Page 139 of Daddy Issues 2


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I shake and clench my eyes shut again.

“Oww.” I wince as he pulls it back, then slips it forward, pulsing it in and out, feeling my body yield to the insertion.

“Breathe, baby. It’s almost in. It’s starter size, it won’t hurt you.”

I dig my fingernails into his thighs as he fucks my ass in slow pulses with the plug. Stretching me. I’m lightheaded and something wet lands on my calf, dripping downward.

“Look at you, dripping all over your legs, you dirty girl. This plug reminds you who you belong to, but it is also preparing you for me.”

He thrusts against my face just as the butt plug pops inside. I gasp and Jack gently guides me back to standing.

“Do you feel me inside you?” he whispers and I nod. “Good. You will always feel me with you from now on. There will be many ways I will assure you of my ownership. Right now, it’s with this.”

He reaches down and pushes the end of the plug upward with his finger the broad base keeping it in place.

The foreign object is so vividly present between my ass cheeks, I take a moment to submit to its presence. Jack lifts the side of my skirt, gives me a hard smack on my ass cheeks, then kisses my forehead.

One more smack makes me gasp, then he puts my skirt back in place and nods toward the door.

“Now get back to work. Make me proud.”

CHAPTER 13

CHASTITY

Diary Entry…Earlier Today

Dear Diary,

What a day. I wanted to be so mad at him when I saw him in the office upstairs. He owns the company, and lots of others so he could have anyone. Anything he wanted, I’m sure.

But, there’s something in my heart that tells me to trust him, and after being together today, I can say having a Daddy could be even way better than I ever thought. Except, after he put the plug inside me, he sent me back to work without even a taste of his cock. Or a touch.

It’s like he’s keeping it from me on purpose.

Mean Daddy.

Anyway, having something inside me makes me think of him all the time. Even when I’m doing something else, it’s like he’s with me. Telling me to be a good girl, to make him proud…it also has me taking more trips to the restroom to clean up the mess between my legs because…yeah, no panties.

Mean Daddy.

Okay, well, he just called. He said he cancelled his appointments for the rest of the day and I need to come downstairs because he’s waiting and he’s taking me home.

I told him I had more work to do, but he wants what he wants. And that’s me. He told me to be a good girl and get my stuff and meet him out front.

So, I’m off. Doing as I’m told, because…when he calls me good girl? It’s everything.

xoxo

I walk out the lobby of the office building, and my pussy is already pulsing.

It was close to impossible to concentrate for the rest of the day. Not just because of the butt plug, but because of everything.

It feels like the crazy dreams I had when I was little and had Scarlet Fever. Wild and exciting and scary. Impossible to find the line between reality and delirium.

So many of the things I’ve written about for so long are coming true. It’s going so fast, it’s giving me whiplash.

Now, as I step out into the balmy late afternoon and glance around, my belly flip-flops as I spot Jack leaning against the back of his gleaming black stretch Bentley at the curb. The sounds of New York fade away I chew the inside of my lip and walk toward him.

The sensation of walking with the plug inside me feels like I have a naughty secret.

He stands with his hands in his pockets, surveying me. The sense of ownership he has as he looks at me makes me lightheaded, the gleam of pride and possession in his eyes makes me unsteady. When I stand next to him, his glorious full lips curve into a smile.

“How was the rest of your day, baby?”

I stifle the urge to sob and beg for his cock again. “It was…fine. The usual, nothing out of the ordinary.” I say on a dramatic shrug.

Totally lying.

He chuckles.

It’s no use. He knows exactly how to pull my strings.

“Get in, babygirl. Bounce that sweet ass all the way to the other side.”

I shift from one high-heeled pump to the other. “Bounce?”

He gives me a knowing look. “Is that a problem? My princess has some royal protocol about getting in the car I should know about?”

I lift my brows and realize he's enjoying this. He knows exactly why I don’t want to bounce across the seat. It’s not taken me long to figure out some of the do’s and don’t’s of life with a butt plug inside you.

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