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Asshole Confessions

Read the best #asshole confession stories

My 6th grade grammar teacher was literally sexist. she would give no work to the girls and all the work to the boys. she hated my guts so i hated hers. not much else to say.

#asshole   #teacher  

When I return from my overseas trip I stopover in a big city for 8 hours or so. I'm thinking about going to see a transsexual prostitute to satisfy my curiosity about anal sex. That is, my anus being fucked. I found a gorgeous looking one online. She'd be gorgeous if she was a woman. But she doesn't work on the day I get in. I might offer to pay her extra or maybe the prospect of a tight virgin asshole will sway her. Either way I want her cock in my butthole. I wanna act like a little slut and moan loudly while she pumps my man hole.


My ‘friend’ and I have known each other since first grade. Every time she is in doubt or bored she comes to me. I feel like her court jester or her shrink. She knows I’d never say anything about it or her to anyone. I’d never breach her trust. I hate her sometimes because she knows that.
I don’t want to be used but I don’t want to lose my only friend either.
I am in the process of making new friends but I feel used, abused and most importantly betrayed. I don’t know what should I do about the matter.
She now has a boy in her life. I hate him cause he is trying to distance us future but I like that he maybe the one to give me a clean break.
No I am not sexually attracted to him, I think he is vile, manipulative and disturbing, but most importantly he reminds me of my mother. A sociopath.

Should I leave or should I stay?

#friendship   #assholes  

I confess to being an entitled asshole, who since I was able to walk, expected everything for nothing. I thought I could coast through life and have all the things I wanted to be and to have would just fall into my laps. They didn’t. So now I’m at a shitty job that I hate because it’s the job I strives for, which is to say nothing at all. I haven’t put effort into anything and now I’m addicted to my mediocrity. I have no compassion, no drive, no ambition; I don’t know what hard work looks or feels like. Everyone else is trying to better themselves, and here I am dreading to go to work everyday, hoping that this day I’ll get fired and not have to work here, instead of quitting and doing something with my life. All because I have convinced myself that I was a genius, just waiting to be discovered and make the world a better place. Yeah right.

#confess   #entitled   #asshole   #coasting   #life   #lazy   #weakness  

I am embarrased of myself, I am addicted to the gym because I’m too short that i look like my girls little brother, I have Tourette, and I shake like a chicken so just because people bully me in the past, I insult humiliate and use, women that are weak than me, I don’t choose equal opponents because I am a really chicken.

He made me hate men. now I want to use them all until they no longer make me feel good. no man can ever make me feel like he did. so there's no point keeping them

#selfish   #asshole  

I practice magic for quite a long time now and lately I got a really big interest in dark magic.

My boss at work is such an asshole I would rip his heart out if I could. I found some spells to curse him and I did it. Lets wait and see what happens when I get to work on monday.

#magic   #confession   #sin   #asshole   #spell   #curse  

Was biking along the road on an evening. It was in January and therefore pretty cold. I was driving home from gym when I suddenly heard strange noises. Like there was someone screaming and squeeking or something. Because it was already getting dark, I hurried to look around and found a dog on the roadside, bound to a fence. He already looked very tired and exhausted and I guess he has been there for a while.
Then I noticed a car which was approaching us, so I hid behind a tree because I didn't want anyone to see me and think I bound that dog to that fence. The car passed, I was happy that no one saw me, I got on my bike and drove home. It took me a while before I realised I left the dog in his terrible position without helping him but I was almost at home and it had got dark, so I went home.

I don't know what happened to the dog but I feel terrible. Please please dear god, I really hope someone else helped the poor guy...
I confess I am an asshole.

#january   #cold   #dog   #fence   #asshole   #tree   #roadside  

I never tripped on what a fetish truly iS until recently. I also never considered myself to have a fetish. In all actuality I do have a fetish, and it is for toothbrushes. I have become animalistically obsessed with sticking toothbrushes up my asshole. I mean give me a couple hits of that good ole Tina and I can really fuck my ass for awhile! Its freakin insane! And to add to this crazy mess, my asshole gets wet ! I mean slippery slope wet like a pussy! Just talking about it in this confession is driving me nuts!

My favorite style toothebrush is colgate 360. Its perfectly cuved with perfect width to stretch my asshole just right as I chant "fuck that asshole" "give me some anal sweet cream" over and over and over. I cannot get enough of jamming toothbrushes up my A-hole. Im sure I'll be age 50 still doing this...

#fetish   #asshole   #tina  

It was my first time at a gay bar. My wife is a real bitch sometimes, and she dared me to go that night. I'd never been with a man, but she was a little more liberal than me and said I might enjoy it. I thought, "What the fuck. Why not?" I arrived about 8:30 and ordered a drink. Within five minutes a large man walked over to me and offered me another drink. He was about 10 inches taller than me and had a huge belly. "I like the way you look," he said. "I want to fuck you." I stammered and didn't know what to say. He just grabbed my hand and started walking away.

We walked outside to his van. He had all the back seats removed, and when he closed the door he told me to strip. I dutifully took my clothes off. He did the same. He had a rather large cock and was uncircumcised. "When's the last time you got fucked?" "Never," I said. I was a little nervous. "Then, here's how this goes. You suck my cock until I'm hard, then I flip you over and fuck you until you cry." I tried to protest as he pushed my shoulders down and forced me to my knees. I really didn't want to put his cock in my mouth, but he was much stronger than me and pulled my head toward him. His cock pushed past my lips and I gave in. I couldn't fight him. I started to suck him, rubbing his hood back and forth over the head. "Fuck, dude. You suck cock better than your wife does." About that time the door opened and my wife was standing there. She quickly got in and closed the door, sitting on the floor to watch the show. I didn't know what to do, but she said nothing, just stared at me sucking this guy's cock.

She wanted this, and I love her to death, so I decided not to fight it. It took a few minutes, but he got hard as a fucking pole. He pushed me off and told me to turn around and get on all fours. I noticed my own cock was hard and nobody had even touched it. As soon as I was in position I felt a wet finger enter my asshole. It hurt quite a bit but I held my tongue. After a minute he pulled his finger out and I felt him shove his cock all the way in my asshole. I yelped. "Oh, yeah," he said. "Not only do you suck cock better than your wife, your cunt is tighter than hers, too." I was shocked. That's right," my wife said. "I've been getting Tom's dick for months." She turned to him, "Now fuck him until he's your bitch." He started to fuck me and it hurt a lot. Within two minutes my asshole was on fire and I felt the first tears stream down my face. He fucked me even harder and each thrust brought new pain. Within another three minutes I was weeping openly, begging him to stop. "Shut up you little pussy," she said.

He fucked me for nearly a half hour. The tears had stopped and his thrusts were brushing against my prostate. My own cock had gone soft through the pain, but now was hard again as the feeling had changed from pain to ecstasy. It wasn't long and I was telling him to fuck me harder and deeper. He asked her, "Where do you want it, ass or mouth?" "How about both?" she said. He pulled my hips back and said he was cumming. I felt his cum hit the inside of my ass, then he pulled out and told me to turn around quick. When I did I saw he had pinched the base of his cock. As I turned he shoved his cock into my mouth. He let go of his cock and resumed cumming. He filled my mouth and she told me to swallow it all. I tried. A little came out of my mouth. Even after he was done cumming she had him mouth fuck me until he got hard and came a second time.

She drove me home, my ass and mouth sore from the pounding. She said that was the sexiest thing she had ever seen. We're more in love than ever and I really did become his bitch and let him fuck me anytime he wants.

#suck   #fuck   #cum   #asshole   #swallow  

I hate my husband because he doesn’t do anything little for me and calls me a “strong, independent woman” when I’ve told him how insulting it is that he does it as an excuse to do nothing. For example, he didn’t do anything for me when I was sick and pregnant because I’m a “strong, independent woman,” despite the fact that I was working my ass off until the day I gave birth. We both work full time and have one child. I do ALL the mental work (planning, shopping, appointments, telling him what to do, what to clean, etc). On the rare occasion he does laundry, he won’t even pair my socks. Like…come on guy. The fact that he won’t pair my socks was the straw that broke the camel’s back.

#weaponizedincompetence   #asshole   #hurtful   #unfair  

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