All characters are over 18.
*****
FRIDAY NIGHT
"So, who won that challenge?" Anton asked Dylan.
The challenge was simple. Anton, a very out gay man, had boasted of a recent conquest in which he made a nominally straight man shoot his load six times in one evening. The audience for Anton's story was his straight friend, Dylan. The younger man scoffed at Anton's claim, saying no straight man could be made to nut for a gay man once, much less six times. Anton took that as a challenge. He made a bet with Dylan that he could break his record and give Dylan seven orgasms in one night. Dylan thought it over, but he couldn't resist a challenge that he figured would get him blown repeatedly. Besides, he didn't really believe Anton, a gay man, could actually make him come. Dylan was soon disabused of that notion. Blowjobs were followed by handjobs and fucking, and within a few short hours, Dylan had indeed blown his load seven times.
He was in shock now.
"So, who won the challenge?" Anton asked again. He was naked and aroused.
"You did," Dylan answered with a sigh of resignation.
"Damn right, I did."
Dylan began to think about the terms of their wager and remembered his fatal mistake. If Dylan had won, he would have had Anton as a housekeeper for a week; if Anton won, Dylan was promised for a week of service which had remained unspecified. He hadn't worried about the terms when he was sure he would win. He still couldn't believe he had come seven times by the ministrations of a gay man. He had been sure that he was straight; he was not so sure of that now and he was troubled and tired. He had been blown, manipulated and fucked to mind-blowing orgasms far beyond any he'd ever experienced with women.
"You know what you need to do," Anton said. Anton had just fucked Dylan's brains out on the couch, but he himself had not come. His prick was at full-mast and at eye-level for Dylan, now sitting up on the edge of the couch.
His promise of service was not specific; only that he was at Anton's command. How could he have been so stupid? That meant he was obliged to do anything the gay man asked him to do. What would that mean for Dylan?
"Let's see if you can break my record. Don't worry if it doesn't happen tonight. We have all week."
Dylan knew there was no chance that an inexperienced cocksucker like himself would be able to get this confident gay man off enough times to break the standing record; that would entail giving Anton eight orgasms in one evening! As Dylan began to suck Anton's cock, he realized to his astonishment, and not a little horror, that his dick was hard again. He looked up from his work and saw Anton grinning down at him in triumph.
"Straight boy, eh?" Anton gloated with good humour. "We'll see how that stands in seven days."
Dylan's protest was absorbed by the cock shoved back in his mouth. Anton laughed at his younger friend's plight.
Anton had been having a great evening blowing and fucking this beautiful straight boy but he deliberately hadn't allowed himself to come. Confident of victory all along, he saved himself for this.
As Dylan sucked Anton with hesitancy and clumsiness, Anton coached him to keep his teeth covered and put a gentle hand on Dylan's head to guide his rhythm. He told the younger man to use his tongue to greater effect and to add suction to his nascent repertoire of cock-pleasing skills.
For his part, Dylan was stunned to find himself relaxing into the work. His jaw was already growing tired, but he found himself stimulated by his efforts. His cock remained straight as a ruler.
For all his self-control in preventing himself from coming earlier tonight, Anton was once again close to his orgasm. He wanted to savour this significant moment in the process of turning Dylan out. He wrapped his fingers in Dylan's hair and began to control the speed of the younger man's movements. For a time, the pace remained steady, but as Anton neared his climax, he held Dylan's head stationary and began face-fucking his young friend. Dylan could not move his body, but his tongue never stopped massaging Anton's cock.
Anton was lost in his pleasure. "Soon... soooon, Slave," he moaned.
"Mmfff... Mmfff... Mmfff..." Dylan's voice was muffled by the organ in his mouth.
"Yes... here it comes, my little cocksucking sissy faggot!"
Dylan couldn't understand why being called those names made his dick spasm with strange delight. He was straight! Wasn't he? Then all thought was forgotten as Anton groaned and ejaculated in Dylan's mouth. The older man had been giving blowjobs and fucking Dylan all evening in his effort to win their bet, and in so doing he had effectively been edging himself for hours. When the flood came, it was full and copious. Anton groaned in his joy. He looked down at Dylan, and pushed him off his cock. The younger man's eyes still bulged from the shock of receiving Anton's wad. His mouth was full of semen. It trickled out over his chin.
"Relax, Dylan," Anton said. "It's your first time taking a load in your mouth. Savour it. Note the taste. Roll it over in your mouth and enjoy its texture. Open your mouth and show me your prize."
Dylan complied, letting his mouth gape wide open. The silvery spunk had mixed with the young man's saliva and it hung in threads from the roof of his mouth. Dylan's cock twitched as he realized how whorish he looked and Anton wondered if he couldn't tease another load out of the lad.
But fuck that, the bet was won and it was time to reap the rewards of winning.
"Swallow my load," Anton commanded. Dylan, with some sputtering and coughing, obeyed. He opened his mouth to show his new master that the deed was done. Anton nodded. "You've done good work here today. You should be proud, my slave."
Dylan was confused. He did feel a spark of pride in making Anton come. He felt shame because he had been raised to hold homosexuality at length. His pride also withered when Anton labelled him his slave. Yet his belly was full of cum and his sexual appetite was profoundly satisfied.
"Get up," Anton said, holding a hand out to help him up off his knees. "We're not going to break any more records tonight. Let's go get some sleep."
Dylan hadn't realized until just then how exhausted he was. Between them, they had been fucking and sucking for hours. Anton led Dylan to the bathroom. Dylan needed to piss and Anton insisted that he do so in front of him. "Slaves don't get privacy," Anton said. After a little bladder shyness, Dylan did his business. They stepped together into a hot shower. Anton ordered Dylan to wash himself thoroughly while he watched. When he finished slowly scrubbing himself from head to toe, Anton raised his arms and demanded his slave wash him down just as completely. They both had boners, but Anton was tired; he made no demands. After their shower, they collapsed naked in Anton's bed and Anton led their chat.
"It's Friday night; you belong to me until next Friday morning. Seven nights in my bed. Tomorrow, you'll go to your place and bring back a few things to see you through your week as my slave."
"Okay," Dylan replied.
