Late 2011 (Begin Again)
Although Parachute frontman and Taylor have been good friends since 2008, they went on a date in fall of 2011, inspiring the single Begin Again from Red. The two were pretty under the radar and enjoyed the holidays in Nashville. Because the two were such good friends, we assume the romance just fizzled out without a big blow up. Parachute's song White Dress was about Taylor in 2010.
Sources: 1
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