My name is Judy, and now at forty-three years old, I’ve been reminiscing about how so willingly my husband, Don, who is now forty-five, and I seduced ourselves into a cuckold relationship with my boss and others, beginning three years ago in our hometown of Houston, and continuing to this day.I’ve been an administrative assistant to business executives since graduating with my associate degree in business at the age of twenty, and Don is an electrician, who went to two years of technical school. We met in a bar when I was twenty-two, were married when I was twenty-four, and our baby boy was born a year later.That first five years working was a lot of fun, especially since the ‘me too’ movement hadn’t started. I was as flirty with my bosses and other employees as they were with me, even after Don and I started dating and into our marriage. I don’t mean to brag, but as I’ll explain, I’m pretty, and with a voluptuous body, I have been pursued by boys and men since my breasts blossomed in my junior year of high school, when I became sexually active.I’m five feet and seven inches tall, weighed one hundred and fifty pounds when the main events in this story began, and I have natural, strawberry blonde hair, cut in a short, sculpted style. People say I look a lot like the voluptuous actress, Christina Hendriks, especially with my 36F breasts, with the main difference being my sparkling, emerald green eyes, instead of her blue eyes.My hiatus from work began when our son was born, and I didn’t go back to work until he began middle school. It was hard getting back into the workforce with that time gap, despite my excellent skills with the Microsoft suite of applications and others, and I found that being older didn’t help either. But I did find a good position, that lasted almost three years, ending when the company went bankrupt.It was concerning losing that job, since I was forty years old then, but my prospects improved when I interviewed for an administrative assistant’s position working for Jim, the CFO for a chemical company, with subsidiaries in twenty states. He appreciated and I think gave even more weight to my non-business, physical attributes than my previous bosses.I’m naturally outgoing, have a positive disposition, and I didn’t flinch, but instead smiled, when Jim made a couple of suggestive comments during our interview. The ‘me too’ movement had begun by then, and he rightly felt comfortable that I wouldn’t go running to human resources every time he made off-color or suggestive comments. Little did he know at the time how much I enjoy the flirting.Insights into My Teasing Relationship with My HusbandJim hired me on the spot, which was unusual since it was only two weeks before the Christmas holiday season. He left the usual human resources formalities for later, and I began the next morning. That night, Don was excited to hear that I got the job, and he kiddingly said, “Wow, Judy, that was fast. Did you have to give him a blowjob or something?”I teased him back, saying, “No, honey, not yet anyway. But then tomorrow is a new day, and no telling what might happen. I wore this low top on purpose, and you should have seen the way he was staring at my jiggling and swaying tits.”Don and I have exchanged that kind of suggestive sexual banter since the night we met in that bar, and his friends were giving him shit since I chose him over them. We started dating, and he’d tell me what his friends were saying about wanting to suck my melon-sized tits and fuck me. He wasn’t upset by it, and in fact loves to tease me about the way so many men gawk at me and make comments. It’s been that way ever since.We even teased about his cock, which is thick and six inches long on hard. I had many bigger cocks before meeting Don, and I was open about my active sexual habits before meeting him. I thought it was unusual that he was always asking me to describe those other cocks, and even wanted details about my sexual encounters with the other men.I teased him about his friends when he told me some of their suggestive comments. I’d say, “That’s really nice of your friends to be willing to fuck me for you. What can you tell me about what they have swinging between their legs? If they’re long and thick, that might be a lot of fun to have them over, and you can watch them breed me.”That led to all kinds of teasing conversations. I sometimes got the feeling that Don wouldn’t have minded sharing me with his friends, but I never offered, and he didn’t push it. We’ve teased that way all through our marriage, and there was new a new twist after our son was born, when I saw him going online to read porn stories.When I questioned Don, he told me they were cuckold stories, and he even got us to sometimes fantasize about his friends fucking me, which was a lot of fun for us. He admitted that all his friends are better hung than him, and I played along, making him describe their cocks and balls in detail. Unless he was just making it all up, he seemed remarkably familiar with their genitals, and it was hard not to glance at their crotches when we were together.There was one other change in Don after reading those cuckold stories. We have been into mutual oral sex since our first date, but after reading those cuckold stories, he started eating me out after we fucked too. I hadn’t realized that he was so much into the cuckold thing, but I sure wasn’t complaining.My Relationship with Jim EvolvesI was busy the first couple of days at my new job, taking care of all the new employee orientation matters and getting up to speed on my duties. I also met the people in the finance department, and the executives and their assistants in the other departments. By the end of that first week I was into my duties, and Jim was impressed by how proficient I am with spreadsheets, as I summarized various reports and financial İstanbul Escort statements from our subsidiaries.The second week was more festive in the office, leading up to the holiday, and Jim was spending more time with me. After showing my abilities with financial matters, he was giving me more projects that might have previously gone to the accountants in our department. We were also talking more about non-business subjects, like home and family, getting to know each other better.I couldn’t help being attracted to Jim, who was forty-three at the time. His wife, Janet, was forty-one. Jim is six feet and one inch tall and fit at what looked to be one hundred and eighty-five pounds. With his light brown hair and blue eyes, he looks a lot like the actor, Bradley Cooper. He’s charming too, when he wants to be, and even though I’ve heard him having tense conversations with other of his direct reports, he’s always nice, and at times almost deferential to me.Jim even told me to let him know if anyone was impolite to me. He let me know in a sexually suggestive way, saying, “You know, Judy, if you wore a bra, your substantial assets might not be quite so active when you walk around the office. I’m not complaining, mind you, and in fact encourage it. But if any of the men get too mouthy, let me know.”Except for one issue Don kept from me, that I’ll get into later, he and I have never kept secrets from each other. And we’d get into our teasing mood again when I’d tell him how good-looking and nice Jim is, and how much I’m attracted to him. And even though it had been years since we’d fantasized about me fucking his friends, he got us started fantasizing about Jim.Don Meets Jim at the Christmas PartyWe had already fantasized about Jim fucking me, by the time we went to the Christmas party, and Don was eager to meet him. Jim arranged to have Don and me sit at the table with him and his wife, and Don tapped his knee against my knee every time Jim complimented me about my work in front of everyone, and looked so intensely at me.Don was impressed with Jim too, and even a little deferential to him. Don has a blue-collar job and mindset, and he’s always been respectful of executives like Jim, especially after I told him that Jim has an MBA. Don didn’t have the grades to be college material, and he regrets some of his decisions earlier in life.But Don still respects those who have gotten a good education and are able to advance in the business world. I have long been accustomed to working with senior executives in companies, and although I’m respectful of them, I don’t hold them in awe as Don does. I know them to be human, like the rest of us. I was starting to think that Jim’s position in life and being my boss made Don more receptive to fantasizing about him fucking me. Don hadn’t been that way with previous bosses of mine, though, and I guessed that our perspectives were changing with age.We had several drinks before dinner, and then wine, followed by more drinks after dinner when the band started playing. We were all in the holiday spirit, and after Jim danced with Janet a couple of times and Don danced with me, Jim asked, “Don, would you mind if I danced with your lovely wife?”Don replied, “Of course, Jim, I’d like to ask Janet to dance with me too.”The dance floor was crowded with over fifty couples dancing, and it was obvious that Jim steered us to a far corner of the dance floor, and out of sight of Don and Janet. He was holding me close, and with the difference in height my big breasts were pressed and bulging against his lower chest. I was wearing my finest evening wear, a black, low-cut silk dress, with no bra and a thong for panties.Jim had one hand in mine, and the other below the small of my back, pressing and rubbing the top of my ass. He said, “I’m so happy you joined our company, Judy. You’re not only intelligent and effective at your job, but you’re also a vision of loveliness. I love having you in my arms, and I hope that we can get to know each other better, a lot better.”I rubbed his lower back with my hand, grazing the top of his ass, and I wanted him to know my feelings. I said, “I feel truly fortunate to be working for you, Jim, and like the way you watch out for my well-being. I think you’re a handsome man, and I can’t help being attracted to you.”He held me more tightly, and said, “I’m pleased you feel that way, Judy, and I love the way you look at me. Sometimes I feel like I could fall into those sparkling, emerald green eyes of yours. Let’s just hope that Don doesn’t become aware that you’re even the least bit attracted to me.”I rubbed lower on his ass, as he did the same to me, and laughed, saying, “Oh, don’t worry, Jim, I’ve already told Don that I’m attracted to you. We don’t keep any secrets from each other. We’ve always been open that way.”My comments might have sounded a little too much like an open marriage to Jim, which I wasn’t implying at that time, so I was surprised when he leaned down to kiss me. He didn’t care who was around us on the dance floor, as his desire spilled over into a passionate, tongue-probing kiss. We kissed that way for what seemed like a minute, which is a long time with so many other employees and their spouses around.I loved kissing him, though, and when we broke the kiss, I teasingly let him know the possibilities, saying, “I loved your kiss, Jim, and would do it again, but I have to let you know that when I said that Don and I are open with each other, I wasn’t saying that we have an open marriage, at least not yet. But what about you and Janet? How would she feel if she knew that we kissed?”He smiled and said, “I don’t think my wife would be as understanding as I’m hoping Don will be, if you tell him. Let’s just say that things have gotten a little dispassionate at home, and well, you İstanbul Escort Bayan must know that most men are attracted to you.”Then Jim kissed me again, and that time he dropped his hand down to fully cup my ass. And when we broke the kiss, I teasingly whispered in his ear, “You have a nice touch, Jim.”We went back to the table and found that Don and Janet were just returning as well, and we spent the rest of the evening talking and laughing. Then we left for home, and I decided not to tell Don about kissing Jim, until we were in bed.Don’s Reaction to Me Kissing JimWe were in bed and still a little woozy from drinking at the party, when I asked, “How’d your dance go with Janet, honey? Did you guys kiss or anything?”He looked at me curiously, and responded, “Hell no, Judy, I wouldn’t take the risk of making a move on a woman with her status like that. But wait. Why are you asking me that?”I answered, “Please don’t be upset with me, honey, but I might have given Jim the wrong idea, and he kissed me.”He looked at me intently as I explained the conversation leading up to the kiss, the kiss, the second kiss, and I described how passionate the kisses were.Don started moving down to eat me out, as he asked, “Did you like it, and did it make you wet to kiss him that way? Was there anything else you did with him?”He was eating me out as I described Jim first rubbing the top of my ass and then cupping both cheeks in his hand. He sucked me harder when I got to the cupping part, and I orgasmed in his mouth. Afterwards, I said, “Of course I was wet, honey, having a man like that pay me so much attention.”Don came back up to ask, “What happens next, honey? I mean, you’ve given him mixed signals. You said that we don’t have an open marriage, but then clarified it as ‘at least not yet’. And by kissing him so passionately, and letting him rub your ass, he’s gotten a strong signal from you.”I responded, “We both enjoyed fantasizing about me fucking Jim, and now that we’ve kissed and had that other contact, I’m sure that I want to do it for real. We don’t need to decide all this right now though, honey. We can proceed with me being more and more receptive to him, over time, and I know we’ll love incorporating everything that happens into our fantasies, making them more erotic for us.“But in fairness to all of us, we need to decide together, right now, if we, and especially you are willing to see me with another man. I have to tell you that even though we have a great marriage, it is arousing for me to be pursued by a man like him. I know that next week he’ll ask me how you reacted when I told you about us kissing.“It would be easy to lie and say how pissed you are and then ending it. Or I can tease him a little saying it excites you, making it easy for him. Or maybe there’s another approach, where we acquiesce to the power he has over us as my boss. I could say that you like him, and are also afraid to interfere, at the risk of getting me fired, and you don’t want to make a stink about the kiss. If he’s in the mindset to dominate us, that will likely encourage him to test the limits with me and us. What do you think, honey?”Don’s response would tell me a lot about how tuned in he was to the cuckold mentality, and I got excited when he answered, “I think I like your third option. It might be easier for us emotionally to feel like we’re being forced to submit to him, and he might like the feeling of being in control that way.”I said, “Okay, honey, I’ll tell him that when he pursues me further, and I think he’s going to like having us submit to him. You’ve read enough of those cuckold stories to know where all of this will likely lead. Are you really ready to clean my pussy of his cum, and maybe even suck his cock?”Don was nervous as he replied, “I haven’t thought all of this through, so we’ll just have to see if it goes that far.”Talking with Jim, More Intimacy, and Don’s ReactionI was on pins and needles all day Monday, waiting for some private time with Jim, but he was in and out of officers’ meetings most of the day, and I left while he was still in with Phil, the president. I didn’t have much time with him on Tuesday, either, until he invited me to go to lunch with him. It isn’t out of the ordinary in our company for executives to take their assistants to lunch, so I wasn’t worried about the way it might look to others.Jim took me to a nice restaurant, and he asked for a table in a quiet area in the back, where we sat next to each other, instead of across. We ordered, and he said, “Sorry it’s been so hectic, but we finally have a chance to talk now. I can’t stop thinking about our time together on the dance floor at the party, and I was wondering if you’ve told Don about it yet, and if you even told him everything?”I answered, embellishing what Don said, saying, “I told my husband every detail, even that you’re a good kisser, and you fondled my ass. He was quiet at first, and I wasn’t sure how he would react. You can read what you want into what he told me.“Don said, ‘Damn, honey, this is the first time you’ve cheated on me in our sixteen years of marriage, at least that I know of. I know I should be pissed, but I really like Jim, after meeting him and being together just that one time, and I’m afraid if I try to make a stink about a little kissing and ass grabbing, it might get you fired. Jim’s a formidable man, and I should probably let this go. Just do your best to resist any further advances. You’ve told me before what your previous bosses have said to you, but this is the first time it’s gone this far, with kissing and other touching.’”Jim listened intently, and said, “Wow, that’s really something, Judy. I know I wouldn’t be that understanding if another man kissed my wife and rubbed her ass. Don almost sounds like he’s resigned to the Escort İstanbul fact I’ll be pursuing you further, and he’s not talking about doing anything to stop it. I’m really attracted to you, and have no reason to stop, based just on his weak response. If it helps to keep Don on board with it, you can tell him that I have threatened you. So, I guess it‘s between you and your husband, Judy, and I’d like to know how you feel about it.”I responded, “I enjoyed being with you at the party too, Jim, and I’d also like to take things farther. But you must understand that I won’t break my vow to my husband to never lie to him. Maybe if we take it slow, and I’m confessing incrementally more intimate details as we go, he’ll periodically get upset, but then accept things as a new normal.“That’s conceptually like the tale of the boiling frog. If you put a frog in a pot of boiling water it’ll jump out, but if you put it in a pot of tepid water, and slowly increase the heat, it will remain until it boils to death. It might be just a matter of getting Don used to our increasing levels of heat, until finally…”I purposely let my comment trail off, not wanting to say something so blatant when Jim could assume my meaning. He reached under the table and took my hand in his, resting on my knee, and said, “My vote is that we finish our lunch quickly, to save time for stopping by the park for a few minutes. I want to give you more to confess.”There’s a beautiful city park between our office and the restaurant, with a parking lot that wasn’t busy, given the holiday season. I loved riding in his plush Lexus, and Jim parked towards the back. It felt like a date, as we talked for a few minutes, and then we moved back and reclined our seats, as he leaned across the console to kiss me.It was a little uncomfortable as we kissed in the car, an even longer, wet, tongue-probing kiss than at the party. Jim pulled my hand to his lap, before reaching over to rub the side of my breast, and I pulled my hand back. He broke our kiss momentarily to ask why, and I answered, “Remember, small steps, Jim, so my husband can heat up slowly.”He rubbed the side of my melon-sized breast and weighed it in his hand and kissed me harder and harder as he felt the shape and weight of my boobs. Then he slipped his hand under my blouse and sighed when he felt my supple flesh. My breasts are relatively firm for their size, with the nicest natural sag, and I can almost hear most men sigh when they see them swaying, shifting, and jiggling as I move about.When we finally broke our kiss, straightened up, and headed to the office, Jim said, “How many more steps before I can get my mouth on your amazing breasts?”I laughed and said, “You’re the first man, besides my husband, who’s touched my breasts in sixteen years, Jim. Most men can’t resist undressing me with their eyes, just like you did during our interview, and you’ll have them in your mouth soon enough.”Don was eating me out after he fucked me as I told him about my experience with Jim in the park. He was excited that Jim got his hand on my bare breasts, and his biggest question was only a little surprising to me. Don asked, “Do you mean that Jim pulled your hand to his lap, and you pulled it away? Did you get any feel of how big his cock is?”I answered, “Damn, honey, another man is kissing your wife and feeling her bare breasts, and all you can think to ask me is about the size of his cock? I did feel a hard lump but couldn’t tell the size. I’m sure I’ll find out more about that later. For now, I’m just going to be looking for ways to keep him interested, until our next opportunity to be intimate.”Easily Getting Jim ArousedWe were busy with work for the next week or so, and didn’t have time for any intimacy, other than a touch on my hand when we were close to each other. Then Jim walked into the break room one day, when I was having lunch with three other ladies, and he overheard that the conversation was about what each of us wears to bed at night. He didn’t hear my answer, but he called me into his office when most everyone else had left for the day.He said, “I don’t mean to be nosy, Judy, but it sounded like you and the other ladies were talking about your bedtime attire. I’m really interested to know what you wear to bed.”That was a perfect opportunity to get him aroused, and I smiled coyly as I answered, “That’s easy, Jim, I don’t wear anything at all to bed.”My answer got him excited, and he said, “Oh my goodness, Judy, I have the most arousing image in my mind of you lying in bed naked, with your voluptuous body on display. Does Don appreciate you sleeping like that?”I piqued his interest further with a white lie, saying, “Yes, Jim, he sleeps nude too, and that works out nicely for us. We have an active sex life, even after sixteen years of marriage, and we’re easily accessible to each other that way.”His face was flushed with desire, as he said, “I’m trying to imagine what that’s like. Please tell me more.”I wanted to know how playful he was, and smiled as I asked, “I have to ask, Jim, how much do you want to know? The overview or all the graphic details? I don’t want to embarrass you.”He replied, “Please embarrass me, Judy, tell me everything.”I continued my embellishment, saying, “Imagine me lying in bed in an almost prone position, with my left knee pulled up, and my torso at about a forty-five-degree angle to the bed. That spreads out my ass and crotch area from the rear, and if Don’s in the mood, he’ll spoon in behind me, with his cock pressed against my ass, and reach over to fondle my breasts.”Jim was behind his desk and I was in front, but I could see that he was trying to hide that he was rubbing his cock, as I resumed, “If I’m receptive, which I am most of the time, he turns around in a sixty-nine with his front to my back, and leans in to lick and suck my ass, as he moves towards my pussy. He loves eating me out that way, with his chin in my ass, and sucking my pussy from behind.”He was more openly rubbing his cock then, and I asked, “Is this too real for you, Jim, or should I continue? We don’t want you to wear that thing out by rubbing it too hard.”