okay, lie on your back, make your legs high
pour your fingers with lube and start fingering your ass, start with one and gradually put three. Keep doing this for 5-10 minutes
Now spread your ass cheeks with both hands see how big is the hole now.
I hope you can now take the marker inside, lube it and fuck your ass with it for at least 100 strokes. Keep the marker inside
Take rest, if you feel okay then remove the marker lick it clean
Now spread your ass and pour some lube inside it. Lube the handle of the hairbrush, insert it in your ass and keep fucking 10 strokes at a time for 50 times.
Now, I think you should give your ass rest for this night. but if you wish you can sleep with the hairbrush inside but before that clean everything.