I don't believe in bringing people down, it serves no purpose and reflects more on the person who's doing the criticising. However, reality checks are necessary in order to make sure that we're on course for where we want to go and not drifting off on a tangent. Which brings me to the lady aged 50 plus (read "plus, plus") walking along on Saturday afternoon wearing pumps, black leggings and a rara skirt. If she'd worn the pumps she'd have looked good. If she'd worn the pumps and the leggings she would have been pushing the boundaries but may have got away with it. But to add the rara skirt was just too far off course. This lady had a youthful figure and looked like great fun but wearing an outfit that only a teenager should wear made her look far older. On the other hand I've also worked with younger clients who have dressed in a more matronly manner - their outfits have sapped the fun and energy out of them, leaving them feeling older and burdened.
The moral of these stories? Follow your instinct, have fun - but every now and take a quick reality check and make sure that your clothes are conveying energy and drive rather than yearning for a previous, or future, life stage.