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Hey Dark, it's been a couple of years. Let me try to remember.

When you learn about the handsome model to kidnap a new icon should appear on the world map on the beach (just above the "Missions" button). First select Alex and then select the icon to send her over to kidnap him.

Yep, actually that's something I already knew. My problem was that it wouldn't let me send anyone. Not Alex, not Clover or Sam.

The problem persists, but I started a new game and this time it didn't happen to me. I think it was because I activated Alex's mission along with Clover's.

Thanks for answering!