Even if this does happen, what is the context?
The most important piece of info that MD players have is that the game is planned to have ~100 updates. Once Joey has full sex with a fully consenting Linda, just players who have yet to see their fav fetish will retain their interest. So business logic, a much better predictor than all other logic types, would predict a LONG stall.
The great Wilkie Collins, originator of "detective stories", had a motto : Make them [readers] laugh ; Make them cry ; Make them wait. Since VN players generally don't want to cry (no NTR!!), MD has a slightly different motto : Make them laugh ; Make them fap ; Make them wait...
Joey's relationship with Linda will NOT progress like climbing a ladder one step at a time, easy does it. Even after doing a "deed" together, each separately question if things are moving too far too fast.
Many people in this thread have grown ultra-impatient. Only a concerted patron rebellion can possibly alter the 100 update plan for MD. If people want to try to accurately predict short-term future scenes (the 0.19 semi-public sex with Gloria was a dud just because there was so little "public" involved), go ahead. Have fun...