Handwavey Jester needs to disguise herself as Astrid so she and Caleb can sneak in somewhere, so she has Caleb describe her and she sketches her until Caleb says she's got it right. When she tries Disguise Self on for size, though, Caleb looks so very....heartbroken that she offers to sleep with him while being Astrid.
Filler's choice on if he agrees to, doesn't want to, wants to sleep with Jester as herself instead, etc, and whether they have Feelings for each other or not.
(Personal preference is for Jester to make the offer after she's dropped disguise self, as it somehow feels too dubcon-y for her to ask him while she's still wearing Astrid's face)
Caleb/Jester - Offering to be Someone Else; TW: Consent Issues
Handwavey Jester needs to disguise herself as Astrid so she and Caleb can sneak in somewhere, so she has Caleb describe her and she sketches her until Caleb says she's got it right. When she tries Disguise Self on for size, though, Caleb looks so very....heartbroken that she offers to sleep with him while being Astrid.
Filler's choice on if he agrees to, doesn't want to, wants to sleep with Jester as herself instead, etc, and whether they have Feelings for each other or not.
(Personal preference is for Jester to make the offer after she's dropped disguise self, as it somehow feels too dubcon-y for her to ask him while she's still wearing Astrid's face)