Character Relationship Map: Bad Date Chronicles

Characters

• Leigh (played by Merritt Patterson) — protagonist

  Leigh is recovering from a painful breakup and preparing for a first date with Conner. After a chaotic evening, she quickly judges him and writes a critical account, but later apologizes, recognizes h...

• Conner (played by Justin Kelly) — supporting

  Conner is a stylish editor who goes on a disastrous date with Leigh. He answers her critical article with his own account, accusing her of being self-absorbed, yet later admits that both judged too qu...

• Erin (played by Lanie McAuley) — supporting

  Erin is Leigh’s concerned friend and offers practical support before the date, helping her choose a dress while urging her to take the occasion seriously. After Leigh’s conflict with Conner becomes pu...

• Allison (played by Gina Holden) — supporting

  Allison is an editor who arrives late at the office and is involved in the publication’s response to Leigh’s writing. She works with Milo to manipulate Leigh and Conner’s dates because the resulting a...

• Milo (played by Matt Bellefleur) — supporting

  Milo helps Allison deliberately interfere with Leigh and Conner’s dates. Their scheme creates increasingly bizarre incidents and turns the couple’s private experiences into profitable entertainment fo...

• Brad (played by Giles Panton) — supporting

  Brad is part of the office editorial group discussing ideas for publications. He participates in teasing Conner for dressing too formally and jokes that Conner’s expensive clothes could become part of...

• Maitre'd (played by Viv Leacock) — supporting

  Maitre'd is involved in one of the suspicious disruptions surrounding Leigh and Conner’s later dates. Phone calls are arranged through him at a restaurant, contributing to the impression that the coup...

Canonical Relationships

Family, romantic, and professional connections based on plot evidence.

• Leigh → Allison (Professional Workplace Colleague) — They are connected through the editorial workplace.

  Leigh works in the publication office where Allison arrives late and participates in discussions about publication ideas.

• Leigh → Conner (Romantic Interest) — Their hostile first impression develops into mutual romantic interest.

  Leigh and Conner go on multiple dates, gradually recognize their genuine connection, and agree to make peace after apologizing.

Story Dynamics

Alliances, conflicts, and narrative interactions that evolve throughout the story.

• Maitre'd → Conner (Unknown Date Intermediary) — The Maitre'd is linked to an incident that increases Conner's suspicion.

  Conner encounters suspicious phone calls arranged through the Maitre'd while the dates are being disrupted.

• Maitre'd → Leigh (Unknown Date Intermediary) — The Maitre'd becomes an intermediary in one of the confusing date incidents.

  Suspicious phone calls arranged through the Maitre'd contribute to the interference affecting Leigh's dates.

• Maitre'd → Allison (Alliance Operational Accomplice) — The Maitre'd appears to facilitate at least one staged disruption connected to the scheme.

  Suspicious phone calls are arranged through the Maitre'd during the disrupted dates, while Allison is later revealed to be involved in manipulating th...

• Conner → Brad (Social Office Acquaintance) — Brad interacts with Conner through teasing in the editorial office.

  Brad jokes that Conner's expensive clothes may become part of a disastrous date story while coworkers tease Conner's formal style.

• Conner → Allison (Conflict Exploited Subject) — Conner is unknowingly used as content in Allison's commercial scheme.

  Allison helps turn Conner's private dating experiences into articles that generate substantial traffic and revenue.

• Milo → Conner (Conflict Date Manipulator) — Milo's actions make Conner suspect that the couple is cursed.

  Milo participates in the scheme that causes increasingly bizarre incidents during Conner's dates with Leigh.

• Milo → Leigh (Conflict Date Manipulator) — Milo secretly engineers obstacles that disrupt Leigh's dates.

  Milo helps deliberately manipulate the dates, turning Leigh's private experiences into profitable entertainment.

• Allison → Milo (Alliance Conspiracy Partner) — They cooperate in exploiting the couple's private experiences for profit.

  Allison and Milo deliberately manipulate Leigh and Conner's dates because the resulting articles generate traffic and revenue.

• Leigh → Erin (Social Friend And Supporter) — Erin provides practical and emotional support to Leigh.

  Erin worries about Leigh's first date after her breakup, helps her choose a dress, and encourages her to defend herself.

Story Analysis

A chaotic dating experiment forces Leigh and Conner to look beyond public stories and recognize a genuine connection.

Plot Progression

1. A Date Worth Taking Seriously — Leigh prepares for her first date after a painful breakup while Erin helps her choose a dress. At the office, the editors discuss dating publications and introduce Conner's formal style.
2. The Date Goes Public — Leigh meets Conner for dinner, but accidents and interruptions destroy their plans. Leigh publishes a hostile account, and Conner answers with his own criticism.
3. Apologies Before More Disasters — The competing posts attract attention, and Erin encourages Leigh to respond. Conner and Leigh eventually apologize, make peace, and return to writing about other people's dating disasters.
4. The Dates Are Engineered — Restaurant interference, suspicious calls, a damaged karaoke machine, and a boat accident make the dates increasingly bizarre. Conner begins to wonder whether the couple is cursed.
5. Truth Beneath the Distractions — Leigh discovers that Allison and Milo have manipulated the dates for traffic and revenue. She recognizes Conner's real qualities and insists that her final account is truthful rather than fictional.