Boy George October 2, If you're still having pain with anal penetration, you may want to see your health care provider about using rectal dilators. Please enter a comment. Different positions work for different people and it is also fun of course so also try different positions and see what works best for you. The next day I am feeling pain internally, but I can't pinpoint its location. Here are some of the potential complications of anal sex:. This material is provided for educational purposes only and is not intended for medical advice, diagnosis or treatment.