Lisa

Lisa Braeden is a yoga instructor that had the "best night of her life" with Dean when they met in 1998, while he was on his own since his father and Sam were hunting a banshee. Later on, she hooked up with a scarred guy she met in a biker bar and got pregnant. She eventually had her son, Ben who bears a striking resemblance to Dean.

Personality

Lisa is shown to be a deeply caring mother in her first appearance. She becomes angry and defensive whenever Dean makes Ben unhappy, showing that Lisa puts her son's happiness before her own.

Another notable trait is her feelings for Dean. Lisa enjoyed their weekend so much that Dean is remembered by the local neighbors as "best night of my life Dean". It is safe to say that out of every one of Lisa's lovers, Dean is and has always been her favorite. Lisa struggles visibly each time the two are forced to part ways, and Lisa struggles even more when Dean comes back afterwards, showing a desire to have him completely or never see him again.

Upon discovering Dean's life as a hunter, Lisa comes to understand what Dean does everyday yet she realizes that the two cannot be together as long as Dean's chooses hunting. The inability to live a normal life while hunting is a fact even Sam and Dean must acknowledge.

What separates Lisa from many of Dean's known lovers is a gentle and loving side which she displays whenever Dean is in need of comfort. She never prods him for answers and is generally patient with Dean. A good example is when Dean moves in to live with her and Lisa embraces him, and doesn't ask where he went or why he's sad.

Lisa's relationship with Dean ends when Crowley targets her, forcing Dean to remove himself from her life permanently. It is safe to say that the two loved each other deeply up to that point. It is unknown how Lisa is doing nowadays.

From Supernatural Wiki