Tag Archives: bottom training

Lucky Bottom Jock

This post was originally scheduled for March 17th, thus the references in the story, but for some reason it failed to post. So apologies for the technical error, but better late than never!

So, you think you’re a top, huh, jock? Just always been that macho guy that needs to be in control. And yet deep down, you know it’d feel so good to just let go. That’s right. Just let go of all that attitude and allow yourself to enjoy the pleasure of sexual submission. I can see you trying to resist, but think about what it is that is making that cock really pulse. Does it stir more when I have you imagine fucking a nice tight hole? Or does it stir more when you imagine another guy pounding you? That’s what I thought, jock. You know what truly stirs you deep down. And as you begin to strip off those clothes, you also begin to strip away all inhibitions. Just let all that resistance fade away.

Focus on that bottom right now. Simply relax your mind of all other thoughts as you start to think less and less about your dick, even as you think more and more with your dick – simply using it to think about that hole. It’s a hole that will feel so incredible when it’s stimulated, all you have to do is relax.

Relax your body. Relax your mind. Relax your hole. Relaxed and ready to be penetrated. Penetrated by My voice as you drift deeper into trance. Penetrated by dick as you imagine becoming that total bottom. You are a total bottom. And that bottom is about to become your most prized asset, emphasis on the ass.

You feel so lucky to be becoming your true self that you have always been deep down, and you can’t wait to get lucky with a top. After all, it is St. Patrick’s Day, and it’s just so fitting to convert you today into that bottom so that you can go out tonight in your green jockstrap and enjoy finding a nice hot Irish top. And something tells me you won’t have any trouble doing that, and I know you already feel so incredibly eager to bottom for him. Show Coach just how eager you already are for that. That’s a good bottom jock!

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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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The Gift of Bottoming

“Hey Coach, it’s my boyfriend’s birthday and I was hoping you could help me out with a gift for him.”

What did you have in mind, jock?

“I’ve always been a total top in the past, but my boyfriend is vers. He’s been so good about only bottoming with me, but I know he wishes he could still top sometimes too. Could you help me become comfortable with bottoming?Sure thing, jock. Let’s start by having you think of how much you already lust after your boyfriend. You obviously have an attraction with him, perhaps an attraction on multiple levels.


Focus on that attraction and allow yourself to feel that lust for him now. Think of how sexy he is to you. Think of all the things you already love doing with him. That’s it, I can already tell you are lusting after him hard, your dick getting harder and harder as you do. You can take it out at any time you’d like and really let it grow as you continue to fill with that growing lust. As you continue to give in to both the pleasure of relaxation and the power of lust, realize how hard you have become at the thought of pleasing your boyfriend. He is someone you yearn to make happy, and it feels good to do whatever it takes to please him. This in turn pleases you, always so pleased when yo have pleased him as his pleasure becomes your pleasure. This becomes true for all times, but you especially love to show him how special he is to you on those special occasions like birthdays.
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Flashback Friday: Getting Comfortable With It

First Friday of the Month usually features a flashback to a previous story, sometimes with improvements added. Original Here. 

Coach loved pairing up the jocks, and he especially loved seeing when his eye for chemistry was confirmed with explosive passion. Yet, that didn’t always mean all pairings were then ready to go without any further work from Coach. Many needed help finding their natural positions, especially when many had come from a culture of toxic masculinity where bottoming was seen as a “girly” thing to do. Although Coach often promoted proper masculinity for his jocks, he also wanted his jocks to realize that bedroom roles had nothing to do with it. When one of his new star recruits showed hesitation to do more than receive a blow job, Coach set out to make him completely comfortable with bottoming.

As the teammates that had already bonded played on the bed, Coach went to work with his suggestions. Soon the jocks had stripped away their inhibitions along with their clothing, and a dildo was brought out to help break in the reluctant jock as his new boyfriend Terry assisted.
That’s right …. in this relaxed state it becomes so easy for you to allow that dildo to just slide in. And as Terry begins to slide it back and forth for you, every thrust inside of you helps you become more comfortable with the idea of being fucked. Because if a dildo can feel this good, you know that Terry’s cock will feel one hundred times better. And so it won’t matter if you’ve only ever fucked girls in the past. Your ass is now primed to be fucked and you’ll find that you always prefer to bottom from now on….
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Prepping the Team CumDump

So, you lack experience but still fantasize about being the team cumdump, huh jock? Well, I can certainly do My best to help you prepare and work to transform you into that very eager bottom craving all those hot jock cocks. I am sure the thought of that is already starting to turn you on. It’s okay stud, go ahead and focus on that increasingly hard dick.It is simply so arousing to think of being such a valuable member of the team, one that will help fluff up players before the game and let them unload their energy afterwards. And while some players have dedicated beta jocks to fulfill their Alpha needs, there are those that sometimes will need you to pinch in as a substitute – and there are those that are sometimes are so pent up they need to go at it again.  And to take on this role on the team is such an honor and fills you with pride. More and more, you love to be used by your teammates whenever they need that sweet release. 

The more you think about getting used by your teammates, the harder you get – your dick signaling to you that this is indeed what you have desired most deep down. Yet as you focus on that hard dick, you know your own dick really doesn’t matter. That’s right. As hard as you are now, what really matters is that you have a hole that is so hungry and eager to the dicks of your teammates. Let’s go ahead and prep that hole now.  I know you are already eyeing that larger dildo, but take that other toy first. Use it to loosen up your hole. The more you use it, the more comfortable it feels to have something inside of you, all as you continue to relax that hole while listening to My voice. it’s just so easy to release any tensions and let go of any stress. It is so easy to just feel so relaxed and ready for your teammates. You know their dicks will vary in size, but you are so eager to take them all.
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A Hole Lot of Relaxation

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Eager to Bottom

You wanted to see me, jock?

“Yeah Coach, I’d really like to get more comfortable with bottoming. When I look at pics of other guys, it’s the role that I imagine myself in – what feels right – but I just am still a bit freaked out by the idea of something in my ass. Can you help?I can certainly try, Bobby. Let’s focus on those fantasies you’ve been having. No doubt that even as you think of bottoming, it makes you a bit hard, doesn’t it, jock?

“Yeah, Coach, it does.”

And do you find that even as a bottom, you are taking control in these fantasies, hopping on?


Or are you taking a more submissive role? 

“I guess I always feel submissive, Coach.”
Very good. Allow yourself to start with that. Allow yourself to get so nice and hard as you begin to submit deeper to My voice, just like you’ll find it’s so easy for you to begin submitting sexually. And as you begin to feel that pleasure, you can begin to strip down. First down to those briefs, feeling just how hard the idea of bottoming makes you. And when you are ready, you can strip down to your socks, stripping away all remaining inhibitions and all resistance as you do.


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Starting at the Bottom

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Jock’s New Pleasure Center

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