Catheter advancing devices, systems and methods for advancing a catheter into the urethra of a user are disclosed. The catheter advancement device includes a body portion that couples to a guide portion of the catheter, the guide portion being movably coupled to the proximal end of a catheter. The catheter advancement device further includes a pair of flexible handles extending outwards from the body portion, and a gripping portion extending inwards from each of the flexible handles. A surface of the gripping portion comes in contact with the catheter when the flexible handles are engaged, and the surface of the gripping portion in contact with the catheter applies pressure to the catheter when the handles are engaged to advance the catheter through the guide portion.
