Flashback Friday: The Hitchhiker

This story, originally written in fall of 2020, was originally for Patrons only and is now available for all as part of Flashback Fridays, the first Friday of the month.

Jakob was spoiled, yet lonely. A trust fund baby, he had grown up learning how to manipulate others to his own advantage. Some might even call it covert hypnosis, the way he could seemingly charm anyone to do anything.

During the shutdown, he could only spend so much time out by the pool, so he went online and began to truly study the artform and how he might be able to better use it to his advantage. He knew too many would be with him solely for the money, so as lonely as he was, he wanted someone who could truly be part of his life.

As restrictions began to ease, the privileged young man decided to go for a drive.

On his drive, he spotted a young man hitchiking, a considerable ways away from a broken down vehicle that had been on the side of the road.

As the sweaty hithchiker introduced himself as Breckin, he also explained that few cars had gone by and the few that had were not willing to stop for a man they feared.

Little did Breckin know it was Jakob that should have been feared; then again, perhaps Jakob was exactly what the lost soul needed. Either way he was grateful as Jakob pushed play and the music helped his body, sore from walking, to really relax.

As he dozed off, he had strange dreams about being a poolboy.

At least, had he woken up free of conditioning, he might have found the dreams strange.

Instead, he woke up feeling like he belonged to Jakob, who was just pulling off into a clearing. “Why are we stopping, Sir?” Breckin asked.

“The pool is great, but I thought it might be good to breathe in all this good air from the trees. And I know just the perfect clearing for you to suck my cock in privacy while we enjoy it.”

“Yes, Sir.” Breckin’s mind was hazy. Wasn’t he going somewhere? How did Jakob feel both like a Master and a stranger at the same time? But he knew deep down he wanted to obey, and so he did.

Any lingering doubts seemed to vanish as he began serving his new Master.

And any doubts Jakob had about the effectiveness of his new skills were also removed as he saw the programming at work. He was so pleased with how well Breckin obeyed, without question.

Even if some questions had crossed Breckin’s mind, he didn’t let them stop him from the compliance he felt was right. And the more he sucked, the more those questions disappeared, replaced by visions of having served as a poolboy entered his mind.

Visions of how he loved looking sexy and seductive for the enjoyment of his Sir as Master Jakob relaxed by the pool. Visions of how he loved then being commanded to take care of his Master’s needs.

Fuck, his Master has such a beautiful cock. It was meant to be worshiped and he loved to worship it. More and more, the visions filled his head and reshaped both his past and future. As he returned to the here-and-now in the clearing, he was more than ready to be fucked by that cock. H

e might not have been a bottom before. Perhaps he had even been on his way to see a girl. He really couldn’t remember, and it really didn’t matter. He was happier than he had ever been in his new life.

And he knew Jakob was happy to have someone so devoted to him, which made him even happier – for Sir’s pleasure was his pleasure. By the time he was covered in cum, there was no going back.