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The Best Bet I Ever Lost

by Chilly Bone


The most exciting sex of my young life was a blowjob that only lasted 15 minutes. Evan and I were seniors on the high school basketball team, and both just 18. I was a 5'11" guard with blond hair and a swimmer's build. Evan was 6'4" of tan, muscled perfection. He was the classic young jock: not an ounce of fat, swollen chest, smooth washboard abs, and broad shoulders that tapered in a "V" to his bush. He had a fat and veiny cock that curved down over hairless balls. His long legs and chiseled thighs led to a plump ass. He had a gorgeous face, sandy brown hair, and a sexy personality. After practice, we would get into his jeep, freshly showered and drenched in cologne, and cruise around. One day, we decided to go bowling after practice. In the 7th frame, Evan got a strike. I bet him $20 he couldn't do it again, and lost. He tauntingly grabbed his crotch and asked if I wanted to go double or nothing. I jokingly said that the odds of him getting 3 in a row were so slim that if he got a strike, I would suck his dick. To my surprise, he looked me dead in the eye and said, "You're on. If I miss, you owe me nothing, but if I get a strike, you have to blow me." I defiantly said okay, but deep down I never wanted to lose a bet so bad in my life. When the last pin fell, Evan gave me his best shit-eating grin. We finished the game and got in the jeep to go home. I figured he hadn't been serious, and I was both horny and disappointed. So, along the way, I told him that I had known he was too much of a pussy to actually whip his dick out. He couldn't let that go. He slowed down and pulled into the cemetery near my house. He drove to the back, parked, and shut off the engine. There was a tense moment of awkward silence, then he grabbed his crotch and shook it as he asked me if I really thought he wouldn't whip it out. I gave him the classic dare: if he was man enough to bare it, I was man enough to blow. I watched, practically drooling, as Evan hunched his hips up and pushed his shorts and briefs to mid thigh, letting his half hard cock flop onto his stomach. He pulled the front of his tank top over and behind his head, stroked his cock a few times, and then rested his hands at his side. In a soft voice he said "Blow me, big man," and added in almost a whisper "I know you want too." The next ten minutes were a blissful blur. I plunged down on his cock and sucked for all I was worth. I couldn't get enough, forcing myself down onto his dick until my nose was in his bush. I gagged and drooled, but kept bobbing up and down on his fat cock, now fully hard and a little over 7" long. I frantically worked back and forth between his cock and his balls, at the same time groping every part of his body with my hands. I ground my face into his crotch, leaving both wet and sloppy with my spit. My tongue and lips worked at lightening speed, devouring his cock and balls. Evan spread his legs wider and slowly began bucking his hips, grinding his crotch into my face and mouth. He groaned his approval, occasionally muttering how hot my mouth felt on his dick. After a few minutes, I felt his hand grasp the hair on the back of my head. He pulled me off his soaked balls and fed me his dick again, this time placing both his hands on my head and beginning a steady and forceful series of face-fucking thrusts. I ran one hand up his chest and slid the other between his legs. As he pounded the full length of his dick in and out of my mouth, I pinched his nipples and flicked my fingers over his nuts and asshole. It drove him over the top, and he increased the speed and force of his thrusts. Tears welled up from the pain, and I closed my eyes and tried not to gag. To this day, I still remember the sound of my face literally slapping against his balls and thighs and abs as he shifted positions and pumped his dick into my mouth. Evan finally let out a loud groan and, in a high pitched, breathless voice, told me he was going to shoot. His thighs and ass clamped tight around my hand as he shot his load. It was salty, and I couldn't swallow it with his repeated thrusts. The bulk of his jizz dribbled out of my mouth and onto his bush. He continued his final thrusts, mashing my face into his cum-soaked pubes. Went he finally let me go and I sat back up, I had my spit and his cum smeared all over his face, and a few of his pubes stuck in my teeth. I pulled out my own cock frantically and beat off, shooting by the biggest load of my life on my stomach, chest, and face. Only after a few minutes of cooling down did the sheer terror of what we had done set in. Evan begged me not to tell anyone, and I confessed that I was gay and asked for his secrecy as well. In the end, our friendship was never the same. How could it be once you've been face down in your bud's cum-soaked bush with his goodies in your mouth? But, we did remain friends and I have even gotten to suck him two more times since then. We are at different colleges now, but I still hope for one more chance at Evan's cock. But, even if I never get another chance, those 15 minutes the first time will last me for a lifetime.

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1 Gay Erotic Stories from Chilly Bone

The Best Bet I Ever Lost

The most exciting sex of my young life was a blowjob that only lasted 15 minutes. Evan and I were seniors on the high school basketball team, and both just 18. I was a 5'11" guard with blond hair and a swimmer's build. Evan was 6'4" of tan, muscled perfection. He was the classic young jock: not an ounce of fat, swollen chest, smooth washboard abs, and broad shoulders that tapered

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