Although this looks like a lot to take in, I put together the outfits below to show that you can transition the same pieces from season to season, and adjust the fanciness with jewelry and shoes:
First of all, an LBD (little blue dress, or black dress) will take Jesslica to nice restaurants, weddings, and shows. Don't worry about wearing it too often - a classic dress that fits is always a good choice.
A great pair of slim (not tight) cropped black pants is another staple piece, and if Jessica invests in a sleeveless beaded tank and a great flowy blouse she'll have two perfect outfits for visiting bars and wineries with her girlfriends.
After looking at her Pinterest board, it's evident that Jessica is drawn to ladylike silhouettes and that means a great full skirt will get a lot of wear. She can pair it with a short or long sleeved blouse, or even a fitted sweater later in the year. Add a skinny belt and she'll be good to go!
Finally, I wanted to show how a great black blazer will take her usual jeans (mid-rise, dark denim is best) and tee up to another level. She can also go without the blazer and add fun sandals and a great necklace. And obviously, a pair of leopard pumps goes with almost everything!
Hopefully this was helpful! What's your favorite evening outfit?