Is Your Bra Causing Your Headaches? The Bra Fitting Guide For Women In Perimenopause

In today’s episode of The 40s Formula, we sit down with Caroline Warren, founder of Supporting Eve, Singapore’s specialist bra fitting boutique. Caroline is a UK-trained professional bra fitter with certifications in bra fitting, sports bra fitting, and post-surgery fittings for breast cancer survivors. She also holds a certification in sports bra fitting and breast biomechanics, drawing on research from the University of Portsmouth.

Most women are walking around in the wrong sized bras, not a little off, but significantly off. In this eye-opening conversation, we unpack the real reasons why 80-95% of women wear ill-fitting bras, the surprising health impacts (headaches, neck pain, posture issues), and how a proper fit can transform how you feel every single day. From pregnancy and postpartum changes to perimenopause and menopause, Caroline shares practical, no-nonsense advice every woman in her 40s needs to hear.

In this conversation, we explore:

• Why most women (including Olympians) are in the wrong bra size

• The tell-tale signs your bra doesn’t fit, and the simple checks you can do today

• How to properly put on a bra (the “swoop and scoop” technique)

• Best bras for different body types, lifestyles, and breast shapes

• Sports bras, why they matter more than you think and what to look for

• Body changes through pregnancy, breastfeeding, menopause, and beyond

• Caroline’s personal journey through early menopause at 38

If you’ve ever felt uncomfortable in your bra, dealt with back/neck pain, or just accepted that “bras are just uncomfortable,” this episode is a game-changer.

Chapters:

0:00 — Precap

2:34 — Episode Begins

2:46 — Caroline Warren’s journey + first bra stories

5:46 — Statistics: 80–95% of women wear the wrong bra size

8:23 — Problems caused by ill-fitting bras (pain, posture, migraines)

11:36 — Why we were never taught proper bra fitting

12:46 — What to expect in a professional bra fitting (fit by sight)

15:44 — Key checks: Band support, gore placement, straps

16:21 — Band vs Cup relationship explained

18:19 — Real example: From 38D to 30GG

33:04 — How to correctly put on a bra (Swoop & Scoop)

23:29 — Bra recommendations for different body types

26:12 — Cut & sew, molded, balcony, plunge explained

35:00 — How long should a bra last?

35:40 — Sports bra fitting & breast biomechanics

51:05 — Hot or Hype: Common bra myths

55:32 — Caroline’s personal menopause journey at 38

57:21 — Life transitions where you should get refitted

59:57 — Where to find Supporting Eve + final thoughts

VISIT SUPPORTING EVE

📍 Cluny Court Shopping Mall, Bukit Timah, opposite Botanic Gardens MRT Station, Second Floor

🕐 Open seven days a week, 10am — 7pm

🌐 supportingeve.sg