Oysters & Chocolate


Book of Joe

The ABCs of Giving it in the Butt

By: Dr. Dick

Tags: 2010 Anal Sex Book of Joe Sex Advice

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Finessing that Ass fuck - A Tutorial for a Top

Dr. Dick Gives the ABCs on Giving Anal Sex

Without further ado, here’s Dr. Dick’s long awaited seminar on being a great ass fuckin’ top. This is a companion piece to an earlier tutorial for you novice bottoms out there — Liberating the BOB Within (That’s Big Old Bottom).


This tutorial is for anyone who is considering being a top in butt fucking sex, regardless of whether the meat injection is 100% prime or a beef substitute (like a strap-on dildo); these words of wisdom are for you.

First. Know that some people are not open to experimentation when it comes to their precious asshole. They think it’s gonna be painful, or worse…the mere idea grosses them out. First off, you don’t want to try toppin’ one of these folks. A good top should know it makes no sense at all to try to force, or worse, belittle an unwilling bottom to give up his or her rosebud if he/she is not inclined to do so. This is simply a waste of everyone’s time. Because if you do succeed in gettin’ the unwilling bottom to relent and the attempted fuck confirms the bottom’s earlier suspicions that this activity is indeed painful and/or gross, you will have won the skirmish, but you will have lost the war.

Second. Before a top commences a fuck of any kind, he or she oughta consider whose pleasure is primary in this particular fuck-fest. There is a big difference between fucking for the top’s pleasure, for the bottom’s pleasure, or for mutual pleasure. If a top is trying to finesse a novice bottom into exploring his/her ass, that top needs to resign him or herself to concentrating on the bottom’s pleasure first and foremost.



Third. Start by getting the bottom comfortable being touched where the sun don’t shine. Lubricate your hand and massage the outside of his or her hole. Make some lazy little circles with your fingers and drive your bottom wild with desire. When her sphincter starts to quiver, as it surely will, slowly penetrate your bottom’s butt with a lubricated finger tip. After a few minutes of just hangin’ out down there with your finger in his poop chute, you can begin to slowly slide your finger in and out. When you’re fingerin’ someone for the first time, be sure to take your time. Allow his or her muscles to adjust to being penetrated. You might want to incorporate a thin vibrating dildo and/or some expert rimming to pave the way for bigger things.

When a top fingers a bottom like this, he or she ought consider the width of his dick or her strap-on while doing so. For example, once your bottom can take two fingers comfortably and three fingers with a minimum of discomfort, he or she is ready to take a modest sized cock or dildo inside. If you’re very well-endowed or you plan to strap on a dildo that resembles a floor lamp, you’d better adjust this finger formula based on the width of your fingers and your equipment.

A clean asshole is a happy and fuckable asshole. Hygiene is essential for both tops and bottoms. Bottoms need to anally douche beforehand. And tops, once your cock or your strapped on dildo has been inside your bottom’s ass, don’t go puttin’ that thang anywhere else (mouth, pussy, whatever) until you’ve washed it with soap and water. Carelessness in the hygiene department is just inviting a very serious infection.

Tops, be sure to use a good lube and make sure you have your favorite condoms near to hand. Getting your bottom into the right position, one that is comfortable for both of you is paramount. There are way too many positions for me cover here, but when choosing a position, consider —

• Your preference
• The bottom’s preference
• Your cock and/or dildo size
• Your body type, and the bottom’s body type
• You may find that a pillow or two will help support and prop up the bottom in most positions

Painful fucking is a sign that something is being done incorrectly. It is definitely not a sign from God that ass fucking itself is wrong. In most cases, pain is due to a few predictable reasons: the bottom is too tense and is tightening up. The top is being impatient and is pushing too hard. There may not be enough lubricant. Or the cock or strap-on is too big for the bottom’s experience level.

Obviously. both top and bottom should be comfortable and feel at least some pleasure in the fuck. However, it’s perfectly fine, on occasion, to concentrate on one person’s pleasure over the pleasure of the other. Just make sure you both agree on whose pleasure is gonna be the focus of any given fuck.

Topping is a skill like any other. Practice will improve your technique. And while practicing, invite and then listen to the feedback coming from your bottom.

Ok, let’s review.

1. Always use a lubricant…and a lot of it. Water-based lubes are latex-compatible and highly recommended.
2. Stop immediately if your partner asks you to stop. I’m not suggesting that you stop trying altogether; just don’t push yourself onto your bottom when he or she wants you to stop. Find the source of the problem -- be it lubrication, position, whatever, resolve the problem, then resume the fuck.
3. Take it slow. There is no need to rush, especially if you’re experimenting with anal sex for the first time.
4. A bottom’s desire to be fucked does not ensure pleasurable cornhole-ing. It’s nice that he or she might want to surrender his or her ass, but that’s not gonna make it happen on its own.
5. Always communicate with your bottom. Keep your communication playful and smutty.

Tops, be open about what you want and how it’s feeling. “Oh baby, that’s right you’ve got such a tight hole. You want my big meat in your ass? Yes you do! Open up for daddy…or momma…as the case may be.” Get the picture?

Some experienced bottoms can orgasm with ass fucking alone. Women do so through pelvic muscle contractions, men because of pressure applied to their prostate.

Oh, and here’s something you need to know. We all have two sphincter muscles. If you insert a finger about one half-inch into your ass and press your fingertip against the side, you’ll find them both. There is less than a quarter-inch between them.

The external sphincter is controlled by the central nervous system, which means you can tense and relax this sphincter at will. The internal sphincter is quite different. This muscle is controlled by the autonomic nervous system making it involuntary. This muscle responds to fear and anxiety. It may cause your bottom’s hole to tense up automatically even if he or she is trying to relax.

Tops, remember the rectum is not straight (no pun intended). After the short anal canal that connects the asshole to the rectum, the rectum tilts toward the front of the body, sometimes as much as 90 degrees. That’s why some people are anatomically less suited to ass fucking than others.

Finally, the best attribute a top can have is his or her sense of humor about the whole friggin' deal. Fucking ain’t as easy as it looks, at least not at first. But perseverance will win the day.

Good luck ya’ll!

Read about Taking it in the Ass here.


Originally published December 2010


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