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.

Found A Young Third On Chatroulette

I've been happily married for 10 years, but my wife's sexual desire has gone down in recent years, and she's been open to my finding a side girlfriend or a third to join us. We tried a couple partners with mixed success, as people closer to our age have their own life situations which are sometimes hard to integrate with others, and things are always more complex with three people. But last year I started using chatroulette, mainly just to watch women who were ok with being seen while I masturbate. I wasn't exposing myself on the screen, just jerking off down below while I watched them on the screen; and most of the time they didn't expose themselves either, I just liked watching them knowing that they could see my face and knew what I was doing. Sometimes they really got into watching me, others just did things on their phone or other device while the camera was running from another angle. Quite a few were adults, though there was the occasional older teen--I have no interested in very young girls, but some of the older teens are pretty hot and very sexually aware.

Well after a few months of this I found Sarah, a fantastic girl of 16 who liked me watching her. She lived on the other side of the country, but we were able to sync up almost daily for a while. Sometimes she would put on a show for me, other times just let me watch her, often just doing her homework while I jerked off. She was no model, but incredibly cute, and very sexual, despite only having had one boyfriend; she had a sparkly dildo that she sometimes gave head to while I watched, which easily made me cum. She was very much into submission and even degradation, and we talked a lot about tying her up, exposing her in public, or giving her group bukkake facials and cumwalks, none of which she had ever done. My wife liked her too (both women are bisexual), and eventually agreed to try to get her out here. Sarah made an excuse of signing up for a work-exchange program for people who wanted modest work experience on a farm-like setting (we have several acres to tend) for room and board, and we bought her plane ticket. Understand that 16 is the age of consent in our state, so we actually felt betting being with her in person than online.

Well it went almost as well as we could imagine. Sarah stayed out here for 3 weeks and almost every morning began for me with a deep-throat blowjob from her as I drank my coffee in the kitchen. We usually got up long before my wife Jane, but occasionally Jane would come down while we were still doing this and enjoy watching Sarah's ministrations, or just ignore us as she prepared her own breakfast. She was very happy that I was getting the attention I wanted, and it excited me to have her approve. It turned on Jane enough to make her more receptive to receiving oral sex than she usually is, and so often after I came down Sarah's open throat one or both of us would turn on Jane's pussy and start her day with an orgasm. Sarah was also extremely orgasmic, and while she began each day serving me, and continuing that on demand, she usually got 3-4 orgasms a day from one or both of us, usually from oral sex either inside or outside (we're in the countryside and she was thrilled with the semi-exposure this permitted), but occasionally with vaginal or anal sex. Several times I penetrated her while she was 69ing with Jane, and loved cumming in her face while she went down on my wife, there's nothing like interrupting this primal lesbian act with the assertion of a masculine semen-shower. I occasionally got a double blowjob from the two, but Jane was happy to let me enjoy Sarah on her own a lot, knowing that she was no real threat to our relationship.

But lest you think it was all happy cumming, there was a darker edge; Sarah was obviously very moody, and often got sad in ways we couldn't help her with. I knew this before she came out here, and knew this was a risk, but one I was willing to take. I feared she was emotionally unstable and needed more help than we could give her. She may even have been relying upon sex as a crutch which didn't address her deeper problems. When she left she alternated between bawling tears and complete calm. We urged her to get more counseling when she got back, and understand that she did get some. We still talk online, and would like to see her again, but also encourage her to find her own path in life, as she can't rely upon us for a future or for all comfort. We hope we left that campsite better than we found it, but only time will tell if Sarah finds what she needs. Meanwhile, Jane and I have many fond orgasmic memories to reinvigorate our passion with...

  • When I Need It

    My neighbors across the street are in there mid 30s nice people no kids like to throw parties. Mike is a nice guy works construction so long days and weekends in the summer. Wife Jen blond hair blue eyes tall small tits legs for days with a tight little ass that just stick out. If you have ever seen her your first reaction would be to smack her ass. It just looks like she would take a good ass spanking. They have no kids nor do I. I date but nothing serious. I always noticed that she spent a lot of time alone so me being the horny guy that I am. I would always offer up a drink in the afternoon or get her to talk which she would do so being bored. A few times we would go to the neighborhood pool and I’d check out her goods which looked good. One day after being at the pool for a while being a hot day as we past my house i asked her in for a drink. It was hot i told her you don’t want to go home be alone come in have a drink and we can BS. Before she could say anything I grabbed her hand and started to walk her in to my house. All she had on was a almost clear wrap that you could almost see through. She was in a very revealing 2 piece. She had maybe a b cup but her swimsuit shoved them up making them look bigger then what they are. Her bottoms where tiny not quite a thong but the material was very thin so when she walked it would ride and had major camel toe. It just rode right up and the outline of her pussy lips was clearly visible. We got into the house we where in the kitchen I had a small bar always set up. I made her a vodka tonic double shot. I could tell she liked it as she gulped it down fairly quickly and me being the nice guy I refilled it. 3 drinks later within a little over a half hour I was helping her out of her wrap and we where going to have our very own dance party. I had the stereo on and a song came on she liked. The booze got her dancing I danced with her my hands where wondering around her ass and as she moved around her top came off. Before she knew it we where kissing she told me she liked her nipples licked and bit softly and liked having her neck kissed and licked as well. I spent some time with her rather large nipples and would make my way to her neck as well. She was right before she knew it I was standing up with her legs wrapped around my waist balls deep. As she vigorously pumped her hips I was fingering her ass which to my surprise she really likes it. It was as if I found a turbo button. I set her down on the couch she spun around and all 4s and
    I proceeded to grab her hair and fuck the daylight out of her. She asked to swallow my load I ignored her and shot it deep in her. I pulled out and had her clean me up for a little bit and was ready for round 2. Spun her around again and put my head right up to her little rosebud. I forcefully put a little pressure and my head finally penetrated past its tight grip. I was half way in and pulled out then pumped in farther and did this until I was able to bottom out. I then started a fast rough pace. I had set up my phone to record us. She had a little pain at first but I had told her to rub her clit while I pounded away to which she did. I lasted for about 15 minutes and shot a load up her butt. Luckily I had a kitchen towel close to which I quickly cleaned my self up. And then cleaned her up as she had liquid running down her thighs. I got this all on video incase she had other thoughts about what we had just done and how willing she was to give up her goods to me. It was mid afternoon when we were done. I got us in the shower had a steamy make out session and I ended up fucking her again while we showered. Again she asked to swallow it this time I let her and shoved my dick between her nice lips and face fucker until I was shooting a thick load down her throat. Weird thing was she was sobering up and after I had cummed in her mouth she wanted to fuck one more time which we did. She said that she always liked the feel of cum in her mouth. I was ok with it as long as I got to cum. He husband had called and she answered the phone while she was laying naked on my bed. He was running late and would be home around 7. We went over to her place and I ass fucked her on her bed one more time. This has been going on for about 3 months and since I work from home it makes it really easy. She comes over around 7 and leaves between 5-7 depending on when her husband calls. Sometimes she sucks my dick while I’m on a conference call. She has even purchased some toys which she keeps in our bedroom and puts on shows for me. She said I brought out the slut in her. Glad I could help is what i tell her.

    Miss N

    Miss N was a neighbor of my mom who had been divorced a few years. She was short always wore some what baggy clothes making her look frumpy. She was in her early 40s and would come over and talk with my mom. She had kids with her ex but they lived with their dad. Occasionally they would visit but not often. My mom had some friends over one night and I was supposed to be at my buddies house that evening. There was maybe 20 plus people at the house all about the same age as my mom. Early to late the 40s was the average age. I ended up not being able to go to my buddies as he had gotten really sick and I didn’t want to get sick as well. I spent the majority of the time in my room. A few hours into the party lots of drinks and some of the women looked good. Lots of tits and big mom asses. I went to the garage to get a soda and ran into a few of my mom’s friends and Miss N. She was in a skirt showing some leg and a blouse that came down low showing her tits. Her blond curly hair was up in a pony tai and I noticed how slim her waist was and how big her tits were. She had a few drinks as well and I could feel she was a little tipsy. I said hello they said how handsome I looked and how much I had grown up. They all called me there aunts even though they weren’t. I got some hugs and as I hugged I would let my hands slide down and would give the asses a squeeze. Miss N was the last one I gave a hug to and gave her a little harder squeeze. She took notice and gave me a smile. As I walked away they turned to go to the party but before Miss N could get by me I had grabbed her hand and pulled her into the garage. She walked with me and with a smirk she said what you grab my ass and now you think you can pull me into the garage and do what with me. Before she could say anything I had my tongue down her throat and at first she resisted but seconds later I could feel her little tongue flicking my tongue like a lizard. We sometimes hung out in the garage so there is a old couch that my buddies and i use in there. If you ran a blue light across it you would see lots of bodily fluids as well. From Gfs past. Miss N didn’t stand a chance. At this point I’m laying on the couch she is on top of me and I’m fingering her vigorously from behind. We could hear people in the house and before she could say anything else I had her in panties and since she didn’t wear a bra her titties where out. They where beautiful. She sucked my dick but I knew we didn’t have much time so I pulled her up and she mounted me face to face she rode me. She bit my shoulder when she was coming and shorty afterwards I shot a massive cum shot in her. All while I finger fucked her asshole. She bent in front of me and cleaned me up. My mom did not know I had stayed and not gone so I cleaned up and ass Miss N cleaned up I told her that I’d spend the night at her place tonight. She told me that she would leave shortly. She gave me a kiss and off she went. I snuck out through the side door. I walked to her place which is a 3 minute walk from my house. I could see Miss N high tailing back to her house. I took video and pictures I knew the booze played a role revealing her slutty side. The next morning she woke up with a slight headache took some aspirin. She crawled back into bed and said we should talk. She said we probably shouldn’t do this again. 5 minutes later I was balls deep in her butt. I found she likes to have her hair pulled and ass smacked while getting anal. She brought herself to a O while I pounded away at her ass.I asked her to dress a little more revealing for me and she has. More leggings and tighter shirts. Does her makeup uses bright red lipstick. She calls it marking her territory when she leaves red lipstick on my cock. I find that funny. She pretty much lets me free use her and has not once said no. I come over she likes the company and wants cuddles soon afterwards she sucks fucks swallows me dry and I’m on my way. I spend the night often and found out that she is in her mid 30’s so she has gotten on the pill since we both like the feeling of bare back. To be honest it wouldn’t of bothered me if I had knocked her up. She is a hot piece of ass and I like how submissive she is. We have been doing this for a few years now. Funny how shit sometimes works out.

  • My Boss Wants Me, Well He Has Me, And This Time I'm Going For Broke

    It's bitter cold again here in Texas. When the 'freeze' happened my boss didn't let me go home alone. After thinking about it, once we were in the car, he took me home where he could take care of me. Once home, we all know what happened next, the electricity was gone for days and the house got very cold. He had me all wrapped up, and got out his winter sleeping bag for me. But it was too cold and he brought me to his room where I could warm his bed.

    I am a small girl, not enough fat to warm anything up, but he insisted on me being with him, his arms around me, in his flannel pajamas that he had me wear. The legs way too long, the sleeves way too long, the waist too big for me. But that's what he had me do and get in bed with him under several blankets and hold me tight.

    Things got warm and he started humping me, and his hard dick rubbed against my back. I asked him if he was going to abuse me. I worked for him and it was bad enough he had me in bed with him, all snuggled up against him. I told him it was a firing offense. I told him that I was not on the pill. But the cold was so bad that he had lost his hearing and he went ahead and did what he felt he needed to do. The rest of the freeze, four days without power, we spent them in a constant huddle, under the covers. He had what he wanted and he took full advantage of it.

    Well here we go again. The freeze is on. This time I just drove to his house and got comfortable. I brought my own pajamas and I stick my butt up against him, when he starts to hump I hump back, to get his rhythm going. I like it like that, butt against him while he does his thing with me. It feels pretty good like that when it's cold outside. There is more, but later, when we are all warm together, I bring him onto me with my legs around him and hold onto his neck and say a prayer. This time I'm not kidding, I am not on the pill.

    Cuck Fantasy

    Wife was sexually active years ago outside our marriage. I didn’t know until later when years of guilt led her to confess.
    Water under the bridge now so she’s faithful and alls well.
    Over the past 2 to 3 years her sexual desire has changed. Hard to get sex more than every other week to once a month. I find myself fantasizing about having sex with her unconscious just to get some. Lately it turns me on to think about having sex with her like that, then letting someone else have her while I watch. I would love to watch her be used as a sex toy by another guy.
    Probably never be in a position for that to happen but still a hot fantasy for me.
    I probably would not even have those thoughts if I was able to get her at least once a week.

  • Tricked Him For My Satisfaction

    I needed some work around my house. This nice looking lost his job. I was at a dance hall where I met him. He kept asking me to dance. I don't know why because I was a bit older and somewhat heavyset. I seen him being alone at a table near me. I went and sat at his table. We started to converse and found out he lost his job. He wasn't bad looking and was politely friendly. We slowed danced a lot. I told him I could use a fixer upper around my home if he was willing to work for me. He agreed to help me out. He began coming over and started helping me out. I started making him snacks and we conversed while eating. He didn't know that I saw his eyes on me. We sort of bonded a little.
    Then one day I asked him if he knew a little bit of computers because mine was giving me a fit. He followed me into the bedroom. He sat were the computer was. His back was facing me. I loosened my top. I wanted to turn him on to hump me so I put some self pics in the computer. He found them and asked If I posted the pictures in the computer. " What pictures ? " I said to him as I leaned next to him to view the monitor as my breasts was slipping out of my top.
    " I want to do you! ! " he said. " I wasn't sure you liked older and big girls like me as I exposed my slightly sagging breasts pulling him to the bed, unzipping him and started began giving him head. He felled backwards with his dick pointed up in the air. I removed the rest of my clothing and lowered my c**t on his love making shaft pouncing on it as he groped my its hard and rough. I got on my fours so he can screw me from behind and grope my hanging tits. " Pound me baby ! Pound this chunky old gal good ! " I yelled out loud, Then I told him I'm paying him good money for a job that needed to be done long time ago.
    He became my real life sex toy.

    Letting Mom Watch As I'm Screwed By Her Endowed Male Friend Cock Hard

    It was the Holiday season. The g*ft I wanted from mom was to get laid by her male friend as she watched him screwing me. I told mom he was interested in poking my ass doggy style. He openly confessed that my big curvy ass and large tits would be interesting to screw even though he fucks a lot with mom. My youthful age being a teen BBW got him interested in me. I saw his endowment when he fooled around with mom. Mom told me he begged her to watch him shove his dick between my fat ass cheeks doggy style.
    " What the hell it's g*ft giving season. " and I'm willing to share my pleasure satisfying dick with my chunky daughter. Mom moved the sofa chair into the bedroom and placed mirrors around the bed and ceiling. We all became nude. Mom's male friend groped my tits sucking on them . Mom was holding a vibrating sex toy. She began moving it across her big jugs as she watched me and her male friend. She slid the toy under her pantie vibrating it across her c**t. Mom's male friend leaned over me groping my hanging tits while pressing his shaft on my ass cheeks. I grabbed it and guided it in my kitty where I began humping it. Mom was turned on seeing my ass jumping. " Shake it baby, enjoy it like I do ! " mom screams out. Mom got off the chair grabbed his cock ad began stroking it as her male friend poked it in me. Mom started sucking my juices off his dick while playing with her clit . Eventually I got his sperm load load in me. It began to ooze out of me and mom began her mouth suction on it. I climaxed.
    I'll always will remember the special holiday g*ft I got from mom.

    Family Cruise Of A Lifetime

    Over the holidays we all got together at my parents and during that week my Mom got out the family albums and we were reliving some of our vacations together. When my Mom started showing the pictures of the cruise we went on, my sister and I started to exchange glances and giggled a little

    We went on a cruise Mom, Dad, Sis and I. My Sis, Connie, was almost 18 and I was 15 at the time and it turned out to be awesome. We first went to Mom and Dad's cabin which was huge with a balcony. When we asked about our cabin, they told us we had an inside cabin a few doors down.

    Turns out our cabin was about the size of my Mom's walk-in closet, no balcony with just one bed. We were kinda disappointed, but hey, we were on a friggin' cruise and you don't spend much time in the cabin my Dad told us.

    Well business picked up quickly when we decided to change into our swimsuits. I had dropped my shirt and my shorts and was digging thru my suitcase for my suit. I turn around and there's my sister, standing there in bra and panties. She unhooks her bra and drops it on the bed and then sees me watching. She covers up laughing and tells me to turn around. So I can see her in the mirror as she strips and slips on her two piece. I know she can see me also and I drop my drawers and my cock is standing about half mast and she's eyeballing me too. We're both still laughing.

    That night after a day of fun in the sun, were back in the cabin for a shower and a change into dinner clothes. Then the subject of taking a shower came up. I told her I would go first and I took a quick shower and when I stepped out, I just had a towel around my neck and Connie was wrapped in a towel. My cock was again standing about half mast and Connie took a good look and then said " Oh what the hell, we can just forget about privacy. " and tossed her towel on a chair.

    I stood there watching her thru the glass shower door as she soaped up. When she stepped out, I was still naked and she asked me why I wasn't dressed and I told her I was too busy watching her in the shower. She called me a little pervert but then said. " That's not a bad package you have there, for a little kid" as she laughed. I laughed to, why argue, I was loving it. Then we got dressed and met Mom and Dad for dinner.

    After we got back to the cabin about midnight or so, Connie had used a fake ID and had several drinks. She was complaining about sunburn and that she couldn't wear a bra. She asked me to rub her shoulders with lotion to soothe burn. She slid off her sundress and I rubbed her shoulders as she sat there in panties only. Your chest looks red I told her and I slipped my hand down to rub her chest and I couldn't resist a quick squeeze of her boob. She had these great perky boobs that actually turned up a little in a banana shape with nipples several inches wide.

    I figured it was now or never and I told her I'd like a little lotion. I looked down and my cock was straining against my briefs. "I can see where you want it I guess" she grinned. Before I knew it, she was stroking my hard cock. She worked on me for about five minutes as I played with her boobs. Then my knees buckled and I shot a load of cum that landed on her stomach as I moaned ."Can we get some sleep now," she asked and we slid into that tiny bed naked.

    The next morning we took a shower together and I actually got to fuck my big Sis for the first time. We continued to have sex during the cruise and all that summer ,until she went away to college.

    Now you know why we were giggling looking at those cruise photos with the parents. My sister Connie, got my cherry on the cruise, and a lot of cock too....LOL.

    New Years Of 2001

    Was celebrating New Years eve with my son and his girlfriend, and cracking open something stronger than beer or bubbly for the occasion even if they weren't quite old enough for it yet. Started off in good sense, when the apple dropped they celebrated with their first kiss of the year and I joked about where's mine, and she actually gave me a quick peck. I didn't think much of it then, but as I drank more into the night, it set things wrong, I wanted what my own son was having.

    So when they got carried away making out on the couch, I couldn't help but nudge em further. Before long it wasn't just nudging, but feeling her up and daring my son to be bolder. She didn't appreciate it, I could tell that much, but at the time I didn't care and none of us really had much mind for else, so I just kept pushing. So when she started to suck him off, I wanted that too, not some half assed attempt, until she eventually just gave up and gave in. All my son cared about was getting to have sex, and I just fed the worst of that, and when they were done, I went in for my fill. I knew what I was doing was wrong, but another part of me just wanted more.

    After sobering up it struck me how messed up it was. She certainly wasn't happy with me, and after waking up neither did my son. That is fair, I deserved that feeling but my son didn't deserve to have his relationship ruined bc of that, because of me and because of liquor. So when I drove her back to her house I tried so hard to apologize, but she just sat there wanting nothing to do with it, that same look the night before. I don't have a good relationship now with my son, which is understandable. I have spent decades trying to repent, to be better, but deep down I know nothing I do will ever make things right.

  • I Regularly Use My Little Sister's Vibrator

    Like the title says, I found out a while ago that my little sister (16f at the time) had a vibrator. So while she was out of the house I would sneak into her room and use it.