New York City side-by-side with her poodle Winnie. Looking every inch the doting beau, Syracuse University student, toted the Stranger Things star's adorable pup in a large denim tote for a few blocks.
Meanwhile, the 17-year-old British actress rocked a flowing pink skirt, a chic white top and navy floral flats as they explored the Big Apple on foot.
She styled her hair in a sleek bun and accessorized her summery ensemble with a pair of tiny black sunglasses. For their outing, Jake looked cool in a casual button-down with a palm tree design and a pair of matching beige shorts with vertical black and blue stripes.
Read more on msn.com