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The Juicy Pink Box Illustrated Guide to Fisting

Learn how to give your lover the most intense orgasm of their life.

This post is all about fisting. It’s a delicious sex act that I personally love

The very first and most important thing you need to learn about fisting is that it takes time… not time to master the technique because that takes only a few tries.

What I mean is this: You have to give time and respect to your lover if you want to fist them properly. And you want to learn how to fist them to make them cum hard, right?

So go to their pace! It’s not about making them cum fast—it’s about making them have the deepest orgasm of their life, and to get deep, you have to take certain steps.

It doesn’t matter if you’re in a relationship with someone whom you have sex with on a regular basis. It doesn’t matter if you’re on a first date (and you want to get kinky right away). It doesn’t matter what the circumstances are… the technique of fisting is the same. 

There are a few steps to follow.

Know that fisting is about your deep sexual connection with another person. 

Your hand is large… it takes a lot of trust to let someone touch so deep inside. 

Earn trust by going slowly and paying attention to your lover. It’s a pleasure to watch them enjoying you, but it’s also important to tap into the sensations that they are feeling and whether they need a break. 

Let’s get down to business. It’s time to learn how to fist your lover.

Step One

Make sure your lover is soaking wet. Give them lots of foreplay.

Make out. Flirt. Tease. Bite. Do whatever you do that makes them beg for more.

If your lover is the type who gets hot but doesn’t get too wet, then make sure you lubricate. Use lube or salvia, or whatever slick substance they like.


Check out our Lube 101 guide for more information on how to keep things slippery.

Step Two

Work your way in slowly. Try just using two fingers at first. Push up inside. Explore a little and discover (or revisit) places your lover likes you to touch.

Pull the two fingers back just to the edge of your lover’s pussy. If they want you to go on, add a third finger and push inside them. If you have difficulty pushing three fingers in, reapply the lube and check to make sure whether they really want more

Once you’ve pushed three fingers in, move them around a little, whichever way feels good for your lover.

Maybe add a little more pressure and friction. If they start moving their hips around in the direction of your hands, that’s a good indication that they’re enjoying what you’re doing.

Pull the three fingers back slowly to the edge, put a fourth finger with the other three, and try to make your four fingers smaller by stacking them on top of each other. 

Press inside your lover and push in a little more deeply than before. When you’re inside, feel all the soft spots. Watch how their body moves.

Step Three

When you feel your lover ready, or they tell you to, slip your four fingers back, almost to the outside of their pussy. Bend your thumb under your four fingers.

Make a small “torpedo” out of your hand, trying to keep your hand tucked into place to make it as small as possible.

If your lover is wet enough that you glide in, slowly slide your hand inside. Keep your hand in the torpedo shape. Be careful passing the knuckles, since this is the biggest part of your hand.

Pay attention to the signs they give you. Push only as far as they want you to go. 

If they indicate in any way that it hurts, make sure you slow it down or stop. But, if they’re loving it, keep on going.

Step Four

This is where you get all the way inside your lover.

Let your hand, still in the small torpedo shape, settle inside of them. Your hand may take a long time to move all the way inside them. Let it happen at a natural pace.

You’ll reach a point when it feels like your hand can’t go any farther. You may feel like you’ve hit a wall.

Step Five

Now’s the time to see if you’ve gotten deep enough and whether you should reposition. Move your hand slowly; see what they like and what feels good.

If they want you to, then continue by slowly making a fist out of your hand. Curl your fingers into your palm, being careful not to scratch them. Your fingers will come together into a small fist.

Everyone is different, so what they want here may vary. When you’re this deep inside your lover, they are feeling every little movement––it’s all magnified.

Step Six

Try pulsing your fist. Bounce your fingers softly off your palm so that your fist moves like the beating of a heart.

Let your lover lead you. If the pulsing is enough, ask them to let you know.

Another thing to try is making tiny circular motions with your fist inside of them. Feel the walls of your lover’s pussy and let your fist drag along the walls as if you’re playing with wet sand.

Step Seven

Some people won’t want this much penetration. That’s totally normal. You’ve got to just go with what your lover’s desires are.

They may ask you for more if they love that you’re fisting them—deeper, harder, faster—it all depends on what they like. 

But remember to be careful. Hold back a little at first. You’re in very deep, and your lover is in a sensitive, even vulnerable position.

Step Eight

The bottom line is to keep in touch with how your lover is feeling.

Check in with them. Ask, “Is it OK like this? Do you like how this feels?” 

Try dirty talking if that’s what you’re into. Say something like, “I bet you like this, don’t you, you little slut.”

But keep doing what you’re doing!

Don’t get ambitious. The pleasure is in repetition. Maintain a pattern of movement that your lover likes. 

Listen to their direction. If they aren’t talking, try to feel the movement of their hips and the way they direct your body. Fuck them the way they want it.

Step Nine

Feel your lover cum.

Chances are that they’re going to have a really full, deep orgasm.

Let them experience the fullness of this intense orgasm. Feel the way their pussy pulses with you inside of it. Feel all the tiny contractions and tingling inside of your lover.

Step Ten

Take your hand out extra slowly. Exit almost as slowly as you came in. Let your hand slip out, and if your lover gets nervous about you coming out, just reassure them. Whisper and tell them, “I’m almost out.”

Let your knuckles pass the most slowly. Next, let your fingers slide out. It’s helpful to keep your fingers stacked one on top of the other, so they come out more easily.

Once you’re outside them, realize that you’ve left empty a space that was just full. This fact may leave your lover feeling emotional.

Maybe not. 

If they do feel a bit sensitive, respect that. Hold them for a bit. Talk. Bond. Do whatever is natural for both of you post-coitus. Enjoy the intensity of the shared experience.

That’s pretty much it!

It’s not that hard, actually. Mostly, sex is about communication. Whether it’s verbal or physical communication, try to stay in the moment by listening and responding to your lover.

Feel your way through sex instead of thinking your way through it. Let your body guide you. If you follow the steps we told you about, you’ll have no problem experiencing fist fucking pleasure.

Illustrations by Joan Reilly

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