Personal Headcanons

7 years BB(Before Batman)

• Jason Todd was born to the mercenary Willis Todd and former doctor turned drug-addict Sheila Todd Nee Haywood
• Richard 'Dick' Grayson was born to the amazing Flying Grayson acrobats, John and Mary Grayson

0 AB(After Batman)

• 21-year-old billionaire, Bruce Wayne, becomes Batman
• 50-year-old Alfred Pennyworth becomes the doctor, man behind the screen, and confidant of Batman
• Batman lets 31-year-old police commissioner James Gordon and 26-year-old Wayne Enterprise Head of Military Innovation Lucius Fox into his inner circle
• Barbara Gordon was born to Commissioner James Gordon and Sarah Gordon Nee Essen, who died of childbirth

2 AB

• Timothy 'Tim' Drake was born to the wealthy Jake and Janet Drake, business owners who were absent for most of Tim's life because of work
• Cassandra 'Cass' Cain was born to the mercenaries David Cain and Lady Shiva for the sole purpose of being the ultimate assassin

3 AB

• Harper Row was born to the mechanics and petty criminals Marcus and Miranda Row

5 AB

• Gotham social worker Elaine is impregnated by the villainous entity called Gnomon
• Elaine flees Gotham and marries Doug Thomas
• Elaine gives birth to Duke Thomas
• 18-year-old Selina Kyle becomes Catwoman
• Marcus and Miranda Row give birth to Cullen Row

7 AB

• The Flying Grayson adults die after the mafia sabotages their trapeze because the circus wouldn't pay protection money, leaving 14-year-old Richard Grayson an orphan
• Bruce Wayne adopts Richard Grayson
• Richard becomes the first Robin, fighting alongside Batman using his acrobatic skills to keep villains off balance
• Miranda Row is killed in a robbery gone wrong, leading Marcus to become an abusive father to Harper and Cullen Row

10 AB

• Due to Richard's optimistic and Bruce's cynical personalities clashing, Robin decides to move to the west coast
• In Jump City, Richard forms the Teen Titans with Victor Stone(Cyborg), Racheal Roth(Raven), Logan Garfield(Beast Boy), and Koriand'r(Starfire)
• Bruce Wayne has a one-night stand with Talia al Ghul
• Talia al Ghul gives birth to Damian and Athanasia al Ghul Wayne, training them to become members of the League of Assassins without knowledge of each other

10-12 AB

• Richard and Koriand'r start dating after a mission in Tokyo

12 AB

• Bruce finds 19-year-old Jason Todd stealing the hubcaps of the Batmobile
• Bruce adopts Jason from the alcoholic and abusive mercenary William Todd
• Jason becomes the second Robin, fighting crime with his ruthless and never-ending brutality

14 AB

• Richard disbands the Teen Titans
• Richard and Koriand'r marry
• Richard and Koriand'r move back to the east coast, with Richard fighting crime in Bludhaven as Nightwing
• 21-year-old Jason Todd is kidnapped by the Joker, tortured, and then killed

15 AB

• Talia al Ghul resurrects the still-biologically-21-year-old Jason Todd in the Lazurus Pit
• Jason returns to Gotham as Red Hood, vowing to clean up the streets under all means necessary

16 BS

• Jason Todd persuades Slade Wilson(Deathstroke), who was sent by the League of Assassins, to train him instead of killing him
• 14-year-old Tim Drake, who grew up watching and developing the skills of the Flying Graysons and Batman, finds the Batcave
• 16-year-old Barabara Gordon, who is a vigilante under the alias Batgirl, saves Bruce Wayne from an assassination attempt at a police banquet
• After much denial of having another protege and persuasion, Bruce makes Tim the third Robin and brings Barbara Gordon into his inner circle

16-19 AB

• Jason Todd starts to date the daughter of his mentor Slade Wilson(Deathstroke), Rose Wilson(Ravager)
• Barbara Gordon(Batgirl) and Dianah Laurel Lance(Black Canary) form the Birds of Prey, an all-female superteam made up of heroines, vigilantes, and ex-villains
• Tim Drake's parents are poisoned, killing Janet Drake and leaving Jake Drake a comatose vegetable
• Bruce officially adopts Tim
• 16-year-old Cassandra Cain runs away from her father after sparing the life of Commissioner Gordon
• Batman joins the Justice League
• Selina Kyle and Bruce Wayne marry

18 AB

• Richard and Koriand'r Grayson have their daughter Mar'i Grayson, who will grow up into the hero Nightstar
• 15-year-old Harper Row and 13-year-old Cullen Row find and improve Batman's hidden grid system, which gains Batman's approval and inducts them into his inner circle
• 37-year-old Katherine 'Kate' Kane, the cousin of Bruce Wayne, moves into Wayne Manor with her 17-year-old niece Betty Kane
• Unknown to Bruce, Kate moved back to Gotham to hunt down the murder of her parents and sister as Batwoman
• Unknown to everyone, Betty does the same under the alias Flamebird, using pyrokinetic powers she obtained from a Kryptonian creature unleashed by Zod 2 years prior

19 AB

• The Joker shoots Barbara Gordon in the spine, paralyzing her and forcing her to retire the title of Batgirl
• Barbara Gordon becomes the woman behind the screen for the Bat Family under the alias Oracle
• Batman learns the identities of Batwoman and Flamebird, inducting his cousin and niece into his inner circle
• Tim Drake restarts the Teen Titans as the Young Justice League as Red Robin alongside Conner Kent(Superboy), Kaldur'ahm(Aqualad), Wally West(Kid Flash), Roy Harper(Speedy), Megan Morse(Miss Martian), and Artemis Crook(Artemis)
• After seeing Cassandra Cain risk her life to save an innocent civilian, Bruce Wayne adopts her and gives her the title of Batgirl

20 AB

• Talia al Ghul drops off Damian Wayne at Wayne Manor to distract and slow down Batman while keeping Athanasia a secret from everyone
• Richard and Koriand'r Grayson have their son Jake Grayson
• Later that year, Batman and Joker go MIA
• With the loss of Batman, Gotham falls into anarchy. Coming out on top is the Riddler, who shuts down Gotham's power supply, turning the city into a dystopian free-for-all in an event called the Zero Year
• Tim Drake moves back to Gotham to take up the mantle of Batman while making Damian the new Robin
• Cassandra goes MIA and returns as Orphan
• 15-year-old Duke Thomas starts the 'We Are Robin' resistance force to help restore order under the alias of Robin R alongside his girlfriend Isabella Ortize under the alias Robina
• Jason Todd temporarily goes under the alias of Arkham Knight to help return fear to the Batman persona
• Helping the Bat Family and 'We Are Robin' resistance is 17-year-old Harper Row, using a technological suit under the alias of Bluebird with her man in the chair, 15-year-old Cullen Row under the alias Prophet
• Jesse Reese, future GPD Commissioner and love interest of Helena Wayne, is born
• Commissioner Gordon dons a mechanized Batsuit to pull double shifts as both the GPD Commissioner and the newest vigilante Rookie
• Luke Fox, the 22-year-old son of Lucius Fox, steals his father's experimental Batsuit to become Batwing

21 AB

• Bruce Wayne returns to Gotham, returning peace to the city and keeping Damian as his Robin
• Commissioner Gordon retires the Rookie Batsuit, Jason Todd returns to being Red Hood, and Cassandra Cain becomes Black Bat
• Tim Drake returns to being Red Robin alongside his vigilante girlfriend Stephanie Brown, who goes under the alias Spoiler and sometimes takes up the Red Robin mantle when Tim pushes himself too far
• After getting over the years of resentment and hostility, Jason Todd returns to Wayne Manor but is forever marked as the black sheep of the family
• Bruce and Selina Wayne have their daughter Helena Wayne, who will grow up to become the vigilante Huntress
• Bruce adopts Harper and Cullen Row after their father is arrested again, with Harper continuing as Bluebird and Cullen becoming an apprentice to James and Barbara Gordon, working as the man behind the screen while studying to become a detective
• After becoming an orphan during the Zero Year, 1-year-old Jesse Reese is adopted by James Gordon

23 AB

• The Joker returns to Gotham with his first crime being the reenactment of the Wayne murder using the Thomas family
• Duke Thomas, who had awakened his biological father's photokinetic powers and became the vigilante Signal, teamed up with Batman and Robin to save his parents
• Batman, Robin, and Signal fail to save the Thomas adults from being permanently affected by the Joke gas, with nearly 18-year-old Duke Thomas going into the foster system and being adopted by Julia Pennyworth, daughter of Alfred Pennyworth

25 AB

• An alternate universe version of a young Racheal Roth(Raven) escapes from her universe, where Darkseid destroyed her world and is found by Damian
• The 16-year-old dimension-hopping Raven is adopted by this universe's counterpart, now being known as Rochelle Roth(White Raven)
• After finally cornering the League of Assassins, Batman and Robin are close to capturing Talia al Ghul. To escape, she unveils the secret of Athanasia al Ghul and makes her fight the two vigilantes. While fighting, Damian makes Athanasia realize that their mother was just using her, making Athanasia side with the heroic duo, becoming a member of the Wayne family and Bat Family
• Barbara Gordon gets an experimental implant into her spine that allows her to walk again

26 AB

• After much pestering by Tim and Richard, Damian forms his own Teen Titans with Willaim Wu(Roundhouse), Rochelle Roth(White Raven), Johnathan Connor(Superboy), Emiko Queen(Red Arrow), Djinn, and William West(Kid Flash and the younger brother of Wally West)
• Damian and Rochelle start dating
• Bruce and Selina Wayne have Bruce Wayne Junior, who will grow up into the vigilante Aion

Ages and Identities as of 26 AB

• 76-Alfred Pennyworth
• 57-James 'Jim' Gordon(Rookie)
• 52-Lucius Fox
• 47-Bruce Wayne(Batman)
• 45-Katherine 'Kate' Kane(Batwoman)
• 43-Julia Pennyworth
• 39-Selina Kyle(Catwoman)
• 34-Rose Wilson(Raveger)
• 33(31 Biologically)-Jason Todd(Robin, Red Hood, Arkham Knight)
• 33-Richard 'Dick' Grayson(Robin, Nightwing)
• 33-Koriand'r 'Kori' Grayson(Starfire)
• 27-Barbara 'Babs' Gordon(Batgirl, Oracle)
• 26-Luke Fox(Batwing)
• 25-Betty Kane(Flamebird)
• 24-Timothy 'Tim' Drake(Robin, Batman, Red Robin)
• 24-Cassandra 'Cass' Cain(Batgirl, Orphan, Black Bat)
• 23-Stephanie Brown(Spoiler, Red Robin)
• 23-Harper Row(Bluebird)
• 21-Cullen Row(Prophet)
• 21-Duke Thomas(Robin R, Signal)
• 21-Isabella Ortize(Robina)
• 17-Rochelle Roth(White Raven)
• 16-Damian al Ghul-Wayne(Robin)
• 16-Athanasia al Ghul-Wayne
• 8-Mar'i Grayson(Nightstar)
• 6-Jake Grayson
• 5-Jesse Reese
• 4-Helena Wayne(Huntress)
• 1-Bruce Wayne Junior(Aion)

Fun Facts

• None of the adopted Bat Children(children adopted by or affiliated with Bruce Wayne) use the Wayne last name because they did not want to coast off of the fame that comes with their Wayne family name. Helena and Junior were born Waynes while Damian and Athanasia do not like being connected to their pasts in the League of Assassins. Although none of the adopted children use it, they still have their last names hyphenated with the Wayne name on their documents in case they never need to bring out the political and social big guns.
• Besides Cassandra, Barbara, Betty, Harper, Cullen, Athanasia, and Bruce Jr(who are all single for the foreseeable future), all of the other Bat Children are/will be dating either vigilantes, heroes, police officers, or villains. They all inherited minor cases of Bruce's paranoia and want to make sure their significant others are strong enough to protect themselves.
• Although he only has Julia as his biological daughter, Alfred unofficially adopted James, Lucius, Bruce, and Katherine as his children. Bruce gets it from somewhere