TIM GUTTERSON — nightvision rifle scope — Shooting Colton Rhodes.
NEAL CAFFREY — rubber band ball — When he broke into Peter Burke's house to make a copy of something hidden in his safe, and while there, Peter called him and tried to give him a pep talk because of how hard things had been lately.
DOC HOLLIDAY — Wyatt Earp's US Marshal badge — His last conversation with Wyatt Earp, a confrontation/falling out where Wyatt called him selfish and a coward and said Doc was dead to him.
NEGAN — his hardback copy of Pride and Prejudice — Negan killing Glenn Rhee in front of Glenn's sick, pregnant wife as revenge for Rick's group slaughtering his men in their sleep.
CALLISTO — hair ribbon — The sacking of her village when she was a child, during which a fire started that killed nearly everyone, her family included. As one of the sole survivors, Callisto was a firsthand witness to this, and it deeply scarred her.
AINSLEY WHITLY — angel statue — Watching her father being arrested at 5 years old, and not understanding what's going on, or the fact that Daddy won't be coming home again.
PARKER — stuffed bunny — Her younger brother's death.
ELIOT SPENCER — a dark beanie — Hardison drowning in the pool after Damien Moreau kicks him in there, during a con. Eliot inwardly looks very cool and impassive, but he's counting down how much air Hardison has left and inwardly terrified. Damien Moreau is testing him but Eliot manages to get a deal out of him by agreeing to kill someone.
ALEC HARDISON — a wide, fairly thin, soft blue colored scarf — The time when Hardison woke up buried alive in a coffin.
LIZ BRUNDY — her small photo of her husband Eli and Matthew — The death of the child she last helped to deliver.
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