By Miss Kay
I’ve always considered strap-on sex (otherwise known as pegging) to be one of my kinks. Maybe it has something to do with the fact that you get to have the “power” of a penis. Maybe it has something to do with being able to bend over your boyfriend and show him amounts of pleasure that he didn’t know existed. Maybe it just is because it’s just HOT.
When I first met my boyfriend, I never thought we’d be into the same kinks. However, two months into the relationship, I was pleasantly surprised to find out that he was a crossdresser. This led to lots of fun purchases of make-up and new clothing and a fun-filled week of treating him like my personal Barbie doll. It only makes sense that while visiting the adult store a couple months later, he would draw my attention to strap-on harnesses made for pegging.
So while pretending not to look at them, we took a look around the selection. It was our first time together at this particular adult store, and the cashier was making us nervous by being a little too interested in what everyone was doing. We found one with some decent packaging and features, but were too nervous to bring it to the check out. We just assumed it could wait until another day.
Well, that “another day” turned into next week. We’d spent all week trying to figure out if it was something we wanted to splurge on. (College students don’t have money just lying around.) After he recounted a hot fantasy he’d had about me with our prospective purchase, I finally made up my mind to shell out the cash. We went back to the store, and this time, picked up the harness and brought it straight and proudly to the counter. I spent fifty dollars on that harness that day. Fifty dollars that, if I knew what I knew now about harnesses, I would never have even considered spending.
Well, after we got it home and stared at it for twenty minutes like giggling school girls, we actually opened the package. It was a cheap harness with two different sized dildos. There were many good selections on that shelf, and we chose this one because it was the only one advertised to be able to fit bigger women. It’s still a mystery to me why more harness owners don’t make plus-sized harnesses. A lot of the Dominants I know in the BDSM scene love to include pegging in their activities, but the harnesses that are available for plus-sized women aren’t comfortable.
I digress – He picked up the smaller, purple one and just gave me this look I couldn’t resist. If it would be translated into words, I’d have to say it’d be something along the lines of “Please put this up my butt. Please.”
I gave him an evil grin like I always do, trussed him up in some women’s clothes, and attempted to use the harness with the dildo. Well, it turns out it was a bad harness and uncomfortable as all get-out. I think I ended up with a wedgie for about five minutes before losing all hope for the harness. The play session ended with me forgetting the harness and just using the dildo by itself.
It was a great experience with him, and one that would lead us to consider pegging as one of our favorite activities, but the harness left a bad taste in my mouth. To this day, I still haven’t bought any new harnesses, but I do have hope. I’ve seen some great reviews for plus-size harnesses, and I’m ready to shell out the money for one that will be comfortable enough for me to enjoy wearing it.
I definitely see pegging as something that my boyfriend and I will be pursuing in the future. It’s still a hot fantasy for us – even if the harness we bought at the time wasn’t “the one”.















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