(See Soles). Wearing very high heels in a dream presages being considerably upset by the attentions of one of the opposite sex.
To have a heel come off while you are walking is an indication that you will have some excellent luck within a short time, particularly if the heel is not lost but is fastened on the shoe very shortly afterward.
To catch the heel in a hole or iron grating is a sign that you will be thwarted in some plan that you have made.
To dream that you wear shoes with very low heels is an indication that carelessness will be likely to cause you difficulties which you will find hard to overcome.... The Complete Dream Book
To dream that you are wearing or buying high heels, represents femininity and glamour. You feel confident and self-assured. Alternatively, you may feel restricted and limited in your role as a female, because you do not think that you can fully and freely express yourself.... My Dream Interpretation
To dream about a bike with training wheels suggests that you are lacking self-confidence. You feel anxious about your ability to do something, or to get through a particular situation. This dream may also reflect a desire to change your status or position in life.... My Dream Interpretation