Page 16 of A Halloween Kind of Night

Agreed.

“I think that’s a good idea.” Stroking my finger up his neck got another shiver from him. “Maybe we should pick out your favorite ways to orgasm?”

And his brain stopped again.

That time the break in reality only lasted about twenty seconds, so I thought we were making progress.

“What if you don’t like my favorites?” Wynn’s question made me think that he was picturing something specific, but I couldn’t think of anything weird enough for him to worry about it.

Maybe he wanted to come as a pup?

He’d liked the humping part.

“We’ll go over our limits, but I’m certain we can find options we’ll both enjoy.” Seeing might be believing, though, so I released the leash and draped it around his neck before reaching for the zipper on his costume. “You can list out your favorites…say the top five and that will give me plenty of options to choose from.”

His gaze dropped down and he watched the zipper slowly open as he stared with wide eyes. “I…I can make a list. But…butyou have to tell me if I ask for something you don’t want to do with me.”

I was missing the subtext, but with Wynn, that didn’t surprise me.

“What could you want that might make me hesitate?” To me, the answer should’ve been related to something embarrassing like him having a secret thing for fucking himself with the zucchini, but I wasn’t sure what Wynn would say.

He made me be patient again, though, so I continued to ease the zipper down, making sure he had time to safeword if he needed to.

When the zipper was all the way down and he was still thinking, I went to work on the arms, going just as slowly as I had before.

“I think I want sex as a reward.” Wynn was quiet for long enough that his voice almost made me jump as he pulled his first arm out. “You know, like the penetrative kind.”

Hmm.

“Let me clarify that I see penetrative sex and all the other kinds as part of this new dynamic unless you’re going to specify otherwise.” I probably shouldn’t have, though. “That’s a bit presumptuous of me, but in my defense, I’m your Handler and we’re talking about spankings and orgasms, so it’s where my mind automatically went to.”

Wynn nodded slowly as I started on his other arm, and by the time I was stripping off the costume, he’d gathered his thoughts. “I think that’s logical. I’m just glad we’re in agreement on that.”

That was good to know.

“We are.” It seemed we were in agreement on a lot of things. “And we’re going to figure out all the other topics we have in common as well.”

Once it was time to sit down and talk about everything.

“But I get my spankings and orgasms first, right?” Looking down his body, Wynn gestured toward the bulge in the tiniest briefs I’d ever seen. “I stayed hard. That means I get two, and you didn’t say anything about conversations first.”

That attitude was not going to work.

Grabbing the looped leash with one hand and his bulge with the other, I gave him a firm glare and waited for him to stop shaking. Once I had his attention and his eyes stopped trying to roll back in his head, I decided it was time to remind him of how our new dynamic worked. “That attitude is not acceptable.”

When it seemed like he understood, I continued. “Questions are going to be highly encouraged, but that attitude…it’s a no. Now, would you like to try again?”

He managed to nod, but his dick kept jerking in my hand like he was trying to orgasm. My makeshift cock ring seemed to be the only thing holding it back, so I kept it in place while he did his best to get his brain to work.

“Good. You are also going to explain what you did wrong.” I wasn’t sure if it would be too much for his brain to process but he wanted to come bad enough he did his best.

“I…I was rude and…and I was bratty, I think. Something like that. I’m sorry. I…God, you’re hot like that. Sorry.” He gave his head a shake like he was clearing out the junk running around in it. “I…I want to make sure I understand our plan correctly, Sir. Are…are you going to wait until later for our talk?”

“Much better.” He was enjoying the manhandling, though, so I didn’t release him yet. “We are going to keep our plans the same. Spanking. Submission. Orgasms.”

That got me another shiver and his eyes nearly glazed over.

It might’ve been something I said or just something his brain popped up with, but I knew better than to move my hand yet.

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