It's hard, because I have these skinny legs now, and where the small to mediums fit my legs, they aren't comfortable on the tummy, so I have to have the baggy large.
At 5' 6", prior, I was 140 and wore an 8. And before that, I was somewhere over 240 and wore 22s to 24s.
I have an apple shape. 22's fit my waist, 18's my butt. I can wear some 18s if they are loose enough in the waist. They fit me much better all over than the 22s which look like sacks on me. Starting to fit into some stretchy 16s.
5'5", 195lbs, just bought my first pair of women's jeans over the weekend (Iv'e worn guy jeans for as long as I can remember)...size 16 but they are baggy I didn't even attempt to try on size 14, I guess I should have. I thought I would have to be ALOT smaller to fit into 14s...maybe this weightloss stuff is working after all