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Have your evil transgressions of the past caught up with you in ways never imagined? Do you revel in your past evils, where others would surely repent? This is the place to chronicle and confess your evil deeds of the past, be they soothing, or sorrowful.

- Evil Thoughts and Deeds -
Straight Male / 36

I Knew A Head Of Time

Ok so I had a friend ask if his wife had any chance of getting hired at my company. I have known this guys for a while and was a good friend of an old college buddy. While we don’t hang out all the time we see each other at many different places within our circle of friends. His wife is a good looking short brunette very nice to look at. Nice tits and a very big ass. Some guys dig this look some guys says he’s to big. I enjoy this type of body shape and have dated and fucked many women with this body type. Form what I know she was very successful in her previous job. I did some investigating asked my close college buddy and off the record during a golf outing while he was lit I asked what the deal was. He like usual after a few drinks let the beans spill. Apparently she came close to cheating she did come clean but she admitted to emotional attachment so her husband told her quit ir leave and she quit. Is went through the whole interview process with her. Each time all I could think was I can’t wait to have her here all the time. Even in the dress she wore the first interview as she sat her legs and thighs where exposed. Yes 100 percent bad intentions in this hire. Interview went well always does when flirting involved. I made a position for her in my staff. Assuring that she and I would work close together with some large projects that where coming up. My dad never questions my decisions as he is grooming me to take over in a couple of years. Kristy was hired and from day one she did a good job and we flirted heavily. She liked the attention I gave her and after a full week of ass grabbing she stayed a bit late one evening and I tickled her ass with my tongue. She has worked for almost 6 months for me and the typical morning goes like this. She comes to work gives me. View of what she wore today panties bra we kiss a bit I feel her up. I get a bj she takes me keys runs to get us coffee comes back we get some work done she come back I to my office about an hour before lunch and reverse cowgirl rides me. I cum we go to lunch I cum again we finally come back to work and at times she works late. When she does work late its usually until 5 my shop closes at 3:30 so she still gets home before her husband gets home so she has time to clean up. Only issue is is she gets a little loud when she takes it up the ass. Besides that she can hold it together. I know it’s fucked up but she is a good I mean really good fuck so I’m going to keep her. I’m sure people in here know what we are doing but they get paid well and ignore the.l signs. If you fuck the boss you get perks and her perks are well deserved.

6
# 82319 - by Darren / September 11, 2025
    • - Evil Thoughts and Deeds -
    Straight Male / 48

    Stepdaughter

    Never did this before… my stepdaughter left her TV on so I go in her room to shut it off and I see her pink panties on the floor I pick them up and smell them …wow so sweet. Put them in my pocket head to the bathroom put them across my face and jerk off big load .sweet 19 year old pussy

    6
    # 82284 - by Damon / September 9, 2025
    - Evil Thoughts and Deeds -
    Straight Male / 25

    BBQ She Always Remembered

    When I was 16 my parents had this annual bbq party for the whole neighborhood. They had it before and a started a few years earlier but this year was special. 4 more neighbors had thrown along a party to make it special and people would hop from party to party. Our neighbor next door had a party as well and he and his wife decided to have his house as a bar. My dads place was cooking and he and 1 other home cooking and the other 2 houses 1 a bar one a desert house. The desert house was 4 houses over and as you can imagine the busy houses where the 2 houses cooking and the booze houses. The booze house was owned by Shannon and Dale. Shannon was a skinny brunette in her late 20s liked to party and occasionally her back yard smelled like weed. I had seen her earlier she was putting the drinks down but had slowed down after she got her buzz and I remember she told me she wanted to maintain it. Shanon was always kind of a flirt she had small tits but the one thing she had going for her was her bubble butt. She always wore something that showed it off shorts legging jeans skirts and today she had on a denim skirt short above the knee. She sat down a few times and I got a good view of her green thong. Her skin was pale so the panties popped out. Being a pervert 16 year old I kept a distance and followed her and any chance I got I would chat her up. Usually after I saw she had a refill of her drink. Then I remembered that my Thad given me a few extremely potent edibles. These where home made and last time we had them was fun and we got fucked up. I ran to my house on the stairs grabbed the bag and headed out to find Shannon. Easy to do it was still early close to 9 and starting to get dark. Found her walking out of the bar house. Chatted her up for over to the desert house. How proper desert I thought to myself pretty sure that’s what I called her after that. She slurred a bit I tell her I know she likes having a good time she laughs I show her what I got she says yeah grabs 1 and takes it with a drink. We talk a bit and I could see her start to relax. She leaned back and said fuck that hit hard We where sitting back and there where some people swinging by trying to sober up grabbing cake or cookies but not many. We where away sitting and it was dark. You could see people look over but quickly look away as if we didn’t matter. I leaned over pushed Shannon’s legs open and she didn’t say nothing just looked at me. I asked her if she liked to be licked. She smiled and said it had been a while slurring her words. I knelt down and for the first time I put her legs around my shoulders and moved her panties to the side. Salty bitter taste I lapsed away she never said nothing just moaned I sucked her thigh every few minutes and left little suck marks especially close to her pussy. She had these meaty pussy lips that I pulled on with my mouth. Roller clit between my teeth she moaned and at one point pissed all over me. Never though she was a squirter I lapsed away all she kept says was don’t stop I didn’t and moments later she pist all over me again. This time I just sucked on her clit as she did and it went all over us. I licked her little tight ass as well. I got up hardly anyone around the noise was coming from the bar house. I helped her up we made are way around the back of the house it was dark but my eyes where used to it and there was a dim light at a distance but it didn’t matter as I just used the heat coming from her pussy. I just leaned her over a bit she held on to the post that held up there patio cover bent down gave her one more lick to taste it still salty but extremely wet and pushed into her. She let out a very loud sigh and whimpered. That sound as I went in and out made it so fucking hot I was not going to last and I kept telling her that. Between the whimpers she told me to cum inside her it was ok. Soon as she said that I unloaded a gallon of cum. She said I fucked her sober. She seemed as if she was kind of not high she said we should not ever mention this or do this again but before we talked away we had an intense make out session. We fucked after that often. Her husband worked weekends so I’d tell my mom and dad that I was going to hang out with friends and I’d spend the weekend at her house and yes she ended up pregnant eventually. 3 times pussy was very addicting all 3 where mine. I eventually moved out she eventually divorced they split custody he has no clue that all 3 boys are mine and he pays child support for my kids. He is a good dad as the boys get older they look a lot more like me. I still like to get Shannon high and fuck her in public places I even let a guy finger her once at a amateur night titty bar competition. She took second and got finger fucked by a random but I made 100 bucks.

    0
    # 82252 - by Nick / September 9, 2025
    • - Evil Thoughts and Deeds -
    Bi-Sexual Male / 37

    I Remember In College

    I first saw her at a party she was blonde pretty and a nice body in short skirt and boots. She was with her friends and I couldn’t take my eyes off her. She would appear the next week at a different party this time she’s walking in the back room and it takes me a while to get the nerve to see where she disappeared. There were people in the hall standing drinking some waiting for the bathroom and I open a door and some girl is in doggy style bent down moaning groaning sucking some guy off getting pumped from behind. I patiently wait not thinking it’s Olivia but as i look it’s her who comes out of the room smiling and her friends cheering her on. Her face has that smitten look and I’m shocked sorta disappointed. I just wrote her off and the following week another party and who shows up? It’s her and she looks amazing and I’m not paying attention to her or her friends but a different female talking to her I get a tap on my shoulder. She looks at me and smiles we make short talk and it’s just crazy how she grew up about thirty minutes from me a pretty blonde country girl. We actually have lots in common. Long story short we start texting meeting up for coffee and she’s just so pure and gorgeous looking. I can’t seem to shake off what I witnessed. I mean she’s totally into me. My friends congratulated me practically praising me she gets along with all my guy friends girlfriends. We both graduated and eventually marry. It’s been over ten years and I can’t seem to shake off what i witnessed. I don’t know if it’s been a good thing or a bad thing. How could she let this happen? Even today her body is sexy tight curvy and gets attention. I think she’s just maybe was dared to do it and she experienced it and I sometimes wonder if she asked for it or just was challenged

    3
    # 82247 - by Gene / September 9, 2025
    - Evil Thoughts and Deeds -
    Straight Male / 47

    Wet And Wild

    Wife is a lovely younger woman with a great adventurous streak when it comes to sex. She likes it a lot and is always willing to try something new if either of us wants to give it a go.
    So it should go without saying that she's a deliciously slutty 3 hole honey and especially loves sucking cock.
    She sure does like being in the middle of a man sandwich and as long as we're playing with someone from our safe group of friends, I like her taking loads in her pussy, mouth and ass.
    She's very anal too and that's what I wanted to tell about.
    It was when we were at a swinging party in the Spring and I was lying on my back with one of the other wives riding on me cowgirl style and another girl squatting over me and kissing the one I was fucking. Meanwhile my wife was next to me on all fours and getting spit roasted with one guy face fucking her and another plowing into her from behind. She was all wet with spit and pre cum and she pulled off the cock in her mouth just long enough to tell the guy behind her to put it up her ass. He wasted no time and quickly slid his slick and shiny wet cock right up my nasty wife's asshole as she moaned real loudly and begged for more and deeper.
    So I was close to filling my rider with my load when the guy fucking my wife's ass grabbed her hips tightly and shoved in balls deep as he said he was cumming. He was kind of rude saying he was cumming in her shitter and grunting as he pumped at least 4 spurts in her anus.
    I expected him to just pull out quickly even though that could be painful for my wife, but instead he stayed in her ass and waited til he got soft.
    At least that's what I thought.
    Next thing I knew he was grinning and my wife was sort of going "Mmmmmm, that feels nice"
    and after a bit he gave her rump a pat and slid his soft dick out of my wife and wiped his dick with a washcloth or someone's panties, I'm not sure which he used.
    All I know is as soon as he was out of her ass, my wife kissed me long and deep and she whispered that he had pissed up her ass after he cummed in her!
    We went together to the upstairs bathroom and I kissed my wife and rubbed her nipples while she dumped the piss and cum enema she had just gotten.
    It's not something for everyone, but it was really kinky and hot to kiss while she was voiding that mess that was up her ass.
    After cleaning up we had some more fun and she got a couple more loads of cum, in her kitty and in her belly. We're gonna try having me piss in her but need to let her anus relax and rest a few days before taking my fat butt puncher. Ha ha, I rarely do it just cause it's messy, but she loves when I surprise her in the bathroom and piss on her before she takes her shower and gets dressed.

    0
    # 82213 - by Darren / September 7, 2025
    • - Evil Thoughts and Deeds -
    Straight Male / 27

    20 Minutes Make A Difference

    So we my buddies 3 of us all went to a wedding a few weeks before. We knew the bride and groom I knew the bride better then the groom my buddies knew the groom better then the bride. Bride is a short red head with some curves. I dated her a while ago and stayed close. Friends you can call it. We both liked to call on each other when stressed or needed to relax. She liked sex she lied sex with over sized dicks. She liked the length and the overall thickness of my personal buddy. Ann was good at what she did and you out that with me and it’s an experience that is hard to pass up. Problem is after sex we are totally different we want different things and can’t agree to much. In bed we are very compatible besides that not much. Ann had shoulder length hair I like ponytails so she always kept it that length gives for something to hold on to get my drift. So we go to the wedding it had been a few months since Ann and I had fucked. FWB was good for us but it had stopped and she was trying to be more patient and be a good girlfriend to her husband to be. We go have a great time I stayed away besides a few hugs and pics I made piece that her holes where no longer available. After the wedding buddies at my place they start to ask me about her. Why I say they said that the groom was kind of bothered I was there it was the brides idea to have you there. Groom knew we had dated in the past. I tell them why he is marrying her. Both said that when we talked at the party her eyes lit up and it was all about me and it kind of bothered the groom. We dated in the past I broke up with her. They know my kink for filming my encounters and ask me if I ever videoed her. I laughed and didn’t say androids they beg and beg and I agree to show them. The video I chose was of her on all 4s totally naked and she’s looking I tot he camera. Nice tits hung like a tear drop it’s obvious what happening because she is very vocal especially 10 minutes in when she starts to tremble and screams that she’s cumming. Curses me head is looking down then my favorite part of the movie when I pull out and push into her ass you can tell because the look on her face says I’m in where she wasn’t expecting. Very vocal she tells me to be careful and gentle my ass is tight minutes later I’m full force going in and out she in detail tells me she feels something coming her hand had been rubbing her clot and she has another O from it. She falls on her tummy I’m still in her and i am absolutely slamming into her until I unload. Close to 20 plus minutes video ends with my cock going from her ass to her mouth. Handful of hair lifted her head and I shove my dirty dick in her mouth. They look at me and ask why I let her go. Long story I say. They ask me do you have more. I look at my laptop and I have them organized by girls and I tell them I have close to 80 hours of us. They offered me money for some clips i disagree with them. They leave I think about it and text Ann like clockwork she agreed to sneak out. We made another couple of hours of content and ask her to not leave. Against her husband’s wishes she doesn’t the night. He called and called text her she turned the phone off. In the morning she told me she had gotten off birth control because she didn’t think I wanted to see her anymore. It was noon when she left and came back a few hours later. It’s been a week and has not left and it’s a spiral of events since then. She keeps asking me if this is what I want. Who wouldn’t want this piece of ass

    0
    # 82199 - by Tory / September 7, 2025
    - Evil Thoughts and Deeds -
    Straight Male / 27

    I Hate Fucked My Ex's Sister

    I (27M) dated my girlfriend (25F) for almost 5 years. We got together in college, and moved in together after we were both done school. We were really serious. I got to know her family really well, and she got to know mine.

    Long story short, she cheated on me, and we broke up. I was pretty torn up about it, obviously, and she kept trying to make it out like I was to blame, so I was pretty pissed with her.

    Now, my ex had an older sister (Katy), about a year older than me. She was a bitch, always out at parties and getting home late. She was the problem kid, and my ex was the golden girl in her family. Katy was always annoying me, making fun of me, etc. I didn't like Katy. But she was objectively super hot: big boobs, blonde hair, way better build than my ex.

    Anyway, after my ex and I broke up, she sent Katy around to pick up some of her stuff. I was waiting at the apartment for like, two hours on a Friday night. My ex had said Katy would be there by 8, but at 10 she still hadn't shown up. My evening was blown, and I was super mad. Katy wasn't picking up the phone, and I really didn't want to call my ex. Eventually, Katy answered my fifth or sixth call. She said she had lost track of time, and was drinking at a bar around the corner. She said she'd be right there, and was actually apologetic.

    When she showed up at my door, she was clearly tipsy, but not super drunk. She was being weirdly friendly, and made some weird comments (for context, this was the first time I'd seen her since my ex and I split) about having always liked me (this was news to me), and thinking I was too good for her sister.

    I tried to get her to take the stuff, but she didn't seem interested. She came in and sat down on my couch, and was watching the baseball game I had on, making herself at home. I was super annoyed, because she had already ruined my Friday night, and I really wanted her out of my place.

    She was wearing a pretty short skirt and a crop top, and I was definitely noticing her boobs. She sat down across from me, and was really not even trying to keep her legs together, so I kept getting a look up her skirt, and I couldn't tell for sure but it looked like she wasn't wearing panties.

    Eventually, after a few minutes of awkwardness, she just blurted out that she wanted to fuck me. I was shocked: like I say, she had always been a total bitch to me. Maybe she was drunker than she seemed. I was angry, but I hadn't fucked anyone since my ex left, and I honestly felt like fucking her hot older sister would be kind of perfect revenge. Plus, I had fantasized about this girl for like, five years, even though she was a bitch.

    Anyway, I said sure, and Katy wasted no time. She took her top off, and I got my first look at those sweet tits I had been thinking about for so long. Big, idk how big, but way bigger than my ex's, with cute little nipples. She laughed when I started grabbing at them, and made some little comment about how she'd always seen me looking. I shut her up by pulling my dick out, and shoving it into her mouth.

    I was not gentle, but she took it like a pro, not even choking on it at all. I fucked her face for a few minutes, holding the back of her head, thinking about all the dumb shit she had put me through. Then I pulled her up by her hair and spun her around, pulling down her skirt. She was indeed not wearing panties, and I shoved into her pussy. I was being rough, and she was responding, panting and begging for it like a little slut.

    I railed her on my couch for like five minutes, and when she started to feel me tense up she said not to cum in her, because she wasn't on the pill. For a minute I considered just doing it anyway, but that seemed like going too far. Instead, I pulled out and spun her around again, and sprayed a few weeks worth of pent up cum all over her face. A bunch got in her mouth, but she swallowed it, grinning at me the whole time.

    She left afterwards, taking my ex's stuff. I kind of regret it now, but I also don't, because I got to live out a fantasy, and both Katy and my bitch ex deserved it.

    0
    # 82182 - by Sam / September 6, 2025
    - Evil Thoughts and Deeds -
    Straight Male / 28

    Taught Her A Lesson

    About 6 months ago I met and asked out a women who is in her mid thirties. She was supposedly getting divorced had 1 son who was 6 and her ex was a horrible person. Stacy had a great body nice size tits some hips and a round ass. Dirty blonde maybe 5 foot 3 145 lbs. we chatted hit it off and I asked her out. She was with friends that evening and she left then to hang out with me. Very fun messed around felt her up she had to go but promised to text me the next day. Next day while at work i got a message from her that she was sad she had to leave and asked if we could meet up the next day for lunch. Sure my schedule is flexible so I can take an extra long lunch or say I’m visiting or meeting with a client and go. It’s a good relaxed schedule and no one check on me so I planned on not coming back. Good thing because I sat in my car and she was the only one who ate. She gobbled down and choked down a massive wad of cum. Good bj and I finger fucked her the whole time. Even slid a finger in her butt making her really suck with a lot of pressure. Her story was she was a stay at home mom and wife until recently and she worked evenings cleaning as she tried to get things straightened out for her divorce. I believed her anger times a week she and i would meet for lunch and she bounce up and down on my cock. Even took a few days off and she would come over during the day while her son was at school. She was definitely a fun time open for just about anything and we took pictures and videos of us. I had lots of pics of her covered in cum cock in her ass. I put my cock and came in every one of her holes multiple times took pics and videos. On one occasion I got it on video of us going at it I’m balls deep in her butt and she’s rubbing herself and all of a sudden she screamed she was cumming. She enjoyed the cock in the butt so much she squirted everywhere. I never stopped and pumped away. This was are norm but after a certain time she was gone. After picking her son up she was a ghost until the next morning. Was a little shady but never questioned it I was getting so much ass it was not on my mind. I had a work diner at this nice greek restaurant and went. We had the back room we had some drinks got our meeting done and was hanging out. I saw Stacy all done up sitting with a small boy and a guy. They where having dinner as a family. I didn’t say anything but observed them how they acted. Sure didn’t seem like a family that was having issues and separated. I saw the guy get up and head to the bathroom. I followed him in. As we walked out I complemented him on his wife and kids telling him I was very envious. He thanked me said he was celebrating his anniversary and he had asked his wife to marry him here 8 years ago. Stacy was almost 5 years older then I am so she’s in her mid to early thirties. Sounds right I walked back to my back room took my time and made sure they had left before I went out. Went home and though this whole situation through. Like clock work I get the text. Morning baby can’t wait to see you today. I text her back I took the day off come over. Minutes later Il head over after I drop my kiddo off. We fucked most of the day roughly. I mean I drilled her pist off ass slapping griping hips taking it out on her. Ended up taking her to a shady part of town to a adult toy store and had her pick out a rather large dildo and an ass plug with a ruby j*wel on it. It was the large one that I’m sure would stretch her good. We got home i inserted the plug but the dildo mounted to the headboard got behind her and for the first time in her life had her airtight. She left with her hips and ass bruised but came hard. I got good clips and pictures of her stuffed all 3 holes. Did this over a few weeks she said she was bruised and if we could ease up asked her why don’t you like it rough. Besides I’m the only one who see you naked right. She agreed and shut up quickly. Some how she was able to spend the night a few Friday’s after. She has a the same phone I do so that night I pulled her phone and started to film. I also air dropped some pictures and a few short clips. My favorite was the very first time she was air tight. Perfect view of her sucking and fucking with a huge cock weather real or fake in her. She had fallen asleep was resting when I took her phone found her husband’s text message thread. Apparently he was camping so probably out of range. I sent him all those pics and videos and turned the phone off. The next morning she woke up with a cock up her once tight ass. When I was done I pulled out shoved my cock into her mouth and let go. She had to shower and go so she promised to call me later or in the morning. She had plans with her sister. Didn’t here from her for a few days typical on the weekend. Monday she blew my phone up while I was at work. In a meeting will call you later I sent. I came home for lunch she was there crying begging me for a place to stay. Perfect plan.

    1
    # 82135 - by Anonymous / September 5, 2025
    - Evil Thoughts and Deeds -
    Bi-Sexual Male / 36

    Open To Doing More

    I had a good relationship with my ex but we just weren't compatible. However, I still miss the sex, I have a very average dick, around 5 inches on a good day. I regret never exploring whether she wanted to have sex with other men, particularly bigger men like her ex who was around double my size. I still fantasise now about her enjoying it, taking a BWC and really letting herself go.

    3
    # 82129 - by S / September 5, 2025
    • - Evil Thoughts and Deeds -
    Straight Male / 37

    Watching Ex Gangbanged

    My ex and I had an amazing relationship and unreal sex, but I feel I didn’t let her explore her utmost desires. I would love to watch her get gangbanged and I think she would love it. I would love to watch.

    0
    # 82126 - by DeetyT / September 4, 2025
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