[James98]

Well, you are almost filling that, so I think you are ready to move up to a larger cup. Maybe it's just hard to see in the picture, but it didn't look like you had much oil on for lubrication. Oil will allow the breasts to slide up inside the cup without stretching as much. Should be less pain.

Thansk i apply almond oil but i seem like it is absorbed quite fast

Try applying more oil every 15 minutes when you remove the cup for a short massage during your pumping sessions. And of course you should start your pumping session with a massage and probably an increased amount of oil. Can't remember if you said so earlier in the thread, but drink water during your pumping session and apply heat if you are even slightly chilled (probably just in the winter).