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Tails and Anal Sex - 10 Things you Must Know

by staff writer (Chuck M)

It's the ultimate 'forbidden fruit'. For some of you, the mere mention of it may cause a physical gag reflex. This article is not for you. Your reaction is understandable. Anal sex is simply not a natural act. On the other hand, some might say that intimate relations with a Khajiit at all by any other race is also not a natural act either. So, as in many topics, your opinions may vary.

No, this article is for those readers who are curious, or perhaps are active in this undeniably kinky form of love-making. For those, it is the nature of the act itself that provides it's biggest attraction. And this attraction does not extend only to the male members of our readership either we point out. Plus those receiving are often just as enamored with it as those giving. But there are some things that should be understood before engaging in what is still considered a crime in some parts of Tamriel. And, while most apply regardless of race or gender, some have particular value when the object of your attraction is one of our tailed races.

So let's get started with our list of 10 things you MUST KNOW about Anal Sex and your Khajiit lover.

#1 - No Prostate.

This applies to all female races of course, but this article will assume your lover is a female Khajiit specifically. The prostate is a sexual gland in males that lies within the lower abdomen and provides much of the seminal fluid in a man's ejaculate. Since it is part of the reproductive apparatus of males, it should come as no surprise that it isn't present in females. However, some males find stimulation of it to be pleasurable. That stimulation is typically done via manipulation through the anus since the prostate lies nearby.

Even in males, stimulation of the prostate is not always pleasurable. So much more for females since they don't have one! That does not mean that females may not find anal stimulation enjoyable, but it does mean that this is not the primary cause, and thus it is reasonable to assume that fewer females do enjoy it. So while you may enjoy your own tail pipe to be ravaged by her strap-on, don't assume the same is true for her! It should go without saying that she should be consulted first and her wishes obeyed to the letter. (Must we remind you of those adventurers we keep on retainer again?)

#2 - Cleanliness.

There's no reason to obfuscate the fact that anal sex is a dirty business. But there are things you and your partner can do to improve that. A sterile douche is a recommended prerequisite to consummating your adventure. However, don't go down to the stream and get a bucket of river water and pour it up your partner's ass! While the water found in running streams may be fine for drinking, your body is built to handle the impurities found there when ingested normally. However, the rear end is not. Instead, boil that water (AND LET IT COOL!) beforehand. Then and only then should you pour it up your partner's ass. Then she can release it (in an appropriate place of course), effectively cleaning the anal cavity at least somewhat.

For some (and you know who you are you perverts!) this may be just as pleasurable as actual anal sex, so always be on the lookout for ways to make it most enjoyable for your partner.

#3 - The Tail.

Ah yes, the part you've been waiting for. Our Khajiit lovers are built with the most beautiful appendage of all - the furry tail. (Readers of the Tails of the Argonian may disagree, but they can get their own Anal Sex pointers.) However, it's important to ALWAYS remember that this is an extension of the backbone. As such, it lies perilously close to the sphincter. While other tailless races don't have this obstacle, our lovers do and it is our duty to understand and respect their physical differences. It is simply a very rare Khajiit that actually enjoys anal sex. An informal poll of our girls here at the Tails shows only 3 (of about 20) have ever engaged in it. Of those three, 2 enjoyed it, and the other reports she did it for her lover and it "wasn't too bad."

So, even if you dream of ravaging your kitty's hindquarters, most likely you will find that she either isn't interested or will do it just for you on rare occasions. You must accept this. Sometimes your fantasies just shouldn't be realized. Typically you can still share them with her using some manual stimulation even if you can't stuff your cock up her bum. Obviously fingers are much smaller and more subtle (except in very rare cases!). If you're among the very lucky few whose lover either enjoys or accepts you in this way, do NOT attempt to perform this from the so-called 'doggy style' position. In the heat of your passion you may hurt her seriously due to the tail. Best to keep her on top so she can maintain control in whatever orientation she prefers. Also, unless she has specifically requested it, do not tug on her tail. Our ladies report that it's nearly always a turn-off. (However, as with most things, there are variants.)

#4 - Lubrication.

This simply can't be repeated often enough. Do not go in dry. You will hurt your kitty and it won't feel good anyway.

Those adventurers of ours have very special methods of dispensing justice for anyone who hurts our Khajiits in this way. It involves an unusually long spike. More of a pole actually. Those who have had this form of justice administered have never yet mentioned that they found the experience pleasurable even though it certainly stimulated their prostate.

As for the lube itself, any sterile oil should suffice. Some readers have reported good success with leaving Dragon's Breath mead to boil down till it is reduced to the consistency of pudding.

Application should be applied both to your erect member and to your lover's tail-hole. There is no such thing as too much lube in this case. If she's really into it, you might even want to inject her with some extra beforehand. (Note - do not use the same tube used during the douching process!)

#5 - Oral-Anal stimulation.

If you and your partner are comfortable with this act, it is best done after the douche and before the lubrication. Obviously cleanliness is the key to making this a pleasurable experience, and remember that the anus is not a vagina. No matter how pleasurable it may be for her, it will not self-lubricate (no matter what your other 'sources' may indicate). However, in our experience, even if she doesn't allow full on anal sex, this taboo act can get her purring like no other! Another thing to be aware of while you're 'down there'. Did you know the base of the tail is an extremely errogenous zone for your Khajiit? It's true. So, if you're going down there orally anyway, why not make the trip the rest of the way to the Tail Base One? You (and she!) will be glad you did.

#6 - Once Inside.

Okay, you've followed all the advice, your kitty likes (or at least accepted) your back-door advances, you've completed all the preliminaries, and at last you're inside your lover's poop chute.

Might as well revel in it, you're in the shit now. Just remember, you wanted to be here! Your path should be well lubed and you've managed to get past that muscular gateway. It should come as no surprise that the key is go slow! Her rectum simply isn't built for you to slam away at it. You really don't want to hurt her here. She took you up her ass - that fact alone should be enough to get you off. You should not need to pound her into Oblivion or break her tailbone now. This is enough. Slow strokes and be ever-alert for any hints of pain from her. She loves you and she's doing this for you. Respect that and get the hell out if there's any sign she's not comfortable.

Granted that at best right now she feels like she's taking a dump that keeps coming back. Fortunately there are (rare) Khajiit women that like that feeling, but odds are you haven't got one.

Enjoy her with care and don't be dejected if she asks you to take it out before you've come. Remember, she's not built for that. You've already achieved a sexual adventure that most can only dream of. If, on the other hand, she's so into it that she let's you finish inside, try and keep control as much as possible. You're instincts are going to push you to slam it home. You should be able to 'home' it, but no slamming allowed! Congratulations, you are the 1%! Be sure to write to us!

#7 - Exit Strategy.

Whether you've been asked to back out, or if you've managed to complete the act in her most personal of orifices, you're still not done. Except in the most rare of cases (unknown to us at the Tails but we must assume it's possible), she hasn't come yet. If you had to leave early, you're in luck! The normal path still lays open to you. If not, time to get your tongue limbered up.

But if you are planning to resume activities in the womb room, clean it up first. Okay, if you've followed this advice, it's not bad. But it's still worth a trip to the sink first. Also, use soap or oil on it to clean it well. Ask her to help, she may be more than willing! Then you can get back to the task at hand. She just let you inside her tail hole stud! Whether or not you came there, she deserves some compensation. Be the best you can be. If she wants your tongue to explore her slowly, do that. If she wants you to bang her pussy like a punching bag with your man meat, get to work Rocky. She deserves whatever she wants now and it's your job to give it to her. If possible, don't let her go before you make her come. This is the key to future encounters with her. Make her remember it with pleasure.

#8 - What to do if you hurt her.

Run. Run and never look back. Never touch a Khajiit woman again and don't show your face in Skyrim again. You may survive this yet! While we pay our enforcement people large amounts of money to carry out justice against anyone who harms a female Khajiit (bandits excepted), they rarely go beyond the borders of Skyrim. Though they have been known to do so. It seems they particularly enjoy carrying out your specific punishment for some reason. Also it appears to be the female warriors that are most likely to pursue you to the ends of Tamriel too. So if you do fail to escape, you can at least feel some consolation in the beauty of your executioner before she performs the ULTIMATE rectal exam.

#9 - Aftermath.

Was it worth it? That's a question only you and your lover can judge. Most Khajiit lovers are perfectly fine without ever straying into this uncharted territory. But, if you've followed all of these suggestions, you and your Khajiit should now be peacefully laying back (well, she may be laying on her front) and thinking about the experience. You can even ask her if she would like you to clean her up down there. If your level of intimacy has reached this level, there is likely no part of her body forbidden to you. Use that intimacy. Give her a backrub. (No pun intended - she's probably had quite enough attention down there!) Massage her tail. Stroke her ears. Let her know how much it meant to you. She deserves pampering now. If she falls to sleep under your slow manipulations and begins to purr, you win.

#10 - Further advice.

We at Tails of the Khajiit are happy to provide more information and advice, but we cannot do so to just anyone in Skyrim. We offer this ongoing service only to female Khajiits between the ages of 18 and 35. (Of note, if the applicant actually enjoys anal sex, an exception to the age restrictions may be made - but only on the high side!) Offers of employment in our modelling role may also be made to applicants should they be unusually extroverted in temperament.