And Basement 2 is still locked in the Recollection Room?
If you've teased Junior/Todd1 once to trigger the first basement scene, causing Richards Senior to knock Serena out and toy with her in the basement, then caution her to only come back in the Black Suit and no underwear, then the second scene is set to trigger. After that, Serena needs to show Richards Senior that she's obeyed him ("submitted", as hinted, you don't actually need to become his pet/slave) the next time she's in their house, get peeped on in the toilet by the horny Senior, and get ravaged with full penetration after dinner. Always staying for dinner is also part of the deal with Senior.