As December approached, Freddie and Janet's sexual relationships had evolved, although perhaps neither of them recognised the slow creep of these small changes. The intimacy was still there, but the sexual focus had shifted away from stroking each other to one of mutual masturbation.
It had become the norm!
When Freddie wanked, he would suggest naughty things Janet could do with his best friend, Hugh, or sometimes, even other men. He was feeding his girlfriend’s desires, and they both knew it. Their only check was Hugh’s girlfriend, Jenny. Then, when Freddie wanted his release, he would cum all over Janet’s breasts.
For her part, Janet never saw the subtle change. She loved Freddie and enjoyed the mutual masturbation, even the part when he shot his load over her tits. She never found it demeaning, although when Janet attended church each Sunday with her mother and prayed, she would silently ask for forgiveness.
However, it was the idea of exposing herself to other men that simply went straight from her head to her pussy, or 'cunt', as her boyfriend occasionally called it. Each time he said it, she would tell Freddie off for using such an abhorrent word, and yet, the very word always sent a warm, naughty thrill through Janet. There was something so primal and raw about using the C-word.
With Freddie’s encouragement, Janet’s exhibitionism had taken another step. Now, in the chill of the late autumn air, she felt comfortable walking around the Cortina nude, but only within the safe confines of the walled, derelict old warehouse yard.
Of course, her mother never got to see the way her daughter dressed when she went out on the town with Freddie. However, she had met him and was impressed by the good-looking, polite young man. Though she was maybe not as impressed as when she learnt that his parents were wealthy and owned a large building company.
Then, with Freddie’s Senior Christmas College Ball on the horizon, Hugh and Jenny broke up. She had found someone else, and although Hugh was upset, he was far from devastated. His eyes had been opened to the possibility of finding a girlfriend who was more like Janet.
However, Freddie suggested that it would be impossible to do in the two weeks before the ball. Janet was unique because she was beautiful, sexy, flirty, and willing to go to the ball with both of them!
The remark surprised Janet because she and Freddie had not discussed it before. However, as she stood there silently, not wanting to argue with Freddie in front of Hugh, a wicked thought materialised in her head.
Janet realised that she liked the idea, even though Janet knew she would have to pray a little longer when she went to church.
That Friday night, a week before the seniors’ Christmas college ball, they experimented when they went out. It was just the three of them. Janet wore a new, short white woollen dress that had black buttons down the front that reached right down to her waist. It had been purchased by her boyfriend for this special night.
“You are wearing it for Hugh,” Freddie had remarked with a grin when he handed it to her.
It was a comment that sent a warm shiver of saucy pleasure down Janet’s back. Though it had remained unsaid, they both knew that Janet got off on the idea of showing off her young, hot body.
Though it was another comment from Freddie that left Janet feeling both shocked and aroused… “Tonight, I want you to be Hugh’s girlfriend.”
He hadn’t said, ‘Act like it or pretend to be it.’ He had instructed her to actually be Hugh’s girlfriend for the evening.
“I can’t do that,” Janet replied defensively, although there was a large part of her in agreement with the idea.
The moment was the start of their first, almost adult conversation on the subject. Freddie confessed that he liked the idea of seeing Janet with other men, and particularly Hugh. Janet reluctantly admitted that she found the thought of pretending to be with Hugh exciting. But she didn’t want a reputation.
Janet relented and stated, “Though Hugh needs to find a girlfriend… perhaps it would be okay if it were just for one night.”
Those words led to them returning to ‘The Bushel’ country pub on Friday night, with Freddie parking his Ford Cortina in the same spot under the large tree, although this time there was one big difference. Janet was sitting in the back of her boyfriend’s car with Hugh, his hand resting on her knee.
The walk into the pub and the meal felt strange to Janet. Unlike six weeks ago, she had gone inside holding Hugh’s hand and sat next to him as if they were a couple. However, because it was the start of the Christmas season, the pub was crowded this time, and nothing intimate happened.
It was only when they returned to Freddie’s Cortina that things felt different, more private. Janet was sitting next to Hugh in the backseat, and despite being in the pub’s car park, darkness seemed to surround them.
From the driver’s seat, Freddie turned round and looked at his girlfriend and quietly said, “Aren’t you going to cuddle up? Tonight, you are meant to be a couple.”
Then he turned to Hugh, who appeared to be extremely unsure about what to do, despite the three of them having an earlier three-way discussion. Janet had promised Freddie that she would show his best friend more of her bare skin tonight, but only if her boyfriend wanted her to do it!
Here they were, and Freddie now knew it would have to be him to take the lead if anything intimate was going to happen between the ‘couple’ now occupying the backseat.
He took hold of Hugh’s hand and placed it on his girlfriend’s bare knee. Janet was letting it rest there, knowing this was what her boyfriend wanted.
“It’s time for you two to kiss,” Freddie then excitedly stated, looking first at his best friend and then towards his girlfriend.
“It’s our first date,” Janet defensively remarked, trying to hide her nervousness, her panties already soaked.
“Janet, we kissed on our first date.”
“That was different, Freddie.” Then she looked at Hugh, knowing that she had never kissed anyone apart from her boyfriend. She was tempted, knowing it was what she had already promised her boyfriend.
Hugh’s hand still rested on her bare knee, its presence enough to send a pang of pleasure straight to her pussy. Hugh moved closer, and the couple embraced and then kissed, Janet thinking, “This was what Freddie wanted.”
She relaxed as she continued to hear Freddie’s encouragement, and the kiss turned into a full snog. When they broke apart, Janet was left panting, wanting more – just not here.
Janet breathlessly told her boyfriend, “Take us to our normal place, Freddie…” We'll wait until you get there.” She didn’t want her boyfriend to crash the car.
Nervously, they waited as Freddie drove, and the conversation was more of a distraction than anything meaningful. Hugh’s hand continued to rest on her knee, his fingers now softly circling, with every rotation a reminder of what was going to come.
When they arrived at the derelict warehouse and its accompanying walled yard, Freddie parked in his usual spot, which was the most illuminated area. As her boyfriend went and secured the wooden gate, Janet remembered the impressive size of the tent she had previously seen in the front of Hugh’s trousers.
She had no plans to go that far, but Janet couldn't help wondering if tonight she would be seeing her second-ever penis and whether it would be different from her boyfriend’s. It was a wicked thought that went straight to her already soaked pussy.
On her boyfriend’s return, Janet allowed herself to turn towards Hugh, their mouths soon finding each other’s as they resumed making out with Freddie watching on. With her arousal growing, it wasn’t long before Janet felt the familiar fingers of her boyfriend on her body. First, he encouraged her to open her legs wider, and then he began undoing her blouse buttons.
It was that action that had Janet breaking the ongoing snog with Hugh and asking Freddie, “Are you sure?”
All Janet got in reply was a libidinous “yes,” her boyfriend’s eyes only focused on undoing the black buttons on the white dress. A few seconds later, the material fell away, revealing Janet’s black bra. This is what had been previously agreed with Freddie: that Janet was going to show Hugh her tits.
With their kissing briefly stopped, Janet sat up and reminded both men, “What happens here stays here.” Janet released the clasp, and her bra fell away.
There was an audible gasp from both men as her two large breasts bounced into view, their pink nipples erect and pointing like two aerials towards them.
“Remember, Hugh, these are yours tonight,” Freddie excitedly declared, his face showing eagerness and pleasure as he offered his girlfriend’s breasts to his best friend.
He placed Hugh’s hands on each boob, producing a large smile from Freddie’s best friend and, perhaps surprisingly, an even larger one from Janet’s boyfriend.
She was lost in the moment. Her top half naked, two men touching her body, yet her dripping pussy untouched – unloved.
She needed more.
Janet’s hand came down onto Hugh’s cock, which was still in his trousers, and she couldn’t help but gasp as she touched it. The size of it felt huge.
She knew she had to see it!
Snogging Hugh once again, Janet’s hand began fiddling with the zipper of his trousers. Her arousal was making her a little desperate to see what was causing the impressive bulge. Despite going beyond what her boyfriend had agreed upon, he didn't appear to be trying to stop her.
Janet gasped.
A hand had slipped into her panties. It was Hugh’s—his middle finger sliding into her sopping cunt.
It was an action that had Janet breaking the snog and looking towards her boyfriend, only to be stunned. Freddie had his cock out and was masturbating as he watched his best friend fingering his girlfriend.
Feeling the need to clarify the situation, Janet broke away from Hugh, although his fingers remained inside her panties.
She looked at Freddie. “Are you okay with this?” Janet wanted more but needed reassurance, as she knew what they were doing wasn’t normal.
He seemed slightly shocked at her question, but he confirmed that he wanted this to continue.
As he spoke, Janet noticed that Freddie’s hand was still wrapped around his erect cock… and that it was still slowly moving back and forth – wanking.
That made Janet realise she had the freedom to play around with two men at the same time, but she needed to differentiate between her boyfriend and his best friend. She looked at Hugh and calmly stated, “If you want me to jerk you off, you need to give me five pounds.”
It was a comment that had the best friends looking at one another in surprise. Then, without a word, Hugh dug into his pocket and passed a five-pound note to Janet.
The erotic tension within the car had gone up several notches. None had expected this, and there was complete silence as Janet deftly released Hugh’s impressive cock. As she did so, she took in his shape, and particularly its length. Janet noted that it exceeded the width of two of her hands and was much longer than her boyfriend's. Then, with all the experience she had gained from her encounters with Freddie, she started to move her hand up and down – Janet was jerking her second-ever cock.
Hugh just lay back, taking his five pounds of pleasure, his fingers still inside Janet’s black panties and gently exploring her pussy.
It didn’t take long before it all happened.
The long cock in Janet’s hand started to throb as she clenched her legs together, Hugh’s fingers bringing Janet to her orgasm. As his girlfriend moaned, Freddie made a loud grunting sound, and his sperm spurted over his girlfriend’s tits. It was the cue for Hugh to join him, as Janet’s jerking action had him ejaculate over her boobs as well.
*****
At that very moment, Janet’s reverie and story were broken, as warm wetness splashed onto her jerking hand, her husband making a sound not too dissimilar to Freddie’s grunt from seven years ago.
John had come. He obviously enjoyed listening to JJ’s story. Even though this was not a fictional tale, it was his wife's college sexual experiences.
A little embarrassed, John questioned, “But you didn’t have sex with Hugh or Freddie?”
“No, John, but I wanted to, and I will get to that!” Janet grinned, giggled, and said while passing the tissues to her husband, “I see you liked my college story about entertaining two men.”
John wasn’t sure what to say, but after a pause, he bashfully mumbled, “JJ, let’s just say that it was hot.”
“And true!” Janet exclaimed with a knowing smile.
“And earned you a fiver,” John grinned, his embarrassment gone.
“John, do you want to hear the rest?”
“Of course I do.”
“Well, you better keep quiet…” Then Janet giggled, “And this time you can stroke yourself!”
Her husband fell silent.
“Actually, John, there isn’t much more to tell you. Afterwards, we all started giggling, though Freddie did ask me to walk around the car once fully nude. Which I did, knowing Hugh’s eyes were seeing my naked body for the first time.
“The following week, the three of us left the College Ball early, me dressed in a little red dress, which Freddie had purchased specially.
“We had agreed to carry on from where we had left off, that I would get fully naked, walk around the car, and make out again with Hugh. But it never happened…”
“Why?”
"That night, when we arrived at the partially derelict warehouse and its walled yard, we found out that it had been demolished that week.”
Janet giggled. “And the funny thing was, rather ironically, it turned out to be Freddie’s family company that had done it. He was so annoyed… Though Hugh just laughed and shrugged it off.
“However, I took it as a sign, maybe from God, that what I was planning to do was wrong. That I was not ready, and now I look back, I am pleased that I waited, and I lost my virginity with you, John.”
“I’m pleased you did too, JJ. Though I guess that I am also pleased you have had some experience with other men.”
Janet gave her husband a knowing grin and suggested, "It's time for you to clean yourself up."
On his return from the bathroom, John asked, “Could you clarify again why you asked for a fiver to jerk Hugh off? I know you mentioned it, but I’m confused.”
“John, I know it might sound strange, but at the time I needed to create a distinction between tossing off Freddie and wanking Hugh. After all, Freddie was my boyfriend, I was in love with him, and Hugh was just a good friend…”
“With a big cock!” John playfully interjected, earning him a nudge from his wife, even though it was true.
“As I was saying… I guess asking for a fiver made me feel less guilty!”
While still rubbing his arm, John looked at his wife and opened his mouth to make an ‘observation’. Then quickly shut it when he saw Janet’s threatening look.
“Don’t say it, unless you want another bruise… I didn’t look at it like that, but of course, word got around after I broke up with Freddie a few weeks later.”
John grinned and warmly stated, “I wouldn’t dream of it,” even though they both knew it was a lie.
“Well,” Janet remarked with a lopsided grin. “I guess it was kind of funny when I look back. I had a couple of my fellow male students ask me if I wanted to earn a fiver.”
“And…”
“No, I didn’t do it!” Janet exclaimed forcefully. “At the time, I was embarrassed, even horrified. That is why I ended up going out with Trevor Thorn. He was never serious.”
“Did you charge him a fiver? ... Ouch… that hurt.”
“Don’t you ever learn?”
“I guess not.”
“Trevor and I were never intimate.”
John chuckled. “Why was that? Didn’t he have a fiver?”
Janet went to nudge her husband, but he was ready, rolling on top of her, his fingers tickling her into submission, which ended up in a loving kiss.
“So tell me, why did you break up with Trevor Thorn?”
“Because I met and fell in love with an idiot!”
John chuckled, happy to accept any compliment from his wife.
The couple snuggled up together, and Janet said with a hint of seriousness. “John, now that I have shared my story, you can see why we need to talk about me working for Earnest and William. And that is why I keep emphasising that it is important to have your full support if I’m going to accept the domestic position.”
“So, what are you saying, JJ?” John asked. “As far as I have gathered, it appears that they are asking you to do something that you want to do… because it turns you on sexually? … For me, it seems similar to when Freddie asked you to flash, flirt, and then become intimate with Hugh.”
“Yes, John… It is similar. I certainly felt aroused while wearing each costume, wandering around the manor doing my chores. With the two older men constantly watching me, waiting to show a little more skin…
“And… I do need to tell you that I can confirm that Earnest and William are certainly not gay… They are just good friends… But I don’t believe they are looking for any intimacy beyond a little flirting and a lot of flashing.
“I know the money is excellent, John, but if you don’t give me your blessing to show some skin to flirt a little with Earnest and William, I'm not going to sign the contract and will turn down the job.
"Our family is the most important thing to me, so I need your full support.”
John smiled, “Me too, JJ… me too,” and then carefully asked. “However, I do need to know, have you always felt this way since we have been married?”
“It’s always been there, John. You remember our honeymoon?”
John grinned. He remembered…
Janet went on to explain that when she was young, she was learning, trying to understand life, sex, and her desires. Things changed quickly after they got married, and she had a difficult pregnancy. Then she was thrust into motherhood. It was only in the last year, as their son Jason became more independent, that Janet found her sexual past creeping into her everyday life. All of this, along with her realisation of their worsening financial situation and John's longer working hours, weighed heavily on her.
Janet finished with, “As I mentioned earlier, I felt like I was becoming mummified.”
John was thinking about what his wife had just told him. “Is this something I can live with?” he thought.
“I just need a minute, JJ,” he said. She was now cuddling into him and being affectionate.
It didn’t take longer than ten seconds before John carefully said, “JJ, I will give you full permission to continue to enjoy wearing the uniforms for Earnest and William. So sign the contract and relax. Enjoy doing whatever you want to do at the manor.”
Janet grinned and kissed her husband before whispering, “Thank you.”
“However…”
With her smile temporarily gone, Janet looked at her husband, concerned.
“However, I will add one more condition to the two you already have. So, as well as telling me all about your day and bringing one of the uniforms home that you wore that day, I’m going to add that, for now, we limit it to Grade 1 and 2 uniforms only—nothing more without us discussing it!”
“You would let me wear Grade 3 uniforms? You know they come with special requests…”
“I know JJ… That is why I think we need to limit it for now. Maybe we can talk again in six months, and of course, after I have met Earnest and William.”
“Really, you let me go that far?” Janet asked, unable to hide her excitement.
John frowned, “I would consider it, but I’m not Freddie.” Then, softening, he added, “Let’s just say I have enjoyed this week, the changes in both of us… It has been like our honeymoon, when you happily walked around topless.”
“And the sex?”
“It’s not just that, JJ. Let’s say you have awakened me, that you have reminded me of what I have been missing. And there's something else, which I know I should find embarrassing, but I don’t. Although I know I should be opposed to what you are doing, I find myself enjoying the thought, provided you follow my three simple rules.”
Janet excitedly planted a kiss on her husband, knowing that the decision had been made.
Tomorrow, she will sign the contract to work for Earnest and William.
Author's Note: Look out for the third part of this four-part standalone story.
All characters engaged in sexual acts are 18+. ©2025 wxt55uk. This story may not be reproduced in any manner without the express permission of the author.
