Once you reach a certain age, there are questions you simply shouldn’t ask someone you’re dating. Questions like “How many people have you slept with?” or “When was the last time you had sex?” are traps. Even if the person answers honestly, you likely won’t believe them. Asking these sets you up for disappointment and insecurity. Instead of focusing on irrelevant numbers, it’s better to observe character, compatibility, and mutual respect early in the dating process.