I [F18] go to a boarding school. The boarding staff often check in with us to ask how we’re doing and always register us before bed.
I have had quite a few interesting moments with them so far, especially with this girl in her early 20s. I’ve been flirting and trying to see if she’s interested in me for a while now. I’m more comfortable with her now and starting to feel confident about pushing boundaries.
Last night she came to register me at around 10pm. I was wearing my tshirt and panties with no bra so that she could see my nipples poking through the fabric. She said that I looked really cute. I told her I was feeling sad and confused and asked if she could come in for a chat.
She looked unsure at first (staff should not go into student rooms alone) but then she smiled and came in, shutting the door behind her. I gestured for her to sit on the bed.