Get in uniform first sub!

The staff member sat on the bed and watched Jamie dress himself in the uniform from the ‘gift’ box the cruise had provided. He took a deep breath and looked down at the black jockstrap, leather collar and cuffs that lay on the bed.

He felt a sense of dread wash over him as he thought about the humiliation of wearing such a ridiculous outfit. But he knew he had ****. If he wanted to avoid more punishment and escape this ship, he had to play along.

Jamie slowly put on the jockstrap and collar, adjusting them to fit as comfortably as possible. The staff member then put the cuffs on each of his ankles and wrists and tightened the collar further than Jamie had. He felt utterly ridiculous, like a prisoner or a farm animal being manhandled this way.

He was ashamed to think of how he must look to the staff member, but he didn’t have the courage to say anything. Instead, he just stood there, frozen in place, as the staff member approached him again.

They reached back into the gift box and pulled out a large black butt plug. Jamie’s eyes widened in fear as he realised what the man was about to “No, please,” Jamie begged, his voice trembling with fear. “I’ve never done anything like this before. It’s going to hurt.”

The staff member gave Jamie a sympathetic look. “I know it’s scary, but it’s just part of the uniform. You’ll get used to it, I promise.”

Before Jamie could protest any further, the staff member bent him over his knee once more and began to insert the butt plug.

Jamie squealed and squirmed in pain and discomfort as the plug pushed its way inside of him, stretching him open and filling him up in a way he had never experienced before.

Despite the discomfort, Jamie couldn’t deny the sensation was also somehow thrilling. He felt his body responding in ways he hadn’t expected, his cock growing hard in the tight confines of the jockstrap.

“There you are,” the staff member said satisfied with themselves, patting Jamie on the ass once the plug was fully inserted. “All dressed and ready to go.”

Jamie couldn’t believe what he was hearing. He was still trying to process the fact that he was now dressed in a skimpy leather outfit and had a foreign object lodged in his ass, yet the staff member was already leading him out of the cabin with a leash he’d attached to his collar, and now Jamie had **** but to follow.