Pegging – the act of a women penetrating a man’s anus with a strap-on.
First of all, I’m not a fan of the gendered language so maybe it should just be anal penetration with a strap-on.
Would I like to peg someone? Oh definitely, so much! Have I ever done it? Sadly no, although I did try it once but it wasn’t very successful! But I have definitely learnt some lessons from that experience and I know what I’m doing!
Sadly, the Keeper has decided that being on the receiving end of anal play is not for him. I’m happy for him but that means I need to find another victim, I mean partner for this kind of play.
Not having found the right play partner for this hasn’t stopped my mind wandering into different scenarios though.
Each of my fantasies are definitely a variation on a theme and that theme surprises me because it comes across with me in a toppy role rather than a submissive role. That said, I don’t think pegging automatically makes the person receiving the pegging submissive at all. It’s all about negotiating everyone’s needs. Anal play feels so good, shouldn’t sex just be about giving each other pleasure? And having said pegging shouldn’t be gendered, my fantasies do mostly involve a cis man, or at least a penis enabled person.
Anyway. Would you like to hear a couple of those fantasies? I thought you would. Are you’re sitting comfortably, then I shall begin.
I see him before me, looking so pretty in his lingerie. His stockings making his legs look sleek His basque hiding his hairy chest, mostly. And his matching panties barely able to contain his stiffening cock as he takes in the sight of me standing there stroking my hard cock as I drink him all in.
He drops to his knees, looks me in the eyes as he sucks my cock, both of us breathing heavily as we get lost in the moment. I take a handful of his hair and move him away from my cock before I grasp his arm, signalling for him to stand and move towards the bed.
Then I push him onto his knees and spread his legs apart so I can kneel between them. I reach for the lube, wanting to make this as smooth as possible, lube myself and his waiting arse. Gently, my cock pushes against his hole and I hear his breath catch as I slide my cock deeper into him. His moans matching mine as he relaxes into me fucking him, helped by me occasionally reaching round and stroking his cock until I feel it twitch in my hand as his orgasm is reached.
There are variations on that theme. Sometimes he’s on his back, so I can look in his eyes as I push my cock into his waiting arse. Sometimes his cock is caged to increase his frustration and turn him into my needy little slut. But one thing that never changes is that I always thoroughly enjoy pegging him.