2 comments/ 59258 views/ 4 favorites Becoming a Cuck Ch. 01 By: MistressHollyscuck How it all Started After my wife left me, I got on a vanilla dating site due to the loneliness I was experiencing. I saw someone's profile that interested me. She was not only pretty but seemed to reveal a personality that attracted me as well. I sent her a message and the chatting began. She worked everyday, while I, being laid off, spent most of my day on the computer reading stories and viewing videos of my favorite subject, Female Domination. Although I had very little experience in the subject. I had read about it for years. I'll never forget the first story I read on the subject. It was in Penthouse Forum, and was about a couple who were engaged to be married, until the guy did something to piss his girlfriend off. She called off the wedding because she felt he was too childish and immature to get married. He was very upset and after many attempts to change her mind, he finally made the statement that he would do anything to win her back. She doubted his sincerity and told him that if he wanted her back, he would have to be punished for acting like a child. He asked her what she meant. She answered he should be spanked like the little boy he had been acting like. At first, he balked, but when she told him she knew he wasn't serious about doing whatever it takes to fix things, he knew he had no choice. He said, "ok, if that's what it takes." She didn't expect this response, but couldn't back down now, so she told him to get a ping pong paddle from the basement. When he came back she told him to put his hands on the table. Being petite and much smaller than he, she realized the swats were hardly being felt and he was almost laughing about it. This frustrated her and caused her to decide to pull his pants down and spank his bare ass. After a few minutes of giving him his swats, she noticed something she never expected. She was getting aroused! It wasn't as much as a sexual feeling, as it was the feeling of power she felt from actually spanking her big cocky boyfriend. Soon, she started feeling guilty about her arousal and decided she should stop. She thought that she ought to scold him afterwards, as a child would normally be after being disciplined. She told him to turn around, but he didn't. She said, "I told you to turn around!" When he reluctantly did so, she discovered why he hesitated. He had a huge erection! She was shocked and ask him if the spanking turned him on. Duh! I suppose he could have denied it, but his cock was serving as a tattle tale!. So he admitted it. She admitted it turned her on too. She grabbed his hand and pulled him into the bedroom where they had their best sex ever. Well, as I said this was the first time I had ever read anything like this, and the guy in the story wasn't the only one with a huge erection! I was feeling more aroused than I ever had before to think of a girl doing this to a guy! How humiliating, yet so hot! From that time on I searched for everything I could find involving any type of female domination! Then came the internet which opened a whole new world to me on the subject. There were stories, websites, videos, you name it! I can't even imagine how many things I have read and seen since. Getting back to my new girlfriend...after several conversations and a date, I realized how much I liked her. Then it hit me....I was so deeply into the idea of Femdom, that I wouldn't be able to just give it up, and so what if Holly had no interest in such things? I decided it was only fair to tell her before we ended up getting serious and causing a painful problem later if she had no such interest. After a very nice date, I took her to a park where we could sit and talk. I stumbled all over myself trying to find words to explain what I was into, why, and how it all got started. Holly was very quiet and attentive. And somehow I managed to tell her my feelings. When I finished, I braced myself for her response. It wasn't what I expected, which was a rejection with her telling me she would no longer see me, nor, as I hoped, a response saying she was into Femdom and would be happy to have that kind of relationship. Rather, her response was that she understood because she had previously been in a bdsm relationship as a submissive. I was very relieved and proceeded to tell her that I had a little experience playing the dominant role also and had enjoyed it very much, but still preferred being the sub. Her next answer was a delightful surprise! She said that though she had only had experience as a sub, she would be interested in learning to learn how to dominate someone also! I couldn't believe my ears. Here was the most incredible woman I have ever met, and she shared my interest in Domination and submission! Although we agreed to take it slow when it came to a physical relationship, this open a lot of dialog. We started telling each other our experiences, ideas and fantasies. Becoming a Cuck Ch. 02 As stated in the first chapter, Holly and I started doing a lot of sharing of our ideas, experiences, and fantasies about bdsm. Once we started a physical relationship, I started topping her since I had some experience at it, and LOTS of ideas. It was a lot of fun! The relationship was going very well, and Holly knew I had the desire of being topped also. Wanting to please me, she took time to plan a night where she would dominate me for the first time. When that night finally came, I was excited, but very careful to remind myself, this was her first time. She might be awkward, and it might not just flow smoothly. Boy, was I ever surprised! She had planned well! First she told me to strip, and after looking me over thoroughly, she told me to go into the bathroom and take a shower. During the shower, she stood at the end of the tub and watched my every move. It was when I was drying off, I noticed it....what I noticed changed my life forever! It was that look on her face, in her eyes. She had a very sexy, flirty smile, but what was the most noticeable, was that look in her eyes. It was a combination of the obvious pleasure she was experiencing, a look of dominance, and a sort of hunger, a hunger for more! As I said, that moment changed my life forever. That look was so sexy, I couldn't believe it! I got week in the knees and very aroused. I knew at that moment I was hooked! I knew I would do ANYTHING to see that look again. It became my goal from that moment to do whatever it takes to please her so I could see that look! I can honestly say I don't remember anything else that happened that night, even though we played for awhile. I think she flogged and spanked me, but I was intoxicated by the desire to please her. As it turned out. She has been very surprised at how much she had enjoyed being the dominant for a change. She loved, not only the power surge she felt being in control, but seeing how much I enjoyed being under her control. As time went on, we did play more and also enjoyed some vanilla type intimacy. I often topped her, which she very much enjoyed I realized I had to not be selfish and expect her to always be the top. The time came though when she decided it was time to top me again. I sat anxiously waiting for her to get there. She called when she was about 15 minutes away and told me to put on our favorite cd of love songs, strip naked, and wait for her out on the back deck! It was dark, except for the light from the house, so I doubted anyone could see me, yet the feeling of being so exposed and vulnerable got me very excited. When she arrived, she went into another room and changed into her outfit for the night. It was a dress she liked to wear to the renaissance fairs. It was full length yet had a very low neckline revealing her very ample cleavage. She came out on the deck. She looked stunning and sexy in her dress! She also had a little of THAT LOOK in her eyes, not quite like after several minutes of dominating me, but it was definitely there! I also notice there was a paddle in her hand! She made me bend over the deck rail and proceeded to warm my ass up for the evening! I wondered if anyone could see. I knew if anyone was in their backyard, they couldn't help but hear the smack of the paddle against my ass. This of course would have caused enough curiosity for a person to position themselves to watch. The thought of that was quite humiliating and of course....very arousing! When she felt I had enough of her paddle she told me to stand up and face her. I obeyed and THERE IT WAS.... that LOOK again. That hungry, sexy look of pleasure! As she stared in my eyes, her hand went straight to my dick. I could feel that familiar intoxicated feeling I felt the first time she topped me. After some passionate kissing, we spent the next hour dancing slowly to the love songs. It was an unbelievable feeling....dancing naked with a fully dressed sexy woman who had just spanked my ass and had the look if intense pleasure abiding in her eyes! Becoming a Cuck Ch. 03 There have been some comments that the story so far has been to vanilla. What they don't understand is, THIS IS NOT JUST A STORY! This series is true life, and I am telling it as it happened. Maybe in fiction, things go from date to a cuckold relationship in one chapter, but what happened to me took several months to come about. If you have been following the story, you know that Holly started out as a sub. She had never been the dominant partner before, but was somewhat interested. Since I was a switch, but preferred being the sub most of the time, she had even more interest in learning to be a top. Once she started topping me, two things caused her interest in being dominant to grow. First was the fun she was having doing it. She loved the feeling of power she experienced when topping me. Second, was seeing the intense pleasure I was getting from it! We were definitely falling in love and she loved pleasing me, and nothing pleased me more than seeing that look in her eyes, she always got while topping me! Unfortunately, my job transferred me to another state about 4 hours away from Holly. This meant we could only see each other about once every 4-6 weeks. however this actually resulted in her transition to becoming more dominant also. You see, the distance, meant that we talked a lot more on the phone. Many of these conversations involved me telling her about stories I read, videos I saw, or some of my own personal ideas and fantasies. About 90% of these were about female dommes and male subs. She was getting a lot of fodder to the dominant side of her mind. In addition to this, she got an opportunity to attend a seminar on Domination by the famous Author and sex counselor Nina Hartley! Listening to Nina was like adding Miracle Grow to Holly's dominant interest. She started doing her own research on the subject and soon found she was enjoying her Domme side even more than she once enjoyed her sub side. It was decided that when she was in a vanilla or sub mood, we would refer to her as Holly, but when in Domme mood we referred to her as Mistress Holly! It was during one of our phone calls that the ideas of cuckolding was first discussed. I got slightly injured at work and had to take a couple of weeks off. Although I had free time, I was unable to travel back to see Holly. I ended up spending several hours of that time on the computer. I spent a lot of time on Literotica and some on hot videos of all sorts of Femdom. With no chance of seeing Holly, and all the computer time, I was getting extremely horny! When her and I got a chance to talk I couldn't help but tell her all the hot things I had been seeing and reading. She enjoyed hearing me talk about the things that turned me on, so I didn't hold back! I was unusually horny and therefor some of the things I shared with her were quite extreme for the both of us. I told her about a story of a Domme with two subs. she made both of them strip and had a cock size comparison. The Mistress not only humiliated the slave with the smaller cock, but made him stroke and suck the sub who was better endowed. Now I am not gay, bi, or even bi curious, but the idea of a Mistress forcing her sub to do such a thing was very hot to me. I love humiliation and the feeling of a Mistress taking extreme control over me. On the same day I saw a video that made it even worse! The video started showing the top half of a naked couple kissing passionately. The woman had that look of extreme pleasure I had learned to adore. As the camera scrolled down over her ample breasts and further, I saw what was causing her extreme pleasure. When the view got down to her waist, something else started appearing in the scene! As the woman was passionately kissing her boyfriend, her hand was on the back of her husband's head gripping his hair tightly and forcing him to suck her boyfriend's cock! Even though I have no interest in guys, seeing that video after reading that story, I was extremely turned on! It wasn't the idea of the bi action but the humiliation and extreme control the Mistress was holding over her husband! After telling Holly about this she shocked me. She aked me, "Does this mean you want to become Mistress Holly's cuck?" Well, the answer to that depended on which part of my body one would choose to believe! Not ever doing anything like that, my head said "No way!" My cock, however, got hard instantly! All I could picture in my mind was the look of intense pleasure on the face of Mistress Holly as she watched me suck a cock, knowing I was not doing it for me, or the guy, but for her! I can't tell you how many times since then I imagined Mistress Holly humiliating me for my small penis and forcing me to stroke a guy who was better endowed and even making me suck his cock. We never really discussed that idea after that, so I figured it was just one of those moments when we were both horny and thinking about things far more extreme than either one of us really were interested in. A couple of months later, it was my birthday, and Holly wanted to do something special for me. although we still talked of times when I topped her and times when she would top me, she wanted to have a special session for my birthday. She planned it far better than anything I could have imagined. I was watching tv when she excused herself to the bathroom. When she came out, my eyeballs almost popped out! She was wearing a very sexy corset, garters, stockings and stiletto heels! She looked at me and said, "Why are you still dressed?" I stammered and said, "I didn't know you expected me to be naked." She said, "Well I do, so get naked now!" I didn't waste any time obeying her command! She told me to follow her, where unknown to me, she has put some "over the door" restraints over the door going into the bedroom. She told me to stand against the door facing it. She attached my wrist to the cuffs above my head on each side of my head. She blindfolded me and proceeded to flog me working her way from my shoulders down to my ass. After several minutes of this, she turned me around and used the flogger on my chest, cock, and balls. It was very intense. I could barely stand the pain as she brought the flogger up from her side into my hanging balls. I kept hoping she'd stop, but as soon as she did, I wanted it again! After the flogging she open a package of sixteen hair clamps. They were spring loaded and the teeth would fold together overlapping each other when the clamp was closed. She attached one to each nipple and the other fourteen to my cock and balls! The clamps were tight enough to cause some pain, but not too much. She left them on for about 45 minutes while she tortured my nipples, cock, and balls. When she finally took them off it hurt far worse than when she put them on! Next, she let me down and told me to get on the bed face down with my ass up in the air. After some more CBT, I felt her put some cool jelly on my butt hole! What? Why was she doing this? She had never touched me there before! Sure enough, before I knew it she was shoving her strap-on into my ass! Between the shock, the intense pleasurable feeling in my ass, and the feeling of her taking so much control, I was higher than a kite! I felt like I had several drinks even though I had none! After doing me for several minutes until we were both wore out, she stopped. It wasn't until then That I got to see her face. She looked like she had just gotten the best screwing of her life! There was a special look of contentment on her face. It was obvious she had really enjoyed herself! We rested the rest of the evening and discussed what had happened. It was MUTUAL! She and I both had extremely enjoyed her topping me. Little did I know that that would be the last time she would top me before bringing others into our playtime. She had enjoyed topping me so much, she decided it was time to take our lifestyle relationship to the next level! stay tuned....