Marriages

To marry an eligible woman, you have to meet her minimum sex skill requirement when you have sex with her ("goodsex"), impregnate her, and end the season owning a wedding ring, having positive disposition and having committed 1 or fewer sex crimes. Some women have additional requirements or disqualifications.

Miyuki Nakamura
When you encounter a trap set for you, spring the trap, try to communicate with the bait, and then destroy your enemies. This will require high brutality and moderate hypnotism. Hypno 16, Goodsex 31, Brutal 31. The event of a trap set for you must be triggered without any rape (good rape is ok) or you will be disqualified from any marriage endings since the scene involves rape (total rape > 1).

C41/slave
Own C41 and don't screw around with other slaves.

Shinoa
Trick her into streaming your sex. Hypno 6, Goodsex 5

Val (blonde drunk)
Do not touch her roommate. Goodsex 5

Britney (babysitter)
No special condition. Goodsex 1 or 2 (depending on route)

Jean (motel)
Loses preg status if dead (because she's dead). Goodsex 7

Darlene Weathers (cougar)
Do not pimp her out. Goodsex 5

Maria (Tony's girl)
Choose the hypnotism path with her. Goodsex 7

Donna (bar girl)
Don't fuck her friends. Goodsex 4 or 5 (depending on route)

Kylie (brothel admin)
Have sex with all 3 whores, but impregnate none of them. Convince Kylie to exchange sex for money.

Mandy
R Mandy with high enough sex skill (20) to goodrape her. She doesn't take it seriously until you tell her you tampered with the brothel machine. Either through the gun method, or buying your own replacement parts. In order to find Mandy in the Brothel you need to P Kylie (brothel admin) or pimp out Julie (window girl) or Izolda (mail order) to Waid.

Cindy
Make her think you're an old friend. Goodsex 6

Officer O'Shay
Do not R her. Goodsex 7

Eustace Zimmerman
No special conditions. Goodsex 8

Chastity Smith
Seduce one or none of her sisters and don't screw her mom. Goodsex 11

Charity Smith
Seduce only her. Not her mom, not her sisters. Goodsex 11

Hope Smith
Rape her with high sex skill. goodrape 11

Faith Smith
Impregnate all of Faith's sisters (by S or R, doesn't matter) before visiting her. Goodsex 11

Prudence Smith
Goodsex both her and her mother. Goodsex 11

Joy Smith
Don't touch her daughters. Goodsex 11

Kat (Thief)
Don't hypnotise her. Need lockpicks or criminal start. Goodsex 4

Izolda (mail order)
Don't pimp her out. Don't adopt her. Don't put her in your harem. Goodsex 16

Lizzie (gangsta)
Pimp her out. Goodsex 13

Gabriella (cinema girl)
Pay her, don't kill her boyfriend. Goodsex 9

your own mother
Find your own mom and impregnate her. Requires the use of a start wherein you are the offspring of one of the characters (Utopia or Dystopia beginning).

your own daughter
Goodsex only one of your daughters, have over 30 pregs.

Princess Falia
Upload a porn of her. Goodsex 7

???
Use Dreamochrome to try to recall the Wedding Bells ending.

a bunch of sluts
Must start with the Prince beginning. Seduce more than 10 women, including: Jeannie (gs 16), Kate (gs 16), Kendra (college up, down, dance)(gs 7) and Faye (Val's roommate)(gs 5). Impregnate at least one slut from the internet.

Sherry Kuchen
Must start with the Family Business beginning. You must recruit the following girls to your brothel: Seduce Darlene (cougar) Jean (motel) Kendra (college slut) Rape Angela (church) Britney (babysitter) Donna (bar girl) Gabriella (cinema girl)</li> Julie (girl in love)</li> Lizzie (gangsta make her miserable)</li> Officer O'Shay</li> Shinoa</li></ul> Misc<ul style="display: grid; grid-template-columns: repeat(auto-fit, max(25%, 150px));"> Daisy King</li> Edna Malus</li> Iora Jensen</li> Keira McKellan</li> Tanabe Misaki</li> Tara Zimmerman</li></ul> Every night, there is a chance that Sherry will recruit one girl assuming you seduced/raped her (miscellaneous girls have no requirements). You can skip one from each grouping but must recruit the rest. Once that is done, you will be able to choose Sherry as your 'top girl' and then as wife once the season ends. You must have access to the Midnight Fence for Enki Spice (to extend time limit), Wapal Indulgence (to get Wedding Bells ending even with all the rapes) in this case no indulgence is required, and Pain Amulet (to prevent goodrape turning rapes into seductions).

Marrying Efficiently
(NEEDS WORK)

The most efficient way to unlock all portraits of your wives in the black book requires x playthroughs/seasons. The reason is that you can only marry multiple people when playing as a prince but you cannot marry your mom (you won't have one in the game) or Princess Falia (not in game since you already married her). Also, it takes 4 separate playthroughs/seasons to get the whole Smith family. So here's a rough guide to marry them all:


 * 1) Marry your mother (note that if your mother is also one of the other marriageable women, you can still only unlock for either mother or her original character)
 * 2) Marry Princess Falia
 * 3) Marry either Joy Smith or Charity Smith  // 3x wedding bells, 22x diffrent endings including ruler, Unlocks Prince
 * 4) As a Prince, marry a bunch of sluts, Faith Smith, either Chastity Smith or Prudence Smith, Kylie or Cindy and Mandy, and the rest not already mentioned
 * 5) As a Prince, marry Val, Donna, either Chastity Smith or Prudence Smith (whichever you did not pick previously), Kylie or Cindy and Mandy (whichever you did not pick previously)
 * 6) As a Prince, marry either Joy Smith or Charity Smith (whichever you did not pick previously) and whoever you might have missed previously