Free cuckold community
Sign up now!
—
This is a piece of erotica I wrote for my partner a number of years ago for one of our little challenges. It details the story of Kerry, whose new job, and night out with new colleagues, led to something she thought was only a fantasy.
—
Kerry was relatively innocent when she first met her partner at university. Of course she’d played around with another man before, but this had been fairly limited to him using her as he pleased – taking advantage of her. He’d tantalisingly rub himself against her, but never do the final act of pushing in. It wasn’t until her current partner that she truly began to explore herself as a sexual being. Over the years of her relationship, she discovered her turn-ons, her fetishes, a tasteful appreciation of her own body, especially when wrapped in lingerie. Over time Kerry finally explored herself. She knew how her own body reacted to vibrations, certain toys, and the excitement of something new on the table.
While her confidence grew in that department, the sexual dynamic she had with her partner also evolved. From an almost teacher in the bedroom, he’d found himself leaning towards submission. Through Kerry’s series of sexual revelations, he’d discovered his main source of sexual reward was in seeing Kerry fulfilled. To see her let go, enjoy herself, and to hear them sweet moans.
Overtime they both came to the realisation that Kerry came quicker, more explosively, and enjoyed the pleasure in the series of toys they had acquired over the years than regular PIV. Although she was reluctant to admit it… unless she was in her most sexually disinhibited of states. He’d also discovered that part of the aspects of submission turned him on like crazy. The bedroom relationship soon turned into one of Kerry as the dominant, needy one, and her partner the forever begging submissive.
Kerry loved the control; she loved the effect a few small touches had on him. A slight nipple pinch, or even the suggestion of her hand around his neck put him mentally right where she wanted him. At times she’d tease, knowing full well the distraction this was cause him for the rest of the day. Leaving his mind to wonder. It was possibly one of these times, alongside a desire to see her truly fulfilled, and the knowledge she’d appreciated her toys much more than the small, quickly cumming, object he had to offer, that he’d considered If Kerry would find better sexual satisfaction with another man. He’d explored the idea in his head, researched it, and found whole online communities, erotica, and even personal ads of couples who’d accepted that the women were better served by sex outside the relationship.
Of course, this wasn’t a sudden realisation, but one that has developed over time.
He gently brought it up in the bedroom as a fantasy, with no intention of it going any ware else. The couple had played with the idea, using toys to represent other men, roleplays, and it was mentioned numerous times in sexts between them. But through the years, he’d realised that it’d had moved from a fantasy and tale, to one of real-life interest. He’d toyed with the idea of telling her, but finally admitted it to her: He’d have no issue with her having sexual activity with another man, provided it was just that: sex.
Kerry was apprehensive.
She’d certainly enjoyed the fantasy in the bedroom. It allowed her to explore some of her own fetishes that she would be otherwise worried about telling her partner about for fear of causing any paranoia – such as her fantasy of elicit and spontaneous hotel encounters with men she’d never know their name. Situations with two men at the same time. And even the idea of dominant men using her, ‘breaking her’, and leaving her used. She’d also started to use the fantasy outlet for her submissive side, something she’d sorely missed since the shift in their dynamic. But the idea of going out and letting another man touching her in ways she’d only done with her partner filled her with guilt, and concerns it might negatively impact other aspects of the relationship.
That wasn’t to say the fantasy hadn’t sparked a curious side of her. She loved him, that was for sure. But at the same time, she regretted not getting more sexual experience before him. She often wondered what other men would be like. These feelings peaked when she was feeling more submissive herself, and desired maybe an experience more enthusiastic, more creative, more assertive, even a bit aggressive. When this feeling was at her peak, her inhibitions about other men lowered, and this was clearly revealed through her actions and words in the bedroom.
Her partner had attempted to channel these emotions of Kerry’s towards the internet. Encourage her curiosity through erotica, or to help her boost her confidence that other men would find her attractive, maybe posting an image from a boudoir shoot the couple had done, or even put out an advert for other men to talk to her online. She loved the idea of it. Less so the activity. Although she was encouraged to do these things, her partner had taken a relaxed approach without being too expectant, and above all else, focusing on boosting Kerry’s self-confidence and curiosity. But he was clear, if it was something she wanted to do, he’d fully support her, if not, it was great to keep it in the couple’s repertoire of bedroom fantasies.
For a long time, it’d stay at that. Bedroom fantasies. Alongside the occasional highlight when she’d seen or found another man attractive. Although she’d always be cautious not to mention if she’d imaged anyone in particular in her fantasy – or risk for her the notion of it becoming to real, and facing the anxious guilt feeling she’d sometimes get.
Well, that is until an event that was sparked following a recent promotion.
*********************************************
Career wise, Kerry was particularly successful. By 25 she’d landed herself in a respectable career trajectory. It was a job that often dragged her away from home. With overnight stays in the capital – something that regularly factored into the couple’s fantasies – particularly Kerry’s faintness for something spontaneous. To make things fun, Kerry often made a special attempt to take her particularly alluring lingerie with her. Harmless cheeky fun. One must wonder exactly how many people had watched her give presentations without knowing that how just beneath her formal attire lied something much sultrier.
Kerry had just recently started working for a new team within the organisation. Better pay was obviously the main reason for the move, but she also appreciated the friendlier work environment the new team had, and she was eager to fit in. The only downside being that the new team was more work focused on clients in the capital, so more working trips was certainly on the horizon. As part of her onboarding the team had arranged a work night out in the capital to get everyone to know each other. Kerry was never really one for going out, but eager to make a good impression, and not to insult a boss willing to pay everyone’s tab, she agreed.
Her first day working in the capital was the normal first day. Getting set up with the new work accounts, handing over of IT equipment, and a nice formal introduction to everyone in the team. The team was a mix of upstart professionals and seasoned members who’d been there for years. Everyone was nice enough, and Kerry couldn’t had asked for a better introduction. She was told of the arrangements for the night, a table at a swanky lounge/club. There were a few extra spaces on the table, but Emma, Kerry’s new line manager said they are normally filled with friends of the staff or other team members. Kerry obviously had no disagreements. Work would finish a little early leaving ample time for everyone to go home, or in Kerry’s case, to her hotel room, get some food, get dressed, and meet up at the club. The new team manager was even nice enough to give everyone the following morning off as an example of the new, more laid back, work culture Kerry could come to expect.
After work Kerry did everything a woman does who wants to impress. She had a quick meal, followed by a shower. In-between which she enjoyed some flirtatious sexts with her partner as she was getting ready with her hair and makeup. He was sure to remind her to wear the new lingerie he’d gotten her for Christmas. A plunge halter neck bra with a delicate, almost see through, fabric set in a black casing, with matching briefs from the same material, with panelling that showed some of the best elements of Kerry’s body. She looked amazing in those he thought. She sent a cheeky pic to her partner whose comments mainly included an element of jealousy that he couldn’t be there with her.
Over this she decided on an elegant black dress with lace arms. It was a dress that stayed close to the skin, showing of her best assets: A body which was curvy in all the right places, with wide hips, and an amazing behind. Her dress had a V-cut in the front, exposing just enough cleavage to know she had at least D-cup breasts. Paired with a pearl neckless and red lipstick, Kerry found herself in one of them situations women sometimes find themselves in, self-appreciation that they looked particularly good that day. Another quick photo to her partner just to show off what he was missing, and she’d set off to the event.
When she arrived at the table, three of the staff was already sat down at the table, including Emma the new line manager, and Sue and George – members of the new team. They got up to great her and proceeded to adjust the social circle to make Kerry the centre of attention as an initiation. After a short while other members of the team arrived, Mike and Liz, and not long after that Emma’s friend Carolyne made an appearance. Last to the table was Simon, one of Georges friends. The night started a bit slow, but following a few drinks, and Kerry’s favourite Gin and Tonic mix, everyone was getting along well. The conversation was flowing as well as the drinks, but Kerry made sure to keep herself in check, not wanting to embarrass herself on her first outing with the new crew.
About an hour in, Emma got an urgent work call. Typical – a particularly difficult international client needed a document sending over, and while she was a little tipsy, she wasn’t too far from the office to send what was being asked of her. Emma said she wouldn’t be long but would need Liz and George to accompany her. Kerry was suggested to stay, as it’s not a client she’d had any experience with yet. The new smaller group had a quick gossip about what the emergency could be, and had a little moan about that particular client. But soon most of the others went to the bar to get the next round in, refusing to let the newcomer buy her own drinks. Leaving Kerry and Simon alone at the table.
The two hadn’t really talked during the night, but Kerry had certainly caught him looking just long enough more than a few times. Overhearing the conversations from before Kerry had the perception that he was a little cocky, maybe even a bit of a jerk, but when it was just the two of them found him an excellent conversationalist – managing to get past her naturally shy state, and dare she say it, quite charming too.
Simon took the opportunity to move over next to Kerry on the corner section of the bench. It was at this time Kerry had noticed Simon wasn’t too bad to look at. He was quite a bit taller, well kept, clearly fit, and maybe in is early 30’s – although also your typical posh capital wage slave. But during conversations they found they’d previously worked in the same sector, and shared jokes about how quick they were to escape. By the time the others had come back from the bar, the conversation between Sue, Mike and Carolyne continued elsewhere, leaving Kerry and Simon to continue their own trajectory of discussion.
The two stayed locked in conversation for most of the night, growing somewhat more flirtatiously as time went by. You know the type, the gentle complements that seem harmless enough. The willingness to find even rubbish jokes hilarious. Simon was clearly using the volume of the club as an excuse to get closer, at times, moving in closely to whisper into her ear so Kerry could feel his breath on her neck. At the same time Simon was ever so slightly touching her back and neck as he moved in close, almost searching, stroking, sliding, not rudely, but feather like, occasionally dropping a bit lower.
To onlookers it was friendly club chatting, although still a little full on for Kerry’s taste. But he was softly spoken, complementary, and polite, which put her at ease. The first time he moved in close was while no one was looking, almost testing the waters. The second, he did it for a bit longer while the others were distracted in their own conversation, looking into her eyes, holding his gaze almost asking permission to get closer. While Kerry blushed a little, she didn’t object. But his hand moved back when he realised the others might notice.
His third move closer came after Sue, Mike & Carolyne invited Kerry up to the dancefloor, which she declined as it wasn’t her typical scene. As soon as they flipped away, Simon turned back to Kerry, with his hand returning to her back. Their conversation stayed civil, a few jokes here, telling each other about their lives and jobs, but throughout, Kerry was painfully aware of his touch. This time Simon’s hand didn’t leave her back, instead his fingertips continued to explore her back, almost like his was looking for a spot on her back somewhere. Inbetween yet another joke, this time at the dancer’s expense, his hand moved to her opposite hip, then gently but firmly moved her tight up against him. Kerry at first giggled at this joke, but then came acutely aware of his body against hers, and how his hand had slipped to her backside, so she couldn’t move away, asserting his control.
Simon told Kerry how much he loved her dress, how it clung to her body, what a great figure she had and how much he loved how her behind felt in his hand. She wouldn’t admit it, but she was certainly enjoying this level of attention. After Kerry made a quick text to her partner to tell him how her night was going, not mentioning Simon of course, Simon started subtly asking about her partner, what he do, how long we had been together, how happy she was with him, what we did socially. The things you say to be polite when you realise you’re not hitting on a single woman. But unlike other men might have done, he clearly hadn’t quite given up yet. While distracted answering his questions, Simon had found what he was searching for on her back: her weakness. Kerry loved to be touched around the base of her neck and near her shoulders. She gasped when Simon stroked there, from which he continued tracing his fingers around that area, out of sight from her new team members.
Maybe it was the drink, but it was only then she realised consciously what her situation was. However, she was still a little too naïve to realize that it wasn’t just touching, and at the time thought it wouldn’t go anywhere else.
The conversation from Simon more and more personal and Kerry kept responding: about her partner, about herself, before he steered the conversation towards her sex life. She answered mostly truthfully, but not exposing some of the fancies she’d had. During the questioning Simon was careful to hide how close they’d become from the others on the dance floor, he even made sure that Kerry kept an eye on her phone to see when Emma and the team was returning. They were running late, Simon looked pleased the pair wouldn’t be disturbed just yet.
Then he asked the question. What was she missing? He’d claimed no women that let him touch them in the way that he was could be completely satisfied. Kerry protested the notion of the question, but Simon enjoyed the challenge, he claimed to just be making conversation. At this stage Kerry felt comfortable enough to maybe expose something to him. After he asked if there was anything she wish she’d experienced, she told him most of the truth: That she’d only been with one person and that she’d wished she had a few more experience with other partners, but before she could finish the rest of the conversation her phone rang.
It was Emma apologetically saying that the minor crisis had turned into a major one. The client was making mountains out of molehills over this document. Sometimes this happens in this line of work, and Emma felt terrible that it happened to be on Kerry’s introduction night.
Emma explained that she probably couldn’t make it back to the club, but the table was paid for so enjoy it – but to let the others know they might be needed in the morning after all, and finally to pass a message from George to Simon that he wouldn’t be making it back. A little thankful that she’d have an out for the situation she’d found herself in, Kerry passed the message on to George, and said she’s go let the others know, and most likely they’d head back early in preparation for tomorrow morning, and it might be best if she also makes her way back to the hotel. She picked up her bag and headed into the dancefloor. She finally found the group, and as predicted, they said they’d best go home.
Walking back to the table to let Simon know that she was also going to head off, she was met mid dance floor by Simon. He quickly asked if they had headed off – Kerry confirmed – and before she could finish the sentence, he grabbed her close and kissed her slipping one hand onto the spot on her back, and the other on her behind pulling her closer. Without thinking it through, she returned for a moment the kiss. She quickly stopped after, almost stunned at what just happened.
Simon said that’s quite normal the first time. And before Kerry could question what he meant, Simon told her to go to the table and he’d explain the situation to her.
At the table Simon explained that living in the capital and being in his line of business, he often meets people who are only down a few times a month. Some of these people go wild and use the time to blow off steam going out to clubs while away from home, while others spend their time shopping in places they normally don’t have access too. And then, more rarely, he gets to meet women who use it as an excuse to get sexual release.
He was very clear, it wasn’t romance, but just sex. Normally with women who are single, but sometimes with those who aren’t. But in these situations, he’d prefer if the husband or partner already knew; Simon said he wasn’t one for drama. He went on to explain that she’d be surprised how many husbands agree to it, and explained how until recently, he’d had an arrangement with a woman and her husband where if the times matched up, she’d visit him to get what she needed. He didn’t go into details, but tactfully discussed the activities they’d get up to, a little bondage and all things rough.
He noted one particular arrangement that followed after all parties got tested, the women was on birth control because she particularly enjoyed being filled. Simon interjected himself before going into too much detail that, it’s not for everyone and pretty rare and … Kerry stopped him right there with a long “wellll”. Until this point she’d opted to not tell him about the fantasy to stop any unwanted attention, but ether the drink or the pace of the conversation led her to tell Simon about the couples little secret.
“figures” he said. “it takes a lot more than what he probably has to keep such a sexual woman such as yourself satisfied”
Kerry chose not to reply.
Simon asked if her partner knew what she’d been up to, she went bright red and said she was scared. Simon suggested he’d help her. At this stage, he knew he didn’t to ask what she wanted, and she didn’t need to confirm that she wanted him. She got out her phone, one that had a few missed texts from her partner asking how she was, and started a new message:
Hi Hun, it’s been a great night, sadly Emma and a few of the other had to due to an emergency, I hope it’s not always like that. Lol!
So… you know that fantasy we have… the one you encourage me to do… well, I met someone tonight and he’s really caught my eye. I never thought I’d ever think this, but if he was to make a move or anything, would you be mad? I’d never want to hurt you so I won’t do anything without you saying, but… yeah… I love you so much and always will so you don’t need to worry about that.
Love you XXX
She got a response soon after asking if she was serious, or if this was just another fantasy.
I think this actually might happen…he’s not in our team, but friends with some of them xxx
He asked if she’d be safe, and Simon let her know how he’d ensure it. Meanwhile all Kerry had was adrenaline rushing through her, she couldn’t believe she was typing this, or even considering it. The next text was came a little later than the others, her partner had clearly been considering it.
Yes – if you feel safe & please send your live location.
Does he know you have your sexy lingerie on atm? x”,
She quickly texted back “He does now.” Quickly followed by “for emergences only Simon has given me his number and address to pass over, you can pop him a quick verification text, but he doesn’t expect to you two to be best mates xxx”.
Simon’s phone quickly lit up and he responded. He smirked at Kerry and asked, “Did I tell you that only live around the corner?”.

Leave a Reply
You must be logged in to post a comment.