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Your Guide To Giving Him Prostate Massages & Next-Level Orgasms

Take his orgasm to new heights with the flick of a finger.

Sex

"More men should get their bootyhole played with." That's a word to a good friend during a candid girl talk. And though the language is probably not the best for introducing your partner to the idea of giving him a prostate massage, as a cishet woman, I have also come to realize it's sometimes our own colonial ideas around masculinity that keep us from opening the floor for discussions around acts such as giving prostate massages. Or, in some cases, what makes it a difficult topic for men to broach within their partnerships.

For everything men are open to trying during sex, it's very rarely "butt stuff", especially when it comes to their own anus or that vicinity. Despite the fact that their version of the G-spot, called the P-spot, is located in their anus, the approach that most men take is: so what if the prostate massage is the golden gate that unlocks potentially better orgasms?

But I imagine that there are more than enough men who have expressed (whether internally or externally) some curiosity along with their uncertainty, whether it be through sharing fantasies or not totally shutting down when put on the table. At least that it what I have found in my observations during my brief time as a sex educator. I've also noticed that when Black and brown men reach a certain tax bracket, they are less afraid to express fantasies and desires that might otherwise stray from the typical ideals of masculinity. Which makes sense (but is also a different topic for a different day). Nevertheless, where's the fun in life if we're waiting to become the next 50 Cent before we begin to explore our sexuality through new experiences?

So, the only question that remains is, how do you put all your cards on the table while providing a comfortable and safe space for introducing the topic and act of prostate massages?

We spoke with Sex and Pleasure Educator, Luna Matatas for the specifics on prostate massages for Black and brown men who in many instances hold hegemonic views regarding their masculinity and thus their sexuality. While a guide like this might normally dive right in and give you the steps to the actual massage, any sex educator will tell you the communication and consent around any act is the very first step in all actuality. You want to create a safe space because men are deserving of that respect. And ladies, from our own experiences, we know all too well what a difference it makes when comfort and communicativeness are standards held in the bedroom.

Matatas provides a number of ways we can hold space for any and all feelings that might come up while introducing the idea of prostate massages with your partner.

How Can I Introduce A Prostate Massage To My Partner?

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  1. Talking about prostate pleasure in a way that is curious, exploratory and doesn't have an end goal, like penetration, can be a good way to hold space for any feelings like shame or guilt we have when talking about pleasure.
  2. Bring up prostate pleasure when talking about other fantasies or sexy things, like G-spots, kissing, massages, sex toys, is a great way to talk about overall erogenous zones on the body. You can talk about ones that are under-explored, like the prostate and erogenous zones that are under-serviced like earlobes and necks or backs. Create a pleasure exploration package of the erogenous zones you might be interested in exploring. Talk about each one in terms of what makes you excited and what makes you anxious or insecure.
  3. Look at sex toys online together and make a list of the toys you're both curious about using on yourselves and each other.
  4. Be upfront, own your uneasiness — we ALL have uneasiness around aspects of sex — body shame, performance anxiety, guilty fantasies. Putting it out there can be an opportunity for a partner to be empathetic, reassuring and share their own uneasiness.
  5. Playing with knuckles and massaging the perineum is a great way to give a gentle massage to the prostate without penetration. This can be done while pleasure is happening to other parts of the body like the penis or testicles.
  6. Last but not least, for the men who might be reading along, playing with your prostate on your own during masturbation is also a great way to get comfortable with what your body does during prostate pleasure, what pressure or stimulation feels good and what doesn't.

How To: Your Ultimate Guide To Giving Someone A Prostate Massage

Now that all the formalities are out the way, let's get into how to give a prostate massage. All of our teenage lives we mastered the art of handjobs and as young adults we've all but been trained up for the blowjob olympics. So how do we weave all of the gems dropped here to deliver on a fire ass (no pun intended) prostate massage? Step by step, Luna Matatas breaks it down for us, here:

Step 1: Get into a comfortable position - try lying on your stomach with a pillow under your pelvis. If you want to be able to watch your partner, lie on your back and prop up your pelvis with a pillow to give a better angle.

Step 2: Stimulate the butthole first - warm up the external nerve endings to relax the anus and the person

Step 3: Go slow, use lots of lube and check in with each other - faster, slower? Harder, softer?

Step 4: Add pleasure to parts of the body that you know enjoy stimulation. (Not all penises get erect during prostate pleasure and not all prostate massages result in ejaculation. It's OK to just enjoy the relaxing sensation, a new way to explore pleasure or prostate play on the way to other types of sexy things.)

Step 5: Use lube and massage the butthole with your thumb or knuckles as if you were pressing it like a doorbell, no pressure to penetrate at this point.

Step 6: When your partner is ready, you can gently slide the tip of the finger in at an angle towards the front of the body (towards the belly button). Straight up penetration can feel jarring, so we want to creep into the butthole from the bottom and then inwards. Picture having your thumb against the butthole and gently bending it inwards with lots of lube.

Step 7: Once inside, you can circle the anal canal gently, check in with your partner, add more lube.

Step 8: Then start to bend your finger towards the anterior part of the anus (think about heading towards the back of the testicles) and gently massage back and forth or in circles until you find an area that feels more sensitive for your partner. For your finger, it might feel firmer. Curve your finger tip towards the front of the body and increase pressure to find the right spot.

Step 9: Prostates like firm and continuous pleasure, so try circles, swiping side to side or light tapping — all in small movements and see which one your partner's body enjoys. Experiment with speed, slow it down and pair it with eye contact, dirty talk or using your other hand to add pleasure somewhere else if that feels good.

The Best Lube For Prostate Massages

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Once you've had the dialogue and consent has been provided, you want to put more emphasis on the physical comfort. This is where ensuring that you and your partner are using lubricant comes in.

If you've ever tried anal play without lube, you're well aware that it can be easy to write it off afterwards (understandably so). Anal play without lube can cause the skin to break or tear. And to this Matatas further elaborates by explaining, "The anus isn't self-lubricating, like the vagina, so lube is a must." If you're normal, you might feel overwhelmed by the world of lube readily available on the shelves of the internet (without the guidance of a salesperson), but don't worry Matatas has you covered there as well. She adds, "You want to use a thick and long-lasting lube; silicone lubes are great and so are thick water-based lubes. Don't forget to re-apply during penetration, sometimes we lubricate at the start, but forget to re-apply once we get going! Using lube creates a silky smooth texture in the rectum that makes penetration more pleasureable and less likely to cause damage to the anal tissue."

Now, should you be using toys at any point during the prostate massage, Luna recommends using a water-based lube for silicone toys. However, "If they have a favorite silicone toy and like silicone lube, throw a condom on the toy." I will also add that if you're planning on taking this to the shower at any point, water lube should be switched out for a silicone lube.

Sex Toys For Prostate Massages

If you are, in fact, looking to incorporate toys into the prostate massage that you're providing, according to Matatas, "Check out prostate sex toys — with or without vibration, they are shaped in a way that makes it easy for you or a partner to reach the prostate."

In fact, this might actually be a nice change of pace as she further states, "Prostates also like firm and continuous stimulation - and sometimes fingers can't provide enough firmness or they get tired." Matatas adds, "Smaller, smooth, rounded tip butt plugs with flared bases are great for anyone who is just started to explore anal penetration and can help train the anus to take penetration more easily over time. You can put in a butt plug while your partner is doing other sexy things you already are familiar with like oral or kissing, and this will warm up the anus for more direct prostate play later on."

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