Going to have to agree with you on that one I feel it's definitely going to have to do with Derek its either as you stated there's a strain that can happen possibly due to Josy since she has stated she still has feelings for the MC Maya will probably find out not like that talk with Derek and basically a whole shit show will occur or Derek will be Derek and reveal it by mistake. Part me wants to say Tommy can be a catalyst too if he if the MC and Josy have a relationship. Who knows but I'm definitely looking forward to seeing what can occur in the future.
From what I can tell, it seems Derek is pretty cool with the MC pursuing other girls (other than Maya or Josy if player decides to be just friends with them), with him saying (in the Preps' mansion) "Looks like I've taught you something afterall. There's plenty of other fish in the sea."
But I can see him either be really disappointed with MC (for not trusting him as a maggot brother), or be mad at him (since MC had sex with Jade, if MC had just told him & the DIKs about it, he could have just avoided the whole "sex with granny teacher" ordeal), because at the DIKs maggots scoreboard scene, it seems pretty clear that he's really embarrassed & in part ashamed that he actuallly did it.
I am pretty sure the major consequence will be her giving you the boot, if she finds out. IMO its really not worth it, losing that woman for a bunch of karma points
Yeah, for a lot of us (probably me as well), it probably won't be worth it (since that would mean basically losing Jade, & see her disappointment in MC plus possibly feel her wrath).
It would be interesting if there is a major consequence on the other choice as well though (not telling Derek & the DIKs) that really impacts the story.
