Yeah well this game, it is some chick who wishes she had a cock or something, posting tons of huge fat bitches, chicks with more muscle than Arnie in Terminator, some half-human chick spider thing, or some Japanese ( I am guessing) little person with eyes taking up half her face and an octopus on her head.
I think, Debbie in exchange for doing something sexual to Sally, like Debbie licking Sally's pussy, Debbie gave us a HJ in exchange for making her prefect, BJ in exchange for letting Sally be the one to spank Debbie, so my logic says, Debbie has a crush on Sally, Altos has set up exchanging with Debbie, if we the first man to see Debbie naked, she is a virgin, so I think if we want to pop Debbies cherry it would have to be something Debbie really wants.
Sure in the Shower scene for Rachel we do say we might let Debbie play with Rachel, Debbie has said she is a lesbian, there is so far no reason to think Rachel would be willing to do lesbian stuff.
Unless, the next update has somehow has Debbie using a dildo to help open up Rachel, which seems low, given Rachel has such a crush on us I would assume she would want us to help her.
Do you ever wonder about origins, like why are a girl virginity called a cherry, and why pop it, you don't pop cherries, sort of like what the fuck was the first person doing who found you could drink cow/goat milk.