Jim Jennings

Principal Jennings, a character in the My Two First Loves series, is Childhood Crush's father and the principal of Eastridge High. Although he is first mentioned in Chapter 1, he makes his first appearance in Chapter 8.

Appearance
Jim's appearance is determined by which character model is chosen for Childhood Crush.

Personality
Principal Jennings is an ex-military officer who runs the school with an iron fist. He says he is a man of his word.

My Two First Loves

 * Chapter 1: The Secret (Mentioned)
 * Chapter 4: The Cheer Squad (Mentioned)
 * Chapter 5: Favors and Fights (Mentioned)
 * Chapter 7: Red-Handed (Mentioned)
 * Chapter 8: The Knives Are Out
 * Chapter 12: The Cover Story (Mentioned)
 * Chapter 13: Polite Company
 * Chapter 22: Trust Fall
 * Chapter 23: Aftermath (Mentioned)
 * Chapter 27: The Meeting (Mentioned; Determinant)
 * Chapter 31: Best Laid Plans (Mentioned)
 * Chapter 36: The Other Boy
 * Chapter 38: Decisions, Decisions
 * Chapter 41: The Half of It
 * Chapter 44: The Whole Truth (Mentioned)
 * Chapter 46: New Tricks (Mentioned)
 * Chapter 47: Overexposed
 * Chapter 49: Up in the Air
 * Chapter 50: What's Not Earned
 * Chapter 53: Miss Movin' On (Mentioned)
 * Chapter 54: Truth, Dare, or Consequences
 * Chapter 55: Friends in Low Places
 * Chapter 56: Inside Man (Mentioned)
 * Chapter 57: Out in the Cold (Offscreen)
 * Chapter 58: Building Bridges
 * Chapter 59: Square One (Mentioned; Determinant)
 * Chapter 60: Slippery Slopes (Mentioned; Determinant)
 * Chapter 62: Cold Blooded
 * Chapter 63: Blank Check
 * Chapter 66: Be My Guest

Childhood Crush
If you ask Childhood Crush about his dad and how he has been over the summer, he'll tell you that his father is still fuming ever since the Air Force bowl team lost to Berkeley seven months ago. Childhood Crush says that he "collects grudges like badges. And you know how much he loves badges."

In Chapter 23, while you are at the nurse's office, Childhood Crush tells you that he didn't kill Bad Boy but his father came close to killing the both of them for fighting on school grounds. In Chapter 31, Childhood Crush tells you that his dad has been breathing down his neck about his future ever since he started high school. Because Jim went to the Air Force Academy himself, he has always insisted that his son do the same.

In Chapter 63, when you are able to save the arts program with a generous check given by a fan of your photographs, Jim apologizes to you and later to his son. They start to rebuild their relationship but Childhood Crush knows it will take time. In Chapter 66, when Childhood Crush invites you, your family, and Bad Boy to join them on their ski trip during winter break, Jim is angry. He thinks that Bad Boy must be giving his son and you drugs because there would be no other reason to invite him along. However, he allows the invitations to stand and says he will try to trust his son's judgement.

Your Character
At the end of Chapter 7, you and Bad Boy are summoned to his office. You think you're in serious trouble, especially when he is friends with your dad, but he lets you go. You are surprised by it but run out without questioning it.

In Chapter 13, you, your dad, and your sister meet the Jennings for dinner and Mackenzie wonders how they can afford living in a mansion on a high school principal's salary. If you decided to visit the hot tub earlier with Childhood Crush in Chapter 9, you would share the same question as your sister. During the dinner, he doesn't mention you being sent to his office for breaking school rules and you can choose to tell him that "there are lots of paths to success" or that "sometimes you learn more when you break the rules".

As you begin to assert your own independence and hang out with Bad Boy more, Jim feels you are a bad influence on his son. When Childhood Crush takes you to the beach to try to capture the sunrise on film, Jim refuses to listen to him and angrily throws his son's belongs out of their house. You can do nothing to stop him but leave as they take their conversation inside their home, away from you.

Best Friend
In Chapter 4, Best Friend suggests you repeat the 'Down and Dirty' routine from sophomore year. You point out that it almost got them expelled as Principal Jennings called it NC-17. At dinner, he appears to agree with Linda's sentiment that Best Friend is a great match for their son.

In Chapter 66, he invites Best Friend to accompany them on their annual ski trip during the winter break.

Bad Boy
At the end of Chapter 7, you and Bad Boy are summoned to his office. While he is talking to Bad Boy in his office, you overhear him mentioning a deal but cannot make out any details.

When Childhood Crush and Bad Boy recall the events that happened during their freshman year to you, you find out that the two boys had become best friends. Childhood Crush had given Bad Boy the security code to their home as a refuge for whenever Bad Boy needed a break from his family. Bad Boy's older brother, Elijah, had convinced Bad Boy to help him rob the Jennings's home, and on that night, Jim shot Bad Boy, believing the younger boy to be a thief. When his son took Bad Boy to the hospital, Jim identified Bad Boy to the police officers and did not appear remorseful to what had just occurred.

Dave Price
Your dad and Principal Jennings are old friends. Even though your family and the Jennings used to be close when you were younger, they hadn't kept in touch after your mother passed away.

Other Looks

 * -|Face 1=

Trivia

 * His character model for face 1 resembles Rodger Crandall from the High School Story: Class Act series; for face 2, he resembles Professor Englund from The Elementalists series; for face 3, he resembles Elliott Taylor from America's Most Eligible.
 * He shares his first name with Jim from the High School Story: Class Act series and Jim Kelly from Endless Summer, Book 3.
 * He shares the same surname as Morgan Jennings from the High School Story series. Jennings is also the default surname of the MC from Save the Date.
 * In Chapter 5, it is mentioned that he was a quarterback when he was in high school.
 * A portrait of him from his Air Force days hangs on the wall of the dining room.
 * In Chapter 54, Childhood Crush will reveal depending on choices that his father likes to sing show tunes while he air dries and gives "You Can't Stop the Beat" from the musical Hairspray as example.