I've tried clipping my bonnet to my hair with small duckbill clips, but eventually I just resolved that if the cap falls off, it falls off. I'd have some nights where I was constantly fearful that my cap would fall off that I didn't get a good night's sleep. Seriously.

I've also had the opposite problem, I have a large satin sleep cap that fits too tightly around my head that it often gives me a headache.

I'm considering getting a scarf to wrap around my hair when I pineapple, because I think I'd get better results that way and worry less about it falling off.
Curl Style: 3b/3c
Texture: Fine
Porosity: Normal

Co-wash: Suave Naturals Coconut
RO: GVP CB
Styling: As I Am Leave In, Jessicurl Rockin' Ringlets & Confident Coils, DevaCurl Set Me Up, Curl Keeper
Gel: Ecostyler Olive Oil, BioSilk RHG