Playing With The Devil

Chapter 14

After three heat packs, a tangle of arms and legs in some form of a cuddle, and a long nap later, we woke to the darkness outside. I grunted as I tried to sit up. My phone vibrated on the bedside table. I'd left it there all day since I was commanded to be naked and didn't see any point in bringing it around with me. I rolled over and reached out for it. Irene's name flashed on the screen, and I turned on the bedside lamp. She had left me quite a few messages, mostly lingerie or suggestive photos of some of her new outfits. I realised too late that the images had started to make me hard. One message just went 'Hope you've been a good little Puppy. Aidan's kept me updated and wants to give us a little something when I'm home. See you in 2 hrs.'.

That message had been sent ages ago, but she still had to get to the car and drive home. It would still be a while before she came back, hopefully. I set my phone down heavily on the table again, groaning over being called 'Puppy'. Aidan stirred beside me.

"Sorry if I woke you, Sir," I said softly. "It's after seven at night. Want me to order us some food?"

"Mhm," he mumbled.

He pressed himself closer to me. A hand slid down my body and teased at the tip of my cock.

"Hm, what's this Puppy? Already wanting more?" he asked.

I nodded quickly. Surely he wouldn't let me have my own fun again. I wanted so badly to touch him, make him scream my name again. I want to make him writhe and whimper. I was getting ahead of myself and I waited for him to continue.

"Oh, come on, Puppy, use your words," he mewled.

"Yes, I want more, Sir," I said shyly. "Please? I want you to help me cum."

"I had a good thought back when we first signed that contract," he said, his hand coming up to my chin and rubbing it gently.

My head tilted, trying to remember what he had said or suggested. My eyebrows furrowed together as I thought. Aidan watched me curiously and then began to laugh. Was it something embarrassing? Was he going to make me do something in front of Irene?

"Does Puppy not remember my suggestion?" he asked, pulling my face closer to his.

Realisation dawned on my face, and I became flustered, stuttering over my words. I looked him up and down to see if he was being serious.

"I... you... you're going to...?" I couldn't stop myself, it was word vomit. "Fill... Fill me up, Sir?"

"Next to you, you'll find a strap on and some lube, get them out for me."

I turned myself over in bed, looking down. I checked the bedside table drawers and finally found what he was talking about. I recognized it well enough. It was one of Irene's that she'd never had a chance to use. It was a bit bigger than I thought I could take, and she specifically wanted me to end up using it.

"Irene already said it might be too big," he said, reading my mind once again. "That's why we'll take it slowly. Except there is one thing."

"What uh... What is it, Sir?" I turned back around.

"After what you did," he grunted lowly as he tried to sit up to prove his point. "I don't think I'm going to be able to thrust into you until I've had a bit more rest. You'll have to ride me."

I let out a whimper accidentally. I wonder if this is how he felt about trying me. Trying to take on every inch of my cock. I'll try this for him, he'd done so well earlier. And, in all honesty, this would be a new experience that I'd thought about. I was nervous... but interested.

"Relax little Puppy," he said, shifting beside me. "Help me put it on, please."

I nodded obediently, placing the strap onto him, and clipping it up nicely. My eyes went over the length and whimpered again. It certainly wasn't as big as mine, but it was still above average, in both length and thickness. I held out the bottle to him and watched him slather the length in more than enough lube. It felt obvious that he wanted to make this a pleasurable experience for me and that maybe my anxiety about it was clear to him.