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How to hold hands
Gauge the level of interest.
If you're out on a date, look for subtle signs that he might be ready for you to hold his hand. If your date has been giving you the cold shoulder all night, this is a sure sign that he is not interested.
But if he has been walking close to you and seems comfortable, this is a good signal for initiating hand holding. If your date has found little ways to initiate gentle physical contact, like playfully pushing you or grabbing your arm, he is more than likely open to holding hands.