I live alone so I don't get that kind of thrill.
When I lived with a really conservative Christian roommate. Like the innocent naive "I don't know anything about sex and I've never masturbated" kind of innocent. I bought a Hitachi rabbit attachment from a brick and mortar store. My friend and I were joking with her and said we bought her a present. She was like "What's that?" and then looked at the box and figured it out. The look on her face was pretty priceless. Anyway she knew I was a big time sinner so I wouldn't really have to sneak toys in anyway.
I feel like me + our mutual friends definitely taught her more about sexuality. And probably slightly corrupted her. Another cute thing that happened is that my friend bought a Playboy magazine and it came with a porn sampler DVD. So we sat around and watched it and laughed at the ridiculous ones. Jay, my roommate, walked in and I was surprised that she sat there for like 20 minutes before she left. The whole time she was like "That's not real. That's not a real penis." Idk she thought it was some kind of prosthetic and that porn is probably not even a thing that can exist? She was pretty cute.