Share with friends! Questions › Category: Relationships › Can you Date the same Woman Twice? 0 Vote Up Vote Down Gad Harr Staff asked 1 year ago Is it advisable to date the same woman twice? 1 Answers 0 Vote Up Vote Down Leslie Wilderman answered 1 year ago Of course there’s no reason why not. People can fall in love with the same person more than once. Sometimes you see people going back to their Ex. Please login or Register to submit your answer Username or Email Address Password Remember Me Can you Date the same Woman Twice?