On a crop, a fast 50 would be just about perfect. It is comparable to an 80 on full-frame. If you would prefer a slightly longer focal length, a 60 or 70mm lens will give you that, but then you are looking at macro lenses with slower max apertures.
For outside portraits, the 85f1.8 would be great, but you are going to be limited to little more than headshots indoors on a crop, unless you live in a large home. When I shot film, the 135 became my outside lens, and was not used as much after I got an 85.
You can also consider a 35mm focal length - this will do for waist-up photos or for more than one person indoors (like a normal lens in the old days). I know of only a few lenses at this focal length -the Canons and the Tokina macro f2.8. I got a Canon 35f2 for this purpose. If I had the money handy, I'd get the f1.4 version.