1. Why would anyone want to have anal sex?

2. What is analingus?

3. Does anal sex hurt?

4. Can anal sex actually give pleasure?

5. What do I need to have anal sex?

6. Do I have to use a condom?

7. I'm worried that anal sex will be messy.

8. How do we prepare for anal sex?

9. What position should we use for anal sex?

10. Can I get pregnant from anal sex?

11. What if I don't like it?

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Why would anyone want to have anal sex?
For many people, anal sex is the ultimate taboo. Buttfucking makes it sound crude and dirty, sodomy sounds technical. In the 1990's, anal sex has been given the bad rap because HIV, the virus that causes AIDS, is most easily transmitted by anal intercourse.
But some people love anal sex. Others hate it. Others haven't tried it yet and are curious. And many people are attracted to it precisely because it's so taboo and mysterious.

What is analingus?
One other part of the body that some people enjoy licking, or having licked, is the anus. The anus has half the nerve endings in the pelvic region and many people find touching it to be sexually arousing. Although we haven't mentioned safer sex yet as part of this series, we will here: the anus and rectum carry many diseases that live quite benignly in your lower digestive tract, but which can be harmful in your mouth or stomach. Performing anilingus is a very risky behavior for a variety of bacterial infections. Refer to the section on safer sex techniques for ways to protect yourself if you or your partner enjoys this activity.

Does anal sex hurt?
Anal sex should not hurt. If it hurts, you're doing it wrong. With enough lubricant and enough patience, it's entirely possible to enjoy anal sex as a safe and fulfilling part of your sex life. However, some people may never like it, and if your lover is one of those people, respect their limits. Don't force the idea upon them.

Can anal sex actually give pleasure?
The pleasure of anal sex is derived from many things. Doing something "nasty" appeals to many people, especially about sex. Doing something different to spice up a sex life that has become something of a bore can be part of it. And the physical sensations available during anal sex are uniquely different from anything else. The rectum is lined with nerve endings, some of which signal the brain to 'reward' you with good feelings when stimulated. For men, the prostate gland can be a source of powerful pleasure. And for a thrusting penis, the ring of the anus can be a new and strong sensation to enjoy.

What do I need to have anal sex?
The most important pieces of advice anyone can give on anal sex are: lubricants, condoms, and patience. The most commonly available lubricant is KY-Jelly, a greaseless, odorless substance available at most drug stores. Better lubricants include Astroglide, ID, Wet, or ForePlay, some of which are available at better drug stores, and most of which are available in some form at adult toy stores.
Do not buy anything that is oil-based. Make sure the lubricant you buy is rated "condom compatible." Nothing else will do. Oil- based lubricants such as vaseline or baby oil will destroy a condom long before you're done having sex. And many oil-based sub- stances will coat the lining of the rectum, providing a haven for many potential infections.

Do I have to use a condom?
Even if you're sure that both you and your partner are disease- free, you should still use a condom. The rectum is home to lots of infectious bacteria that can cause burning and urethritis of the penis. It will also help you clean up afterwards.

I'm worried that anal sex will be messy.
Anal sex should not be messy. Most first-timers fear that it will be, but most people can tell when they have to go. A condom will help with cleanup, of course, and if you're really concerned, a commercial enema, like Fleet, will help beforehand.

How do we prepare for anal sex?
Patience is the third and final thing you need to make anal sex possible. Initial penetration is always the most difficult part of anal sex-- the anus is a tight ring of flesh at the opening of the rectum designed to control the elimination of bodily waste. It is partially under voluntary control, and partially reflexive to stimulation. Your partner has to relax, and you have to go slow to coax it into opening enough to recieve your penis.
Start with a well-lubricated finger or a slim (smaller than your penis) dildo. The dildo is more realistic, but your fingers can flex and feel what they're doing inside her ass. Slide one finger in slowly, letting her adjust to it. Take your finger all the way out, then push it back in again. Give her anus time to get used to this kind of activity. Then slide a second finger in. Consider how big your penis is and realize that two fingers is probably enough.

What position should we use for anal sex?
For actual intercourse, picking a position can be important. Many women want to be on top, to regulate how fast penetration occurs. Other like to lie on their stomachs, or crouch doggy-style, or to be penetrated while lying on their sides. Choose what's best before you start.
As always, control yourself. Take your time and use lots of lubricant. People who like anal sex say that "too much lube is almost enough." Listen to her-- if she tells you it starts to hurt, back off.
Eventually, a time will come during your lovemaking where her anus will relax enough to allow the head of your cock to 'pop' into her. If she is completely relaxed, that pop should feel completely painless. Now just because you're inside her is no reason to start pounding away like mad. Let her body adjust. Take your time. Eventually you will both be ready for more.

Can I get pregnant from anal sex?
It is not technically possible to get pregnant from anal sex; there is no way for semen to get from the rectal tract to the vaginal tract.
However, anal sex is still not a very good method of birth control. Semen leaking from the anus after intercourse may drip across the perineum (the short stretch of skin separating vulva and anus) and cause what is known as a 'splash' conception. The failure rate for this is surprisingly high! 8% of couples of who use anal sex as a method of birth control have babies each year.

What if I don't like it?
You may find that anal sex just isn't for you. That's fine. Nothing says that you have to indulge in something that doesn't make you feel good. - Source unknown.

Want to know a little more? Read on. (NOTE: I've have personally amended this) Top^

1. ANAL INTERCOURSE TECHNIQUES

Let me say right off that bat, the best way to learn anal intercourse is to do it. Keep in mind that the ways of sharing sex must be developed; they don't spring fully formed into the mind. Yet the basic actions of the intercourse are easy and simple, as they are for every kind of sex. That is, all the necessary information is already in you; you need only learn how to bring it out, to overcome any confusions and develop rapport with your partner(s). It's the prohibitions, the guilts and the complexities in our society and each of us that prevent us knowing and doing what we want. Forget that! Do what you feel gives you fulfillment. This isn't about them or their arse; it's about yours and your partners. Again, it's a matter of good consciousness, feeling relaxed, and wanting to explore, to get into it.

Anal intercourse involves two people (or more sometimes), who between them create the pleasures. At any one time, one person will have his penis in the other's ass; this may be reversed later on (depending on your sexuality). One or both (or at certain times neither) persons will be moving. In the anal intercourse I will discuss, both partners want to engage in it, and they cooperate with each other. There's no such thing as a "passive" and an "active" role; there is no dominant and no submissive-these are false labels put on us by hostile outsiders. Ass fucking is an act of creation where two are together. There is a vast flexibility in who can do what, but there is no "one up/one down" mentality unless you want that.

So you want to know how to do it? Here it is: you kneel on your elbows and knees, and relax you ass such that your body wants to take in your friend's erect penis. He kneels directly behind your rear end, facing your way. He bends over you, guiding his lubricated penis to your anus-opening, and then gently pushes it inside as you draw it in. Then he causes his penis to slide up and down inside by thrusting his hips back and forth, while you keep still or rotate you hips in a side-to-side motion.

That's basically it. From the description, you might think the penis person is having all the fun. That's no true. The ass-person may be enjoying even more pleasure. There are two reasons for this: the anus is very sensitive to erotic touch, like the lips. (and if you're male, the inserted penis will massage a small gland behind the testicles, called the prostate). When this gland is touched during sexual arousal, the pleasurable feelings are multiplied in intensity. Thus, during anal intercourse, powerful erotic feelings can flow all through the body around the genitals, anus, and internal organs; the rectum may begin contracting up and down in waves of pleasure, causing an anal orgasm along with the genital one. the penis-person can masturbate his partner; the ass-person can masturbate themmself, or he can even reach around to insert a finger in his partner's anus (if they're open to that) - many possibilities are open, for you to discover exactly what you like to do and enjoy, according to you different wants and moods.

In other words, if you're new to it, it's best to learn in steps and not to expect to know or do everything at once; usually it takes months or years to feel and shape the many potential desires and satisfactions. The basic act is simple, but what culture teaches us, is to be so inhibited about sex, gay sex, and asses in particular that some confusion may have to be worked through.

Once over this, new levels of meaning will be open to you. The fun of sexual arousal and ejaculation is recreational, is entertainment. Loss of ego sense (sense of "I") and dissolving into another, when all thinking disappears and both your ecstasies merge together, is affirmational, is centering, growthful, spiritual. Wrapping your warm body around another, or to be so enfolded, with torsos and legs, penis and ass, desire and care, feels good in describable and indescribable ways, to the life/spirit/me. And this is creative experience at its best.

Where to begin? By being candid with yourself, and that you want to explore, and then finding a partner, a friend, a one-night stand, whatever. You'll probably want to taste both roles, insertor and insertee: you might find one more meaningful for you, or you might like both.

I should mention here that all explorations, indeed, any suggestions given here, are meant as enjoyable adventures, as good experiences. If anything turns into hard work, if you seem driven to ignore your sensuality, and speed on in haste instead, or get worried and upset, it's time to stop. Start over or talk to someone, you can't force love, it unfolds. Oftentimes things have to be learned, but if this is not enjoyable learning it's probably not for you. Curiosity is your best bet here, and leave you seriousness at the door - sodomy is an extra, not a pain in the ass.

First, let me explain the basic position and motions that go with them, then discuss matters about the ass-person, the penis- person. Lets go through each position, the motions that can be used, and its advantages and disadvantages; these, of course, can only be explained approximately, as people vary in what fits for them.

One position that's already been described, with the ass-person crouching down to receive their friend from behind. The advantages are, easy and fairly deep entry, and freedom of movements. This of the penis- person include thrusting, grinding (rotating the hips circularly as you'd do to play with a hoola-hoop), rocking (turning the pelvis from left to right), and body motions like swaying from the knees. These motions allow differing experiences for both partners. Those of the ass-person include complementary thrusting (the same as for the penis-person, except that your timing and his are slightly off), counter-thrusting (where you push as he pulls), grinding or rocking as he thrusts, and body movements. All these motions are easy to learn, once you feel save enough to try them and someone can help you a little.

The disadvantages of this position are both people having to hold themselves up (getting tired and not having free hands), the penis not pressing too much against the prostate, and not being face to face (if that's important to you).

A variation on this position had the ass-person lying flat on their stomach (with their hips raised a little on a pillow if you like). This allows them to relax more and they have their hands free to do whatever. The Penis-person lies on top and thus also can be more relaxed and have free hands. However, penetration is not as easy and you can't thrust as deeply. Also, the ass-person is weighed down and restricted in how they can move, although the penis-person can still more freely.

From this position, both partners can roll over on their sides, still facing the same way, with one leg drawn up. This position allows bodily relaxation plus free hands to explore and caress. Also entry is easy and fairly deep, and avoids the one person pressing fully on their friend. Movements are somewhat limited, though vigorous thrusting is till easy once you get used to the posture.

An interesting variation on this position has both partners on their sides, but facing each other. Here the penis-person must extend their pelvis between the other's bent legs. This position allow deep entry and a full massage of the prostate. Also the hands and mouths are free, and movement is fairly easy once insertion is made.

Then there is the full-front position, in which the ass-person lies on their back, drawing their knees up to their chest and over the shoulders of the penis-person, who presses down on them face to face (a pillow can be put under the pelvis to raise it even higher, or the penis-person can push back their friend's feet over their head). This position allows for easy penetration and very deep entry, a good massage of the prostate, plus full movements by the penis-person. However, the ass-person can't move much, though their hands are free.

Another favorite position is a standing one, in which both friends stand up, facing the same way, and the ass-person bends over at the waist, using a wall table, or other support. This can also be done on the knees rather than the feet, say, at the edge of the bed. If both partners are not of the same height at the waist, some adjustment will have to be made. This position is convenient to use outdoors, and allows easy penetration and full movements, if something solid is around to hold on to.

These are the basic positions; many others are also possible. Each is different, and may vary for you in feelings and emotional meaning. You might be specially thrilled by thrusting from behind, wrapping around their backside, stroking their chest and stomach with your hand. Or your love to unite may reach out strongest with him entering you face to face, snug and kissing deeply. Top^

2. ANAL INTERCOURSE FEARS OF BEING ENTERED

It has already been mentioned some of the pleasures possible through receiving the penis in intercourse. Now let's talk about how you do it, and things you might be afraid of.

This matter is simply put: your rectum can receive a large penis easily and fully, and this can be quite pleasurable, if you want it. And you must want it, before it can happen. That is, you must be at ease, in mind and body. The rectum is like a very elastic pipe with a set of muscular rings at the end, the anus. The anus acts as a plug, to stop things from going out, or let them in. It tightens and relaxes like purse-strings on a bag, and is fairly strong.

This muscle is controlled by the mind, and emotions influence how tense it will be at any given time. Good fucking can't happen unless the anus is relaxed, and this may take some learning.

Many of us are taught to be ashamed out our rear ends, of the things that happen there, and the sensations of this area. The anus can be an erotic place; most children experience pleasure in shitting, but many adults ignore these feelings, in their rush to get the act over with as little guilt as possible. The rear end becomes an ignored and mysterious place. The anus is usually held tight, and becomes the site of problems like hemorrhoids.

Yet the feelings are still there. Awareness and conscious control of the anus can be learned, although this takes time to discover.

Look at it as exploring something new, part of your own body. The first thing is, how you feel about your anus and rectum. Are they a part of you, or do you emotionally push them away? If you feel bad about your ass, that it's a dirty place, this is where you explorations must begin.

Explore your anus, to discover how it feels and that it's not dirty, that you can touch it and not get hurt. You can do this two ways: by yourself and / or with a friend.

If you explore yourself you have control over you actions. Climb into a tub of hot water (or a shower or on your bed) and relax. Then with you fingertips explore your genitalia and thighs, gliding around to feel what it's like. Then bend your legs and slide your fingers down between them. lower and deeper, past your vagina or testicles. Touch your anus very lightly with one finger. Then with several. Push down a little - how does it feel? If you like that, try masturbating while pressing several fingers on your ass.

Now you've made contact. If it feels good there or if you sense that it will, keep exploring. Don't push yourself to do more than you want at any one time - pace yourself comfortable. But try to tune in on your rear; discover when it's tight and when it's loose, and how you can control this.

At some point you'll want to take the plunge, inserting a finger inside. It's a remarkable discovery, that you can do this, and opens up a world of new sensations. Be aware that the rectum is a sturdy, flexible organ and can't be hurt by fingers, a penis or other similar objects, unless you violently intend to do so: if you don't make your finger force your ass, or your ass force your finger, they will work well together. Sharp edges like fingernails can scratch it, and that's not good, to trim your nail a little first. But if it can take all your excrement it can take smaller things like fingers and cocks.

Usually there's nothing inside the end-part of the rectum; but sometimes there might be small particles. You'll discover that these are harmless and easily washed off after. Or you can clean out your rectum first, douching with an enema bottle and warm water. Many men and women who enjoy ass fucking tend do this. Or you can use a quick and easy method developed by Dr. Bill Horstman, a San Francisco sexologist, which consists of douching with a large basting syringe, which can be bought at most supermarkets. It's a big plastic tube, pointed at one end (make sure to file down the tip so it's not scratchy) and with a rubber glove on the other. Filled with water, it holds just enough to clean the rectum thoroughly and simply.

Now, I suggest you lie back on your bed (or wherever), and bend your legs to bring your feet up close to your rear. Get into an enjoyable masturbation with one hand, and grease a finger of the other with KY or another lubricant. Then place it at your anus, and push very gently, slowly. Your finger will go in just a little. If you want to get your finger in farther, you must keep pushing gently and firmly, and release the anus muscle. Then you will feel you finger go all the way through, past the thick muscle and into the soft, quiet rectum.

It may feel uncomfortable at first, because you've taught yourself to regard anything in the rectum as dark and dirty, and you'll want to push it out. But take it easy; try letting your finger rest there as you're masturbating. You may feel a little burning or irritation, but this will turn to pleasure if your masturbation is feeling good. If you like, climax with your finger inside, and see how it feels. If all this seems good to you, keep up the exploration. If it bothers you, withdraw and try again later; take you time.

Once you get used to you finger inside, you can discover new things. Stick you finger all the way in. Then feel around inside, gently, as you masturbate, until you touch on a silver-dollar sized, round lump behind your upper perineum, below your genitalia. This is your prostate gland, and you'll know when you've touched it because it'll feel hard and nice. If there's a sharp pain, however, withdraw your finger and go see a doctor, because it means your prostate might be infected.

But otherwise, try moving your finger up and sown against the prostate as you masturbate. This will probably feel very good. Also you'll notice that you can squeeze and unsqueeze you anus around the finger.

Now you'll want to learn to loosen it enough to let in larger sized. It may seem at first like you anus has a separate personality, doing things in its own way. But this is only because you've separated it in your mind. If you get to know it better, it'll eventually make friends with you, and the separation will disappear. After using your finger to meet it, get to know your anus more intimately. You can trace warm wet rings around its outside; after inserting a finger you can massage it, pressing outward in a circle, tensing and calming it, trying to curl your finger around its side, feeling its touch through the skin - while exploring, if you act like you're shitting, pushing out, this will help even more. Practice stretching and tensing/calming your anus around your finger; you want to do this until it can be widened easily and painlessly.

Next you can insert two (or more) fingers, seeing how far you can bend them apart. Later, you might want to try a dildo (a straight, smooth, round tipped object like those found in sex shops). It's a good idea to use something that won't break, such as plastic or rubber. Careful!! Glass objects can shatter, and a candle could snap in the middle - leaving it half stuck inside. So be very careful and avoid using them. Otherwise feel free to indulge, since you can only hurt your rectum with sharp objects or violent jabbing motions. If it does hurt, STOP. Try again later.

Or you might want to move right on to experimenting with a friend. And this is also another way to learn about your ass. Say to him "I'd sure like to enjoy anal pleasures, but I'm not used to it and a little afraid," Then your friend can turn you on" (after douching if necessary) they can place their fingers at your anus during sex. They can, if they like, suck and tongue your anus, or insert their finger(s). These are called analingus and postillioning, and can be soothing, warm, and exiting; they have their own secretions at the end of this chapter. A nice thing is for your friend to masturbate you as their finger is inserted in your rectum.

If neither of you can get this far, because your anus just won't relax, it means you're anxious somewhere, or you simply don't know how to relax it yet. This is not always the easiest thing to learn, and there's no reason to feel bad about it, since the anus is very likely to just follow old habits of not opening up. It takes time. Take risks only when you really feel safe, and don't allow yourself to be forced open. It helps to talk about this, and how you're feeling.

One especially nice act that can relax your rear is for your friend, during sex, to simply trace soft rings around the opening, pressing with one or two lubricated fingertips, going around and around. This usually has a calming, whole-some effect.

If, after much gentle trying over a period of time, your anus just won't loosen, I would suggest you might have a mental wish not to be entered that you aren't aware of. If this might be, explore the possibility in your mind and with your friend; you may want to see a counselor or sexologist, or you may decide that anal intercourse just isn't for you.

If you do progress in your explorations, the time will come for your friend to insert his penis. If this is what you both want, let it happen as it will, without planning on doing it. Be easy about it, trying one of the position I've described. It may take several (or many) tries, so relax and feel the sensations. If it hurts, and it might, just ask him to withdraw gently. Some pain may happen, and this is usually OK. If it's a strong or sharp pain, back off, but you'll discover that the mild pain turns to blissful delight during sex. As he enters, you may experience a violent urge to go to the bathroom, or you may imagine you're going to piss or shit right there. This is a fantasy of your mind and body, through lack of use and conditioning; if you respect these feelings and have patience, they will change through practice. Also, if you're sexually excited, these feelings and any tightness will lessen considerably. The best rule is to take it in steps, going easy and smooth. It may seem difficult for a while, but you may be surprised by a rapid change from discomfort to sweet pleasure.

There is a special position for you if you want to take entire control of the act. This way you can go fast or slow as you like. It involves your friend lying on his back. Then you squat down over his hips, facing him, and guide his penis to your ass. Then you simply sit down on it, gently and as far as you want to go. You make any motions with your hips, or you can just feel what it's like.

There are two other ways you can take more control, which are useful not only if you're new at it, but also if he has an extra large penis. You can use your hand as a stopper, wrapping it around his penis where you like so only so much is let in (or he can use his own hand). Also you can use a position allowing only limited entry - a good one is where you lie flat on your stomach, with him lying on top; by pushing down with your pelvis or tightening your buttocks you can limit penetration even more.

After insertion, give a luxurious amount of time in becoming used to it. Let him worry about what to do, and you just pay attention to the warmth and sensualness of it. Try masturbating - this is a regular part of the intercourse, and may surprise you with its intensity.

Enjoyment in being the ass-person comes with letting go, into the experience. It's not being passive in our cultural sense, since he can be lying still with your making all the motions. Rather it's receiving and giving, his care and yours, your bodily/emotional desires and his, in various combination. It's reaching and creating with your excitement, so that your union becomes fusion of give and take, in and out - a greater wholeness of being.

You can be entirely still or jumping all over, or anywhere in between. Most of the body motions are easy to learn, such as thrusting and grinding. It can get a little complicated at times, however, since if you both move your motions must be coordinated. The easiest thing to do is rotate your rear in a circular way, as he thrusts. A tricky and subtle act is to learn how to squeeze your anus, tight and loose, to fondle his pleasure more and start vibrating, glowing ripples up and down your rectum. You'll know if you're moving in good ways, because you'll feel a rhythmic flow inside and out. You'll begin to forget where you are, as your movements melt into his. Top^

3. ANAL INTERCOURSE PERFORMANCE FEARS

As with the ass-person, so too with the penis-person, being of good consciousness, open, wanting to explore and cooperate - with these, knowledge and pleasurable sensations; touching and rubbing in joyful ways. Once your penis is in their rectum, all this will tend to happen by itself; just let go and explore what feels good.

If you haven't done it before, you might feel clumsy, confused; body motions used in anal intercourse aren't used many places outside sex, so how can you be expected to know them instantly? If you feel uncomfortable, tell him you're exploring maybe he can help you out.

One big worry is that you might be embarrassed, that you'll fail. This is called "Performance anxiety:" you can't get it up, you can't keep it up, and/or you can't carry through to climax. The penis is sensitive to worry, like a barometer it goes up and sown with anxiety level (among other things, such as fatigue). In other words, if you're too upset or too unsteady, it's pretty hard to fake it with your cock. And once you've "failed," it makes it even harder.

But actually, this penis-sensitivity can be seen as a good thing: it makes you be honest. There's a big difference between performing in intercourse and sharing. This guide is not about performance at all - if you want to put on a show, entertain your partner and prove your skills, you'll have to look elsewhere. If you want to be together, mixing, giving and taking as two growing people - then you'll want to be honest, clear, human, yourself. And then, if you go limp, you go limp. No big deal! That's part of being yourself at the time. You're scared, uncertain, confused; these are important feelings; don't deny them! People manage to get themselves into a fix by making things worse then what they really are.

If you've tried before and failed a lot, you probably feel pretty bad about it. "Why; I just can't do it; am I still doing it wrong?" Well, you'll never achieve anything with that attitude. What keeps people from doing what they want is "I can't do it; I'm super anxious that I'll just fail again." This vicious circle failure, fear of failure - needs to be broken, and the first step is removing the emotional punch of "failing." Examine why you see your act as a failure; you must have had a goal in mind that you didn't reach, and this to you was bad. Why is this a bad thing? Try looking at it from a new point of view, seeing it neither as a bad or good, but simply as an event which happened. Maybe, it's your partner? It may not be their fault, but look at ways you can improve their approach.

Find a partner who's willing to work on it with you (maybe explaining that you want to do this, but couldn't manage it in the past). Then you can go on to break the cycle, by learning that you can enjoy yourself. This needs trust and help from your friend, as you learn together. First, you'll want to discover you can enjoy contact with each others rear ends. When you're having sex, take turns trying to touch, insert each others finger on or in both your anus', especially at climax. Thus you'll discover you can give and get extra pleasure this way. Most males can learn to become quite comfortable with their female partners doing this to them. It's not a because they are gay, but simply because they enjoy it and don't hold any inhibitions about their sexuality.

There's another important matter that's good to know. And this is about forcing your friend's ass. There are two ways to have anal intercourse as in inter-action, or as a game of force and selfish controlling between suspicious partners. Time and again, it is the good consciousness that matters; feeling warm, trusting, open with your friend. With this attitude, the problem of forced entry will never come up. But it often happens that a tight anus is rammed by a callous or overeager partner, and this is not good. The anus muscles will be as loose as the person feels. If the anus doesn't relax, intercourse can still happen, as the ass can be entered by sheer force. This is usually painful, and may hurt the ass-person by tearing the rectum. You will instantly know if you're being entered in a bad way, because it'll hurt a lot and may cause some bleeding. And that's the time to stop things.

Be gentle when you enter another person: after you're in, you can use healthy stroking, but not at first; don't plunge in like a high diver. You should slide in with a firm, easy pushing, If not, try again later. The anus may not be either totally relaxed or tight: it doesn't have to be gaping wide open - but if firm pressure doesn't work, don't go on. The best indicator of trouble is pain - a little is usually OK, especially if the ass-person is inexperienced, but a lot means stop. If the penis is really large, some extra stretching may be necessary, and this may take a little practice for the anus to get used to. You can insert your penis in just part way, and then withdraw, so that his anus will become adjusted to accept this mount. The anus is very flexible, but it may take some practice - try inserting a little, then full insertion later, followed by gentle movements and then finally moving as comfortable. This gradual approach, in many matters, is usually the safest and most secure way.

From all the foregoing, it may seem like anal intercourse is a very complex activity. But actually it's a simple thing, and comes easy with an easy mind. It's another way of sharing bodies and feelings, meeting and exploring the world of ourselves. It can be a way of pleasuring, growing, loving, lusting a nice pastime or a meaty pursuit. - Source unknown. Top^