Not on my Mustang, no. I did once on an old beater Chevette I had many many many years ago. I never got it fixed, I just left the car in gear all the time (a practice I still do today). I'm guessing I may have broken the lip of the button on the inside of the handle and it was hanging up inside the handle itself (I also had this issue on my Tempo years ago-not with the E-Brake but with the button on the auto transmission lever-it would stick about halfway in-it took multiple presses to get it to pop back out and lock).
Hers:2012 Mustang GT Premium,6M,Kona Blue Exterior/Charcoal Interior, 400A, HID/Security Pkg ,Comfort Pkg.
[COLOR="DimGray"][B]His: 2014 Mustang GT Premium,6M,Sterling Gray Exterior/Charcoal Interior,400A, Reverse Sensing/Security Pkg, Comfort Pkg SMR# 3635