I don't think there is a right time or wrong time for makeover.
Thing is that they made a big issue out of her dressing in the story itself.
When she was just a kid she was bullied into covering her head with a pallu by Dsa
Then her husband wanted a totally different image for his wife he wanted some one who looked more modern wearing modern dresses etc - he bullied her into wearing those clothes on their HM.
He went into a sulk so she gave in.She had to do the balancing act between his family and him with her dressing style.
Then came Shiv who liked her for what she is.
His opinion about her clothes - What ever she wears starts looking beautiful because SHE is wearing them. He would have loved the sight of her even if she dressed in a sac. Don't think he ever even looked at what she was wearing😆
Then during honeymoon he cleverly asked his two mothers and sister to chose clothes for her. She wore those clothes on their honey moon - she was given the freedom by her husband to chose what she wants to wear.His way of telling his wife that his family doesn't mind how she dresses but they would love to see her trying out all these dresses.
Clothes and covering her head with pallu are things that stopped being a big issue with her. She dressed in whatever she felt comfortable.
They made Daddu to tell her that she need not cover her head as mark of respect - so she took it off then DB made a big issue then pallu was back in action.
Over the years her dressing style has become less important to her.She stuck to gaghras but she adapted herself to city life style cooking food which is not Rajasthani learnt to how to drive.
She and her husband didn't seem to be party going persons by nature so we didn't get to see their social life much but they did socialise. She did carry herself even if she was dressed in rustic style.
----------------
Post Shiv's death she didn't want to wear widow's clothes and that was quite progressive on her part.In the beginning her dressing did go with her depressed mood.
But post leap - they went totally wrong in her dressing style. I think CVs were criticised by the media too for dressing her up like a widow which did not go with her personality.
This current look should have been there right from the first day of the leap.