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He gambled and how I won what I wanted

3317 words | 1 |4.40
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Once I met his wife I knew what I wanted and how to get it

Jim has always been a bit of a asshole. Back in school, he always thought he was just that much better than the rest of us. I lost contact with him after school for a couple years, and when we ran into each other it was a total shock to not only meet him, but who he was married too. Her name is Arlene and somewhat tall with long black hair, olive colored skin with green eyes that sucked you right in. She is slim with maybe B cup tits that weren’t being held up by a bra, and didn’t need one. Then there was her perfect ass. I had to fight to keep from going over, cupping those wonderful cheeks in her shorts.

Jim asked me over to their apartment for drinks and cards. I remembered how he liked to play poker and wasn’t to bad at it. So when I got there a couple days later I wasn’t shock to see a card table set up with a deck of cards and chips already waiting on me. After maybe a hour of drinks and talking we sat down to play after Ron a buddy of Jim’s showed up. I had a hard time playing with Arlene sitting on the couch looking oh so fucking sexy. I lost over 200 bucks and called it a night saying I was tapped out. What it was I was planning to win Arlene, cause what Jim don’t know is I am what they call a card mechanic, and I had lost to Jim on purpose.

Over the next 2 months I lost over 1500 to Jim and was about ready to put my plan into play. Jim and Ron with one more guy were playing. Once I had wiped out the other two guys. They left soon after licking their wounds. I lost a couple hands against Jim and that’s when I went for it. I give Jim 3 kings and a pair of sixes. I kept raising, and once he had everything in the pot I raised 1 grand more. I knew Jim was sure he had me beat, he showed his hand to Arlene. I could see by her eyes that she was sure he had a winning hand as well. Jim said that he did have any more money on him but could give me a IOU. I said OK and as he wrote one out I raised again but 5 grand this time. I knew Jim wouldn’t back off being the conceited asshole that he is. He said he would give me an other IOU and I said that if they were both sure they had me that I would take one night with Arlene as a bet against my 6 grand total bet. Jim turned to Arlene and she was staring right at me when she asked what that night would be? I told her that it would be like we were dating with a nice dinner dancing and whatever later that we both wanted. She turned to Jim and said make the bet.

Jim looked right at me and said ‘If I go for this you will be a gentleman with my wife right? It would be just one night from say 6 to 6 am and no more’. I agreed and he laid his hand down with a huge smile on his face and even Arlene was smiling as well until I laid my 4 – 3s down on the table. Jim turned pale and Arlene looked to be in shock. I said ” Arlene, please have a nice dress on this Friday night and I will be here @ 6 to pick you up. I hope you don’t mind going to Andres for dinner, and there’s a club I know of after for dancing after dinner?” She was still in shock and just nodded her head as I got up throwing 500 bucks on the table saying I don’t leave my friends broke. That was on Sunday, and I called Arlene Tuesday asking her if she had a dress that she could wear for our date? She said she wasn’t sure we should go through with this date. I asked if Jim had 6 grand for me to pick up that night, and she said it would take them sometime to come up with money like that. I said that nothing will happen that she didn’t want to happen, and that I was just trying to teach Jim a lesson with his poker playing. That seemed to put her at ease. I got her dress size and her height and measurements saying I would send a dress for her to wear.

I picked out something a bit sexy but not slutty. I added I added stay up hosiery to go with it and had it sent to her Friday morning. I called about noon and asked if the dress fit her, to which she said it is the most gorgeous dress she had ever seen, and that it fit her perfectly and then asked about the hosiery. She wanted to know if that was all she was to wear? I said that she could wear whatever made her comfortable on our date. I could tell by her voice she was happy with what I had said to her.

At 6pm on the dot I was at their door, and as I rang the door bell she opened the door looking like a goddess. I could see Jim sitting on the couch as she took my hand to walking out the door. Jim yelled at his wife ” Just remember your fucking fertile, so keep your fucking panties on you fucking slut!” I looked at Arlene, she was turning beet red hearing her asshole husband calling her a slut. Arlene pulled my hand as she rushed down the hallway with Jim still yelling out the open doorway.

I had hired a limo with a driver for the night, so we didn’t have to do the taxi bullshit thing. I opened the door for her and as she got in turned to see Jim standing on his balcony giving us the finger. I smiled to myself thinking that that dumbass has just made it that much easier for me tonight, Once I get her to relax that is. As the driver pulled away from the curb I handed her a flute of champagne, she took it saying that champagne goes straight to her head. She looked right at me as she down the whole glass holding it out for a refill. Her second glass she sipped her drink with me as she was trying to say how sorry she was about Jim saying those things. ” He can be such a self center ass at times, and it makes it hard to be around him at times.” she said. She then went on until I said she has nothing to be upset about, cause I remember from school the way Jim can be, and it seemed to made her feel better. I looked her in her eyes and said ” You don’t have the live with that. Arlene you can do so much better.”

Arlene sat back as she said as she looked into her glass, ” You mean you don’t you? I seen the way you look at me when your over playing poker with Jim. I think you may be in love with me. I’m I right, or is it just lust? I told a hold of her hand kissing her knuckles as I told her the total truth, that I wasn’t sure what I felt for sure and this is why I set Jim up to get her alone for one night to hopefully find out for myself just what it is, love or lust. I then said what ever it is I will only tell you if you want to know.

About that time we got to Andres with the door man opened the car door for us. I could tell she was feeling like a princes with the way I was attending to her. Once inside the maitre’ d came running over calling me by name, and asking if I wanted my usual table? I said ” Not to night, how about the table in the back corner, I think we need a quite place for our dinner tonight.” Well he couldn’t do enough for us. I picked out a real nice wine to go with our lobster dinners. Arlene by half way through dinner would have to be reminded who her husband was. She only had eyes for me, and I for her.

Once dinner was over she asked about the club I had mentioned, to which I said that it’s a very crowded place or, we could go to a place that isn’t crowded at all and wouldn’t be bothered by anyone. She looked at me saying that the second place sounded like the perfect place to her.

As the driver took us she said that she married Jim because she was pregnant by him. And that he was the only man she had ever been with. I asked why she told me that, and she replied that she wanted me to know that she didn’t have a lot of experience with men. I asked about the baby and she said that she miscarried 10 days after they were married. She went on to say that Jim had got her very drunk, and was wearing a condom when he took her virginity. But the condom had broke and she ended up pregnant with her parents next to forcing them to get married quickly. So they got married at the court house. I then asked her as I held her hands ” Arlene do you love him?”

She took sometime to answer before she said “I don’t know if I do or don’t. I know what he did tonight has me even more unsure. I think I do in a way but, I’m not sure if it’s what you could call love. I do know I don’t think any man who loves his wife could ever say things like what he was saying. I sometimes wonder if I’m not what they call, arm candy for him. You know I’m only 18 right?” I ever even thought about her being that young. I knew she was younger than Jim but, not anywhere that young. As the driver pulled up in front of my condo.

The driver opened the door for us as I told him that he wouldn’t be needed until 5:30 am. The limo was rented for 24 hours, so by giving the driver and car that much time off was a bit of a shock to him but with a couple hundred in my palm when I shook his hand I told him to be available at any time in between. Arlene was shocked at the size of my condo which is 4500 sq. ft., she had never lived in a place with that much room. She then said that her parents whole house would fit in my living room.

I give her a glass of wine even thou I was now giving booze to a underage person. I turned some slow dance music on with her kicking her high heels off, she came into my arms. She melted into me as we danced as I kissed her neck. At first she wasn’t responding to my kisses but, on the 3rd dance she pulled back looking me in my eyes as she said ” You know I may be in lust with you too, and after tonight I may be in love with you.”

She was the one who kissed me on my lips. She was really getting into the kissing before she asked where the little girls room is. I told her, and as she pulled back she patted my pants zipper where my hard on was pushing hard against, saying hold that thought. I don’t think anything could get the smile off my face as I watched her walk away from me.

When she walked back into the room looking like a gift from god she handed me a wet tiny throng as she said ” Jim can go fuck himself, how do you treat a woman kind sir? I’m ready for a tour of your place, specially your bedroom.”

I took her hand as I took her to my bedroom. Once there she walked in front of me undoing the closure at the top of her dress. With her back to me she let her dress drop to the floor showing me that all she had on, was the stockings I had bought for her. As she slowly turned I could see just how firm her breasts are, as her pussy came into my view. She had jet black hair down there as well, shaved into a landing strip just above her lips, which were looking like a little girl without the lips hanging down like most women I have been with. I loved the look of her fit slim body from the top of her head, to the pink nail polish on her toe nails. Arlene then said ” You heard how Jim was going on so I shaved myself here just for you.”

So I thought I would have to convince her to be in my bed with me but, it sounds like Jim did all the work for me. I wonder if I should thank him for the help, maybe not, after all salt in open wounds don’t make them feel any better. But it would be fun just to see the look on his face. Arlene started summoning me with her finger as, she sat on the side of my bed saying ” You seen me now, it’s my turn.”

I had taken my suit jacket off when we walked in so she undid my tie, then the top 2 buttons before ripping the rest off. She pulled my shirt over my head before attacking my belt, which she stripped from my pants throwing it across the room. She undid the top of my pants before using her teeth to unzip my pants letting them drop to my ankles. She looked at my jockey shorts and, at the way my hard cock had them pointed straight at her. She had to use both hands to get my shorts over the tip of my cock being as hard as I was. Once my cock popped free she to a hold of it as she looked like something may be wrong. I asked her if there was a problem, to which she said ” When Jim is hard I can put him in my hand like this, and my hand totally covers his cock but yours has a good 4 inched still showing, plus my fingers have no problem touching my thumb when I hold him but, with you my fingers can’t get near my thumb. Are you sure this can go in a woman without hurting her?”

I felt pride of my size which is maybe a bit over normal but, Jim must be way under a normal size with what she was saying. I assured her that it would fit without any problem, she moved back spread her legs wide and said ok go a head. What the hell, no foreplay? Is this what that asshole Jim called making love? Well ya, I could see him being a 3 pump shot and roll over kind of guy. I got on the bed beside her with her looking at me like something was wrong, until I took her in my arms and began kissing her with my feelings for her in those kisses. She was moaning by the time I got to her neck, but when I took one of her cherry red nipple in my mouth sucking and chewing on her as I played with the other, she was going crazy. Between her moans and groans she said something like I was driving her insane. I moved down her body kissing and licking her as I went, as I got between her legs she looked at me like she was in shock. She said ” You can’t that’s dirty, I pee from there. You, you, oh god what are you doing to me, I love you, I Love you, I LOVE YOU.” As my licking and sucking on her wonderful pussy made her cum for the first time that night with me. She was jerking and wiggling as her orgasm rippled through her body.

After her orgasm passed she looked down at me saying, that no one had never done anything like that to her before in her life. I couldn’t believe that anyone married to such a gorgeous creature, wouldn’t want to eat up every tiny spot on her body. I started going to town on her again, but this time I pushed two fingers inside of her as her orgasm rose once again. She was so wet that I had no problem pushing in one more with her going off with one more huge orgasm. I moved up with my cock less then a inch from her mouth. She had no idea what to do, so I asked her to suck on my cock. She screwed her face up but, did take the head of my cock in her mouth sucking lightly on me as I began moving to give her the idea what I wanted. She gagged and I backed off pulling out and moving down her body. Once at her hot wet opening she took hold to guide me in.

Her eyes opened wide, as I slowly slid in, inch by inch until I had all 8 inches inside of her. I slowly began fucking her so she could become accustomed to my larger size. She moaned how wonderful it felt as she raised her legs taking all I had to give her. I wanted to take my time making love with her but, she was starting to urge me on to fuck her faster and harder. Once her orgasms began they just didn’t seem to stop. It was like the waves in the ocean for her. When I knew I could hold off any longer I said that I was about to cum, to which I got ” In me, fill me please I love you.” As her orgasm hit hard again with mine right along with her.

We stayed mated slowly rocking together as I started to regain my hardness once again. Before the night was over I had filled her 4 times before 5 am. She asked me if, she had to go home because, she felt she was loved for the first time in her life. At 5:30 I got into the limo without Arlene who was now sound asleep. I went to Jim’s apartment to give him the news that Arlene wasn’t coming back never. And if he didn’t fight it I would pay him 10 grand to stay the fuck away from her forever. He said that he knew he had lost her the moment she walked out the door.

I do have to say that Jim did keep his side of the deal but, did want 20 grand to which I told him to go fuck himself. As far as I know he did. Arlene is now 5 months pregnant, and looks so fucking sexy with our baby bump growing, which for some reason has made her so fucking horny I’m having trouble keeping up with her these days. We are getting married on a cruise ship next month, which was want I was hoping for when I started playing poker with asshole Jim to began with. I heard Jim is moving away which is some of the best news either of us have ever gotten, other then Arlene saying she would marry me, and that she is having our baby.

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1 Comment

  • Reply Cappy ID:1a4kzeo38i

    Absolutely the best gambling story I have ever read in my entire life. Wow!