Its definitely a dated look, but if you want to, who cares?
I love wearing bike shorts under my skirts to a, save my thighs and b, avoid any mishaps.

Anonymous wrote:I think monochromatic could help it look more modern. Or even a dress with a black pattern and black leggings.

Possibly something like the first here?

https://ladiescasualtopsand.wordpress.com/2020/08/20/tunic-dresses-for-leggings-for-women-trendy-boutique-best-travel-pants-for-hot-weather/

Anonymous wrote:Please don't!!

And your alternative would be?

Please don't!!

I think monochromatic could help it look more modern. Or even a dress with a black pattern and black leggings.

I think leggings under dresses are still fine but the outfit you linked up does not look good. If you want to wear black leggings pick a dress of a darker color.

This is totally fine and very practical. Don’t overthink it. Not every moment has to be a fashion statement.

I think it’s fine. I don’t see anything wrong with it.

Nothing wrong with dress & leggings, OP.

Anonymous wrote:I'm 47 and super fat and wear leggings when I take walks because they don't wind up with holes in the crotch like my jeans do.

I think the picture you included looks kind of bad to be honest. Is it that you want the look, or the dress, or get cold legs? If the latter two, consider bike shorts.

I like stretchy, comfortable clothes and want to hide my legs. Something like linen pants is out because they're loose and flowy and make me look bigger.

I'm 47 and super fat and wear leggings when I take walks because they don't wind up with holes in the crotch like my jeans do.

I think the picture you included looks kind of bad to be honest. Is it that you want the look, or the dress, or get cold legs? If the latter two, consider bike shorts.

Anonymous wrote:In the winter, why not tights under the dress? In the summer, why not bike shorts?

My legs are lumpy, not with cellulite but regular fat. Leggings smooth them out.

In the winter, why not tights under the dress? In the summer, why not bike shorts?

It’s a cute outfit and I think you should wear whatever you want!

Look, I'm fat. I hate tight things around my waist, and I especially hate traveling in jeans. I love, love, love knit dresses over leggings, but I know that's a fashion faux pas. Still, how bad is something like the below? Is there any way I can make it better? I'm 48, if that matters. I do look maybe 10 years younger (avoid sun), but I'm a size 20. I just want to be comfortable.

https://www.pinterest.com/pin/105412447511218866/