Lol, as far as clothes and stuff I loan out things I don't really care about. But if it's something really important to me I'll just say either "Are you willing to buy me another one if something happens to it?" or "If something were to happen to it I can't replace it.". But my LV's!!!! Those who know me well enough to feel comfortable asking to borrow a bag, know me well enough not to ask!!! I have one friend I'd feel comfortable letting use a bag, because she's as anal and protective as I am. She'll stalk you non-stop just to pay back the $1 she borrowed for the vending machine. But her only.
One time I asked a friend to hold my purse for a sec...it wasn't LV. When I looked over she had it on her lap with the crook of her arm through the handles. But she was leaning forward so she was smashing it!! I ran over screaming "You're smashing it!" and snatched it away so fast.....it was completely instinctive. Everyone started laughing....so I held it like a baby being consoled and said, "It's ok, shhhh it's ok, Mommy's here now." I think that got the message across.