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.
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….
Cole had even been staging little-attended protests and other small acts of rebellion against the nearby base, and he was preparing for his latest tactic when he suddenly heard some relaxing music. 
“Really Coach? Damn. I guess I’ll just start with, MaskSlave, take off your shirt.”
And despite Christian’s insistence of playing a weird mix of patriotic electronica, or whatever odd genre that was, Derek felt incredible. It was as if all his thought and worries were vanishing from his mind, leaving just a simple fun-loving jock. He hadn’t had much to drink but somehow still felt drunk on life. Christian loved to watch him. Heck, he’d loved watching him all along, secretly taking screengrabs of Derek whenever he had the primary screen in the Zoom meetings. There had been a sadness in his eyes that made Christian sad, and so he set out to help his sexy co-worker truly let go for the weekend. And yet, as Derek let go of all inhibitions, Christian realized it was working better than he ever dreamt.
On the other, Derek seemed to be so free of decisions that he kept asking Christian, “What should we do now?” and insisting his co-worker decide for them. “Whatever you want to do. I just don’t have any cares today and I want you to feel just as good.”
