What It Feels Like to Use a Butt Plug While Masturbating
“I felt an intense, all-body orgasm, the likes of which I’d rarely experienced.”
For nearly two decades, I’ve made a living trying new sexual experiences and writing about them. In that time, scores of companies have sent me toys said to enhance my orgasms. While I’ve gamely tried them all, I’ve never regularly turned to toys to maximize my pleasure, whether alone or with a partner. What can I say: I’m a creature of habit. Or rather, I was until last year. That’s when I stumbled upon an apparatus that took my orgasms to an entirely new level. Simply put, I put something in my ass while masturbating—and now I can’t stop.
I should probably say that this recent revelation was decidedly not the first time I’d put something in my ass and enjoyed it. In fact, one of my first writing assignments—way back in 2002—involved me using a butt toy and writing about the experience. And while that experience was a positive one, it was not entirely positive enough for me to use the thing more than my dispatches required. It just seemed like more bother than it was worth.
Years went by before I was on the receiving end of an insertable again—and when I was, it was usually at the behest of a partner. A succession of girlfriends expressed an interest using a strap on and, being up for hijinks, I said sure. While I have fond memories of the power-exchange part of the experience, at the time only two upsetting thoughts filled my mind: that my girlfriend was going to literally rip me a new one, or that I was going to make an epic mess from which our relationship would never fully recover. Luckily, neither of those things came to pass, but still, getting “pegged” was not something I regularly suggested during a cozy evening at home.
A couple of years ago, however, I started dating a woman who enjoyed wearing a butt plug during sex, and she was the first partner to buy me a matching one. Made by a company called Fun Factory, it was relatively small and innocuous item coated in a velvety silicone and had a cute name: Bootie. She described the feeling of being plugged during sex as being “activated,” and on several occasions, we had sex while both of us were activated, our matching Booties installed. It added a new, exciting, and egalitarian aspect to sex, but I tended to take mine out partway through our long sessions as the feeling of having something stuck in my craw took away from my orgasms rather than adding to them.
