>Can I pray it anywhere?
Sure, I pray along with a podcast version while driving, it’s better to pray in quiet contemplation though, I’ve found.
>Am I supposed to imagine scenes with the mystery?
I try to, yes, but it’s kinda hard for me, I get lost in the rhythm of the prayer and forget what mystery I’m on. Tuesday/Friday are my favorite though.
Is it okay if I feel weird asking intercession of Mary?
Sure, I was raised atheist and I’m still more comfortable with Christ than Mary, but I try anyway.
>Will all these convoluted feelings fade away as I pray regularly?
Just remember that demons hate when you pray and will try and make you feel uncomfortable and stupid for doing it, power through it and it’ll get better. I still get obstinate and want to stop doing a daily rosary, but I consider it a duty and that helps. I also like Novenas, which are similar, but shorter than a Rosary. If you have any more questions, let me know, I’m in RCIA at the moment, so I’m not an expert, but I’ve been in your shoes. God bless anon, and don’t let the devil stop you from praying(in any way you feel comfortable), he really, really hates prayer!