1868 - Jack is born to Henrietta and Albert Humphrey-Mavis, much to Henriettas delight as she had been wanting another boy as a "spare heir".
1869 - Freddie goes off to Hogwarts and is sorted into Slytherin. Jack is obviously too young to care about that fact.
1872 - Jack displays his first signs of magic by causing a small flood during bathtime.
1875 - Betsy went off to Hogwarts and Jack finds he somewhat misses her presence but isn't too fussed about her absence since he still has Penelope at home with him.
1877 - Freddie graduates from Hogwarts.
1879 - Jack heads off to Hogwarts and is sorted into Hufflepuff. He quickly makes friends but grows especially close to a particular group of them.
1881 - Jack selects the electives of Muggle Studies, Care of Magical Creatures and Arithmancy to take in his third year.
1882 - Jack joins the Quidditch team as a Keeper.
1884 - Despite not liking owls, an owl seems to take a shine to [i]him[/i] (after scarring him) and he ends up the reluctant owner of it since it won't go away. That summer he also joins the Junior league.
Jack settles into his fifth year and prepares for his OWLs. Up to this point, Jack had always been a tad oblivious to his appeal to girls and continues to be so.
As for himself, Jack has begun to notice the finer points of the opposite gender though he has never done anything remotely untoward and does not plan to. That December, thanks to Peeves's shenanigans, he shares a kiss with Miss Tamsin Skeeter. It is hardly his first kiss but he does develop a crush on her afterwards. That Christmas he also has sex for the first time because big brother Freddie got him a whore.
1885 - The pan-magical games happen and the school year ends with a lockdown. Otherwise, things are pretty normal in Jack's world.
1886 - Jack graduates and joins the Appleby Arrows as a second string keeper.
1887 - Miss Eva Sleptova married Freddie.
1888 - After some advice from one of his more cut-throat friends and some personal reflection on it, Jack accepts a position on the Chudley Cannons as a first string Keeper.