I'm quite short, so I don't have the identical problem, but I recently had to make a choice about whether to choose shorts based on waist or hip measurements. I went with hips (the smaller size) because in the past, I had a miserable 66 mile ride with shorts that were too big in the seat. Ended up with major chaffing right under the sit bones. Some shorts have more forgiving waistbands or have a drawstring waist. I would agree, the TE customer service rep I spoke with was really helpful in choosing the right shorts, and you can purchase more than one and return the one(s) you don't want for a refund.
2016 Specialized Ruby Comp disc - Ruby Expert ti 155
2010 Surly Long Haul Trucker - Jett 143