Before anything else is said, it's very cool of you to ask! That's one of the big issues within the larger problem. No one believes men shouldn't write women, but this trope is what happens when there aren't women editors or the men aren't reading women authors.
I haven't read your story in full yet, but yeah, that first sequence's dressing scene did leap out at me.
>>My hands shook as I unbuttoned my blouse, slowly revealing a pale pink lace bra. Once the blouse had been taken I unzipped my skirt letting it fall to the floor. I rolled my pantyhose down my legs and stood in just my matching underwear set, the last vestige of my own sense of style. I lingered as long as I could but after a few seconds the guard singled her impatience so I unhooked my bra and slip off my panties.
This is clunky. Enough that I would normally put down the story since it bodes poorly for the rest, fetish fiction or not. In this case, you do have an actual reason to draw attention to the narrator's clothes since you're setting up a contrast, but the level of detail is distracting and off. For example, there's no story reason to write "pale pink lace bra" - that's just too many words for one, and probably none of the words have to do with why she picked that bra for court, you know? I don't know what sort of characteristics we're supposed to read into her having matching underwear, but it doesn't seem relevant to the scene. How this particular passage comes across to me as the reader (and the reason I'd abandon most stories here) is the lack of empathy that the article mentioned. It seems more focused on the clothes than on Jen's experience as a human who's just been sentenced to jail, and that doesn't help readers connect to her.