Right away

It's not like she didn't warn him. Anna pushes the button, and the effect is immediate. Jeff's enormous bulge shrinks down into a worthless little nub that's barely visible, even with his tight shorts. Anna puffs her glossy, pink lips into a patronizing pout as she gestures down at Jeff's little dicklet. "Aww, so much for having the right equipment, huh. That itty bitty thing isn't going to be satisfying anyone," she giggles, her eyes going wide as her patronizing comments are enough to bring Jeff's new sissydick to attention.

She smirks as he lets out a pitiful little moan. "Oh my, it looks like someone likes it when girls laugh at his teeny cockette. Is that right?" she asks, prompting a nod as his dick twitches. She tsks, "No no, I wanna hear you say it." He whimpers meekly, "I-i like when girls laugh at my teeny cockette," he admits, blushing, the treatment enough to get him dribbling weakly into his boxers.

Anna smirks, reaching out to gently rub Jeff's crotch, the stimulation filling him with an intoxicating mix of shame and pleasure. His knees tremble, and he gasps and pants pathetically. "Good, because by the time I'm done punishing you, the whole gym is going to know what a weak little limpdick you are."