Usually I shy away from stripes because I’m curvy and they only accentuate that. However, a thick stripe is perfect for me and I love a baggy sweater dress for the transition from summer to fall. This Spiritual Gangster ( I will always love that brand name) Stripe Muse Dress is so comfortable! My purse is from Old Navy and perfect for storing everything under the sun. I use it daily as my work bag/gym bag/lunch bag because it fits all of that! Everyone loves my boots. My mom and I found them in a boutique in Boston after we went searching for comfortable walking shoes (these were not them) and found these boots on sale and fell in love. The red sole is deceiving since they were under $300 and not Louboutins (the brand is called Oh Deer!)! Unfortunately they are about 7 years old but I found a comparable option! 
Size the look: Dress S | Shoe 7.5
Shop the look: Spiritual Gangster Stripe Muse Dress | ALDO Rixon Boot | Old Navy Classic Faux Leather Tote