Volume 1
: First published on April 24th of 2011 and completed on April 24th of 2017.
Volume 2: First published on April 24th of 2017 (still going)
A collection of future-set one-shots loosely based on other Pokémon-fanfictions by nyislandersgirl, focusing on Ash Ketchum and his wife, Misty, and their three children: their only son, Aiden Nash Ketchum (sometimes called "Denny"), and their two daughters, Michelle Aimi Ketchum (sometimes called "Shelly") and Elizabeth Dilynne Ketchum (sometimes called "Lizzie"), with Aiden and Michelle being fraternal twins. The one-shots also feature many appearances by friends and family members (from both Ash's side of the family and Misty's side of the family), many of whom are married with kids of their own.
Though there are two separate volumes, they both contain the same types of stories—according to the author, she broke the stories into two separate volumes because it was getting too hard to keep them all in one place.
Family Matters contains examples of:
- Alphabetical Theme Naming: Quite a few examples of this (see Babies Ever After below for more information) —
- Ash and Aiden both have first names that start with "A" while Misty and Michelle's first names both start with "M."
- Daisy, Violet and Lily (Misty's older sisters) each have a daughter whose first name starts with the same letter as their moms' first names.
- Drew and Damien's first names both start with "D," just like with Daisy and Dakota.
- Kenny and Kady's first names both start with "K."
- Clemont and Clara's first names both start with "Cl."
- All three of Kiawe and Mallow's kids have first names that start with "K," just like their dad.
- Author Avatar: The author of the fanfic has admitted in some of her one-shots that she was basically just like Michelle as a kid (except while Michelle's a tomboy like Misty, the fanfic-author was apparently very girly and feminine as a kid).
- Babies Ever After: It's not just Ash and Misty who get married and have kids—many of their friends get married and have kids of their own as well.
- Brock marries Suzy and they have a daughter named Lucia—Suzy also has a daughter from a previous marriage named Bella, who thinks of Brock as a second father.
- Forrest, Brock's brother, marries a woman named Olivia (an OC created by the author) and they have a son named Brandon, who's best friends with Aiden and Michelle. Also, the rest of Brock and Forrest's siblings get married and have kids of their own.
- Gary marries a woman named Kayla (an OC created by the author) and they have a son named Samson (or "Sam" for short), who has a crush on Michelle and is Aiden's archrival.
- Each of Misty's three sisters gets married and has a daughter of their own—Daisy marries Tracey and they have a daughter named Dakota; Violet marries a man named William (an OC created by the author) and they have a daughter named Vanessa; and Lily marries Dorian and they have a daughter named Lola.
- May and Drew get married and have a son named Damien and a daughter named Rosalie (or "Rosie" for short).
- Dawn and Kenny get married and have a daughter named Kady.
- Iris and Cilan get married and have two sons named Basil and Kokum and a daughter named Sage—Iris and Cilan's kids are also triplets, just like Cilan and his two brothers.
- Virgil and Bianca get married and end up having a rather large family—they don't necessarily have a limit on how many kids they want, and they end up having at least nine children, consisting of six sons named Vincent ("Vince"), Joshua ("Josh"), Finn, Upton, Lucas and Gavin and three daughters, the oldest two being named Eva (the oldest of Virgil and Bianca's children) and Estelle (who's a year older than Upton).
- Clemont and Serena eventually get married and have a daughter named Clara and a son named Alex.
- Grant and Viola get married and have two daughters named Autumn and Harlow and a son named Cameron.
- Kiawe and Mallow get married and have two sons named Koa and Kahula and a daughter named Kalili.
- Big Eater: Aiden, just like Ash, has a huge appetite—he'll eat basically anything you put in front of him as long as it's nothing that contains carrots (just like Misty, Aiden doesn't like carrots, although he does like spicy foods and stuff with peppers).
- Homeschooled Kids: Aiden and Michelle were homeschooled up until they left home to become Pokémon trainers—they were originally taught by Ash's mom, Delia Ketchum (who they and Elizabeth call "Grammy" to differentiate from Misty's mom, Lynne, who they call "Grandma"), but when Elizabeth was about a month old, Ash and Misty hired a private teacher named Ismene to homeschool the twins. Some of Aiden and Michelle's friends were homeschooled as well, such as Brandon (the nephew of Brock) and Sage (the daughter of Cilan and Iris). Virgil and Bianca also homeschool all their kids, and like Ash and Misty, they chose to hire a private teacher for it.
- Elizabeth ended up going to a regular school instead of being homeschooled like her older siblings—specifically, she went to a special private school that's made especially for children under the age of ten who plan on becoming Pokémon trainers once they turn ten. From what's described, the trainers' academy is just like a regular school except (in addition to regular subjects) it also teaches kids about all different types of Pokémon and how to care for them.
- Picky Eater: Michelle was this as a little kid.
- Plain Palate: While Michelle grows out of her Picky Eater tendencies as she gets older, it's been noted how (compared to Aiden and Elizabeth at least) she prefers her food to be a bit blander.
- Strong Family Resemblance:
- Aiden and Michelle look pretty much identical to Ash and Misty, respectively, while Elizabeth looks more like a mix of their parents.
- Dakota, Vanessa and Lola all look like younger versions of Misty's sisters.
- Gary's son, Sam, looks like a younger version of him.
- Brandon's stated to look a lot like the people on his dad's side of the family, so he must look a lot like his dad and his uncle.
- Damien looks like a younger version of Drew (but with May's eye color) while Rosie looks like a younger version of May (but with Drew's eye color).
- Kady's stated as looking pretty much identical to Dawn, seemingly not inheriting anything from Kenny.
- Supreme Chef: Ash's mom, Delia, and Brock were always this and still are in these one-shots—Misty ends up becoming this as well, albeit to kind of a lesser extent. Since Ash is a terrible cook and is typically kept away from any kind of cooking implements, Misty's the one who does almost all the cooking for them and their kids—though other people sometimes cook for them (usually Delia or Brock).
- Surprise Pregnancy: Well, it's a "surprise" in that they weren't expecting to have a kid so soon after they got married—Ash and Misty had only been married for about four months when Misty discovered she was pregnant with Aiden and Michelle while May and Drew had only been married for about a month by the time she found out that she was pregnant with Damien. Ash and Misty were especially shocked to discover that they were going to have twins instead of just one kid.
- Teen Pregnancy: Brandon's parents, Forrest and Olivia, were only 18 when he was born—just barely averted with Ash and Misty (who were 21 when Aiden and Michelle were born) and May and Drew (who were around 20 when their son, Damien, was born). Many of the characters got married and started having kids at fairly young ages.
- True Companions: All of Ash and Misty's Pokemon are happy to consider their trainers' children to be extensions of their own families, often acting to protect and support them.
- Why Did It Have to Be Snakes?: Misty's fear of Bug-types comes up when Elizabeth reveals that she's befriended a baby Wurmple.
