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Leo Cheshire

and

Taylor Nichols

October 10, 2026

Charleston, SC
94 days94 d7 hours7 h38 minutes38 min50 seconds50 s

How did he propose?

On the 5th day of our trip around Italy we finally made it to Lake Como. I’ve been bugging Leo the entire time on when he was going to pop the question. We first stopped at a wine bar where we shared wine and Leo enjoyed smoked salmon. Then he led us to visit a few scenic spots before our ‘dinner reservation’. We stopped at a very scenic point with a heart sculpture and he popped the question! We then enjoyed engagement bliss with a wonderful photo shoot and ended the day with a very delicious dinner. Hands down the best day of the trip!

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