Ugh! How could I have been so stupid! I knew I'd get caught somehow! I've been so stressed about this. I got maybe an hour of sleep last night. I look like Hell. God Damnit! Bags under my eyes, puffiness, etc. Today should be interesting.
I'm in the middle of trying to put concealer over the bags under my eyes when my work cell vibrates. I REALLY wish I could ignore it, but I can't.
Steph: May, I need to talk to you. ASAP. Room 333.
Shit! I'm in deep trouble. I can feel it. My hands tremble as I type a response.
Me: Sure thing, Steph. Be right up.
I quickly decide to stop messing with my make up and put some real clothes on. Okay, so I choose a pair of black yoga pants and a workout tank top but still. It's better than the lingerie I wear to bed most nights.
My mind races as I wait for the elevator. Once inside it, I pace back and forth. Trying to decide on a plan of action. Do I tell the truth about why I went to that specific hotel and risk losing my job? Or do I lie, say nothing inappropriate happened and keep the one job that's meant more to me most days than life itself? I'm such a terrible liar though! I have no idea what to do!
The walk down the hall to her room feels longer than I remember. Maybe it's because I'm so nervous I legitimately think I might piss myself. Once I approach the door, I just stare at it for a few seconds. Then, I start to pace again. I can't even bring myself to knock on the fucking door! Nut up, May!
I finally raise my hand to knock, but before I can actually make contact, the door swings open. Stephanie peeks her head out from behind it and motions me to come in. I step over the threshold and pause; wincing when I hear the lock click into place.
She walks over to the bed and sits on the edge. Her figure hugging dress accentuating her curves even more. She taps the spot on the bed beside her and I sit.
"Steph, please. Let me ex-" She raises her hand in the 'stop' position. So, I do.
"May, I don't know what to do with you. You've really overstepped a serious boundary this time. I should fire you right here and now. Sleeping with someone outside the active roster? Seriously, May? How stupid can you be?!" Okay, so...ouch.
"I know, Steph. I'm so sorry. But you should know I did get checked again right after I left Dwayne and I'm still clean. I won't be jeopardizing anyone else with my mistake. Please don't fire me. I love my job! I'll do anything, ma'am. Please!" I'm not above begging and groveling to keep my job. I'll drop to my knees if I have to.
"Anything, you say?" She's now standing in front of me. I'm of average height but sitting on the bed it feels like she's towering over me. Her arms are folded underneath her breasts, accentuating them considerably. Okay, I should not be thinking about that when I'm in such deep shit. Focus!
"Y-yes, ma'am. A-a-anything. You name it, I'll do it." My voice sounds pathetic. Fear oozing out of it. But I do my best to stay put. She hasn't told me to move yet.
"Knees. Now." She points to the floor between her and the bed and without thinking about my movements, I drop to my knees and fold my hands in my lap.
She spreads her legs and straddles my body. She comes towards me until my face is smashed between her center and the end of the bed. I have nowhere to go. All I can feel, smell, see, and touch is my boss' body. The smoothness of her completely shaven area. The aroma of her wetness between her thighs. Then, my hands are guided to Stephanie's full, firm, round globes of her ass, and she starts to ride my face. Immediately, I aim to please her. Sucking on her puffy hard clit, suctioning her wetness, physically pulling her sweet nectar from her body. My nails digging and scratching at her ass as she moans for me.
"Come on May. I know you can do better than that! Come on! Suck my pussy like you fucking want your job! I don't believe you right now. I'm still considering firing you for being such a slut!"
At the word 'slut', she reaches down and pinches my nose. All I'm breathing is the aroma of her pussy. It's so fucking intoxicating like this. I move my tongue against her as fast as I possibly can. Squeezing her voluptuous ass at the same time. Finally, she can't resist moaning for me. My name falling from her lips repeatedly. Fuck it sounds so good. She pulls away from me for all of .2 seconds and I'm able to get enough of a breath to where I won't pass out.
She starts telling me that she's gonna cum all over my face. I'm surprised she isn't bruising my face or like accidentally breaking my nose with how fast and hard she's got her hips working.
Then, suddenly and without warning, her body goes stiff, and she screams while her release fills my mouth. She starts to tremble as I continue to suck and swallow against her sensitive pussy. Once she's boneless against the bed (me still under her, might I add, I decide to do a little extra and start circling my thumb against her ass hole. The feel of it trying to pull my finger inside almost as intoxicating as hearing Stephanie screaming at me to fuck her.
"A-am I done, ma'am?" I ask very timidly. Not wanting to piss her off.
"Done? You think one mild orgasm is enough to save your job?! No, no, no, no, May. You wanna keep your job? You have a loooooooooong night ahead of you. Hmmm. Maybe we'll put you on a probational period. That could be fun. We'll see."
"W-w-wh-what's a probational period?"
"A 30 day trial where you continue to work for the company, but you also have to cater to my every whim. So basically, you're my bitch for the next 30 days. On top of all your normal clientele. What do you think, May? Should I put you on probation? Or have you for one night and call it even?"
"W-whatever you decide for my punishment, I'll do ma'am." I give her my best innocent eyes while she fakes contemplation with her index finger tapping against her chin.
"I can't deal with you for the next 30 days. One night it is." Then, she sits on the edge of the bed again. Without a word, she pulls me off the floor by the hair and then lays me over her lap.
"W-wha-what are you d-doing?" My voice quivers. I mentally reprimand myself for showing fear.
"I'm gonna spank you. You wanna act like a slut, you'll get treated like one. Now, I want you to count them out. Loud and clear. None of this timid shit you've been giving me, you understand?" I nod my head rapidly, afraid to speak out of turn.
"Actually, first I want you to strip. Nice and slow. Give me a real good show and I might go easy on you. Maybe." Then, she crosses her right leg over her left and she leans back on her hands, accentuating my favorite part of a woman. Her breasts pulling up as she leans, making them even more noticeable. Mmmmm I would love to put my mouth all over those things! I'd love to remember what they taste like and the heaviness of them against my tongue. Oh shit! I forgot she's still waiting for me to start stripping.
I decide to start simple; just my shoes and socks. Then, I take my long, thick, chocolate brown hair down from its sloppy pony tail. Next, I take off my tank. It had a bra built in so when I pull it off my tits jiggle as they also drop from the bra. Then, I tease a bit. I pull my pants down so you can see the edge of my underwear and then back up. Then I turn slightly to the left and do the same; showing my bare bubble butt, letting her know I'm wearing a thong. Then, the pants and thong are on the floor and I'm standing naked in front of one of my bosses.
Once I'm naked and I've turned back to face Steph that I realize she too has undressed. She pats her lap and I go willingly. Accepting any punishment she decides to hand out just so I don't lose my job.
The skin on skin contact much more arousing than when we had our clothing between us. The first crack against my ass cheek slices the air and I'm anticipating it to be much worse than it was. I don't tell her that though. I wince as if it hurt and fake the pain by trying to cover my ass. Really though, I'm praying she'll do it over and over again. I deserve it, but I also have quite the pain kink and having my sexy boss laying her bare hand sharply against my supple ass cheeks is arousing just to think of, but to have it happening is driving me insane! It's after a surprisingly hard hit that I remember I'm not supposed to enjoy this and I go back to trying to look and sound like I'm in excruciating pain.
She's up to 20 hits when she decides to push 4 of her fingers into my mouth and let me suck on them. Then, she resumes for another 10 wet smacks. So much sharper than the dry ones.
It's not until I scream out '30!' With clear tears coming down my cheeks that she stops. She literally pushes me off her lap and when I hit the floor, I scramble to my knees; placing my trembling hands in my lap. Little does she know that they are not trembling out of fear or pain. They are trembling from arousal. The feeling of the soles of my feet caressing the reddened, beaten flesh of my ass is a sensation I could live with forever. Cold on hot, soft on burning, pink on tan, God it's so erotic. The tears still pouring from my face from the want/need to cum as I watch my boss finger herself. Her feet planted firmly on the floor, the rest of her body lying back on the bed. I have a perfect view of Stephanie's perfect little pink pussy. Her abs clench every time she hitches her breath. But, her breasts also rise and fall in rhythm. I can't believe my luck.
She starts by just teasing herself with 2 fingers. Slow, suctioning drags of her fingers against that sweet spot of instant ecstasy inside her. Then, she moves to 3. The stretch seems to turn her on even more. Her hips now working in rhythm with her hand and her breathing becoming more accentuated. She rides her hand just like that for a few minutes.
Then, she starts moaning my name. MY name! Not her fucking husbands. Mine! I can't help it anymore, my own breath stops, my entire body erupts into a body wracking tremble, and I squirt onto the carpeted floor below me. My pussy immediately working and rubbing my release into the carpet as I come down. My center and inner thighs soaked in my release. I finally look up toward my boss on the bed with my still orgasm-riddled eyes. She grabs the hair at the top of my head with her left hand and then smacks me in the face with right hand. The pain kink side of me causing one more body wracking post orgasm after shock to overcome my body.
"You pain whore! You fucking love it when I smack your shit around don't you?!" Without a verbal response, I nod.
"Whatever. I'm still not done with you." She keeps her hand in my hair but then turns to face the bed, and presses her beautiful still slowly dripping pussy against it. She slams my face in her ass cheeks. My air supply immediately cut off by her nice firm globes that surround my face.
She takes my right hand and sucks on 3 fingers. They are immediately pushed inside her pussy as far as she can take them. I fuck her hard and fast. The same way I devour her little pink puckered ass hole. She tastes so good everywhere. It's really hard not to cum again. But I can't risk a second time so I focus all my sexual energy on pleasing my boss. Then, I whimper as she pulls me off her ass to reposition herself. Falling to the floor, she presses her chest and face against the sweat/orgasm soaked carpeting, raising her ass as high in the air as she could. Then, she makes me resume all my ministrations on her body.
She cums again without warning. Her fist slamming down repeatedly on the carpet, her ass and thighs flexing against my face, her pucker suctioning against my tongue; making it harder for me to pull away.
She's rambling through it. I recognize the word 'yes' and my name, but that's it. She's practically incoherent for a few minutes as she gets her wits about her. Then, she reaches for her phone that I never noticed she had set open and facing us on the bed.
"You pull some risky shit like that again May, and THIS leaks to the entire roster!" It was a video of our entire escapade. Well, My reactions. "Now, get out of my sight. I'm still very displeased with you."
With that I quickly dress and exit the room, praying that none of the roster is around right now as I make the trek to my own room. Once inside it, I lock the door and using my battery operated boyfriend and a butt plug, bring myself to yet another mind blowing orgasm. Surprisingly, I didn't scream Steph's name as I soaked my sheets. God, she's gonna be the death of me.