I have this same problem no matter what my current weight. It's genetic - my mom has the very same shape. We just have huge thighs.

I went 20 years refusing to wear jeans (thinking they are ALL uncomfortable) till I discovered low-rise jeans with spandex. The more spandex, the better (2% +). Size up so there is plenty of room for your thighs...and the low-rise means the pants won't gap at the waist.

For more casual wear, there is nothing more comfy (and flattering) for our body types than the Prana Bliss pants/capris.

Mariposa