Life Jacket – Dreaming of wearing a life jacket is a symbol of holding onto safety in a risky situation, rather than relying on your own strength. A life jacket in water will hold your head up, but it will also encumber your movements and make it harder to swim.
Similarly, the life jacket in your dream represents something you are holding on to, something which legitimately does help prevent bad things from happening to you, but something which is also perhaps preventing you from reaching your full potential by being able to swim freely. There is also often a certain amount of latent fear present in this dream symbol, especially fear that you will sink and fail if you remove the life jacket.
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