Two years ago as I mentioned in my post I was so clueless about a lot of things. I knew there was a whole world of anal sex, but I had no idea that straight men liked it, let alone with a strap-on or anything phallic shaped. I saw the prostate massagers we had at work and figured that was the only thing that would be an option. Half of them scared me with how they looked, so I looked and played with them, but kept my distance. I had heard the term “milking the prostate” thrown around here and there, but I was yet to experience it with anyone. I put it on the back burner as something that would be cool to try, but I never thought the opportunity to do it would ever knock on my door.
When the term pegging was brought up to me, I swear I asked almost every single person at work what it meant and if they have ever done it. My coworker informed me that she never had, but heard it was one of the most liberating things, and at that instant I knew it was going to be something to cross off my “fucket list.” I was pretty intrigued and figured I would give it a shot, because who knows when this opportunity would ever come back around? Very least, I would have a good story to tell.
I was surprised when my friend brought it up to me. My friend is extremely hetero, and probably the biggest guy’s guy you can imagine. From his job to how he presented himself, he was the last person I would ever imagine pegging. It took me back a second and took me a while to think about before I decided to take the plunge, but once we set boundaries and made sure everything had been communicated we were ready to roll. I cannot stress enough how important it is to communicate before and during pegging. It takes a lot of thought and consideration, and it requires some patience as you will want to go slow at first. As I always say, “Treat other asses the way you would want yours to be treated.”
The topic of pegging couldn’t have been brought up at a better time. At the time, we were in the middle of having our annual ladies night where all the vendors would come and talk about their products. I ended up modeling the Newcomers Strap-On by Sportsheets (what can I say, I love my job!) and received it as a gift for my impeccable modeling skills. When I brought it back to the house, we both agreed that the size was fine, despite me giving him the side eye on more than one occasion. He had even mentioned wanting to go bigger, but I figured to save that for a later date. It was my first time doing anything like this, even though to this day he says he couldn’t tell. I was just trying to make sure I created an experience he would like and want to do again, instead of going balls deep with a bigger one.
I have to say after actually doing it, he was right. The dong that came with the machine washable harness was a perfect fit. The silicone dildo measured in at a tolerable 5 inches, with almost an inch in girth. It has a nice little suction cup at the bottom that you don’t think would be as strong as it is. I seriously had some issues taking the damn thing off the wall. When I finally did, of course, I flew back right with it. That being said, I would say another pro with this is being able to ditch the partner and back up against it if you’re really in dire need of a little anal action. The harness fit me perfectly, which I figured being that it boasts that a 60-inch hip can fit into it. The straps were easy to adjust by simply pulling, and it fit comfortably against me. There was no discomfort while I was wearing it, and no chaffing. I was able to fit my Tango in between me and the harness, but it was a little uncomfortable being that there was no small pocket on this particular one to put it. Although Sportsheets does offer other options with this feature, this one, unfortunately, doesn’t, which would have to be one of the negatives. The only other negative would be the lack of detachable o-rings that gives you more variety with the dongs that you use (the o-ring fits up to 1.25″ diameter), but since it’s for beginners, I can see why that wasn’t a huge concern when designing this.
Once we finally found a time to get into it, (damn work schedules), I added a substantial amount of water based lubricant on it and slid it in with ease. It was so easy to do it; I was shocked. It came like a second nature to me. Since I am shorter than him, it took about 5 or 6 different angles to decide what would finally work with our height differences. I finally had him at the end of the bed while I entered from behind. Let me tell you when the time came for him to climax, it was one of the most liberating things I’ve ever done. I have always been more of a submissive person when it comes to sex, but finding that it was possible to make a man come from anal sex, was indescribable. I will let you know; it is a leg workout from hell. My legs hurt so much the next day; it was hard to walk or stand, but it was for a good cause. I’ve always gone the extra mile for my friends, so non-working legs next day in exchange for a little anal play is fine by me!
I want to applaud Sportsheets for making such a simple harness to use for the first time anyone wants to try pegging or just strapping in general. It made it an experience I would be willing to try again if I was ever to get the opportunity. The harness was super comfortable, and the dong had a nice firm feel to it. I like that the straps were so easy to adjust since I have the worst luck with that kind of thing. The box was sturdy, and I primarily use it for storing my harness. I have sold the harness to a couple of customers at work, and I have heard nothing but good reviews on it. I am so glad there is a nice quality beginners strap-on for people, like me, who have no idea where to start. The people at Sportsheets hit the nail on the head by providing a perfect dong and harness combination that doesn’t look or feel cheap. I have seen so many beginner’s harnesses with a thin foam piece of material and a cheap jelly dong, so it’s great to see that even if you’re a beginner there are some excellent quality options for you to try out without breaking the bank. I will recommend this to anyone interested in pegging or trying a strap-on for the first time.