood there with a stunned look on his face as if he’d just seen a ghost. Then, with one deep breath, he shoved his pajama pants down. His length sprang free, and I froze. Holy hell. Yep. Definitely bigger than Derrick.
I couldn’t help the smirk that played on my lips. “Well damn, plumber boy, that doesn’t run in the family.”
He laughed, stepping closer, one hand wrapping around his length as he lined up behind me. His other hand gripped my hip with surprising confidence.
He leaned forward. “You sure about this?” he murmured, voice rasping against the shell of my ear.
I tilted my head back. “Never been so sure of anything my entire life.”
He ran his fingers down my soaked slit, collecting the wetness there before dragging it along the length of his dick.
Then he slid inside me, and I immediately melted around him.
He thrust his hips, grinding into me as my pussy clung to him for dear life. His girth…fucking perfection. Sliding in and out of me, hitting all the right places. Places that had been dormant for so long.
“Leo. Fuck this feels so good.” I moaned, and he picked up his pace. The sound of his pelvis slapping against my ass filled the air.
He reached around to cup my breast, and I spread my legs wider, allowing him to penetrate deeper. Our bodies moving in perfect harmony.
“I’m so close, Cherise. Fuck I’m so close!” Leo said through gritted teeth.
Then a genius idea came to mind. “Leo, wait.”
He stilled mid-thrust. “What’s wrong? Am I hurting you?”
“As if.” I laughed. “Look, you need to boost your never have I ever cred, right?”
His brows pinched. “I guess you could say that.”
“Then why don’t we start now?”
Confusion was etched across his face. “And how do we plan on doing that?”
I gave him a wicked grin. “Well…why don’t you put it in my ass,” I said, my voice velvet smooth.
Leo choked on his own saliva. “Say what now?”
“I said… put it in my ass.” I shrugged. “Unless you want to be vanilla forever.”
“I um. No, I’d rather not be vanilla my entire life if I can help it thank you.”
“Then put it in my ass,” I said, teasing him as I swayed my ass side to side. “You know you want to.”
His eyes narrowed. “You're not joking?”
“Does it look like I’m joking? This isn’t my first rodeo, Leo.”
He studied me for a moment, searching for any sign of uncertainty, but it wasn’t there.
He took a deep breath. “Ok, we are really doing this.” He spit into his palm, stroking himself slowly, until he was thick and gleaming. “Slick enough for you?” he asked, voice wrecked.
“Almost,” I said as I reached over, pulling the nightstand dresser open, and grabbed a bottle of lube.
Leo’s eyes widened as I held it up.
“Look, I am always prepared.”
“If you're so prepared, did you bring condoms, too?”
“I plead the fifth,” I said, tossing the bottle at him. “Do you want to improve your record or not?” I said, as I continued to sway my hips.
He caught the lube, shaking his head with a baffled smile as he twisted the cap and poured a generous amount into his palm, then ran it slowly down the length of his dick, slicking himself in long, strokes. His eyes never left mine.
He squirted more, warming it in his hands, then reached for me. His lubed fingers trailed along the rim of my ass hole, caressing it gently.
Seconds later, he was inside me. He took his time.
Dipping in and out of me. As he stretched me open. The pleasure poured through me with every intimate thrust. He reached under and rubbed my clit. It sent a tingle straight to my core as he continued to fuck me from behind.
Each thrust brought us closer to climax.
“Fuck, Cherise, your ass is so tight.”
“You’ve been missing out,” I answered in a breathless groan.
His finger slid into my wet pussy, finger fucking me now as he drove into my ass.
“Shit, Leo. Right there. Right fucking there!”
He removed his fingers and gripped my ass. “Shit!” He moaned as I could feel him pumping into me. I followed a second after. Another orgasm tearing through me.
We both fell over onto the bed, struggling to catch our breath.
I looked at him and smirked. “Put a finger down if you had anal sex.”
He laughed, raising a hand as he put one finger down.