OOO boi I finally finished it! Also before you ask, “HeY wHErE iS flAM/!1/!?!?/” I was too lazy to add him, maybe I’ll add him in the future.
 
(left to right)
 
1st Generation  
Twilight Velvet - Mother of Twilight Sparkle and Shining Armor  
Night Light - Father of Twilight Sparkle and Shining Armor
 
2nd Generation  
Trixie and Twilight - Mother’s of Magic Trick (Trixie got pregnant during a very, VERY drunk one night stand.Trixie carried the child while Twilight used a spell to have male gentles for 2 hours. The friendship was lost when they found out she was pregnant.)  
Flim and Twilight - Mother and father of Red Thorn and adopted Dusk Star  
Shining Armor and Princess Cadence - Mother and father of Flurry Heart, Snow Storm, and Crystal
 
3rd Generation  
Magic Trick - Daughter of Trixie and Twilight  
Red Thorn - Son of Flim and Twilight  
Dusk Star - Adopted Son of Flim and Twilight  
Flurry Heart - Daughter of Shining Armor and Princess Cadence  
Snow Storm - Son of Shining Armor and Princess Cadence  
Crystal - Daughter of Shining Armor and Princess Cadence
 
Welp hope you liked it.
 
Inspired from BlueberrysDrawings
 
Also thanks to kilalaaa for making the first next gen guides.
 
Also adorkable Twilight
 
Applejack version here