Are you supposed to stretch guitar strings?
Tune them back up. Stretch them out again, and repeat the process until your string is staying at pitch. ... If you're ever in a bar, or anywhere, and you have a bet with somebody as to whether strings actually do stretch, or whether it's just a myth, you can tell them with certainty strings themselves do stretch.
What does it mean to stretch the strings?
You're purposely stretching the string to expedite the inevitable–making it flat now so that it doesn't continue to go flat while you play. So tune the string back up to the correct pitch. After stretching a new string, it'll be flat, so tune it back up to pitch.