Page 19

“I guess, since it’s her first time, I won’t make her count.

I’ll let her think about what she did wrong.

” It made it sound like I was being magnanimous, but really, I wanted her focused on how she was feeling.

Sure, it would be fun to make her count, but with this being her first spanking, she was bound to make a mistake.

Then I would get to add more to the count, or start again, but even I knew we couldn’t push her too far.

“Please, I’m sorry, I won’t do it again. I promise.” Her voice was quaking as she tried to turn to look back at me, but Milo still had a firm grip on her hair, and kept her facing up at him.

“I know you’re sorry, ragazza dolce, that’s what the spanking is for. It’s for you to show you’re sorry, and so we can all move on.” He comforted her, like this was something that could be so easily explained. Better him than me. Seeing her in pain was enough reason for me to spank her.

I didn’t warn her before the first blow fell.

I raised my hand, bringing it down on the left side of her ass.

It wasn’t the hardest I could go, but it wasn’t a light tap either.

You needed to work up to it if you didn’t want to leave bruises.

As much as I wanted her squirming in her seat later, struggling to get comfortable, I didn’t want her to be in pain all day.

We were trying to show her how much she could enjoy this life, after all.

She didn’t cry out with the first strike. There was a soft grunting sound, like she was biting her lip, trying to be stoic. I didn’t think she was holding back maliciously, as how could she know I wanted to hear her sounds? Milo knew though and gave a light tug on her hair.

When the sound of my hand landing on her pert ass filled the room for a second time, it was accompanied by a yelp of pain.

It was such a pretty little cry that I didn’t give her any time to recover before I struck the same spot, watching as the skin turned pink.

Milo was making soft little soothing sounds, pressing little kisses to her cheeks as she took each blow that landed. It was almost enough to make me gag.

I reached six before I took a slight break, caressing the heated skin softly, feeling her shake and try to squirm away from me.

I let my hand rest over one of the red marks, giving it a little squeeze until I heard her gasp.

Fuck, she made such pretty sounds when she was hurting.

Once I felt her relax, I delivered the last four blows in rapid succession, each one harder than the one before, alternating sides.

As the last one landed, she let out a sob, her shoulders shaking as she cried.

Of course, Milo was there to comfort her, pressing a kiss to her lips, like those were his cries to smother. I let him get away with it for now, but she was going to cry for me one day soon.

“Shh, shh, ragazza dolce. You did so well. It’s all over now.

You’re forgiven, and now we can focus on making you feel good.

” I let him reassure her as I picked up the wand.

I didn’t return it to the strap that had been holding it in place.

Instead, I held it as I turned it on low, running it over her clit in gentle circles.

She immediately strained against the bonds, trying to get away from it, but I didn’t let her escape.

She shook her head, but any complaints she had were swallowed by Milo’s kisses.

Fuck, she was pretty like this.

With my other hand, I played with the plug again.

Working it in gentle circles, tugging on it and fucking her ass.

She rocked against it as the wand teased her.

Her body knew what it wanted, even if her mind still argued.

Her mind was trying to tell her she was still in pain, that she couldn’t feel both things at once.

But I knew the burning sensation in her cheeks was turning into warm pleasure.

Milo knew when she was ready. He stood up and his hand shifted from her hair to her halo, holding her head in place.

“You’ve been so good, ragazza dolce. Keep being a good girl for us and we will make you feel so amazing.

” His words were sweet, dripping with honey.

Even as his dick brushed against her lips, he was still murmuring praises.

It was so sweet I wanted to ruin it.

I didn’t though, instead I worked the wand in steady circles against her clit, reminding her body how long Milo had held it on the edge of pleasure.

It wasn’t hard to build her back up. Even with Milo filling her mouth, the weight of his cock on her tongue, she still moaned for me.

With each moan, I tugged on the plug again before pushing it back in.

Never pulling back far enough for it to slip free.

When I was sure she was captured in the depths of the sensations, I slid a finger in beside the plug, working it in and out.

Stretching her just a little more. Her back tried to arch up off the bench, but she was held firmly in place.

I could see the way her hands clenched and her eyes widened.

Milo kept feeding her his cock in slow, steady thrusts she couldn’t ignore.

There was a slight tremble to her thighs now, trying to close as they pressed against the bench, but there was no forgiveness.

It held her exactly the way we wanted. I was growing tired of holding back, and sunk a second finger into her ass beside the plug.

That one really got her attention. I could hear her yelp even around Milo’s cock.

It didn’t earn her any sympathy, as she needed to learn that we could make her feel anything we wanted.

I was glad Milo had Velcro straps to hold the wand in place.

It took a little juggling to do it one handed, but I got the wand back into position, strapped to her thigh and teasing her clit.

I needed the hand that had been holding it to lower the zipper of my pants and finally let my hard cock free.

My cock ached, and I wanted to be inside her when she came next.

I didn’t stop the rhythm of my fingers working the plug back and forth in her ass, and I didn’t give her any warning.

Milo saw what I was doing and stopped thrusting for a moment, holding himself in her mouth and making her choke slightly.

They were adorable little sounds that I wanted to hear more of, but it was going to have to wait for another day.

My cock notched against her wet cunt, then I slid in slowly, letting her feel as each one of my piercings brushed against her sensitive flesh.

It was enough to make me groan. The sensation caused my head to tip back and my wings to burst from my shoulders.

It wasn’t often I lost control of my shift, but right now I was skating on the edge of every piece of control I had.

Once I was as deeply buried in her body as I could be, our movements started again.

We didn’t have to find a rhythm that matched this time, since the bench held her in place and kept her from moving too far in either direction.

In fact, it made me smirk to fill her cunt at the same time Milo filled her mouth.

He wasn’t in as deep as I was. We needed to work on that talent of hers, but there was plenty of time to have fun with that.

Now I didn’t need my hand for more important things, I used it to turn up the dial on the wand. You would have thought I touched a live wire to her clit, with the way her body spasmed. Her back arched, and she pulled at the bonds. Her cunt tightened around my cock, squeezing it.

“Fuck, look at that. You love that wand, don’t you? Bet you want to come all over both our cocks like a good little fucktoy. Why don’t you show us what a good little slut you can be? I want to hear you moaning around his cock.” My words weren’t as sweet as Milo’s, but then again, I wasn’t sweet.

I punctuated my words by slamming my hips against hers.

The pink tint to her ass was fading, although I could still see my handprint on her pale skin.

It sparked something inside me—a desire to mark her, to brand her as mine.

I would have to talk to Renzo about it later.

She was wearing his ring, so she should have something of ours as well. We owned her just as much as he did.

But now wasn’t the time to think about all the ways I could mark her, that was something to imagine when I was on my own, or maybe when I was with Renzo. Right now, our focus was on making her feel good. Showing her what happened when she took her punishment like a good girl.

My thrusts were getting faster. The wand buzzed against my skin every time I bottomed out inside her, adding to my pleasure.

I also worked my fingers in and out of her ass with the plug, timed with Milo’s thrusts into her mouth.

I could see her cheeks hollowing out each time he pulled out, like she was sucking for her life, trying to get him to stay buried in her warmth.

It was enough to make me lose control completely.

I turned the wand up to its highest setting as I used my cock to punish her further.

I slammed into her without mercy until I was groaning and spilling as deeply inside her as I could.

It set off a chain reaction, her moaning and crying out around Milo’s cock as he cursed and ground deeper into her mouth.

It was only when she sobbed and really struggled that I turned the wand off. I pushed the plug back into her ass and gave it a little pat, as I leaned forward to kiss her shoulder. “See, good fucktoys get to come until they can’t remember their names.”

Milo glared at me as he pulled back, smoothing her hair. He crouched down and murmured to her again in that sweet voice of his.

It was my cue to leave. My part in today’s training was done.