First time for everything

Let me start off by saying that I have fantasized about alot of things (and tried a number of them); group sex, sex with trans guys, anal, bondage, and the list goes on. I love sex, and I like to get a little adventurous. One thing I never thought I would try would be taking money for sex. It’s not that it offends me, or that I think women demean themselves by doing it. I guess I just never really pictured myself doing it until, well… I found myself on my knees in a very expensive hotel room. The story really begins with me getting a new job at a posh hotel with a really, really nice restaurant attached to it. It was the kind of place that sees a lot of business conventions with guys from big corporations. Even though we hated the long hours, the tips were great which helped a lot with paying for school. I think almost everyone has that story about how broke they were in college, but at that particular time my bank account particularly low. At this point it is important to realize that when I say low, I mean it had an awful lot in common with the Titanic. I had had some unexpected lab expenses and I still owed 700 to the mechanic for fixing my car. Most of the waitresses were college students such as myself, and we were pretty used to flirting with the guys at these conventions to pad our tips a little bit. Maybe I had been doing it a little shamelessly out of desperation but I didn’t think I was giving off the kind of signals I apparently was. The whole time I had been really flirting with this table of guys in suits and smiling and laughing at all their come-on’s. Finally, the end of the dinner comes, they pay with a card, and when I make my second trip to the register to enter in the total I just stop. I freeze as I look at the receipt with the signature. The tip was 250. I had never gotten a tip like that and I was just about to jump with joy when I noticed the little note underneath the receipt. It said “If you are interested in a better tip come to room 1421 after your shift.” Another waitress came up behind me and needed the register so I pocketed the note and finished entering everything. It wasn’t a lot of money to guys like that, but it was a lot to me. It got me thinking for the next few hours until the restaurant çankaya escort closed at 11. It was so strange, I went through these different emotions. At first I was a little insulted, and then I was kind of flattered, and then I decided not to do it just out of angry resentment. However, the more I thought about it, I kept going back to how much it would help. The restaurant closed and I was finally able to get out of there about 11:30. I was about to grab my jacket and leave when I remembered the note in my pocket. I thought that if I do this this one time, I could fix so many problems and before I knew it I found myself in the bathroom, combing my hair out really quick and putting on a little bit of lip stick and touching up my makeup. Now, I honestly don’t think I am anything special, or really that unique when it comes to looks. I am just under 5’6” with brown hair and brown eyes. I have a decent figure, nice round hips with a flat tummy and depending on how it fits I am either a large C or a small D cup. When I was looking in that mirror I kept bouncing back and forth between being kind of disgusted with what I was about to do, like it made me less attractive; and thinking that it is my body, I am proud of how I work on it and if I can use it to succeed I should. I wavered for a little bit and then headed to the elevator. That was one of the longest elevator rides of my life and an even longer walk down the hallway. There are security cameras but I know they never check the footage unless there is a problem. I just hoped that none of my co-workers saw me and asked what I was doing. I finally arrived at the door to room 1421. There was a renewed wave of hesitation where I almost walked away but I finally knocked on the door. I honestly had missed who the card had belonged to so I wasn’t sure who I was going to see when it opened. Finally, the door swung open and I saw who he was. He was only a couple inches taller than me, shorter than I prefer guys, early 50’s, overeight but with bright blue eyes and a smiling face. I didn’t recall his name immediately but his flirting had bounced back and forth between lewd and articulate. He gave me one of his bright, wide smiles. “Hello,” rus escort he said in a tone dripping with the same kind of excitement eight year old boys have when they are opening big presents wrapped in bright colored paper,” I was almost sure you weren’t coming. He stepped aside and with a wide gesture he ushered me into the room. “I almost didn’t,” I replied in a voice that I hoped didn’t sound as nervous as I felt, and I walked into the room. I looked at the big suite, the view of the city out the large glass windows, very spacious. I realized what I had said and I turned around to look at him, my cheeks getting red. “ I mean, I… usually don’t do this kind of thing. My first time, so to speak” I said sheepishly. I set my purse down on the table and look at him as he finished closing the door and casually strode to the bed, sitting down. He looked up at me and I could see his eyes, wide and staring, drinking me in. I blushed some more and looked down a bit. He really did seem excited, like a boy about to open a present. “N, Neither do I,” He stammered a little bit, “But I just, I just needed to do something. I’m not gonna tell you my life story but it has been kind of all work and no play for the last few years, no social life outside of these stupid conventions. You are just so beautiful, and you seemed so happy and flirty. I need that, and I am willing to pay.” As he went on, he got less bashful, his confidence was that of a business man closing a deal. Honestly, that impressed me; plus I was more than a little flattered by his compliments. I paused to think a moment. Apparently he was a better businessman than I thought, his next few lines came out almost like he read my mind. “Before you decide, let me say this. I don’t want to hurt you, I want a willing, hungry woman that I can enjoy for a night.” Now that this was more like a business pitch I felt him taking control, which is something that is a turn on for me. He picked up his wallet and pulled out a big stack of green. “I can assure you I am clean and healthy; well at least no STD’s and I even have the test results here,” He paused to pull out a stack of papers from the drawer and set them on the nightstand. “I have another 250 eryaman escort if you want to continue, I have an optional clause if you are interested”. I swallowed hard, I was pretty much sold but his mention about a final point made me more than a little nervous. “Me too, about the STD thing that is. Um… what kind of clause do you have in mind,” I said meekly. His excitement was palpable, almost something physical as he took a breath while trying to keep his composure. “I always do the safe thing, and I even have condoms, but if you let me take you bareback,” he paused trying to contain his anticipation as he set down the rest of the stack of cash, “there is another 1,000 in it for you. Interested?” My jaw actually dropped from amazement. He stared up at me in hope and anticipation. I could feel his eyes roaming up and down my body as he waited. A few moments went by as I debated back and forth. He did have the cash on hand, and he did have the doctors report right there. I desperately needed the money and the amount he quoted would not only pay for the car and the lab fees but put me ahead for the month. I opened and closed my mouth a couple times, almost saying no to the option but thinking I am on birth control, my ex and I had done it bareback and I had never had an issue that whole time. Finally I looked up at him and smiled. “I agree to the option,” I tried to use a fiery, confident voice and judging from his reaction (He actually almost clapped for joy) it was more or less on the mark. I took off the black vest that we wore as part of our uniform and tossed it away. As I was about to undo my bow tie he stood up and motioned for me to stop. “I want to unwrap my present.” He looked at me with so much hunger and anticipation that I got nervous for a second. As he walked towards me I wondered if I had made a mistake. He looked me in the eyes and then started to loosen my bow-tie. His hands were deft from lots of experience at dressing for work. I tried to strike a pose as he went but wasn’t really sure how to stand. He unbuttoned my dress shirt and un-tucked it from my skirt. The was surprisingly careful to not grope me as he undid the shirt. Then he stepped behind me. Unsure what was happening I looked down, trying to look demure I guess? I don’t know, I have never been a hooker before. He turned me to face the mirror and then pulled my top away like he was revealing something on a stage. As he looked into the mirror at the two of us, his hands came around and groped my breasts.