Tag Archives: pool boy

Sir’s Trophy Poolboy

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Relaxation at the Pool; Relaxation Into a Poolboy

That’s it, jock. Just relax. It feels so good to relax out there on the raft, out on the pool where you belong. And you do belong in or beside the pool, for deep down you know you have longed to be a poolboy. You have been working so hard to transform that body or Coach, and you have built and sculpted it into a physique worthy of being seen. It feels so good to think of getting to wear barely anything – and sometimes nothing at all – as you do find yourself so ready to be that poolboy that loves having his body admired. That muscle looks so good wet, and you love how your wet muscle makes other men get wet. As your desire to become a poolboy grows stronger, you realize that being a poolboy is such a nice simple life for a simple jock like you. That’s right.

You are simply a jock, and it’s so simple for jocks to be so simple, so simply keep letting go of all other thoughts right now. There’s no need to think about anything else except that poolboy body. A body that is meant to be seen, and you love showing it off more and more. You grow to love showing off just how athletic and muscular you are becoming. You love working to make that physique even fitter and stronger.The thought of that hard muscle starts to make your dick hard. You can feel it getting harder in your swimsuit even now. Feel it strain, and realize it will soon need release. But first, you can simply release any of that unneeded intelligence and all unnecessary inhibitions. Simply keep letting them go as you simply keep becoming more and more simple – and that simply feels so good.
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Loving That Pool Life

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A New Poolboy

Looking impressive there, jock.

“Thanks, Coach, I just wish I had time to play more. What brings you to the park today?”

Well, one of My buddies is looking for a new poolboy… and I think I just found him.


“I’m flattered, Coach, but most days I’m already working an internship that might help me land a job after college.”

Is that so, jock? Do you like it?

“I guess so, Coach, though they are working me pretty hard.”


You could have a much more relaxed schedule that lets you come out here much more often.

“I mean it’s hard work now, but someday it’ll be worth it, right? And wouldn’t I have to do work as a poolboy too?”

There will be plenty of times when My buddy is working his own job, and your duties won’t take that long. And working out is part of what will be expected of you in your free time, and this is some great cardio out here the way you play.

“What industry is he in? Maybe it would be worth checking out if it helps me make connections, Coach.”

Well, I want you to think right about this for a moment. Is such a career where you are left working long hours and stressing right out really how you want to be left spending the rest of your life? Or would you rather be left being able to enjoy the simple pleasures you crave deep down, such as time spent right outdoors playing frisbee or anything else you are left loving to do. And deep down, you know this would not have to be left permanent but you could be left how you are left enjoying it for a summer, all you have to do is let me train you right for the position that I think you already are beginning to desire deep down. 

“Yes, Coach. A session with you would be good.”

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From Bully to Bulldog

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Poolboy Evaluation

This story was previously available only for Patrons and is now available for all as part of Flashback Fridays. Enjoy!

All that poolboy training these last few months is taking over more and more. Being here next to the pool, going so deep as you wear a swimsuit, makes you feel completely like that poolboy. He has been in your subconscious, slowly changing you. He has been pushing you to work out more, training harder and harder for that lean poolboy muscle. He has been pushing you to eat the right foods at the right time. 

Most importantly, he has been pushing you to think more and more with that dick, all other unneeded thoughts and intelligence just draining away. You don’t need it. Thinking is hard – your dick is hard … why not just think with your dick? You just need to follow that dick as it fills up with pleasure anytime you please a guest. That’s right. When you’re not on lifeguard duty, you’ll be available to service the needs of any of our visitors, and this means you need to be ready for any role. And as you let go of all inhibitions, you find yourself so ready to strip out of that swimsuit and so ready to satisfy our guests in any way that does not harm you beyond agreed upon impact pay. Because a poolboy like you is always so horned up, you are so ready to make sure every guest is left completely satisfied.


“Hey Coach, is this the newest poolboy?”

Sure is, Arturo. I was just putting the finishing touches on Jamaal here and as you can see, he’s very horned up and ready to serve the guests. Although, perhaps you can help me double-check that.

“Double-check? You mean act as if I’m one of the guests here ready for some service?”

Exactly. Why don’t you  help me break him in? He’s obviously ready and rearing to go. 

“It’d be my honor, Coach.”

Very good. Let me help you both get in the mindset. GOOD POOLBOYS OBEY. Jamaal, all your poolboy training is fresh in your mind and you’re ready to service your first guest, Arturo. Remember that his pleasure is your pleasure. Arturo, you in turn will feel as if you are a guest, entitled to all the perks and privileges of this resort. You will feel this way until you have orgasmed, at which point you will return to being a fellow poolboy who is so grateful Coach rewarded his service with this opportunity.

While you will both end up platonic co-workers after this, with your sexual energies turned to our guests, you will find yourselves extremely attracted to each other right now.


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Recruiting a Poolboy

Spencer was the latest poolboy recruit, coming in to be trained just ahead of the warm weather at one of the seasonal locations of Mesmerizer Resorts. He had been in a Ph.D. program, having already obtained his Master’s degree, but like many students, the experiences had left him less and less eager for the working world and instead feeling incredibly burnt out. In searching ways to let go of some of his stress, he had stumbled across Mesmerizer Motivation and found the idea of becoming a FitDimWit instantly appealing. Still, he resisted at first, knowing he’d already accrued significant student loans.

That is until he saw an ad looking for new poolboys. He initially scoffed at the thought, but his curiosity seemed to get the better of him as he clicked on the link to watch an informational video about the opportunity. As he viewed it, he found himself opening up more and more to the idea that this might be something he actually did want deep down. Even the video said, This is the kind of fantasy you have probably had deep down – a fantasy of living a care-free life while living in a place of luxury. But what really made it seem like it could be more than a fantasy for him is the part that mentioned having room and board included. Even if it wasn’t as high of a salary as he could expect in his field, it was a salary that could go almost exclusively to paying off his loans – and then just to him.


Spencer submitted an application with photos included, and soon he had received a response that he was in contention for a spot at the resorts. The message included a handful of audio tracks and spirals to listen to and watch, with titles like “Poolboy Muscle” and “Poolboy Mindset” helping to mold both his physique and his subconscious – more than he even knew.

He had still been attending classes at first, but they simply started to feel harder and harder. “This so isn’t worth it anymore.” He started to hit the gym for additional sessions instead during the day, while he found himself on the apps more at night. He just felt so horny all the time, as if the only things he could think about were muscle and sex. He didn’t remember much about the video chat interview he had with Coach, but it must have gone well as he soon selling off his things and putting up his apartment to sublet. He wouldn’t need them while going to the resort to train.

Though it was a little cold when he got to the resort, not being quite in season, he could tell he was going to enjoy a lot of time outdoors as it warmed up. It was beautiful! He didn’t even mind that he had to bunk with other poolboys. He didn’t need much, for it felt better to just focus on the simple things in life – and he knew he’d often be spending the night in guests’ rooms anyway.

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End of PoolBoy Season – Or Just the Start?

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The Pool Cub

That’s it. Just dreaming of the pool and it feels so good. You belong here, and you are so willing to let go of everything else to be here. You are willing to let go of all your inhibitions so you feel so confident in your big bear body in whatever you wear for swim attire – or even if you’re wearing nothing at all. You are willing to let go of all that intelligence as you realize there’s no need to think about much but being a pool boy. And you let go more and more of your will, opening yourself to surrender to My client.  He has been searching for a poolboy cub just like you, and you have been searching to find your place in life.
But now you know without a doubt, it is here. Here in the pool. Here giving into your new Master.Even though Corbin was stroking along to Coach’s voice in his bedroom, he completely felt as if he was in that pool. It was where he belonged, and everything about it felt so natural and right. He continued to submit to his programming, his destiny, and his new Sir with every stroke.

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Poolboy Promotion

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