Affectionately referred to as the male “G” spot, a man’s prostate can cause an immense amount of erotic pleasure if you know how to go about it.  Located just below the bladder and behind the pelvic bone, the prostate can intensify his orgasm giving him what is appropriately referred to as an anal orgasm. 

First thing first.  You can’t expect to comfortably (let alone pleasurably) stimulate your partners prostate with long, sharp fingernails, and for obvious reason.  The areas around and in his anus are extremely sensitive and are prone to tear if you’re not careful.  If you can’t part with your long nails you should consider at least wearing gloves with some sort of cushioning at the end of the fingertips.  (You can tightly stuff the ends of the fingertips with cotton balls.)

Anal penetration of any sort should not be attempted without first sexually arousing your partner.  If your partner is not relaxed you could cause serious pain or even damage.  You can start off by licking the area around his anus, called rimming, to relax him and get him really turned on.  Your goal is to get his muscles to relax enough for easier insertion.

With the initial insertion you want to start rubbing his anus with the pad of your finger, don’t go straight for inserting the tip of your finger.  If he still doesn’t feel relaxed enough you might want to try performing fellatio, or a blowjob, at the same time.  (For a comprehensive guide on fellatio check out How to Blow Like a Pro at www.howtoblowlikeapro.com.)

When you insert your finger make sure you use lots of lube.  Go slowly and be gentle.  When your finger is inside give him a second to adjust to the pressure.  When he’s comfortable use your finger to search for his prostate.  It should be the size of a walnut, depending on age.  The older the man, the larger his prostate will be as they tend to swell with age.  When a man is aroused his prostate gets swollen and firm so it shouldn’t be difficult to find it.  You’ll know it when you feel it.  Slowly start rubbing his prostate with your finger but make sure you are using the pad and not the tip.  You don’t want to hurt him. 

When stimulating your partner anally you must make sure that you are paying attention to his reaction.  Constantly be communicating.  This is especially true if it’s his first time.  Some guys like it firmer while others prefer vibrations.  Don’t be afraid to ask him what he likes.  He’ll appreciate you for it.