>>6238564
>>6238566
>>6238568

Yes! Clearly feminizing and dating Jesse is the quest's primary goal!
You spend most of your time glued to her hip, socializing with her strange associates. +1 Affection
The two of you are quite popular together.
"Oh wow are you two a couple?"
Jesse: "Ahaha she's just my friend."
"Hey you in the dark jacket? Are you a Swap? I'm getting Swap vibes from you!"
You are of course, but you tell people you're just a cis woman.
"Hey! What are your preferred pronouns?"
You almost slip up there, but you manage to stammer you're a "she/her", Jesse looks amused by your confession.
Selfies, laughing, and chatting pass the time until the main event...