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28
MADDIE
Matteo stalks across the balcony,the breeze swirling his hair off his forehead. He looks like he’s in some cologne commercial, all dark and sexy. He stops next to us and trails his fingers softly down the side of my face. “Are you sure, Cherry? This is for you—your pleasure. If you want to stop at any point, just say so, okay?”
I’m panting already with just his fingertips on my jaw. Leo’s cock is still hard inside of me, and I’m practically salivating to see how the rest of this night plays out.
I don’t answer him with words, instead I reach up and unzip his pants. My brows rise when I realize he’s not wearing any boxer briefs. Who knew Matteo liked to go commando? He sucks in a breath when I tug his pants down. His cock is a few inches from my face, hard and a little daunting. I worry about how I’m going to navigate this between us, but then I remember that I’m the one in charge tonight, and excitement thrums in my veins, fizzing like carbonated soda.
“How long were you watching me, Matteo?”
“Long enough to see that you blush a pretty shade of pink when you come, Cherry.”
Leo chuckles. “Long enough to see her ride my dick like she was made for it?”
“Watch it, kid,” Matteo snaps, but there’s little heat in it. He stares, transfixed by the way my tits move while I slowly run my hand up and down his impressive length.
I ignore their bickering and lean over to run my lips over the tip of his cock. His abs tense and I look up at him through my lashes. Holding his hooded gaze, I swipe my tongue around the head. He exhales a loud breath, and I blink at the look on his face.
My fingers tingle with confidence, the power to put that look on his face, well, it’s intoxicating. I lean forward and take him into my mouth, and a strained sort of groan falls from his lips. I watch his mouth part, his chest rising and falling with heavier breaths as I explore his cock with my tongue. He tangles his hand in my hair and grips the back of my head, and when I slide his cock down my throat, he holds me there for a second.
My core clenches, and Leo grunts. “I think she likes that, bro. She’s squeezing my dick hard.”
Matteo sets the pace as I let him roll his hips, sinking his cock further down my throat with each stroke. Leo’s hands on my hips help guide me as I glide back and forth on him.
Matteo groans again and pulls me off his cock with a wet pop. “I’m not going to come in your mouth tonight, Cherry. Tonight, I’m going to watch. And if you’re a good girl, if you come for him, then we’ll get to play some more, yeah?”
“Yes,” I breathe. Desire coats my skin and I brace myself against Leo’s abs, rocking on his cock.
His hands slide to my ass cheeks and grip them, pulling them apart and exposing my asshole. Matteo’s gaze burns as it slides over my skin, settling on my pussy. Leo kneads my cheeks, and I increase my pace. I can see the finish line just ahead, and I’m desperate to reach it.
Leo grunts. “I want to feel you come on my cock. Show us what a good girl you are.” He reaches around me to gather my wetness and skims his wet fingertips up my crack until he settles against my asshole.
I gasp, acutely aware of the gaze of only one other time someone explored there. Leo’s fingers gently circle my smaller hole, almost petting me with soft strokes. My lashes fly open and I make eye contact with Matteo. He bites his lip as he fists his hard cock.
“More, Leo. Please.”
“Anything, baby,” he grunts as he slowly pushes his wet fingertip inside my ass. My eyes go wide and my body clenches immediately. “It’s alright, just relax, Madison. We’ll take care of you, and we'll stop at any time, yeah?”
I nod quickly. “I don’t want to stop. I want you to make me come,” I pant between waves of pleasure.
“Your wish is my command.” He slides a finger in and out of my ass in measured strokes, and the bliss is too much. I push my hips back a little, enough to send his finger to the second knuckle. I huff, sweat coating my body as I wiggle my hips a little more on each roll and dip.
It comes out of nowhere and flattens me with its intensity. My orgasm rolls over me in tidal waves of pleasure. I’m panting and sweating and hanging onto Leo as he finds his own release. We share a blissed-out kiss before he flops back on the lounger, and I lay on his chest.
I’m catching my breath when the lounger dips behind me. I look over my shoulder and see Matteo looking at me. Backlit by the moonlight, he looks like some sort of god—if there was a god of orgasms.
With a palm on the lounger, I push off of Leo, but Matteo’s hand on my back stops me. “You’ve got to get used to us sharing, right, Cherry? You want us to share this perfect pussy, don’t you?”
I shiver as his dirty words roll down my thighs and plant themselves against my pussy. “Yes,” I hiss.
“Then tonight is another lesson in sharing. You’re going to stay right where you are, and I’m going to reintroduce my cock to your cunt. I’ve missed you, Madison. I’ve missed you so goddamn much it tears me up inside. So I’m going to spend the rest of the night showing you just how much.”
His hand smooths down my spine, stopping on my hips to prop me up further, so my pussy is on display. He slides his fingers inside my pussy and after a few pumps, drags them along the same path Leo’s did, all the way to my ass.
My face is an inch from Leo’s, and I’m afraid to look at him, afraid to see his revulsion. Leo, always so in tune with me, nudges his nose against mine until I face him. He captures my lips in his at the same time Matteo softly flutters his fingertips against the sensitive skin there.
“So fucking perfect,” Matteo murmurs. “Do you remember the time you asked me to finger-fuck you here, Cherry, hmm?”
