The approach to initiating a random hookup can vary depending on the person and the situation. Generally, it is important to be confident and open-minded when meeting someone new. Starting a conversation in a friendly, non-threatening manner is often a good way to start off. Depending on the context, you could try flirting or making an interesting comment about something that interests you both. It's also important to be clear about what kind of relationship you are looking for so there are no misunderstandings down the line.