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Stuart's Perspective

The Mid-Atlantic region of the United States has played an important role in the development of American commerce, culture, trade and industry. The Jamestown settlement in the old Colony of Virginia was the first permanent English settlement in that area of the Americas and is about fifty miles southeast of Richmond.

The northern Virginia area is steeped in the history of those early settlers, so being born and raised in Richmond has given me an appreciation for our heritage. My name is Stuart, and I live in a suburb of Richmond with my wife Lynn. We met in college and married after graduation. We started our family right away, so now at the relatively young age of forty-two, we are empty-nesters with our two kids away at college.

I am a vice president and project manager for a large road construction company, which utilizes my civil engineering degree very well. Lynn majored in history with a concentration in medieval history and a minor in education. She was only able to teach in high school for one year before giving birth to our first child. Since I was able to support our family with my salary, Lynn has been a stay-at-home mom for the past nineteen years.

I will describe the events in this story that occurred when I was involved, and Lynn will explain her perspectives on our situation and the happenings when she was on her own with the other men.

Trent is the owner and CEO of my company, and can sometimes be very stern, authoritative, and hard to please in his dealings with his employees. We have always had a cordial working relationship though, mainly because I try my best to please him. He lives on a twenty-acre farm west of Richmond.

Lynn and I go to parties at his farm home several times a year, and he has always been especially friendly and attentive to Lynn. My wife is very pretty with shoulder-length, dark-blonde hair and sparkling, azure blue eyes. She is five feet and six inches tall and weighs one hundred and thirty pounds.

I think what attracts Trent’s attention the most is Lynn’s curvaceous body, with natural, large breasts, a small waist, wide hips, and a full and shapely ass. Her 36G breasts are spectacularly big and enticing. They are full, wide-rooted and round. And even though Lynn dresses very conservatively, it isn’t easy to hide the way they her breasts so plump and voluptuous.

They jiggle, bulge and sway in such a tantalizing way when she moves about. Visualize Dolly Parton and that will give you some idea of how great her breasts are. Seeing the way Trent undresses her with his eyes is arousing to me in a way that I didn’t understand at the time.

Trent is a big, brawny, and ruggedly handsome fifty-five year old man who is six feet and two inches tall and a direct descendant of original Jamestown settlers. He has always had a passionate interest in his ancestors and has studied his genealogy extensively. He traced his roots back to forebears who owned an inn in an English village in the early-sixteenth-century England medieval period. He became so enamored with his past that over the years he has transformed five acres of his farm into a historically-accurate, working replica of that village.

He founded a group of volunteers who enjoy live action role-playing. They take the parts of the various village inhabitants and usually do the reenactments on two weekends every month. Some of them also use their vacations to participate in week-long Renaissance Faires.

Trent defrays part of the cost of building and operating the village by taking entrance fees and donations from the many visitors who come to enjoy the educational, old world atmosphere. Many of the visitors also dress in period costumes and act their parts. The participants in his group spend a lot of time on research and spend their own money to create costumes from the period.

Trent has told me that the participants take their roles very seriously. They fully immerse themselves in their parts and try to take on the personas of their characters. They challenge one another to stay in character for their entire time in the village, and many of them lose themselves in their roles. He plays the part of the inn owner, who also happens to be the mayor of the village. His wife Kimberly is the village seamstress and runs a shop that demonstrates sewing techniques from that era.

Taverns and inns in medieval England were the chief centers of social life, other than the church. They were a public gathering place, where you saw your neighbors and even hold events like weddings or wakes. They also encouraged gaming as well as drinking, providing cards, dice, and table-top games to patrons. The inns of that day served food and drink, as well as providing lodging; while taverns only served drink, and alehouses served both food and drink.

My wife and I were recently at a party at Trent’s home when he pulled us aside in his den. He explained that one of their long-time, role-playing couples had moved out of the area and he had openings for their parts. He invited us to join the group and said that if we agreed, I would be playing the part of the blacksmith’s assistant, called a striker, and Lynn would be a married wench in the inn.

Lynn is a very shy and quiet person, and she knew enough about the life of wenches from her studies in college that she wasn’t very happy with that role. She explained to Trent, “I’m afraid that I won’t make a very good wench at your inn. As you certainly know, wenches were usually young, single, lewd, and buxom women who worked as waitresses or servants, or just hung out in the taverns and inns to attract and entertain the men."

"Many of them were even prostitutes who gave sexual favors to the inn keeper’s patrons. For goodness sakes, Trent, I’m a forty-two year old, married woman and mother. My personality is not outgoing enough to parade around like a strumpet and enjoy or do justice to that role.”

Trent laughed out loud and responded, “Wow, Lynn, you do know your medieval history. However, while most of what you said is true, there were also married women who frequented the inns in those days, with their husbands’ full approval and support. Those medieval couples, like the couple who just left the group, developed licentious marital relationships that made them perfect for their roles."

"We can talk more about that later. We already have several women who are playing the parts of the single wenches and adding a married wench to the mix gives us better representation of life in those times.”

“The wife’s name of the couple that is leaving is Diane, and she felt the same way you do about that role when they joined us five years ago. She is a beautiful woman, just as you are, and you both look much younger than your ages. And pardon me for being so blunt, but both of you have bosomy assets that make you perfect for the role.”

He paused to gauge her reaction to his comments and continued, “Diane was so shy at first that we gave her the alias, Old English name of Marlee to help her develop her new persona. After just a few months of immersing herself in that role, both she and her husband were thankful for the positive transformation in her personality and perspectives on life. She has completely overcome her shyness and is now, shall we say, a very outgoing woman.”

I was surprised and a little suspicious that Trent would be lobbying so hard for Lynn to take the wench role, and shocked that he would so blatantly mention her big breasts in that way. I felt like I should chastise him for his comment about her breasts, but thought it was best to be silent.

His gratuitous familiarity with her in making that comment affected me the same way as his gawking at her breasts and stirred something inside me. I really wanted us to join the group and didn’t want to say anything to upset my boss or make Lynn jittery about it. His flattery seemed to be working on her, though, and she looked like she was acquiescing to the role.

It never hurts to suck up to the boss, and I was hoping that she would agree to join since that would please him and help to solidify my role in the company. She replied, “You're charming me and being just a little naughty with your adulation, Trent, but I’m still not sure about this. And even if I agreed to do it, I don’t know the first thing about sewing or creating costumes for Stuart and myself or acting the part of that wench role.”

Stuart responded, “The costumes won’t be a problem. Diane and her husband are about the same sizes as you and Stuart, and they gave me their costumes when they moved. They’ll just need a few alterations that Kimberly can do for us. As far as playing the role is concerned, we can give you an alias name like we did with Diane, which will help you acclimate to the part. If you two are anything like Diane and her husband, you’ll soon be totally immersed in your roles, and discovering surprising things about yourselves.

I tried hard to convince Lynn to try the part. We spoke privately, and she finally agreed to join the group. We decided on a role-play name of Nelle for her. I kept my name since Stuart was a common name from that period. We went back to Trent’s home on Saturday to be fitted for our costumes, and he hovered around watching as his wife fitted Lynn for her outfit. 

The outfit consists of a full, floor-length skirt; low-cut, cap-sleeved chemise blouse; and an under-bust, lace-up corset that cinched her tight in the waist and pushed her breasts upward. She was also given bloomers and a petticoat that could be worn at her discretion.

It looked to me like Trent was subtly rubbing a big lump in his crotch as he watched Lynn’s voluptuous, braless breasts bulging to the sides and over the top of her blouse and her nipples poking out in the fabric. I knew from seeing Trent at the urinals at work, that he has a huge cock. I’ve never had an interest in other men’s genitals, but I must admit that his thick, uncircumcised cock, hanging so heavily out of his pants, was unexpectedly attractive to me. Seeing how good Lynn looks in that slutty costume and knowing that it was giving Trent a hard on, was making my little dick hard too.

Seeing my boss becoming sexually aroused watching my wife was giving me conflicted feelings that I had never experienced before. On one hand it irritated me seeing him so blatantly ogling her that way. Strangely, though, I was also taking some kind of masochistic pleasure in the feeling that a wealthy, powerful, and hard-to-please man like my boss was eyeing her for his pleasure. I couldn’t help but wonder if Trent had nefarious motives for us joining the group.

On Monday at work, Trent called me into his office. He was uncharacteristically friendly and let me know how pleased he was that Lynn and I decided to join the reenactment group. He let me know that we would be having our first experience at the village that coming weekend, and he told me a little about the logistics and my role in the blacksmith’s shop.

He made a point of telling me how great Lynn looks in her costume. Then he said, “You need to be prepared for the fact that Lynn will be a big hit with the men at the inn. They will be trying to exploit her in their roles, just as the men behaved so bawdily in medieval times. You guys will need to decide on where to draw the line, and I hope that you and Lynn have the same positive experiences that Diane and her husband had.”

“The inn is not well lit, using only the fireplace, grease lamps, and tallow candles for light. Whenever you can, you should plan to sneak away from the blacksmith shop and over to the dark, back alcove in the inn where no one should notice you, to watch Lynn as she grows into her role as Nelle. I will tell the blacksmith to expect some absences, so don’t worry about that. Since Nelle will be a wench at the inn, and for other reasons, I’d like you two to share a small bedroom on the second floor there.”

Trent then explained that most of the participants usually sleep over on Friday and Saturday nights in either the replicated thatched huts or the half-timbered houses of the period. There is no running water in any of the buildings, and people quickly become accustomed to using the medieval wash basins and water pitchers for rudimentary washing and hygiene, while not being able to take baths or showers. Chamber pots are to be used for urination and defecation and dumped into a septic holding tank each morning.

Our first weekend at the village was very interesting, and I enjoyed learning and participating in the blacksmith craft. Lynn looked fantastic in her wench outfit, but she was having a difficult time acclimating to her role. I observed her from that dark alcove from time to time, and she spent most of her time sitting on the benches by herself instead of drinking, dancing, and playing games with the men. We talked about it in our room late at night, and I suggested that it might be easier if she drank some ale to loosen her inhibitions.

Over the next four weekends at the village, Lynn was drinking more and loosening up and dancing and interacting a lot with Trent and some other men. It felt very peculiar and often arousing sitting in that dark alcove watching my wife cavorting with them. Some of them, including Trent, even kissed her and rubbed her tits when they were dancing, and she seemed to laugh it off as she drank more and got more absorbed into her Nelle role. My previous, protective jealousy was somehow evolving to the point that I was experiencing a kind of erotic pleasure at seeing her with other men.

When alone at night she sometimes told me what the men were doing and asked if she was going too far. I didn’t think she knew that I was watching her, and at that point I couldn’t bring myself to tell her that her involvement with those assertive men was arousing to me. I told her, “It sounds like you are starting to have fun as Nelle, and I’m so happy that you are coming out of your shell a little. Just enjoy yourself, and I trust you to know when they cross the line.”

One thing I should mention is that Lynn and I have had a very good sex life. My dick is on the small side at only four inches long and thin, but I make up for it by sucking her pussy to orgasm, both before and after we fuck. On those hot and humid days at the village, with no air conditioning and our heavy clothes, we got very hot and sweaty. Since no showers are available, Lynn’s hairy pussy was especially musky on those nights in our room. Her pussy also seemed juicier when I ate her out, so I guessed that she must have been aroused by the men.

Following is Lynn’s description of her feelings about our involvement in role-playing and her experiences in the inn. She’ll try hard not to repeat too much of what I’ve said:

Lynn's Perspective

When Trent first invited my husband and me to join his reenactment group, I thought Stuart would support me in not wanting to play the part of a wanton wench. He seemed to be more interested in pleasing his boss, though, than he was about my aversion to making a public spectacle of myself. It was almost like he was afraid to say ‘no’ to his powerful boss and was way too deferential to him.

Since my senior year in high school, when my breasts suddenly blossomed, I’ve been putting up with men staring at them and making lewd comments when they thought I couldn’t hear them. But I was shocked when Trent made his comment about me being bosomy, right in front of his wife and my husband, and rubbing a big bulge in his crotch at the same time. Stuart didn’t say a word to defend me, or even challenge Trent about what he meant by that, or the other couple having a ‘licentious marital relationship’.

As much as I didn’t want any part of the group, Trent was very charming and convincing, and Stuart finally persuaded me to try it. I was glad that I would be able to hide behind my alias, Nelle, since my wench costume is very revealing, almost beyond the point of being lewd.

The first few weekends at the village were very uncomfortable for me. I wasn’t at ease interacting with other men. Trent was flattering and encouraged me to drink ale and loosen up. He talked a lot about my married wench role, and how I would learn that it would be more fun with Stuart’s involvement.

He let me know that Stuart would be periodically observing me from the dark alcove, and that I would come to enjoy interacting with other men in front of him. Trent also told me that Stuart would come to enjoy watching me, and his reluctance to interfere with me in my role would tell me a lot about our evolving relationship.

Trent had taken me under his wing, and he was giving me much more attention than the other wenches. I was becoming attracted to his strength and dominant personality too. The more protected and comfortable I felt around him, the more I drank and got into my role.

His seemingly genuine interest in me contrasted starkly with Stuart’s attitude. When I asked Stuart what I should do about some of the men kissing me and fondling my breasts, he dispassionately encouraged me to drink more and have fun, and to decide for myself where to draw the line.

It was a Saturday afternoon when we were on our sixth weekend at the village when Trent took things to a new level. By that time, I was routinely dancing with and entertaining Trent and several of his closest friends, who had roles as the sheriff, merchants, and soldiers. All of them kissed me passionately and fondled my breasts, with Stuart sometimes looking on from the alcove and doing nothing to intervene. On that fateful day I had been dancing with Trent, and when we got back to the table, he pulled me down to the chair with him to sit on his lap.

I must digress to tell you that the tables are basically boards sitting on supportive trestles, and most of the patrons sat on benches on the sides. That’s where the term ‘room and board’ comes from. There is usually a chair at the head of the table where the man in charge sits. Being the inn keeper and mayor, Trent asserted his position of power by sitting in the chair. That’s where the term ‘chairman of the board’ comes from.

There is one other thing that you might find interesting about medieval times that helps explain what happened after I sat on his lap. One of the most popular fashion accessories for men of means and stature was the codpiece. That is a flap or pouch that attaches to the front of the crotch of men’s trousers and accentuates it in such a way as to emphasize or even exaggerate their genitals. They're stuffed with sawdust or cloth and held closed by string ties or buttons. They are sometimes large and gave the impression of an erect or large penis, as a way for the wearers to boast about their manhood.

Trent and some of the other men with power roles often wore codpieces. It was very strange to see them at first, but then I got used to them. Although, I must admit that I was always titillated by the variety and large sizes that some of the men wore, given Stuart’s small dick. On that late afternoon, though, I hadn’t noticed whether Trent was wearing a codpiece.

When he pulled me to his lap, I soon felt a very large lump pressed against my ass. I was pretty tipsy and feeling playful, and leaned back to kiss him before saying, “My oh my, Lord Mayor, I can feel that you’re wearing one of your bigger codpieces tonight. What a naughty boy you are poking me with it this way.”

He kissed me again and rubbed my breasts before saying, “Why thank you, my dear Nelle, but I’m not wearing a codpiece tonight. I’m just very happy to have you sitting on my lap. If you’re really impressed by what you’re feeling, I’d love to give you a closer look and feel."

"You’re much more comfortable with your role now, and I think it’s time that we demonstrate and further expand your wench credentials by letting the others see me taking you up the stairs to your room, like the other wenches are doing with their horny patrons. Maybe I can get a better look at your lovely breasts as well?”

I couldn’t tell if Stuart was watching at that time, but I knew that I had to at least see Trent’s obviously huge cock. Stuart is the only man I had had sex with up to then, and his dick is tiny compared to the lump I was sitting on. It didn’t bother me to show Trent my bare breasts, since he and other men had been fondling them for several weekends anyway.

So I mischievously squirmed my big, cushy ass on his cock to excite him further and said, “Okay, Trent, let’s go upstairs. This bosomy wench has to get a good look at what’s making that huge lump that’s poking me in the ass.”

All eyes were on us as we ascended the stairs and entered my small room. The room is only seven feet by eight feet in size. The bed is a little larger than a modern twin bed and relatively luxurious for the time with a feather-stuffed mattress. There is also a small table to hold the wash basin, and pitcher, and a small armoire for our clothing. There are no chairs, so we sat on the bed as Trent said, “Let’s get that tight corset off you Nelle.”

My hands were shaking as I fumbled to unlace my corset. As soon as it was removed, Trent lifted my blouse and pushed me back onto the bed. He stared lustfully at my big breasts which were jiggling and spreading heavily on my chest and to my sides as I laid back. Then he pushed his hands under both breasts as he sucked my right nipple an areola into his mouth.

He sucked my tit like a man possessed for several minutes before lifting to change to my left breast. Before sucking me he said, “You're making an old man very happy, Nelle. I’ve wanted to get my hands and mouth on these fabulous melons of yours ever since we met so many years ago. You make the perfect wench with your plump breasts that are amazingly firm for their size. If all of this goes as I hope, then I have another thing I’ll want to add to your role, that will help me and the other men thoroughly enjoy these fleshy globes of heaven.”

Trent was almost mauling my breasts as he massaged them and sucked my nipples, areolas, and as much tit flesh as he could get into his mouth. I had never heard of a man being so enthralled about sucking breasts. In all our years of marriage Stuart had never sucked me that aggressively.

My pussy was getting tingly and wet as Trent sucked so hard that it seemed he was purposely giving me hickeys above my areolas that I knew would be visible when I put my blouse back on. It was almost as if he was marking his new, claimed territory so all othe villagers in the inn would know that he had his way with his newest whore wench.

He was lying partially on top of me, and I was becoming more and more aroused by his sucking and the pressure of his cock lump as he dry-humped my leg. I reached down to rub his hip to let him know that I wanted to rub his cock.

He immediately pulled away from my breast and began unfastening his belt and trouser buttons as he said, “I knew you’d want to rub my cock after I gave you that first feel of it downstairs. I know from standing next to Stuart at the urinals at work that his dick is pathetically small. How is he even able to give you orgasms with it? I think you’ll really like mine.”

I probably should have been offended by Trent belittling my husband that way. Instead, I was somehow even more aroused thinking of Stuart as less of a man, in the presence of Trent’s dominant persona. I decided to answer him truthfully and said, “He is sometimes able to give me orgasms with his dick, but I mostly rely on him sucking me to orgasm both before and after we fuck.”

Trent finished removing his trousers and underwear as he smiled and said, “Fuck, that’s perfect, Nelle. Knowing what I have in mind for us, it’s good that he already has a taste for cum.”

He lay back on the bed and I got my first look at his very hairy genitals. His uncircumcised, vein covered cock wasn’t totally hard and still looked to be over nine inches long and more than six inches in circumference. I had never seen a foreskin before and liked the way it mostly cloaked his thick, mushroom cock head which looked wet with precum. His balls are the size of eggs and hung heavily on the bed in his hairy scrotum.

I unconsciously leaned over to stroke his cock and was aroused even more by the aroma of his sweaty and musky crotch. I loved the thickness, warmth and weight of his meaty cock in my hand. I had a pang of guilt momentarily, and then remembered that Stuart didn’t seem to care what I did with the men.

My mouth must have been open as I stared at his cock and was in a trance stroking it. That’s when I felt his hand on the back of my head, pulling my mouth down to his meat. I moved down, not struggling, as he said, “That’s it my beautiful wench, open wide and get a taste of the mayor’s big cock. You need to get it all nice and wet for us.”

Trent’s cock head and foreskin felt massive in my mouth compared to Stuart’s thin dick. I loved the taste and chewy texture of his foreskin and was overwhelmed with emotion at having another man’s cock in my mouth for the first time. Trent made it all seem so natural and inevitable that a woman playing my role would gladly sexually service the master of the inn. His cock was then rock hard and must have been ten inches long. I struggled and gagged to take as much of his meat as I could into my mouth, as he gently fucked his cock into me.

After only a few minutes sucking him, he pushed me back onto the bed and abruptly pushed my skirt up. I wasn’t wearing any underwear due to being so hot in the skirt. So, he was staring at my hairy, fat labia that were glistening with my juices. He then moved between my legs to make me his whore. I swooned in ecstasy when I felt his massive cock head push into and spread my labia widely open.

He took it easy at first, knowing that I wasn’t accustomed to such a large cock. Then he kept pressing, with ever deeper strokes until he had seven inches of his fuck meat in me and was bottomed out on my cervix. He kept pressing as I swiveled my hips, and my uterus shifted upward, and he was buried to the balls in my unfaithful cunt.

Trent started fucking me with long, deep strokes and I was astounded by how much better his big cock felt fucking me than Stuart’s little dick. I was having one orgasm after the other and pivoting my hips to meet his powerful thrusts, as he leaned down and whispered in my ear, “Oh fuck, Nelle, I love fucking a little-dicked man’s wife for the first time and feeling her become enraptured by and cumming all over my big cock."

"Your pussy is so fucking tight and wet, and just made for having adulterous relationships. Get ready now, Nelle, here comes my load of virile sperm for your slut cunt. The wenches of old didn’t have birth control, but you damn sure better be using some, unless you want my baby.”

He buried his cock in me as I felt it pulse and throb repeatedly, as he filled my womb with his semen and sperm. I loved both the physical feeling and sensual euphoria of being fucked bareback by my husband’s dominant boss and filled with another man’s slimy ejaculate for the first time in my life. He stayed on top of me for a few minutes and then slowly turned us on our sides, with his softening cock still in me. He wanted me to be more comfortable while he alternately sucked my breasts and talked.

Trent’s soft cock felt like it was seven inches long and twice as thick as Stuart’s when it was hard. I loved having his thick cock in my cum-flooded cunt as he casually fucked into me with slow, shallow thrusts.

He pulled away from my nipple and kissed me before saying, “Now that I’ve got my cock soaking in the steamy warmth and wetness of your sweet pussy, I can tell you more about what I meant that first night we talked about this group when I mentioned Diane and her husband having a licentious relationship.”

He kissed me again and said, “Shortly after Diane’s sexuality began to evolve and thrive in her Marlee role, I was able to fuck her, as I’ve just fucked you. We happily discovered that not only did Marlee enjoy my big cock and the thrill of fucking other, big-cocked men; but her husband became sexually aroused being cuckolded by me and other men.”

“That allowed me to add a cuckold-couple role to our village family, just as medieval villages had cuckold couples. And just as in medieval times, she got sexually aroused by her power over him as she let other men fuck her. He then began to enjoy the feelings of inadequacy and humiliation that overcame him when he saw and participated in other men fucking and inseminating his wife."

"In addition, the villagers soon learned about his cuckoldry, and incessantly ridiculed and taunted him. That public humiliation became a big turn on for him. I don’t really understand how men can think so little of themselves, but I’m sure glad there are men like that who gladly give me their wives to fuck.”

I was curious about something and asked, “Does your wife Kimberly know about how you exploit these roles? Surely she wouldn’t approve of you fucking other men’s wives.”

Trent responded, “Good question. Kimberly lost interest in sex after going through menopause about six years ago. When she learned that I was trying to fuck some of the wenches in the village, she was pleased that I was no longer bothering her to fuck me. Her only stipulation was that I could only fuck other men’s wives and not any single women. She didn’t want me to be tempted to develop a serious emotional relationship with any of them. So, I began fucking Marlee and some of the other married women without becoming emotional about it.”

“No offense, Nelle, but it is my intention to keep fucking you and allowing some of my friends to fuck you, simply for our pleasure, just as men did with wenches in medieval times. I like you in your role and as the wife of my employee, but I primarily want you for your voluptuous breasts and magnificent pussy. And in order to make that happen, we only need two things. First, you need to agree to being used as a whore that way. And secondly, we need to encourage Stuart to accept his role as your cuckold husband.”

“I think we’ve made a good start, though. Unless I’m mistaken, I think you enjoyed fucking me, and that you will also enjoy fucking my friends, some of whom have bigger cocks than mine. I also think it will be easy to get Stuart to accept his role. He’s always been afraid of me and somewhat submissive to me at work, and he didn’t even try to take your side against me when I was talking you two into joining our group and you were resisting.”

He sucked my nipple again for a few moments as he persisted in slowly fucking me before continuing, “The biggest sign, however, is that Stuart has been watching you being kissed and having your pendulous tits fondled by me and other men for the past several weekend events, and has done nothing to intervene. Then today, I know that he was watching when you were squirming on my hard cock before we climbed the stairs to this room. He’s been around the village for long enough to know my reputation. When I take a wench upstairs, I always fuck her. He had to know there was a good chance I’d be fucking you, and yet he did nothing to stop it.”

I reached behind him and pulled on his ass, so his cock would push farther into me. Then I asked, “Even if all you’ve said is true, how will this be brought to a head? How do we let him know for sure that you fucked me, so I can gauge his willingness to be a cuckold?”

Trent laughed and said, “I think that will be the easy part. We’ve been up here sucking, fucking, and talking now for almost an hour. It’s now early evening, and our lengthy time up here will be obvious to everyone. I’m going to fuck you again right now, which will leave the better part of two of my big cum loads in your pussy, and running out all over your hairy vulva and the bed. I will then go back downstairs, leaving you here alone.”

He paused for a moment as his cock hardened in my pussy and said, “Here’s the best part. It will be embarrassing and humiliating for Stuart to walk up the stairs to your room, after everyone has seen me leave. Most people will assume that I fucked you, but Stuart may be hoping that us coming to the room was just an innocent part of our roles to make people think we fucked. You’ll be nude, uncovered, and feigning sleep when he comes into the room, which is dark except for the light of this candle, and he’ll see you with your legs lewdly spread on the bed. He may or may not be able to see your hairy pussy soaked with my cum at that point, but the smell of our coupling will be overpowering.”

I interrupted and said, “I’m not sure that’s a good idea, Trent. That will be a very shocking and blatant way for Stuart to discover my infidelity.”

He responded, “Trust me, Nelle, he needs that kind of shock. He will either become upset and end your participation in the group, or he’ll be overwhelmed with lust and dive between your legs to suck you clean. Either way, his decision will be made quickly.”

Trent fucked me for the second time within an hour, and I was impressed that a man his age could perform back to back that way. He quickly filled me again with his cum, and after sucking my tits for a few more minutes, left to go back downstairs. I heard the murmuring of the villagers as he appeared without me on the stairs, and I think I even heard a couple of people clap, as if to congratulate him on fucking me. Several minutes later it got very quiet as I heard Stuart coming up the stairs.

I pretended to be asleep as Trent suggested, and through my squinted eyes saw Stuart standing at the foot of the bed staring at my pussy. The room did reek of Trent’s cum and my juices, and I waited breathlessly for his next move. He finally stepped closer and knelt on the bed between my legs. I heard him sniffing before he finally lay between my legs and shoved his arms under my thighs so he could lift me slightly and pull me towards his mouth.

Then I felt his lips and tongue on my oozing pussy as he began sucking and swallowing Trent’s cum and my juices. He was moaning and slurping loudly and shoving his tongue as far as he could into my vulva. I pretended to be awakened by the movement and noise, and reached down to pull his face more tightly to my pussy. When he sensed that I was awake and reacting to his sucking, he seemed to get even more aroused. That’s when I decided to remove any doubt about what happened.

I wrapped my thighs tightly around his head and pulled him more tightly against me with my legs on his back. Then I humped my hips, forcefully fucking my vulva against his face, as I moaned and gasped. I wanted to fully inundate his senses with the reality and potential of my actions, and exaggerated the situation a little by saying, “That’s it, cum boy, suck all of Trent’s thick, nasty slime out of your wife’s whore cunt. Your boss sucked my tits and fucked me twice with his huge cock. He emptied his balls into me twice, filling me with big loads of his semen and sperm. I sure hope my birth control is working, honey, so I don’t have his illicit child. Suck me clean and eat all of his sperm.”

Stuart sucked my pussy and licked my pubic area and inner thighs clean of Trent’s cum. Then we had a long talk about everything that happened to bring us to the point of his being a cuckold and me being his slutty, unfaithful wife. I let him know everything Trent told me about wanting us to replace the previous couple in that role. We agreed that we both wanted to continue in the group as a cuckold couple, and me being Trent’s whore.

Stuart’s Conclusion

It's difficult to describe how I acquiesced to becoming a cuckold to my wife and boss. I’ve always been proud of Lynn and how she attracts so much attention with her beauty and huge breasts. Though, it wasn’t until my boss showed her so much obvious attention that I began to fully comprehend the affect she has on men. I’ve always been fearful of and deferential to my boss. So when he showed even more interest in my wife when he asked us to join his reenactment group, I somehow felt inferior to his strength and position of power over me, and tried even harder to please him.

Maybe some of my growing, submissive tendencies also had something to do with me seeing his huge cock in the restroom, which even soft is much larger than mine. I think the first time I got some inkling that he might try to fuck her was when he rubbed his crotch when she was being fitted for her wench costume. His intentions seemed obvious, and I found myself fantasizing about him fucking Lynn with his big cock. I think that’s why I persuaded Lynn to take the wench role, and even encouraged her to drink more ale and become friendlier with the men in the inn.

Over the period of several weekends in the village, my dick was constantly hard watching my wife as she allowed the men to take more liberties with her. Trent was especially aggressive with her, so I wasn’t that surprised to see her go upstairs with him yesterday. I had heard about his reputation for fucking the wenches, and still didn’t intervene.

I think deep down I wanted Lynn to be able to experience being fucked by a dominant, big-cocked man like Trent. All of the other people in the inn knew that he fucked my wife, and many even congratulated him about his conquest. I was humiliated when I then walked up the stairs to our room, and was surprised that I sexually craved that feeling.

On Sunday morning, we slept in after the all the events and emotions of the previous night. At mid-morning, Trent knocked once and then entered our room, waking us from a deep sleep. He chuckled to himself before saying, “It’s getting late, and I wanted to make sure that you two are alright. I think I can tell from the fact that you’re still here, that you’ve come to terms with your new roles. I’m so happy that you want to continue in the group, and I think you’ll both enjoy it more and more as you become acclimated to other aspects of your roles. Remember that we’re still in our roles here.”

We didn’t have to wait long to see what he would do next, as he started taking off his trousers. Nelle pulled back the covers to reveal her naked body and spread her legs for him. I got excited when I realized that he intended to fuck my wife in my presence to illustrate his dominance over us.

What he did next surprised me as he sat on the bed with his pants and underwear pulled down and said, “I can see that you cleaned Nelle up very nicely for me last night, Stuart. I hope you enjoyed the taste of my semen and sperm, and I want to show you another aspect of your role before I let you watch me fuck her slutty cunt again. Get down here on your knees and suck me hard to fuck our wench.”

He spread his legs and I hesitantly got on my knees between his legs. His cock was heavy, thick and meaty, just as I remembered from the urinals at work. His musky crotch reeked of the sweat and stale sex fluids from fucking Lynn the previous day, since none of us were able to shower while in character. I looked up momentarily and saw Nelle watching intently to see if I would so easily debase myself by sucking my boss’ cock in front of her.

I had never even thought about sucking a cock before that moment, but I was becoming aroused in that staged situation where my boss was dominating us for his own pleasure. Nelle stared at me with a look of both compassion and disdain as I lifted his meat with my hand and covered the ozzing, vile and aromatic head of his cock with my mouth. I started sucking his cock aggressively and Trent lay back on the bed and pulled Nelle over him so he could suck her breasts. His cock was hard within a couple of minutes, and I was choking and gagging on the size of it as he thrust his hips, pushing it farther into my mouth and throat.

After sucking him for only a few more minutes, he pushed me away, and climbed on top of my Nelle, shoving his huge, hard cock into her adulterous cunt. I stayed on my knees at the end of the bed, looking up between their legs, as I saw his massive cock part her pussy. I was amazed that she could take such a big cock, as her hairy labia stretched obscenely around his phallus.

His balls are also huge and they swung and slapped noisily against her thighs and ass as he fucked her. Nelle’s big breasts were moving and shaking like jelly as he pounded her cunt. The bed was slamming loudly and rhythmically against the wall, and I knew that everyone in the dining area below would know that Trent was fucking my whore wife again.

I knew from her moans that Nelle was having one orgasm after the other, in a way that I would never be able to give her. In just a few minutes, Trent buried his cock in her to the balls, as his ass tightened and clinched and the base of his cock flexed and throbbed as my boss inseminated my wife for the third time in less than a day. He soaked his softening cock in her married cunt for several minutes before rolling off to the side. Then I dove between her legs to suck her clean, before taking his cock back into my mouth to clean their fuck slime off of it.

After I cleaned his cock and balls, Trent and Nelle sat nude on the bed as he talked more about our roles. He said, “I couldn’t be happier with how you’ve both accepted your roles. My friends and I are going to have a great time exploiting both of you, and I’ll enjoy being sucked off at work when I need it too. I have instructed the other players to treat Nelle like the whore she is, and Stuart, you can expect to be ridiculed and teased just as cuckolds were treated in the old days. There’s one other thing that we need to do to take advantage of these magnificent melons of yours.”

“Before Marlee and her husband moved away, she had agreed to induce lactation for us. As part of her role, we were going to use her as a wet nurse, providing adult suckling for me, my friends, and any other men in the inn who wanted it. I’m hoping that you will agree to do that, Nelle. Your breasts are so beautifully formed, and it will be erotically stimulating for you, as well as providing sexually arousing and nutritional benefits to me and my friends; before, during and after the times we are fucking you.”

“I’m willing to pay you two twenty thousand dollars per year since it will require a sustained effort on your part to keep the milk flowing between our weekend events. I also will pay for both the medication to induce your lactation, and for a professional-grade breast pump. In addition, my friends and I would like to stop by your home as often as possible to suckle you when we fuck you between weekends at the village. That is if you two agree to let us take your cuckold roles beyond the village.”

We agreed to Trent’s offer and began our cuckold life both in the village and at home. Lynn became an insatiable whore for those men, and found that having her lactating breasts suckled made her even hornier for those big cocks. She became so popular as a whore at the village that Trent started allowing her to charge for her services as a way to reduce the demand. The men needed to purchase simulated coins of the realm for what would be the equivalent current value for prostitutes, with a lesser fee if they just wanted to suck her breasts.

During the Tudor period in England and Wales (1485 – 1607), soldiers were paid ten pence per day, which was considered to be an exorbitant amount at the time. So Trent set an arbitrary exchange value of ten dollars per pence for them to purchase the coinage. Nelle charged ten to fifteen pence to be fucked, depending on demand, and five pence for them to suck milk from her breasts, which still isn’t that expensive for the sexual services provided.

I learned that my submissive personality was perfect for the cuckold role, and Trent wanted me to quit my role with the blacksmith to focus on supporting Nelle as she prostituted herself. Since there were no showers and everyone was usually sweaty, he wanted me to keep the men clean by sucking their cocks and balls both before and after they fucked my wife.

Even with me sucking Nelle’s cunt after each fucking, her pussy was still getting pretty aromatic and raunchy by the end of most weekends, when she had been fucked at least thirty-five times. I was sucking so much cock and swallowing so much cum that I wasn’t usually hungry, except for an occasional beer or ale to wash down the semen residue from my mouth.

We have now been in this lifestyle for four years, and Lynn has been lactating the whole time. I’ve come to enjoy having some of the men stop by our home so we can suck and fuck them more leisurely, and I have also become a cock sucker for six of the men at work, including Trent who always seems to be horny and ready to pump another load of his fuck slime down my throat.