How I Enjoy Hands-Free Anal Orgasms

We all experience a variety of unforgettable “firsts” in our lives. That moment you met a special partner or lover. Discovering the taste of your favourite food. The first time you rode a bike. All of these moments are special in our memories and provide a happy place to revisit over and over again.

Sex can also provide these feelings. For some folks, sexual firsts can happen rapidly, one on top of another in a super steamy session. For others, they come slowly, perhaps through the course of a lifetime.

I’ve been fortunate enough to learn, try and experience many different sexual fantasies and activities. Many were (and continue to be) fantastic ways to explore pleasure. Of these, there have been many mind-blowing moments, but a few stand out as unbelievably awesome.

Like, I will never forget the first time I experienced a hands-free anal orgasm, with the party all in the back and no need to involve the front.

Read: 5 Rules of Anal Play for Straight Men

Even though it was 20 years ago. Even though it was a few partners ago. Even though so many different sexual adventures have happened in the meantime. The first time I had a full-on orgasm from only bum fun will remain etched in my body’s memory.

Anal pleasure has been a part of my sex life for most of my life. I discovered my backdoor at an early age and have darkened that doorstep many, many times in many, many ways.

On this particular occasion, I was playing with a partner. At that point, her fingering my ass was either a foreplay precursor to other sexytime fun to come, or leading up to her pegging my butt. I was laying back, enjoying two of her fingers in my ass. She moved from in-and-out penetration to a more concentrated prostate massage. My penis took notice.

Like some other people with penises, mine is usually flaccid when I receive anal stimulation. But then, it twitched, and twitched some more. Pre-cum was flowing and the longer she fingered me, the more I squeezed back, mini spasms overtaking my body. We knew something new was happening. In unspoken agreement, neither of us made a move on my penis as I squeezed harder and more frequently on her fingers. Despite the intense sensations, every time I got close, I didn’t think I could make it happen.

Just as I was about to give up and grab my cock for sweet relief...I felt it. Even though I still wasn’t fully hard, the rush of impending orgasm was now undeniable. It rolled throughout my body, overtaking every muscle and inch of skin. It started in my ass, radiated out and then zeroed in on my penis.

And then it happened. The explosion. The intensity. The complete, full-body release. I didn’t see the entire moment, but I managed to force my eyes open just enough to catch a couple of the spurts of ejaculate squeezing out of my cock. I’d missed much more escaping but that visual was almost as thrilling as the orgasm itself.

Read: How to Orgasm from Anal Sex

Since that moment, I made it a sexual mission to relive this anal awesomeness. It felt that damn good that I knew I’d need to experience it more—whether on my own or with a partner. Fortunately, I have had people to play with who enjoy experiencing hands-free anal orgasms as well—mine and their own. But I’ve also put in some good, hard work to make sure I can experience that sensation again and again. But when you love what you do, you’re never truly working, are you?