Before I go into details I should show you what grandma does and doesn't look like.
First one is grandma-ish and the other one isn't.
The reason the first one is grandma-ish is for a few reasons
1. It's baggy. The shirt is ok to itself but not with the skirt because they are both baggy In my opinion you need a combination.
like a maxi skirt with a sort of bulky jacket, like a jean jacket.
2. The Print overly dramatic prints such as small floral prints give you a more grandma-ish look. below are some examples, just note as pretty as some of these fabrics are they just don't belong on clothes.
The reason the first one is grandma-ish is for a few reasons
1. It's baggy. The shirt is ok to itself but not with the skirt because they are both baggy In my opinion you need a combination.
like a maxi skirt with a sort of bulky jacket, like a jean jacket.
2. The Print overly dramatic prints such as small floral prints give you a more grandma-ish look. below are some examples, just note as pretty as some of these fabrics are they just don't belong on clothes.
Here are some reasons the second one isn't grandma-ish
1. Fits nicely not too tight but not baggy or frumpy. The cut of the clothes is very important.
2. Simple Patterns, Bright Colors, Not that bright colors are necessary but I think it's better with atleast one. It's good that the color is bold not patterned, but colors in patterns can be good if it matches the shirt. Usually simpler is better. Here are some examples of good fabrics
1. Fits nicely not too tight but not baggy or frumpy. The cut of the clothes is very important.
2. Simple Patterns, Bright Colors, Not that bright colors are necessary but I think it's better with atleast one. It's good that the color is bold not patterned, but colors in patterns can be good if it matches the shirt. Usually simpler is better. Here are some examples of good fabrics
This is all my opinion, and if don't agree then don't! Wear what makes you happy!