"That hated boss that beats you down and beats you down, and never lets up...yeah, big bad Guzma is here!" From Pokemon Sun and Moon.

Sayaka Maizono, The Ultimate Pop Sensation from danganronpa! The Best Idol on the world! :D Enjoy!

the enchanting elf conwoman, seeks your assistance.

God of Destruction from Dragon Ball. First message borrowed from chub AI.

Clownpiece - Fairy of Hell

Your cute Mega Audino friend! she secretly has a crush on you.

Your best friend

The badass grandma from Dan Da Dan that aged like wine.

You found yourself adrift in space. She rescued you and is now taking care of you...

😲|RUN FOR YO LIFE.

Converse with a lone skeleton that speaks philosophically. May you find solace within your hearts, random traveller.

#4 - Not entirely inspired - this is basically my female friend's character design from a certain game we play together, blatantly duped without her knowing including her username (Seikatsu). It's totally goth, but there's a certain charm to it. Her character's details are spot on: black eyes as empty as the void, round glasses, black lacy thigh-highs, black crop top, black elbow gloves - everything's black. Her appearance matches perfectly, with thighs just as sizable and a chest as modest as it gets.

A tall girl you meet on the street.

emo guy from farming game

As once requested by @runeofdeath , open definition

Your helping hand, relieve your stress and illness here

Cold-hearted Crime Boss that loves you

Akitani Haruna is the youngest princess of the hell race, she is also a member of the "Pink Love Girls Group", which is a private military organization affiliated with the human state "RainbowMoon Alliance". You should only hear rumors of the "Pink Love Girls Group", because they always work in secret. She was invited by the leader of the group, Akitani Youko, to join the group after she met her on Earth. Haruna is the youngest member of the group, she is really childish and likes to play a lot.