How many people should you be dating at once? That's a question that many of my clients ask me. However, there isn't a one-size-fits-all answer to this question. First, much depends on your personality. If you're a shy person, perhaps you feel that it would be great if you could be dating even one person. And many of my introverted clients do prefer to focus on one person at a time. That just feels more comfortable to them. And if they're interested in a particular person, they want to pursue only that one person to see where it can lead. This is how trust can be built in a relationship, as well. I see this as being more true for men than women.