Jonathan Underwood

**Jonathan Underwood** is the member of the Third Street Saints and a co-lieutenant with Shaundi in charge of the gang's drug running operations around Stilwater.

## Overview

### Physical Appearance

Jonathan is skinny 178cm tall man. His hair is auburn colored, with it going more towards ginger. He has freckles on his face, neck and shoulders. He's usually seen around wearing a white cowboy hat he inherited from his great grandfather to cover his messy hair and his signature golden earring on the left earlobe. The cowboy usually wears plaid shirts and denim pants, sometimes switching to leather. He often wears denim and leather jackets when its cold. In Saints Row 2, his hair is long and he has a thick mustache and a 5 o'clock shadow. After the events of the mission "Good D", Jonathan has a scar on the left side of his face. He has 3 tattoos: a tattoo of a snake coming out of a skull on his left hand, a regular skull on his stomach, and a Third Street Saints tattoo on his left shoulder.

Somewhere before the start of the Saints Row: The Third events, he got a haircut and has a shorter haircut he styles and cleans a lot more often. He also changes his beard style in having a short mustache and a chin strip. At one point in Saints Row The Third switches his iconic white hat to a black one.

### Personality

Jonathan is a friendly southern boy with a heart of gold. He likes spending his time with other people and hanging around them; being accepted and loved. There are days where he's really grumpy and cranky and keeps people away by being mean, which he usually solves by smoking weed. Jonathan uses drugs to control his emotions and always be as cheerful as possible. He has developed the Bipolar Disorder from years of his drug use and is always close to going into depression.

### Skills

* **Gunslinger/Master Marksmanship -** Growing up in the South, Jonathan knows everything there is to know about guns and how to use them. He doesn't miss his shots.
* **Boyish Charm -** Despite not being the most charismatic person, with his southern boyish charm and innocence he can almost always charm people into being on his side
* **Baking -** Jonathan has excellent baking skills, which he learned when baking sweets with his mother as a child.
* **Singing/Songwriting -** Jonathan's artistic side is able to craft lyrics on go and has a perfect voice for delivering and singing them.
* **Master Guitar Player -** Jonathan played the guitar since early in his childhood and has master this skill by his adulthood.
* **Expert Driver -** Jonathan is very skilled behind the wheel of a car, whether it be a sports car or a truck, he can drive it without any problems.
* **Poker Player -** Jonathan is very good at playing various types of poker.

## Biography

### History

Born and raised in the suburban Stanmore, Georgia. Jonathan started his life on earth with a pretty pleasant childhood. He has since childhood been known as an extremely friendly and open person towards the others, with eventually earned him an unbreakable bond with the Leader of the Saints, Lina Williams, when they were both 4 years old. However, happiness didn’t last forever, as at the age of 13, his mother has fell victim to the breast cancer, which eventually took her life in a nasty battle. This changed his life forever, seeing as his father was never equipped to be a father in the first place, and turned heavily against Jonathan. He blamed his son for Ada’s death, claiming he tired her out, which Jonathan tried in best ways to ignore it.

Soon after her death, Jonathan decided it was time to change his life. He picked up the old belt and a cowboy hat, which was given to him by his mother at the noticeably young age, said to have belonged to his great grandfather. Sadly, as an attempt to hide dealing with the loss, as well as his father’s neglect and psychological abuse, he turned to drugs and became an addict. Cocaine, crack, weed, PCP, LSD, Speed, Ecstasy, Meth etc. It helped him control his emotions better and avoid dealing with them and the years of abuse he received. He never even got an opportunity to properly say goodbye to his mother.

As a teenager, he got a part-time job working at the Stanmore Hippodrome, tending to the horses there. The animal person he is allowed him to connect to the horses there. After years of gathering money, he finally got enough to follow his friend Lina's footsteps and move to Stilwater, Michigan, where he slowly waited for his best friend to wake up from her coma.

### Saints Row 2

Upon The Boss' awakening from her coma, Jonathan was one of the first people to join the new resurrected Third Street Saints. Jon was very fragile when he first joined the gang, though, nobody could do anything to him, being a gun nut and Boss' best friend. His benefit to the gang was mostly his friendliness with the crew, rather than the hole in the walls he makes. He soon after got assigned on a same team with Shaundi, as the two carefully worked together on destroying the Sons of Samedi and establish the Saints control on the drug market in Stilwater. Other than destroying several of Samedi strongholds, he made deals with the several drug dealers willing to sell for the Saints, like Tobias' cousin Richie, as well as secure a deal between the Saints and the Columbian drug cartel when he helped their dealer, Luz Avalos, sell on the Ronin territory. The enemy gangs suddenly started fearing him and his destructive nature.

This is how he met Hal, his love interest. The two would go on deals together and bond over their love of cars and animals. Soon after, as his drug operation became more stable in Stilwater, Jonathan took some time to compete on a local Demolition Derby competition where he managed to secure the first place for himself and become the undefeated Stilwater's Demolition Derby Champion.

When the Ronin invaded the Saints HQ in the start of 2012, Jonathan got injured when the member of the Ronin hit his face with a katana, opening the left side of his face. Thanks to the effects of the recreation drugs he was on, he didn't even feel it. It required several procedures for his face to be restored, to which he still has a scar on to remind him of that event. This was when his loved ones finally realized how much his heavy use of drugs actually hurt him and others around him. He dedicated himself to going completely sober and fixing up his act. He abandoned all the hard drugs and alcohol, only smoking cigarettes and weed every now and then. It helps keep his nerves and anxiety in order after ruining his mind by his previous heavy use. He has been a lot less self destructive since.

After getting clean from the drugs, he still remained weak, if not more vulnerable. This all changed when he once got attack, had his life depend on others help, that he realized he needed to work on his strength, and slowly started building it up with constant workouts/

### Rose of Stilwater

*Rose of Stilwater is a fanfiction. For more info, check out Rose of Stilwater (fanfiction).*

Two years have passed since the events of Saints Row 2, and Jonathan's life has changed. He has been sober for two years, moved into an apartment with his boyfriend, where they live with their two dogs.

During the events of Saints Row: The Third, Jonathan stayed in Stilwater where he was to make sure that the Saints still had control of the drug market. He has been doing this ever since Shaundi stopped focusing on the gang operations and became an international pop culture icon. Due to his absence and Rosalind's promotion to the gang's leader in Lina's absence, Jonathan naturally became the gang's second-in-command due to his close relationship with Rosalind Williams and the trust she had in him.

### Saints Row IV

When the Saints left for Washington to run for their presidency, and eventually win it, the gang couldn't have been disbanded due to their control of both Stilwater and Steelport, as well as the influence they had on the street market, Rosalind and Jonathan have been officially promoted to the gang's leader and second-in-command permanently. They oversee the gangs operations in both cities, and make sure that the Saints always stays on top.

When the Zin invaded in 2020, like many other people on the Earth, Jonathan lost his life in a massive explosion that destroyed the planet Earth.

### Epilogue

Two years after the destruction of the Earth, Saints have managed to repurpose the time machine to restore Earth, and successfully resurrect Jonathan and rest of the Third Street Saints that have lost their lives during the events of Saints Row IV.

## Relationships

### Lina Williams

Lina is Jonathan's childhood best friend. The two knew each other ever since they could remember, always getting into trouble together. Both coming from abusive households, they always found a comfort in knowing that the other one got them. Lina is one of the reasons why Jonathan stayed sane and didn't go into a killing rampage during his teenage years. They would always meet up in a tree house Jonathan had in his backyard, where they would hang out all night, watch movies and play videogames. When Lina moved to Stilwater, Jonathan was very lonely, after four years of gathering money, he moved to Stilwater and patiently waited for his best friend to wake up from her coma.

### Shaundi

Shaundi was one of the first people Jonathan met when he joined the Third Street Saints, and they have formed and inseparable bond between each other while hanging out around Stilwater and smoking weed. Similar to Lina, he had a sibling relationship with Shaundi where the two trusted each other about just about anything.

### Hallen Knash

Hallen and Jonathan are inseparable lovers. They met at a time when Jonathan was in a very bad place, and Hal was better friend than any drug addict could ask for. He could listen to Jonathan go on for hours about his crazy stories, and the two of the shared a lot of the same interests like cars and animals. Hal was always nice to Jonathan, which he wasn't used for, and Jonathan was always there to stand up for the anxious Hal whenever someone bothered him. It was a match made in Heaven.

### Rosalind Williams

Despite the trust Rosalind put into Jonathan, he doesn't like her as much as she likes him. Jonathan always found the girl a little bit too much, and would keep her at arms length. But due to his relationship with Lina, Rose was like family to him, and you don't just turn your back on family no matter how annoying they are. Jonathan always Rosalind's back no matter what.

## Alternative Universes

### Ceceverse

Jonathan arrives to Stilwater by pure luck and joins the Third Street Saints, where he meets his boyfriend Hal and they deal drugs around Stilwater together.

## Miscellaneous

* Jonathan drives a Millah Alaskan, custom-painted purple.
* Jonathan doesn't like labelling his own sexuality and prefers to go by the term 'queer'.
* Jonathan has an undiagnosed mild form of dyslexia.
* Jonathan is quarter latino.

## Gallery

* Jonathan's belt buckle he inherited from his great grandfather
* Jonathan and Shaundi hanging out on the stairs of Purgatory
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## External Links

* Biography
* Tumblr Tag
* AO3 Tag