Here's a good cheap portrait lens:
50mm f1.8
Both Nikon and Canon make them, and both run somewhere around $100. It is a prime lens, so there is no zooming in (you just have to move yourself) but it also means no distortion. The focal length translates to a 75mm on the Nikon, an 80 on the Canon Rebel, so it's a prefect for portraits.
The f1.8 means you can shoot in low/available light without having to mess with the ISO, even without vibration reduction.
Or, you can spend twice as much and get the f1.4, even faster.
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