Well, Rainbow Dash's parents showed the 80s fashion on photos and flashbacks from 'Parental Glideance'

I like to imagine Windy as an athletic girl at her youth, and now is an attractive woman at her +40. She even kept her workout outfit to this day (althought it's a bit tight now. That wedgie wasn't there 30 years ago.)

Base by Yaya54320bases: https://www.deviantart.com/yaya54320bases/art/Equestria-Girl-Base-710-864813303

Windy's Cutie Mark by MiserisYT: https://www.deviantart.com/miserisyt/art/Windy-Whistles-Cutie-Mark-Vector-680963987

Original pic (If I find it, I'll share it): >>2513526