Before attempting anal penetration, be sure you are comfortable,relaxed and at a very heightened state of arousal, ready to orgasm. Sexual Health studies advise MUCH clit stimulation while learning to relax for anal penetration. Also, this stimulation should be performed by YOU or someone who is fully aware of how you like it. Once you are there, ready to explode, your mind and body is ready for just about ANYTHING and the discomfort that at first accompanies anal penetration, you will welcome. Sooo, get that clit hard & ready, use PLENTY of purchased lube, have your partner loosten you up with his fingers (fingers are more gentle than toys) once he slides in, take a deep breath, relax and don't freak when you feel the discomfort caused by the many nerve endings it doesn't last long at all. Allow yourself to orgasm through your clit stimulation and ENJOY! If you orgasm quickly after entry, it's okay to have him remove his penis. Remember, this is a new experience and may take several attempts as well as a patient partner to get you to the point of total enjoyment and full orgasm by anal penetration alone.