As long as Cloud is equipped, if an ability of Cloud or an Equipment attached to it triggers, that ability triggers an additional time
Cards like Lilo, Making a Wish and Stitch, New Dog were just two of the many cheap threats packed into the amber/x aggro shell, with the purpose of getting characters into play as fast as possible, and then using some number of Lanterns or shifting using Stitch, New Dog to get Stitch, Rock Star into play ahead of curve
For example, if Clive's Hideaway's hideaway ability triggers twice, two cards are eventually exiled
You can't divide damage dealt by a single source between them
And the adventure began
The best Lorcana deck depends on your playstyle, but many players favor the Amber & Amethyst Starter Deck for its balance of healing and control