Splurge or Save: A Classic Preppy Look
My trip through parts of New England last week has me thinking about all things preppy. This week’s splurge vs spend outfits contain a few quintessentially prepster items that can blend into many style recipes. This classic, preppy outfit with penny loafers is a timeless look you can create at all price points.
It doesn’t get much preppier than a great pair of penny loafers. Remember when we actually put a penny in the front? I found the history of the penny loafer fascinating. They’re a versatile and unpretentious shoe that seems to transcend time. They look as cool today as they did when Elvis wore them.
I paired them with simple chinos, a Breton tee, a sweater blazer for comfort, and easy knot stud earrings. I kept the accessories tonal for a very understated look.

The pieces are less expensive in the save outfit, but not all are budget-friendly. The splurge outfit is a mix, and many of the items are marked way down, so the total would be much higher at full price. If you have a classic wardrobe, this would be very easy to recreate from your closet.
The save outfit comes in at $563.79, and the splurge is just around $1138.45.
I always ask my husband if he can tell the difference simply by looking a the photos, and he nailed it right away. Is there an item that instantly tips the scale for you?
Did or do you wear penny loafers?
Thanks for reading, and remember to wear what makes you feel confident.
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