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At the beginning make sure you choose to kill the rebels and let Elliot live. Then after you return to Bowerstone Industrial and have to help Paige, one quest that starts outside the orphanage is to rescue a woman's fiance who has been captured by the local crime lord. After you find her fiance it turns out to be Elliot and he admits he still has feelings for you. You either have the choice of telling Elliot to leave her and marry you or telling him to stay with his current fiance.