During a dream, what you are wearing is something you probably aren't really thinking about (unless you are wearing nothing at all, in which case the dream might just be a nightmare!) because of how interwoven our lives have become with clothes. A shirt, pants, or a dress is usually not considered to be an important dream symbol. In this era, nudity in public is generally deemed unacceptable, and thus, wearing a full set of clothes is our natural state, so we place less significance in the meaning of dream about dresses. Think about it, when was the last time that you remember what you were wearing in a dream? The answer is, probably never. This means that if you wake up from a dream and for some reason, remember you or someone else wearing a dress, then it is a more significant event than you realize, and you should take a trip to the dream dictionary to find out why.
Having a dream in which you are wearing a dress can mean a lot of things dependent on gender. In real life, the female dress is seen as a sign of femininity. Just as in real life, in dreams if you are wearing a dress, this relates to a level of femininity. If you are wearing the dress while in the middle of an opinionated conversation, or if you have been having an ongoing debate with someone in the waking world for some time, seeing yourself with a dress on in your dreams can represent a uniquely feminine perspective or outlook on the issue. Perhaps you have an outlook from the female point of view that you wish to express, or perhaps you have recently expressed that very outlook. Either way, the dress may be your subconscious letting you know that it is still an important issue to you.
The color of the dress may also matter. Because we associate the color white with holiness or purity, wearing a white dress in a dream could mean that you are seeing yourself as angelic, or seeing someone else that might be wearing it as holy. Perhaps something has happened to you recently where you were falsely accused of a crime, or where you were blamed for something that was not your fault and you were unable to express your feelings about it, or your side of the story. The white dress you were wearing in your dream has a dream meaning telling you that there are still unresolved issues from this altercation.
Finally, there could be a few things at play if you are man dreaming about wearing a dress. Dream meanings about dresses are usually associated with femininity. Because the dress stands for femininity, you could be at a stage in your life where you are subconsciously questioning your sexuality. Maybe your mind is trying to wrap itself around the malleability of gender for the first time. This is just one dream interpretation that could be going on here. There is a lot that dream interpretations have to say about dresses as symbols for the feminine, and it could be that you believe others are questioning your sexuality. Whatever the context of the dream, the dress usually has something to do with sexuality. Keep that in mind.