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Loaned on vacation

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Chat room fantasy turned into reality

Back in the day of AOL chat rooms I started talking to a guy that traveled to my area once a month for business. As those chat rooms go the conversation soon turned to sex. He ask and I sent him Couple pictures.

He responded with something on the lines that I would pay for a some of that. Over the course of a few weeks I learned that he had considered paying for a hooker when he traveled but would never go thru with it for fear of getting busted or catching something. I told him about the time my husband and I attended a theme party where everyone dressed the part of one of their fantasy's . We went as a Pimp an Ho . He thought that was great and offered to help complete the fantasy the next time he was in the area. Not really giving it much thought I told my husband about the conversation/ offer. He thought it was a good idea and was all for it. I laughed it off but should have known better. Our online conversations continued and I always let hubby know about them but nothing more was said about the hooker fantasy.

Not long after I got a email saying that he was going to be in town next week and could use some reasonably priced company if I as still interested. Still playing the fantasy role i replied and told him that I would forward his request to my pimp and he could make any necessary arrangements if I were available . I sent my response to my husband more as a joke than anything else.

Unknown to me my husband emailed him and made arrangements to meet the following Tuesday for lunch. He wanted to check things out. Make sure everyone was on the same fantasy page .I had not met or seen pictures of him only a general description.

Thursday my husband called me from work and tells me to get my hooker outfit out and be ready at 5 he was putting me to work tonight.

This seemed spur of the moment and not sure what was going on but I'm always up for some fun and adventure .

He picked me up an explained that he had met the guy I had been talking to and had arranged to fulfill the hooker fantasy. He had reserved two adjoining rooms for at a nearby hotel. For some reason I was nervous probably because my husband was not going to be in the room. Maybe it was the thought of meeting a person sight unseen with the exception of sex.. I mean I'm playing the part of a prostutite. What does he think he is paying for what is it he is going to want. My pimp(aka husband) is making all the arrangements.I had been shared many times but always with my husband in the room with his own partner and with people we had known before hand.

We checked into our rooms and I got dressed for the part. Complete with stockings garter and CFM heels and waited.

My husband was meeting my customer in the bar at 730. If things went as planed he would send him to my room.

I Will call my customer John for no other reason than that was what he was at the time. John was in the bar waiting when my husband got there. After a short conversation over a beer they exchanged business cards only my husbands business card was actually the key card to my room.

At 745 I received a text that said , "it was time to earn my keep. John would be there in 15 minutes. He paid for 4 hours of what ever he wanted and I was to make sure he left happy to insure repeated business."I was bit shocked about the length of time and the whatever he wanted comment since this was something that was never discussed but game on. Johns instructions were to wait 15 minutes then knock once and let himself into my the room with the key card.

I don't know if I was more nervous or turned on . Are prostitutes supposed to get turned on?

I heard my husband enter the room next door and not five minutes later there was a knock on the door and in walks John. Appearance wise there was nothing that would make me take a second look had we passed on the street. We were about the same height but he had a very slim build.

You could tell he was as nervous as I was maybe more so. We exchanged casual conversation for a few minutes. He complimented me on my dress or lack there of. He ask about my husband and what he thought of what I was doing. I told him tonight I have no husband only a Pimp and i do what he tells me to. That seemed to make him more comfortable and gave him more confidence. He said that he paid good money for four hours of anything he wanted. I told him I understood and all he had to do was tell me what he wanted.

I had been sitting on the end of the bed and he in a chair. He wanted to see me , all of me. He had me stand in front of him and strip. Being the good paid whore I did as I was told. I took my time placing each article on the table beside him. He never said a word just watched. By the time I was down to garter and nylons my nipples were hard and my pussy was wet. I have had my submissive moments but this was somehow different. I was bought and paid for . I was his to do with as he pleased and we both knew it. Once totally naked he stood and walked around me inspecting his purchase. He rubbed my ass , rolled my nipples between his fingers and felt my wet pussy then pushed onto the bed. As I lay there he ask if I had fucked anyone else that day. When I said No he started licking my pussy sucking on my clit and putting his fingers in me. I was on the verge of climax when he stopped and undressed. I needed to be fucked but my needs were not his concern. He guided me to my knees dropped his pants set on the bed and told me to suck. His dick was not huge but it was more than a mouth full. I started to lick ,suck and play with his balls. It was not long before he was holding the back of my head and fucking my face then he started to cum. I tried to be the good whore and swallow it all but there was just to much. When I started to gag he pulled out and finished on my face. I went to clean my face. When I came back to the room he was naked laying on the bed waiting. We still had three hours. It did not take but a few minutes of playing with his spent dick and he was hard and ready to go. I was finally going to get fucked and fuck me he did. There was a lot of moaning yelling and headboard banging against the wall. Every few minutes he would stop and have me suck his dick then go back to fucking me in a different position. He came in my pussy then had me suck our combined juices from his dick. As he lay recovering he watched as he had me playing with my cum filled pussy and licking my fingers.

The sight of a total slut playing with herself had him hard again. John rolled me over , pulled my hips up and slammed into my sloppy pussy. It was not sex it was pure animal fucking and I was loving every stroke. My ass was up head in the pillow having a climax then it happened. He pulled out of pussy and slid into my ass Before I could say no. It hurt like hell at first , but John did not stop, he just kept pounding my ass. Then it started to feel great. Just as he came in my ass I had the biggest climax of the evening. We laid there for a few minutes ,catching our breath. John got dressed and out he door as fast as he came in. At midnight my pimp(husband) found me well fucked naked and asleep. The next morning I found a $300.00 in 20,s with a schedule of when he would be back in town .this was a fantasy. There was never suppose to be any money exchanged but the $300.00 did pay for the room and nice meal .

True to his schedule John was back in town and wanted to know if I was available for a repeat. My husband met John for dinner and arrangements were made. It was petty much the same as the first meeting only this time it was his room and it was I that left at midnight. I would have stayed longer if ask but he didn't.

After that second meeting his travel schedule had changed and he was not going to be in town for a few months. During that time we exchanged many emails talking about what we did and how we felt about it.....little did I know that he had also been talking to my husband.

About three months after our last meeting my husband told me that John was going to be in the next town over for a convention and wanted to know if I was available, but he wanted more than 4 hours and wanted to know if I was up to it. I figured he wanted a all nighter and I was fine with that. The sex with John was good, not really better than anyone else just different. I ask what my pimp (husband) thought and I was told that he had already agreed and made the arrangements. I should have ask for more details but being the good whore I left it all up to my pimp.

Game on, I was told to be ready to go Friday afternoon. On the drive to the hotel my pimp told me that this was not a rental but A short term lease good till Sunday at 8 PM . I was told that once the transfer was completed I belong to John . For the money He was paying there would be no restrictions. I was his to do with as he pleased. The rest of the drive was rather quite. My mind was racing, wonder what he will want to do all weekend. My pussy was getting wet just thinking about the possibilities. It had been a long time since I had an entire weekend of just sex. We have meet John before, played with others in various combinations at parties, private events and clubs over the years, but never with out my husband close by. This time I was just being dropped off. I was not scared but a bit nervous. Two hours later we were sitting in the dinning room of the hotel talking with John. They made a big production about signing sales / lease contracts and title transfer of property.Anyone listing would have thought they sold a car instead of me. 15 minutes later my pimp gets up tells me to be extra good kisses me on the cheek and leaves. During the entire transactions I said nothing just set there.

(A little back story) prior to this meting John and my husband had discussed everything about this weekend. He knew nothing would happen if I was not willing and would be perfectly safe having vetted John. Neither of us were concerned over my safety . Besides I am moe than capable of asking care of any problem that could come up.

John was more confident than the first time we met.He ordered us dinner and drinks. Once the food arrived he explained his exceptions of the lease agreement which was basically I was his property (owned ) for the next 48 hours or so to do with as he pleased for his pleasure. If I did not agree we could enjoy our dinner then call my husband to come get me. After our diner I was ask if I need to call my husband. After a moments hesitation I told him I did not have a husband and my pimp would be very upset with me if I was returned for a refund.

Once in the room, it was actually a suite, I was told to undress completely, once naked I was told that would be the way i remained until my pimp picked me up. I was told to place my cloths in a Dry cleaning bag for the hotel staff to pick up and they would be returned Sunday for me to ware home. He lead me to the couch where he undid his pants and shoved his dick in my mouth. I didn't suck as mush as he just fucked my face until he blew his load. He patted me on the ass and told me to go shower an come to bed.

Friday night was like the other meetings. I was fucked several times He made use of all three holes cuming in each before falling asleep in each other's arms. Some time in the early A.M., I felt his morning wood against my ass. I raised one leg for better access and guided his dick into my pussy.and slowly started to ride him. Unlike the previous night this was a very leisurely fuck. We both came and went back to sleep, his now soft dick still between my legs

Saturday Somewhere around. 10 A.M. I woke to a empty bed. I was laying there naked with dried cum in me and on me thinking about the night before and what the plans were for the day. What ever they were I need a shower first. I would find John and worry about the rest later. The shower felt so good on my well used and pleasured body. My pussy was red and tender, but damn, how could it be after all this I was still horney. The lightest touch sent shivers thru my body. As I was drying off John yelled from the other room to come here. Naked ( mostly because I didn't have any cloths ) I walked into the other room to find room service setting out our breakfast. The young man received an Eye full as I turned to leave. John said No come back. He gave me money and said to tip the waiter. Blushing I handed him a $10.00 and walked him to the door still naked. It looks like John likes to show off his purchases.

It was strange, but in someway very natural to be sitting there naked with a man I hardly knew, One that spent the night using my body for his pleasure ( and mine) my owner, the one that purchased me from my husband/pimp for the weekend.

Speaking of my husband. I had not thought of him since dinner last night, not when John was filling my mouth with his cum or when I was climaxing while being fucked hard or sleeping in his arms. Does that make me a bad wife or a good whore?

I guess I was lost in my thoughts as I ate. Johns voice broke the trance and ask if I was ok. It was a concerned question from a friend, not someone that owned me. When I assured him I was his attitude changed and he became my owner again. He lead me to the bed where he poured the maple syrup from breakfast on my tits down my stomach and onto my pussy then proceeded to lick every bit of it off. By the time my pussy was clean of the syrup I had climaxed twice. I need to be fucked, wanted to beg him to fuck me but he was in charge. Fortunately I did not have to wait long. He spread my legs and entered me with one hard deep thrust that took my breath away. He didn't fuck me at first but just held it in me as deep as he could go. I was already on the verge of another climax when he told me to open my eyes and look at him. We stared into each others eyes as he started to fuck me first slowly but as we got closer his thrust were faster and harder then with one final deep thrust and he came. I could feel his cock jerk with each shot, then came myself. Ladies ever try to keep your eyes open while climaxing. As we laid there catching our breath the mixture of juices ran out and down the crack of my ass forming another stain on the sheets. After a brief nap , or exhausting , not sure which, we showered together cleaning the maple syrup sweet and cum from our bodies.

As I lay on the bed John got dressed explaining that, he had to do some networking with others at the conference and would have me for dinner. In the mean time I might want to call my pimp and check in. I called and it went to voice mail. I let him know that I was fine and holding and up my end of the lease. His client was very well taken care of and I would be ready to be picked up at 8 Sunday.

The room had a large soaking tub with water jets. Since John said he was going to HAVE me for dinner I thought that would be a good place to relax and let my body recover a bit. With some sample size bath oils found on the vanity I filled the tub and settled in for a nice soak with a warm cloth over my eyes and started thinking about the events that has lead me here. What was my husband thinking when he suggested it, what was I thinking when I agreed. What would my kids think if they ever found out. We had been swingers for most of our marred lives. Our kids are grown and I'm sure they wondered about some things but to do this for money role play or not was a stretch even for me but damn I was enjoying it.

You know how sometimes you do things without even thinking about or realizing you are doing it and you get so caught up in it that you block everything else out. I guess that is what I did. I was casually playing with myself, not really trying to get off but just enjoying the feeling of my fingers and the jets from the tub. I felt more so than heard a presents in the room and hoped it might be John returning and continued my soak.

It seems that when John left he hung the sign on the door for maid service to clean the room and pick up the breakfast dishes. The staff assuming the room was empty came on in. A very young ( I hope at least 18) lady stood by the tub holding towels. I'm not sure how long she had been watching but when I opened my eyes she apologized in a heavy Spanish accent was blushing and left the room in a hurry. There must have been two working together. I heard them talking in Spanish then leave. When I got out of the tub the bed had been changed/made and fresh towels on the the dresser. I hope she Enjoyed the view. I thought it would be a interesting story to share with John while he had his dinner.

The remainder of my afternoon remained uneventful. I lounged around the room, watched some TV and relaxed on the patio overlooking the pool. It would have been nice to enjoy the pool but did not think it wise to show up naked. With that said had anyone looked up they might have caught a naked view of me.

About 4:30 there was a knock at the door. At this point I did not even take into consideration my lack of cloths and answered the door. The same young man that brought room service this morning was delivering a package. I let him have a good look while he placed the box on the table and I got a tip from my purse.

The card said wear this and join me at 6 in the lounge for drinks then dinner. The box contained a short back cocktail dress , thigh hi nylons and shoes. And another small box with additional instructions. The small box contained a small egg shaped vibrator but no controls only a on and off switch. I turned it on and nothing happened. What was missing from the box was bra and panties. I'm sure that was not an accident. The dress left little to the imagination. It was low cut showing a lot of cleavage and without the bra my nipples were very visible. The button of the skirt just did cover the tops of the nylons when standing. If you looked close enough it was not difficult to tell that I was naked under the dress.

At 5:45 I was dressed and ready to go when I remembered the egg. I put that in and hopped I could walk without it falling out. I found John setting at a table with two other couples. I was introduced to all as his personal assistant. This got a chuckle from the guys and a dirty look from one of the wife's.. Drinks were served. Most of the conversation was work related. I tried to appear interested but it was not working too well. After a couple rounds we moved from the lounge to the dining room for dinner. The dinner conversation turned from work to a little bit of everything. The drinks flowed. Several comments were made about my dress and it being cold in the room. Reference to my very pronounced nipples. It didn't help that I had that egg moving around in my pussy every time I shifted in my seat. At some point in the conversation the lady that gave me the dirty look told her husband it was time leave. That just left the four of us. We were having a good time talking , drinking and joking when sudden the other lady got a very strange look on her face. When I ask if she was ok the egg In my pussy started vibrating. It seems that while the guys were out "networking ", they stopped at a adult bookstore and each had bought a remote controlled vibrating egg and made a bet on who's partner would wear it to dinner. The one wife would have nothing to do with it. From the looks on mine and Anita's face we both did.. The guys were having a blast turning them on one off laughing at our frustration. At one point they even traded controls. You ever try to have a conversation while your pussy was vibrating? After over an hour of frustration ,Anita said enough it was time to go back to the room. The guys got a big laugh at our expense when they turned them up on high while in the elevator with 5 other people. I would have came in my panties but did not have any on. As it was I was so wet I thought the damn egg was going to shoot out. We got off on our floor said our good buys and parted ways.

Back in our room it became pure animal sex. John pulled my dress off before the door was even shut and pushed me down on the couch while he took his pants off. My pussy was still vibrating from the egg my juices running down the crack of my ass. John was pulling on my nipples as he feeding me his dick and I playing with his balls. I could taste the precum and fill his balls getting tight. Then he stopped, pulled me up and bent me over the arm of the couch. He was rubbing his dick on the out side of my pussy and clit. Then slid the head in. I told him he need to take the egg out before he fucked me. He pulled out and instead of taking the egg out he went balls deep in my ass. Thank god precum and pussy juice make for a good lubricant. With each thrust of his dick in my ass the vibrating egg was pushed against my g-spot. I started to climax harder than I think I ever had then I felt his dick swell and filled my ass with cum and I climaxed again. John lay on my back dick still in my ass and the egg still vibrating in my pussy. When we finally pulled apart It seemed like there was a quart of cum running out of my ass. We headed for the shower to clean up and sober up some.

After a shower and Johns blow job we retired to the bed both exhausted but not sleepy. We laid there and talked about each other and everything that had happened so far. From our first meeting a few months ago up to tonight. We found out many things out about each other many that have nothing to do with this story but lead to better understanding of each other.and how we got to where we are at this moment. When the subject came up about the other couple at the table tonight I ask if the plan was to invite them back to our room for some group play. He said yes but it was something the other couple had never done. Mike was willing but when it came down to it his wife got cold feet. I said it could have been interesting. I had been with two men before but not at the same time. One always seemed to want to watch while the other had me. Two at once could be fun. He ask about girl on girl. I have done the bi thing before. It's something I don't turn down if it's there but not something I go looking for either.

We started kissing something we had not done but very shortly he started pushing my head lower. I knew what he wanted and kissed my way down his chest to his dick. I kissed licked and sucked until he was hard then work my way back up his body guided his Dick into my pussy and set down taking all of him at once and started slowly rocking my self back and forth enjoying the feeling and the look on his face. He ask if I wanted the egg again. He seem surprised when I said no I told him I wanted two dicks at the same time and to call Mike's room and see if his wife was asleep or changed her mind. 15 minutes later he was knocking on the door. I answered the door naked. Told him to Get out of his cloths and get in the bed room. Before he could get his cloths off I was back on the bed ass in the air sucking johns dick. John told Mike to climb on before she changed her mind. I felt him get on the bed then felt his dick rubbing the entrance of my pussy then entering me. My god he was huge. As wet as I was it took a few tries to get all the way in but once there I was stretched more than I have ever been. Mike was fucking my pussy and John my face. I had my two dicks at the same time and the guys were taking what they wanted and I was enjoying ever minute of it. It was not long before John held my head down on his dick and started cumming. I was swallowing as much as I could when Mike grabbed my hips and started fucking me as hard and fast as he could.. I lost all control and started coming no stop. I was like a rag doll. I fell forward on John as Mike continued to pound me . Mike started coming the first couple of shots deep in me. The rest he pulled out and came all over my ass and back. I don't think I ever came that hard or that much in my life.. Mike pulled out and John rolled me onto my back so he could get up. Mike walked to my side of the bed . It was the first time I saw dick, it was as fat as it felt. Bigger than my husband and bigger than John. I reached out to pull it close so I could suck it. John got on to enjoy sloppy seconds. I was so stretched I hardly new he was in me. After a few strokes I think he new it also. I had a dick on both sides of my face. The guys were taking turns putting it in my mouth and jerking off. It was not long before they painted my face in cum. I just laid there. Mike got dressed and John saw him out. I must have passed out from exhaustion. I don't remember anything else until I woke up Sunday morning. My hair was matted with cum, my pussy was wrecked, I was physically drained. John helped me to the shower where he washed my body put me back to bed and got me breakfast and coffee. Not much was said during breakfast. After I got some food and coffee I was feeling better. John ask me how I was feeling and I started laughing. I finally stopped and he ask what was some funny. Mike was big really thick, I'm glad he did not try to put that damn thing in my ass. For some reason I thought that was funny. We laid in bed watched some TV made out a little bit and napped. Much like a married couple. Just relaxed and enjoyed the afternoon. Around 130 or so there was a knock on the door. I was so use to being see without cloths I did not think anything about it and answered the door naked. I was the young lady from house keeping she had brought me my cloths from the cleaner. I let her into the room to get money for the cleaning and tip. I don't think she ever took her eyes off me. She just stood there after I paid, when I ask her if there was anything else I could help with she blushed and left. I'm not a girl on girl person but there are exceptions, she was cute, and it could have been fun. I told John about the. Girl from house keeping as I crawled back in bed. He smiled and said she was probably checking out the hickies all over your boobs. I had not noticed them. He just smiled as he started licking my pussy. I was tender, but even after last night I was still Horney. I spread myself wide and told him to take what he wanted but be gental. I came twice then John mounted me for a slow sensual and relaxing fuck. Filling me with cum one more time.

Around 4 or so Mike called and wanted to know if we would like to have dinner with him and his wife. We decided too order pizza and just hang out in the room. Mike and Lisa came over , I was the only one naked but Lisa's outfit was far more revealing than the night before. We enjoyed the food and conversation. There were a few lighted hearted comments about me being naked , the egg and the hickies on my tits but nothing was said about Mike coming to out room the night before. I don't know if Lisa knew or not and it was not my place to go there. There was no sex involved but from the way Lisa was acting I would guess she had the egg in and Mike occasionally turned it on.

I told them that I had to get ready for my husband to pick me up at 8 and headed for the shower . When I came out dressed. John Mike Lisa and my husband were sitting on the couch talking. I gave them all, yes Lisa too, a very sensual kiss, thanked them for a wonderful weekend, grabbed my husbands hand and said its time to go home.

There are a couple more stories about John but never another rental fantasy.

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