A Bet, An Orgasm And A Blowjob

This is a story of two friends, Sandy and Max. They had known each other forever, quickly becoming friends in the first grade sitting next to each other in class. They did everything together, went to summer camp together, and living only a couple streets from each other, was at one of their houses practically 24 hours a day at times. At 18, one thing they hadn't done together however, was masturbate. They had seen each other naked when younger plenty of times, either changing for bed or drying off after getting out of the pool, but never in any kind of sexual situation. That would change, however, in a big way one afternoon. It was the 1990's, and even in the waning years of high school, they still felt like kids. Not like today, when even middle schoolers try and pass for 20. Not only that, but being from a small town, neither had had a girlfriend at that point, either. Basically, they just enjoyed being guys and hanging out before adulthood set in. 

It was in the middle of June and like most weekdays, one of them biked over to the other's house to spend the afternoon. Today it was Max's turn to ride over, and when he walked in he kicked off his sandals at the door like always and plopped on the couch next to Sandy. Sandy had jerked off that morning like clockwork, but for whatever reason was really feeling horny that day. As was said, they had never masturbated together or even seen each other with an erection before. That one afternoon however, Sandy asked Max if he wanted to watch a porn tape he found in his parent's closet while they were both at work. He was a little unsure about the whole thing, but eventually agreed to it. They shut the curtains and popped in the tape, and in minutes were fixed on the vintage fucking on the screen. Both had an obvious bulge in their shorts, and Sandy, well beyond the age of puberty was proud of the 6 inches he now had in his pants. Many mornings he would model himself in his mirror with a nice, morning erection before rubbing one out. Today, though, he needed to masturbate in the worst way. He kept thinking of a way for them to both strip down and cum, and he finally figured it out. Max wasn't one to shy away from a bet, so if there was some kind of a wager, today was the day it would happen. He could tell his friend was itching to cum, not just from the erection, but seeing his eyes locked on the screen and his toes spreading and clawing at the carpet as he watched. Kind of jokingly, Sandy said, "You know...between the two of us, I would bet my cock is bigger. Max looked over, confused. "Huh?" "My cock. I bet I'm packing more." Max scoffed, "Heh, no way, dude. I'm like 4 inches taller than you are. You know how it works." "Even still, I'm sure I have more." "Ok, you're on. What's the bet?" Sandy acted like he thought about it for a second before saying, "How about...loser jerks off the winner?" Max was a little taken aback, but eventually said, "Let's do it. How are we measuring?" "Well...we're both hard, we get naked and stand in front of each other poking out. Whoever can touch the other wins. Deal?" "Deal."

Standing up, both quickly stripped down to their boxers before facing each other and dropping them to their feet and stepping out of them. Both were fully hard, the only difference was Sandy stuck straight out, Max pointed towards the ceiling. They gave themselves a few tugs before Sandy said, "Ready?" "Ready." Max pushed his erect penis down parallel to Sandy's and they inched closer and closer before one head poked the other deep in the pubes. "Ha! I knew it! Half an inch more!" Max exclaimed. Sandy couldn't believe that he lost. "Wait wait, I don't think I'm as hard as I can get..." "Oh bullshit, dude, any harder and you'd pop. You ready to feel what a BIG cock feels like?" "You don't really want me to jerk you off, do you?" "Hey, if I lost you'd make me do it, right?" "Well...n-no..." "Yeah you would, you know you would." Falling back on the couch, Max then said, "So come on down and get to work," waving his cock back and forth from the base. Sandy took a deep sigh before slowly getting on his knees between his legs. Looking up, he saw that Max had a big, almost evil smile as his cock wagged around. "You better tell me when you're gonna cum." "I'll try and remember." Sandy swallowed hard before reaching out and grabbing onto his shaft. It was burning hot and he could feel his pulse in his palm. It took a couple seconds but he eventually started stroking his buddy, going from the base to the head and back, pushing down on his tightly packed balls with every downstroke. "Oh man...that really feels good..." Max said with a slight moan. Keeping his silence, Sandy continued jerking him off, now picking up the pace. Almost instinctively, he reached out with his other hand, squeezing his ball sack and pressing his finger into his taint, making Max squirm around with his head thrown back. "Fuck, fuck dude...keep doing that..." Sandy was now full-on masturbating his friend, feeling the precum rolling down the underside of his head. "Don't stop...I'm close...I'm so close..." Squeezing harder, Sandy stroked with all he had. The middle finger of his other hand rubbing the airtight opening of Max's anus. His big feet were now in the air, his toes twitching and wiggling, flexing back and forth. "Shit. I'm gonna cum. I'm gonna... ohohoh..." Sandy pointed his cock away just in time, the first blast making it all the way to Max's face, the second, third and forth on his chest and belly. Milking out the rest, a thick ooze of cum dribbled all over his fingers before letting go and wiping off onto his buddy's thigh. "So...how was it?" "Oh my fuck, dude...that's the best cum I've ever felt..." 

Sandy then stood up, his cock painfully hard with a glob of precum hanging from the head. Max saw this and, without warning, sat up and grabbed his friend's cock and started stroking. Sandy was taken by surprise, not expecting any reciprocation for losing a bet. Regardless, he wasn't going to turn down a cum. He closed his eyes and leaned his head back as Max performed the same motions that he felt on his crotch minutes earlier. Sandy licked his lips and groaned as Max tugged on his cock. Then, without any kind of provocation, Max leaned forward and ran his tongue on the underside of his head, lapping up the precum. Sandy's eyes bugged open as he groaned out, "Ohhhhh fuuuuuck..." His fist continued to piston Sandy's shaft as his tongue swirled around the swollen head. "I can't hold it dude, I'm gonna cum!" Leaning back, the ropes of cum started spewing from his piss slit all over Max's chest, mixing with his own cum. Doubled over, he took hold of himself and squeezed his cock as the orgasm rolled all through him. Falling back to his knees, he tried catching his shaky breath and swallowing hard, but his mouth was cotton dry. Looking back up, Max kind of laughed and said, "Man, I'm used to being covered in cum...but it's always mine." Sandy chuckled and said, "Hang on, I'll get a towel." Knees shaking, he made it back to his feet and went to the kitchen and grabbed him a couple paper towels, but not before slurping up some water from the faucet.

Back in the living room, Max cleaned himself up and they both sat on the couch still naked as the tape played on. It didn't take very long before they were both rock hard again, watching a couple laying in bed sucking each other off. After a couple minutes Sandy said, "When you used your mouth...did it feel...weird?" "No...not really. Just kind of happened. It felt good, didn't it?" "Oh yeah, really good...um...you want to do it again? I mean...together?" "Sure, if you're up to it." Nodding, they both got down onto the floor, laying head to toe. Both grabbing the cock in their face, Max said, "Ok, on the count of three." They both counted, and on three slipped the head through their lips. Both stroking and sucking, they moaned into each other as they experienced their first blow jobs simultaneously. Slowly they both started pushing in further until they were both almost choking on each other's cocks. It felt like an eternity, but they had only been at it for a couple minutes before Sandy tried saying, "I'm gonna cum," but was muffled with a full mouth. He again tried saying, "I'M GONNA CUM," but again, just a mumble. He tried holding back but couldn't, blasting his load into his friend's mouth. He felt bad about cumming in his mouth, but Max reached around and grabbed his ass, now thrusting in his face. Sandy knew what was about to happen so he just closed his eyes and held his lips tight, and within seconds was blasted with Max's fresh load. They both had no choice but to swallow it down, the slimy goo slipping down into their bellies. Spent, Max rolled onto his back, breathing hard, almost with a smile. Leaning back on his elbows, Sandy asked, "So...how was that?" "That was good, dude...really good..." "Does that make us gay or something?" Max looked over, saying, "Nah...just trying out a new way to cum."

By this point the tape had ended, and Sandy had to get it rewound and back in place before his parents came home. Getting everything cleaned up and orderly, they pulled their clothes back on and Max said he needed to head back home. Sandy asked him, "So...are we still cool after...you know." "Oh yeah, never better dude," Max said, both of them slipping their bare feet back into their sandals. As they walked outside Sandy asked, "You sure? It's not going to feel weird?" Max then said, "How long have we been friends? It's not going to change." Getting on his bike he hollered back that he'll see him tomorrow. Sandy just smiled. "See you tomorrow."