Kanto Region : Leaf, Valerie (Foreshadowing Johto and Kalos) and Sabrina
Orre Region : Rui (Foreshadowing Sinnoh Region)
Johto Region : Jasmine, Courtney (Foreshadowing Hoenn), and Misty
Hoenn Region : May, Lisia, Shelly, and Zinnia (Shelly and Zinnia were tied for first at the time I checked and decided to declare a winner, since for quite a while there was a four-way tie. Technically, Shelly pulled into the lead now but I decided to go with me original ruling)
Sinnoh Region : Dawn, Bianca, and Ursula
Unova Region : Elesa, Hilda, Rosa, Skyla and Iris
Kalos Region : Diantha, Serena, Shauna, and Risa
Alola Region : Selene, Lillie, Lana and Mallow
Galar Region : Gloria, Marnie, Bea, Nessa, and Sonia
Sword Art Online : Yuuki Asuna, Shigemura Yuuna, and Honda Koharu
Alfheim Online : Kirigaya Suguha, Konno Yuuki, An Si-eun and Hosaka Carina Tomo
Gun Gale Online : Asada Shino,Takamine Momiji, Premiere and Tia
Underworld : Alice Zuberg, Selka Zuberg (Joins as follower/friend, will join harem in later world when she is older. Putting her here, though, since this is when she'll be joining Death's merry band), Sortiliena Serlut, Ayano Keiko (Silica), and Shinozaki Rika (Lisbeth)