Give her coffee/hanky/medicine if necessary, answer her questions correctly, give her the teddy, take her photo, and slot her a Frenchie. Take her to the Sleeping Forest (v2.8 only do not bother hiring the car). You will have over 1,500experience points and you will advance directly from Stranger to Close Friend, She will tell you what day she is free for a date. Speak to Tomoko twice (to boost your experience beyond 20), give her the six necklaces/rings, and she will be putty in your hands. Then, go to the Mall and buy six necklaces (v2.3) or rings (v2.8) and one teddy bear. In v2.8 only, on Wednesday Day 10 vote for Tomoko at the weird 'Kof Cosplay' at City Hall.
On Sunday Day 7, increase your Charm at the Fight Club (drink beer in v2.3 or sleep with a prostitute in version v2.8). You will get 15 if you have 0 coffees or +3 otherwise. You can get free coffee (and medicine) by doing the Tutorial fight at the Fight Club as many times as desired. You will need lots of coffee and hankies. As a rough guide, provided you are using Hyper Hentai mode properly, you will need Strength 30 to win a Grade C race, Strength 60 to win Grade B, and Strength 120 to win Grade A. Train at the swimming pool solidly twice a day until Friday Day 12, increasing your Strength and Charm and gaining money. Start with Strength 28, Knowledge 1, and Charm 1.
