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“I would love to,” I mutter into her flesh. “First, I have a surprise for you.”

The tiny metallic toy with a flared base touches one of her lower cheeks. As if she instantly knows what it is, Kathleen juts forward, trying to get away from the invasive toy.

I won’t let her.

“Relax.” I tease her pussy, wetting the toy until it’s so slick in my hand that I almost drop it. Then I push it toward her puckered opening, delighting in the way her whole body shivers – although shivering does not help me fuck her ass. “Didn’t you hear me?” I pinch her cheek. “Relax and let me in.”

After one deep breath coming from my blindfolded princess, Katie slightly opens her legs more and pulls on one of her cheeks, opening herself to me and the toy soaked in her wetness.

Once I get past her initial resistance, it’s easy to penetrate her. The toy sinks to the flared base, a silver chain hanging from the end and bumping into her mound. I tug on the chain and bring it along her slit, listening to her moan, and feeling her tremble.

“Do you like how that feels, Katie?” I already know the answer, but I want to hear it.

“Yes…”

“Has anyone ever entered your ass before?”

“N… no.”

“Not even with a toy like this?”

“No. Are you going to…?”

I hear a wistful tone in her voice. “Not tonight. One step at a time.”

Trust me, parts of me have other ideas. Sometimes, though, I do have control over them!

“Now, tell me again what you’re so uptight about.” I stand up, admiring the chain dangling from her ass. “I’ll give you a spank for every one. When I spank you, think of that problem being banished from your mind.”

It takes a few seconds for her voice to come into focus. “I feel inadequate.”

You may think it’s cruel to spank a woman for confessing that, but the moment my hand strikes a clean spot on her skin, she wails, that cry ridding her soul and body of anything that ails it. Namely, feeling inadequate. Do you think she feels that way now? Hardly. She submits to me, yes, but I’m providing a service.

“Do you still feel inadequate?”

“No…”

“What else?”

“I feel like I’m not doing enough for my career.”

Spank!

“I don’t want to disappoint my family.”

Spank!

Her thighs glisten from her arousal making its way down skin and curves. Between the plug in her ass and the spanks she receives, Katie is probably halfway to orgasm. With each spank, she spreads her legs on the ottoman more, urging me to fuck her forgotten hole. In time.

“I feel insecure about the way I look.”

My hand hovers, ready to come down again, but I can’t bring myself to do it. Not until I get some clarification. “What do you mean by that?”

Her ponytail trembles along with the rest of her. Is she crying? No, no, Katie, don’t cry. Use your safe word before you’re brought to tears! “I kinda meant what I said at your house. Sometimes I feel I could be any blonde in your bed.”

“Don’t think that.” My palms, my fingers massage her bruised flesh and gently tug on the chain hanging from her ass. “You know what? It’s true that I think blond women are the most gorgeous, but I didn’t think that until I met you twelve years ago.”

“Really?”