Role playing is a part of many people's sex lives. It lets them take that feeling of freedom and abandon, and turn it up, allowing them to be whomever they want.
You already play a role
Sex is the most intensely private moment most of us experience, except we do it in the presence of another person. As a result, we choose our bedroom role carefully. We are self-conscious about how we present ourselves during sex, so we hold back and give in to "stage fright."
Role-play is about reversing that tendency. It's time to surrender to pleasure in the company of your woman.
Don't worry about how you look
You have to get over the feeling that role-play is some childish game. Like anything else in sex, it's a calculated risk, as it requires both trust and a sense of humor. As you experiment with new versions of yourself, getting out of your comfort zone can be very beneficial for the mind and body.
No costumes today
While they can be fun, props and costumes are not necessary. The real meat of role-play is in the interplay. Focus on finding a role that suits you.
When you begin your role-play, find a scenario that's comfortable, fun and easy to adopt. It must be one you and your woman want to explore together — talk it over beforehand.
On to some scenarios you'll enjoy
Set the scene
Come up with a scene. Think up something you'll both enjoy. Avoid characters and scenarios that are complicated, or you're not familiar with.