Do you see where I’m going with this? The key is to keep his sphincter relaxed as you enter him with your dick.
19. Now you’re ready. Go ahead and eat him out for about 15 minutes. Or skip to the next step.
20. Next, you’re going to put the head of your erect penis comfortably, but snugly on the outside of his anus. There should be no space between the opening of the sphincter and the head of your penis.
21. Once your cock is snug against his anus, ask your partner to clinch his sphincter as tight as he can for as long as he can.