[POLL] TO PROMPT OR NOT TO PROMPT?

As I'm working on my shop system, I find myself stuck on this one decision: should I add a prompt whenever the player buys a piece of equipment that asks them if they want to equip it right away?
But in the case of a yes, should I do the same for equipment gained through chests or events as well? The reason I'm stuck on this is because at least two of my game's equipment slots don't hold 'normal' equipment, so the player needs to read the item's description to know what exactly he's equipping, something that doesn't happen during a prompt.

(The special equipment being one slot for equipable skills, the other slot for items that give a chance for effects to activate during combat, neither of these slots provide any boosts to character stats)

Then, should I add more information during the prompt for special equipment, or should I only prompt the player when obtaining 'normal' equipment (weapon, armour) and let them manually equip the special items? And if so, is it OK to be inconsistent about equipment prompts like this (as in, prompting only for weapons and armour, but not prompting for other pieces of equipment)?
My game isn't very gear focused, so it's not like you're finding new stuff to equip every few minutes. But at the same time I could see the prompts getting annoying for someone who'd rather first examine the item before equipping it...

I realise there is no right answer for this, so all I'm looking for is some opinions. What if you were playing my game, would you prefer to be prompted for these things, or would you prefer manually equipping things?