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Part 1000
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GAY SEX STORIES

Married Straight Tries for $1000

Married Straight Tries for $1000

by Nantucetwhale1
20 min read
4.48 (21300 views)
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My wife raised her eyebrows twice at me with a nod to the right. I looked over and 3 men were playing Twister naked. One of their dicks was hanging over the head of another. Cat and I smiled at each other before we turned back up Folsom.

The Folsom fair was a fun, exciting jaunt for a straight couple like us. We were fully comfortable with every sexual topic out there. We watched porn together. We talked about women I found attractive, and men she found irresistible. There was no sense of jealousy. Acting on any of that attraction for either of us was a no-go however. That was fine by me. It felt like a perfectly healthy monogamous relationship.

Folsom was of course right at the limit for us. Men were gay so not an option for her. I was famously straight and she knew my history. We used to watch gay porn together when she had a thing for that. It never once did anything for me. I'm not against it, we watched it many times. But I was not turned on by it unless I was watching her get off to it. As far as real-life experience, I had a moment in college with a twink-y guy. We made out. He tried to suck me off, but I could not get hard. It felt cool a guy was into me, but that's as far as I was able to make it work. With all that evidence, I knew it just wasn't in the cards for me to get aroused by guys. Another life I guess.

As we walked up the streets, the scene was a little overwhelming. Leather and jock straps abound. The genitals of many, many men were on full display. She held my hand tightly. I could tell she was into some of these men, seeing their cocks and asses out got her going. The occasional blow job caught her eye, and she would stop to watch with me. Every now and again, she would turn into me and let her hand graze across my cock; clearly checking to see if my status had changed. But it was just projection from her because I remained disappointingly flaccid.

Eventually we got to a storefront with a man outside. He was a younger looking, 35-year-old Asian man. He was built like a truck; a very muscular chubby guy. He was 5'8 so a bit shorter than me. He wore nothing but a jockstrap and leather harness. His harness pushed his muscular, but voluptuous pecs outward. The extra weight he was carrying really filled out his pecs more than your standard muscle guy.

My wife eyed him up and down. He wasn't quite her type; I was. Your standard white dad bod. I worked out a few times a week, but also enjoyed food. I had a single block of abs where others with better eating habits might have a 6pack. My arms were large and bit hairy, but not as large as this man who had more muscle and more weight behind his bulging biceps. He also had exceptionally thick thighs and calves. Literal tree trunks. I was impressed by his physique in a way that you might be impressed by a statue's physique.

He stood behind a large wooden table with a poster sign. "Prove you are straight for $1000." My wife and I read the sign and immediately looked at each other, both of us raised our eyebrows.

"What's this about?" Catherine asked the man.

"Well, I'll pay any man $1,000 if I can't make him cum." The man said.

"Does he have to do anything?" Cat asked as I stared on wondering whether she would force me to try and take this man's money.

"Nope. He can just stand there. I'll do the work if he really doesn't end up enjoying it. If he can't stay hard or finish then I pay him $1,000. I'm Kevin by the way." Kevin smiled and extended a hand to shake my wife's. He had thick black eyebrows, slightly chubby cheeks, and his features were kind. The type of person you might expect to see volunteering in a button down, instead of at Folsom in a jock strap. Maybe he did both.

Cat looked at me. And then took his hand as she thought of more questions. "We are Cat and Brad. How long do you have, and what are you allowed to do to get him off?"

"I'm allowed to do anything. If he hasn't cum in 10 minutes, he just says stop, and I'll give you the $1,000," Kevin answered nonchalantly as though peddling a smoothie, rather than his holes.

Cat looked back at me. She grazed my cock again. Still soft. She turned my shoulder so we stood away from Kevin. "What do you think? Honestly, this could go a long way towards a down payment on the car, honey."

"It feels weird, no? I feel confident, but this is a bit crazy, no?"

Her eyes were on fire. I couldn't tell if she was into the idea or she just literally thought we could make money. She replied, "I think we should. It might be kind of hot to see a guy failing to get you off when I know that I can. We can obviously just stop it if he is going to win."

"Ya I suppose." I replied meekly. The reward was pretty good, but it felt like a lot for it. It felt like I was living an absurd "would you rather" or "how much money would it take" question.

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"Okay we will do it," Cat replied turning back to Kevin.

Kevin laughed a very boyish chuckle. "Fantastic! I should warn you, no straight guy has been able to hold back. They always bust in one of my holes."

"Confident, are we? I suspect it is just the repressed ones," Cat said as we both smiled back at him.

"Okay then my only rule is that you can't get mad at me if you cum."

"Ya no worries about that," I laughed.

Kevin came around the table. His large bulge, pecs, and thighs bouncing ever so slightly with each step. I was actually surprised by just how beefy this guy was. Everything about him had a jiggle. He started a clock on the table as he walked out toward me.

Kevin put a hand behind my neck and pulled me towards him. His juicy fat lips hit mine. It was an incredible kiss. Electric even.. His upper and lower lip hugged my bottom. I found myself kissing him back just because he was so good. I pulled away and looked at my wife. She shooed me back with her hand. Unworried. But my cock for the first time with a guy moved to 10% hardness. Nothing crazy.

Kevin very expertly began to pull down my sport shorts as we kissed. His hand found my cock which was sweaty from walking around. His thick fingers around it felt nice. Kevin pulled my shirt over my head and kissed his way down my hairy chest. I felt suddenly quite visible in becoming one of the naked, public sex participants at Folsom. This was for other people. Not straight guys in monogamous relationships. And yet, I was basically naked with my pants around my running shoes, and a thick Asian man kissing his way down to my cock.

His mouth devoured my soft cock. The feeling was nice. I looked down at him. He looked up at me. His eyes desperate, piercing. His mouth full. That sent me to 20%. A little more blood flow on my barely hanging cock. I looked at the table, 90 seconds had passed. I was doing fine. Kevin began to move my cock in and out. His tongue was doing fancy work that no woman had ever given me. His suction dragged his saliva up my shaft before he'd make my cock disappear again. Both his hands grabbed each cheek of my ass so that he could pull me in to fuck his mouth. I stayed resolute, uninterested, letting him do the work.

I looked over at Cat to make sure she was okay. She seemed very transfixed on my cock. Almost willing it to stay soft. She didn't have to worry though. He had a body type different than I had ever seen in porn. Maybe a bit more bulging than I knew existed. But this man was unfortunately a man. We hit the 3-minute mark. Kevin actually looked back. I think he was getting nervous.

He looked up at me and smiled. "You are quite the straight boy, aren't you?" My wife and I laughed at his joke. In response, he pushed his large round pecs together and stuffed my cock wet with his saliva between them. He jostled his pecs around the outside of my shaft. "Shit," I said surprised by how that turned me on. His pecs wiped down the saliva on my cock. He began to have my cock fuck his tits and I was suddenly fascinated by this new feeling. "You must be a boob guy then." He smiled as his Plan B started to work.

"You must like fucking her tits, don't you?" He kept shoving my cock up and down. His hairless body became a bit sexier to me. The soft tanned glow on his smooth skin glistened from my wet cock distributing his saliva. "Don't worry, I have tits you can fuck too, buddy." Every few seconds he would put my cock back in his mouth. 20% became 70%. He jabbed my cock head against his hardened dark pink nipples. Each pass of my cock head would flick his protruding nipples and he would let out a little moan. It felt better than it should. My cock was now pointing outward as if to say, "What I want is in front of me."

Kevin stood up and turned around. He backed up into me. My cock pressed against his ass. His muscular back against my belly. I looked down. My now mostly hard cock was between his big cheeks. He rubbed up and down. "You seem to be liking that."

I gave out a nervous laugh that betrayed my worry about the fact that his fat ass and tits were making me aroused. I looked over at Cat and even she was starting to get a look. Only 4 minutes down. The last minute had felt like an eternity. Kevin reached back and lined up my cock, "Mind if I put it in bare."

I looked at Cat before I said for both her and I sake, "It's better if we use a condom." He grabbed one off the table and within seconds had it rolling down my cock. Spectators had started to form around us. Many of which seemed to know the deal.

"Fine by me, but at 8 minutes then we need to discuss if I can take it off. Otherwise, it isn't fair."

Kevin backed up into me and again lined up my cock now at 80%. At 80%, I had finally hit 6 inches. Hard and long enough for it to dig in past his hole without slipping away. I could feel it break through his pink ring. Kevin groaned loudly. "Fuck, Brad. That cock is so nice." His back fully pressed against me. Kevin grabbed my arms and pulled them around him. He pressed my palms down into the side of his very large thighs as he worked back and forth onto my cock. Someone watching from afar, might think that I was the one maneuvering him in and out.

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It was at this point I got less worried. With the condom on, my arousal state stayed at 80%. His hole was gorgeous and pink. His ass clapped as he pushed back into me, right before rebounding off, and coming back down to take my shaft again. The feel of his meaty thighs and the top of my hands grazing his hardened bulge was sexy. It was undeniable. I could see why he had never lost a bet. He had a body that despite being masculine, had all the elements of what makes men attracted to women. Big ass, big tits, and the bounce that comes along with them. To my surprise, he was actually keeping me at 90%. Wait, am I at 90 now?

Kevin stood up and my cock came out of his ass. He grabbed my hand and pulled me over to the sturdy wooden table. 7 minutes had passed. I was almost done with this. Cat could see I still wasn't fully hard and she relaxed a bit.

Kevin sat back on the table and laid back. He pulled his big boy legs into the air. He was wearing flip flops. His thick fingers pulled back on his thighs and showed me his pink hole at the center of a massive ass. I don't think I had ever seen anything like it. I loved my wife's petite ass, but this was on the other end of the spectrum. Kevin hands motioned come here. And he reached a hand out to pull my ass into him as I approached.

I slowly shuffled forward, my cock on a straight line headed for his hole. There was a brief tension as my cock touched his hole trying to gather the inertia to move past. He moaned as my cock once again broke the seal into his waiting hole. He began to rock his ass up and back. His pecs began to bounce with each motion. Dam I was not expecting to like this beefy man's tits bouncing, but I did. They were hypnotizing to watch. My wife's bouncing tits were my favorite part of fucking her, but there was something about how much muscle were in his and how I was making them bounce. Any blood flow I lost while we moved to the table shot back up to 90%. I couldn't even tell if I was lying to myself. My breath caught a little bit from seeing this man's hands around my side pulling me in. His whole body trying to shove my cock in and out. I was still doing nothing, but he was desperate for my seed.

"Oh fuck ya Brad. Your straight cock is my dildo. You don't have to do a thing, baby. I'll get that load out of you and you'll get one out of me." I started to wonder if he was going to jerk himself off. That wasn't exactly part of the deal. Kevin pulled his jock to the side. His fully, hard 6 inch cock flopped out. He was surprisingly big and it began to bounce around. Pre-cum began to trail off his stomach and fling itself until it caught a new part of his belly. The clock hit 8 minutes. I was starting to lose control of myself, and swallowing my saliva became difficult.

"Let me feel the real thing." Kevin said as he began to reach down towards my cock. Cat looked up at me. She could tell I was actually aroused now. I hesitated. She shook her head no.

He seemed to notice the conflict. "Oh come on now. It's only fair." She gave another shake, not trusting me. "Well, I don't know if that is going to deserve the $1,000," Kevin added.

Cat looked like she wanted to call it off. I wasn't really in a state to make the right decision, but I didn't want to risk making it to ten minutes only for him not to give me the money. I pulled out and ripped the condom off. "Oh fuck, Daddy," Kevin exclaimed. "Give to me raw." He pulled me back close to him with his big hands. My cock lined back up at his pucker, before he pulled me in. His hole was heaven. It was so wet and warm. I had been missing out with the condom for the first 8 minutes. My head shot up and I let out a groan from the first few moments of entering him bare. I never would have made it 10 minutes like this. I looked up from his hole to avoid getting close to cumming. His bull balls were out from the jock and bouncing with each movement he made to thrust his hole onto my cock. I looked up further, and this time my eyes caught his calves shifting back and forth in my arms. They were jiggling and made massive from my forearms pressing into them. I was actually holding up his legs now to help him grind on my cock. Shit, there was nowhere to look so I looked up at him. And then I saw them again. Hit tits. His fucking pecs were bouncing in front of me. My cock went to 100%. All 7.5 inches which had only fucked women was now throbbing inside of him. My breath started to catch and my body started to take over without me thinking.

Up to now, Kevin had been writhing and grinding his ass around my cock. My feet felt weaker, and I found myself ever so slightly starting to rock to meet his ass movements. I still wasn't fucking this man. I just kept losing my balance from his pulling and didn't try to put any force to stabilize. I looked down at the clock and only 15 seconds had passed since I was raw in him. I was in trouble. My wife saw my eyes glued to Kevin's bouncing tits. "Brad," she said.

"You really are a boob guy," Kevin laughed. Kevin moved his arms tight to his side as he grabbed me. His big biceps pushed his pecs together. They bounced up and down harder with less room to fully release.

"Brad," Cat said sternly.

I was caught in a trance. My leaning started to turn into rocking. My hands were tired so I put them down on his harness. It was natural to grab the leather. My thick dad hands wrapped around the strap tightly. "Oh ya daddy. Fuck me good. You wanted my hole, didn't you." Kevin wrapped his legs around my waist. I could feel his calves around my ass. They'd tighten to pull me in and release so I could pull out. Shit, I was pulling out of him so it could happen again.

I was lost in it all. There was nowhere to look that wasn't getting me harder. My cock was sliding in and out of this beefy Asian man. He was calling for my cum. People were watching us. My wife was watching us. 9 minutes hit the clock.

"Brad, it's time to go." She began to walk towards me.

Kevin's legs and hands held me tighter, my grip around his harness allowed me to shove into him. Kevin wasn't even moving into me anymore. All of my thrusts were from me. My cock needed his hole. I was fucking a guy. His hands were around the back of my ass pulling me in tight. I was actively fighting him to pull out and now forcing my cock to slide back in.

Cat grabbed my shoulder. I brushed her off. I was past the point of reason. Her calls became more desperate. I wasn't listening. I could only hear my balls slapping against his ass. She tried to use logic, "Brad, you only have a minute. There's barely any time." My thrusts kept getting harder and faster into Kevin. "Daddy, give it to me. Please fuck me." I had to oblige this 35-year-old Asian beefy boy. "Shit that cock is so big in me Bradley. Keep going. Keep going." Kevin grabbed one of my hands on his harness and moved it down to his cock. I squeezed hard. His cock head leaked precum around my fist. I began to stroke him. I had no idea what came over me.

Cat moved along side us. She moved her head over Kevin's tits where I had been staring. "Brad, the clock is at 10 minutes. You did it. Just stop," She said, now yelling. The crowd looked on. People had started to pull out their own cocks and were jerking them off. I was lost. I had never fucked a guy. My breathing was staggered. I was so turned on by this muscular man. "Come on, Brad, you know I get straight cum. You know you can't hold back. Unload in me." The clock really was at 10 minutes. I couldn't stop. I brushed my wife's head away so I could see his pecs bouncing around from my fuck thrusts. Kevin was starting to moan louder and louder. His cock was starting to stiffen and his bouncing balls tightened into him. His flip flops flew from his feet at my ragged thrusts which made his muscle legs flop around. His body was mine to maneuver for my pleasure. His groans became more rhythmic "Oh. Oh. Oh. Oh." The groans didn't stop. "Keep jerking me Brad. Your cock's gonna make me cum." Oh fuck I was still jerking his cock. It was the first time I realized it. I wasn't supposed to get him off. Why am I doing this? His legs went loose and they began to bounce with his calves wildly in front of my face. His big toe hit my mouth and I let it in. Kevin's cock shot big rope after rope out onto his bouncing belly. It shot up onto his pecs and his face. He ignored the blasts he was taking from his own cock, his eyes locked on mine. He rubbed some of the cum from his pec onto his thumb and put his thumb up in the air. I leaned forward and let it replace his toe. I sucked hard and started to moan as I tasted his salty seed.

"You needed your boy's cum? Didn't you? You are going to cum for me aren't you. My fat ass gets daddy loads like yours. His tits bounced more. Oh god his tits bounced. They were so muscular. They were covered in his cum. I kept sucking his thumb. Each suck felt my cock pulse a little harder. He moaned as my cock got bigger in his cavern. "You made your boy cum. Keep going daddy. It's time to breed me. Make my hole yours. You are a man, Brad. You get to cum in whatever you want. You get to mark your territory. Women. Men. Your wife. Me. Keep going. Give it to me. Shoot your seed. Get me pregnant like her. Give me your babies. Make my big tits yours. You're going to be mine. Your cock belongs to my ass. I own straight cock like yours. I own you. All you have to do is cum in me." He was saying nasty shit to me. Anything to get a straight guy's load. He knew I wanted to blow. The deepest load began to fill my balls. I was trying so hard not to cum. Another minute of thrusts built up to the bottom of my shaft. I already made it to 10 minutes. Just call it off. Stop pounding his pussy. It's not a pussy, it's an ass. Just pull out. I kept going in his pussy. My load built up into the bottom of my shaft. It had nowhere to go. I kept pulling my cock out of him and putting it back in. Shit, I finally realized I wasn't going to stop. I just couldn't. The load had finished building through the full shaft, getting to the point of no return. Kevin began to groan. "Oh fuck. I'm hard again, daddy. That's never happened."

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