Leah’s Sexual Adventure
Chapter 1: The Meeting Mmmmm…. This past weekend was bliss! It was the best sexual experience of my life and it didn’t even start off about sex. I work in a sports bar. You know the kind. Loud, obnoxious, beer drinking, foul mouth, young males that treat their waitress like a personal handmaid and then leave a twenty cent tip for putting up with the grabbing and lewd comments. Don’t get me wrong, I know a fair amount of foul language too but let’s get real. The person waiting on you shouldn’t have to put up with being hit on all the time. And there is nothing sexy about spilling your beer and then demanding that your waitress clean it up and get you another one on the house! My name is Leah and I am in my late twenties. My friends tell me that I am beautiful and I have to admit I take care of myself. I am 5’ 3” tall and I weigh about 103 pounds. I have a 38D chest and usually wear a size 0. I have modeled and won several bikini contest but have given it up recently. I have to admit that I love sex but I am always attracting the wrong kind of guy. The kind that is real sweet to me when we first meet and then treats me like a piece of meat after I have sex with him. I think that is all these guys are after. Lately I have been getting interested in older men and that is how my weekend began. My sister is a model and had some gig in New York and I have a really good friend that lives a few hours north of here but she was schedule to work this weekend and all my other girlfriends were busy. I had to work but I was still hoping to have some fun. Anyway it was Friday night and the regular crowd was coming in to see the games on the 30 TV’s in this place. Beer was flowing like water and there were a few fights or just shoving really but the bouncers took care of them real quick. It was almost 11 and I was working the bar area. The place was packed when this man walked in. For some reason I noticed him immediately probably because he looked so out of place. He was in his late forties or maybe fifties and he was dressed in jeans with a blue blazer and button up shirt. I could tell this was not the kind of place he normally frequents! Not with the guys that are trying their best to see how much beer they consume in one night. For some reason I couldn’t take my eyes off him. He was fairly tall…about 6 feel I would guess and had a very distinguished look about him. He was alone and looked around for a seat but there was none to be had at the time so I walked over and asked him if he was looking for someone. He told me no that he was just looking for a quiet place to have a drink. Well you won’t find anything quiet in here I told him. He looked at me as if he could see right into my soul and just smiled. His eyes were amazing and the way he looked at me made me feel like there was no one else in the room but us. I heard the bartender Frank yell at me for a pickup so I told the gentleman that if he would wait at the bar I would find him a seat as soon as I could. He said thank you and again looked at me staring directly into my eyes and not at my breast as most of the guys that come here do. You see the guy that owns this place knows that the skimpier the outfits the more the guys come in and the more that drink and the more he makes so…. We have some of the skimpiest outfits that are legal in the state! I don’t mind. I like showing off my body but after a while it gets hard to ignore the whistles and the language and the offers. Anyway I pick up and deliver another round of drinks for a group of guys that think I am their own private waitress and after a couple of “Come her baby!” and “What you doing later” comments I finally get away from them. I see a table in the corner that has a couple about to leave so I push my way through the crowd and take the stranger by the hand. I tell him I have him a table but he will have to hurry. Hurry is not what this gentleman does apparently. I am pushing my way through the crowd and he is walking behind me but when I look back I see the strangest thing. While I have to push people out of the way to get through people seem to notice him and it is like the red sea is parting in front of him. People step out of his way! We get to the table and a couple of guys walk up ready to set their beers down when I start to say something. They look up and see him and instantly turn and walk away. I look at him and he smiles and again looks at me with those amazing eyes burning a hole through me. “What would you like?” I asked still staring into his eyes. “Absolute and tonic.” He replied. “No beer?” “Not much of a beer drinker. Never have been.” He said. I had to tear myself away from him to put in his drink or while he took a seat. Even the way he sat in the high chair was classy. One foot on the floor…. One on the first rung of the chair…. Leaning slightly on the table watching me as I approached the bar. I put in his order as the bartender looked over at him. Immediately the bartender started making his drink. I know there must have been at least twenty orders ahead of his but his went right to the head of the line. I waited for his drink and immediately took it too him. As I put it on the table he looked at me again and I was transfixed. I couldn’t hear any noise as I just looked into his eyes. He took a sip of his drink and said thank you. “Don’t you think you should get back to the bar? Your barkeep looks pretty pissed!” He said with a smile and a wink. “Yea…Yea…I’d… uh …I’d better go!” I said as I turned to leave. But as I did I looked back to see him watching me. Looking at me as if no one else in the world existed. The rest of the night was bedlam. Beer and wings and ribs and everything the bar and kitchen could throw at these guys was going out as fast as possible. But with all the madness and rushing and mayhem every time I passed his table I would look and he would be looking into my eyes. My tits were damn near falling out of my top but he would look into my eyes and I couldn’t help but look back. About 1am the bar started to slow down. The games were over and most of the guys were too drunk to do anything but go home and sleep it off. I had a few grabbers hang around but I put them in their place really quick. I went back over to his table to see if this stranger needed anything else. “Thanks …I will take one more on one condition.” He said. “And what is that?” “That you join me after your shift is over.” He said as he smiled and looked deep into my eyes again. “I usually don’t drink here. I use to but the guys working here wouldn’t stop hitting on me.” “That is perfectly OK. Would you like to go somewhere else?” He asked. “Sure…there is a place at the end of the block. It is really quiet and I think you might like it.” “Sounds perfect. How long until you are free?” “Say 30 minutes?” I replied. “I will be there waiting on you. By the way, my name is Charles.” “Nice to meet you Charles. I’m Leah.” Charles reached down and took my hand and brought it up to his lips and kissed the back. Now I know this is cliché but it is the first time anyone had ever done that to me and I was so surprised that I thought it was wonderful. “30 minutes Leah. I will be waiting.” With that Charles put a hundred on the table for the $22 tab and started to walk off. “Your change!” Charles stopped and turned toward me smiling. “Keep the change. You earned it.” Without saying another word he turned and walked away not looking back but I couldn’t keep my eyes off this man as he exited the bar. I finished up my shift as quickly as possible but it was almost an hour before I reached the bar at the end of the street. It was a piano bar that no longer had a piano but it was very quiet and had some good food. As I entered I noticed Charles sitting at the bar nursing a drink. “Sorry I’m so late!” I said as I approached him. “That is understandable. Quitting time is not always the same time at a restaurant. That is perfectly fine.” His understanding amazed me. My old boyfriend would yell at me for an hour if I were 5 minutes late. Now this man is so understanding and I am over a half hour late. Charles and I talk about many issues from weather to work to social life to future plans for almost 2 hours until the bartender tells us he has to close. Time flew by as it was almost 2 am by then. “So what are you going to do now?” I asked. “Well I have a suite at the Regency just down the street so I guess that is where I’m heading. And you?” Charles asked. I looked at him for a very long time. I had never felt so comfortable or content with a man as I was right at that moment. All night Charles had looked into my eyes while we talked and never made a comment about my skimpy outfit or the size of my tits. “Well if you like I can come with you and continue out conversation.” “I would like that. Do you have a car?” Charles asked as he paid the tab. “Yes….actually it is right outside.” “Why don’t we leave it there? I will have the valet at the hotel send someone to pick it up for you and it will be delivered to the hotel.” “You sure? I can…” “I’m sure. Let’s walk.” Charles said with assurance. We make the short walk to the hotel where we stopped at the front desk. The manager shook his head and called the valet handing him the keep. I overheard the manager tell the valet to be careful and make sure the car was washed before it was parked. “Would you like to go to the bar here or would you rather have a drink in my room?” I looked at Charles again. I had never been treated so well and here I was still in my uniform. “Your room please. I feel a little underdressed for this place.” Charles laughed and smiled at me. “You could wear that to a formal ball and no one would care except maybe the wife’s of the men you turn on.” Charles turned back to the manager and instructed him to send a bottle of his best wine to the room with 2 glasses and a fresh robe for me. The manager shook his head and left to do Charles’ bidding. We headed to the elevator and Charles produced a card that would get us to the concierge floor. Without a word or fanfare we headed up to the 32 floor of this old but very well maintained hotel. Minutes later we were in his 2 room suite with a large master bedroom and a living area. We had hardly gotten to the room when we heard a knock on the door. Charles opened the door and a waiter had a bucket of ice with the chilled wine and a fresh white robe. “This may make you a little more comfortable and a lot warmer Leah.” Charles tipped the waiter and opened the wine pouring us both a glass. We toasted to our new friendship. I fully expected Charles to hit on me and I was more than willing to sleep with him. He had been a perfect gentleman the entire night and that was rare for me. Besides I had 2 drinks at the bar while we talked and now a glass of very good wine. My guard was down and I was ready to have sex with Charles. “The restroom is right through there if you need them.” I shook my head yes and walked into the restroom with my wine and robe. I decided that I wanted to have sex with this man so I undressed and slipped on the robe while I finished my glass of wine. After a little fixing up to make myself presentable I entered the living area and saw Charles on the couch. “Come and sit here Leah.” Charles said as he patted the seat next to him. I took my seat very close to Charles with ever anticipation of him asking me to sleep with him. “Leah I know this is when you expect me to sweep you up in my arms and take you to bed or worse yet you probably expect me into pressuring you to have sex with me but I’m not going to do that. At least not tonight. I am old fashioned and I want you to be certain that is what you want and there is no way you can do that after just having met me 3 hours ago. So tonight let’s talk…get to know each other and then we will see where it goes.” My heart almost stopped. This man that I fully anticipated would jump me as soon as we got to his room has just told me that he wanted to get to know me first and he wanted to make sure that I was ready. I was floored. I was stunned. I didn’t know what to think. We talked until after 4 am then Charles told me to take the bed and he would sleep on the couch. I protested but he was insistent so I took the bed as Charles closed the doors. Chapter 2: The Next Day The next morning at 9am I heard a knock on the door. I woke up with a start not realizing my surroundings. I had slept in the nude and sat up as Charles entered the room. My tits were on full display as I tried to understand my surroundings. “I ordered breakfast. I didn’t know what you wanted so I may have gotten too much. Coffee is ready when you are….by the way. You are very beautiful in the morning.” With that Charles smiled and walked out closing the door behind him. I tried to pull myself together in the bath taking a quick shower and putting on my robe. The bath had all the necessary things I would need so I started to feel alive after about 20 minutes I strolled out of the bedroom to a layout like I had never seen. Charles must have ordered everything on the menu. He poured me a glass of champagne with some OJ and sat back to enjoy his coffee. We sat there and I picked at several things especially the fresh fruit. After a couple of glasses I started to get light headed so Charles took it away from me. “Can I see you tonight Leah?” “I have to work again.” “That is OK. I will stop by and have a drink then we can go out. Bring some other cloths.” “OK? What do you want me wear?” “Something simple….something nice…. “ Charles replied. Nothing more was said. We made small talk for the next hour and then he informed me my car was downstairs…. Washed….waxed… clean and ready for me to pick up at anytime. I put on my uniform from the night before and headed for the door. Just as I was about to exit Charles touched my shoulder and I immediately stopped and turned as if I had been commanded too.
Without saying a word Charles kissed me. Lightly at first….then more deeply! I could feel my pussy getting wet and my nipples harden under my thin top. Chills went down my spine as his lips pressed against mine. I knew immediately I was his and I had no idea how or why it happened. My heart melted and my desire began to burn as it had never burned before. Moments later the kiss ended and Charles opened the door and held out my keys. My tits were about to fall out of my top from the heaving my chest had been doing moments earlier but he had not take his eyes off mine. He was looking into my soul and I knew he knew me better than any man I had ever been with. Still looking into his eyes I exited the room as I saw him shut the door. I glanced down just as the door was about to close and saw what looked like a huge erection pushing out against his satin robe. I almost wanted to drop to my knees and beg him to let me have him but it was too late. The door lock clicked and I was standing in the hall alone. I walked in a trance to the elevator and pushed the down button. I wasn’t thinking straight…hell I wasn’t thinking at all. Just feeling….feeling desire… feeling need… feeling lust for a man that could have had me but wanted to know me before having me. I reached the ground floor and a bellman was waiting as I exited. He asked for my keys and told me to have a seat and he would come and get me when my car was ready. As I sat I though about the night before…about the morning after…. About right now! Nothing made since but everything made sense. My nipples were still hard and I could feel a wetness in my pussy that I had not felt since the first time I wanted to be fucked in high school. The bellman came and got me and escorted me to my car. As I went to tip him I was informed that it wasn’t necessary everything had already been taken care of. I looked at my old car. It looked almost new! It didn’t look this good when I drove it off the lot almost two years ago! I turned and looked back up at the hotel wondering which room I had slept in. Which room I had stayed in for so many hours and didn’t have sex. Which room I had been in with a gentleman. The rest of the day was a blur. Cleaning…running errands…. Paying bills…. Returning phone calls to my sister Ashley who wanted to know where in the hell I had been and from Cara to tell me that she would be here on Thursday so be ready to party! In no time it was time for me to go back to work. As soon as walked in the door at the sports bar all hell broke loose. It was the playoffs and everything was going wild. The place was packed and I had more hands grabbing my tight little ass in the first 30 minutes then I did the entire night before. Usually I would give the guy a lot of shit but tonight I let it go. I just shook my head and pushed their hand away. About 11pm a table opened up in my area so I put a beer on it to keep it from getting used. Shortly thereafter he showed up. I motioned him to the table where the beer sat. He smile…. Gave me a wink… and walked toward the table. Again the sea parted and he took his seat without anyone ever even bumping into him. I took him his usual as he looked into my eyes with a stare that cut right into my soul. I could feel my pussy soaking my short shorts as I stood in front of him. My nipples got instantly hard! I was horny and I wanted to make love to him right there and I didn’t care who watched! Charles told me to go back to work. He would be here until closing time and reluctantly I did. I tried not to think about him but my ever turn was toward him. I found myself taking the long way around the bar so I could see him….so I could smell him….so I could look into his eyes. At 1am the manager told me I could take off early. The games were over and the bar was almost empty. I joined Charles at the table and told him to give me 20 minutes. I rushed in the back and changed to a short black dress with a very low cut top and high heel shoes. In minutes I was standing in front of Charles looking for his approval. “Is this OK?” Charles looked at me and smiled his approval. The bar was close to being empty with the exception of a couple of bartenders and a guy at the corner trying to sleep it off. “Exquisite! But…. Are you wearing panties?” “Uh….Yes….” “Will you take them off for me?”
Without giving it a second though I reached under my dress and pulled my black thongs off right there in the middle of the bar and handed them to Charles. “Perfect!” was his only comment. Charles guided me out to his car parked right in the front escorting me to the passenger’s side and opening the door holding my hand as I got in. I felt like a queen. Never had I ever been treated like this before in my life. We left and drove several blocks to a place I didn’t even know existed. We entered and the entire staff seem to know him. We had the best seat and were immediately served a late dinner by not one but three of the staff. Less than an hour later we were on our way to the hotel. It all seemed like a fairy tale. Once inside the hotel room Charles dimmed the lights. There was a bottle of wine already open and chilled waiting for us. Charles poured us each a glass and we toasted to a new day then he kissed me. Softly but firmly taking my breath away. I could smell his cologne and it would have made my panties wet however Charles had them in his coat pocket. “Do you want this Leah?” Charles asked. “Yes…. Yes more than anything!” was my reply. Charles took the straps of my dress and pulled them down while never taking his eyes off mine. He had me stand as my dress dropped to the floor. I stood before him naked except for the high heels on my feet. Charles then lifted me in his arms and took me to bed. The covers had been expertly turned down and soft music was already playing in the background. I was laid on my back as Charles undressed as I watched. Slowly he stripped in front of me and I loved watching him disrobe for my pleasure never taking his eyes off mine. His pants were the last to drop and his erect member stood proudly in front of him. I had seen larger member but never one so beautiful or sexy. “You are a beautiful woman Leah and I will do everything in my power to please you!” Charles kissed me again and I could feel the passion in his kiss. His tongue pushed pass my open lips and danced inside my mouth. I was lost in a feeling of passion and lust. I felt his powerful hand on my breast as he fondled me and pinched my nipples. I could hear myself moan and my hips started to thrust upward needing….desiring the feel of his hard cock to enter me. He slowly moved down to kiss my neck and then my breast. I was overcome with desire and wanted to move quicker. I needed him to fill me but his movements were slow and deliberate. Kissing me…. Touching me… Tasting every part of me…. Nibbling at my breast… my stomach… my hips down to may shaved pussy. The moment his tongue touched my cunt I started getting the feeling that I could explode any second but that orgasm never came. Charles was licking me and prodding me with his fingers but every time my orgasm would get close he would pull me back driving me higher and higher the next time. “Cum for me Leah. Cum for me this time!” I heard him say those words almost as if a command. This time he didn’t pull me back but I exploded in an orgasm I had never dreamed possible. “Ahhhhhh……Oh fuck!!! Fuck me! Fuck me!! Make me cum!!!! Please I need to cum!!!!” I exploded! My back arching …. My hips thrusting upwards to meet his fingers buried deep inside of me. “OH FUCK!!!! AHHHHHH…..I’M CUMMING!!!!! UHHHHHHH….. OH FUCK ME!!!! YOU’RE MAKING ME CUMMMMM!!!!! AHHHHHHH….!!!!” My orgasm was wrenching and my body was heaving and gasping for breath. Moments later I relaxed basking in the serenity of my orgasmic bliss. I could feel Charles come over top of me pushing my legs further apart. His cock pushing against the entrance to my hot dripping cunt. I wanted his cock! I needed it!!! My desire for his cock was beyond anything I had ever imagined. “Fuck me Charles! Fuck my cunt and make me cum again! I want you! Give it to me!!” I felt his cock push inside of me. I was wet! Very wet….wetter than I had ever been. His cock was thick and a very tight fit but I wanted it so bad….I needed it! “More…please… give it to me! Mmmm….that is soooo good…” Charles forced more and more of his cock inside of me. He slowly entered my tight little pussy making me aware of every millimeter of his cock as it pushed deeper and deeper inside of me. “Mmmmm….Oh fuck me! Mmmmm….yes….please!!” Charles started to fuck me with long slow strokes. I could only moan and whimper. Crying out softly… “Mmmmmm…..Ohhhhhhh…. Yeaaaaaa… Mmmmm….” Charles picked up the pace as we got into a fucking rhythm. He placed my legs over his shoulders and started pounding my little cunt hard and fast. My pussy was open and willing to accept his assault on my cunt. My orgasm was fast approaching. I rarely had multiple orgasms in one night but this night was proving to be an exception for many reasons. “Mmmmmm….. Ohhhh…Yeaa…. OH FUCK YEA!!! MMMMMM…. OH SHIT!!! FUCK ME!!!! AHHHHHH….” I could feel Charles cock start to swell even more as he continued to pound and fuck my swollen little cunt. I was going to cum and nothing could stop it from hitting me hard! “AHHHHHHH…..OHHHHHHH…..FUCK!!! AHHHHHHHHH” was all I could do as my orgasm overwhelmed me. “I’m cumming Leah! Oh fuck!!!! I’m cumming!!!” I heard Charles as I felt his cock explode deep inside of me. I could feel his hot cum explode inside my cunt filling me up with his powerful blast. Moment’s later Charles lay beside me spent. I rolled over to him and kissed him lightly on the lips then curled up next to his powerful body. I had learned the difference between having sex and making love and now that I knew the difference I would never go back. Well maybe not ever…. But once in a while!!! The End
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