Category: eroticliterature

(This is a continuation of my last story. Some Kind of Interview)
When I showed up the next day for my first shift, I was nervous. The event of the previous day had left me shaken, but eager to come back. I was hoping that I could see Miss Mary again and show her how thankful I was for the opportunity. Maybe she would see me in her office again, maybe she would use me like she did during my “interview,” maybe she would return the favor I did yesterday. But when I entered the lounge, empty as I had shown up hours before open to get trained, I could not see her and the door to her office was closed.
Christina, the younger woman that had lead me out yesterday, probably 29 and similarly tall as Miss M, was cleaning behind one of the bars when I came in. “Oh good, you are here early,” She kept cleaning and beaconed me to come over and sit at the bar, “Are you ready for tonight? Big crowd expected for the weekend.”
“How bad can it be, I have worked during Super Bowls and other stuff.” I am trying to act confident, though I’m not sure she is buying it.
“Oh sweetie, the super bowl wherever you worked is going to be a walk in the park compared to a slow Tuesday here, believe me.” As she finished her sentence, she set her rag down and exited the bar. “Come on, we have to find you something more presentable to wear.”
She lead me to the back of the restaurant to a set of three doors and pulling me into the one on the far left. The room was some kind of backstage or dressing room area. There were clothes hanging from rails, mirrors with lights, and some weird looking furniture. While I was looking around, she began thumbing though the outfits on the hangers. I took a seat on a black leather couch that looked like a strange S-shape or an uneven infinity sign.
“What is going on with the furniture in here?” I asked Christina, as I took a seat on the couch.
Not noticing or not caring, Christina held up a few small pieces of fabric, and yelled, “Why do you still have clothes on? Stop waisting time, we have a lot of stuff to cover before the lounge opens!”
“Is there like a changing…” I was cut off almost immediately.
“This is the changing room, now drop you pants or you won’t have a job.”
I quickly undid my belt, took off my pants and shirt, and squeezed myself into the very small and tight short shorts, then Christina helped me with the suspenders. “Okay, now show me how you look in them.”
Conjuring the same energy that I had used yesterday when I stripped for Miss M, I began to play with the suspenders, run my hands over my body, and turn around to shake my ass. But this time when I turned around, I felt a sharp sting on the lower part of my back.
“Arch that back!” Christina commanded. When I turned around I saw she was holding a long thing wooden crop. *SMACK* She hit me on the side of my hip, “Turn back around and do it right!”
I obeyed her orders, and turned around to show off again. I arched my back and poked out my butt, then came another smack, this time on my ass.
“I saw what kind of slut you are yesterday! Now shake that ass like you mean it, or you are going to be running drink covered in bruises!” She bellowed at me, nearly in a rage. I was slightly scared by her demeanor and knew she was serious about inflicting pain if I messed up much more.
I turned around for the third time, dropped my ass to the floor, and shook it as well as I could. I heard a whistle behind me and Christina called out, “Now that’s more like it. Really shake that thing in the air!” I placed my hands on the couch in front of me and threw my butt into the air shaking it as well as I could. Christina continued telling me to keep it going as she shuffled around with something behind me,
Suddenly I felt her hands on my hips behind me. Feeling slightly emboldened by the outfit and Christina’s encouragement, I leaned into the moment and back into Christina. I ground against her for a moment, when I felt something strange. It was something long and bendy… The realization hit me like a ton of bricks. My stomach did a flip and my heart almost stopped.
“You look so good in that outfit, I just can’t resist that ass!” As she said that, I felt her nails push into the fabric of my shorts and tear them open, exposing my hole to her.
I was freaked out, but so turned on at the same time. Something about the way she said she couldn’t “resist” me, caused my fear part of my brain to shut off. “Mmmmmm, go slow at first. I haven’t done anything like this before.”
I felt press gainst my hole with a finger, “You never even stuck a finger down there?”
I responded with a gasp and a mumbled, “No.”
I felt her put a warm liquid on my entrance as her finger pressed into me. The second the tip of her finger pushed into my ass I moaned loudly, surly you could hear it from outside the changing room. I wondered if anyone had come in since and heard me. Though these thought were short lived.
Christina slide the rest of her lubed up finger into me and began pressing against my prostate. My dick was now pressing against my shorts so a clear outline was visible. As she pressed on my P-spot, a small stream of pre-cum began to drip from the end of my dick.
She then removed her finger from my ass with a pop as it exited my tight hole. “Stop being such an attention hog!” she shouted as she spun me around and pushed me onto my knees. Now I could get a good look at her. She was wearing the same black tank top as before, but now instead of pants she had on a harness and a big pink plastic dick. I had never seem one in real life before.
“Open up baby, you gotta get it ready to deflower you little bussy.” she laughed as she grabbed a chuck of my hair and began pushing my mouth towards the strap-on. I kissed the end of the dildo, and slowly opened my mouth to let it in. “How about a little effort here! It’s not like I’m pulling finger nails, it’s just sucking cock!” She grabbed my hair harder and pushed the dildo halfway into my mouth. Knowing that she would just keep pushing, I loosened my jaw and let it slide to the back of my throat. My nose touched her pelvis for a second.
Then I choked hard. I pulled back off her strap and gagged for a moment. I felt slobber running down my chin and a bead of it still connecting my bottom lip to the tip of the shaft. I looked up at Christina as my mouth hung over. “Holy fuck, you are so cute when you give me that face.” She let go of my hair for a second and kept my head up with a grab on my chin.
In a firm but obviously exited tone she commanded, “Lay down on the couch, with your legs above your head, and make sure I can get to that ass.” As she said that last part she gave my left ass cheek a smack, inducing a small gasp from me.
I finally realized what the strange shaped couch was for, as I quickly assumed the position she demanded. She walked over to me and put her hands on the back side of my knees, folding me almost in half and spreading my ass as wide as it would go.
“You are going to love this!” She said with a possessed look in her eyes. As she slammed the cock into my ass. I let out a half moan half scream. I felt like I was being split open at first, but that soon dissolved into a wave of pleasure from the stretching of my hole. “Yea I bet you like that you slut! That ass was made for being fucked!” She said as she continued to fold me in half. She slowly withdrew until she was most of the way out, before slamming her hips against my ass. I moaned and yelled again, but it was already mostly moaning. She continued this motion of slowly pulling out and thrusting violently back into me, each time I moaned louder and louder and it churned inside of me.
“Holy Fuck! I can feel it in my guts!” I manage to yell in between the moans.
Slowly the up stroked begin to speed up, until the match the down stroked in pace. The room fills with the sounds of her harness hitting my flesh, the constant moans coming from me, and the occasional “Holy shit, i could fuck you for days” coming from Christina.
Slowly I feel something building up inside of me. I haven’t ever really felt this way. It’s like a pressure from inside my ass that builds and moves towards my dick My moans become more high pitched and desperate. My dick, which I have almost forgotten about at this point, is throbbing and shaking with the tempo of Christina’s thrusting. She can tell I’m getting close to something I don’t even know is coming.
She grabs my neck and squeezes. “Let it out baby. Be a good little slut and just let it out.”
My eyes roll back in my head. A wave of pleasure rushes over me followed by shaking and shivers. I start to see spots and feel light headed. Christina keeps her hand firmly around my neck and pushes the pace of her fucking even faster.
Finally my dick spasms and shoots a hot load all the way to my face. I don’t even notice as few ropes hit all over my face and even more on my chest, before finally my now limp cock is just leaking slowly. Things get blurry for a moment. I am awash in a sea of pleasure and ecstasy that prohibits much thinking at all.
I realize my eyes are closed. I keep them that way for a moment as I recollect my self. “Oh my fucking god, I’ve never cum like that, felt anything like that, before in my life. What the hell was that?” I ask hoping Christina will respond.
Two clicks in rapid succession cause me to open my eyes suddenly and try to get up. But I can’t, my hands are cuffed together behind my knees. Another two clicks and cuffs are around my ankles. “Don’t worry. You just said that was the best thing you’ve ever felt, don’t you want to feel that way again, and again, and again.” She said as she made sure I couldn’t get out of the cuffs, and was securely held folded and open to further penetration. Not giving me a chance to protest she continued, “Trust me, no one has ever been where you are and not come back to work early the next morning.”
I tried to formulate a protest, but the loose feeling in my ass and the pleasure I was still feeling radiate through my body kept me speechless.
Christina continued, “So as the first part off your training, you have to learn that you are here for the enjoyment of others. Not yourself. That is what good customer service is all about. For the rest of the night when the women running this place get irritated at the service boys or one of our regulars want to try out the new meat, they will come back here and use your tight little hole. Sound good?”
I nod my head and say, “Yes, I understand Christina.”
Christina turns and walks towards the door. As she opens it she turns around and tells me, “I almost forgot! For the rest of training, you will refer to me as Mistress. Nothing else.”
As she turned to open the door, the handle turned and I could hear someone enter the room.
In a strange friendly and cheerful voice that must be for customers Mistress spoke, “Olivia, you are just in time. I just broke him in so she is still tight as all get out.”
The other lady mumbled something and Mistress responded, “Anything for a valued customer. Remember to tip to service.” The light flicked off. I head the door close and the sound of heels approaching. Another plastic dick pressed against me, though this one felt even thicker and with a lot of ridges and contours. Hands gripped the spot behind my knees.
The lady then slipped a roll of cash under my suspenders and a raspy voice said, “I tip in advance. I always get my money’s worth.”
~~~~~~~~~~~~~~`~~~~~~~~~~~~~~`~~~~~~~~~
(Hey like I said at the top, this is part 2 of a hopefully long running series. I’m always open to critic/input/suggestions. Hope to get more out soon.)