Before the end of the world

- they never got along, or saw eye to eye because five did not like her
- she always been a bit dense in every sense of the word.
-she was very cuddly with the male even though it normally ended in him yelling at her.
-persistent

The day five left for the future

-after the argument between five and reginald. jessie followed him.
-jessie was the only one who followed the male.
-she knew he did not like her, she irritated him but she did not want him to be alone.
-as five was about to time travel she grabbed his hand going with him.

The end of the world

-five obviously did not like her at first
But the more time they spent together the more they got along
-delores came into the picture shortly after and truth be told jessie was not happy about it.
-after a year or 2 they found a old record player and fixed it up pretty good and then played the record in it.
-they danced to the record together it was in that moment five realized he was in love with her.
-jessie and five got 'married' on their 20th birthday.
-before the handler arrived jessie had a vision of her arriving.

After the handler saved them

-five was an assassin and jessie was a receptionist for the agency.
-jessie saw the handler flirting with five so she was obviously not happy about that.
-when possible five took her on missions with him as he hated being away from her.
-Truth be told jessie always felt like someone was trying to take five from her.

2019

-they are still married and in love despite their differences