Tasha Black blog

Pegging for Newbies: A Step-by-Step Guide

As a Queen, you can imagine, I’m bombarded with questions on a daily basis from you, my loyal subjects. I would love to have the time to answer them all and bring some gravity and advice to all of your kinky queries. But for now, let us concentrate on pegging. 

Today we are going to discuss all of your burning questions, from how to introduce pegging to your sexual partner, to implementing it into your sex lives in a way that is enjoyable for both the giver and the receiver. So lets get started. 

When it comes to introducing such an act to your sexual arsenal there is one thing that stands in your way, “How do I tell them I want to do this without freaking them out?” Well I’m here to tell you that the answer is simple. Communication. Yes, communication is key when it comes to letting your partner know about any sexual fantasy or kink you want them to take part in with you. It’s important to note that just because you bring it up, doesn’t necessarily mean that they are going to agree with your desires, the important thing is that you at least give it a shot. Yes, you may feel embarrassed or scared to even to bring it upBut let me be an example for you all, my pegging journey began when a boyfriend of mine broke his silence around his own hidden submissiveness. I wanted to be dominant just as much as he wanted to be dominated, and it struck the first domino that lead to a career as a Queen of the strap. You never know, your girl could be secretly harbouring all of the same desires and urges that make me the bad bitch you all wish you had, but you aren’t going to get that deep hard, ass fucking if you don’t ask for it! Communication is keytell your partner. 

Once you have admitted your lust for this glorious sin, you’ll need to get prepared. Now you could jump straight into it with your partner or you could do some homework and practice on your own. You need to get comfortable with yourself, with your limits as a first timer and allow your body to adapt to the new sensations you’re going to expose it to. Now I know a lot of you will have already experimented on your own when your wife or girlfriend isn’t home and you can hide your shame while you fill your ass with random household items. But for those of you that are new to this, or those who want to have a fun time preparing themselves for a really good fucking, we will now discuss how to start your anal adventure on the right foot. 

I want you or your partner to explore your bodyrun your hands over your ass, grab at it, maybe spank yourself or be spanked, pegging is as much about peripheral stimulation as it is penetration, I love to hear my submissives whimper and cry out as I crack a perfectly timed whip or paddle down on their exposed cheek, and I doubt your woman will feel any different, so get used to those feelings. When you’re ready, you’re going to want to move down towards your anus; you will notice it is very tight and doesn’t seem like it wants to relax at all. That is perfectly normal. To remedy this issueuse a well lubricated finger and begin by gently massaging the outside of the asshole. Keep it slow, keep it firm, and gently run circles around the opening. Before long you will feel it beginning to relax, the muscle not as tight and solid, it will have more give. Once you reach this stage, it is time to accept something inside.  Continue with a well lubricated finger and slowly push your finger into the loosening hole, it might feel strange at first, but stick with it, push your finger in slowly allowing the anus to relax and take it in. Once you have the whole finger in keep it there for a few moments, allow the anus time to acclimatise to the new sensations, enjoying the moaning and shiftingGently press towards the front of the pelvis and glide over the firm spot that you find there, this is the most important part of his body, the P-spot, work that area as if lightly upper cutting that spot with your fingertip as you draw out to your last knuckle, then push your digit back in and repeat this until you feel the anus can take another finger. Once you can do this comfortably with 2 fingers, it’s time to look at toys. If you are one of those people who are preparing yourself, I would really recommend something like the warm and cosy prostate massager from Oxy-Shop. It’s a great addition to any man’s toy drawer–simply slide the silicone cock ring on and then insert the attached prostate vibrator into your ass. The great thing about this toy, is that it uses your body movement to bring hands free pleasure, you can grind in all kinds of different ways to really get in tune with your prostate and how best to stimulate yours.  

Once your feeling up to it, it’s time for your first pegging session.  I like to start by getting you on all foursnot only does it demonstrate dominance over you, when doing this for the first time it will present everything to me, making it easier to enter. It also has the added benefit of emasculating you and acts as a constant reminder that you are at my mercy, exposed and vulnerableI like to start with my fingers, it gives me a very good understanding of where the sensitive spots are inside of you 

Now it’s time to move onto something a bit more substantial. You could use butt plugs and work your way through them, or alternatively, bypass to the biggest one and slowly work your anus with it. It gets me so wet to watch a toy slide in and fill a man, to read his reactions as it does– the heavy breathing, moaning and eagerness to swallow the toy drive me wild with excitement and power. Using this toy or something similar I will work his hole deeper and deeper, if you use a slow stirring action it can really help loosen up the anus as well, and when it hits his prostate it will feel amazing. He will not be able to deny his complete love for being penetrated when his body betrays him with deep guttural moans of pure pleasure. At this point a lot of guys give in and begin begging for your strap on, they want it, no, they need it, but I prefer to waitI take this time to drive home that in this moment you belong to me, you are completely submissive to me. 

With my man now physically and mentally prepared for what I’m about to do to him, I like to take this time to have him humiliate himself further, I walk up in front of him and let him get a good look at the big cock that I’mgoing to use to fuck the masculinity out of himI’ll tell you to look up into my eyes, and ask me nicely if you can suck my cock, encouraging you to keep asking until I am satisfied that you really crave it. Then I command him to suck me, to worship me, to bow down to me. watch and listen while you lick, suck, and gag on my cock, the sound of his utter obedience fuelling a fire of delight and lust in me. When it reaches this point I am usually aching to dick him down, so I will move behind him, and lube up his hole making sure he is completely covered, then I stroke lube onto my hard cock finishing it off with an extra blob on the tip. I rest it against his waiting hole and tell him what he already knows, I tell him he is owned by me, he is mine, and then I grip my cock and slowly start to push the head into my sub. When I first begin entering you with my dick I find the best method is to push down and forward, this opens the asshole and forces it to widen allowing for easier insertion. I realised a long time ago that the hardest part for men to take is the head, so be gentle. Sometimes I find I have to adjust his body or my own when I hit a point of resistance, this is due to the rectum being a curvy tunnel. If you simply try to drive it straight, you will likely hit a wall, so be attentive to his sounds and concentrate on the feedback against your pelvis. Then I begin fucking youI imagine my strap on to be like my finger earlier, crunching my pelvis up towards myself as I gyrate and grind deeply. After some adjustments and tweaks, you will be gliding in and out of him with ease. The best part is you get to decide his fate, you can edge him while you use him, give him a ruined orgasm with your cock buried deep inside his hole… the choice is truly yours and yours alone. So there you have it, communication is key and everything else is up to her! Happy Pegging! 


If you enjoyed 
this educational piece (which I know you did!), feel privileged to spoil me here.