Question

How would the product of cis-stilbene look like after bromination?

Answer 1

It would probably look like this:

Just as you had started with a molecule with two phenyl substituents on the same side, the product has the configuration on each stereocenter the same as the other (R,R; S,S).

If you rotate the central `"C"-"C"` bond by about `120^@`, you can compare these more closely.

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Had you started with (E)-stilbene instead of (Z)-stilbene, you would have gotten meso (1S, 2R) and meso (1R, 2S) isomers instead.

(but ignore the lack of a third arrow in the first step... that part of the image is not correct!)