Hey my friend, sending collectibles is very simple!
All you have to do is go to the Shop, go to "Inventory", then click the "Gift" button next to the collectible you want to send, once you do that you will see a menu, and then you type the username of the person you are gifting to & press send.
When it comes to ordering, newest collectibles are always on the bottom of each "block" for every collectible (so if you have 2 Jingle Dolls, for example, they will be next to each other and the one on the bottom will be the newest one). Hope this helps my friend and thank you again for your generosity!