50 comments/ 67027 views/ 16 favorites Jimmy Cuck Ch. 01 By: jimmycuck Note: This is my first submission; I welcome any feedback both good and bad. I'm hoping to do at least a 3 part series if anybody would like to hear more. At this point, this is fantasy but do have a hotwife and this is my fantasy. Any advice on making it more real, hot, etc.-please respond. * Jimmy Cuck As a 32 year old white husband in the south suburbs of Chicago, I suppose our sex life has gone the way of most marriages. That is to say, it's gotten a little stale. Missionary sex has become quite the standard operating procedure and I've developed a small not getting it up problem along with a quick shot. My wife Ashley and I have been married for almost 3 years and although happy, sex has become a sticking point because of my lack of sexual performance, oh and did I mention my 4 inch penis! I met Ashley at college, a beautiful Italian looking girl, all of 19 year old. I remember seeing her big pouty lips, trim figure, nice tits and thinking I had to have her. Now since college and marriage, Ashley has put on about 15 pounds, but I must say they've only enhanced her sexuality. Her breasts have grown into a taut D-cup and her ass has rounded into a smallish version of what some people call a "ghetto booty." Now back in Chicago and after buying our first house we typically have sex maybe 3-4 times per month. It usually consists of me fingering her fat pussy, jerking my cock until hard and plunging in for a few pumps. Several times over the past months, Ashley would say, "something has to change." I've never been as embarrassed as leaving my wife totally dissatisfied after sex time and time again. I guess this story really starts with my growing interest in porn. I found a website online called Xhamster where everything is broken down into categories. From there, I stumbled onto the femdom and cuckold categories. I have a strong sexual submissive streak that nobody knows about, and have been looking at femdom porn for a while, but the cuckolding world was totally new to me. I immediately loved the idea of hung, dominant, alpha stud pleasing my wife and hitting her in spots I could never reach. I guess seeing how a big cock really pleases a woman blew my mind, and I started to plot a way to make it happen. I started posting non face pictures of my wife on cuckold sites asking for feedback and even went as far as posting an ad for dominant bulls in Chicago to see if any of them would be interested in fucking my wife. The response was astonishing. I must have received 30 responses from guys wanting to fuck my wife and almost all of them would attach a picture of their big fat cock. I got responses from black guys, white guys, Latino's, and even a few sexy couples. I never responded because my wife had no idea of my now growing desire but I was sure that if Ashley was into it, there would be a ton of real men willing to fuck her. For a few months, I didn't act. I steadied myself by watching all the cuckold porn I could find and reading every erotic story I found and even purchasing a story or two on my kindle. My desire was insatiable, but the big problem I assume for every cuckold is how to tell your wife of your fantasy. I decided to act and posted and ad on website looking for very specific help from an established cuckold. The idea in my head was to find a couple of our own age, 32 and 28 to go out with as friends. I would pass the couple off as friends from work or that variety as to not raise Ashley's suspicion and when the husband and I would go to the bar or leave the girls alone the wife would drop subtle hints about their lifestyle. My goal was that Ashley would bring it up later, and I would confess that I found the idea kind of hot or appealing and gauge her reaction, basically create a way for Ashley to bring it up. My ad was something to the effect of "wannabe cuckold needs established couples help," or something of the like. I had a lot of responses, not the same as before but maybe 4-6 solid, well written messages. I exchanged pictures with a few and even sent a nude picture of my wife tits to 1. I settled on a couple and started really corresponding to another young white couple already living the cuckold lifestyle. Their names were Jeff and Jesse, they lived downtown and their relationship had an element of domination that I really wanted myself. On chat, Jeff and I discussed how he became a cuckold, his wife's desires for big cock and he even sent me a picture of her, back turned to the camera with just a pair of panties on. You could tell Jesse was in good shape, and she reminded me a little of Ashley with her brunette hair and just enough extra padding in her ass to be a real sexual dynamo. Jeff agreed to talk to his wife to see if she was up for our little game and promised, "my wife will make Ashley a slut in no time," and even went on to say "especially after she's had a few big dicks in her." The shame was I looked down and felt my own tiny cock growing. I knew at the time that once Ashley had a big cock, my tiny guy would be a second class citizen. I received an email from Jeff the next night that Jesse was down for our plan and Jeff mentioned that Jesse said "make sure you know what you are doing, once I get a hold of your wife, she'll be in control of your sexual relationship." I assured Jeff that I was sure but was very specific about not going overboard on the hints and that if Ashley didn't bring it up to me later, I would drop the whole thing. We agreed to meet the next weekend on Saturday night, at a Lincoln Park bar/restaurant near their house for dinner drinks. On Thursday, I told Ashley we had to go meet a new coworker of mine and his wife at a fancy place downtown on Saturday night. She was totally up for it, especially since we hadn't been to the city for a night out in a few months and because she got to dress up a little. The anticipation the next two days was almost unbearable. Jeff and I exchanged a few emails to finalize our plans and to make sure everything was still on. Saturday seemed to drag on forever; I did some chores, yard work, and even a quick workout to take my mind off of everything. At about 5, Ashley decided she was going to go and take a shower and start getting ready and I agreed I would be up shortly to do the same myself. By the time I made my way upstairs, Ashley was sitting in front of the mirror doing her hair and makeup just as relaxed as anybody you would ever see, the whole while my insides were churning with anticipation. I helped Ashley pick out a nice little black cocktail dress, the kind that was just almost too short and that plunged down just enough to show some cleavage. She looked incredible and I complimented her on how sexy she looked and even said "I think tonight will be a lot of fun." The drive down to the city only takes about 20 minutes for us on a weekend so we gave ourselves about 10 extra minutes and left our place at about 7:30 p.m. I was so distracted driving that Ashley commented a few times to either slow down or make sure I use my turning signal. I even had a hard time not getting a boner and really had to concentrate as to not give up the game. I didn't want my anxiousness or being distracted to raise a flag with Ashley. Shortly, we arrived and valeted the car. This was it, the moment of truth. I took a deep breath, grabbed Ashley's arm and headed into the bar-not knowing what would happen next. * Part 2-Dinner, Drinks, Getting Home Part 3-Potential Cuckolding Jimmy Cuck Ch. 02 Flashback: I've always wondered where and how my cuckold fetish stemmed from; even though I've known I was a sexual submissive the cuckold fetish has been new desire. After some self-examination I believe I can pin point two distinct experiences where even though I didn't realize it at the time may have influenced me. The first was during my time as a sophomore in college and I was dating a girl named Catherine. She was going to a University in Illinois and I went to visit her right before I started my fall semester of classes. Megan was a petite girl, maybe A cup tits, but with a very pretty face and fit body. I arrived at night sometime around 8 pm or so and tried to get into her house she was sharing with 3 roommates. All of sudden, I guy from Catherine's room start yelling out of her window for me to get the hell out of there and that he was fucking Catherine. Needless to say it was a big blow, and luckily I had a good friend of mine on campus to go visit to cool down. I remember being so angry that my friend Adam and I went out drinking that night and we both got laid. I did meet with Catherine later that weekend, and while she was very apologetic, we both agreed to end our relationship as the long distance thing wasn't working. The second instance was with my current wife Ashley. I had just graduated and was working my wife job right out of college. Ashley was 1 year behind me and was still in school while I began my career. The long distance wasn't all that bad because I was able to visit a lot on weekends but still not the ideal situation. Ashley had 3 roommates and they decided that year for Spring Break they would all go to Florida together. I had no problem with this and even encouraged her to go because she was quickly approaching the "real" world. They went to Florida and were living it up, Ashley was drunk half the time and we had a few phone arguments especially since she told me she and the girls were partying with a group of guys they had met from some school down in the south. Of course this raised my jealousy level but I got over it and she returned when the vacation was done. Flash forward several weeks to Ashley's graduation weekend, when 1 of Ashley's roommate's boyfriends asked me out for some beer and wings at 1 of our old haunts, we were sitting there discussing everything from sports, jobs, etc. when we got to talking about the girls Spring Break. He mentioned that I must have pissed that the girls went for 2-3 days to hang out with the guys they met. It turns out that Ashley and the girls had ditched their hotel rooms, drove 3 hours across the state to where the guys were staying and stayed for several days. This set me off, we got to back to the house and I immediately went off on Ashley. I was considering driving the 3-4 hours home that night but had too much to drink so slept it off. At first light I got in my car and left forgoing the graduation ceremony and breaking it off with Ashley. It was several tense weeks before we ended up getting back together but Ashley assured me she didn't do anything with anybody ( I think she fucked them) and only didn't tell me because of she was afraid I would be mad. I guess still to this day I assume that maybe she got some frat boy cock while on Spring Break. Jimmy Cuck 3 Ashley and I entered the hip Lincoln Park bar/restaurant and I quickly spotted Jeff and Jesse. We approached and I made some quick introductions with the butterflies threatening to overtake my composure. I made the mistake of looking into the eyes of Jesse and could see the glint of the "boy are you fucked look" that both excited and scared me. I quickly looked down in half embarrassment and for the first time noticed what Jesse was wearing. An even shorter black dress than Ashley with her big tits on display and impossibly long high heels that brought her head to head with my 6 foot height. Jesse quickly took control and said "Jeff why don't you take Jimmy here to the bar and get us some drinks while us girls get comfortable," more of a command than a question. We took the ladies drink order and made our way to the bar while Jesse and Ashley took their seats at a high top 4 seat table. Jeff and I made small talk at the bar and reassured me not to be too nervous that they weren't going to proceed further than we spoke about, he did want to linger at the bar a little as to give the ladies a chance to talk. It was nice to see when we returned that Jesse and Ashley seemed to be getting along, and we settled in for a night of drinking and light appetizers. The evening progressed to complete normalcy, no outlandish comments and everyone seemed completely comfortable, even when Jesse and Jeff complimented my wife on good she looked. The ladies did the usual run off to the bathroom together and even carved out a little space and made their own dance floor when one of their favorite songs came on through the bar. At about 11 pm it was time to leave, especially since we had a decent drive home, everyone said their good byes, and Ashley and Jesse even exchanged cell numbers. To that moment, I didn't know what if anything had been discussed. I was really hoping for an email later that night or early the next morning from Jeff. On the car ride home, we both agreed that we had a good time and maybe we should hang out with Jeff and Jesse again, Ashley even had a little buzz going which always has proven good for night of action. We got home, went straight to bed, and immediately went at it. I popped an erection immediately recounting the night's events and what lay ahead, and we went at it. We even invented a new position, where I was masturbating standing on the floor while fingering and spanking her while she was in a doggy position. I don't have to tell you how unusual this was for us, but I made her cum with my fingers and then moved to mount her in missionary. I was so excited that I came in about a minute and did receive a rather unpleasant "ugh" of disappointment. The next morning, as customary on the weekends, I headed to the local Dunkin Donuts to buy a few large coffees. Ashley was just waking up, and I brought the drinks up to our master bedroom. She thanked me and we began to chat and cuddle while enjoying the coffee, and that's when it happened. Ashley said, "Did you know Jeff and Jesse have an unusual relationship." I assured her that I didn't and pressed her for more details. "Well," she said, "Jesse told me she is kind of the boss of their relationship and even gets to mess around with other guys a little." Ashley went onto explain that while we were the bar it came up that Jeff listens and obeys what Jesse says. Jesse was going to start going into more vague detail when we came back from getting the initial drinks. Their conversation had resumed when they went to the ladies room where Jesse had explained that it's kind of a lifestyle and it keeps their sex life very hot just with a hint of domination, and that she had never been more happy. I feigned confused and shocked at first and then kind of blurted out "wow that's kinda hot," which is my head was not exactly how I planned on saying it, I guess it just happened naturally. My response generated a perplexed "hmmm" from Ashley, who as she got out of bed may have noticed the little chubby I was sporting. I jumped out of bed and ran downstairs like it was Christmas to check my email an update Jeff and sure enough I had an email from him in my inbox, which said "seed planted" with a cuckold caption below of a black guy with a huge cock, fucking a white wife. Nothing much happened for the next few days, it was the middle of the week and we were chit chatting about work and various other mundane subjects when Ashley said, "so I talked to Jesse today, she called me to see how I was an to invite us out next weekend." She went on to say that she had told Jesse that she mentioned their conversation and my response. Jesse was pleasantly surprised and Ashley even told her, "He seemed excited by it." Jesse even encouraged Ashley and I to play around with it and explore a little. I must have looked flabbergasted, but managed to get out an "I'm game I guess, if you are," and asked how we would go about starting. Ashley gave me a quick little smile and said "Don't worry, Jesse gave me a few ideas." Ashley let the conversation stew in my head the rest of the night and I dare not ask her again as to not appear over eager. I even tried to initiate sex at bedtime, which I don't do very often, which Ashley declined. Talk about a fitful night's sleep. The next morning I got out of the shower and was ready to begin getting ready for work when Ashley asked "if I was ready to play?" She told me to drop my towel and the mix of emotions with the usual morning testosterone bump was already getting me hard. I agreed and Ashley walked up to me and went on to explain that this game was about control and she wanted to be in charge. She took out a black sharpie from the nightstand, which she must've had prepared, grabbed my cock and drew a thick line down the center from my cock head down to the base. When she was finished she gave me a wry smile and told me that from now on I was not allowed to masturbate without permission and that if I played with myself too much the line would smudge and disappear and although she didn't have any punishments planned that if I disobeyed she would think of something. Needless to say, I had a hard time getting ready but when I finished Ashley added, "You're also now in charge of making the bed in the morning, have a great day at work honey," and walked out of the room and off to her job for the day.