"Gullible" generally requires trying to talk to your "landlady" and convince her of something unbelievable. Notable events include "the conversations at breakfast and lunch that unlock new Daily Checks in her bedroom during the Early Afternoon" and "joining her in the bathtub".
"Sleepyhead" generally requires trying to use her while she's asleep. Notable events include "face-fucking her while she's asleep in the tub", "using her while she's asleep on the couch in the Late Afternoon", "using her while she's asleep during Netflix & Chill", and "lockpicking your way into their bedroom at midnight so that you can use her while she's asleep in her bed".
In general, since there's no fail state, doing the steps that lead to a sex scene when you don't have the stats to properly trigger it will still give you some XP in one of your stats...