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Sex And Money Game

Sex And Money Game

       "Zach, I heard you're having trouble paying your bills. Is this true?" What could I say? Emily was the girl of my dreams and I didn't want her to think I was a bum. But at the same time, I didn't want to lie to her either.

"Oh come on Emily. You know how it is. Water, gas, electric, mortgage, car, student loans... I'm 24- of course it's going to be tight for a while."

"You don't have to be embarrassed Zach. I just brought it up because I thought I could help."

"Yeah? How's that?"

"Well, you know my friend Hilary's dad is so rich that she will never have to work. Anyway, she has this idea called a 10 second lottery that she wants to try out. She has enough participants, but she needs a volunteer."

"Volunteer for what? And how is this going to help me with my finances?"

"She hasn't given me the details, but she said to ask you if you're interested. She said that the volunteer could make up to $20k. So are you interested?"

"$20k?!?! Yeah, definitely interested!"

"Good then meet us tomorrow at 3:00 at her place. You know where it is, right?"

"8th and Main. 3:00. I'll be there."

Famous last words. Let me back up a bit and introduce myself. I'm Zach. I'm now 25 years old and at the time, I lived alone. Emily is the girl I've had a thing for since I first saw her 3 years ago. She's not slutty, but very sexy. I'm talking long blonde hair, nice ass, great tits, but always dresses very modern and professional. She's a dream. When you give me a situation that involves her and $20k, I'm there.

I showed up at Hilary's at 3:00 as directed. I had no idea what to expect. 10 second lottery? What on earth could that be? Like Emily said, Hilary was filthy rich. She had a BMW M3 for spring season, a Caddy XLR convertible for Summer, a Mercedes for fall, and an Escalade for Winter. Yeah, she's that rich. She also is beautiful, but dresses more slutty than Emily.

Also I guess I should note that I slept with Hilary once. Typically, Hilary liked to be in control of relationships and I was no different. I asked her out on a date about a year ago and she accepted. She said she'd like to go to a drive in theater, so I took her to one, we watched the first 5 minutes of the movie before she leaned over and kissed me.

I, being a guy, was extremely turned on and gave her a passionate kiss in return. We kissed for a few minutes until she started fumbling with my belt. She finally undid my pants and lifted her skirt to reveal that she had no panties on! Once she pulled my cock out, she gasped. "Problem?" I asked. "You're HUGE!" she replied, turned and began to ride me like there was no tomorrow.

Once I came, she immediately got off me and began sucking me off until I was hard again. She then got back on me and rode me some more. This continued until the end of the movie! When the movie ended, she turned to me and said "I just wanted to fuck you. I'm not interested in dating at all. Now take me home."

Anyway, Emily opened the door before I could get to it and greeted me with a strong hug. "I'm glad you came!"

"Hey, for $20k how could I turn it down? Plus, even if it didn't pay I'd come just for you." That made her smile but she didn't say anything back. I just followed her inside.

"Zach!!" It was Hilary. She came running down to greet me. "HOW ARE YOU?!"

"I'm fine Hilary. Long time no see. So what's all this about?"

"Ok Ted, here's the deal. I had this idea and thought you'd be the perfect volunteer. The idea is..."

She began to describe her game. There were 20 participants and 1 volunteer. The volunteer (myself) was to be strapped down to a bed naked. Then, each of the 20 participants would get 10 seconds to try to make the volunteer cum. If the volunteer still hadn't cum by the time the last participant was finished, they would start over, only in reverse order. The participant who makes the volunteer cum would win the pot, which happened to be $50,000!

"Emily said that there was a way for me to make $20,000..."

"Yes, there is! If you can last longer than 60 fucks (which if you do the math, that's 600 seconds = 10 minutes), then you'll automatically earn $10,000 and Kate will get a shot at you. If you make it past Kate, the participants will start over. For each one you make it past with out cumming, I'll add another $1,000 until you've earned $20,000. But here's what Emily didn't tell you: If you still haven't cum by that time, I will get a shot at you. If I can't make you cum in 10 seconds, You'll get the $50,000 PLUS the $20,000 PLUS you'll be able to finish up with whomever you choose, which I have a hunch will be Emily!"

I was speechless. Was this for real?! My mind was racing. A possible $70,000 PLUS I'd get to fuck Emily!!

"Zach, are you still with me? Are you in or not?"

"Hell yeah I'm in!"

"Good, then I'll need you to sign here." That was the thing about Hilary. She was rich, but always made sure she covered herself. "Great... follow me!"

I followed her to a room that was empty except for a bed and a camcorder. She instructed me to take off my clothes and lay down on the bed. "Just like I remembered," she said, "Huge!" She proceeded to strap me in until my arms were spread to either corner of the head of the bed, and my legs were spread to either corner of the foot of the bed. I couldn't move at all! "Oh, and one more thing... You'll be blindfolded for the duration of this." With that, she pulled out a black leather blindfold and tied it over my eyes. "OK Emily! Bring in the participants!" I heard the door open and a bunch of people walk in. "Participant #1 please step up." I heard someone walk forward and then sit next to me on the edge of the bed. "Ready... set... GO!!"

With that, the first participant spit on my cock. I knew she wasn't going to win because I wasn't even fully erect yet. She started stroking me and playing with the head of my dick. I must admit, she was quite good at a hand job! Right as I became erect, I heard Ashley yell out "TIME! Next participant... Ready, set, GO!" The next girl had a different tactic. Since I was already up, she immediately engulfed my penis with her mouth. It took me off guard. I jerked a little, but then relaxed and enjoyed the blow job.

"TIME! Next participant! Ready... Set... GO!" Another blow job. That was followed by another hand job from the next participant. Over the next 6 participants, only one used her pussy to try to get me to cum. So far I had lasted 10 participants and still wasn't close to cumming.

"Next participant, ready... set... GO!" I felt a hand slip under my back and lift me up a bit. Then a body slipped under me... a MAN'S BODY! Before I could say anything I felt his lubed hard cock slide deep in my ass! "HEY! YOU NEVER MENTIONED GUYS! I QUIT! STOP!" I had never had sex with a guy and never wanted too.

"Relax Zach," Hilary replied, "you signed a contract saying you'd stay until the end of the game and that you didn't mind screwing guys. Plus, you've already had 3 guys suck you off! Just enjoy it... TIME!"

I was shocked. I didn't know what to do. The guy slipped out of my ass and the next participant game forward. It was another guy, but this time he spread his own ass cheeks and sat on my cock and began riding me.


Finally, 20 participants, 7 male, 13 female, had taken their turn with me and were starting over. The 20th participant was first this time, and she sat on my pole, sliding me right inside her pussy. she leaned forward and gave a deep kiss and started bucking around, fucking me silly.


The next girl got creative. She had oiled her tits and started tit-fucking my cock. That felt incredible and brought me close to coming. I made myself hold off though because I wanted Emily to have her shot.

The next person was a guy. He tried ass-fucking me again. It didn't hurt nearly as bad this time. In fact, I began to enjoy it. I bucked back, which I think took him off guard. He started thrusting in my ass harder and harder. Ashley yelled "TIME!" but he made two more quick thrusts and came inside my ass. What a feeling! I never thought I would enjoy getting screwed by a guy, but I must admit that it was sensational feeling, his cum slowly sliding out my anus, running down my cheeks and thighs, and onto the sheets. Hilary gave the participants a stern warning about stopping when she called time.

Participant after participant, I was fucked in almost every way imaginable. A few times I had to really hold myself from cumming because I wanted Emily. Finally, Hilary yelled "TIME! Ted, congratulations! You have lasted longer than 60 fucks and have earned $10,000 and a fuck with Emily. Emily, if you can make Zach cum in 10 seconds, the $50,000 will be yours!"

I heard Emily walk over to me. She reached around my head and untied the blindfold and ran her hands through my hair. "I want you to be able to see this one," she gently whispered in my ear.

"READY... SET... GO!" Emily lowered her naked body so that her pussy was wrapped around every inch of my cock. To my surprise, she didn't move her hips or anything. She just leaned forward, softly kissed me on the lips and whispered "It's me... Emily... and I love the way your cock feels deep in my pussy. I love... you, Zach."

Did I hear that right?! Did Emily just say she loved me? Was she just saying that to get me to cum so that she could win $50,000? I didn't think so because she had the look of love in her eyes. She had just brought me closer to coming than any of the previous 60 fucks had done. Yet before I could release inside her, I heard Hilary yell "TIME!" Emily slid off of me, kissed me on the chest and whispered "Hold out for me. I'll make it worth it."

I did. I held off for the next 10 participants, earning myself $20,000. During those participants, two more guys came in my ass (they had been stroking their cocks before hand), which nearly pushed me over the edge, but I held off for Emily. Next it was Hilary's turn. Hilary stripped her clothes and handed Emily the watch. She walked toward the bed, but stopped just before it, bending down to pull something out from under the bed. It was a vibrating dildo! She flipped the switch making the 10" thing hum, lubed it up and shoved it hard in my ass. Then she sat on my cock, and went wild. I've never experienced such a fuck! Her hips moved so fast, side to side, back and forth, up and down.

She could feel the vibrations from the dildo in my ass and it sent her into immediate orgasm. She shuddered as she came on my cock. I couldn't hold back any longer, even if I did get to fuck Emily next. I had to release. But just before I let myself go, I heard Emily yell "TIME! That's it! He did it!"

But Hilary was powerless in her orgasm. She couldn't get off of me. She moved up and down three more times and I thrust myself deep inside her. I could feel the head of my cock reach her womb as I let go and shot stream after stream of cum deep into her womb.

"OH GOD!!" she cried.

"NO! NOT FAIR! I YELLED TIME!" yelled Emily. I looked at her and saw tears running down her face. "I CALLED TIME! YOU CAN'T DO THAT! HE WAS MINE! I CALLED TIME!" She was getting hysterical. Hilary just ignored her as my cum continued to fill her cunt. "HE WAS MINE! I WANTED TO FUCK HIM AGAIN! I HATE YOU Hilary! HE WAS MINE!"

Emily was crying hard now. She ran over and grabbed Hilary by the shoulders and tried to pull her off. Hilary pushed her back. "Relax Emily! I know you called time. The $50,000 belongs to Zach. I couldn't get off of him. I'm sorry. I'll get him back up for you and you can fuck him all you want."

"NO! BACK AWAY FROM HIM!" Emily pulled her more aggressively now, pulling Hilary to the floor. She took my cock in her hand and licked it like a popsicle before wrapping her whole mouth around me. It didn't take me long to get back up (after all, this was only the first time I had come). Once I was hard again, she got up and sat on my cock, putting her hands on my chest. She rocked back and forth, lowering herself on to me each time, slowly at first, but gaining speed with each movement. Finally, I was all the way inside of her, touching her womb also.

"OOOOOOH!" she moaned. She continued rocking on my cock while I looked over and saw Hilary writing in her checkbook, cum leaking out of her snatch. This sent me over the edge and I pushed as deep as I could into Emily and came again. I had just cum inside the girl of my dreams, with someone else's cum drying in my ass, while another girl was writing me a check for $70,000 with cum, my cum, seeping from her pussy. Amazing! Then, to top it off, Emily looked in my eyes and said "I really do love you. I always have."

Two weeks later, Emily and I were at her place lounging on the couch watching TV. She was only wearing one of my tee shirts as we had just finished having amazing sex. She stood in front of the TV and said "Zach, we need to talk." I could tell this was going to be one of those serious talks, so I turned the TV off.

"What's up, Emily?"

"Do you love me?"

"Yes, baby, of course I do. You know that. Why?"

"I'm pregnant. I found out last night. You're the only guy that's fucked me in over 5 months, Zach. I'm having you're baby."

Now, as I write this, Emily, my wife, is asleep with our one month old daughter. I don't know how I got so lucky.

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