[Bonus Turn On Trick: If you are dying to have a woman peg you, you may want to start very, very slow. Even a kinky woman may resist anal. Sharing a story like this can be a great way to start talking about your fetish.]
Anal 101: How To Get Pegged
I’m not sure where the desire came from.
Maybe porn? Maybe. The idea of having my butt penetrated seemed to come out of nowhere. Literally.
I was taking a crap one day and out of the fucking blue my dick woke up. I mean, I wasn’t hard as a rock, don’t get me wrong. I am dominant most of the time and I like to fuck a woman and fuck her hard.
But when the sensation of that log in my butt woke up my cock, it shook me to my core. All I knew is that ever since that day, I can’t get the idea out of my mind.
First I found pegging videos on porn hub and I watched women use strapons to fuck the shit out of men. I saw them riding those men laughing and smiling while they smacked their naked asses.
My cock strains every time I watch. I want it but I don’t. I am terrified and transfixed. I am obsessing and I know it. I cruise literotica begging random women to chat with me, hoping they are into pegging.
No one will peg me. Back to porn hub. These women are completely into it. I watch their faces. I am sure they are cumming right along as they pound the ass of the submissive man bent over the bed. My cock aches with a need I cannot explain. I must find a woman who loves to use a strap on.
I close the computer again. It is late and my sweet vanilla wifey is expecting me to spoon her for our usual 30 minutes. I feel my raging hardon resting against my belly hugged by my briefs.
I know she will resist and ask me to put a pillow there. Now that the baby is here, she doesn’t want to feel me pressing up against her the way she used to. “It isn’t forever, she promises.” I hope not, I thought with a sigh.
I hop in the shower and soap up dreaming of those women on the videos who fuck a man hard and fast. Closing my eyes, she comes into focus. Like a cartoon super hero, anime vixen, a vampy dominatrix pops into my mind.
“On your knees, boy.” She barks out an order.
“Yes, ma’am!” I stutter out. (WTF? Am I dreaming?)
“Do NOT call me ma’am.” Irritation biting every word.
I bit my lips together not daring to speak.
“So you want to be pegged. Are you sure?”
My mouth completely dry and balls pulled up tight I squeaked out a weak yes, like a little fucking girl. I felt myself blushing, my ears on fire.
She looked at her watch and then back at me. She tapped her watch and said sharply, “On your knees.”
Instantly I dropped to my knees in front of her. If this was a hallucination I didn’t give a flying fuck. I hadn’t felt like this in years, maybe ever.
Every cell of my body was buzzing. Heart pounding and all blood flowing to my groin, I was paralyzed. I couldn’t tear my eyes away from her shimmering presence.
Eyes locked on mine, she reached out of the shower and brought back her strap on. Fuck. Fuck. Fuck. It was black with a gold dildo.
I couldn’t breathe. I couldn’t take my eyes off that cock.
Watching her strap it on made my dick dance like a 6th grader. The anticipation of what was about to happen was rolling over me like a freight train. The line between fantasy and reality was impossible to discern.
Turning my head sideways, I let water fill my parched mouth. Suddenly I heard a knock on the door. “Baby?” My wifey calls out, “Baby? Are you coming soon?”
Frozen in fear as if my fantasy was real, I managed to choke out. “Be right in, darlin! Just grabbing a quick shower.”
I turn back to the Domme to see her eyes narrow and sharpen, boring right through me. “Mistress does not appreciate wasting time.” She hissed.
Biting my lips together I nodded my head hoping she would remember where she was before wifey interrupted.
“Assume the position.” She said sharply. “Grab your ankles.”
Arse up and open to her whims, water running down my back and into my face. Breathing was difficult but I didn’t care.
Her delicate fingers began to play with my asshole. Yes. God Yes. All the dreaming. All the longing. Now fulfilled. Her fingers were cool and her shiny red nails were sharp.
She stroked and poked and even though I had water streaming down my face, I was so fucking turned on, I willed myself into submission to her probing.
My dick hung there hard and throbbing. I balanced myself on one hand and reached up to grab it. Instantly I felt a hard slap on my ass. “Who told you to touch your dick?”
“No one, Mistress.” Fuckety Fuck Fuck.
I put my hand back down on the shower floor, tucked my chin so that I could protect myself from some of the unrelenting water torture and waited.
Then I felt it. Something firm at the edge of my asshole. I could tell it wasn’t her finger. “Is this what you wanted you naughty boy?”
Slowly so slowly I felt her cock slip into my ass. At first it hurt like hell. But the ache in my taint made it impossible to resist.
She reached around and took my dick in her hand and squeezed. “Ahhhhhhhhhhh” I couldn’t help to gurgle out hoping my wifey didn’t hear.
Once she slipped all the way in, she began to slide in and out, in and out. My moans were choking me. She must have had a bit of a heart because she leaned over and turned off the fucking water.
Now she grabbed my hips and began to fuck me. She didn’t pound me. It wasn’t like that. She fucked me like she really wanted to, like she fucking loved it.
Each thrust had a purpose. When she smacked my ass, the timing was perfect. When she squeezed my cock while she was filling me completely, she seemed to genuinely enjoy it.
“Do you want to cum?” I heard her whisper…..
“It’s up to you,” I said back to her in the most submissive voice I could muster up.
“Then I choose NO.” She said with an icy tone.
I felt her pull out of my ass and give me a quick slap. Stand up she said. Still hard and extended, I turned around. I was intent on following her directions.
“The next time you have a chance to be fucked by a domme, when she asks you, do you want to cum, that is a yes no question. ‘Its up to you.’ is unacceptable. Do you understand?”
“Yes, Miss.”
“Now go into the shower and visit Handyland. Get yourself off and then go to bed and spoon your wife.” She reached over and ran her hand down the side of my face.
“Do you have any questions?”
“No Miss.”
“Good.”
The next thing I knew, wifey was at the door and I was alone in the shower. “Baby, Are you coming soon?”
A huge smile hit my face. “Yeah baby, I’ll be right there!”
I heard the door open. “April Fools!” Squeals of laughter came next. “How did you like it?”
I turned off the water and stepped out of the shower. Wifey handed me a card that said Holographic Dominatrix and had a picture of the domme who showed up in my shower.
“Come here,” I growled wrapping her up in a warm, damp hug. Squeezing her tight I reminded myself how worth it is to trust this vanilla woman.
[Bonus Turn On Trick: Try introducing anal play when your partner is fully clothed. Have a makeout session where you can tell by their breathing that they are really turned on.
Then when you touch your partner’s butt it is natural to let your fingers trace the seam down the center of the back of their pants. This feels really good. Let your fingers linger on her rosebud. Press lightly and stroke. Watch her reactions.
You would be surprised how many people don’t know that the anus is a legitimate sexually pleasurable body part. Whatever you do, if you have a vanilla partner who doesn’t get into anal, don’t rush them. Tempt and tease them instead.]