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High Stakes

Category: Mature
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I like to think I’m a smart cookie – and I am, usually. Like anybody else, though, I have my moments. You know them when you get them. Most times its something stupid, like locking your keys in the car, but the big ones are memorable.

About a month ago, my girlfriend Robin was having a poker party. She joked before that there wasn’t any point to inviting me because I clean up most nights, and it’s true; I am a pretty good poker player. Even though the highest stakes are a buck, I usually win back enough for lunch the next day.

When I got to here place that night there was a collective groan and cries of “Not her again!” and “Okay, I’m out!” but it was all in good humor. There was a game going on already, but I wasn’t fired up yet. I looked for Robin, and she was in the kitchen mixing up margaritas.

“Hey girlfriend!” I said. It had been about a month since we last got together, but it’s always fun seeing her. I grabbed a beer from the fridge and leaned back against the stove. “Whatcha been up to?” I asked.

“Same old shit,” she said. “I had to drop over $400 for brake work last week. Boy, that hurt.”

“I’ll bet,” I said. “At least the car’s paid for.”

“Yeah, it could have been worse.” She shut off the blender and I handed her the pitcher. “Thanks. So, you feeling pretty good about tonight?”

“Of course,” I said.

“Well, I gotta tell you, I’ve been practising.”

“Oh yeah?” We walked into the dining room – Robin with the pitcher, me with my beer and a margarita glass – “Well, I gotta tell you that I’m feeling mighty lucky tonight. So you’ve been warned.”

She gave me that “you’re such a bitch” look, and we took our seats.

Four hours later I was up pretty big, and by then most people had gone home. There was only four people left. Me, Robin, and two guys named Mike and Steve, who I see around sometimes. Robin was dragging pretty bad by that point, but the other guys were obviously not willing to let a chick take off with their money. After I’d won another hand, Robin said, “That’s it, I’m out.” She pushed her chair back and yawned. “I keep saying it, but this time I mean it: I’m not inviting you to one of these things again.”

“You going to bed?” I asked


I started sweeping my money into my little Tupperware bowl, before Steve said, “Hey, you’re not taking off yet, are you?”

“Come one,” said Steve. “Give us a chance to get our money back.”

“Guys, you had chances all night,” I said. “Besides, Robin’s going to bed.”

“Nah, if you guys want to stick around, go ahead. Lock the door on your way out.”

“Yeah, see?” Mike said. “C’mon, one more game.”

Robin just waved, and disappeared up the stairs. “Okay,” I told them. “One more game.” I grabbed the cards, and shuffled them, and Steve said, “How about double or nothing?”

“You’re kidding, right?”

“How about strip poker?” Steve said.

“Yeah, right!” I laughed. “I wouldn’t want to embarrass you guys.”

“So what have you got to lose?”

Steve was just glaring at me – I could tell he really wanted to not get beaten by a woman. It felt like he was daring me, seeing if I was going to chicken out. “Whatever,” I said.

“Fine. I guess if you can’t handle the pressure …”

“I’ve been beating your ass all night,” I said. “What makes you think this’ll get any better?”

“I’m getting my second wind.”

I thought about it for a while, then said, “Okay then. I’ll play your little game, but the rule is, no stupid little stuff like rings, or shoes. When I win you boys get right down to the skivvies.”

“Fair enough,” Steve said. Mike nodded.

As I was dealing, I admit, I was a bit nervous. It didn’t seem realistic that I’d actually lose, though, but I ended up with a really crappy hand, so I had to bluff it all the way through. After a few rounds of upping, Steve tossed his cards in. “I don’t have shit.”

“You know the rules,” I said, smugly.

“You gotta do it, dude,” Mike told him.

“Motherfucker,” Steve laughed. He took off his shirt and jeans and sat back down at the table. “Dude,” I bet she’s bluffing,” he told Mike.

“Man, you want me to call when you just got your ass beat.”

“Trust me, she’s bluffing.”

“Maybe I am,” I told Mike. “Maybe I’m not.”

Mike thought for a minute, then said, “Fuck it. I call.” He put down two pair.

“Goddam it!” I said, and tossed my piece of shit hand in.

“Yeah!” Mike said, pumping the air with his fist, then high-fiving Steve. “You know the rules,” Steve turned to me and said.

“Goddam it,” I said again. “I didn’t expect this!”

“Come on,” Mike said. “Play the game.”

“Okay, fine.” I pulled off my top and capris, and joined them at the table. “You win,” I told Mike curtly.

“Say, how old are you anyway,” Steve asked.

“I’ll be 37 in June.”

“No freakin way,” he said. “Cause you have a smoking body for an old lady.”

“I’m so overjoyed to hear that,” I sneered. “And how old are you?”

“25. Damn, ain’t she got a hot body?”

“Sure has,” Mike said.

“Here’s a suggestion,” Steve said. “Double or nothing. You win, you put everything back on, and we get rid of everything. We win, you ditch the underwear.”

“You’ve got to be kidding,” I gaped.

“Or you can just be a pussy and take off,” Steve said.

“The real deal,” Mike said, “Is that we want to fuck you. No strings, just sex.”

“You guys are too much,” I knew I was still gaping.

“Ever had two guys at one time?” Steve asked.

“I can’t believe you’re asking me this shit! And no, I haven’t.”

“Hey, if you gotta take off, no problem,” Mike said. “But if you want to stay, you got to fuck both of us.”

“Robin’s upstairs!” I said. “You’re crazy.”

“She won’t hear anything. She’s up there passed out from all those margaritas.”

I didn’t say anything for a while, but when I did, all I could say was, “This is too crazy.”

“Alright, fuck this,” Steve stood up and dropped his drawers. His cock was rock hard and pointing straight up. “You either want it or you don’t. What’s it to be?”

“You have rubbers?” I asked.

“Sure,” said Mike.

“Okay. But you guys gotta be quiet.” I unhooked my bra and dropped on the table. Mike sat beside me and took one of my tits in his hand and massaged it.

“You have a great pair of titties for someone your age,” Mike said. “Soon as you walked in tonight with that tight shirt on my dick was hard.”

“Oh yeah?” I asked. I liked the way he was handling me and moaned a little.

“You married?” he asked.

“Divorced a few years ago.”

“When was the last time you sucked a guy’s dick?” Steve asked. He stood by me, the tip of his cock just inches from my face.

“Don’t worry – I’m not out of practice,” I said, and grabbed the shaft of his cock and jammed his big, bulging head into my mouth. He gasped as I went down on it, and his whole body stiffened. Mike put his head down and started sucking my nipples, one at a time. My pussy was wet instantly. Steve’s cock tasted really good, and I was enjoying how it felt in my mouth. I jerked his cock as I sucked hard on the head of it. I was really into it. I hadn’t had a good fuck by then for nearly six months, and the way this one was starting out, I could tell this was going to be a good night. I sucked Steve harder and harder, and jerked him faster and faster, but I didn’t want him to cum right then, so after a while I stopped.

“Jesus,” Steve moaned. “You really know how to suck cock.”

“Years of practice,” I smiled. Mike stood up and undressed, and soon his cock was standing upright too. I was amazed at his; it was about as long as Steve’s but it was maybe the thickest I’d ever seen. I didn’t comment on it, because I knew it would hurt Steve’s feelings, but I was suddenly dying to feel that monster plowing my pussy. I got down on my knees and had them stand on either side of me and started taking turns sucking them off. I made a lot of eye contact with them, because I know how much it turns a guy on when he sees how much you enjoy sucking him off.

“Can you deep throat,” Steve asked.

“I can try,” I said. I turned around to face his cock and opened wide for it. He pushed it into my mouth deeper and deeper until it pressed against the back of my throat, and I gagged hard.

“Keep going,” he said. I pushed down on it, but I gagged again. “Goddamn it, take it all,” he hissed. His hand went on the back of my head and he started thrusting it into my mouth, harder and harder. I kept gagging hard, but I liked it rough like that. “Suck it, you fucking bitch,” he said, “C’mon, get it all in there.” I was really turned on by then, and I was able to take all of his seven inches right up to his balls after a few more deep thrusts. He kept my head there, pressing it against his crotch with both his hands, then he pulled it all the way out. “Jesus Christ, you’re a total fucking slut,” he grinned at me. “D’you take it in the ass?”

“I can do anything you want,” I said. “just keep the noise down.”

“Hell, she might want to join in,” Mike said.

“That ain’t gonna happen. So if you want this to end real quick, just keep being loud.”

“That’s cool,” Mike said. “No problem there.”

“You ever eaten pussy before?” Steve asked.

“Sure. Have you?” I stood up and took off my panties and walked into the living room, laid back on the couch.

“She’s so fucking fine, man, look at that,” Steve said. I spread my legs and rubbed my clit and watched them follow me over. They both had such excellent cocks and I was turned on almost to the point of cumming, which I definitely didn’t want to do that soon. Steve knelt between my legs and starting licking my pussy, first all outside my lips, then around the folds of my clit. It felt unbelievable. Mike knelt on the couch and pressed the head of his massive cock against my cheek. “You like that,” he said. I didn’t know if he was talking about his cock, or the pussy-eating, but it didn’t matter; it was all good.

I just nodded and said, “Mm-mm.” He grabbed his cock and starting rubbing the head of it all over my face. I opened my mouth wide and stuck my tongue out so he could rub it there too. He did this for a few minutes, all the time Steve was eating me, but then I couldn’t take it any more. “I’ve got to suck your cock,” I said to Mike, and grabbed it. My hand only just went around it, and it was solid, like a baseball bat. I got the head in, and about an inch if his shaft, but that was all I could manage. It made me really want to feel it in my wet hole. I sat up and said, “Why don’t you boys get your rubbers on?” and they both looked at each other.

“See, we don’t actually have any …” Mike said.

“I only said that, so you’d –”

“You asshole,” I said. “Well, never mind, I guess. But that pisses me off. Lay back here.”
Steve and I switched places. He lay back on the couch and I put my head under his cock so I could lick and suck his loose sac. While I did that, I could feel Mike’s weight on the couch behind me, and his cock pressing against my lips. I opened my legs and he began to push his monster cock into me. It was a bit painful at first, but once the head of it stretched my hole open, he was able to slide right in. I shuddered with every inch. It was like the Titanic. It felt so damn good inside me that I stopped what I was doing just so I could moan, but then I went back to sucking Steve’s balls while Mike fucked me slow and deep.

“I can’t believe how much this chick likes to fuck,” Mike said to Steve. “Goddamn, she loves cock.”

“Yeah, I told you man, she’s a total slut.”
Mike grabbed my hair and pulled my head back, “Suck his fucking dick, you cunt,” he said. I pressed myself back against his cock, trying to get it deeper. “Come on, suck it.” He pulled my hair harder, and then he slapped my ass really hard. That was painful, but I loved it.

“Slap me harder,” I told him. He did, and I was going to say something else, but then Steve grabbed my head and forced his cock deep into my mouth again.

“Suck it deep, bitch,” he told me. I took it right up to his balls again, a lot easier than before, and started riding it with my mouth, all the way up, then all the way down.

I stopped, and licked his shaft, “You like that?” I asked him.

“Oh yeah,” he moaned. “Jesus I want to cum so fucking bad.”

Mike withdraw from me quickly and said, “Let’s fuck this bitch in the ass.”
Steve got up and pushed my face down into the cushions. I stuck my ass up in the air and tried to relax. Mike slapped me hard again and said, “Ask us to fuck you in the ass.”

“Please fuck my ass,” I said.

“Louder, bitch.”

“Please fuck me in the ass,” I said again. My pussy was tingling and again I felt as if I could cum at any time. One of them spat on my asshole and pushed his cock against it. As soon as he started pushing frther, I knew it was Mike. That really hurt like hell, and I cried out.

“Shut the fuck up!” Steve said.

“Yeah, shut the fuck up. Tell me how much you want my cock in your ass,”

I couldn’t stop my eyes from tearing up as his cock split my ass open, but I said, “I want to feel your cock in my ass. Please fuck me in the ass.”

“That’s better. Spoken like a true whore.” He gave it one more push and I could feel the head bury itself. I knew that was the hard part. The shaft was still painful, but after a few minutes there was plenty juice in there to lube him real good. He fucked my ass hard, like he made me ask for, pounding it deeper and deeper and harder and harder. My titties were bouncing hard against the couch. After a few minutes, he pulled his cock right out of me. “Man,” Steve said, “Her asshole’s still wide open.”

“Fuck it, dude. Slam your dick right up there.” Since I was so dilated from Mike’s cock, Steve’s went right in, right as I closed up around it. It was a bit of a relief after the reaming from Mike. As Steve went to work on my asshole, Mike put his hand under my chin and put his cock right against my mouth. I opened up for him, wider than I had before and took in more of it.

He started trying to fuck my face, but his cock was so thick that it was scraping against my teeth. He pulled it out, and I said, “I bet that happens a lot.”

“Yeah,” he smiled. “Way too much.”

“Fuck my pussy,” I told him. I pulled away from Steve’s cock and lay back, spreading my legs for him. Steve knelt by my head and thrust his cock into my mouth. It bulged out in my cheek. I could taste my ass all over it, and that was so filthy that I needed to have more of it. At least with Steve, I knew I could suck him as deep and for as long as I wanted. Mike opened up my pussy lips and started to enter me. Every inch of his thick tool sent massive waves of pleasure rippling through my body. He began to fuck me hard, and Steve turned my head around and made me deep throat him. My big titties were bouncing all over the place.

Suddenly, Steve moaned, I’m cumming, oh Jesus,” and his cock bucked in my mouth as he shot a massive load. I gagged, but swallowed most of it, and then he came again. I didn’t swallow that load, but let him keep riding my mouth, mixing his thick load with my spit until it began to spill over, down my face and throat. “Dude, I’m gonna cum again,” he said, and this time he took his cock out and jerked himself off by my face. Another huge, thick wad of hot cum shot over my nose, completely plastering my face.

“Oh my God,” I said, “I’ve never seen as much cum as that.” I was totally awestruck. Steve collapsed no the chair next to the couch, and watched Mike pound me harder and harder.

“I’m gonna cum in your pussy,” he said, and all of a sudden his back arched, and he came right as he thrust deeper into me than he had before. He let out a huge, loud moan, and right then all I could think of was Robin coming downstairs and catching us all. I reached down and started rubbing my clit, and it wasn’t long before I could feel myself about to cum too.

“Stay inside me,” I said. “I’m cumming! Oh Jesus, I’m cumming.” When I finally came, it was incredibly intense. My whole body just lit up, and my nipples felt like they were going to explode. After I stopped clenching around Mike’s cock, he withdrew, and his load ran out of my contracting hole onto the cushion. Mike and Steve got dressed pretty quick after that, leaving me to wipe their cum off of me and Robin’s couch with some Kleenex.

“Man, for an older chick, you really know how to fuck,” Mike said. “I’ll see you around.”

“Yeah, seeya,” Steve said.

While I got dressed, Mike stood at the door and said, “You know, you’re a shit hot poker player too. But I gotta tell you, when I was dealing, I stacked the deck big time. After the last time you took us to the cleaners I did some reading up. Looks like it worked out pretty good.”

“You asshole,” I grinned. “Yeah, it worked out pretty good, I have to agree.”

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