Make it part of a day long intimacy event . Find a day you can both be undisturbed , and get together at his place . Make sure he has his creature comforts around favorite food , drink , snacks , etc . Get together early in the day , and just get naked together . Don ' t rush into anything , though cuddle , hang out , make out , explore each other ' s bodies , and just make it fun and relaxing . Let him do as he will if he orgasms quickly , it ' s okay if he takes a nap , it ' s okay if he acts like a totally spastic goober , it ' s okay . If he needs time to escape and process , it ' s okay . Whatever you do , don ' t get dressed . Be comfortable in your skin and help him feel comfortable in his . Sleep together , shower together , do something usually nonsexy together like rearranging a bookcase or working on some project he has ongoing . The point is to be comfortable and lowpressure , and encouraging him to be affectionate . Just have a nice , relaxing Naked Day together , and let sex happen naturally .