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A Surprise Evening – A Night To Remember


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A Surprise Evening – A Night To Remember

Chapter 1

The company I work for has locations in different cities in the US. I was on assignment in California, and it was a long two weeks. I was at the end of the trip and had arranged to stay an extra day to take in some of the sites and maybe have some fun. I am bi and have been with a MF couple before and had a blast.  I am a typical tourist when it comes to that part of the trip. The rest of the team wanted to get home to their families and left that afternoon.

About me. I am in my early 40’s, an average guy with a very healthy libido. Even though I was tired I was horny as hell because it had been a rough week and didn’t have the energy to even jerk off and coupled that with some of the great looking California girls I was in need for some release. Since I had tomorrow to by myself, I hoped to remedy that. I was told about a couple places to do to pick up women so I wasn’t worried about getting a little.

I was at a bar close to my hotel room getting a drink after dinner watching a game. I saw a very attractive women across the bar at a table and smiled at her. She saw me and smiled back. This was a normal flirting thing and didn’t think much about it. You would be surprised how many businesswomen travel and go out to flirt and maybe have some fun on the side. I have played with my fair share of married women that travel and the only time they can play is on a trip. Not much different then guys. For me I don’t have anyone at home for me but my cat so I am always on the prowl. I called the bartender over and asked what she was drinking and asked if he could send one over to her. He delivered the drink and she smiled and nodded to me and then looked away at the door. I figured she was waiting for someone and this wouldn’t go anywhere. ‘ Nothing ventured, Nothing gained ‘. I noticed she had a call and was laughing and having a nice chat. There was something about this woman that was memorizing. She was someone special. This evening might turn out to be a surprise after all.

She got up and stared walking toward the door, I figured she was leaving when I noticed she rounded the bar and head my way. As she walked toward me I could take in all her looks for the first time. She was really pretty. She had shoulder length dark brown hair. A perfect completion and a great figure. Her blouse was unbuttoned to about the middle of her breasts and her skirt was one of those that went below the knees but had a split to mid-thigh this look as always driven me nuts. I figured she was a businesswoman on a trip. I had spent a couple nights with women that looked like her and had a great time, most were insatiable in bed. She sat down next to me at the Bar. I introduced myself and she did the same saying her name was Gail. She seemed like your average woman next door, I guessed she was in her 30s. we made small talk as you might expect and she mentioned she was from up north near the Napa Valley area and was down here on business. She also said that her team was in adjacent rooms and she had to sneak out as not to be discovered.

She touched my hand and asked me if I wanted to get out of here, of course I replied yes. I took a chance and told her my room was across the driveway if she wanted to go there. I wasn’t sure if she would go for it but I wanted to try. She said yes with out any hesitation. While we were walking Gail said she was supposed to meet up with some of her friends but was going to call them and let them know she wasn’t going to make it. She made a call but I couldn’t hear what all she was saying. I did hear her that she was going back to the room after a couple drinks and would catch-up with them later or in the morning. I let her walk ahead of me while she was talking on the phone to give her a little privacy. I must admit that the view from behind was great. She had a natural swing to her hips and her ass was nice and round. I had a hard on just looking at her and couldn’t wait to see if I cold get a hold of that ass tonight. That was another thing I found about women that enjoyed their night out, a lot of them would take it up the ass as well as suck like a demon. It was as if they didn’t have to worry about anything and this was the night to get crazy and live out any fantasies.

 

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Chapter 2

That was another thing I found about women that enjoyed their night out, a lot of them would take it up the ass as well as suck like a demon. It was as if they didn’t have to worry about anything and this was the night to get crazy and live out any fantasies.

We got in the elevator, and she came up to me and stared kissing me like her life depended on it. I am not talking about a simple peck but a deep soul kiss. I could feel he heart pounding and her breath was jagered. For a moment I wondered what I as getting myself into and if I was going to be able to keep up with her. When we got to the room, she seemed to slow down some, I hoped she hadn’t changed her mind. I only turned on one light over the door. I know some ladies get shy and hoped that was the case here. I pulled her close and gave her a kiss, during the kiss she reached between us an grabbed my cock through my pants. It was already somewhat hard after watching that ass of her’s and that kiss in the elevator. She said that she hoped to have some extra fun when in town. I poured a couple drinks and she took a big drink of the whiskey and then came over and stared kissing me again apparently this was all she needed to get her motor running. She said he had to use the restroom and for me to get comfortable. She grabbed one of my dress shirts of a hanger when she went into the bathroom. I was amazed by this woman’s aggressive actions. I took all my clothes off except my shirt and boxers. 

She came out of the bathroom with my shirt and her panties on. She looked lie a wet dream. My cock stood out like a tent pole in my boxers. She saw this and smiled. I was a bit embarrassed with it but it seemed to make her feel good. I reached out to grab her tits and she moaned into my mouth. They were slightly smaller than I thought but they were nice and she liked me playing with them. The nipples seemed to grow with the touch and I loved that. I bent down to lick them and ran my hand around to cup her ass. She seems to enjoy that also, her ass was nice and round, and I was really enjoying the idea of getting to know that ass more intimately. I stared to push my had around to the other side to see how wet her pussy was and she pushed my hand away and she said “ Not so fast tiger “. With that she pushed me back on the bed and then kissed me again, she wanted to be in control of the action which was fine with me. I figured she was a corporate lady that told people what to do so she was used to it. she got me to the center of the bed and gave me one of the hottest kisses I have ever had, her tongue was all over mine and I can’t describe the intensity of her kiss except to say WOW !

She moved down to my boxers and stared pulling them down. My 6 ½” cock came springing out. She looked up at me and said smiled and asked “ Did I do that “ ?  I told her she sure did. This seemed to set her into an ever more aggressive mood. She finished pulling my shorts off. She got between my legs and pushed them open wider. She took off the shirt she had on an di got a good look at her tits. They were nice, not real big and I remembered what a girl had told me that ore than a mouth full was a waste. These were more than a mouth full. She rubbed her nipples and they seemed to grow even more. She leaned down and licked the head of my cock. It felt like electric was going thru it. I hadn’t paid any attention to this part of me for a couple weeks and was definitely in need of release. She was licking and sucking my cock and at he same time she was slowly using her nails to tickle my nuts. She stopped with my cock and pushed my legs up a little and started licking and sucking on my sack, this about sent me thru the roof. This woman defiantly knew her way around a guy’s jewels.

 

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Chapter 3

She stopped with my cock and pushed my legs up a little and started licking and sucking on my sack, this about sent me thru the roof. This woman defiantly knew her way around a guy’s jewels.

While she was doing this, I felt one of her fingers dancing on my asshole. I have had toys and a few women have fingered my ass while sucking me. I loved it and always had a strong orgasm from the added stimulation. She spit on one of her fingers and stared penetrating my ass. I could feel her perfect nails scraping my tender rectum, it was a little uncomfortable but at the same time good. She must have sensed the pain and she stopped for a minute then started sucking my cock and at the same time she pressed her finger in my ass. It felt like it was lubed and slid in a lot easier. I relaxed and she went deeper in my ass, I was starting to pant because of the great feelings. She sensed this and pulled off my aching cock long enough to say “ Got to love the complimentary lotions they put in the bathrooms”. I knew then that she had a plan for tonight and figured since she was doing a great job so far I might as well let her have her way with me. What could happen, I can stop most anytime if it gets out of hand, or so I thought.

She eventually had three fingers up my ass and was really driving me crazy. She was also edging my cock, letting me get close to pull back and let me suffer that wonderful sensation of extreme need. She moved up between my legs, I figured she would straddle me and climb on my cock. It seemed a bit awkward since she was between my legs with the still pulled back, I wasn’t sure how she was going to get my cock in her. I knew she had removed her panties because she was moving around when she was sucking me to get them off. She looked not my eyes and said “ Now the fun really starts”. I wasn’t sure what she meant but about then I felt something warm and round nudging my asshole. I thought she had put on a strapon and was going to use it on me. This was something I had been wanting to try for a while and was excited to finally find a lady kinky enough to indulge my fantasy. She pushed deeper in me and while there was pressure it felt great. The lotion was just right to get this in me. I never thought about using that stuff for lube. I must have looked like a Thanks Giving turkey, legs up to my chest and getting baked. She looked down at me and said “ I really needed this, My boyfriend doesn’t let me do this very often “. All I could think of is he must be crazy. The dildo really felt like the real thing. She was moving around on the strapon, I figured she was rubbing her clit on the back of the toy like I had seen on some porn sites. She had her head up and saying how great this felt. I wanted to feel how big this toy was, so I reached back to feel it. I got the shock of a lifetime. It wasn’t a strapon, it was the real thing. My overheated woman was actually a transvestite. There was still a couple inches of man meat sticking out of my once virgin ass. She started pumping in an out of me. I wasn’t sure if this was a woman or a man using my ass for their pleasure. I was really confused about this situation. Talk about a surprise Evening. She leaned over and gave me another one of those deep kisses. I had never thought about kissing another guy since it never appealed to me but this was different, it was a hot woman. While she was kissing me, she shifted and then pushed those couple inches up my ass, I never felt a pressure deep in my ass like this one. It felt like she was hitting something deep in my body and it also felt like she wanted to break down that barrier. She kept pushing in me, it would have been uncomfortable if I wasn’t so excited. She leaned back some and kept fucking me. At this angle she was hitting my prostate an di was leaking precum like a fountain. She took one of my hands and put it on her breast. I took the hint and grabbed both and stared rubbing those nipples, I was surprised how had they had gotten. I started to gently pinch them and she let out a loud moan. She started piston fucking me and the pressure on my prostate was intensified. I could tell she was getting close and I suddenly remembered that I didn’t feel a condom on her tool that was now imbedded deep in my ass.

 

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Chapter 4

She started piston fucking me and the pressure on my prostate was intensified. I could tell she was getting close and I suddenly remembered that I didn’t feel a condom on her tool that was now imbedded deep in my ass.

She was no longer the gentle lover she was, not the primal instincts were taking over and she needed to get off. She was fucking me hard, I felt like a rag doll on the end of her cock. I wasn’t sure how big it was since this was my first time on the receiving end. I felt like a piece of steel was being used in my ass, I knew I would feel this for a while. I was about to ask abut a condom when she said “ Here it comes lover ‘. Her face looked really different. Like a demon that was getting what they needed. I felt her push as deep as she could and hen I felt something I would have never thought I could. A deep throbbing in my ass. I had been on the other end when I shot in a woman’s cunt or ass ad remembered how great it felt when I was able to nut extra had. I usually came a huge amount when I felt this and figured that now my fertile ass was getting a huge load of Cuma and as deep as she was, I knew it was being shot deep so that it would not cum out easily. After she was finished breeding her new bitch she just held still. Then she stared rocking inside me, I couldn’t believe that she was still hard, not as had before she shot but still enough that she was packing that load into the walls of my recently deflowered ass. She reached between us and grabbed my cock, until then had forgot about my need to nut. With the persistent pounding on my prostate, I seemed to have created a nice pool of precum on my stomach. She stared to slowly pump my cock, she was rocking and hitting my prostate at the same time. Her pace on my cock was slowly driving me crazy. She was intendedly just working me enough to make cuming close to impossible. At this point was rocking my hips trying to get more action anywhere I could so that I could release my load. I had inadvertently pulled my legs to my chest to try to get more in me. She wasn’t holding them there anymore, I was. She looked down at me and said “ You ready to cum, lover ? “ all I could say was “ Oh yes. Please help me “ . She stopped handling my cock and leaned down and gave me one of the hottest kisses I have ever felt. Her tongue was all over inside my mouth. She licked my ear and whispered “ I hope your ready for this “. She leaned back up and moved her cock in my ass and then pushed up in me again, this time she was directly hitting my prostate and then she stared slowly jacking my cock again. I was going really insane with the overload of pleasure.

I felt that deep feeling of a strong climax and then it hit me like a hammer. My entire body went catatonic. I almost passed out from the intensity. She had her cock fully not my ass and was hitting my prostate as much as she could. My cum seemed to be flying everywhere. I can shoot hard but this was something else. I was hitting my chest and face and some of it went over my head. This was definitely a special climax, one for the books. She was moaning and saying “ Don’t stop baby. Give it all to me “. She kept milking my cock until I had to push her away. She scooped some of my cum up her finger and liked it off then bent over and kissed me again, I could tase my own cum in her mouth and tongue. She said that I came so hard in the ass that my ass almost sucked another load out of her. She said she had heard of that but never experienced it before. I was exhausted and just laid there.  she got up and dressed and went into the bathroom and got a warm wash cloth and proceed to clean me up. Her gentle hand almost made me forget she had a hot cock between her legs, one which just loaded my ass for the first time.

I reached around and slowly grabbed her ass. I wished I had the energy because I wanted to sink my meat into it. when she felt that she said “ Later baby “. I wasn’t sure what she meant but she was heading out the door. She said that she was going to meet up with her friends and would ask me if I wanted to go but I looked to relaxed and comfy. She was right. Strangely I was still horny, like a special light was just turned on inside me. I gathered my strength a little later and went in to take a shower. When I walked in front of the mirror I noticed lipstick on my neck and around my cock. I smiled thinking this part wasn’t so unusual, but the rest was very unusual. This was something that I might have to consider again in the future. I was sad that I never thought about getting Gail’s number or email.

I came out of the bathroom and was thinking about see if I could get some ass tonight or in the morning when the door opened. Apparently, it wasn’t shut tight. In my haze I didn’t check it. In walked Gail. When I saw her I probably had a smile on my face. Behind her were for other women. One more beautiful than the other. Gail came over and kissed me and reached between my legs and grabbed my semi hard cock. She said “ See gurls, he is a hunk and I think he needs more loving “.

The rest of the night was spent with every hole filled, at one time, I was spit-roasted. I have seen this in porn vids but never thought it could be so erotic. I fell asleep with Gail I my arms. Jn the morning  was woken n my side with Gail sucking on my cock and one of the Gurls licking and sucking on my ass. It didn’t take long for e to cum again. I am not sure how many times I shot that night but I do remember a couple times while one of the Gurls with a very thick cock buggering my tender ass.

It turns out that Gail doesn’t live to far away from where we were. She gave me her contact information.  I told her I would be back in a couple months and would love to get together with her again. I had to fly out early that afternoon or we probably would probably have kept going. I still wanted to get in the bubble butt of hers. She said that she would like that.

This trip turned out to be great from both a professional and especially a personal point of view. This was definitely,  A Night To Remember

 

The End

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I know this is short, but I needed to prove to myself I could write a shorter story, one without being 20 or 30 chapters

 

Hope everyone enjoyed it. I have a couple chapters written about the Pig Gettig revenge on his cock teasing wife.

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Short but very sweet and it's always good to change and mix things up. Definitely not what I had expected but still made the imagination work

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7 hours ago, Hotrawbutt4u said:

I know this is short, but I needed to prove to myself I could write a shorter story, one without being 20 or 30 chapters

 

Hope everyone enjoyed it. I have a couple chapters written about the Pig Gettig revenge on his cock teasing wife.

Great write-up.  

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26 minutes ago, Mvillebottom said:

Great story excellently written.  Would love to read more like it.  Maybe one about his return trip to see her.

I will see what I can do. Right now I am working on a story in the backroom sevtion

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