First time Whore.

[Calimero]

Chapter One: David.
As I got ready I could hardly believe I was actually going to go through with this. Yes, in fantasy I was sure most women had thought about it a few times but even when we had placed the advert I don't think I had actually expected it to happen.

The excitement and anticipation had my skin feeling like it was tingling though, nerves I guess were to be expected. I had to pull off an act, no wait, it wasn't an act, I was really going to do it!

Nervously I adjusted the suspender and checked the time. James was sat in the chair calm as you like, but I knew he was struggling with the need to take me there and then, but he had to wait. He knew now was not the time as who would want to pay for ‘used’ goods?

I finished adjusting the last bit of my outfit and straightened my skirt down. “Will I do?” I asked him, turning to him and realising he was right next to me. “Mmmm yes my Naughty Girl, you will do!” He pulls me to him and I can feel the hardness of him against me. Reaching down I run my hands lightly over him and feel his arms tighten around me as I also feel his cock throb through his trousers. “You need to stop, or I will be spoiling you for your client miss.” He laughs as he pulls back.

Heading out to the car I feel my pulse racing. I look more like a business woman than a whore to be fair, but then again when this game started we had decided it needed to be high class hooker rather than street whore we were going for. The advert was only placed in places that would attract that sort of client. Although to be fair I had never expected to get a call. Yet there I was, going to meet a guy I had never met, have sex with him and get paid.

Sitting in the car I was quiet, James kept putting his hand over to touch me, he could feel my legs shaking. “We can cancel if you want, it has to be something you enjoy too.” he said to me, smiling.

“I'm like this before anyone, even you at times.” I explained. It was true, although I was really nervous. Would the guy be nice, would I be able to do this, would he agree to the rules? I was and always would strictly be a safe girl, so without condoms was not even an option. I knew that James would be outside, he knew what room I would be in and we had already agreed that I would dial him and leave my phone in my pocket on the side of the bed the whole time.

One reason was so he could hear the fun but the other was he could hear if I was okay. He always kept me safe in all of our games and fun. He may occasionally set something up where there was an illusion of risk, but to be fair there never was.

I wasn't actually sure who was more turned on by tonight's little experiment.
Pulling into the hotel car park, I could almost feel my heart leaping out of my chest and I tried to control my breathing. As if James got even a glimpse of me being unsure he would pull out and take me home, and I did want to do it. I pulled down the sun visor and reapplied my lip gloss.

“You ready baby?” he asked me, and I could hear the pure passion in his voice. He would have taken me there and then had it not been for the fact I was all clean and ready for the client. James had dealt with everything, all I knew was that his name was David and that he was 41 and a businessman that preferred to hire girls than meet them. Prices had been pre agreed and I knew I had to get payment first. In my head I kept rationalising it that it was no different to what I had done with countless boyfriends over the years.

Getting out the car I felt a mix of thrill and nerves all in one, but I must keep looking like I was totally enjoying it as the truth was that once I started I would be fine. I felt his hand run over my neck and down to the hollow in my back. His comfort was always good. He knew that despite my love of sex there were times I got scared like a totally innocent girl. It was part of what he liked about me.

As we reached the door of the lobby he stopped and I knew that the rest of this I had to do by myself. “I'm only going to be at the car. If you use the word at any time I am coming to get you.” It was said calmly enough but I knew that he would not take anyone abusing me or hurting me in anyway. That was never what this was about. Most people didn't get our relationship, but it was about ultimate trust in each other. I could in reality get away with anything, but I chose to always let him find the fun for us. “Now go earn your keep, my dirty little whore, mmm.” He smiled and slapped me on my arse lightly and he was again obviously hard.

“See you later then.” I said as I walked away, loving that after all this time I could still get a response like that from him. Knowing he was so hard for me had the effect of making me already aroused before I even started. It was partly why this was going to work so well. As in my head this was just another case of him listening to me getting fucked, waiting to have me after. I actually think this was almost his favourite thing to do with me. As he loved to take me after, reclaiming me and every time it was more and more intense.

I approached the desk, wondering if the lady behind the counter would realise I was here as a working girl. But what did that matter, sure hotels were used to this. I cleared my throat and waited for her to finish on the phone.

“May I help you?” she asked me. “Yes, I am meeting my partner here, and was told to meet him in the bar.”

“Its just through there and to the left, who is the guest you are meeting?”

“David Jackson…” I could feel the excitement running through me now, I couldn’t wait now to get this started. “Oh yes,Mr Jackson is already checked in, would you like me to try his room for you and tell him that you are here?” I told her that would be nice and I would go wait at the bar.

Walking into the bar I realised it was about empty and was a little glad, as much as I was going to enjoy playing at being a whore for the night I really didn't want too much of an audience.

I dialled James’ number and waited for him to answer. We were not meant to speak at this point but I told him I was just waiting. “Put the phone in your pocket, and don't forget to tell me what room. Have fun my little whore, I am waiting to give you a big reward!” and then it went quiet. I knew he had it on mute from his end so that no noises would be heard through my phone.

The only thing different about today was the guy I was meeting thought I was a pro. Well guess I was kinda, as I’d done it without the pay lots of times.

I moved to the bar and ordered myself a drink, but then realised I didn't know which room to charge it too. The barman agreed to wait till David came down to meet me. Which to be fair was not long.

There he was. He walked over from the stairway, firmly hugged me and kissed my cheek. “Lovely to see you Kate – it’s room 211” he said to the barman who was hovering, “…and can I have a rum and coke please?”

I was happy that James would have heard the room number and that he now knew where I would be. So now I checked over my ‘date’ for the night. He wasn't too bad I guessed, not someone I would have chosen to go on a date with but he didn't smell and was very well turned out. We chatted for a bit about recent events and really boring topics. He then asked me if I wanted to go upstairs. I leaned over and reminded him that I would not be going anywhere till something had been sorted. “Oh yes, sorry about that, here you go.” As he said that he reached into his jacket pocket and pulled out a envelope.

“It’s all there as agreed on the phone, I am not sure I will want the extras discussed but it’s there in case.” I felt myself blush slightly as I accepted the money.

That was it! I was now being a whore.
I knew that hearing the money exchange that James would be now about as horny as he could get. I hoped he saved it for me until I got out and didn't relieve himself.

“Now my dear, shall we go somewhere more private?” He held his hand out and I took it and let him lead me to the stairs. My heart was beating so hard I was sure he must be able to hear it. He talked to me as we went but I never really heard what he was saying. I was too busy imagining how James was responding in the car hearing me be led to this guy’s hotel room. I felt the heat inside me grow and I was sure if I had had a chance to reach into my panties at that moment I would have got a very wet finger.


We got to the door and he opened it with his key card and then we were in. He had paid for quite a nice room and had obviously been here a while before me, the bed was made up, the lights were all set low. He offered me a glass of champagne as soon as I got in and I placed my coat with my phone safely in the pocket on the bedside table. I stood at the edge of the bed and heard him moving around the room towards me. I sipped the champagne, hoping it would calm me. He began to run his hands over my arse, moving me so he could work the zip on my skirt... I guess this would be different as this was sex for sex’ sake in the most true meaning of the word. There would be no tenderness.

Once my skirt was undone,he stroked his hands over my stocking-clad legs. I heard him unzip himself and he turned me around and pushed me to my knees to suck his already hard and throbbing cock. He was not huge, but thankfully not a total disappointment either. He was at least shaved ready for his night’s fun.

If I was going to stop, this was the point I needed to stop it at but I knew I wouldn't. I instantly had an image of James waiting outside for me, and I felt the heat in my pussy rise. Looking up at my client I took slid my hand around his balls, and let my fingers brush against the smooth sensitive part and felt him throb in my hands.

I was no longer acting the part, I was being, and loving the feeling that this guy had just paid me best part of £300 quid for my services. Licking my lips and enjoying the fact that he was obviously not going to be much of a challenge for me, I slipped my mouth down over his swollen cock, taking him down slowly, inch by inch. Feeling him swell in my mouth and knowing my fingers working his balls were adding to the speed in which I was working the cum from his balls. As he groaned I knew that James would be listening and knowing (as I was quiet) exactly what was going on. I wondered if he had his hand on his cock, or if he was being restrained.

I tasted how close I got him and pulled off, I looked up as I needed to know if he wanted to stop and begin sex. He had already pre sorted with James that he may want to cum over my face, so I knew he could choose to if he wanted to. He gestured to the bed and as I walked over he told me to bend over. I turned to remind him that he had to wear something but was pleased to see he was already reaching for one, I turned to him and took it from his hand.

“Let me.” I unwrapped the condom from its packet and slid it onto his cock, making sure it was on properly and not damaged before re positioning myself at the edge of the bed, bending over again. I felt him come behind me and I was trying hard not to get too wet too soon as I needed my client to feel it was his work, not how horny I already was. I felt him push against the entry to my pussy, I moaned out loud, being a little more dramatic than I needed to be but I wasn't just entertaining my client at this moment.

I felt him push into my pussy, hard and deep and yet much harder than I was expecting. I cried out as he started to fuck me really powerfully. I hadn't expected it but it did feel good. It was totally uncaring, totally pure fucking and I began to enjoy it a lot. Knowing this man was paying to fuck me like this, that unless I repeated this whole experience he would never see me again.
I tried to brace myself against the bed but he was really using me like a whore, I almost laughed at the thought that it was because that's all I was to him. Feeling his cock pounding hard into my wet pussy, I began to let my mind wander as to the real payment. Waiting outside I knew James was listening and loving hearing the sound of the client’s cock fucking me, his balls slapping hard against me and my obviously turned on moans as he kept getting harder and deeper. I felt the heat rising, and knew I would orgasm soon.

“You like it hard do you? Mmmmmm!” He said as he pulled his cock out of my pussy,pulling right back to the edge, before slamming back in with all the force he could muster. I told him how much I loved it and that his cock felt good fucking my pussy hard.

He pulled right to the edge again, and this time I felt his cock pushing against the edge of my arsehole. My body responded with a heat that shocked even me, I wanted him to slip his cock in my arse, to fuck it, knowing I would get very verbal. I felt the searing pain as he pushed in, there was no lube other than the lube on the condom and the wetness from my pussy but luckily he was not too wide. He slowly pushed inside me and I relaxed enjoying the feeling of his cock filling my arse.

I felt his balls resting against my buttocks as he began to slowly fuck my arsehole, slow and deep. I reached back and spread my arse cheeks so he could see his cock slipping in and out of me and also so he could get deeper still. I pushed back onto him, not wanting to miss any of his cock. The lack of length making me feel a little frustrated. James’ cock was longer than this and I had become used to how his cock felt in my arse. The long strokes became harder and harder as he pulled right to the edge and then plunged deep in me.

“Mmm! Fuck my arse like the fucking whore I am. Fuck me hard” I cooed back at him, looking around to see his face change as the words seemed to spur him on... suddenly I felt the ripples run through his hard cock and then felt him strain against me as he came. I tried not to look disappointed as I had wanted to taste his cum.

I felt him pull from me and turned around to help remove the condom. As I pulled it off he reached for a towel. “No, let me.” I said as I ran my tongue over the head of his cock and he twitched as I lapped up the cum still on his cock that was still partially hard and tried not to pull a face at the taste of the condom still lingering. I wanked him slightly to squeeze every last drop of cum from his cock, enjoying that it was already starting to harden him again.

“What time do you need to leave?” he asked me, smiling as he watched me running my tongue up and down his cock. Looking at my watch I told him he had about 40 minutes before I needed to get ready to leave.

“Enough time to cover your face you think?” Smiling, I just nodded and sunk my mouth down deep over his cock. He groaned and I felt his hands on my hair, guiding me down, pushing me down deeper, ‘til suddenly his cock was so deep in my mouth I started to gag. I tried to pull away but he kept me there for a moment longer before releasing his grip.

“Naughty.” I told him before flicking my tongue over his balls and running my tongue around to his arse, and then slowly licking back all the way. On the way back up, taking first one, then both of his balls in my mouth and running my tongue around them while in my mouth. Feeling them tighten to my touch. Taking my mouth from his balls and moving on to his throbbing cock, that had precum dripping from the tip.

“Mmmm” I smiled at him and ran my tongue over his swollen cock and teased more from the tip, knowing that he would soon come all over my face and waiting tongue. I began to sink my mouth down deep over him, my fingers stroking his balls and waiting for that moment when they tighten to prepare myself for his load all over my face. He began to get more and more vocal as I sunk my mouth down over his throbbing cock. He was at least making me work for my money I thought, as I tasted the start of his orgasm in my mouth. The first squirt sprayed deep in my mouth and I almost gagged as it hit the back of my throat, then he pulled away to cover my face and hair as he had requested and paid for. I sat there for a minute, my face covered in his ejaculate, dripping, as I was a little unsure as to what happened now. He broke the tense moment by passing me a towel to wipe myself.

“Thank you. Would you like a shower before you leave?” I thought about it and then thought about James waiting out side and really wanted to ask him. I decided I would pass as I could always get a shower when I got back to our hotel room for the night.

I dressed quickly, my heart pounding, knowing that he would anxiously be counting the minutes down now until he could have me back. I was hoping he had enjoyed sitting waiting for me as much as he had thought that he would. Looking at myself in the mirror as I re-dressed I thought I now looked a little like a whore and less like a business woman now. The thought almost made me giggle. I did my hair as best I could and stood to say bye. Now what did I do, did I shake his hand or give him a kiss? I was a bit lost. Sensing my awkwardness he moved forward, kissed me on my cheek and thanked me for a lovely evening.

“Can I ask you something?" he said as I turned to leave the room....
“Of course you can, you still have 2 minutes.” I laughed at him. “That was the first time wasn't it?” He said with a rather serious look. “Oh, did it show?” I said, my face dropping as I could feel the high blush rising to colour my cheeks.

“Not in the performance, just certain etiquette you seemed unsure of, but thank you, we must do it again sometime.” He smiled and escorted me to the door.

“Would you like walking to your car?” I smiled and said there was no need but if he really wanted to, then there was no problem. He opted for walking me to the car. At least then it would look to others that we were leaving to go out for the night.

I was keen to get back to the car as I knew James would be waiting to hear all about my experience. I was longing to get back to him and feel his touch, letting me know that I had pleased him. I was hoping I had, as this was something neither of us had done before. As I crossed the lobby, I saw the car faithfully waiting for me near the entrance to the hotel. I turned and again thanked David