Anal stimulation

I often wonder how many women are aware of the power that lies in a single finger. I know that most gay men do. All gay male sensual body workers should know.
One of the reasons that "straight" men will come to see a gay body worker is for a little attention to the areas that the Sun don't shine. Many have gone to female body workers and have gotten off one way or another, everything from hand jobs to blow jobs to a few who apparently will hop up on the table and use their vagina, it's true, I have had several clients tell me so.
They come to us for something a little more, which in the grand scheme of things is so much less. They want anal stimulation. No big deal for most of us, hell, a lot of us are happy to oblige.
The amount and the depth that they want varies and can be an interesting guessing game. Pretty much all men like external massage of the sphincter area, those who do not are just really tense and afraid of what might come next. If you can assure them that is all you are going to do and they relax a bit, they will love it as well. There are a lot of nerve endings in the area of the sphincter that get ignored for most of a life time. The only attention they get is a wipe of toilet paper and a little soapy water when showering. Most "straight" men do not think of the sphincter as a place for arousal when they are home masturbating (give it up, we all know you masturbate). The thought of lightly stroking down there is for some repulsive, for others "too gay," and simply does not occur for a good majority of the population.
So how is it that they come looking for me and my kind? Perhaps they read about it in a porn story, or heard a dirty joke, or saw it in a movie or heard about on a tv show (usually as a joke) or perhaps when they were showering one day, they noticed that soapy finger felt kind of good down there. The issue for most though is that they are fixated on penetration, that if something is rubbing around down there, the goal must be to stick it in. This is where it can go very wrong for the inexperienced.
There are a lot of jokes about prostate exams and how "uncomfortable" they are. Well, I had my first medical prostate exam last year and even as a gay man who has a lot of experience with my anal region, it was indeed uncomfortable. Icy cold lube smeared unceremoniously followed immediately with a rubber coated finger poking all the way in and yanked back out after a quick feel. It was as if every possible care was taken to make this procedure as nasty as it could be. The only thing that would have been worse is if they had not used any lube. It is because of experiences like this that many men fear penetration. Not that penetration is the end all and be all of anything. There are "tops" and "bottoms" in the world for a reason, being penetrated is not for everyone, but until it is approached in a calm and sympathetic manner, most men just know fear.
So, when approaching this in a massage, I start with a little tease. While the client is lying on his stomach and his entire back side has been massaged, I work on his glutes. Starting on the side that is opposite from the side of the table on which I am standing (So if I am on the right side of the table, I work the client's left glute) I knead the muscle tissue with both hands working in a circular motion around the glute. This will expose the sphincter to daylight and air for brief moments over and over again. When the glute is well worked, I work the crevice of the buttocks from top to bottom using my thumbs to lightly push the flesh out away from the sphincter area. I do this three times from top to bottom, lightly grazing the sphincter occasionally on the second and third passes. I then move to the other side of the table and repeat the process.
Once the second cheek is finished and the passes down the crevice are complete, I treat the entire buttocks as a whole with some sweeping circular strokes. Then the body is treated as a whole with long connecting strokes from the shoulders to the feet. I will then do a a very light stroke from between shoulder blades to the sphincter and lightly stroke the external sphincter alternating between up and down strokes and circular strokes. I will graze the balls and rub the perineum. After a few moments, I will follow the balls down and stroke the penis, if it is exposed, then move up between the shoulder blades and repeat, adding a bit more lube warmed in my hands each time. On the third time stroking the sphincter, I may let my thumb test the resistance of penetration (make sure your nails are well trimmed). It is generally pretty easy to tell at this point what the client is used to, many will lift their hips to try to impale themselves on my thumb, others simply open up and the thumb falls into the hole. With others, there may be a great deal of resistance and I simply continue to rub lightly, taking penetration off the table. Still others open after a moments hesitation then grasp my thumb tightly after penetration to the point where any movement on my part is nearly impossible. With these men, I simply let my thumb stay still while my other hand continues long strokes along their back and legs. When the sphincter relaxes, I may try a little back and forth or I may slowly pull out and repeat the process.
Many men feel confused or ashamed if they ejaculate at this moment, usually with out touching themselves or with minimal movement against the sheet. It's no big deal. Happens a lot. Really.
For many men, just the external massage is all they want, something that they don't get at home or those "other" massage parlors.
I will include some light external rubbing during the "release" portion of the massage on every man, regardless of their reactions earlier. Even the most uptight of men will enjoy their anus being rubbed while their penis being stimulated, and by this time, I usually have their trust that I will not try to rape them in any way.
So the moral of this lesson is "rub you anus every day, it feels good, and if their are any doctors reading this, seriously, slow down and let a guy relax a little for those prostate exams!"