No matter where you fall on the sex spectrum you may be wondering, how does it feel when a guy enters you for the first time postpartum? As a mom of two, I can tell you it feels like a cucumber with thorns on it is being thrusted into your vagina. For many women it is a source of fear, for some it's exciting, and for others sex could be the furthest thing from their mind. Postpartum sex, whether you want to have it or are terrified to have it, is often a subject of curiosity.