How long do casual relationships usually last? Casual relationships usually last anywhere from a few weeks to about three months. It is often that at about three months time you will usually know where you want to go in the relationship from there. However, there are really no rules for casual dating relationships.

Is casually dating OK?

Dating casually can help you warm up to the idea of connecting intimately with people before you dive into a long-term relationship. Even if you do want a relationship, the very idea might terrify you and keep you from attempting to date at all.