First Time Strapon Sex Had Him Crying For Mommy

The day went from bad to worse. I hadn’t felt this angry for years. Little did I know, salvation for my rage was only hours away.

That night, I was to transform a local alpha male into a snivelling bitch during his first-time strapon sex experience.

In his words, I ”fucked like a bull for a girl my size” in his first time strapon sex experience transitioning him from a cocky 20-year-old to a tearful sub crying out for his mother.

Long story short? I’d been working three hours longer than I should have. I was dealing with three jumped up graduates who seemed determined to stress me and my colleagues.

I won’t bore you with the details. But my stress and anger were growing by the hour. At the end of the day, I knew what I wanted. I was going to take my rage out on a consenting man.

Looks like the Femdom spider caught herself a fly

I was finally home. Pouring myself a glass of wine, I was shaking with the anger of the day. I tried to calm myself, but it was no use.

I wanted the physical satisfaction that comes with the hard domination of a man. Luckily, I knew where to find it. I threw a status up on some of my favourite dating apps that read.

“Looking for a sub male for a no-bullshit Femdom meet this evening. Real hardcore subs only, no fantasists. Not for the faint-hearted!”

Within seconds, my cal was answered. Sifting through the bullshitters, I found one that really took my fancy. He was a 20-year-old student from London. His message read:

“Hey, Catherine! Been a follower of yours for a while. I’d love the chance to be at your feet tonight if you’re game? Really keen to explore the Femdom scene. Who better to do it than with you? :)”

We started chatting. He was bi-curious and had lost his anal virginity last year. He seemed naive and innocent. Someone I could throw down the rabbit hole of debauchery. A good start.

He offered to take me for a meal and drinks to see how we got on. After the day I had, I needed it. It was looking like the Femdom spider had caught herself a little fly.

Sizing Him Up Over Dinner

A few hours later, I’m sitting in a restaurant in Belfast opposite a well-groomed 20-year-old who is annoyingly cocky. He looks naive and clueless. It’s his first time living away from home.

I grew bored of listening to his attempts to impress me with student drinking stories. I switch the topic to sex and, more importantly, his bisexuality.

He may have looked innocent, but he was actually a kinky little fucker. He’d be fucking mature women, transsexuals, and even old guys. The latter had ‘rearranged his ass’ as he put it.

But his arrogant attitude annoyed me. I decided to put him in his place when the waiter came over to take our order. When he tried to order food, I stopped him in his tracks.

“What are you doing?” I asked, triggering confused looks from him and the waiter. “I didn’t give you permission to eat. You can have a drink and that’s it.”

“Now, his cries were muffled by the fabric coated with my stale pussy grool.”

He was gobsmacked and ashamed. I doubt a woman had ever spoken to him like this, never mind in public. I ordered my phone to a smirking and still confused waiter.

Of course, there was a method to my rudeness. I was naturally douching his hole. I didn’t want him digesting a three-course meal when I was planning to explore his ass as deep as possible.

I enjoyed my food whilst his stomach rumbled. But the more he talked, the more I imagined how he would sound like screaming under the relentless onslaught of my strapon collection.

Each time he opened his mouth, I just wanted to slap him and spit in his open hole. I was done with dinner. I wanted to corrupt this guy. Now!

After making him pay for absolutely everything, we were now heading back to my place. We were both tipsy. But by now, his nerves were showing. He wasn’t so cocky anymore.

As we passed people on the street, it turned me on knowing that all of the passers-by were oblivious to the fact that this young guy was about to get his brains fucked out by a woman.

Where Did Your Arrogance Go?

As soon as the door of my apartment closed, it began. It pointed to my black leather boots, caked in the rain and the general mess of urban Belfast, and ordered him to lick them clean.

I saw the hesitation in his face. But he did as he was told. He grimaced as he lapped the taste of the streets from my boot heel. The more he flinched, the harder I pressed with my feet.

“Hope I didn’t step in any dogshit on the way back here!” I laughed. “You suck my boot heels like they’re a dick. Don’t worry, I’ll be giving you a dick soon enough”.

After five minutes, my leather boots were immaculate. This was great, as I was planning to wear them in the apartment for our impending Femdom session.

As my sub slut for the evening popped to the toilet. I slipped into my waiting outfit: Open crotch stockings that left my meaty cunt exposed, and an open-top that showed off my tits.

When this naive student entered my bedroom, his eyes bulged. I was standing in front of him with one foot on the bed, meaty slit exposed and holding a shiny black riding crop.

I slowly approached him and saw him back up slightly. He was intimidated. I slowly turned him around and pushed him against the wall.

With my breath in his ear and my riding crop sliding down his body, I could feel him shaking in my hands as I slid a pair of BDSM cuffs around his wrists.

“Where did your arrogance go?” I asked him in a sinister voice. “All night I’ve had to listen to your male bravado and bullshit stories about how tough you and your friends are. We’ll see how fucking tough you are tonight, believe me! Strip. I want to see your body. Be fucking quick about it.”

I’m Going To Marinate Your Shithole Before I Ruin It

His hands rattled as he slid out of his outfit and stood in front of me naked. His cock was rock hard, standing to attention, and very impressive. But I wasn’t going to let him know that.

“I guess you could call that thing a dick,” I laughed, “bend over the bed and present your arse for Mistress. I’m going to marinate your shithole before I ruin it”.

With his hands behind his back, he fell forward on the bed pathetically as I mocked him further. His arse was now perched in the air with the bed in front of him. He was going nowhere.

As the riding crop came down with an ominous crack, I watched the ripples spread out across his ass. The cocky guy who’d taken me out for dinner was now squealing like a pathetic bitch.

I was merciless. Each crack of the whip made him squeal louder. I treated his screams like a game. The high score was to see how pathetic I could make him sound.

After ten minutes, I grew bored of his squealing. I left the room and fished some dirty panties out of my laundry basket before stuffing them deep in his mouth.

Now, his cries were muffled by the fabric coated with my stale pussy grool. At this point, his ass was as red as beetroot. I gave him mercy, the riding crop was retired.

By now, he had got a vague taste for my cunt after involuntarily sucking on the dried grool on my dirty panties. I decided to reward his ability to sustain severe punishment from the whip.

How Are You Not Ashamed?

The panties were removed from his mouth. Dried tears stained his face and left his eyes red. Straddling either side of his face, I opened my legs to reveal my dripping wet slit.

He was powerless to move in the position he was in. He looked genuinely pathetic as I teased his nose with my pussy lips making him sneeze and go wild with lust.

After ten minutes or so, I gave in and slammed my damp gash onto his face. He lapped like a thirsty dog, giving me goosebumps all over.

“Do you have any idea how many cocks have mercilessly pumped that hole? I can’t tell you how many times that slit has leaked with anonymous cum from men at Gloryholes. Look at you, with your tongue as far in my cheap tunnel as it can go, aren’t you ashamed?”

He couldn’t even answer. He sounded like a pig eating with all the sloppy sounds. I ordered him to jam his tongue in my asshole and keep it there. Then, I rubbed my clit like a madwoman.

A few seconds later, my body quivered as I sprayed a jet of hot squirt right into his face. I jerked a little and some sprayed down his back and down the crack of his ass.

“Thank you, Goddess!” he squealed. It was the first time he had recognized my authority. It was time to cement my position of power.

You’ll Have To Hide Your Asshole From Your Girlfriends Forever

Dragging him by the hair, I led him to a fucking horse in the corner of my sex room. In front of it is widescreen TV playing hardcore porn.

With him perched over it on all four, I locked his hands and feet to the side. His eyes were fixed on the porn playing in front of him. He was going nowhere, his ass was mine.

I chose a pink feminine strap on to start off with. Just for the added kick of humiliation to his Alpha Male ego. As I lathered cold lube over his asshole, I bit his ear and whispered to him.

“See those whores on screen? They’re going to look like nuns by the time I’m finished with you. I’m going to fuck you like a whore and you’re going to moan like one.”

The only noise in the room was the artificial sounds of porn and his heavy breathing. As the rubber cock slid inside of him, he released an audible gasp and shivered all over.

Usually, I go slow. But not this time. I was worked up from a shit day at work and pissed off from his macho bullshit. I fucked him wildly. My thighs smashed into his like traction engines.

His ass went from a tight hole to a sloppy mess in a matter of seconds. I held onto the belt around his waist and obliterated him. His squeals were a joy to my ears.

“Mommy isn’t coming. Why would she come to help a son that is a cheap, cock-hungry whore like you? The only thing that will stop this onslaught is your safeword, and you’re too much of a slut to even think about using it!”

“Fuck, fuck, fuckkkkkk! It hurts! It’s too big! Ahhhh! Fucking hell!” God, he sounded fucking pathetic. The more he cried, the harder I fucked. He’s got a safeword, I thought.

Then, about twenty minutes into a relentless fucking, I heard it. The most beautifully taboo thing I’ve ever heard a sub mutter: “Mummy, mummy… oh my god. Mummy”

With my mouth agape, I pulled the cock out of his asshole with a sloppy pop. I’d ‘keyholed’ his ass. It no longer resembled anything close to the hole I looked at twenty minutes ago.

“Are you calling for your mummy?” I asked in disbelief as he nodded in tears. “Ohh, sweetheart. That’s so adorable. It really is. But mommy isn’t coming. Why would she come to help a son that is a cheap, cock-hungry whore like you? The only thing that will stop this onslaught is your safeword, and you’re too much of a slut to even think about using it!”

He wailed as the fucking commenced. I showed no mercy. His cries for mommy only made me more determined to ruin him further.

As the initial pain subsided, I found him slamming back onto my prosthetic dick in sync with the porn on TV. I knew how to bring out the inner slut in him.

After switching to a bigger dildo, I slid out to spread his cheeks and admire the damage about forty minutes in. I could see deep into his bowels and spat deep into his hole triumphantly.

“Oh, sweetie, I’m sorry to tell you but your asshole is finished. Just think, when you settle down and get married, you’ll have to hide the evidence of your anal lust whenever you bend over. I’ve keyholed your ass to make sure everyone who sees it knows your an anal slut!”

I switched positions. Now, he was on his back with his legs spread. I could look down on him judging and spit in his face whenever I liked.

Sordid Hydration Techniques

After an hour, my thighs burned from the exercise. Both of us were caked in a layer of sweat and dried lube. I leaned into his pathetic, whimpering face.

“Are you thirsty, slut? You’ve taken these cocks like a true street whore. I think you deserve a refreshment. Would you like that?”

“Yes! Yes! Thank you, Catherine!” He stammered like the trapped pig he was.

“How fucking dare you!” I screamed before spitting in his eye. “You call me Mistress or Goddess. One more fuck up like that and I’ll make sure you really pay for it!”

My original plan was to get him a whiskey and coke. But his failure to properly address me pissed me off so much, that I had a change of mind.

If you’ve read my cum play article, you may remember that I often freeze the jizz of my lovers to defrost and play with later. Luckily, I had a supply of spunk in my freezer this evening.

I withdrew two ice cubes of frozen cum and, after telling him what they were, I slipped them into his waiting mouth for him to suck on and absorb. Meanwhile, I slid back into his ass.

“You are beyond pathetic. You know that right? You’re sucking on a random man’s spunk as a woman fucks you in the ass. And don’t you fucking dare swallow it!”

Now exhausted, I slipped out of the strapon. The frozen cum in his mouth had melted into a pool of hot spunk. I ordered him to hold it in his open mouth without swallowing.

Then, I lay down on top of him. My pussy was at eye level with his face and I was rubbing it aggressively. My other hand was sinking into his gaped arse and I managed to get four fingers inside.

Feeling the warm embrace of the sloppy hole I’d caused, I erupted in a squirting orgasm all over his face. Then, I moved forward and tongued him deeply to suck the melted cum out.

With his mouth now empty, I picked up the strapon and made him suck it clean and swallow the sex residue that it was coated with.

Somebody Needs a Shower

He lay there in a glaze of sweat, squirt, and lubricant. Eyes glazed and ass twitching. Any trace of the alpha male I had met earlier that night was gone.

He had begged for his mother, but in a drunken lust, had refused to go as far as to use his safeword. Instead, he submitted like a true submissive.

I had cum hard with my fist in his arse. But now, it was time for this pathetic excuse for a man to get the fuck out of my sight. Before he left, he needed a shower.

I dragged him to the bathroom. Watching him hobble with his freshly fucked arse hanging open was hilarious. I threw him into my bathtub and ordered him to look up at me.

Within seconds, I released golden jets of hot piss all over his ruined body. If he closed his mouth, I kicked him in the ribs to make him open again and absorb all of my golden nectar.

His body was raw. His eyes with puffy from crying and my piss. He had a shellshocked look on his face. It was time for aftercare.

I washed him off and wrapped him in a blanket. As we talked, it became instantly clear that I’d achieved my mission. His alpha male bullshit had been stripped bare on the end of my strapon.

“That was mind-blowing,” he said in a shaky voice, “I didn’t expect a girl your size could fuck like that. You banged me like a bull. It was agony at first but I started enjoying it after a while”

When I asked him why he screamed for his mum, he said he honestly couldn’t remember doing it. At the time, he was in so much pain but lust was overriding it.

As I watched him leave, I proudly noted that no matter how hard he tried in life to be macho, he would always remember screaming like a slut and crying for his mother whilst being impaled by a whore with a prosthetic cock.