If you don't have a go-to combo that allows you to dress a bunch of your pieces up quickly, I'd encourage you to find one! It makes life soooo much easier. Whether it's the black jewel necklace + moto jacket combo I just showed you, or a statement necklace with a blazer, or a statement necklace and a pair of heels, find one that works for you and never let it go!
On another note, this maroon dress is one of those super soft, might-as-well-be-pajamas dresses from Old Navy (HERE), and it was sold out for a long time but is BACK IN STOCK (HERE). I also found a couple that look almost identical for under $20! Find them HERE or HERE. (I haven't tried them first-hand, but they have tons of reviews. Please sift through them for sizing, quality, and length info.)
Shop for the Look:
Watch: c/o Daniel Wellington (exact)