Locktober 2018 #28

Pegging

So, pegging, we’ve finally got there! If you’re not familiar with the term, it is where the male partner is penetrated by the female partner, with the aid of a strap on.

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I was never really interested in this, and it was one of the few things we hadn’t tried until we got the strap on about a year ago as part of our developing chastity play.

On the whole, my advice is to think about this just like you do if he’s using a strap-on on you. It’s a toy! It’s held in place with the strap on harness so it leaves your hands free. But it’s just a different way of using a toy.

But, okay it IS more than that. And this is part of the excitement of it.

Clearly there is a big element of power exchange in this, but for us it’s actually been a remarkably sensual experience when we occasionally do it.

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But as far as the power exchange thing goes, there are two fascinating things I’ve found as we’ve explored this over the last year. It is INCREDIBLY empowering to be the one doing the fucking. It’s hard to describe. It’s just switching everything around when you become the penetrator rather than the one on the receiving end.

It’s almost like those switch movies where the guy goes into a woman’s body and vice versa, it honestly gives me a greater empathy and insight into what sex is like for my husband!

And conversely the same is true for him. In part it’s a similar experience to anything anal that causes him to be aroused or hopefully cum without his cock involved. It totally widens his impressions of what sex is and can be, and I think that’s a very good thing.

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A warning that I’ve never seen anyone mention, this will be painful, for YOU. Yep, you will use muscles doing this that just never usually get that movement, well this is my experience anyway. So the next day I was all achey. Which is fascinating because it’s so natural for a guy.

This means first time you may not actually be able to do it for very long. That’s okay! If you’re both really getting into it then you can lie on your back and he can, for the first time ever, try being the cow..boy? Anyway, cowgirl position with him sitting on the dildo. And yep, that’ll make HIS muscles ache! lol

That isn’t all that aches, of course. For those of you who like, or have at least tried being on the receiving end of anal sex, there is an achey throbbing feeling of being fucked there. He’ll have that too, that’s normal.

As for some of the practicalities, here are some of the headlines, but I’ve added some great articles from other sites with all kinds of tips too.

  • Make it sensual, not dominating, at least at first. Treat this as kinky love making rather than some fantasy domination scene. His body is DESIGNED to be able to take pleasure and orgasm from stimulation of his prostate, so this can be an incredible experience.
  • Get him to be nice and clean beforehand – a shower and bottom wash is great but an enema a few hours before will get him even cleaner.
  • Use a condom on any toy that isn’t just for anal only (it’s SO weird putting a condom on yourself!!!)
  • Use lube, lube and more lube, you can never have enough. Lube the toy yes but literally push it against his bottom and squirt it up! Or else lots of it just gets wiped off as it goes in.
  • Foreplay to relax him is great. A lubed finger is perfect, or playing with butt plugs. Again use all of that as a chance to get lube in there.
  • Take your time. He’ll need to relax, get used to it, and relax again so no hurry, talk, touch, tease, play with his cock too.
  • Uncage his cock so you can wank him too. It’s so hot. One hand on his cock, one on a nipple and pegging his bottom, he’ll be in heaven.

Of course the big question is whether you can make him cum like this. It took us four or five different attempts before we got that right. Now we have it seems to be easier, and we’ll even do it with him caged so the stimulation is ALL from the peggng.

But cumming isn’t the entirety of this experience, simply doing it is the big thrill, and really worth trying.

Some other site for more advice:

http://www.thedebrief.co.uk/sex/sex-tips/best-positions-for-pegging-and-a-few-other-pegging-tricks-20150748082

https://myfirsttimepegging.com/2013/07/07/we-did-it-my-first-time-getting-pegged/

And a great site ALL about it:

http://peggingparadise.com/blog/2015/04/newbie-information-for-women/

Some good Tumblr captions on it here: http://pegmecaptions.tumblr.com/

And also another with photos but non dommey stuff: http://sensualpegging.tumblr.com/

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Pegging Positions

Despite nearly every picture on Tumblr being of pegging Doggy Style it’s one of the worst and least successful in my experience. Him lying down as in the picture further up this post is good for aiming and slowly working the tip in.

Spooning is my favourite as it’s all snuggly and I can whisper in his ear and play with his cock and nipples and the rest of his body as we do (reach your lower arm around under his neck).

We’ve tried him lying on top too, that kind of works but I think you need a longer toy for it to work well. But sitting up, cowboy style works well but wasn’t as sexy as me doing it to him.

But face to face is also a favourite. This was the position that first made him cum from it and OMG…looking into his eyes as I made HIM cum from fucking him – absolutely incredible.

Equipment

You need a good quality strap on and a nice not too big dildo (most of the ones in the pictures are ridiculous…), plus some good lube

This is the one we use from Lovehoney, it’s wonderful, it works just as well on me as it does when he wears it. It has different fitting sizes so it can take the bigger dildo we love to use on me. But slim, curved, silicon one it comes with is PERFECT for pegging.

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Find out more and read reviews on Lovehoney

And finally, this made me laugh…

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So my girlfriend decided to lock me up for locktober. We experimented with chastity before, but never for a whole month. We are also into pegging. That being said, one of her goals is to get me to orgasm from anal penetration alone. So my question is, if I cum from being pegged, does that necessarily mean that I broke the rules of no cumming for locktober?

Nah! It’d be amazing! Stop worrying about rules and get pegged till you squirt! It’s the most powerful experience for you both, seriously.

Why I love our strap-on…

keephimcaged:

So, one of the big surprises in our last year of exploring chastity and denial play has been how big a role the strap-on has become in our sex life. It’s still something we only use maybe once a week, twice at most, but this time last year even the idea of that would have been unbelievable!

A couple of months after we bought our first cage (which we still regularly use, the CB-6000s), we were sex toy shopping again and having seen lots more chastity captions on here which involved a strap-on, we decided to get one.

So we first bought a strap-on harness kit from Lovehoney:

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Lovehoney Advanced Unisex Strap On Harness Kit with 7 Inch G-Spot Dildo

It’s really, really good! The dildo it comes with is silicone and honestly the softest smoothest toy I’ve ever played with. It’s a nice size too, with a curve that you can have upwards or downwards (I really like both actually) and it’s nice and slim too which came in very useful later…

It’s remarkably stable and has a little pocket in it to place a vibe so it vibrates a bit and if I wear it it’s near my clit, which is brilliant!

But we didn’t really buy it for ME to wear… it was for HIM to use on me!

Hubby’s got a pretty average sized cock, don’t get me wrong, I love it dearly (even though we’ve both got into size teasing for some reason it turns us both on…) but this is bigger and stayed hard, well, forever!

I’ve never cum JUST from hubby fucking me with his cock, I just thought it was something that I couldn’t do. Turns out, I can!

After trying it a few times we decided to really go for it, and we did it much longer than we’d normally go (as he’d have cum) and BOOM, I came from it, it was amazing! I’ve had g-spot orgasms before but somehow it not being a finger or a toy but my husband putting all his effort into it made it so much more.

So, the fact I’d cum with it, combined with the fact I was getting a bit obsessed with big cocks (just read back on this blog and you’ll see lol) meant that for Mother’s Day (yes, really!)  hubby got me this:

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It’s not called the 

King Cock Girthy Ultra Realistic Dildo with Suction Cup 8.5 Inch for nothing… Seriously, I can’t even get my fingers around it, it’s remarkable!

What I hadn’t realised was the strap on harness could take different size dildos, so this monster went right in. And the fact it’s realistic, I don’t know, for some reason that’s even sexier. This is the cock hubby wishes he could have, and now he does! Just his actual cock is sitting below it, caged up – it’s hard to describe how hot that is…

I know it sounds pretty twisted, and yeah, okay, there’s a bit in both of us that gets off on that, but ultimately, it’s JUST A SEX TOY. The fact it straps onto him rather than he uses it on me with his hand (which he does too) is just another way of him using it on me, and it’s the best way because we get to ‘make love’ with it, we can be face to face, kissing, holding each other, and it makes me cum from him fucking me, every single damn time we use it. Something that we could never do without a vibe on my clit before.

Plus he says that he actually likes the fact he can just keep going without anxiety about losing his hard on. Don’t get me wrong, he still way prefers to actually make love but this is a lot of fun, for both of us, and obviously works brilliantly with him being caged.

There’s new positions we can do that we never really did before, and especially being taken from behind the extra length makes a world of difference. We had the most ridiculously hot night recently where he was so horny and wanted to get out of the cage but I made him wear this instead, and well he basically threw me down and rage fucked me from behind, and it just went on and on because 1. he didn’t cum, and 2. he stayed ‘hard’. It was extraordinary, and no, I couldn’t walk in a straight line the next day. I was sore in all the right ways and I definitely want that again. Fuck, I want it now to tell you the truth! lol

Another twist though, which we have only used the purple one with so far, was him wearing it and NOT being caged… yep, him hard, the dildo too… can you guess how that works? Double penetration… mind blowing, for both of us, the dildo in my pussy, his cock in my bum, so so hot. Although he came before I got to lol, but we’ll be trying that again!

So, that’s LOTS of reasons why we love a strap on, but that’s only half the story!

So, the other ‘turnaround’ was ME wearing the strap on and using it on him! 

Now I think about it I guess that’s a main use for them in a straight couple but we’d bought it more with him wearing it in mind. But he clearly liked the idea so we thought we’d try it out.

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The thing about pegging, at least on Tumblr, where I’ve seen it most, is that it is often portrayed as some violent, demeaning act of domination. That’s not our style.

What we discovered is that it doesn’t have to be like that, it can in fact be very sexy, intimate and loving (or you can just be wild too lol).

We were already very comfortable with anal play, both ways, and that’s a massive help. Simple rules: make sure you’re immaculately clean, and use lots of lube and it can be a lot of fun. If you’ve never done anything anal then pegging isn’t the way to start, a finger, a little toy, a butt plug, experiment with all those first. 

Guys have a huge advantage over us in that they have the prostate up there which can be easily stimulated to orgasm (women can cum from anal but I’m not really sure how it works, mostly mental I’d guess, I haven’t ever personally.) But seriously, think about that, guys are designed to be able to cum from ass play, see, makes up for us having a clit and a g-spot lol

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So my absolute favourite way to peg him is spooning, (which I can’t find any pictures of but that one above was cute), but lying behind him, reaching around playing with his cock (if uncaged) and balls and most of all nipples. But the biggest thing is holding him tight and feeling him react as I slide the dildo into him. It’s amazing!

What’s more, he cums (sometimes) from this! And the hottest bit, when he’s being caged, is not even letting him out, fucking him and making him cum while still locked up. He says it’s very different from a normal orgasm. The best is when I’m combining stroking him and the pegging (no surprise), as that’s the biggest orgasm he can have. But if it’s JUST from the pegging it’s like half way between an orgasm and a ruin. (I personally love it when he’s in a plastic cage and it fills up with cum – and I make him leave it like that all night – his turn for the leaky wetspot! lol

The position below is my next favourite as I can see his reaction, and most of all how much he ADORES it when I reach down and stroke his cock at the same time, and when I say love I meanly total bliss and completely lost in it. Amazing position to edge or ruin him from too, if his hands are tied all the better.

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More recently though I HAVE got into the more classic ‘fuck him from behind’ thing though. Maybe I’m getting more domme, but having him over the edge of the bed (doggy style didn’t work so well) and just pushing into him hard and going for it – well let’s just say I see the attraction of why he loves doing it to me, it makes you feel very powerful.

Anyway I hope all those ideas have been useful, and that you’ll not think a strap on is such a scary idea and give it a go, we’ve loved it!

Try this link for some other position ideas:

https://www.tumblr.com/search/sensual+pegging

If you like this a few other posts you might like:

http://keephimcaged.tumblr.com/post/130624135815/so-mean-so-fun

http://keephimcaged.tumblr.com/post/141902749115/nowpegging-nopartssselparts-straponview

Reblogging some of my favourite posts. This has always been a popular one

Mistress Macie, reading you talk about pegging talk has me rock hard. What is your favorite position to peg and why?

ardorotica:

mistressmg:

This is a brilliant question, and one I am happy to answer, hawg-n-grind! I thoroughly enjoy pegging, and I enjoy many positions… each with a merit of its own. 

1. Him on his back…

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I like this position because I can watch his face, and the many, many expressions that cross it as I stroke his sweet spot fast or slow. I can reach down and stroke his cock easily, or slap a wandering hand away if I like. It is easies to make him cum this way.

2. Him on top…

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This position is exceptionally pleasing because he has to fuck his self… It adds to the delicious mind fuck, as he rides harder and faster. He can’t deny he likes it as his pounding gets more and more vigorous. I control the pleasure with my hand, prolonging the experience, and making him work harder to get what he wants. Absolutely delicious… I cum rather hard in this position with a feeldoe style strapon!

3. Me straddling him… ‘doggy style’

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This…. holy fuck! This position is the one I like to use my double ended dildo with. I literally use his ass to get off. I cum hard and fast in this position. It is a combination of the both position, I have to clench my inner muscles which intensifies the stroking of my g-spot, and the psychological aspect, as I am literally using him for my pleasure.

Mistress Macie

Holy shit that’s **HOT**

Good tips!