Page 65 of The Winger


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“Yeah. Keep thinking about that bratty, wet mouth of yours, this tight, round arse, the way you look when you come, and how hot you are when you get all whiny and desperate. Mmm, I can’t tell you how many times I’ve jerked off thinking about youmaking a mess in your boxers while you humped my leg. Such a horny, needy little slut, aren’t you, puppy?”

“Y-Yes! Messy little slut for you.” I groaned, my cock throbbing in his grasp as he slowly fucked me with his finger. “Keep thinking about you watching me.”

“Tell me.”

“I… Ah! Fuck!” He’d curled his finger and stroked over something that felt so fucking good I thought I was going to explode.

“That’s your prostate, baby,” he said. “Feels good, doesn’t it? Keep talking. I want to hear all those fantasies of yours.”

I nodded, my words coming out in a babble as he carefully pressed another finger into my hole, his other hand still on my cock. “Think about you watching me, filming me, making me get myself off for you while you talk to me. Then you fuck me afterwards. And… fuck, I keep thinking about being under your desk. Sucking your cock while you work. Letting you use my mouth… f-fuck, would probably come in my pants again if you did that.”

“I bet you would,” he said. “And if you don’t, maybe I’ll let you hump my leg until you do. As long as you’re a good boy and suck me off first, swallow all my cum. And if you say please. Beg like the needy puppy you are.”

Fuck, that was hot. I wanted that so much.

“Want that,” I begged as sloppy sounds filled the air. “Want to be good for you. Want to make a mess for you. Please!”

I was already so close, the feeling of fullness in my arse giving me something I’d never experienced before. “So close, Ezra. Please! Don’t wanna come before you fuck me.”

He let go of my cock, his fingers pumping in and out of me. “In a minute, I promise. You’re already taking three fingers, baby. Your hole is as desperate as you.”

I fucking sobbed at the onslaught of pleasure hitting me from all sides—the praise, the stretch, the fullness, the way he called me his needy puppy. Fuck, I’d never wanted to be a slut for someone before, but for him, I’d do anything.

Slowly he pulled his fingers out, giving me a moment to breathe. I was vaguely aware of the ripping of a condom wrapper, but I was more focused on the way his hand was stroking my lower back as I sank into the bed.

“Do you want it like this?” he asked. “From behind.”

“Yeah,” I said weakly. “Fuck me, please.”

“Tell me if it’s too much?”

“Yeah. Promise.”

I exhaled slowly as the blunt head of his cock pressed against my arse, moaning softly as he began to fill me. His cock felt different from his fingers, and fuck me, this was exactly what I’d needed. Yeah, it was strange and it burned a bit, but those feelings quickly faded as he gave me a moment to adjust. He had one hand on my waist, the other still caressing my back.

“How’s that? Are you doing okay?”

“Yeah,” I said, twisting my head to look at him. “It’s fucking perfect.”

“Good.” He leant forward and kissed me. It was awkward but heavenly. “I’m going to fuck you now.”

He started slowly, barely more than a rock of his hips, but I still moaned. Every thrust was perfection, concrete proof that this really was everything I’d wanted.

Ezra gripped my waist tighter as he started to fuck me a little faster, a little harder, gently angling our bodies so his cock could hit that sweet spot inside me with every thrust. Fuck, this was exactly why I’d wanted someone experienced, because he was playing my body like a fucking violin.

I cried out, desperate moans and needy whines filling the air as Ezra praised me with every thrust, telling me how perfect Iwas, how tight, how hot, how much he loved hearing me… and how much he wanted me to come for him.

“Touch yourself, Danny. I want you to come,” he said, his voice rough and deep, and I loved knowing I’d done that to him.

I reached back between my legs to grasp my dripping cock, my balls already tight. It wouldn’t take much. I was already so fucking close…

My orgasm slammed into me without warning as I gave my dick a cursory stroke, my arse tightening around Ezra’s shaft as white-hot pleasure burned through me. It was like nothing I’d ever experienced, and I had a vague memory of Ezra telling me that he’d give me the sort of sex I’d only dreamed of.

At the time I’d thought it was a lie, a fantasy.

How fucking wrong I’d been.

Every time we were together, he made me realise how much I’d been missing out on. And this was the icing on the fucking cake.