Dreaming of wearing clothes can be interpreted in various ways, depending on the color, type, and context of the clothing. For instance, dreaming of wearing clothes in winter can be a positive sign, symbolizing protection and proper preparation. Additionally, your clothing can reflect your confidence and social status. Therefore, the outfit you are wearing in your dream may mirror your current mental state.
From Imam Muhammad Ibn Seerin's Dictionary of Dreams According to Islamic Inner Traditions â entry "Garb" (page 182) â resolved via the equivalent "Apparel" entry.
In a dream, one's apparel vary in meaning depending on their contents, colors or type, etcetera. Wearing one's garb in the winter in a dream is better than wearing it in the summer. Wrapping oneself with a cloth in a dream means becoming poor. An attire in a dream represents a man and a leader. An attire for a scholar, or a merchant, or a leader in a dream represents his trade through which one earns his livelihood and which protects him from adversities. If one's apparel is dirty in the dream, then it reflects his life and appearance. If one wears a beautiful garb in the summertime in a dream, it means that he is ostentatious, arrogant and vainglorious. It also could mean that he is under great pressure and suffering from a painful distress, for the heat of a summer in a dream signifies distress. If a woman sees herself wearing a man's apparel in a dream, it means piety and
14 IBN SEERiN'S success in her material and spiritual life. If a man sees himself wearing a woman's apparel in a dream, it means that he will be afflicted with fear, depression, subjugation, humiliation, trials, then all of it will be lifted away from him. (Also see Veil; Yashmak)
Note: Islamic dream interpretation depends on the dreamer's circumstances and state. This is a general guide drawn directly from the source book.