More boys should be into fingering themselves – take it from a boy who is

I am by far no stranger to exploring my body. Being a rather sexually invigorated and adventurous man, I am constantly in search of different ways to cum and orgasm.

In early December of last year and after a perusal on Cosmo, a few male-orientated sex blogs, a detailed guide on VICE, and a riveting scientific journal on its benefits, I decided it was time to explore my own butt. Specifically the challenge of fingering my prostate, a small gland inside my butt.

Anal fingering has only been an act for the most rainy days inside. The first time I tried it, I melted into a puddle of pure bliss and ecstasy as my mind went blank and my body felt the ultimate pleasure all the way from my toes to my head.

A prostate orgasm done whilst masturbating can give you one of the dirtiest, most primal and body-shaking orgasms you’ve ever had. It can last for minutes and leave you dizzy and in peace for hours. It is fucking glorious.

My most recent session was in the shower as I squatted down to enjoy this god-given primal pleasure. As I began butt play myself I also started to wank. I couldn’t control my urges and decided to up the pace. Upon ejaculation, I found myself on a beach on the eastern coast of Thailand with a mojito in one hand and a joint in the other. When I woke up from what seemed like a year of post-orgasm dreamy bliss, I found myself in the same shower I entered into about 10 minutes before.

I have once been fingered by a girl who was happy to help me enjoy the pleasure too. We were deep in hot sex when I initiated the idea, to which she happily accepted. We were already comfortable with each other’s bodies and had slept with each other previously before so exploring butt play was not a shock nor an embarrassment to either of us.

I received a blowjob from her at the same time so the intense pleasure from my nether regions was increased ten-fold. As I began to reach orgasm I could feel my entire body pulse with excitement. Cumming gave me a shock throughout my entire system as I could feel energy from my toes to my head.

If you want to explore the amazing pleasures of a prostate orgasm, here’s how:

A step-by-step process to finger your prostate:

1. Lay flat on your back on your bed and raise your knees bent and facing up so they point up high in the sky.

2. Apply lube, like lots of lube to your chosen finger. I would recommend starting off with one as an unexplored anus can be very tight upon first entry.

3. Start my massaging your taint (the piece of skin in between your penis and asshole) and slowly make your way to the entrance of your rectum.

4. If you are not yet stimulated or horny, I recommend also touching your penis. It helps alot.

5. If entry into your rectum is tight or too painful, practice breathing techniques to become more relaxed. Fingering your prostate can be done without being totally calm.

6. Once inside and about one or two knuckles deep, about two inches inside, angle your finger up as you should feel a round bulb of tissue – you’ve hit the prostate!

7. Begin a ‘come here’ motion with your finger to stimulate the prostate. You might feel a sensation of needing to pee or poo but that is natural when the prostate is stimulated.

8. Whilst a prostate orgasm may be hard to have and may need practice, masturbating your penis to a point of orgasm whilst fingering your prostate can give you one of the best orgasms you’ve ever had.

Why does stimulating the prostate feel so good?

More novel or intermediate male wankers are well-informed of the benefits and pleasure derived from cumming from a vigorous motion rubbing their penis. But only the most adventurous and cunning will experiment with diving deep into their asshole and have a finger for themselves.

Medical wellness website healthline states that the prostate, less commonly known as the male g-spot, is “a small muscular gland that produces the seminal fluid found in ejaculate.”

Besides being my second most favourite sexual organ on my body, it also helps “propel semen from the penis” and is surrounded by thousand of nerve endings that makes it so, so good to finger. It is this that provides so much dirty pleasure when the prostate gland is stimulated.

Men should not be dissuaded with exploring their assholes – it is the source for so much pleasure

Besides the listed scientific and primal benefits of fingering your prostate, there still exists a stigma concerning prostate stimulation, and more generally, male butt stuff.

Straight cis men may associate butt stuff with only the sexual pleasures of gay sex or anal sex with a women. Whilst this view is prevalent amongst my peers and friends, men are still hesitant to try fingering themselves.

With associations with gay sex and the fears wrongly linked with that, exploring the male anus comes with an added concern of hygiene. Men should not be dissuaded with exploring their assholes as it is assumed that the rectum is clear of fecal matter if you’ve gone to the loo within the last 3-5 hours.

Once finished fingering a deep clean with soap is recommenced to ensure that any disease or virus is not spread to your digestive or respiratory system.

I would state that this is not an act to be enjoyed for a first-time sexual experience with someone. It is a glorious act to enjoy but things can go wrong. If you are scared of unusual smells and the odd shock, maybe it is something to enjoy a few weeks or dates down the line.

Besides hygiene issues and the annoying stigma behind it, the prostate orgasm is something I advocate for and recommend every single man to try. It has provided me with some of the deepest and most pleasurable orgasms I have ever received. You can thank me later 😉

Related stories recommended by this writer:

• How to have anal you won’t hate, by disappointed gays

• How to have an anal orgasm: A foolproof guide

• What to do with a girl’s butt when having sex with her: A step by step guide