How to style sneakers with jeans. What sneakers work with jeans. Barrel jeans are tricky. I'd start with a slight barrel and they should hit right where the foot meets the leg. Also, you'll want to pair them with a slim lifestyle sneaker. Gap cable knit sweater xs (old) Madewell tee medium Citizens of Humanity Miro jeans 23, cut hems. Run really big Dolce Vita sneakers 6, run small Madewell sling bag Polo Ralph Lauren hat LTKPetite LTKSeasonal LTKStyleTip