Appeal to Molly for some sympathy

“Molly, please. Don’t let him...”

“Ya know, the fact that you look so adorable when you beg... really makes me want to see you beg all the more.”

She grinned wickedly.

Caleb was gloating now. “Heh. You heard her. What can I do to make you really squirm?”

“N- nothing. I just want... please just let me....”

“How about this?” Caleb winked at Molly as he yanked up Nate’s long-sleeve tee and pulled it over and behind Nate’s head, leaving his arms – still held securely by Caleb’s two henchmen – in their sleeves, while fully exposing Nate’s torso.

Nate had made some effort to go to the gym, but working out would always be always second-fiddle to studying. So while he’d made some inroads into toning up his scrawny physique, he remained very much on the slim side.

“Mmm, not too bad,” Molly purred as she leaned in to straighten Nate’s glasses, which had been knocked askew when Caleb pulled his shirt up.

“You’re kidding me, Molly. No wonder this guy’s so worried about us seeing his body. He doesn’t want anyone getting a load of how puny he is.”

With that, Caleb brushed a thumb across one of Nate’s nipples. Nate’s whole body shuddered.

“Now that really made him squirm,” Molly teased. “Let’s see what else we can do.”

She rested a hand gently on the light tuft of curly brown hair amidst Nate’s chest. “He’s not too hairy... but still plenty manly.”

“Why don’t we see just how manly he is.” Caleb ran a finger down Nate’s chest, from his tuft of chest hair to a smaller thatch around his navel that tapered to a thin line leading south.

“You don’t need to do this. You really don’t need to do this. Please don’t do this,” Nate pleaded, his voice almost a whimper. The situation had taken on a new urgency. All the exposure and touching of parts of his body ill-accustomed to such intimacy had caused an unwanted, but undeniable, reaction. Nate was getting aroused.

“Now he’s really squirming.” Molly licked her lips.

“I wonder why?” Caleb said with a knowing smile.

“Oh. Shit. Do you think he’s...”

“Hard? Maybe, from all this attention.”

“Well, I can’t really tell,” Molly said, eyeing Nate’s crotch.

Caleb snorted. “Probably ‘cause there’s not much to see. Only one way to really find out.”

“No! Stop... you can’t do this,” Nate panted.

Caleb unbuckled Nate’s belt and tugged at it. It slowly snaked its way through each loop before coming off completely and drooping slackly to the floor.

Nate closed his eyes, his face now beet red as Molly fingered his pants button for a few excruciating seconds before popping it open. She began to slowly draw his zipper down, the parting denim revealing a v-shaped glimpse of Nate’s boxers below, his last meager defense against ultimate humiliation.

“Eep,” Nate yelped at the sensation of someone coming so close to touching his most secret part.

Molly stepped back to let gravity do its work. Nate felt cool air on his thighs as his jeans – now freed from their restraints – began their inevitable descent floorward.