On a miss, you pass out and a new NPC appears.

Lily pointed at Tabitha, "Please, I also need your dress. I can't keep walking around like this."

Tabitha carefully considered this for a moment before shaking her head no, "No, but I can promise you that you won't have to worry about being like that for long."

Tabitha's smile was not reassuring in the least, but Lily had no time to consider this before the world went black.

When Lily awoke, she found herself suspended in the air by the ropes wrapped tightly around her body. A ring gag had been fitted into her mouth keeping it wide open. She was in some kind of hotel room and nearby voices could be heard talking to each other. One of them sounded like Tabitha, "Oh yeah, she really is into that sort of kinky shit. She was talking all day about how she'd wanted to lose her virginity to someone at prom but couldn't decide who. Oh yes, she is okay with you popping her cherry. She's practically been begging for it."

At those words, Lily began to thrash against her bonds while making muffled screams. She couldn't believe what she was hearing. She was about to be **** by a complete stranger and there was nothing she could do to stop it. Worse of all, she wouldn't be able to tell anyone it was ****. Who would believe her? She'd arrived dressed like a sex **** ready for market, her breasts and clit pierced, and wearing bondage ropes. Her best friend had even claimed that she'd asked her to set up this ****.

Soon the man stood before her wearing nothing and sporting a ten inch cock. It was like her wrist in circumference, and Lily was certain her poor cunt wouldn't be able to take the whole thing. The man was clearly older than her with greying hair that she might have called distinguished. He was a little pudgy around the middle, but otherwise, the man wasn't too unpleasant to look at. The momentary sense of acceptance broke Lily's heart. What am I doing? I can't think my **** is handsome!