Here is the full list of all 31 Kitty Powers' Matchmaker achievements.
Get all the other Achievements
Fail every minigame in the funniest way
Have 50 babies
Have 50 same gender relationships
Ask the waiter about all the dishes on all the menus
Ask the waiter about all twenty dishes on the Spanish menu
Ask the waiter about all twenty dishes on the Greek menu
Spin the Wheel of Misfortune 4 times in one date and pair the couple off
Pair off a Chic and a Hippy type
Ask the waiter about all twenty dishes on the Swedish menu
Pair off a Hipster and a Sporty type
Tap the cat 25 times
Pair off an Edgy and a Vintage type
Find Big Head mode
Ask the waiter about all twenty dishes on the German menu
Ask the waiter about all twenty dishes on the Chinese menu
Get walked out on 10 times
Ask the waiter about all twenty dishes on the Italian menu
Pair off Kitty Powers
Ask the waiter about all twenty dishes on the Jamaican menu
Ask the waiter about all twenty dishes on the Japanese menu
Pair off a Practical and Arty type
Ask the waiter about all twenty dishes on the Indian menu
Poke characters 1000 times
Pair off a Glam and a Geek type
Pair off 3 Steam friends
Go on 100 dates
Ask the waiter about all twenty dishes on the American menu
Ask the waiter about all twenty dishes on the French menu
Ask the waiter about all twenty dishes on the British menu
Get through a date without spending money