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nope - not possible
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You'd have to book the trip as multi-city and pay separate fares.
If you call a companion can be added to an inbound or outbound leg of a round trip, but I don't think the companion ticket is compatible with only one leg of a connection.
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For a variety of reasons, I almost never book round-trip flights -- unless there is a cost difference vs purchasing two one-way tickets. And add your question to the list of reasons why I almost always purchase one-way flights.
You ask a good question, and with a round-trip flight, I do not know the answer. I would suggest contacting SWA directly regarding this.
But I do know that if you purchase one-way flights, that you can add your Companion to either, or both, flight with no issues.