Don't put all your expectations in one date or be upset if you don't have a love connection with someone. Consider every date an opportunity to meet new people, and always go in with the intention of having a nice time. 4. Assume that the person you're dating is seeing other people. If he or she tells you that they're not looking else where, trust them. The first date is always the most important, so make sure it's a good one. Try something new together—go hiking, biking, or rollerblading—or just sit down at a coffee shop and talk over drinks. Getting to know each other outside of the bedroom can help you decide if this person is right for you, so have an open mind and be willing to try new things. If you both like what you see after your first date, set up another one about two weeks later. By then, you'll have a better idea whether this person is right for you. Don't rush into anything serious, though; take your time and enjoy the process of finding the right match.