16. Pegging

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Firstly, housekeeping. Apologies to any of my followers that may have been expecting this blog to arrive a bit earlier than this. Whilst I haven’t stated any frequency of blog entry, I have been aiming to post once a week. It has been a particularly busy few weeks, both at home and at work, so this entry is a bit late.

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Pegging. Yet another kink! I’m aware that I keep posting blog entries regarding lots of different elements of kink that I enjoy. There’s a few more to come after this too! I am into a lot of different elements of kink but that’s not really how I think about it. I consider everything I’m into just as part of my sexuality and dynamic with R, most of which fit very nicely together, e.g. chastity to femdom and then bdsm.

https://www.freepik.com/free-photo/woman-man-sitting-bed-top-view_10039917.htm

How It Began

Pegging started as one of the first activities between myself and R that could be described as being on the kinkier side. It was way before I began to lock up. I remember back then that R only had one or two sex toys and they were of the fairly mainstream standard type – vibrating dildos. On one occasion, R was using her favourite toy during our play and the vibrations stopped working. Frustrated, we continued without it and still had a great time. Once we finished, R commented that she’d better pick up a new one soon and dispose of the broken toy. 

I’m not entirely sure where it came from but I blurted out that I might like to try it. R looked at me, slightly puzzled by what I meant. All of a sudden I realised what I’d said. I’d never really experimented with ‘butt stuff’ until this point. Not my butt anyway! We then went on to have a short discussion and the broken toy went back into the toy bag, ready for me at some point – not the bin… I think R had concerns about my sexuality, but I reassured her I was just intrigued regarding the sensation and that I had no attraction or desire to experience butt play with a real cock!

https://www.freepik.com/free-photo/close-up-sex-toys_19856907.htm

It wasn’t that much longer before we tried the toy. It was as you would expect; a bit messy, a bit fumbly and obviously something that we were both very unfamiliar with. However, it was obvious that I really enjoyed the physical sensations and the feeling of R being in control. I remember having a fast, incredibly strong orgasm which took both R and me by surprise. We kept the toy for a bit longer!

It was after I began to lock my cock in chastity that I bought a few more varied and adventurous sex toys for both myself and R. A strapon found its way into our toy bag. Butt play had been a thing for a while now but pegging was a whole new level. Seeing R donning the strapon and stroking it as if she had her very own cock for the first time was an incredibly thrilling experience. It still affects me in the same way to this day. Whether my legs are in the air, over R’s shoulders or I’m bending over on all fours, the power exchange is like nothing else. This, coupled with the physical sensations and pleasure, alongside the denial that chastity provides is a recipe for a different level of fun and pleasure. I have cum from being pegged before, both in and out of the cage. In the cage however, means that my orgasm is not guaranteed. When I do cum from anal play, it’s different to other orgasms, much more intense. This is multiplied when I have been kept chaste for some time too. 

Photo by Dainis Graveris on Unsplash

Today I have nearly as many phallic toys as R does, but pegging and butt play is something of a rarity in our dynamic. Although R enjoys it and takes pleasure from it, pegging is more of a mental pleasure for her, a chance to reassert her dominance via reversal of traditional sexual roles. She loves to make me moan! Our intimate time is usually spent focusing on her pleasure primarily – nowadays at least. It’s very hard for me to remain quiet while being pegged and a greater degree of privacy compared to most other sexual activities is preferable. Pegging also needs some prep work to be a success. By that I mean the pre-cleaning etc that make anal play possible and clean. For these reasons, pegging is something of a rare treat.

Photo by Dainis Graveris on Unsplash

R’s Toys

There is one form of pegging that happens very frequently in my dynamic with R. Reverse pegging. For those that don’t know, reverse pegging is (usually) when the male wears a strapon to penetrate and pleasure a female. This came about as a method for R to obtain sexual pleasure whilst I remained locked in chastity. This happens fairly regularly even now and means that R can have a variety of different strapons for me to use on her. All different girth and length cocks that she picks and chooses from for me to wear. The first time we did this it was a real mind fuck. All the fun of fucking but ghosted sensations of penile penetration and pleasure; just the pressure of the base of the strapon pushing against my caged cock. Every now and again I cum from performing this act for R. Mainly because R cums hard on some of the big toys we have and her pleasure passes over to me. As I have said before, your brain is the most important sexual organ after all. 

Photo by Dainis Graveris on Unsplash

On rare occasions, I have reverse pegged R whilst I’m out of the cage. This is an even stranger feeling as my penis is erect whilst fucking R with the strapon but not acutally performing the physical act. Sometimes we alternate penetration between my own erect cock and the strapon as a way to make sex last longer. This is fun but I can feel the difference as I enter after one of the larger toys has been buried deep in R. I’m sure she can too. On even rarer occasion, R allows me to penetrate her ass whilst I fuck her with the strapon, thus achieving double penetration. This is one of my all time favourite sex acts with R but the moon and stars have to align – it’s that rare! A few glasses of gin also helps…

These types of activity are likely what has given rise to my ongoing fantasies about R and other men and a stag/vixen dynamic. She can be a real cock fiend in bed, and regularly describes her appetite for huge cock as her being ‘greedy’! R also uses the toys by herself, usually in my presence, but without allowing me to join in. This is really difficult but gives a glimpse into the feelings a cuckold undoubtedly feels when they are unable to be involved and have to watch another man provide sexual pleasure to their partner or in my case, wife.

https://www.freepik.com/free-photo/abstract-sexual-health-arrangement-with-food_18392801.htm

My Sexuality

These experiences and the question around my sexuality that R posed, did force me to double check my own sexuality. I have never looked at a man in a sexual way, but I take great pleasure from anal play. Was this normal, did it mean I was gay or bisexual? It didn’t take long for me to answer those questions internally and then to reaffirm my thoughts to R. My conclusions haven’t changed over the years – I’m not gay or bi. I have no desire to be with a man in that way. Whilst I’m being pegged, I’m thinking about how much I love the pleasure R is giving to me. Even though I know she’s female, it’s her that is fucking me, pleasuring me. I’m happy, comfortable and safe in my own sexuality. I don’t want to get into labels any further, if you’ve read my previous blog entries, you know my thoughts on that! 

In Summary

Being pegged is one of the most intimate and submissive acts I can think of. The power exchange is intoxicating. I understand that it’s not for everyone but if you have thought about it, don’t be afraid to give it a try. In my experience it doesn’t/won’t make you gay! The pleasure and rewards are amazing! The most important aspect is implicit and unwavering trust in your partner. 

Coming Next…

Training.

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Feature Image Photo by iOnix: https://www.pexels.com/photo/three-clothespins-on-clothesline-1366242/