Any time live sperm is introduced into vaginal fluid there is a chance of getting pregnant. Girls say, but Momma he didn't penetrate me. He don't have to the sperm just has to get in the vaginal fluid where it will live up to 80 hours and those little dudes are real strong swimmers. If you ovulated there is a good chance of getting pregnant regardless of what position you use. missionary position is the most pleasurable for the woman.