Dresses for the first time since teens. Advice!?

[BaffledPiglet]

After most of my life being a jeans and a top person, or occasionally a skirt and a top person, I discovered I feel comfier in dresses. It was a bit of a revelation just how comfy! It was a simple jersey dress with a scoop neck, below knee and with a slight fit at the waist. I only bought it in a hurry to deal with the heatwave and still can't get my head around how great it felt.
Not only that but I looked better, which was a surprise, too. I very rarely receive compliments and got 2 that day

Since i've sod all experience with dresses, how would i transition over whilst avoiding mad patterns, flounciness and looking too precious? Stick to simple jersey shapes?
I've spent years wondering why i cant tolerate bunching at the waist or faffing with the hem length of tops or the crotch length of trousers so this was a revelation, but it still feels a bit alien to me.

Would you follow it and go with it or would you just keep going with the trousers and top because it's familiar? I know wearing tights through winter limits shoe styles a bit (I wear docs or converse mostly), especially colour if the tights are black. Anyone with experience of this wishing to share what you think would be so helpful, thank you!

I mostly wear dresses these days for all the same reasons! My advice is to stick to the same style for now, just look at different shops etc. I think docs are good with dresses but I tend to prefer maxi dresses, which go with most footwear. Enjoy the comfort...oh, and definitely look for dresses with pockets!

Thank you! I found this one just now, it is a sort of autumnal blueprint of the sleeveless one I already have, but since I'm so out of touch with dresses I can't think what occasions it works in....interview? Day to day? Chuck a wooly coat over and walk the dog?

This one's ok because the pattern isn't too wild and the design/length suits my bodytype. I sort of can't figure out it it's 'me'.

That blue dress is lovely @BaffledPiglet! It probably doesn't feel like you because you've been in trousers for so long. Where's it from? If its not wildly expensive I'd take a punt on it if I were you. I'd wear it in almost any circumstances.
Yours; an inveterate dress lover, currently wearing trousers! 😂

It is Seasalt, a brand I have no experience with either! I hear bad things on here about them but not sure why.

I am most concerned as to how i'd translate a dress to a job interview, as i don't suit blazers. After 20 yrs of self employment I will be going back to entry level soon, perhaps part time in museum/library type of work. I heard jersey isn't taken seriously. I am out of the loop!

Out of the loop myself @BaffledPiglet , being retired and having been self-employed all my life pretty much. I mean, I think that dress would be spot on for a library/museum part time work interview but perhaps I'm wrong!
I think Seasalt make some lovely dresses but obviously I'm too old and unstylish to be of much use to you! 😂

That dress and a black cardy with your docs would be fab! But I am 50. It was my teacher uniform for years!

Thanks. glad im not alone in feeling clueless

I have lots of Seasalt stuff and it's all excellent quality and wears really well. I think it would be perfect for an interview in that field.

@BaffledPiglet definitely a good idea to avoid the ubiquitous flounces, or at least only consider mild flounces, IYSWIM. 😂

You could treat yourself to a couple of cheap dresses from Vinted? While you're getting a handle on styles?