Mourinho, 53, will become the left-back's new manager later today after ironing out the terms of his contract with Manchester United.
But Shaw may be apprehensive about his Old Trafford arrival.
The boyhood Chelsea supporter initially wanted to join the Stamford Bridge club after deciding to leave Southampton.
But a meeting with Mourinho in 2014 changed everything.
The Special One didn't make a good impression with Shaw's family and the player felt intimidated, according to The Sun.
He changed his mind and eventually signed a four-year contract with United in a deal worth £30m.
Shaw, 20, recently returned to full training, having not played since a double leg fracture sustained in September.
