Stuck Up Know It All Learns Lesson

This is story #16 of my series about my post-marital sexual journey. Read the first story (Babysitter Lauren) or my profile, for any background needed. You may see references to prior stories/people, but for the most part each story stands on its own.

Not everyone likes me or my stories. That's OK.

I enjoy all comments

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Amanda, Part 1

One of my ex-wife's friends was a real bitch named Amanda. Her husband Mark was a super nice guy, bent over backwards for her all the time, yet she treated him like shit. For example, if we'd go over there for dinner, Mark would make this fabulous meal, but Amanda would complain that the meat was over cooked or that the veggies were soft, whatever. Nothing but criticism. And she was a loud mouth who never shut up.

About a year after Caitlin and I split up, so did Amanda and Mark. He and I weren't exactly friends -- I only knew him through Caitlin and Amanda, although he was a super nice guy. Someone told me that Caitlin and I splitting inspired him to leave Amanda, because he was tired of being treated like shit.

Amanda was the CEO of a local business, very well to do, influential in the business community, well known throughout our area. She was very attractive: tall with beautiful brown hair, green eyes, nice legs, a great figure. Always very well dressed in the most trendy and expensive clothes.

After my affair with Megan (the teacher) ended, I was invited to a holiday party soon after Thanksgiving that year. It was at the big, spectacular new home of a friend of mine who builds houses, so he built himself and his wife and kids some giant McMansion. Amanda was there as well; it was a pretty crowded party.

In the latter part of the night, after the majority of people had left, there were about twelve or fifteen of us left, including me and Amanda, and we were in the finished basement with a game room and bar area, milling around the bar and chatting. Amanda was holding court, blasting off about anything and everything that was bothering her that was wrong with the world. The majority of this group were close with me, and I don't even know how they knew her - a friend of my friend's wife's sister or something like that.

At some point I reached my limit, and said to her, "Can't you shut the fuck up? All you do is talk and talk, bitch and bitch about everything, your mouth is never closed. The only time your mouth should be open is if it's sucking a dick."

There was stunned silence for a moment, with the guys and almost all of the girls eventually cracking up laughing because I had said what everyone was thinking. One or two of the women were incredulous that I would speak to someone that way, but for the most part I had the crowd on my side.

Amanda did not back down though. She looked at me and said, "Oh, and I suppose it's YOUR big dick that I should be sucking, and you'd gag me and choke me with your big manly dick in my throat!"

Now, I didn't say a word about gagging or choking or a big dick. Those were her words. And it struck me as odd.

Before I could respond, my friend the host jumped in and deescalated the situation with a light-hearted joke about his little dick, and Amanda and I turned to talk to those near to us, and everyone moved on.

But I had had all I could take and was ready to leave, so I asked my friend where I might find my coat. He told me that they were in a spare bedroom on the top floor and offered to get it, but I waved him off and said I'd be fine, and asked if I could take a self-guided tour while I was up there.

At the top of the stairs was a bathroom, so I went in and used it before grabbing my coat. I came out and wandered around the amazing top floor for a few minutes, then found the guest room with a couple coats on the bed.

I walked into that room, and there was Amanda, standing there with her hands on her hips and a pissed off look on her face. As much as I hated her, she looked damn good, and my cock started to twitch as I looked at her figure.

"You're a fucking asshole," she immediately said, angrily.

"Well, you're a cunt, so fuck you," I fired back.

"I can totally understand why Caitlin left you, you're such a pompous asshole, you think you're God's gift to women."

"Well, you sure as hell aren't God's gift to anyone. You're nice to look at honey, but that's about it."

Calling her honey must have struck a nerve. "Well, you're not even nice to look at, please put a bag over your head."

With that, I had enough. I closed the bedroom door and started walking toward her, working my belt and zipper while I did.

"What are you doing?!" she cried in alarm. "Don't touch me!"

"Oh, I'm not gonna touch you, but you're gonna get on your knees and suck my cock. Mark should have taught you a lesson a long time ago."

She froze as I continued toward her and stopped right in front of her. In her heels, she was almost as tall as me and we were eye to eye. She was staring me down, until I suddenly grabbed her hair and yelled in her face, "On your fucking knees!"

She dropped to her knees, and her whole demeanor changed instantly.

"I'm sorry, please don't hurt me, I didn't mean it."

By this time my pants had dropped to my feet and my hard cock was pointing right at her.

I still had a hold of her hair, so I pushed her face toward my cock and she instinctively opened her mouth and took it in. Remembering her words from earlier, I pushed my cock down into her throat. She was pretending to resist, but not really. The whole thing was some twisted game, like she wanted to be used like a whore, but was too proud to admit it, so she had to pretend she was being forced.

I started fucking her throat, not violently as might have been my first instinct, but that's only because I thought that's what she wanted. I hated this cunt, and as much as I wanted to abuse her throat, the idea of giving her what she wanted made me resist that instinct.

Instead, I settled into a steady rhythm, forceful but short of violent. Eventually her hands went to my ass. She began pushing and pulling my hips in an attempt to increase the speed and force with which I fucked her throat, but I still resisted, my hand in her hair steadying her head so that she could not force the action. No way I was giving this bitch what she wanted unless she asked for it.

I could sense her growing frustration, so I pulled her mouth off my dick and yanked her head back by her hair. I spit on her and said, "You fucking cunt. You're all talk. You act all high and mighty and important, but you really just want me to choke you and make you gag on my cock, don't you? Spend all day bossing people around to feel important, but then you don't have the confidence to tell anyone what you really need, and that's a cock in your throat. Tell me I'm right."

"Yes, you're right, I'm a cunt. Please fuck my throat, I need it so bad, please," she pleaded.

She was legitimately begging, and I almost felt bad for her that she had such unfulfilled needs. I jammed my cock back into her throat and gave her what she wanted, a hard, violent face-fucking. She was gagging and convulsing from the force and depth that my cock was abusing her throat with, spitting up wads of saliva and mucous that dripped onto her thousand-dollar dress and the floor, but I didn't relent.

She tried to look up at me again, but I spit in her face again and said, "Don't fucking look at me unless I tell you to."

After another minute or so, I could feel the cum boiling in my balls, so I slowed my pace a bit and said, "Now you can look at me."

She looked up, her eyes teary and saliva still drooling out of her mouth, my cock still buried in her throat.

I told her, "I'm going to come soon. I come a lot so I hope you're ready."

I didn't give her a chance to respond in any way, I just increased the pace again, and in twenty seconds I jammed my dick all the way down her throat as far as it would go, causing her to convulse again as I shot a load right into her esophagus. She gagged and coughed up cum and saliva, again drooling onto her dress.

When I finally pulled my deflating cock from her mouth, she gasped and belched up some air and cum, this sophisticated CEO and respected businesswoman, on her knees burping up cum like a common whore. I pulled up my pants and zipped them, and reached on the bed for our coats from the small pile (hers was obviously the $10,000 fur coat). I put mine on, then helped her with hers. She hadn't yet been able to wipe the mess from her mouth or dress.

I opened the bedroom door, only to find three other guests waiting in stunned silence to get into the room to get their coats. They had to have heard us, but if they didn't, there was little doubt what had happened behind the door. Amanda looked at them, her face wet and messy, but kept her head up, the proud, righteous CEO bitch returning from the cocksucking whore of a few minutes ago. She walked past them, down the stairs and out the door.

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About a week or so after the holiday party where I throat fucked her, I received a text from Amanda (no idea where she got my number). It said, "You owe me an apology. I refuse to allow myself to be treated like that."

I responded, "OK, I'm sorry you're a whore."

"Fuck you," she replied. "You owe me, and I'm coming over to your house tonight to collect."

"Oh geez," I thought, knowing exactly why she was coming. How long might this go on?

"Whatever, don't hold your breath," I said.

I went about my business, no idea whether she'd actually come or not. Around ten o'clock that night, as I was in my room getting ready for bed, my bell rang. I opened the door and found Amanda standing there, dressed very nicely again. I was just in a pair of gym shorts and a tee shirt.

She brushed past me into the house and said, rudely, "I was just at a fundraiser, it went late."

I don't know if that was some sort of apology or not, but I didn't care. As she walked by me, I took note of her outfit, and noticed she was wearing a semi short skirt. I followed her into my living room, and she started to take off her coat (a different fur than the prior week).

I walked up behind her and grabbed the coat as she shed it off, and I threw it on the floor. I immediately pushed her forward and bent her over the arm of my loveseat, my forearm holding her down by the middle of her back. She protested as I shoved my other hand between her legs. As I suspected, she wasn't wearing any underwear, and she was soaking wet. I jammed two fingers up into her cunt, and released the pressure from her back while I worked my shorts off.

Once I was naked, I pulled my fingers out and hiked Amanda's skirt up. She was making a fuss about this, but hardly resisted, and then I noticed the small butt plug in her ass. I shoved my cock into her pussy with full force, and she screamed. I held on for dear life while she bucked and tried to throw me off.

I fucked her pussy for only a minute or so, then grabbed her hair and yanked her head back, and said, "Tell me why you're really here. Do you want an apology, or do you want to be fucked in the ass? I'm not doing anything until you tell me why you're here, cunt."

As happened the prior week, when challenged, Amanda backed down.

"Please fuck my ass, I need it so bad. Fuck my ass as hard as you want, please."

"Not good enough. What else?"

"I only came here to get fucked in the ass. You don't have to apologize, I loved having my throat fucked and I can't thank you enough for that. I need to be treated like a whore sometimes."

I pulled the butt plug out while she was talking, then removed my dick from Amanda's pussy and lined it up with her ass.

"You do it," I said.

She pushed her ass back into me and engulfed my dick with her asshole in one motion, all the way in. I grabbed onto her hips and began pounding her for all I was worth. The butt plug had loosened her up nicely, and I wondered how many times Mark had ass fucked her like this, or if he ever had.

I held her down by the back of her neck while I fucked her ass, then pulled her hair again and slapped her ass a few times for good measure. She was moaning like a whore and finally begged for my cum, which I gave her in about five big spurts into her rectum.

I pulled out quickly and shoved the butt plug back in, not wanting my cum to leak from her ass and cause a stain on my carpet or furniture. She could drive home with an ass full of cum for all I cared.

I grabbed my shorts off the floor and walked back toward my bedroom, saying over my shoulder, "Let yourself out."

I heard from Amanda about two weeks later, with another lame excuse for wanting to see me, but I blew her off.

I ran into her a few years later. That story will be told later.