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Traveling Alone

Posted by: Age: 33 Posted on: 11 comments
19 likes 34 views Category: Sex Stories Fantasy Tags: sex
I was out of town by myself for personal reasons and decided to work a fantasy of mine. I always wanted to do this and took a chance.

I was alone in my hotel room and was going to be there for a couple of days. It was late afternoon and I was bored and just a bit horny and so decided to go out and get a coffee and look around the area. I was unknown in that town and decided to dress as sexy as I could and get away with it. Short, short skirt, tight knit top, accentuating my tits. I put on my coat and went out. There was a mall across the way and so I decided to look around and see what damage I could do to some unsuspecting man. As I went from shop to shop, window shopping, I saw some shoes in one of the stores and when I saw the young man running it, I had to try the shoes on. I have this fantasy anyway I always wanted to play out for real and decided to go for it.

   I went in and asked to see the shoes, boots actually. He was young, probably eighteen or nineteen, and was very polite. I sat down and he asked what my size was. I told him he should probably measure me. I got up and took my coat off. Do you mind I asked him. I could see him freeze as he stared at me. My nipples were showing through, and my skirt just covered my ass. He stammered no, just make yourself comfortable. He was having an immediate reaction and I just smiled at him and sat down. I was excited at the situation developing. As he tried to hide his erection he got the measuring tool. He sat in front of me in that little stool they use and took my foot. I asked him to rub my one foot as it was having a charley horse. He hesitantly did it and as he did I slightly spread my legs, giving him an eyeful. I could see his hands shaking, he was so excited he didn’t know how to react, so he kept massaging my foot and staring. UMMMM, that feels good, could you massage my calf too? I actually thought he was going to blow his load right there, but he clumsily started to slide his hands up my leg. As he did that I took my foot and rubbed it against his swollen cock. His eyes closed for a minute as he just sat there. Are you all right? I asked. He was looking around the store now looking frightened, but there were only a couple of others there. Maam, I don’t think I should be doing this he said. Really? I said. I opened my legs further. My upper leg could use it too. Please, massage it too.I didn’t know what or where I was going with this, I was just playing around with this poor man. He slid his hands up and stroked my upper thigh, and slowly touched my pussy, which was wet by now. Flinching, I whimpered slightly. This poor guy was so stiff I felt sorry for him. I knew he wasn’t going to be able to do anything, so I thanked him and said I better leave. I left him sitting there and noticed he didn’t stand up for quite some time. Well, I thought that was fun, for my first time, but now I was really turned on.

   I went back to the hotel and decided to eat at the attached restaurant. I looked around and didn’t really want to eat alone, and found a nice looking middle aged man sitting by himself. I went for it. I walked over, wearing my coat, and asked him if he would mind if I ate with him as I didn’t want to eat alone. He was a real gentleman and invited me to sit down. His eyes bugged out when I took my coat off, but he was really nice and we had a nice chat and meal.  As we finished and went to leave, I off handedly asked him if he would like to come up for a night cap. He stuttered something, and I said it’s ok, come on. I don’t really want to be alone. I took his hand and pulled him along. He knew what I was asking and came along.

   In the room I just undressed in front of him. His reaction was instantaneous. I got the feeling he hadn’t ever had this happen before. I put my arms around him and whispered to just let this fantasy work itself out. He kissed me so tenderly, and his hands gently stroked my body.I undid his pants and slid them off. I softly stroked it as we kissed, hard and long. I was panting, almost quivering. This was another of my fantasies and it was working out just as I had fantasized. I needed his cock. Pushing him back on the bed I straddled him. His hands massaging my tits, I felt his thick cock as it pushed inside me. Feeling my pussy engulfing him, my heart started beating wildly. Fuckkkkkk. So good. I rode his cock and could feel his swollen member twitching inside me. Reaching down I squeezed his nuts. God, so tight. Leaning over him and laying down on his chest, I sucked his earlobes. He was fucking me slowly. His swollen cock filled me and the pleasure waves started to wash over me. I could feel my pussy gushing, feeling so good. I was so turned on I knew I wasn’t going to last and by his breathing and moaning I knew he wasn’t either. I could feel his cock do that extra stiffening just before shooting and knew he was going to cum. That did it for me and I let myself go. We both came together. God it was beautiful.

I collapsed on the bed trying to catch my breath. He rolled over and spread my legs and before I knew what was happening his tongue was lapping up and down my pussy. I hadn’t even come down from my orgasm and this was almost too much. My clit was alive and mini orgasms started cumming one after another. I was screaming so loud I am surprised we didn’t get a call. As he started to tongue fuck me I wrapped my legs around his head and forced his face into my pussy. Fuck this man knew what he was doing. Just as I thought I couldn’t take any more, he forced my legs open and mounted me. With a quick thrust he drove his cock deep inside. Fuckkkkkkkkkkkk. I was breathless. He fucked me so hard and good. I came and came and was blinded by lust. He pulled out and put his cock into my mouth. I greedily sucked and jacked it. Filling my mouth, as he came I almost choked on it. Semen was dripping off my lips and chin. He dropped on the bed beside me, breathing hard. When are you leaving in the morning I asked. He said he had to be on the road by seven. I told him to knock on my door at five if he could. But that is another story. 

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