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After becoming mortal, Leo became the headmaster of Magic School and still helps out the sisters with their supernatural burdens.However, in a turn of events, Leo entered into a vault in The Heavens and bonded with the Empyreal Sword which also granted him angelic wings.
He also met Natalie, who was also studying to be a doctor.Leo later died that day as well while bandaging up a soldier's head.A short while after dying, the Council of Elders surrounded him and offered him a new life as a Whitelighter to help people on a grander, supernatural scale, and he accepted.Leo fought the darklighter Rennek for decades as he was killing multiple white magic practitioners.Upon finally vanquishing him (or so he thought), Leo was rewarded by being made whitelighter to the three sister witches who would eventually become the Charmed Ones, the most powerful witches in the world.While studying to be a doctor, he met his first wife Lillian Wyatt and the two got married, however, they didn't have any kids.
Leo, eventually became a professional in his medical studies and became a medic in United States Army in World War II.
However, Rick and Nathan eventually died when Leo went back out into the field to help more follow soldiers after they were injured.
He looked back, horrified to find the medic tent exploding, killing them.
Piper, who fears Leo could possibly die, casts a spell to exchange their powers, thus giving her Leo's powers and vice versa.
After many failed attempts at healing Leo, Piper breaks down next to him and finally admits that she's in love with him and starts to cry, her hand then starts to suddenly glow upon activating the healing power and saving Leo from death. However, their relationship was tumultuous due to Leo often leaving due to his other charges, which caused him to be gone for weeks at a time.
In the late 60's, Leo befriended Penny and Allen Halliwell, the grandparents of The Charmed Ones, and openly practiced magic with them inside of their home during the American hippie phase.