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I always get them measured when I buy a new bra. I buy new bras once every 2-3 years. Once a year I'd say is ideal but realistically speaking I never find the time or the effort lol.
Last time I got checked I cried. I thought I was a 34C but then found out I was a 34A. I knew I had gone down because I had only just stopped breastfeeding when I last got them checked and everybody's boobs shrink when they stop.
I will admit though, I'm happier having a bra that fits more comfortably than I am sad my boobs are smaller than I thought.
Never lol, actually I’ve guessed it for the longest time and just try them on until I find the most comfortable one 😂