We all know pegging is still a bit of a taboo subject, men and women across the globe are trying to bring pegging to the forefront of conversations, enlightening others on how good it feels and I wanted to be a part of that by sharing my experience with pegging my ex-boyfriend. Have you ever tried pegging? Let me know down below in the comments or get in touch! -Tamsin 💖
My love for pegging my partners all started with my ex, to begin with, it was just me licking his ass when I went down on him, I had done this to all of my partners and they had always loved it and he was no exception, as my tongue darted and licked against his asshole he wriggled and moaned, exploding with cum almost instantly.
I love the sensation of having my tongue inside of a man’s asshole, it feels so primal and natural to me and the response I get is always worth it.
After his explosive orgasm, ass-licking became normal in our routine and he would practically beg for it whenever I went down on him. He was a whore for my tongue and I had big plans for him, he just didn’t know it yet.
My tongue turned into pushing just one of my fingers inside of him, he had hinted at how good it had felt to have my tongue licking and darting around inside of him and I took that as a signal to try a finger and he took it welcomingly. His ass tightened around me as I pushed my index finger in bit by bit and he moaned hard as I began fingering his asshole whilst his cock stayed firmly in my throat.
He was making noises I didn’t know he was capable of making and having my finger in his ass was making him a very happy man.
One finger soon turned into two and I had him cumming in seconds, a thick burst of warm semen would trickle from his cock and his entire body would shake and shudder as my fingers pressed and pleasured his prostate. I had unlocked my man and from how much he came and how much he enjoyed himself I knew he was going to love having something a little bigger inside of his asshole.
I did my research and found the perfect strap-on, it was really cute and I knew he was going to love it once he had it inside of him.
I went down on him as usual, pressed my tongue against his ass, and then my fingers, and slowly pushed my strap-on against his waiting hole. He tensed up suddenly and looked down at me, wondering what I was doing, I smiled at him seductively and he didn’t even try to protest, knowing how good this was about to feel for him.
I pushed my strap-on slowly into him, inch by inch as his ass swallowed it up. I began thrusting slowly, his eyes were squeezed shut and his mouth wide open as I began penetrating his asshole, holding onto his legs to steady myself as I began fucking him faster. He let out a loud moan, his entire body was tense as I continued fucking his prostate, feeling me becoming wetter and more aroused by the second seeing how much pleasure my boyfriend was having.
Without any warning he began to cum, it was as if he couldn’t hold it off even though he had tried. His entire body shook, his asshole tensed around my dildo, and his cock leaked with cum. He was experiencing a euphoric orgasm high and he immediately passed out, incoherent for a while before he finally rejoined me and told me how incredible it had felt.
After that, it was game-on and I loved fucking his ass.
Pegging turned into a pass-time for us, it was something I wanted to perfect and there were no complaints from my then-boyfriend. He would let me have him in any way I wanted and he really opened up once he had that first intense prostate orgasm.
He would be in the kitchen and I would walk in, wearing my strap-on and I would bend him over the kitchen table, fucking his ass until he came. He would be watching the game and I would fuck him to orgasm whenever his team would score (he was exhausted!). He wanted me as much as I wanted him, we felt on top of the world, and the number of orgasms he had once absolutely uncountable.
He gave me a love for pegging, one that I have tried to carry into relationships since, and whilst not every man is open to it, the ones that have an incredible experience and I just adore them. Nothing feels better than squeezing into that tight, neglected hole and fucking it senseless until cum is pouring from his cock and his entire body is trembling with relief and pleasure.
Very good read. I have had only a few experiences with pegging in my younger/single years with SP (Service Providers) and to be honest…. I really did enjoy it. Fast forward to my early 40’s and Finally found a great girl who loves sex as much as I do. I have found she has a kinky side as well, she loves anal. But I am a little scared to tell her I use to as well. I have put little hints that I am and can be submissive, but she also really enjoys being submissive. Any ideas?? I was going to put a plug in and put her in a 69 position to see what she would say! lol. H – E – L – P
Tasmin.i loved the pegging story and it’s one thing I’ve really wanted to try for some time
I love writing anything to do with Femdom and pegging, I actually have a few good stories about pegging coming out soon ❤️