The 21-year-old certainly dressed to impress by favouring the loose-fitting navy blue one-piece, which oozed effortless chic, over her usual cropped tops, leather jackets and figure-hugging ensembles.
She added a smart grey coat to her outfit, black stilettos and a matching dark blue designer handbag.
It was clear that the young actress was trying to make a good impression for her one-on-one rendezvous with Anna, who was seen wearing a printed cream and burgundy dress with sandals and a statement necklace.
The pair met at the Four Seasons Hotel during Milan Fashion Week and appeared to get straight down to business, as they linked arms and chatted away.
Of course, Anna has been doing the rounds now that the highly anticipated fashion month is here and has so far enjoyed runway shows in New York, London and Milan, with Paris being next on her list.
In the Big Apple she was accompanied on the front row by David and Harper Beckham, who had come out to support wife and mother Victoria Beckham at her Spring/Summer 2014 show.
And Anna and little Harper appeared to hit it off immediately - aww!
Meanwhile, Selena has been keeping busy with her tour over the last few weeks, performing concerts across Europe, including Spain, Portugal and Germany.
But it looks like she took some time for herself in Milan over the weekend and as well as meeting fashion mogul Anna, she also rubbed shoulders with designer extraordinaire, Donatella Versace.
Selena tweeted a picture of herself sat at an impressive dinner table with Donatella and wrote: "To be great, learn from the greatest.."
What do you think of Selena's jumpsuit? Let us know below, as the best comment each week wins £50!