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Hey there everyone. This is the account of my wife Jenna's first time with another man. Some details have been added to make it a bit "sexier". This is the first ¼ of what I have written. I would love to hear some feedback. I have the rest of the story written and I am in the process of cleaning and editing. This has been a labor of love for the past few years. This is the first time I have ever written anything left alone a fully story and I finally got the nerves to post the first part. Please note, the names have been changed. Enjoy!

Text here. Visuals inside.
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The Liberation of Jenna

My wife Jenna and I met right out of college, working seasonal jobs at different hotels in a national park. We were both in our early twenties, seeking a bit of adventure before diving into the “Real World” of careers, bills, and responsibilities. I was the manager of a large hotel, and she managed the ‘activities desk’ at a nearby sister hotel. Early in the season, Jenna was assigned to spend five days training new activity desk clerks at my hotel before her own opened for the summer.

On Jenna’s first day, a front desk employee knocked on my office door to let me know that the activity desk trainer had arrived. 

I looked up from my computer screen. “Wonderful, send her in.” 

A few moments later, a drop-dead stunner of a woman entered my office. My heart did an unexpected flip, and in that instant, I understood the phrase “love at first sight.”

She stood at a petite five-foot-two, with a slim, almost athletic build that gave her an effortless grace. Her sapphire-blue eyes held a quiet intensity, framed by a soft wave of shoulder-length brunette hair that seemed to catch the light just right. There was a natural elegance about her, an air of quiet confidence that filled the room.

Her pale skin had a porcelain quality, needing only the faintest touch of makeup to accentuate her cheekbones and the gentle curve of her jawline. Despite her 105-pound body, her breasts more generous than one might expect on such a slim frame, filling a 34C cup bra under her blouse. An added a touch of allure to her otherwise reserved appearance, a subtle reminder of the femininity beneath her composed exterior.

Though her tailored blouse and pencil skirt were conservative, they couldn’t quite hide her curves—her figure subtly alluring despite the reserved attire.

As she crossed the room, I scrambled to stand up, nearly stumbling over my chair. “Oh… h-hello! I’m Ryan,” I stammered, feeling my face flush as I fumbled for an excuse. “Sorry, I was completely lost in payroll and didn’t realize my foot had fallen asleep.”

To my relief, Jenna just smiled, brushing off my awkwardness with a warm, easy grace. “Hey there, I’m Jenna.”
We exchanged introductions and a few pleasantries. I gave her a brief orientation to the hotel, doing my best to keep my cool. When she left, I found myself letting out a breath I hadn’t realized I was holding.

Over the next five days, I found myself looking for excuses to “run into” Jenna. I started taking lunch at the same time as her training sessions, hoping to catch her in the employee dining room. I’d drop into her training sessions, pretending I wanted to learn more about the job, or linger by the employee recreation areas where she sometimes stopped with her trainees. Each time, I tried to play it cool, but I was sure my interest was showing.

By the end of the week, we’d become friendly, sharing inside jokes and easy laughs. As she wrapped up her training, we set up plans to go for a hike and then grab dinner at a little diner just outside the park. I walked away that day feeling a mixture of nerves and excitement, sensing that this was just the beginning of something more.

Our first date was going wonderfully—until I found out she had a boyfriend. He’d stayed back home, working a summer job, not particularly interested in the outdoorsy life of the national park. Even after learning about him, I held onto some hope; after all, she had still accepted my invitation to dinner. As I dropped her off, I asked if she’d like to “hang out” a few days later. To my relief, she agreed.

Three days later, we went for a sunset walk to a beautiful overlook, had a drink at the hotel bar, and later cozied up around a little 5-inch portable DVD player to watch some cheesy rom-com I’d borrowed from a friend. Near the end of the movie, we shared our first kiss. For me, it was electric—a spark that seemed to race through my whole body, leaving me feeling light, almost like I was floating.

But the magic of that moment didn’t last. Right after the kiss, Jenna pulled away, looking a bit embarrassed and flustered. After a pause, she explained, somewhat apologetically, that she came from a strict, ultra-conservative family background. For her, “cheating” was a line she couldn’t cross, and she insisted we hold off on any more physical contact until she could end things with her boyfriend in person.

I assumed that once she was officially single, our sex life would be straight forward between us, like they had been with other women I’d dated. I was very wrong.

A month later, Jenna took a long weekend and traveled back home for her Grandmother’s 80^th birthday. While she was there, she broke up with her boyfriend. We had sex on our first date after she returned to the park.

Unfortunately, the sex was horrendous.  Foreplay reminded me of my first time as a 16 year old; making out, light grinding, grouping her firm body, and I slipped a finger into her pussy while we made out. Jenna gave very little indication if what I was doing was working other than her pussy getting wetter.  The sex was very vanilla missionary style.  Despite my cock being just slightly smaller than average, Jenna’s pussy was the tightest pussy I had felt and clamped down on my cock.  After six weeks of courting, her perfect body, and tight pussy – I was only able to last 10 minutes before I came in the condom. 

I must admit that I was a bit disappointed but, figured that it was or first time, things would improve as she become more comfortable. That never happened, our sex never had any dirty talk or even moans, oral sex was a line too far for Jenna, and always in the missionary position outside of the half dozen I talked her in to doggy style. The only reaction I would get from Jenna would be the light gasps as I entered her or she “came”.

Anyway, I figured I could not complain too much, this woman was definitely the hottest woman I had fucked and there was not a chance in hell I would do any better. In my mind, there was no way I would every fuck an 8 again let alone a 10.  Anytime I saw her nude, I was immediately rock hard looking at her tone body, with perky 34C cup breasts, and perfect little ass. 

Outside of our sex however, everything else about Jenna was perfect. We shared the same interests, hobbies, and aspirations in life. By the end of the summer, we were engaged having only known each other for three months. Then ten months later, we were married.

Part 2 – The New Job

Jenna and I settled in to a normal and wonderful suburban married life: careers, bought a house, and got a dog. Although, my attempts at prodding Jenna into anything much more exciting than her once-a-week wifely duty, “ordinary vanilla sex” had put a major strain on an otherwise great marriage. After eight years of hitting what seemed to be a brick wall in this area. Her bedroom demeanor hadn’t changed, and in-fact became more boring; she had given me five blow jobs and let me cum in her pussy without a condom twice. I had finally given up and was strongly considering a mistress or prostitute before I totally forgot what real sex was like.

Then one spring afternoon, Jenna took a step that changed our lives forever. She had become bored with her job, where she was underpaid, underappreciated, and overwhelmed by the quantity of work. She applied for and was hired at a job as the controller for a local 75-employee software company. My wife’s new boss, Steve, like I, had taken strong interest in her from the moment he saw her, and he immediately her hired for the position even though it was beyond her qualifications. Knowing this she had worked very hard at mastering her jobs demands; partly to prove herself but mostly to prove her abilities to Steve.

Steve was a married multi-millionaire had the hots for Jenna from day one. Immediately after being hired, Steve took every opportunity to get into her pants, through comments about her body, light touches on her ass or hips, or pressing his body against hers every time they were going over something. Every time he would try to touch her, Jenna would jump away from him. Because of her rigid, conservative background, Jenna consistently rebuffed his advances. Steve wasn’t used to this kind of rejection, and he promptly listed Jenna as a major challenge in his life.

In high school, Steve was always the captain of the team, president of the class, and dated the hottest girls. In college, it was much the same with less effort, even landing the most desired internships. After college, Steve had married a beautiful blonde bombshell, skipped the entry level jobs and right in to a 80K a year job, and within a couple of years was the VP of his division. Now Steve was the founder, CEO, and Chairman of the Board of the hottest software company in the industry, and because of his undisputed success, everyone, including Jenna, seemed to hold him in awe. For Steve, “success, business, and women” were somehow all tired together. The fact that he and many of the women he bedded were married didn’t seem to enter into the equation when he was looking for a new conquest.

After months of perusing her, Jenna’s boss started to wear her down to the point that she started telling me about her boss’ desire. Jenna closely studied my reaction each time she mentioned it, thinking that this would shock me.  I never reacted as I really was not worried about Jenna; I only think to myself, “He has a lot to learn about Jenna”.

Over the months, Jenna continued to shareSteve’s subtle sexual advances. Frankly, I was getting a bit bored hearing about these dead-end attempts by Steve to get into Jenna’s pants. Finally, I blurted out something that I instantly regretted, something that betrayed my complete frustration, “He’d be disappointed”.

Anger flashed in her eyes, and I struggled to quickly amend my comment. “I mean”

She interrupted, “I know what you mean.”

For the 100^th time she explained the hold of her conservative background and the fact that she was, in the words of some of the women she worked with, ‘the token prude of the company’. As if her reasoning would be all the explanation needed to explain our arid sex life.   

I found myself jealous of other husbands when they talked about the sex life they had. Maybe they were rubbing it in. She was right though; it didn’t take too much time around Jenna before the word “prude” came to mind. In fact, I think it was the prospect of bedding “an attractive prude” that represented a major challenge for Steve; or maybe he recognized something else beneath surface.

At any rate, Jenna’s boss wasn’t used to being so soundly rebuffed by any woman, and since failure wasn’t in his vocabulary, he doubled his efforts to add Jenna to his many bedpost notches.  Due to my own frustrations with Jenna and her obvious discomfort with the situation, I was starting to enjoy this little drama. I even found myself secretly rooting for Steve; maybe as a way of excusing the flood of wayward thoughts I had been having. 

Finally, after five months on the job, Jenna came right out and asked me what I thought of Steve’s attention.

I was tired of her pussyfooting around the topic, so I thought I would introduce a real-world response. “He’s obviously wants to get you into bed.” After clearing my throat, I added “Besides, I can tell a part of you is curious about sleeping with him. Otherwise, you would have put a stop to it. Am I wrong?”

She turned away embarrassed without saying anything. I was surprised she didn’t stomp out of the room.

I then added, “I guess it wouldn’t hurt your job rating either” She looked at me incredulously and her voice filled with annoyance. “You don’t really mean that!”  I obviously had to handle this carefully.

I narrowed my brow in thought, searching for the best way to handle this before speaking up “Well, I’m not even sure why we keep talking about this. You don’t think I’m actually losing any sleep over this, do you?”  She didn’t like that response and retorted “What if I did do it?”. Her voice still full of annoyance.

I shrugged and spoke up, “Then I guess you and your boss would spend some exciting time together”. Then I added “Don’t you both want to?” She eyed me suspiciously. “I know he does.”

I returned her suspicious glance and the raised a brow as I said, “What about you Jenna?”

She didn’t answer, which in itself told me something. Maybe something inside her was changing. My job was now to keep the ball rolling.  “Would you like to go to bed with him: yes or no?” She was frustrated at being forced to answer. “Well, I guess it would be interesting” I sighed in feigned frustration to keep up the façade.

She looked angry “You don’t think I could.”  I didn’t answer; I didn’t need to. Again, things had moved too far and too fast for her; she immediately left the room. 

Later that night in bed when I was reading, she unexpectedly looked over to me said “How would I go about it?” Her mood had changed, and although some time had passed, we both knew what she was referring to.

I had not expected her to bring it up again for a long time, if ever.  I closed my book, blinked, did my best to hide my shock and furrowed my brow in though before speaking up. “That’s simple; when he comes on to you again, don’t pull away.”

 “But what if he tries to kiss me, or put his hand on my breast, or something? I don’t know if I could let him do that. I’ve never let any man do that; I mean besides you.” She protested.

I squelched the temptation to say, “And you’ve never been too comfortable even with my doing those things.” Instead, I thought I would try to introduce a bit of humor. “And I guess you figure that you two could have sex without touching. I would like to be there for that.”

She started at my face for a long time looking for a sign that would let her out of this conversation. She had assumed that I would have put the brakes on the conversation long before now.  

Finally letting out “You can’t be okay with this. 

I shrugged “Have you heard me say no?”

She studied me, “It’s only because you think I could never do it”

My totally counterfeit smile communicated my response and like that our conversation came to an end.

Part Three – The Challenge

A couple days later while eating dinner, I noticed that Jenna was exceptionally quiet.  Concerned, I asked her “What’s up? You’re really quiet tonight.”

She blinked at me, looked down at her plate and pushed around the food in thought before speaking “I have a confession, I don’t want you to be mad; but when her Steve hit on me for the hundredth time today. I didn’t move away like I usually do when he grabbed my ass”

She looked up and me and blushed, “I think Steve was as shocked as I was.”

She studied my face for a reaction, not seeing one she then continued, “He then pushed his body against my back, started fondling my breasts while kissing the side of my neck. He then grabbed my chin and pulled my face to his and kissed me! That’s when he started to try to put his hands down my skirt is when I finally pulled away and suggested, ‘Maybe you should just come over sometime and we can play in a more private setting’ and the I promptly exited his office”

Jenna skin became flushed a bright red, I wasn’t sure if it was out of excitement of her experience, embarrassment from telling me, anger at what took place, or a combination of all three. Regardless, I was amazed and my cock had become rock hard in my pants. I thought ‘Maybe this flight was about to leave the ground'

I swallowed my last bite “I hope you didn’t make any promises you can’t keep” She cleared her throat nervously “You still don’t think I can do this.” I didn’t answer and smirked at her. She took my silence as an implied ‘no’.

She squinted at me and spoke again “If he comes over, you are not going to be here, are you?” Maybe she was just testing me, maybe not. Either way, I wanted to push the conversation forward and with a half-smile I said “Sure. When you chicken out, I want to see it for myself.”

Jenna considered the situation. “Shit! He is my boss. What have I gotten myself into?”

I had actually thought through this remote possibility, and depending on how things developed, which was still very questionable, I had a rather good idea of what could take place and, more importantly, what I thought the consequences would be. Jenna knew that with me on the scene, she would never hear the end of it if she chickened out. She had sort of invited her boss over, and now was quickly becoming trapped in the situation.

I explained that we knew that her boss was very much married, with millions of dollars to lose if his marriage broke up. He was looking for a new conquest, not a new wife. Likely, he would want to keep this all a secret and no one would be the wiser.

Jenna didn’t respond and we finished up dinner. That night however, when we had our weekly night of sex, Jenna was a bit more responsive. She seemed to be enjoying sex – she pressed her hips into mind lightly which made my cock go just a little bit deeper into her, she moaned a little bit louder with each thrust, and kissed me harder when she came.

Over the following weeks Jenna came home nearly everyday with a new story on how she let Steve fondle her body that day. It never progressed beyond over the clothing petting or light kissing. All the while her boss continued to press her about her invitation, and Jenna continued to stew over how it could be handled or rather, how she could escape the situation. 

One of Jenna’s quirks is that she always got a new outfit for important events. To keep the ball rolling, I suggested that we go pick out what I’ll generously call a ‘dress’ at Victoria’s Secret for her date with Steve. This would help cement a commitment in her head.

Her new dress was more like lingerie, the whole outfit was made out a sheer material, which in the right light was nearly transparent, the bottom of the ‘dress’ was barely low enough to cover her ass, and even with a bra on her breasts nearly spilled out of the top.  

After we purchased it, I suggested that she wear it with no bra or panties when Steve came over. She shook her head ‘No'. I explained further, “You have to send a message! You want him to see that you want him to fuck you!”

She blushed “I think I already have. Now he’s insisting that I set a time when he can come over”

The next two weeks near zero progress was made, but finally after a lot of prodding from Steve as well as my ‘I knew you wouldn’t do anything’ comments, Jenna asked if she could invite him over the following Saturday. She fully expected me to say that things had gone far enough, but I’d obviously had plenty of time to deal with the possibility, so I said, “Sure, we’ve talked about it long enough.”

With no way out now, she agreed to invite him over.

Part Four – The First Night

All day Saturday Jenna was visibly nervous. When the time for his arrival drew near, she put on one of her old conservative dresses.  I called her a chicken and insisted that she change into the dress we had bought. Faced with the fact that I would never cease to taunt her about her decision, Jenna finally changed in to her new outfit and even left the bra and panties off as I suggested. Jenna looked in the mirror and immediately turned away, embarrassed at how revealing it was. The dress was form fitting at Jenna’s athletic body. Her perky tits threatened to fall form the sides and her small tight midsection only made her tits and hips look bigger. The fabric ended just at the end of the taper of her firm ass.  I could see she was having very strong second thoughts.

She crossed her arms trying to cover herself up “But, really; what am I supposed to do?”

I shrugged “It’s simple; just don’t say ‘no. Besides, this might be the hottest I have ever seen you”.  I wasn’t lying. Jenna looked amazing. I felt my cock grow in my pants and it took every bit of my strength not to try to fuck her then and there.

She looked at me curiously “But what about you being here?"

I smirked, kissed her on the cheek and said “Don’t worry, it’ll be fine. Besides, there is a good to fair chance that if I leave, you’ll somehow turn the whole thing into a business meeting, or Steve will do something that everybody would regret, and turn the whole thing into a disaster.”

Soon after, Steve arrived.  Jenna went to answer the door, from the kitchen I could hear him say “Holy shit, you look great. I can’t wait to get that off of you.”

I couldn’t hear what Jenna said next, it was fairly muffled. After a few moments, I heard what sounded like kissing before Jenna spoke up “Let’s head to the Kitchen, Ryan is nearly done with dinner.” 

Steve and Jenna walked in to the kitchen. Steve was dressed nicely and had arrived with two bottles of expensive wine and a rather erotic DVD. He had clearly gotten the idea of the possibilities for the evening. Seeing me, Steve seemed shocked that I was at the house but over an uneventful dinner, he apparently decided he would just have to cope with my being there this time. It was obvious he was going get Jenna on any terms he could get.

Over the next couple hours, we all had finished both bottles of Wine with dinner and had a few more drinks from our liquor cabinet as we watched the video that Steve had brought with him. We were all a bit drunk and turned on.  Jenna watched the videos with her boss sitting next to her. Steve’s arm was around her shoulders and through Jenna’s sheer dress, I could see her nipples peak as she watched the video, and she obviously felt the heat of his body against hers. I knew that she was really turned on by Steve, I had never seen that reaction in her before.

When the video was over, I suggested we tour the house. Eventually, we went into the master bedroom and Steve and I sat down on our large king bed on either side of Jenna. There was a nervous silence for a while, and then I started rubbing her shoulders, eventually letting my hands move over her tits. Her boss watched, confused, not knowing where this was going.

Finally, I slowly pulled the zipper down on her dress, exposing her round and perky tits. Jenna just shut her eyes. She took a deep breath, as if to object, but she didn’t.

This was an opportunity that would probably never present itself again, so I slowly pushed her down on the bed and rubbed her breasts as Steve watched. Finally, I took one of his hands and put it on one of her tits. With that, all his reservations dissolved. Although very nervous, I could tell by her breathing that Jenna was reacting.

I withdrew to a chair at the side of the bedroom. Steve looked over at me and stared for a moment, clearly, he didn’t want me to be there, but he was not about to jeopardize this opportunity by asking me to leave.

Steve leaned down took one breast into his mouth and squeezed the other with his hand. While sucking on one nipple he would lightly pinch and trace the other with his fingers. Occasionally, he would deeply kiss Jenna, sliding his tongue into her mouth. At first, she did not return the kiss but simply let him stick his tongue in to her mouth. As time progressed and she became more comfortable and aroused, she began to return his kisses with more fervor. Steve then slid a hand down between Jenna’s legs and slid up the bottom of her dress a little bit. His fingers making their way to her pussy. He slowly traced either side of her pussy with his fingers, lightly rolled her clit under his ring finger, and then slid it down between her soft pink folds. Steve was overjoyed to find that her body betrayed her as he felt the warm wetness that had soaked her pussy.

His fingers slowly penetrated her tight pussy as he began to rub her clit with his thumb all the while kissing her deeply. Jenna squirmed and gasped as his ring finger already deep in her pussy was soon joined by his middle finger. Steve curled his fingers and began to lightly press on her G-Spot and immediately Jenna’s back arched in pleasure. After a few minutes, I saw Jenna gasp bite her lip and curl her toes. She was one the verge of cumming! 

Before Jenna could orgasm, he quickly stopped finger fucking her and slid off her dress completely off. Jenna was now nude on the bed in front of her boss. She looked up at him, embarrassed, but did not try to cover her nakedness.  She glanced at me to see my reaction or maybe it was a cry for help, either way, I tried my best just to look casually interested. Jenna not seeing a reaction from me, put her arms over her head, and just looked up at her boss.  Given the situation, he was still hesitating to go further. Jenna had apparently made a decision, while maintaining eye contact with Steve, she spread her legs. As if to invite him in.  It was at that moment that we all realized that things had reached a point of no return.

Not wanting to risk Jenna changing her mind with further foreplay, Steve quickly pulled off his clothes, his fully hard cock spung out as he pulled off his boxers. His cock was about 9.5 inches long and about the width of a soda can. Jenna gasped loudly and closed her eyes as Steve climbed on her and guided his into her now soaking wet pussy.  As his cock entered her tight pussy, her eyes became wide as she whimpered “Oh my god”. I could see her gasp for air as his cock slowly slid into her on his first stroke.  The size of his cock was three or four times bigger than anything she had ever experienced. After a few strokes, Steve’s massive cock was fully in Jenna. As he thrusted his massive cock into her tight pussy, I could see her becoming wetter with every thrust and her pussy grasp a little harder. It was obvious that her mind racing to comprehend all the feelings inside of her: pain from the size of the cock, extreme pleasure, excitement at the situation, and embarrassment.

For Steve, this woman had finally surrendered to him; he had accomplished his goal.  For me, that was a moment of very mixed feelings, seeing my wife under another man. I immediately realized how Jenna’s 5’2 frame was absolutely dwarfed by Steve’s 6’2” muscular body. Even when I was in the best shape of my life in my 20’s there is no way I would have been in the same ballpark as him when it came to physique.

After a few minutes of Steve thrusting deep into Jenna’s pussy, he realized she that was just lying there not doing anything. Steve hoping to get Jenna to show him sort of response said, “How about a little enthusiasm here.” Jenna looked at me and I nodded, and soon had her hands on his butt, regularly pulling his thrusts deeply into her. Although a bit drunk, she was trying to be good in bed for her boss. She knew that Steve had slept with a lot of women, and I’m sure she felt she had to “measure up to the competition.”

The fact that he was a good, I might even say an excellent lover, could not be denied. I tried to dismiss all comparisons from my mind. Slowly she started responding in ways that I hadn’t thought I would ever see. Maybe the booze had something to do with it; maybe not. Steve raised his head and studied her as he continued his thrusts. Finally, after all these months of trying to get her into bed, his cock was deep inside of Jenna. I could see the look of victory in his eyes.

Jenna’s look and actions were strange, like someone who had been completely taken over. At that moment, I got the feeling that he completely owned her. I wondered if she too had been wanting this moment for a long time and the months that he had been pursuing her amounted to a kind of very prolonged foreplay.

For the next twenty minutes, Steve continued to fuck the tiny woman without stop. He would adjust the rhythm of his thrusts with her breathing. As Steve’s tempo increased so did the frequency of Jenna’s moans, whimpers, and gasps. He would grab her chin and pull her face to his and kiss her deeply if she gasped or moaned as if to establish that he was in charge. I could see beads of sweat forming on his brow as he adjusted himself to lift his body off of hers to give him better leverage on her tight hole.  With his body off hers, I was mesmerized by how Jenna’s pussy seemingly grabbed and pulled in his cock as he pulled almost completely out of her cunt and how her full tits bounced up and down with the thrusting of Steve’s cock. 

As Steve got closer to cumming, he began fucking very rough as if he was using all his strength to slam his cock into her pussy. It got to a point that I was worried that he was really hurting her. Steve thrusted his cock deeper into Jenna’s tight cunt that I thought possible while he put his hand around her neck and lightly started choking her. As he did, she clung to him and I saw her body flush in a way that I had never seen before.  Jenna’s eyes rolled back in to her head, she let out a loud guttural moan of ecstasy, and then to my shock, Jenna’s legs wrapped around Steve’s hips and pulled him into her harder.  As she did, Steve grunted loudly, as his cock pulsed as it filled her pussy with his seed. I leaned forward partly to get a better view and partly to hide my throbbing cock which had set up a tent in my pants. From my vantage point, I could see a mixture of Steve’s cum and Jenna’s pussy juice dripping from Steve’s cock at every thrust.

This continued for a few moments until Jenna started quivering in a mind-blowing orgasm. She hands fell to her sides and she laid there motionless for a few seconds. Steve, like Jenna, was drenched in sweat he kept his cock in her pussy while he continued to hold himself up with one arm and caught his breath. Within a moment or two, Steve laid down on her and just held her. I could see him whispering things in her ear followed by her nodding; I tried to lean to hear what he was saying but it was too quiet. I can only assume he was giving her instructions.

Slowly she started to respond to whatever Steve was saying. Now for the first time in her life, Jenna was initiating sex, her mouth found his and I could see Jenna’s tongue swirl around his. The couple continued to kiss deeply and within a few minutes he slowly started thrusting again.  

He whispered something in her ear and I heard her say “Yes”.

To this day I still do not know what he said, but Jenna got a big smile on her face and pulled his face to hers and kissed him deeply again while their motion again flowed together as their pace slowly increased. He kept whispering things in her ear, and she was responding with sounds of pleasure. This time Steve fucked Jenna at a steady pace for close to thirty minutes. Every few minutes, Jenna’s heavy breathing and moans would turn into near screams as she approached orgasm. Steve would slow down the pace, whisper “Not yet girl” into her ear, and bring Jenna down from the brink of cumming. When she had returned from the brink of cumming, Steve would whisper “Good Girl” and slowly speed up the thrusting of his cock into her pussy.  Steve was going to make Jenna earn her orgasm and she delighted in being a good student.

It took a while, but this time Steve came with slow, deep, violent strokes.  Jenna cried out several times as Steve came, whether because of pain, pleasure, or both; I didn’t know; possibly it didn’t matter. Finally, she screamed out “Holy Shit” as her whole body clinched and began to quiver as Steve filled Jenna’s pussy with cum for a second time. The couple covered in sweat and cum laid on the bed motionless.

After a few moments, Jenna looked over at me, sweaty, nude, and embarrassed. From my vantage point, I could see a little bit of Steve’s cum dribbling out of Jenna’s pussy. Seeing Steve’s cum in Jenna’s pussy made my little dick throb. In eight years of marriage, I had only cum in her twice. In less than four hours, Steve had matched that. 

I was in a trance staring at my freshly fucked wife. In that moment, she had never been more beautiful to me. I may have stared at her for a second or a minute, I do not know. Nevertheless, I snapped back to reality as Steve got up and started to dress. As Steve stirred looking for his clothing, Jenna stared at him for a moment, as if she was trying to figure out what happened. She was staring the gigantic cock that was just inside of her. She suddenly snapped back to reality and quickly headed to the bathroom, largely I think to escape her own embarrassment. 

I walked Steve to the door. He looked at me and then glanced away, searching for words “This is a bit award, but I enjoyed her and I appreciate…”  I interrupted, knowing that it would be a hard sentence to finish. “I guess you think that since you’re her boss, you can now have her any time you want, well you can you know, she belongs to you now.”

He looked surprised at the statement. “You think I would do that?” I nodded “If she wants to keep her job, she can’t exactly say ‘no,’ can she?”

He started to protest, but he understood the way I said it communicated something else.  He immediately assumed that I wanted her out of the way as much as possible for my own exploits. His interpretation was fine with me. 

I looked squarely at him. “As long as you treat her right and see that she isn’t hurt in any way; she needs to experience doing new things. I guess you can handle that.”

He glanced toward the bathroom, where we could hear the shower running as Jenna rinsed herself off.  “She can be pretty resistive.” I knew Jenna, she would have would have major guilt and second thoughts about this. A second and third time would be crucial to getting through that.

“You don’t think you can get her in the sack again?”  He smiled, still without looking at me. “I’m supposed to be pretty good at that kind of thing.” I looked directly at him. “Let’s see if you really are.”  He turned and studied my face for a long time, searching for my motivations. Finally, he just turned and left.

When I returned to the bedroom Jenna came out of the bathroom, she was still nude but now had a towel wrapped around her.

No longer embarrassed, she seemed almost jubilant. “You didn’t think I could do it, did you?”.

I shook my head, “No, I didn’t.”

As I watched her picking up her hastily stripped off clothing; I added “I guess you enjoyed it.”

She hesitated, embarrassed. “Kind of.” I smiled. “What I saw was much more than kind of.” She giggled like a schoolgirl. “I guess.”

“What if he asks you again?” I asked.

She dismissed the thought. “I just had to prove something; you know that.”

I raised an eyebrow “And you think you can say no to him now and keep your job?”. That stopped her abruptly. “What are you saying; I can’t say no now?” I nodded to confirm what she “Think about it.” I was surprised she hadn’t; but, then again, she was new at this kind of thing. As Jenna slipped into bed, she looked at me quizzically and asked “Okay, so what if he does ask me to go to bed again?” There was only one answer “Say you will.” She studied me. “Serious? You want me to go to bed with him again?” Again, I nodded, “Yes.”

Jenna had a brief moment of realization, thinking that Steve may not want her anymore now that he had conquered her. “What if he doesn’t ask again? He got what he wanted.”  I smirked as I slid into bed next to her. “He’ll ask.”

The two of us laid in silence for a moment, the sound and flickering of the TV had diverted my attention long enough for my erection to subside when my beautiful wife surprised me again that night. Jenna moved closer to, I thought to snuggle like she did nearly every night, this time however, as she got closer, she whispered in my ear “I’m still horny, fuck me”

mmediately, my dick grew hard at the thought of my wife initiating sex for the first time in our relationship. I turned and kissed her deeply and then down her neck. Suddenly, a sweet smell hit my nose as I reached the nape of my wife’s neck, it was Steve’s cologne. Rather than be turned off as expected, I was even more turned on.  I went to climb on top of Jenna but she stopped me with a shake of her head, pushed me back down in to the bed and climbed on top of me.

As Jenna’s slid down on my cock, I noticed that her usually very tight pussy was much wider and didn’t feel as if it was a clamp on my cock. It really felt as if my cock was barely touching one side of her velvety smooth pussy. After Jenna rose up and slide down on my cock a few times, I realized something viscus and wet was running down my cock.  Amazed at thinking my wife was dripping wet, I looked down as her pussy slid up my cock yet again and noticed a thick creamy white substance. It was Steve’s cum. My wife’s pussy was lubricated with her bosses cum. Even though Jenna had literally been on my cock for 20 seconds, as soon as I realized that my cock and her pussy were coated in Steve’s cum, I instantly had one of the hardest orgasms of my life.

Jenna knew that I had just came, a frown came across her face “Really? That’s it? I wanted to cum again!

She got up, went to the restroom as I cleaned up. No more words were exchanged as we fell asleep.