Page 63 of The Winger


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“Mmm, I suppose you did play very well today. And you’ve been very good while I play with you.” He smacked me lightly again to emphasise his point. “You can have your reward.” I groaned and turned my head to press desperate kisses to his neck, my fingers trying to rip open the front of his shirt. “Are you going to say thank you, puppy?”

“Thank you,” I said with a needy gasp.

“Good boy.” He drew my mouth towards him and kissed me deeply, his tongue caressing my lips. “Tell me honestly, how much anal play have you done before?”

“I mean, I’ve fingered myself a bit.”

“How many have you taken?”

“Only like one or two.”

“Anything else? Any toys?”

I shook my head. “No. I thought about ordering one but I haven’t. I was, er, I wasn’t sure what to get and there were a lot of choices. And I… I kinda had this fear that someone else would see it.” It sounded ridiculous now I’d said it out loud, because it wasn’t like anyone else was going to open my mail or go snooping through my bedroom. And even I wasn’t naive enough to think something like that was going to be delivered in a box with the wordsSex Toy InsideorContains Massive Dildostamped along the side.

“If you want one, I can help you pick one,” he said. “And if you’re worried about someone seeing the box, you can have it delivered here. Then I can help you try it out before you take it home.”

“Thanks. That’d be… yeah, I’d like that.”

“Good, we can choose one later.” He kissed me again. “You don’t have any plans for the rest of the evening, do you?”

“No, why?”

“Because if you’ve not done a lot of anal play, I am going to take my time opening you up for me. Finger fuck you until you’re begging for more, maybe even let you come on them so you’re nice and relaxed.”

“But I’ll still get your dick, right?”

“As long as you’re not sore and you still want it, then yes, I’ll give you my cock.”

I frowned, nerves suddenly prickling my skin. “Is it gonna hurt?”

“It might be a little uncomfortable to start with,” he said. “But it might not. That’s why we’re not going to rush.” He kissed me deeply. “Your first time is not the time for a quickie. You’re not fourteen in a tent.” Another kiss, unexpectedly soft and tender. “I want you to enjoy this, Danny, and I want you to feel like you’re in control of the experience. If you’re not enjoyingit at any point, we can stop. You don’t get points for pushing through or forcing yourself to keep going, okay?”

“Okay.”

“Promise me.”

“I promise,” I said, surprised at how much care he was taking. But it shouldn’t have shocked me. Because Ezra had taken care of me from the moment we’d started this, prioritising my comfort and pleasure above everything else. I just hadn’t noticed it until now.

Did that mean something? Or was it only because Ezra wasn’t a complete dick?

This thing we were doing wasn’t supposed to be anything more than a casual experimentation, but at the same time, I didn’t think I’d be comfortable doing it with anyone else. Ezra wasn’t just some hot, older, experienced man I wanted to fuck around with. He was different… more…

I couldn’t explain it, and right now I didn’t want to.

Any kind of self-examination could wait until later. After he’d fucked my brains out.

I kissed Ezra slowly, the desperation in my chest cooling slightly. I still needed him, but it didn’t feel like I’d explode if he didn’t touch me right this second. It was more like this intense, burning desire that had engulfed me completely.

We made our way towards his bedroom, stopping every other step to kiss, our hands slowly roaming over each other’s bodies and trying to remove whatever clothing we could get hold of. My tank top was the first to hit the floor, then my shorts, followed by Ezra’s shirt, because I’d finally managed to undo the fucking buttons. His trousers were the next to go because of his belt, and I was starting to wonder if I could mandate Ezra wearing other things to work because they were such a pain to get him out of.

Even if he did look hot as fuck.

“Very nice,” Ezra said as he gently pushed me towards the bed, his eyes roaming hungrily over me as I stood there in my pants. They were small bright red skintight boxer briefs. “Are these similar to the ones you were wearing earlier?”

“Yeah, do you like them?” I asked, turning around so he could see the words written across my arse: Bite Me.

“Very much. They suit you.”