Move her toward public nudity

"If you are strictly aiming for confidence, and not just validation, Exhibitionism is what does it for me. I need a wig and a fake identity because I can't risk the Schnee family legacy. You don't have to dilly dally on scroll forums hiding yourself and your body under fake names and wigs. The most freeing and confidence boosting thing you could do Ruby, is to take off your dress."

Ruby was hesitant. She definitely hadn't intended to lose her clothing after a conversation with Weiss about self-confidence. She seemed certain. Though occasionally rash, Weiss was definitely not know for being stupid. If she said this would work, it would likely work. On top of that, she had really opened up to Ruby about the echii parts of her life, and that could use some counter trust.

Before Ruby could even truly decide what she wanted to do, she found herself saying, "Ok" while her hands fiddled with the stings on the front of her dress. While the strings were loosened, she unhooked and shrugged off he cloak. It loosened and slowly dropped while Ruby's silver eyes stared into Weiss's. It puddled on the floor at her feet with her dress and now resembled a wreath more than clothing. Now clad in panties, a bra, she managed to find her voice. "Weiss, this seems really embarrassing. Just walking around in my underwear. Even when its just you I feel silly." She looked at the older girl, hoping for an elucidated message of hope. "Underwear?" Weiss scoffed, "Why would you wear that? I started in lengerie, but I wasn't admitted into beacon 2 years early. You are a fast learner. If you are going to do this, no half measures, low lose the lace." Her face showed mo evidence of tomfoolery, and her smile seemed genuinely caring. Confused, Ruby just said, "If you say so, but I'm not sure I can do this." Without waiting on her brain to judge her hands unfastened her bra, and lowered her panties. Soon, both were puddled with her dress and cloak. A small black landing strip adorned her pubis, and Weiss was impressed at how little Ruby twitched or tried to hide. "You look wonderful Ruby, maybe this should be your permanent uniform." Weiss said smiling.

"Weiss, I'm scared." Ruby said.

"You'd be crazy not to be," Weiss replied.

"What if you are wrong? What if this doesn't help? What if all I'm doing is making a fool of myself and contributing to Jaune's spank bank?" Not that the last part of that seemed to particularly effect her. She was certain she already occupied a central holding in that particular bank.

"If I may be the voice of reason", Weiss said with a shocking lack of irony. "We are just students Ruby, it's ok if we make mistakes. It will just be another learning experience, but nobody ever died of embarrassment." She smiled at her short friend.

"What now?" was all Ruby could think to ask.

"Well, now you go on a walk," Weiss grinned.