Page 27 of Heaven Leigh’s Little Halloween

If she wanted to call a halt, she only needed to safeword. Angel wouldn’t force the issue. He’d just report the matter to Master Derek and Heaven would get her punishment from someone else. She didn’t want that.

She wasn’t entirely sure what she did want at the moment, but that wasn’t it.

“Heaven, pants down. Now,” he said. There was a snap to the order this time.

“I-I just… are you sure we can’t just let this go? Maybe I could do lines or something?” The pleas spilled out of her mouth in a rush as she took a step back.

One eyebrow went up as he looked at her. “Are you saying ‘Red’, Heaven?”

She shook her head quickly. “No, Sir. I was only hoping you’d change your mind.”

“Then you need to do what you’re told, otherwise we’ll be changing this hand spanking to a paddling on the bare bottom.” His expression made it clear that he meant every word.

There was a sinking feeling in her middle and her bottom lip trembled, but her hands made her way to the button on her jeans. It might have been the slowest obedience ever, but he was patient and waited while she dragged her jeans down to her knees an inch at a time.

It didn’t help that her panties were starting to get noticeably wet and her clit was doing a slow pulse. The humiliation of having to take down her own jeans somehow made it both horrible… and exciting at the same time.

“Good girl.” He patted his thigh. “Across my lap please.”

Putting herself across someone’s lap for a spanking was the hardest thing in the world. She wanted him to grab her arm and pull, doing all the work. It was so much easier that way. But she could tell from his expression that he was going to make her do that on her own too.

With a heavy sigh she awkwardly lay over his thighs. There was just no graceful way to do it and finally she just flopped there. “I really hate this,” she mumbled.

“Being punished?”

“No… I mean yes, that too. I hate having to do… stuff.” Having to explain it wasn’t much better than having to do it and she let out an exasperated huff.

Angel chuckled. “It’s hard having to participate in your own punishment, isn’t it? But I think it’s important, especially in the beginning, to make it clear that no one is forcing this on you. When you take down your own pants and put yourself in position, it’s a way of taking ownership for what’s happening.”

“I know, but it sucks.” She did know. It wasn’t the first time she’d heard a similar lecture. It just didn’t help to know the why of it.

“Maybe, but you made all the choices that got you in trouble, and now you’re making the choices that will clear your slate. Seems fair enough, I think.” He flipped her shirt up, exposing the back of her panties, and then laughed. “Chiquita… you’re aware it’s not Monday, right?”

Heaven Leigh groaned. She had tons of underwear. Dozens of cute little-girlish pairs to choose from. So of course the first time Angel spanked her, she’d be wearing Monday, and of course it would be on the wrong day of the week.

If this was going to keep happening to her, she was really going to have to stop wearing them on the off days. “Yes, Sir. Monday is my favorite day, so I have a bunch of that say it,” she explained, for the second time that month.

“Hmm, interesting. I don’t think I’ve ever met anyone else whose favorite day of the week was Monday before.” He sounded amused.

It took her a second to realize what he’d said. “Wait, your favorite day is Monday too?” It was such a ridiculous thing to have in common, but it tickled her.

“Yes, but that’s something we’ll need to discuss another time. We have a spanking to take care of, chica, and there won’t be any more delaying.” True to his word, there was no waiting. His hand lifted and swept down with a stinging swat placed right across the elegant letters that covered her seat.

She gasped, but it was more surprise than pain. The first smacks really weren’t so bad. Not nearly as hard as she usually got when she was in big trouble. Maybe Angel was just too nice to give a really hard spanking.

No one had ever mentioned being spanked by him, so maybe he just didn’t have the experience yet. Of course, it was also his first time spanking her, so maybe he was being gentle because of that. Whatever the reason, it looked like she was going to get off easy and that was a huge relief.

She started to relax… but she was wrong. Angel had been judging her reactions and getting an idea of her tolerance before he stepped up the effort. When the first real spank landed, she knew it. It was almost as though she could feel the solid outline of his hand imprinted on her right butt cheek.

Her back stiffened and her feet kicked up off the carpet in surprise at the fiery burn, but she was silent until the second spank landed on the other side. That one inspired a yelp and she grabbed on to his leg to keep her hand from flying back.

Angel could spank. He was good at it… way too good for her comfort. His hand flashed up and down, steadily covering her backside in searing slaps that made it impossible to maintain her composure.

Heaven Leigh typically kept her emotions under wrap as much as possible. She didn’t like feeling vulnerable, but when she was spanked… all of that went away. Her legs kicked, toes drumming against the carpet as her hips rocked from side to side and tried to avoid his hand.

Which was impossible. No matter how much she squirmed and moved, Angel’s palm didn’t miss. Not even once. And despite the stinging pain, she was incredibly aware of the flippy feelings inside. The pulse between her thighs was steady and insistent now too.

It didn’t make the spanking easier to take, but it gave her something to focus her attention on. Every time she rolled her hips or clenched her thighs, there was a surge of pleasure to match the pain. For a while they were balanced almost evenly.

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