I think the main issue is that she is generally a good kid and decently intelligent however there has never been a man in the house. She has had total freedom and is spoiled by the mom with a smart phone, big LCD tv in her room, unrestricted computer, and things like that. She is at the age where curiosity and exploration come up and I completely agree that openness and honesty is the proper way to raise a child. This is made difficult because I am not great at connecting, I am new, she spends all her time in her room or on the phone, mom sleeps all day, there is a 6 year old and 16 month old to take care of, relationship stress with me and mom, and my school. Friends are a big influence at that age and her taste in music is not a good influence either. She also has boys calling and when she was grounded last year we saw some pics on the phone and there hasn't been any nudity but tank top, booty shorts, and butt up in the air is pretty close or the topless pic with bags of candy covering her boobs. She has also been allowed to go to these teen parties where police provide security but its all teens dancing and such. I think these freedoms need limited and earned and she has to understand where to go in life. I am fine with her experimenting but if she is not goal directed toward the future in our economy college will determine social status. It is a chore to get the mom to do anything but I can't complain because the financial stress is mostly on her and she works 3rds, its an uphill battle. I don't want to constantly monitor her but until we have trust and acceptable freedom in place I think it is important for us to get a slice of what is going on in her emails, facebook, ect. Not many 14 year olds are prepared to talk about sex and trying pot or whatever, I would like an open relationship like that because I fought for that when I was a teen and my mom was resistant. Hope everything works out but thanks everyone for the help and sorry for getting into an ethics conversation.