Great care must be taken when experimenting with anal sex for the first time. Because the anus feels so tight on your cock, you'll get the urge to try to cram every last inch in as fast as humanly possible. If you do that, you'll nearly maim your partner, so hold off the urge, use lots of lubricant and slowly work your big cock in. Go deep for her so she can experience those sensations only you can provide.