Your closet needs to be a place of joy and celebration of who are you now - not who you were.
Style is not a reward for the skinny. It's not, 'iI I'm rich, thin and young.' You may not like your size, but then don't invest in leather leggings. Let yourself want the expensive bag and really love it and show it off and have a ball with it.
Some women are convinced that they are the same size they were 20 years ago. They also wear clothes that are too big in an effort to hide their body. Both cases are unflattering and work against your body. Some women are in denial about changing.
Never let a trend get in the way of creating a great outfit for yourself.
John Ambrose Fleming