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Round 1: https://www.behindthename.com/bb/game/4847487

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Welcome to round two! It’s been five years, so age everyone up. You’ll need a ten-sided dice from this site: http://www.brockjones.com/dieroller/dice.htm

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Relationships

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If any of your children is over 18, roll your ten-sided dice for new relationships. You may choose the age and gender of each partner.

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1–3: single
4–5: dating
6–8: engaged
9–10: married

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Children

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Roll for new children. The oldest a woman can give birth is 45 years of age, so if the original wife is younger than 45, you can also give your couple more children. Any stepchildren or adopted children are up to you, but all new children should be between newborn and five years old. For genders, odd = boy and even = girl.

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If the potential mother is 18–25: 1–4: no children; 5–6: 1 child; 7–8: 2 children; 9–10: 3 children
If the potential mother is 26–35: 1–2: no children; 3–4: 1 child; 5–6: 2 children; 7–8: 3 children; 9–10: 4 children
If the potential mother is 36–45: 1–3: no children; 4–6: 1 child; 7–10: 2 children

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Names

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Roll for the names of the new children and any new partners.

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First and middle names:
1. Adalia Annette Dahlia Evelyn Morgan Pauline Rosalie Soraya Susannah Talitha // Aramis August Evander Gabriel Hugh Julian Neville Nicholas Pierre Valentino
2. https://www.behindthename.com/names/tag/fire_emblem_characters (Thank you, Darkbone!)
3. Is shared with a city or a country
4. Anabella Camille Clarisse Fiona Isobel Juliet Olivia Rosette Selene Yolanda // Bertrand Ernest Gilroy Graham Gregory Norman Petrus Stanford Vincent Walter
5. Contains a double S or T
6. Girls/women: https://nameberry.com/list/16/CatherineKatherines-International-Variations?all=1 // Boys/men: https://nameberry.com/list/406/Bible-Names-for-Boys?all=1
7. Snow, Mary Margaret, Emma, Regina, Ruby, Belle, Lacey, Lucy, Zelena, Dorothy, Tiger Lily, Alice, Cora, Aurora, Marion // David, Charming, Henry, Gold, Jiminy, Archibald, August, Graham, Killian, Hook, Neal, Will, Robin, Phillip, Gideon (Once Upon A Time character names suggested by myth, thank you!)
8. Any version of Alexander (https://www.behindthename.com/name/alexander/related)
9. Contains 3 or more syllables
10. Aaliyah Amaia Elissa Leela Melissa Nayeli Nia Savanna Stacey Talia // Alaric Bartholomew Demetrius Gerald Ingram Luther Tennyson Vaughan Willoughby Wilson

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Surnames:
1 or 6. A colour in any language
2 or 7. Asselbrough Bushe Ellsworth Elmersson Januszewski Mariani Moffat Neville Quenby Zeman
3 or 8. Double barrelled (roll again for both names)
4 or 9. Shared with a singer or a musician
5 or 10. Starts with U, V or W

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PS – You're more than welcome to submit a name bank for future rounds!