[FM] How I learned to stop worrying and love anal

I’d gotten so good at head that my exes would tell me they couldn’t forget about me. Threesomes. Foursomes. Fivesomes. The B, D, S *and* M.

I was running out of the basics.

My number was in the hundreds and yet the only anal sex I’d ever had was when some inexperienced whelp tried shoving it in with a little water-based lube.

I was determined to do better and master the entire catalogue.

So it was after much deliberation with my switchy ex-boyfriend that we decided to train together.

We did our research and discovered that one r/BDSMadvice post that’s essentially the anal-plug-long-wear Bible. We bought our supplies. We took turns being dom(me) and incorporating it into play for the next few months. We trained in our own. I even looped my *other* anal-loving boyfriend in to bend me over and play with me.

And then it was time. We picked the 4th of July, when there wouldn’t be any roommates home or people on the streets outside.

Time to fuck me in the ass.

My ex lovingly bent me over his knee and spanked me, dropping me into a light, blissful subspace. He put the biggest plug from our set in my ass and made me get on my knees to worship his cock.

I felt drunk on it.

Then he tied me face-down and spread eagle, tucking some pillows under my hips to give him access to my holes.

“I want you to cum until you’re drooling,” he said, and he slipped the Lovense Lush inside me.

And oh did I drool.

A short time later, holes filled and hitachi strapped to my thigh, I’d had orgasm after orgasm after orgasm — so many that I couldn’t tell when I was and wasn’t cumming anymore. True multi-orgasm.

That was when he slowly teased the plug out of my ass and switched to the silicone lube.

He slowly teased me open with his fingers. It was bliss as I came again, loving the delicious stretch.

And then he slowly pushed his cock in and I *screamed.*

My eyes rolled back as he sank all the way into me, hips pushing against my ass. He stayed right there, enjoying the vibrations from the Lush, no doubt, and moaned.

“God, you’re so tight,” he said, grunting and growling with pleasure.

“More,” I said into the mattress.

“What was that, angel?”

I trembled as I repeated, “More, *please,* sir?”

“Good girl.”

He didn’t slam, he didn’t piston, he didn’t even pull out much. He just… lazily pulsed his hips, getting me used to the feeling of being truly fucked — to crave the friction.

I came again as he pressed his hands into my lower back and groaned, “You’re gonna make me cum if you keep making noises like that.”

That was so hot I came again.

He leaned forward and enveloped me as he continued to pump into me, going in and out just a little more and then a little more than that until he was fucking me in earnest.

The orgasm that rose then was different. Brought me higher to a ledge I had no idea was there. He felt it in my shaking and heard it as my moans got higher and breathier until they sounded like distress.

*What if I fell apart?*

“I want to feel you cum from your ass.”

I bucked down into that confounded hitachi wand and he pressed into me as I fell.

I came so hard that I screamed. And then I sobbed. Crying violently as I shook and shuddered. I’d never cum *that hard.*

He whispered, breath hot against my ear, “There’s the fireworks I wanted to see.”

He turned off the wand and went to pull out the Lush when I said, “Wait.”

He turned to me, head tilted.

“I want more.”

A mischievous grin grew on his face, “Well, that’s unexpected.”

We didn’t stop until he came in my ass.

He pulled out slowly, instructing me to push, and leaned back to admire his work. I panted and whimpered, absolutely spent.

“My Toast is so fucking gorgeous,” he said. And turned off the bullet.

That was the beginning of my journey to becoming an Anal Queen.

Source: reddit.com/r/gonewildstories/comments/zw8gdz/fm_how_i_learned_to_stop_worrying_and_love_anal

4 comments

  1. My wife loves anal & says it is an intense orgasm that is different from anything vaginal.

  2. >The orgasm that rose then was different. Brought me higher to a ledge I had no idea was there.

    I figured this part out back when I was a TOS violation. It’s what makes anal *the best*.

  3. I loved your story! Do you have a link to that plug long wear post? I looked for it but am having trouble. The wiki didn’t seem to have it but I could’ve just missed it!

    Thanks and again great story.

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