As he heads towards the stairs, Cameron glances down past the railing and spies a few familiar faces. A few of the same cowboys from last night, sitting and drinking. He felt his face flush at the sight of them, his ass clenching at the reminder of how he squealed, bent over a different bar, as his panties were hauled into his backside. Three pairs of hands stretching the fabric every which-way, while another set held his forearms to the wood. He remembered the laughing and jeering, the whistles and teases, as his pants were pulled down, revealing how deep his undies were forced into his voluptuous cheeks. Slowly, he backs away from the railing, before turning and bumping into a taller man.
"My apologies," Cameron says, nervously shifting around the man. "Pardon me."
To his surprise, the opposing figure stepped with him. As the oddly-familiar leather boots caught his attention, a voice made Cam's blood turn to ice.
"Well, well, well, look at what we have here." The cowboy said, leaning closely towards Cameron, leering at him lecherously. "Howdy, Princess."
"Oh, no." Cam whispered, his gaze locked onto the larger man's face.
"What's the matter?" He said, stepping so closely to Cam, his belt-buckle brushed the smaller man's chest. "Me and the boys were hoping we'd get to spend a little more time together."
"But to our surprise, you skedaddled." The cowboy brought a hand around Cam's back, low on his waist, his fingers pressing lightly on Cameron's clothed crack. "Maybe this is a sign from the heavens above, saying, we oughta stick together. What d'you say, Princess?"
"I-I think we had our fun, and it's time we go our separate ways." Cam says, trembling slightly. His hefty derriere was already tensing in preparation for what might come next.
"Aww, that's too bad." The cowboy said with a forced pout. "But I think I know what'll convince you."
The cowboy shifted his hand, grabbing ahold of Cameron's blue panties. As Cam gasped, the cowboy gave his undies a few tugs, pulling the fabric up to his mid-back. Then, he turned Cameron and walked him towards the railing.
"Wait! What're you-? Please don't!" Cam squeaked, each step forward forcing his underwear to climb higher between his cheeks.
"Almost there, Princess." The man said, getting Cameron up against the railing, before using both hands to lift him by his panties.
Desperately, Cam tried to hold onto the railing, but the cowboy's strength was too much for him. With a little jerk, Cam was lifted over the railing, dangling by his panties. He glanced back once more at the smiling cowboy's face, before he started to fall. Cam hollered as he plummeted, which suddenly turned into a loud squeal as he stopped. Looking up, the cowboy was halfway over the railing, still with a tight grip on his panties.
"Hey boys! Lookee who I found!" The cowboy called to his companions. When they looked up and realized who their boss had his hands on, their eyes widened and they began to cheer. "Help me convince him to come along with us!"
"I'll grab his pants!"
"His ass is mine!"
"I got his shirt!"
As he whined and whimpered at what would come next, Cam heard the bar come alive.
"Look at the ass on that boy! He puts some of my girls to shame."
"The way he squeals! Lordy, I've never heard a woman, much less a man, make that sorta sound."
Swiftly, he was made nude except for his panties, quickly giving him the moniker "Princess" amongst the bar patrons. Over and over again, the boss pulled him up to the second floor, then dropped him, shrieking and moaning as his panties climbed deeper into his behind. With every drop, came two of the other cowboys, who pulled Cam by the legs until his feet reached the floor, while the third cowboy spanked him roughly. The patrons cheered and whistled, made bets on when they thought his undies would tear, and watched him squeal and writhe in his fabric prison. Whether the wedgie lasted hours or minutes, Cam couldn't tell, only when they seemed to be getting tired, they finally stopped.
"Hold onto him for a minute boys, I think we've convinced him." The boss said, letting him drop one final time.
When the leader of the group came down the stairs, he looked over at Cam. The smaller cowboy's panties looked more like a blanket than underwear, his cheeks stamped with bright red handprints, and the impression of his small cock was clearly visible through the tight fabric. His eyes were crossed, a line of drool trailing down his chin.
"Let's wrap him up and take him with us. We could always use some entertainment for the road."
With some more pulls to Cam's panties, some "ooh's" and "ahh's" by the customers, and some orders by the boss to his men, they gave Cam a double atomic, and used the excess fabric to hogtie his hands and feet together. Then, they brought him outside, attached him to the back of the bosses' saddle, and rode away from the town.
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