To wedgie her

"Ok." Midoriya released Momo, making the girl shudder in relief and slump forward.

"Th-thanks Midoriya..."

"Oh, don't thank me yet, you haven't heard my conditions." His hand was still in her pants, and his other was drawing around her back, tracing over her waistline.

Fear shot through the girl, and she looked up at him. "What?"

Slowly, he traced his finger over her pantie's waistband. "Wedgie time."

"W-Wait Midoriyaaaaaa!" Momo screamed as he grabbed her underwear and pulled up, the cotton tearing into her cunt and asshole.

"Oh wow these are cute." Whatever embarrassment or happiness she might have felt being complimented on her underwear was wiped from her mind as he pulled even higher, drawing another scream from the girl's throat as the cotton split her pussy in half.