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Finessing That Ass Fuck — A Tutorial For a Top

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

What Ya Need To Know

Let’s get something clear right from the get-go. And this is for all you sticklers for semantics out there. The word “top” has several sexual connotations. There are of course BDSM tops, but generally they go by the moniker “dom”. And one can accurately say there a “top” in any sexual activity that involves an active and passive partner — such as cocksucking and watersports. But today’s lesson is for the active partner in butt sex. But you knew that already. Because all you had to do is read the title of this article to figure that out, huh?

Some folks just aren’t open to the idea of experimenting with their assholes. They think it’s gonna be painful, or worse, messy.

So first off, prospective tops, you don’t want to try buggering these folks. A good top should know it makes no sense at all to try to force or belittle an unwilling bottom to give up his or her rosebud. This is simply a waste of everyone’s time. Because if you do succeed in getting the unwilling bottom to relent, and the subsequent fucking attempt confirms the bottom’s earlier suspicions that this activity is indeed painful or gross or both, you’ll have won the skirmish, but lost the war. Remember, it takes two to tango.

Secondly. Before a top commences a fuck of any kind, they need to consider whose pleasure is primary in this particular fuck. There is a big difference between fucking for the top’s pleasure, for the bottom’s pleasure, or for mutual pleasure. For instance, if a top is trying to finesse a novice bottom into exploring ass fucking, that top needs to concentrate on the bottom’s pleasure first.

Start by getting the bottom comfortable being touched where the sun don’t shine. Lubricate your hand generously and massage the outside of their hole. Make some lazy little circles with your fingers and drive your bottom wild with desire. When their sphincter starts to quiver, as it surely will, slowly penetrate your bottom’s bottom with a lubricated fingertip. After a few minutes of just hanging out with your finger in there, you can begin to slowly slide your finger in and out. Be sure to take your time. Allow their 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, they would do well, at this point, to reconsider the width of his dick or her strap-on. Once your bottom can take two fingers comfortably and three fingers with a minimum of discomfort, they’re ready to take a modest-sized cock or dildo. If you’re very well-endowed or you plan to strap on a monster dildo, you’d better adjust this finger-formula based on the width of your fingers and your equipment. And, you know, make sure your partner is aware of the girth of what awaits him or her.

A clean asshole is a fuckable asshole. Hygiene is essential for both tops and bottoms. Bottoms may wish to use a small bulb syringe and plain water to clean out a few hours before the event. And tops, once your cock or dildo has been inside your bottom’s ass, don’t go puttin’ that thang anywhere else until you’ve washed it down with soap and water. Carelessness in the hygiene department will only invite a very serious infection.

Making It Happen

Tops, be sure to use a good personal lube and have your favorite condoms within reach. 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 positioned under your bottom’s pelvis will help support and prop up your bottom’s bottom in most positions.

Painful fucking is a sign that something is being done incorrectly. It is not a sign from God that ass fucking is wrong. In most cases, pain is due to a few predictable factors:

  • The bottom is too tense and is tightening up.
  • The top is being impatient and is pushing too hard too soon.
  • There may not be enough lubricant.
  • The cock or strap-on is too big for the bottom’s experience level.

Obviously, both people should be comfortable and feel pleasure from it. 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 listen to the feedback coming from your bottom.

The Top’s Handy-Dandy Tally Sheet

Ok, let’s review.

  1. Always use a lubricant. Both water-based and silicone- based lubricants 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—lubrication, position, whatever, resolve the problem, and 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 will not insure pleasurable cornholing. It’s nice that he or she might want to surrender their ass, but that’s not gonna make it happen on its own.
  5. Always communicate with your bottom. Keep your communication playful and dirty. 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?
  6. Spread the pleasure around. Keep your hands busy on the bottom’s clit or cock, at least initially. If the bottom can make the connection between the pleasure he/she is familiar with (cock or clit) with the new butt related sensations; then the battle has been won.

In Conclusion

Some experienced bottoms can orgasm with ass fucking alone. Women do so through pelvic muscle contractions and G-spot stimulation; 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. 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 way some people are anatomically less suited to ass fucking.

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 carry the day.

Good luck!

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