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A Curriculum for Anal Sex


All stories on this web site are purely FICTIONAL. The people depicted within these stories only exist in someone's IMAGINATION. Any resemblence between anyone depicted in these stories and any real person, living or dead, is an incredible COINCIDENCE too bizarre to be believed. If you think that you or someone you know is depicted in one of these stories it's only because you're a twisted perverted little fucker who sees conspiracies and plots where none exist. You probably suspect that your own MOTHER had sex with ALIENS and COWS and stuff. Well, she didn't. It's all in your head. Now take your tranquilizers and RELAX.

A Curriculum for Anal Sex

My experience has been with women only, so some of this may or may not apply to men, I don't know. Perhaps someone more widely experienced would care to comment. All of the views expressed about a woman's feelings are from actual discussions with the women I've known.

Why I'm Speaking Up:

All of the following is based on reality,not fantasy, and has worked for me and mine; I hope it works for you. I've enjoyed anal sex as a fun variation for well over a decade (OK, so I'm old!). I am not 'a man of small parts', so extra care has sometimes been necessary to introduce some of my partners to this pleasure. Even though they were very willing, some simply couldn't accomodate me at first, so we tried this method and soon we added anal sex to our list of fun things to do. You can too. This method actually does stretch you, but leaves the amount of stretch under your control.

Some women had no previous experience, while others were already quite expert. A woman's ass feels different (but *very* good) from her pussy or mouth. It is another avenue of pleasure for you both. If both you and your boyfriend have reasonably standard bodies and you follow some guidelines below, IT SHOULDN'T HURT (might be a mixture of uncomfortable & pleasant for a while though). Since you mentioned that you both liked the Story of O, some of the curriculum below is submissive in nature, but you should, as always, do what makes you happy.

Bad Effects:

I have read that HIV infection is easier through anal lining than vaginal, so the usual cautions apply (testing, condoms). Also, switching from ass to pussy without washing is in many porn books, but is a bad idea, since these two openings have different bacteria in them.

Assuming that you do things properly, I don't know of any real bad effects. This is based on a frequency of 4-5 times/week over several years with two women, shorter periods of time with many others(about 75% of my previous partners have been very interested, the others not at all).

One minor good effect was that two women who had occasional constipation problems before, didn't have them after they started this, probably due to better conscious control of the sphincter muscle.

Keep in mind that you're not alone. A recent survey found that over 30% of young married women surveyed "regularly enjoy anal sex". The interesting part of this statistic is that all women in this study lived in 'Bible Belt' states **where this is actually illegal**! 1 in 3 proper Southern housewives?! Makes you wonder...

Pre-requisites

---------------

Lubrication

It's better to use too much than too little, and the very act of "lubing" can give both of you strong feelings of anticipation.

KY is an old standard, (I haven't heard of Astroglide either). I'd stay away from anything that's advertised to "reduce sensitivity" (AnalEase), since putting random doses of drugs in your body is a bad idea. Besides, you want 'sensitivity',you just don't want major pain. Don't use mineral oils, they thin out too much and destroy condoms.

Relaxation

Part physical, part psychological. Very important: *You must really want him inside your ass*, or, if you prefer, you must want to give yourself to him in this special way. From your post, I'd guess that the pain you experienced was from two causes: you weren't relaxed enough; and your boyfriend may have pushed you too hard, too soon. You are responsible for relaxing and telling him how things feel, and he must control himself so things don't go too fast. You must both take the time to make this pleasurable. AFTER you can fully accommodate him, THEN you can play scenes that require him to be 'forceful'. Your anal sphincter is a muscle, and like any muscle, it can contract(tighten) and relax. You are going to learn to control this muscle. Fear, embarrasment, and pain will cause you to tighten up. Hot baths, a good, firm massage, deep breathing, or a glass of wine will help to relax you. If you're very excited, it will be easier to open up for him.

Sensitivity

Your ass is probably the least appreciated part of your body. From early childhood on, someone is always telling you how dirty and awful it is. Since your boyfriend obviously likes yours, start using that in your fun. Take a hot shower together, bend down and let him clean you completely. Bend over, spread your cheeks with both hands, and look at yourself in a mirror. Show him the same view. Spend time half-dressed (bottomless) when your're alone with him, and when you go out, wear skirts or dresses with nothing underneath. Even if he can't touch you, knowing that you're accessable is great fun. Lie face-down on the bed with your legs wide-spread and invite him to explore you with his hands. Think up your own variations on these themes.

General Features and some Notes

------------------------------------

Don't feel that you have to complete any one stage at one time. All 4 stages might be learned in less than 2 weeks, but it's better to take longer. The process is as much fun as the goal, and you may never again have that same level of anticipation as the first time you're really ready for him to enter you...

--Notes

He should keep his fingernails short and filed smooth.

Ideally, you should train every day, or at worst every other day, until you reach graduate level. This will maintain the physical stretch that you are trying to develop, and keep your ass in a constantly excited state. If you get very sore, you are going too fast, so stop and take a break for a while.

A butt plug as mentioned in the text, is a smooth, T-shaped piece of soft rubber with a vibrator imbedded inside it (get the vibrator kind). The long part of the 'T' starts out at a blunt point and widens considerably towards the middle, and the batteries and speed control are separate, attached with a thin cord. You can get along without one, but it's a fun investment (less than 20$).

You can buy these by mail order, or at a sex shop in various sizes from tiny to o-my-god!. You should select a size that tapers up to slightly larger than his cock at the plug's widest point. Perhaps he will take you with him to the shop to help select it. It should be washed at the end of each session.

Some women feel pain because hairs around their assholes are being pulled during anal sex, it's easy enough to trim them.

(Variation for all stages) Lie face down on the bed with a pillow under your hips. This will raise your ass for his convenience.

The Curriculum

-----------------------------------------------------------

--Freshman (needs privacy and a lubricant)

1) He sits on a bed (or an armless chair for back support). Lie down over his lap with your bare bottom open to his touch. He begins by stroking slowly up and down the outsides of your cheeks, perhaps lightly using his fingernails, but staying away from your pussy at first. Gradually he gets closer and closer to the crack of your ass, stops to lubricate his fingers, then continues. Using his other hand to spread your cheeks, he starts to spread the lubricant from just below your asshole to the top of your crack, rubbing a single finger up and down and up again, but not entering you. He asks you how it feels. Tell him. He then begins to rub the ring of your ass with one finger, going around the outside first, then the center, rotating gently and pushing outwards. After making you wait for a while, he begins to push a well-lubricated finger into your ass, just to the first knuckle, while finally starting to play with your pussy. He keeps the finger still, but plays with you until you start moving. He asks you if you want more, when you feel ready, tell him. He gently begins to move his finger in and out of you, just a 1/4" at a time, gradually sliding deeper until he is in to the second knuckle. He stops again, and watches you move on his finger. He slowly begins turning his finger slightly, and goes back to the pumping action of before, but moves a little more now, exploring you inside with his finger tip. He asks you again if you like it, and you tell him. He plays with your pussy and your ass until you come with his finger all the way inside you, so he he can feel every wriggle and shudder. When you have finished, he slowly pulls his finger out, and you satisfy him with his choice of your mouth and/or pussy. After he comes he whispers in your ear that next time, you will feel the thickness of his thumb.

2) He uses his thumb.

3) In subsequent sessions, he plays with your ass a bit more, and your pussy a little less each time, until you can almost come from your ass sensations alone.

--Sophomore (needs the above plus a butt plug)

1) This time the butt plug and lubricant are laid out in plain sight as you undress for him. After lubing and fingering you as before, he takes the lubed plug and strokes that up and down your crack instead, then he places the tip directly over your asshole. Letting you wait,he starts to stroke your clit and pussy with his other hand, until you are almost ready to beg him to start exploring your ass. He asks you if you want the butt plug inside you. When you are ready, tell him so. He pushes firmly on the plug, but only lets the very tip enter you. Breathe deeply and concentrate on how open and excited you feel. He begins turning the plug gently, playing with the opening of your ass. When you feel ready for more, you tell him. He slowly pushes the plug a little (<1/2") deeper into you, letting you relax around it. When you can't take anymore, ask him to stop, but keep the plug at the same level. Wait 10 minutes while he plays with your pussy. See if you can take it deeper. If you can't, then wait a while longer at that level, then he removes the plug slowly and you both come anyway you like.

2) Try each time to take the plug a little deeper. He can show you the plug before each session, and point to where you stopped last time.

3) If he can't train you every day, he may choose to assign 'homework', where you lube and stretch yourself with the plug. Although this is really a more advanced exercise, and may actually be harder for you to remain relaxed, it is important at this stage to have your ass worked at least once every 48 hours, otherwise you might lose progress. Play with yourself just as he would and try to go a little deeper each time. Perhaps he will phone you with instructions and have you tell him how it feels inside you...

--Junior

1) You reach this stage when you can take the thickest part of the plug in your ass. He may choose to reward you by turning on the vibrator, and you both should celebrate, (perhaps eat some ice cream off each other?:-) ) He continues to play with you, but no longer has to be quite as slow, and you will spend much more time being plugged, getting used to the stretched, full, but not painful sensation. After you can spent an hour or more this way, you can go out together while you are plugged (wear panties to hold it in), and he can watch your expression while he turns the vibrator on in public (keep the control in your pocket). While he varies the speed, he can tell you just what he wants to do to you when you get home.

2) While you lie face down with your hips up on a pillow, he slides the plug deep into your ass, plays with you a bit, then climbs on top of you, firmly entering your pussy and fucking you as long as possible before coming. Just before he comes he turns the vibrator on so he (and you) can feel the vibrations between your passages.

3 You lie on your back with your legs on his shoulders. He plugs you, turns on the vibrator, and teases your pussy with his cock until you beg him to fuck you. He does, watching your face as he enters you.

4) Show him how good you have become at accepting your your butt plug. Either as a surprise for him, or at his command, strip and lube yourself, then insert the plug into your ass making sure that he has a good view. After working your ass for a while, ask if you have pleased him, and if you can please him some more. Should he say yes, ask him to lie on his back, keep working the plug in and out, hand him your vibrator control, kneel so he has a good view, and use your mouth to satisfy him.

--Senior (it's time!)

After you have accomplished the above, you'll reach a point when your anticipation level and the tingling in your ass grow to the point where you can't stand *not* having him fuck your ass any longer. This is when you know you are ready. Decide several days ahead exactly when you'd like your first time to be. !*Then during those days, don't come*! You may please him with your mouth or otherwise, but explain that you are putting yourself in a special state of readiness. Then, on the big day, take a long hot, bath, share a glass of wine with him and either:

1) lube and plug yourself as above, get into the usual facedown, hips on a pillow position, ask him to please remove your plug and fuck your ass, or;

2) simply get in position, and ask him to please play with your ass, then fuck it.

Either way, he may want you to do other things first, and it is to your advantage if he is very hard, yet not in a rush, so you may want to suck him until he comes, then suck him back to hardness before you offer him your ass.

He should hold his cock near the tip when he first enters you, to avoid bending, and should not thrust much at first. Just the long, first glide that opens and fills you completely, then a wait, and a slow building of thrusting and pleasure for you both. Denying yourself an orgasm for several days and all of your previous training will combine to make this a very special time. You will probably feel like a kid with a new toy, but try to get into it gradually over the next few weeks until it becomes very easy for you. You can always include any part of your training that excites either of you in your usual play. You can consider yourself a graduate when he can enter your well-lubricated ass as easily as he could your wet pussy.

--Post Graduate (for advanced/enthusiastic students only)

1) Keep small packets of lubricant on you at all times, since you never know when he will require your ass to serve him (KY comes in such packets).

2) Now that you know you can accept him, try alternately relaxing your ass when he strokes into you, and tightening slightly as he withdraws. This feels wonderful!

3) Try different positions. On your back with your legs on his shoulders; both of you on your sides like spoons; you bent over the edge of the bed, him kneeling on the floor behind you, etc. Positions that require a lot of leg tension on your part are not as simple to do at first(standing, bent over, hands and knees, propped against a wall, squatting or kneeling over his cock etc.), although they may give you more control of depth and thrusting (assuming you *want* control). One thing you might want to try any time you are lubed and facing away from him, is to spread your naked cheeks wide with both hands, saying quietly, "This is for you". A very powerful submissive image.

4) As a variation on (2) above, he may hold/tie you to keep you from moving your body, slide deep into your ass, and while not thrusting himself, have you squeeze and release him with just your ass muscles until he comes. Quite difficult, but worth it.

5) At your request or his, set aside a particular weekend or other such time exclusively for anal sex. For example, you may suck him, but only to get him hard enough to fuck your waiting ass. This will leave you tired, and maybe a bit sore, but very satisfied.

6) Have him deep inside your pussy before you/he insert the plug. This suddenly makes your pussy seem much tighter, and then of course, you can both enjoy good vibrations.

7) Don't always use the bedroom. One of my favorite times was very impromptu. I simply led my already very experienced, highly excited partner stark naked and lubed out into her living room, placed my hand firmly on the back of her neck, and had her bend over the back of waist-high armchair. I then opened my robe, grabbed her hips and entered her, thrusting firmly. She later told me that she had lost count of her orgasms during the first 30 seconds after my entry, and that it was a good thing that she wasn't 'a screamer'. I just thought it was a good thing she had very thick opaque drapes on all of her windows...

8) Sometime shortly after he fucks your ass, maybe as soon as you wash up, bend over, spread your cheeks with both hands, and look at yourself again in that mirror. Now, haven't you come a long way? Share the view and how it makes you feel, with the man who's just been deep inside you.

A note on pain, bondage etc.

If you really enjoyed The Story of O, you may have already experimented with spanking or other forms of painful stimulation. I have too, and greatly enjoy spanking/ teasing/ tying up a willing woman, but I strongly suggest the following: *Don't mix bondage, pain, (or anthing else that might make you tighten-up) with your anal fun until you have 'graduated'*. At that point, your mind and your ass both know that being stretched and entered is a good thing, (and feels wonderful) you are far less likely to have problems, and far more likely to enjoy the additional stimulation. If you really do get off on a good spanking, just start it before (not during) each anal session, and you might increase your fun greatly (a red ass is a sensitive ass).

 
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