This guide will teach you all you need to know about preparing yourself for the ultimate anal experience.

As always feel free to ask me questions if you don’t understand something or need further guidance.

Chapter 1: Things you’ll need

·       Dildo(s):

o   Bare minimum is one perfect dildo. I will describe to you now what to look for when buying a dildo which will be great for this guide and the follow-up “ItsyBitsySissy’s Ultimate Guide to Sissygasms”.

§  Diameter: If you never did anal play of any kind before you should do some fingering before buying a dildo. Put one finger in there, stretch your sphincter, put the next in and so on. See how many you can fit in there after some thorough stretching and then simply check the diameter of those fingers combined.

§  Length: If you only get one dildo it should have the perfect length. Too short and it won’t satisfy you, too long and riding it will be too exhausting for your thighs. A good rule of thumb: It should be about as long as your anal cavity (rectum). According to Wikipedia that’s about 4.7 inches. If you want to test it, just take a smooth, thin candle that’s about 6 inches, put a condom on it and put it in your ass. See how far you can get until you reach a bottleneck. That’s the end of your rectum.

§  Form: A good dildo form is slightly curved and of course resembling a real penis as much as possible. It should have texture (like veins popping out) and a penis head with a neck.

§  Surface: Now while texture is great the more detailed consideration of the surface should reveal smoothness. A rough surface is the natural enemy of lube and will cause pain and not the good kind.

§  Flexibility: The perfect dildo resembles a hard penis also when it comes to flexibility. It shouldn’t be a hard plastic stick, which will feel unnatural and painful, but it also shouldn’t be a wobbly jelly-mass which will feel like fucking a limp penis. A rule of thumb: It should bend by applying a very light force, but it shouldn’t be bent by gravity. This way it can easily find the path of least resistance when navigating deeper into your rectum.

§  Material: Surface and Flexibility are determined by the used material, so here is just one more thing you should consider: A dildo is something that you put into your body, just like food. So just like food you should make sure it doesn’t have any poisonous contents. I’m no expert here, so please do your own research.

§  Extras: Don’t forget to consider the way you’ll use your dildo. If you want to ride it make sure it has a suction cup, if your wife is going to peg you make sure it comes with or is compatible with a strap-on set and if you are just using your hands make sure it has a good grip.

o   A small dildo (optional)

§  A smaller, thinner dildo can be helpful to stretch your anus in preparation for the real deal. But you can just as well use your fingers for that (unless you have long finger nails with sharp edges).

o   A long dildo (optional)

§  A long, thin dildo that’s a bit more flexible can be helpful in the process of douching and cleansing. It’s not a necessity if you have a good douche, but if you do get one make sure it is longer than your douche and longer than the dildo you’ll want to ride or the cock that’s going to fuck you.

o   A BBC dildo (optional)

§  This is optional until you tried it, because we all know that once you go black you’ll never go back.

·       Douche

·       Buttplug(s) (optional)

·       A movable showerhead.

·       Something to unclog your Shower-drain

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