Anal Pleasures for Men: How to Enjoy & Get Most Out Of It

Enjoying anal sex for men always depends on preparation and using the right prostate stimulation. Get this right and you might experience one of the best anal pleasures in your sex life. Giving your prostate a healthier life in the long run.

Anal Pleasures For Men cover

Anal sex for men still ranks as one of the most unexplored fields of pleasure.

But despite that fact, it’s getting more popular as men are welcoming the idea of anal pleasures especially as more and more quality toys are being sold like anal vibrators, dildos, beads, and the like.

And on the question of “is anal sex good for a man?” – We can’t rule it out with a single opinion…

There are men who are for it and those who stand on the other side of the tracks.

However, as it’s now common knowledge, taking care of your prostate health (for men) is vital.

Besides the hospital checkups, stimulating this walnut-sized gland occasionally boosts its performance as well.

To get pleasure from behind is quite a filling sensation. And when done right, you’ll get more than you bargained for (whether using a toy or a partner) from the anal pleasures.

So, how do we prepare and conduct anal stimulation?

Let’s find out how to anal orgasm below.

What Does Anal Sex Feel Like For A Guy? Does It Feel Good?

In getting to know “what does anal feel like for a man”… 

It’s more intense than taking a vagina (assuming you have experience) while the squeeze is even tighter. And what’s more, the warmth too is a notch higher than the one you receive entering the front door.

Now, before letting a toy or partner in…

You’ll have to have prepared yourself properly for the anal stimulation. This includes clearing your mind, getting the right lube, setting the space, and getting yourself horny enough.

Another great tip is to get a position that will feel comfortable for you (if solo) and your partner (in couple-play). 

When we get to the actual insertion…

Your anus though (hopefully) relaxed, will still put up a minor resistance to the incoming object. That’s perfectly normal.

It shows that your anal sphincters aren’t sleeping on the job and the grip afterwards would be satisfying.

You or your partner will have to wiggle the head of the toy/penis gently past the anus’s orifice. Once the head gets in, it’s pretty much a home run until you get the full length in. 

To recognize the gland, it may feel like a soft lump behind a thin wall just a few inches in.

If you are using an anal toy solo, make sure that you give the toy some good anchorage. This will help you avoid the discomfort of the toy moving around.

This, especially when you start contracting your PC (pubococcygeus) muscles around the toy’s shaft.

However, you should take great care not to shove it in all at once.

Otherwise, you could end up damaging the soft tissue surrounding your anal cavity and cause injury. This is likely so when you use a toy with a hard surface (like plastic materials).

Now, assuming that you’re just beginning, starting things on a lower gear is ideal. This helps you gauge the amount of length and intensity you can take. 

Once you’ve identified what works for you, then you can slowly spice things up with the help of things like perineum vibrators.

When the moment is right and you feel comfortable enough, you can ramp up the session. 

Deeper and longer strokes will give you more intense and heightened stimulation if you’re getting pegged.

On the contrary, holding faster contractions with a massager DOES NOT guarantee an explosive climax.

So, in a nutshell, in discovering anal pleasures for men… 

It’s just a matter of finding what works best for you and perfecting it along the way. That’s the safest way as it also helps keep misleading expectations at bay.

Ways To Stimulate The Prostate?

To relieve your curiosity, there are actually a number of ways through which you can stimulate your prostate.

This includes using fingers, sex toys, and a penis. Sex toys on the other provide an option of using either butt plugs or dildos.

Let’s explore more on these methods below:

1. External Perineum Massage

It is entirely focused on the perineum region that is between the anus and the base of the testicles. 

To do this right, you have to start up stimulating your anus gently. Then trace the network of nerves going up to the base of the scrotum.

Once you’ve done so, you may use your middle and index fingers to slowly massage it in an up-and-down motion.

This action will “awaken” the pleasure nerves and you’ll start getting a pleasant feeling crawling up your skin. It adds to the pleasure that you will get from internal prostate stimulation.

If you feel pain or any discomfort of that sort, then that means you’re putting too much pressure.

Ease the pressure a bit and move your fingers delicately. Make it look as if you’re teasing yourself.

2. Fingers

Resorting to fingering is the most traditional method. Though it works with a great number of guys, a good proportion still find difficulties in locating the gland.

Actually, it is only about a third of men who find success in locating the prostate through this means.

The remaining times it’s just about exploring your tank and ensuring that you’re relaxed as you await penetration.

But all in all, if done right, gentle thrusting and finger-twirling could get very rewarding. And this you can achieve by yourself or with the help of a partner.

To add to this, you may spice up things by using the tongue to lick the perineum if you have a partner.

3. Butt Plugs

Butt plugs are some of the most sought after anal toys in the market. Once inserted, they give the fullness feeling and are awesome for both solo and partner sex.

Their design includes a bulbous head that’s smoothly tapered, a thinner neck, and a flared base.

Now, the flared base is very important as it serves to prevent the plug from getting sucked into the rectum.

And what’s more, you can also select from a variety that also includes ones with vibrations. 

You can use butt plugs by yourself or plug it in while anally penetrating a partner altogether. It’s a wonderful way of awakening your bodies.

The other toys you can use are dildos. They are great tools for enhancing and elongating penetrative sex.

They work well for pre or post penis penetration. This means you can use them during foreplay or in between your jamboree.

Hint: When getting an anal dildo, go for ones that have a tapered tip with a slight curve. They are the best for finding and locating the prostate.

 Prostate Massagers

4. Prostate Massagers

These are also very popular accessories that have come to the aid of men seeking anal pleasures.

Prostate massagers have a unique bulb-design with some being made from silicone.

If you can get the right match for yourself, then you’re halfway there on the path to super-explosive milking. 

If you’re just starting out, then I’d suggest high-end models like the Nexus Revo Stealth.

They have a rotating head, are made from quality silicone, and have different intensity settings for you to explore.

These kinds of toys are best for starting out as they help you discover your kinks and limits. 

And to add to it, you can use most of them solo or with a partner.

Strapon Play

5. Strapon Play

This is also called pegging and is used when you have a female partner as a counterpart.

Before getting through with this, you have to ensure that she is comfortable with it first. Also, you may share a bit on your penetration wisdom.

This will help you decide on the positions that will bring out the best experience for both of you. 

To get it on, you must first ensure that you have a strapon harness. Then get a dildo that has either a curved tip or one resembling a penis. Lastly secure the toy/dildo into the strapon and you’re all set.

Getting pegged gives you a more intimate connection with your partner. You somehow get to feel how they do when you give them penetration.

And the fact that we’re going anal here escalates things a great deal!

How To Prepare For Anal Pleasures?

As I pointed out earlier, preparation goes a long way in enjoying anal sex for men.It is important in getting you into the groove…

Check out some of the preparation tips below:

1. Use When Horny To Get Most Out

As I said, preparing your body for anal stimulation is vital. And one of the best ways to do this is by arousing your pleasure senses. 

Just to hint a few methods… You may have foreplay with your partner or listen to some audio porn if alone.

When you’re horny enough, your body eases and surrenders to whatever pleasure you’ll indulge it in. And this is where you want to get yourself if you’re just beginning this journey of anal sex/stimulation.

2. Prepare The Space

This means getting rid of any distractions that may interrupt your session. This could involve things like phone calls or work-related engagements. 

More so if you’re going solo, you’ll need to secure about 2 hours of uninterrupted time. Prostate stimulation is a journey that will have little stopovers as you continue discovering yourself.

Other than that, get some clean towels and spread them over your play spot. And don’t forget to bring a generous supply of lube with you.

If you’re planning to have long sessions (solo/with a partner), then I’d recommend oil-based lubes. They last longer when applied and might cut your refilling expenses.

3. Clean Your Rectum

When it comes to anal sex… hygiene is so much sexy.

It’s always a good idea to clean your tank before filling it up again afterwards. And for this purpose, there are handy tools like the anal douche that could help get you ready.

Just fill it up with room-temperature water and squirt it inside your rectum then press it out immediately. Do this a couple of times and you’ll be good to go. 

4. Weed Helps To Speed Up The Experience And Relax

This is the silver bullet… 

If you’re okay, you can use a little weed when all else has failed to relax your mind. 

This works better for other guys as it helps them kill tension and enhance their pleasure sensitivity levels.

Other Guy Experiences & Stories:

Check out what other guys had to share about their anal experience from Reddit user, Aksi_Gu.:

“I’m not gay but having a something in your arse feels pretty great. The prostate is the male G-spot – if you’re not engaging with it AT ALL you’re missing out on a good chunk of masculine sexual pleasure.

How pissed would your female partner be if you entirely neglected her clit/inner g spot?

That level of frustration she feels is the sort of antonym to just how fucking hard you’ll cum if someone’s fiddles with your butthole.

If you think any kind of anal play is “gay” and something you’d never engage in, well, not only are you missing out, but you’re a narrowminded fool.

That said if you do try it and it’s not for you then that’s totally fair enough.

Just…fucking try it.”


Read Professor01011000I’s experience and tips:

“There are nerves in the anus that provide sexual sensation. Similar to your testicles… they won’t make you cum on their own, but they feel good in a sexual way. Then, you add the prostate. Stimulation of the prostate is like a mini orgasm that just continues until you have a super intense orgasm.

Toys will be smoother than your fingers and therefore less painful.

Also, try pressing along your taint while jerking off. There should be a point where you can feel a little bit of prostate stimulation between the balls and anus. Just press firmly, don’t jab. It’s not as intense as the more direct stimulation of something inserted, but it’s still nice.”


And finally:

“I’m one of those that’s been focusing too much on the prostate in the past couple of years. Somehow ignoring the other pleasures of the penetration itself. 

The feeling of fullness, the in-n-out motion, but I really needed/need to master the prostate stimulation before I go back to integrate everything again.”



Putting a cap on this… Is anal sex good for men? 

Professional opinion – it’s great and I’d recommend guys to come aboard this ship of anal pleasures.

And while you might still cringe at the idea, take a moment to look at the health benefits it brings to your prostate gland.

Also, it’s important that you maintain good health for your anal sex experience.

Ensure this by always using enough lube, cleaning yourself afterward, and using condoms when necessary.

I hope this helps your query with anal sex for men.

If you’ve enjoyed reading this article, feel free to share and leave any questions in the Comments Section below.


Dainis Graveris

Dainis Graveris

With over 2 year experience working in a local adult toy store Dainis has gathered quite a bit of experience about helping people find the best for their needs. He's also a top writer on Quora (7M views, 2.3K followers) and has written over 70+ guides on SexualAlpha. Read More

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