Sometimes anal cancer causes no symptoms at all. But bleeding is often the first sign of the disease. The bleeding is usually minor. At first, most. The first few times I did it, it felt awful, but I've realized I was doing it wrong. If you want to enjoy anal, you need to have lube and lots of it.". For first time anal penetration, I recommend the receiving partner be on top. This was written primarily for a woman receiving anal sex from a.