Tag Archives: underwear

Free Fridays, Stories

Lucky Bottom Jock

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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 … Continue Reading ››
Deeper+ Exclusives ($10 Patron Level), Stories

Mentor & Mentee Meat & Greet

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Free Fridays, Stories

The Gift of Bottoming

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"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 … Continue Reading ››
Free Fridays, Stories

Jock’s Valentine Ride

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"You wanted to see me this weekend Coach?" I did, jock. I wanted to check in on how you were liking your transformation into a gearhead jock. "I fuckin' love it, Coach. I seriously feel so confident and sexy whenever … Continue Reading ››
Free Fridays, Stories

Flashback Friday: The NYE Party

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This Patron exclusive is now available to everyone as a special holiday Flashback Friday. Happy New Year, everyone!
Brooks had volunteered for an event at a New Year's Eve party, though he felt a bit silly dressing up just in a bowtie and underwear for it.  'As long … Continue Reading ››
Entranced+ Exclusives ($5 Patron Level), Stories

Still in There

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Free Fridays, Stories

MaskSlave

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It's Flashback Friday! This story, originally released at the $5 level, is now free for all! And a good way to kick off a month full  of masks and costumes. What might yours trigger you to do?
"Hey Coach, what's he doing there? He's just been sitting like that ever since he put that mask on. … Continue Reading ››
Free Fridays, Stories

The Meathead Himbo

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So, you've been working out to My files but are ready to take it even further, huh jock? That muscle lust already has left you craving even more muscle, but I understand you also wish to have that muscle get used more as you become more sexual. … Continue Reading ››
Free Fridays, Stories

Prepping the Team CumDump

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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 … Continue Reading ››
Free Fridays, Stories

Always Simple

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"So listening to your file, wearing this hat should help me be just a bit more simple? I don't want to be too dumb, Coach." Indeed, jock. Wear it forwards and it just helps to bring on the fun-loving jock side, not too dumbed down but knowing to … Continue Reading ››