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Tranny TimeI was at a bar one night in a town that I hadn't been to before. While I didn't normally go out for action without the wife, I knew that she had planned on doing a guy friend of hers while I was out of town.
So I walked down the street and found what seemed to be a nice looking bar. I walked in and scanned the room and it seemed like an equal number of guys to gals there. Granted some guys were with other guys and same with the gals, but most were still in their business clothes so I didn't think anything about it.
The bartender approached me and asked if I was looking for anything and I said that if I found the right person, maybe. If not, a few beers will do nicely, so he took my order and served me a drink. Well I wasn't halfway through it when he brought another drink over to me. I thanked him and started to pay him when he said that the pretty "Lady" over there, pointing to the end of the bar had bought it for me. I motioned her to come over and sit with me and she did. She told me that the bartender told her when she had asked him what I was drinking and that I'd come in there alone. Also that if I wasn't looking for anyone special unless the right person came along. She asked if maybe she might fit that bill. I told her that she just might as she was very good looking. She motioned to a booth in the corner and as we got up, another guy that I passed said have fun guy. I figured then that this gal was a hooker and figured that she would ask too much, but figured that if she was buying drinks for me...maybe.
We got to the table and she started to rub my leg asking what I was doing in town and what I might be looking for tonight. I explained that I was here for work but I'd be leaving in the morning. Also that I'd had a good contract closing and thought that maybe if I found the right person might get at least a blowjob or a good fuck from some hot chick. Karen was the name she gave me and told me that maybe I could get that done tonight if we had someplace to go...like to my room. I joked that she might be a cop and didn't need to get in trouble. She asked if I was and I said that I'm not paying for anything and as she bought me a beer, figured she wasn't either but I'd better ask. She laughed and grabbed my cock and said when she felt it...then maybe we'd better go so I can get this harder.
We left and walked to my hotel. When we got there, I started to undress her when Karen stopped me. She said that she wanted to get me off and that she would do all the work. I agreed and she started to undo my pants and suck on my cock. While she was doing so, she was fondling my balls and fingering my ass. I started to moan and she asked if I was feeling good and if I liked what she was doing to me. I told her that I like my ass played with but I don't get it played with alot. Karen then grinned and said that maybe tonight would be my lucky night then. With that she started to really finger my ass good with using at least 2 fingers while sucking me harder and harder. I couldn't take it any more and shot a load into her mouth.
She licked her lips and told me that was good. She stood up and started to take her clothes off. Out popped a nice set of 36c tits...then her skirt came off...she turned and took her panties off and I reached for her ass and squeezed it. She turned around and then was I surprised. She seen the shock on my face and asked me..."didn't I know what type of bar I'd walked into?" I said no and she started to get dressed. I told her to stop and sit down.
Karen said that she felt so stupid now and wanted to leave. I told her that I wanted her to stay as she promised me that I'd have a good fuck and I intended on having her make good on her offer. I told her that since she also had a cock...maybe I better help her. She put her cock to my lips and allowed me to suck it some. As I'd not sucked a cock before, I must have been doing it good as she was moaning and telling me how she would do me good. She backed away and opened her purse. She took our some lube and a rubber.
I grinned at her and laid there while she started towards me to put the rubber on. Just as she got close, I rolled over and raised my ass up. Was this what you were hoping for I asked? She said better! I then felt her lubing my ass and putting the rubber on her "cock". She was about 6-7" long but very thin. I told her that however she did me, she'd get it returned to her double. I then felt her pushing into me. Slowly...but steady. Finally I felt her all the way in me...she was slowly pumping me. I told her that if that was all she was going to do, she'd better pull out and let me play. She didn't want to hurt me or anything so she was going slow...but she picked up the pace and I started to moan. It didn't take long after that.
She pulled out and wiped my ass clean with a towel. I told her that it was my turn now and that is when the fun began again....
End of Story