Ashley Vs. Boss

My alarm beeps quietly, growing louder by the moment, and the lights in my bedroom slowly turn on, growing a little brighter by the moment. I hate mornings, but at least the architect for my home made it as easy as possible on me.

I push the button next to my head, the alarm dying away but I hear something else…

Oh god, it’s Ashley. I blink at her, trying to figure out how she appeared in my bed. I don’t let women spend the night. Ever. After I give a woman (or four) the fucking she wants and deserves, I send her home. My driver knows to take the women wherever they want to go, and give them a gift of a bottle of wine as my thank you to them. It staves off any hard feelings and I don’t have to worry about them mistakenly thinking that I want a long-term relationship with them.

I don’t do long-term, and I don’t do sleepovers.

She shoves her hair out of her eyes with a sleepy smile. “G’morning,” she says around a yawn. “What time is it?”

“6 am.”

She nods sleepily and then pads into the bathroom for a minute. When she comes back, she’s considerably more awake, and more nervous. I’m flipping through my phone disinterestedly, checking to see how the stock market faired overnight, but I can’t keep my head in the game. I just don’t know what to do with a woman in the morning.

Finally, I make a decision. I have to get rid of her. It’s what I should’ve done last night but didn’t. My bad, and time for me to fix it now.

I pull up my messages app and begin to type out a message to my driver when I feel Ashley crawling across the bed toward me. I look up, grumpy from being off my game, from being interrupted while texting, to find Ashley staring at me, a small smile playing on her lips.

“If you’re anything like me, you’re not sure why the hell I’m still here in bed with you. I should’ve left last night.” She pauses and waits for me to respond. Finally, reluctantly, I nod my head. “Now, you’re probably telling your driver to get his ass out of bed and drive me home and get me out of your hair, right?”

I jerk my head in acknowledgement. Fuck, I’m not too happy with how this conversation is going. “Well, how about if I make you a deal, Mr. Boss Man?” She runs her hands up my legs, straight toward my cock, and then wraps her hands around its massive width. She licks her lips appreciatively and then looks back up at me. “I’ll suck you off and give you a happy start to your day, if you’ll put your phone away.”

She’s stroking her small hands up and down my hardening dick and of course, there’s no fucking way I’m turning down a blowjob so I set my phone off to the side and then lie back on the bed. “Let’s see if you make it worth my while,” I breathe, and settle back, my hands stacked behind my head.

Turns out, Ashley can suck cock like a porn star. Her cheeks are bulging every time she tries to take me into her mouth and even though she can hardly get me into her mouth, she tries gallantly anyway. I begin bucking my hips into her mouth and I can feel my cock sliding down her throat and she’s moaning around me, the vibrations sending shockwaves through me.

“Oh yeah, that’s it,” I growl and I grab the back of her head and push her further down on me, wanting all of my cock to feel the heat of her mouth. “Suck it. Suck it hard. You like it, don’t you? You like me treating you like a slut.” She nods her head, her mouth stretched wide around my cock, her moans getting louder by the moment.

I can feel it begin to gather, the tingling throughout my body. I’m gonna blow, and I’m gonna blow hard. Will she be able to suck it all down? Probably not, but I’ll test her anyway.

Then I can’t hold back anymore and I push my hips up into her mouth and I’m shooting ropes of cum out of my cock and it feels so fucking good—even better than last night.

She’s swallowing and licking and swallowing and licking, cum dripping off her chin and onto my stomach but she’s still valiantly trying to catch it all.

Finally, I collapse onto the bed, finished, and she grins at me, a Cheshire grin and says, “So, Mr. Boss Man, how did I do?”

“I suppose I’ll forgive you for still being here this morning,” I say expansively and then wink.

Yes, wink. Who is this guy and where did he come from? I don’t wink at the girls I fuck, and I don’t sleep with the girls I fuck.

Except for girls named Ashley Miller, I guess.

“So how does a girl like me get food in a joint like this?” she asks, sitting cross-legged on the bed, her shaved pussy exposed and visible for me to leer over. She seems to have no inhibitions, which makes me think about what I can try the next time I get her prone in my bed. Or in the shower. Or the hot tub. Or the kitchen…

I feel my cock harden and I pull the sheets over to cover up the evidence. With this buyout still in transition, I have a lot of work to do today, and I can’t fuck Ashley again, no matter how much my cock wants it.

Ash, watching my movements, knows exactly what I’m doing. She grins at me. “Hey, horn dog, you haven’t told me yet how to get some food to eat.”

“Pick up the phone and dial 9. My assistant will answer. You can order whatever you want and it’ll be delivered to the front door.”

“Niiicccceeee…” Ashley breathes out, and then crawls over to the phone, her ass high in the air. She gives it an extra twitch and then looks at me over her shoulder, tossing me a naughty grin.

But I cut off my responding smile. I can’t. Not this morning. I have shit to do.

I head to the shower. It’s time to get my game face on.

11

Ashley