The first week of breastfeeding is often the hardest. While breastfeeding is natural, it takes practice — and some degree of discomfort is normal as both you and your baby learn this new skill together.
The good news is that with the right techniques and support, most breastfeeding pain resolves within the first 7–10 days. Here's what to expect and how to manage it.
Understanding Why It Hurts
In the early days, your nipples are adjusting to a sensation they've never experienced before. The most common causes of breastfeeding pain include:
- Shallow latch — the most frequent culprit, where baby isn't taking enough breast tissue
- Engorgement — when milk comes in around days 3–5, breasts can become swollen and tender
- Nipple sensitivity — normal sensitivity that fades as tissues adapt
- Tongue-tie — a condition where baby's tongue movement is restricted, affecting latch
1. Perfect the Latch
A deep, asymmetric latch is your best defence against pain. When latching, aim your nipple towards baby's upper palate, not the centre of their mouth. Your baby should have a wide-open mouth with more areola visible above the lip than below.
If the latch feels painful, gently break the suction by inserting your little finger into the corner of baby's mouth, then try again. Never pull baby off without breaking the seal first — this can cause further damage.
2. Try Different Positions
Experiment with various breastfeeding positions to find what works best for you and your baby. The most common positions include:
- Cradle hold — the classic position, baby lying across your front
- Cross-cradle hold — similar but with opposite arm supporting, giving more control of baby's head
- Football (clutch) hold — baby tucked under your arm, great after C-sections
- Side-lying — both you and baby lying on your sides, perfect for night feeds
At Singjoy, our dedicated nannies help you practise different positions until you find the ones that are most comfortable for both you and your baby.
3. Care for Your Nipples
After each feed, express a small amount of breast milk and let it air-dry on your nipples — breast milk has natural healing and antibacterial properties. Apply medical-grade lanolin cream between feeds if needed.
Avoid using soap or harsh cleansers on your nipples, and let them air-dry whenever possible. Wearing breast shells inside your bra can prevent fabric friction on sore areas.
4. Manage Engorgement
When your milk transitions from colostrum to mature milk around days 3–5, your breasts may become hard, swollen, and painful. This is temporary but can be very uncomfortable.
To relieve engorgement, feed frequently (at least 8–12 times per day), apply warm compresses before feeding to encourage letdown, and use cold compresses between feeds to reduce swelling. Hand-expressing a small amount before latching can also soften the breast, making it easier for baby to latch.
5. Know When to Seek Help
While some discomfort is normal, certain signs warrant immediate professional attention:
- Pain that persists throughout the entire feed (not just initial latching)
- Cracked, bleeding, or blistered nipples
- Red, hot, or streaky areas on the breast (possible mastitis)
- Fever or flu-like symptoms
- Baby not producing enough wet or dirty nappies
At Singjoy, our IBCLC-certified lactation consultants are available to support you through every challenge. Early intervention is key — most breastfeeding issues are highly treatable when caught early.

