I love the wink, jumpskirt and even the envelope poses. Gaia-kun does look pretty good in the demonic set, I'll admit that. (still is loyal to her favorite NPC by the way despite complimenting on Gaia-kun's look.)
Gaia-kun is dressed almost exactly like my first account was for the first half of its life. With a different hairstyle, and replacing the shoes with Charcoal Zipper Boots and the jacket with the Charcoal Striped Sweater, but yeah. Nostalgia.
... I don't have any of those MCs anymore. ORZ
On the topic of the item itself, though, it's cute, and the jacket's kind of cool, but it's not seven dollars worth of cool. I like the item as a reference/nostalgia-trigger, but I wouldn't use it enough to buy it, though I do use companion poses every so often.
Tangentially-related, when I first saw the items I thought the dress was based off the Alice dress from the Wonderland MC.