Illustrated Cuckold Stories

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Illustrated Cuckold Stories
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My ex wife and I have been divorced for 10 years now. We were married for 10. During our marriage, she cheated on me with at least 50 guys. I always found out one way or another. We’d fight, split up, but always ended up back together as I truly loved this woman. It wasn’t until I actually caught her in the act with someone that I actually ended things. It was a messy divorce and was difficult for many years. We get along these days. Recently I was thinking back to those days of our marriage about all of the times she would go out with her friends clubbing and come home in the wee hours of the morning and want me to fuck her hard, many times in the ass.
It was probably the best sex we had. Usually while she was out, I would jerk off on her dirty panties. I would have them over my face so I could sniff and lick the crotch. I would lick them clean until I was about to exploded then I’d shoot my load right where her pussy juice was. Her beautiful pussy always tasted so wonderful. I remember one distinct time that as the dried pussy juice on her dirty panties dissolved in my mouth, it had the distinct taste of cum. (I mean we’ve all at least tasted our own cum at some point so we know the taste right?)
This kinda freaked me out because I knew I hadn’t been with her in a while because we were on the outs. It didn’t turn me on at the time, neither did all of the cheating that she did. After many years of us being apart and many other sexcapades with various women (and a few men), my desires and thoughts on things have changed. I believe what I went through with her changed me forever. I am now married again to a wonderful woman but the sex is pretty vanilla. I desire for her to be a hotwife. I would love for her to fuck other guys and tell me about it or let me watch. Those things just aren’t going to happen. So recently my ex was telling me about her new boyfriend.
I started asking questions that got more and more detailed about their sex life and she answered them all. I found myself extremely turned on hearing about how he fucks her. After a few of these conversations, I shared with her my desire to be a cuckold. I even told her about the time I realized I licked her panties with cum on them. Our discussions about this went on for a while. Finally, one morning she called me and said she had just left his house and that he had just fucked her before she left and to meet me at her place in 30 minutes. My heart raced! I think it was pumping every bit of blood it could to my rock hard cock.
We both arrived at her place at the same time. As she got out of her car, she looked freshly fucked. We walked inside and I immediately started undressing her. When all that was left was her panties, I got on my knees in front of her and pulled them down slowly revealing that gooey present. I dove right in. For the first time in my life(that I was aware of), I was eating a fresh creampie that another guy left. After I got her panties off, she pushed me back on the bed. She straddled my face so that she could look me in the eyes.
As I devoured the creampie and licked her pussy like it was last one I’d ever see, she told me all about how I was licking right where he was just thrusting his cock only an hour before. She told me how great his cock felt in her and exactly how he got her off. She looked me in the eyes as she told me how she could feel his big load explode right where my tongue was now. She asked me if I could taste him and oh I could. Gravity kept it flowing until it was completely gone. Then, after giving me every detail of how he fucked her, she layed on the bed and said she wanted me to fuck her just like he did. I could tell, she was as turned on as ever. So I did as she said.
As I pushed my rock hard cock into her already used up pussy, I couldn’t help but think about how this other guy was just fucking her the same way only a short time ago. I leaned down and whispered in her ear “wouldn’t it have been great if you could have come home from all those nights you cheated on me and shared them with me like this?”. She said “I did! You just didn’t know it” It didn’t take long before I exploded in her pussy just like he did.
She was moaning and groaning and I could tell that a big orgasm on her end was near as she put me on my back again and made me eat another creampie as she rode my face until she let out an orgasm that I’m sure the neighbors could hear. Following that, we both collapsed as reality set in as to what just happened. It was a lot to digest. I slowly got up and got dressed. I left and went to work. It has been a week and neither of us have spoken a word about it. I’m not sure if it will happen again or not. I hope so. It was everything I had fantasized about and more.
It was my sister’s older friend (one year older than me) she was really hot and kinda slutty. She would ride my face and feed me her pussy on a regular basis. We weren’t official so she kept seeing other guys , she thought I didn’t know but I did. One day me, her, my sister, sister’s BF, and his friend were smoking weed and drinking at night in a park, the guy took her to his car and fucked her made her squirt hard , when they came back she had a huge wet spot going all down her leg that everyone could see through because she was wearing white jeans, then we went to a party and she was all over me.
We ended up in a room alone and I was about to fuck her but she made me take the condom off and said that I could only pretend to fuck her, I started eating her pussy but she tasted different this time much fishier & bitter I never ate male cum before but I could tell instantly that’s what it was, she was making eye contact with me she knew that I knew she got fucked and I was eating sloppy seconds then she grabbed my face with both hands and said in a dominant tone “SUCK IT BITCH”. I came all over myself
I met my GF on Facebook, she used to date one of my friends. I heard that she was a slut but thought that they were just rumors. We went on one date, had sex and she moved right in. The first couple months were great but then she started acting different. One Friday night we came home from a bar, drinking and doing coke. She invited this black guy back with us that she said was a friend. I ran out to get more beer, when I came back she was stroking his cock and going down on him.
I was in a bit of a shock and asked her what was going on. She just giggled and replied “oh nothing baby just trying to have a little bit of fun”. She called me over and told me to join her, that I’ll love it. I hesitated but agreed. As I was going down on him, she started playing with her pussy and said that it would be hot if I let him fuck me. I looked up at her and she said I want to see him fuck you baby. We did more coke, I got naked and bent over for him. I was a little embarrassed getting fucked by him in front of my GF, he had a huge cock and it hurt a little but felt good. She was loving it, saying this is so fucking hot baby, I knew you’d love it. We are going to do this all the time from now on.
I used to be married to a beautiful wife and for the last year and a half of our marriage I had her cuckold me. Our cuckold relationship got pretty wild to the point I was begging to be locked in chastity and she was only letting him have sex with her.
I would occasionally get hand jobs if I did enough chores and cleaned her after he pleased her. She ended up leaving me for the bull but I can’t help but wish I could have talked her into letting me stay cucked and serve her and her man.
So my cuck experience happened about 20 years ago long before it was mainstream. I’m fact we didn’t even know what it was called but that night at least I was her cuck.
We had been at a wedding and she was slightly tipsy, and horny and had been pestering me to have a 3 way. She had fucked one of my buddies before we ever got together and I think she was keen to have round 2 with him.
She was sucking my cock on her knees and insisted I call him and tell him my girl was sucking me off. At this point she took the phone off me and cooed if he was interested in similar treatment to get his ass over to her place pronto. I think he broke every speed limit because he was over in what felt like an instant.
At first it was a little awkward so we all had a drink and she sat next to him on the couch and I’ll never forget the simplicity of him placing his hand on my girls thigh in her cute sundress and how sexy it was and that this was really happening.
They both then stood and undressed one another. This was incredibly erotic and then she turned to me and asked what I wanted to see first. Like, this had been all my idea!! I blurted our 69, so he lay down on the floor and my gf climbed aboard him. I’ll never forget that first moment that my stunning GF wrapped her pretty lips around his big thick cock.
Her eyes were closed as she went to work. At least 5 mins passed with her eyes closed and her head bobbing up and down and then that inevitable moment happened and I popped into her brain. I’d been on the couch watching. Her eyes flung open wide in fear as she knew me, her bf, had watched her give a good friend an amazing blowjob and she knew I could be volatile so was afraid of my reaction.
But her fear turned to a huge triumphant smile as she saw I had my pants around my ankles and was stroking my throbbing cock watching the 2 of them explore each other’s sexy body. And in that moment she knew I had given her a green light and that I was her cuck.
We then actually had a 3way,she wanted both our cocks inside her. But I couldn’t fit in her ass so my friend scooped her up on the couch him sitting down, her facing outwards on his big cock and then I entered her from the front as we both squeezed our cocks inside her tight pussy at once. I was so turned on I only lasted about a dozen strokes and at the point of no return I pulled out as she wasn’t on the pill and wasn’t keen on an unwanted pregnancy.
I left the room at this point for a minute to get a drink and gather my thoughts , but, when I came back I was in shock. I had said at the start no making out but when I came in he had my gf pinned on her back and was fucking her relentlessly over and over as they made out non stop and I simply watched like a true cuck. Until he screamed he was going to cum and she held him in even tighter. She actually wanted his cum deep inside her which he duly complied with.
They both took a short rest at this stage and she asked me to get her massage oil. On return she was sitting in his lap, she was petite and lithe with her arms around his neck deep soul kissing . I gave her the oil and she rubbed it into his chest savouring what she was doing along with tongue kissing his nips. It was just so erotic.
Soon after we all agreed to go to her big bed and she tied both him and I up. She started sucking my cock and I moaned how good it was and begged her not to stop. I was so turned on but had also had some cuck angst and I remember being hurt when she stopped and focused on sucking her new lovers cock. I was tied up nowhere to go and she sucked and kissed his big balls and fat cock whilst I got nothing.
Then she mounted him and had a hot ride as he lasted even longer this time and she had countless orgasms in the process. They ended up fucking on and off for most of the rest of the night, sleeping in between one of them wanting another round. I didn’t get her pussy again but wanked multiple times.
He eventually left in the wee hours of the morning worn out and I remember her being devastated that he didn’t want to stay the whole night and I had to console my own gf that he liked her and they looked amazing together and were really suited. We eventually broke up but to this day it’s still one of the hottest experiences of my life.

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My wife has always had a thing for her boss, she always used to tell me how attactive he was and after a while the chemistry between them built up so much that I let them have sex.
They sent me pictures, they went on a business trip together and this is the story about how it all started and if I regret my decision to share my wife with her boss.
We’re just a normal Asian couple who fell in love with this lifestyle.
My asian wife loves being a hotwife and I can’t go long without sharing her with a hung guy.
She has a love for size and that’s one of the biggest reasons we opened things up.
Now she’s completely satisfied in everyway.
We’re really lucky we found each other and honestly I’m so excited to share our view as an Asian couple who is part of this lifestyle.
My husband and I went to our first cuckold, hotwife and bull orgy and I had to share my experience.
First off I ticket off a lot of firsts in one night.
Second, was how natural it all was, I thought it would be awkward, but once my clothes where off and I had multiple men touching my body and entering me, it was like my slutty side just came out and I couldn’t stop.
It turns out my husband has a big kink and it’s being a little slut sissy.
It took me a while to get it out of him, but after a few long chats I found out all the details and he become my slutty best friend.
It started with a blowjob, then he cleaned up, then he tried pegging and finally he had a man inside him without a condom and got to experience the feeling of having another mans cum inside his tight man pussy.
This is just the start for my sissy, there’s a lot more to this story.
You don’t want to read this if you are not into humiliation.
This is my guide on how I humiliate my pathetic, small dick cuckold husband.
I’m going to tell you the truth about what a woman really wants in a man, about how your wife will feel once she tries a big cock for the first time and I’m going to show you why you’re the same as my pathetic hubby.
I have always had a thing for the famous cuckold kiss, it’s just something that really gets me off.
The idea of my partner and I sharing another guys cum though a romantic kiss, just drives me wild.
It took a lot of teaching and training, but I finally got my partner to try it and this is how it happened.
Does anyone else love making their partners friends hard?
Not sure if this is just a thing that really gets me off, but for the longest time I’ve done my best to accidently get most the men in my partners life hard.
I wanted to share my story here and see if any of you have a similar kink.
I’ve always wanted to have an open relationship and so has my husband, we just had no idea how, until we took a trip to a sex club.
In this sex club there was a glory hole room, you’d go in the room, press a button and then men would pop themselves in the hole.
This is my experience of the whole thing and how it transformed me into a blowjob queen.
I recently read the femdom queens posts on cuckin and it inspired me to try out pegging my husband.
I’ll be honest, I’ve always had a thing for pegging and always wanted to try playing with my hubby’s butt, but he was a little closed minded, shall we say.
Let’s just say I talked him round and this is our experience of using pegging and how I know pretend I’m the bull while I peggy him.
It’s me again and I’m here another part of the journey of turning my husband into a cum loving man.
It took time, but I’m still shocked at how easy it was to turn my straight husband into a sissy who can take a bigger cock than I can.
My husband used to be straight, then I got a kink were I wanted to see him with another man.
It happened and now he is a full bi cuckold and all his holes are being used regularly by my bull.
It’s amazing what a man will do when he hasn’t cum in a while.
I’m the guy you call when you want to have a threesome, but are awkward about it.
I’ve converted more shy wives and girlfriends than I could ever count.
This is a story about one of my favorite hotwives, she was so shy and now she’s my tight, cute personal slut.


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By
dig420 ,
September 4, 2015 in Cuckold Stories


Darkwanderer.net now has illustrated stories, the only site that has this afaik. For example.. Tim had fought for his country in Iraq for 4 years. He had endured the hardships, the tragedies with the other lads but the main thing was he had survived. One day the commanding officer said that they were done in Iraq – his division was going home in 5 days. His fiancée Bree was a part time model when she wasn’t studying politics at university. She was perfect, tumbling blonde hair, blue eyes that sparkled with intelligence and mischief, tanned long legs and full firm 34 DD boobs that bruised her chin and not her navel when she ran. Tim finally got through to her with the news: “Bree honey, its Tim. Great news, after 4 years in this hell hole I’m coming home for good. I am getting out of the army and we will settle down, get married and be together.” “Ohh Timmy, uhhhhh, that is exciting … news. I am just at your parents house now. Tom, Timmy is getting home.” There followed 10 or 15 seconds of silence in which Tim thought he heard mu
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