Both are authentic and both are the boutique versions, not the made for factory versions. The made for factory (MFF) versions don't have the Legacy Stripe lining and are made of a different type of leather and have a different style number.
The bag in the first auction is the Legacy Leather Shoulder Bag from 2007, style #11127. The auction says it's the Raisin color, but in the pictures it doesn't look like Raisin to me. It looks more brownish, like Whiskey. I have this same bag in the Raisin color and Raisin has purplish undertones. I would ask the seller whether the pictures show the color accurately. Maybe it's the flash or the lighting that makes the color appear lighter than it actually is.
The bag in the second auction is the Legacy Leather Shoulder Bag from 2006, style #10328. The outlet version of this bag is style #12868.