Is it possible to create options with conditional parameters with help generation like in linux tail?

[SylwesterZarebski]

In linux tail option -f and --follow are distinct in that former do not allow to set any values, but latter allow to set name or descriptor values.

  -f, --follow[={name|descriptor}]
                           output appended data as the file grows;
                             an absent option argument means 'descriptor'

Is it possible to define options class to allow that with automatic help generation accordingly?
If it is not possible to generate help, is it possible to just create options to allow the distinction?