Last week I warned you never to push Classic’s (SJs) beyond their boundaries. I did this to protect you, dear reader, as you learned the personality type ropes. But, I think you’re ready to learn how to push Classics ever so gently beyond their boundaries. The trick is to find something that incorporates their sensibilities — which for Classics is timeless, traditional and practical — with some modern or funky pizzazz. And if you were reading last week, you’d know precisely why we chose this cool bracelet! But if you want to play it safe, there’s a new website MADE for Classics called C Wonder.

As for out featured item, it would work for a classic because drumroll there’s a monogram on this cool bracelet from Jenny Present. Classics are suckers for monograms — traditional, conservative, check — but this bracelet isn’t some Lilly Pulitzer monogramed pink and green cuff. The red one has a little bit of that hip Kabbalah red string bracelet Hollywood, devil may care feel to it. Enough pizzazz to push a Classic outside of their boundaries while not terrifying them back into the Lilly Pulitzer store — apologies to Lilly!

Another idea is last week’s Organic (NF) idea for the shape of their favorite state (or country) cutting board. It’s practical but then slightly impractical because the shape can often be a bit odd for a cutting board — see image of Italy — but once they figure out a specific use for it then they’ll use it all the time. How is this pushing their boundaries? Cutting boards SHOULD be rectangular. You’re simply saying, “Really? Do they really HAVE to be rectangular??” Seriously, it’s gifts like these that Classics end up using and feeling as if they have a true devil may care nature.

Remember the key to pushing Classics to try new things is to make sure the gift has something in it that is like their usual taste only with a bit of flare — like a traditional pearl necklace with a funky twist to it. But, if you’re too afraid to go there then you could always go super practical and give into their likely cleanliness obsession with this Good Sponge/Bad Sponge from Uncommon Goods. The latter is often a great website to find random gifts for different personality types.

But seriously, folks, C Wonder is where you should go for guaranteed Classic gift happiness. They have clothing and home decor plus a few electronics. This decorative zebra plate is a great example of what a Classic might think is funky but every other personality type would pinpoint as Classic from a mile away. Admittedly a few Funs (SPs) and Smart Freedoms (NTPs) might get behind this one depending on their decor, but it is a decidedly Classic gift.