How to Bottom Like a Porn Star: Best Position and Pain-Free Angle of Entry

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This column is part two of a new weekly sex-ed series from Woody Miller, sex advice columnist, and author of the best-selling book, How to Bottom Like a Porn Star.

Last week, we showed you how to top like a stud by getting your partner to relax his sphincter. We also showed you how to use toys to loosen things up.

This week, we’re going to show you how to bottom without pain. Affiliate links used.

We’re also going to show you how to fuck your partner while he fucks you.

First things first.

Remember this.

The top is never in charge.

I know that relinquishing control might seem a bit of an irony—isn’t bottoming about surrendering yourself to another man?

It is, but not in the beginning. Not if you want to have a smooth, pain-free experience.

Pain-free bottoming requires the bottom partner to find the best position to straighten out his S-curve.

As the bottom partner, you need to estimate the best angle of entry for his dick and control the pace of it. How are you going to do that if he takes control?

Good question.

Once you have enough experience with bottoming, you can begin to loosen the controls and be “taken” in a way that adds to the blissful experience of surrender, but for now, know this: The top is never in charge. Not in the beginning, anyway.

As one famous porn star explained to me during an interview:

“In my personal experience it’s best for the bottom to take charge. I usually penetrate them only with the head of my dick and have them hold onto my leg or hip and they would be the one to pull me more inside and a little bit more. If I’m too deep, pull me out. I work at their pace.”

Read more porn star interviews in the book: How to Bottom Like a Pornstar.

Do you want to be dominated? Someone to take your ass and fuck your brains out?

There is nothing wrong with this notion—it’s hot, actually.

But the reality is that sometimes when he shoves it in, it hurts too much. Mood kill.

Have you ever felt like you were getting stabbed?

That’s because you were not in control.

He was jamming it into your S-curve.

What’s that?

It’s one of the most powerful muscles in the body after the tongue. It creates the first curve in the rectum. Its where the ‘whoa get the fuck out of me’ sensation comes from.

Straighten your S-curve to get rid of the stabbing sensation.

Time for a 30 second biology lesson.

Your rectum is not straight. It’s like an S.

For example, hold out your left hand as if you’re going to shake hands.

Imagine the palm of your hand is the rectal wall.

Now take your right index finger and poke the middle of your palm.

This is the penis stabbing the rectal wall.

Not good!

Now, angle your palm sideways. Halfway, toward the ceiling.

Now take your right index finger and poke the middle of your palm again.

Notice how your finger glides across easily?

Much better, right?

That’s because your finger is hitting your hand at an angle.

When you straighten your S, his cock can glide in without stabbing your rectal wall.

If you found this helpful: check out the book where this advice came from: How to Bottom Like a Pornstar.

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Can different sexual positions straighten out your S-curve?

Absolutely.

For example, the closer your legs are to your torso, the more your S-curve will straighten.

Time to practice.

What better way to prepare for sex that practicing alone? Try new positions and train yourself to find the best angle with the Ultraskin Realistic Dong. The cock’s pink head, bluish raised veins, and soft ball sack are the closest you can get to the real thing. Plus, AdamMale.com gives you 35% off sex toys and lube plus free shipping when you use code: GRIND on their website here.

But what if that’s not enough? It still hurts!

When in doubt…

Sit on it.

Grab his dick and sit on it.

Squatting is the best position for straightening out the S.

Here’s a nice step-by-step to make it really hot:

Sit on his face. Let him eat your ass for about five minutes.

Or tell him to suck your ass from behind.

Then sit on his dick. S-L-O-W-L-Y.

If he has a big cock, then only let the head of his cock in. Do not push but let it lay just inside.

Once you’re ready, try to put it in away from your belly button. [Slightly, about 15 degrees]

Here is a demonstration of the best angle of entry. [NSFW GIF]

By guiding the head of his dick away from your belly button, his dick will be more parallel to your rectal walls. This will avoid the stabbing sensation beginners feel.

Take your time. It’s going to take some time.

Hold his cock as it enters you.

All the way in until you can feel his scruff on your ass.

Let him penetrate you.

Your ass will open more as he fucks you.

Then, rollover onto your back with his penis still inside you, and let him take you.

Or dominate him by sitting on his face backwards and let him suck your ass while you hold him down so he can’t move his arms.

Or fuck him with his own cock while you’re sitting on his face.

Make an exact replica of his cock and balls with this make-a-dildo kit! Then fuck him with it while he eats your ass.

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Yes, that means you can take his dick home with you.

All of it.

Let’s review!

Now you know how to take control, the best angle, and how to make it feel good.

  1. Sit on his face. Let him eat you out. You can also fuck him with his own dick while he sucks your ass. With a replica or with a fat dildo.
  2. Then sit on his dick S-L-O-W-L-Y. Start with the head only for a few minutes before the entire cock goes in.
  3. Once you’re ready, guide it in about 15 degrees away from your belly button.
  4. Then roll over on your back, with his dick still inside. Don’t take it out.
  5. Now let him fuck you with your legs up. Close to your torso.

Fool proof.

One last thing about the prostate…

The male g-spot is loaded with nerve endings.

Once you learn how to ride his cock so it hits your prostate, you’ll cum without touching your dick.

When done right, your ass will suddenly tighten around his dick as you shoot your load on his chest while he fucks you, signaling him to finish his load inside you.

The perfect ending.

How can you find the prostate?

Get in the shower, lube up a finger, squat and draw your finger in toward the belly button. You’ll notice how quickly you hit the rectal wall.

If you keep pressing up you’ll hit the prostate (yeah, that’s the sensitive jab you just felt). Imagine what it will feel with a penis going in that angle.

If you don’t have a partner and don’t want to use your finger for it, try the Aneros MGX to explore your butt. This little bad boy is perfectly shaped to stimulate it. Try it yourself. Get 20% off and free shipping with code GRIND.

If you want maximum anal stimulation, try a bullet vibrator. Its pricey, but the Vice lets you cycle through 9 speeds and pulsation patterns. From a gentle purr to a wild throb and everything in between. And it’s 30% off with code GRIND.

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He’s inside you! Way to go. Now what?

Why are you asking me? You should be telling him.

Do you need him to stay still?

Do you want him to begin thrusting?

Remember, you’re in control during the initial stage. Once you’ve avoided the pain like we’ve shown you, it’s time to relinquish control and let him have at you.

What now?

Check out our next guide: How to Top Like a Stud and share it with your favorite top so he knows what he’s doing next time!

If you found this helpful, then check out the book where this advice came from: How to Bottom Like a Pornstar. You can start reading it right now because it’s a PDF that instantly downloads to your pc, Mac, phone or tablet. It includes even more techniques to keeping your partner’s sphincter completely relaxed, how to overcome hygiene worries and includes new speed, depth and thrusting techniques. You’ll also learn how to discover your inner top and how to get hard and stay hard, even with a condom. Click here for more details.

Related: Get 35% off and free shipping at AdamMale.com with code GRIND. Limited time offer exclusively for Gaily Grind readers.

How to Bottom Like a Pornstar

How-to-bottom-like-a-Porn-Star

How to Bottom Like a Porn Star takes you behind the scenes at gay porn shoots. Cameramen, scouts, producers, directors and gay porn performers were interviewed to share their secrets on the best ways to bottom. Add to that practical advice from colo-rectal specialist, psycho-physiologist, physician, and even a yoga guru.

Sections include: how you can take huge tops without pain, how to stay loose during day long shoots, how porn stars relax their sphincters, breathing techniques to eliminate pain, the pros and cons to douching and having an enema and so much more!

How to Bottom Like a Pornstar

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Disclosure: This post is brought to you by Gaily Grind Best Picks Team. We mention products and services you might find interesting, and if you purchase them, we may get a small share from the sale. Affiliate links used. Have something you think we should know about? Contact us here.