She has been a good friend now for 5 years. I really like her.

[wario]

My best friend started dating a girl (now fiance) 5 years ago. I started hanging out with the both of them and eventially the older sister. I've always felt her older sister was very attractive but very quiet and reserved ay first, but the longer I've known her the more beautiful she became both inside and out. The 4 of us has taken trips together and I've really enjoyed her company -- she is smart, driven and a great personality. Overall, I see her as a very sweet girl. I really wanted to tell her years ago but I can never get her alone or when I did the situation wasn't right. I've met her family (very nice) and after a while I got the label as a "Family Friend" which doesn't help matters. I've lost contact with her for several months because of personal issues and I think she is kind of seeing someone -- I don't think serious yet. I know I left many hints of how I felt over the years like on Valentine's day, birthdays and christmas but she is really really hard to read. I'm going over to see her in a few days and I'm thinking about telling her my feelings straight up. I hope she won't feel awkward because that is the last thing I want. I know she likes me but I'm not sure in that way. Do you think I should tell her? It is killing me inside as I kept these feelings hidden for years.