Dear Diary (Love, Daddy)

“Come here.”

I step forward and he holds the item in his up-turned palm.

“Look familiar? It will be my job from now on to know what you want, what you need, and it’s at my discretion to give it to you.” He holds it out and I know what it is immediately.

It’s the butt plug I’d circled in the catalog. On the round end of the plug it says ‘Baby Girl’.

How did he know?

I bite my lip, my cheeks burning. I do want it. But I never thought in a million years that I’d have to admit it. I assumed it would be a dirty secret between me and my diary and the catalog.

He pops the plug into his mouth then pulls it back out.

My pussy is jealous. I know just how good that mouth feels.

I bite my lip just as he licks it again. “Pull your skirt up and bend over.”

I stiffen as he pushes my head down into his crotch where I feel the hard length behind the zipper.

I claw at his thigh. Rubbing my face onto him. That’s all I’ll get. Inhaling deeply, I tense, waiting…

He pulls one of my ass cheeks aside, exposing me, and I shut my eyes and hold onto his leg.

“Have you ever used a plug before?”

“No…” I hiss as I push my parted lips over the shape of his cock, tasting fabric and sucking it as the slick wet saliva-coated plug makes contact with my back entrance. My knees knock together and he presses his hard cock into my face.

“Relax, baby girl. I’ll go slow. Damaging you is not my purpose. Reminding you who you are is.”

I take a deep breath and exhale as I hear the sound of spitting, then the warm wetness of his saliva drips onto my exposed back entrance. He does it again and again, his fingers rubbing the slick wetness around my opening. A moan escapes through my gritted teeth as the novel pressure of the cool tip of the plug makes all my senses come alive.

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.