FabSwingers.com forum: It all started with Kelly (updated)

By *eldomVanilla OP Man
over a year ago

London

Back in 2010 I started a new job as relatively lowly office junior on a degree programme. It was probably by week two that I had started to hear about Kelly. She had built up quite a bit of a reputation over the office. Kelly was in her mid thirties so a few years older than me. She was quite curvaceous but her Hazel eyes are what struck me the most and I still remember to this day. Over time I get to know her quite well. In the office Kelly was quite shy, kept her self to her self. But a couple of drinks after work in the right company she was fantastically charming. Quite a bit of a flirt too match. I could see how she could get a reputation but I tended not to listen to the office gossip. For me it seemed mostly like harmless fun and was quite happy to flirt back a little. It was only a bit of banter after all. She would always joke if is she was 10 years younger, she'd be over me like a rash. Again, something I always thought of nothing more as a harmless quip. And I must admit I was attracted to her. Then it happened. All the joking and laughing around; well maybe we had teased each other a bit too much it was bound to happen.

You know those horrible team building events. Yep, raft building, trust events and getting to know eachother exercises in the lake district. We all stayed up playing cards in the hotel bar until last orders. I had not got to speak to Kelly much over the weekend and she suggested grabbing a bottle of wine and going up to her room to keep playing. Well I thought like usual it would just be a session of moaning about the bosses and bitching about colleges. So we grab a wine bucket and head up to her room.

I open then wine and start to shuffle the pack. Kelly execuses herself to the bathroom. As she comes out the bathroom I ask her if she wants to start. 'Okay Mark' she replies. Then I feel her behind me. Her bosom softly pushing against me a soft silky texture on the back of my head. Her hand reaching around to slowly unbutton my shirt and caressing my chest. As she kisses my neck, I need to speak up albeit I am enjoying the moment.

'Stop Kelly. We can't. Everyone will know and gossip about us in the office.' She continues to unbutton my shirt until she reaches the top button of my trousers.

'Well stop me then Mark' She explains as reaching into my trousers. 'I see the way you look at me. Don't deny that you don't want this too.' She squeezes my cock whilst saying that feeling it grow bigger in her hands. 'And don't worry no one will find. I'll make sure of it'.

'But people talk. This could be bad for both of us. And the age difference its not that I don't find you attractive but it's not like it will work in the long run.' Kelly moves around. Displaying the silk negligée she has put and straddles me facing towards me. Those Hazel eyes piercing me. Melting away any thought I had of stopping this from happening.

'Bless a relationship. God no you know I've always said your too young for me. But a Fuck'. With that last breath she kissed me. It was that kiss that sealed it.

The sex was electric. It was everything I had always secretly masturbated about and still do to this day. God she was insatiable. She did things and asked me to do things that I still use to this day and still never fail. It was the best sex I ever had and one of those times you will never forget. Kelly was the one who introduced me to my kinky side who made me want to be more experimental.

Half way through whilst kissing her neck I told Kelly how I had secretly dreamed of this moment. 'Oh you naughty Boy. At least it makes two of us who have been thinking about it. Don't worry I will make sure you won't forget it. I can work wonders with a guy'. She kissed my lips softly and asked me too lay down.

Those Hazel eyes as her lips enveloped my cock, an image burnt into my memory. Alongside what was about too happen next. I could tell her enthusiasm and her enjoyment as she sucked me. This was not for my pleasure also. She reached for my balls grasping them gently at first and then a little firmer. 'Oh do you like that Mark. Move your legs up a little bit so I can get a better grip'. Of course I obliged she could work wonders indeed. She started to stroke me so gently but so firm. Just keeping me on the edge.

She took me in one hand whilst caressing my balls. Then her finger started to stray southward. She started to slowly circle it around my ass. I did not stop her. As she stroked my cock it felt kind of nice. I could then feel a little bit of pressure building. I started to clench a bit but was still fixated on her stroking. After a while I notice that I had stopped clenching and so did she. 'Do you like that Mark?'

'Sort of I don't know. Why'

'Do you trust me?'

'Well maybe a bit late to ask that question but yes.'

'Good boy. Now wait there' what the hell was going on? Kelly went to grab her bag and bring it down to the end of the bed. She climbed back on and started stroking me again. This time however as she circled my ass I could tell her fingers were a bit more well lubricated.

'What are you doing?'

'Don't worry trust me'. Maybe it was the wine or just how good the sex had been but as she stroked my cock she comforted me again and that clenching had once again stopped rather quickly and the pressure of her finger grew. My mind was also a hundred miles an hour. What am I doing. Then without resistance at all I could feel her finger slip in at which point I did start to clench again. But with small swirling motions and massaging I was relaxed.

'So do you enjoy that she asked?'

'Hmmm yes' is all I could muster. And as I did I could feel her second finger starting too explore. Gently again both of them swirling around my ass. Slowly but surely from a tip, to the first knuckle too both of her fingers she was in and massaging me. The pleasure so intense I had forgot that she had stopped stroking my cock but just lost in the massaging sensations. It was a pleasure I had not felt before. Like I needed to cum but quite couldn’t. Surreal but an overpowering pleasure in relaxation being kept on the edge.

'Well I am glad you enjoyed it. Wait there I need to clean up.' A few minutes passed I was exacerbated lost for words on what had just happened, bound to the bed in bemusement and fulfilment. I shut my eyes. I then feel the bottom of the bed move her lips kiss from my cock up my body around my neck and too my lips.

'Thank you for trusting me.'

'No thank you Kelly.' We kiss but I feel something I wonder what it is.

'Lift your knees up again'

'What'

'Just trust me' I don't know why but I do I lift my knees up again. And again I feel that that pressure.

'What are you ..' no chance to finish my words Kelly kisses me deeply and firmly.

'Shhhh' the pressure builds again and I open for her.

'What are you doing'

'Fucking you'

'What'

'Relax' She kisses me again her Hazel eyes staring into mine. And with that kiss I do and I feel that pressure inside me. I can do not resist. There is something pleasurable as we kiss just feeling something inside me again. Slowly she thrusts her hips up and down. A little bit at a time giving getting deeper. I can not help but groan. I am enjoying it. She kisses me softly calling me a good boy. I can't help but let Kelly have her way with me. Our embrace eases me as she fills me the pressure and gripping has gone now just like before that massage again mesmerised by her gaze. I grow harder as she starts to thrust a little harder. She move up to hold one knee under her arm.

"Good boy" I can not stop her the pleasure is too much. Too new. I start to tense in my stomach. Not an orgasm but the need to cum and I do a little. She takes her finger swirls it around in what I have just ejaculated and precedes to lick her finger. Wow the naughty girl.

'Hmmm' so you do enjoy it I seem to be hitting the right spot. As she takes my other knee under her arm we are fixated on each other. Me staring at her as she stares at me glancing also to watch what she is doing. Her moans get stronger. Perplexed as to why she continues to moan. I have heard these before like she is going to cum also. Is she really enjoying this too. And as her moans grown stronger so do her thrusts. She's getting close.

'Fuck me!.' Where did that come from but I can't help but to encourage her.

'Fuck me, fucke me, fuck me'

'Yes, yes, yes'

She get harder and deeper and I can feel my stomach muscles tension my whole lower body lifting and shifting in the need of something.

'Cum for me Mark. Cum for me. That's it Cum for me'

'Yes Fuck me. Make me cum for you!' ...

'I'm cumming for you Mark'

A joint 'Arhhhhh'. Wow did I. I narrowly missed my own face! But she continues with a half dozen deep hard thrusts. Each time I twitch a little more cum still appearing from somewhere.

Kelly collapses she is also spent. Her sliding out is as much of a relief as her kiss afterwards. We lay there foreheads together. Closed eyes recovering. Until she says.

'See no need to worry no one will need to find out we had sex as if they do i will tell them exactly what just happened my boy.'

And this is where it all began.

---

The next day was odd. Kelly ignored me like nothing had happened. Except a wrye smile as I gingerly sat down for breakfast. And this continued for the rest of the trip and the next few days into work. I did not approach her worried to break cover.

I was worried and anxious about what had happened what if they found out. What would they all say at work whispering around my back. But why did I enjoy it so much and why did I need it again. Alone at last me and Kelly get a chance to talk.

‘Look Mark in your own words I’m too old for you. It won’t work out. People will find out. It was great I loved it. I think you loved it but we can’t continue on.’

‘What. What do you mean.’ The past few days it is all I could think about how she made me feel so vulnerable yet so assured. How she made me orgasm. I have never experienced that. This can’t be it. I need it again.

‘Kelly just listen.’

‘No Mark. I don’t want to talk about. Look Sophie the girl in accounts. You know the one with those thick rimmed glasses. She fancies you apparently. She’s closer to your age. Quite cute in my opinion and you could do worse.’

And before I got a chance to open my mouth she walked away. Exacerbated I leaned back on the wall. Gently banning my head in frustration. I could not think straight and well, I didn’t know what to do from here. I was fixated on her. Those Hazel eyes. That bourbon hair. Her curvaceous body. Her warmth against me cuddling her stomach. I loved the little bit I could grab in my hand. She was so comforting.

A few weeks passed. I still felt a bit empty inside. Frustratingly more so I could not recreate that night myself. Every time I masturbated it felt hollow after. Like something was missing.

The evening was warm so as quite typical on a Thursday night some of us at the office headed to the pub. I ended up talking to Sophie quite a bit. Actually she was quite cute. Slight in frame, sweet eyes and an innocence about her. Very adorable. As the evening turned to night I caught Kelly’s mesmerising deep eyes from across the room. She could see me talking to Sophie. Her red lips puckered and I could read them exquisitely. Go on. Fuck her. My look must have come bemused.

‘Are you okay’ Sophie asked me in that sweet voice of hers.

‘Yes. Yes. Don’t worry my mind was wandering.’

‘On what.’

‘Nothing important..’ What lie to tell. ‘Just thought of something about a project we’re working on and how we could resolve it’.

‘Oh your silly. But so smart.’ Her gaze was fixated on me. Is this how I look at Kelly I thought. Her finger was gently swirling her hair. God I need this I thought I need to get that woman out of my head.

‘In going for a cigarette Sophie are you coming’

‘I don’t smoke. But I’ll come with you keep you company’ I light up and she stood closer to me. Right let’s gauge her reactions. I was never a smooth one. So simple it was just an arm around her back on the railing we was leaning against. Then Kelly comes out.

‘Alright. Love birds.’ The cheek of the woman. Is she just playing with me. Right time to get my own back. I pull Sophie in closer to me and just whisper in her ear.

‘Fuck this bullshit do you want to leave. You’ve been flirting with me all night and I want you. Let’s grab a cab and go.’ Wow her face. Initially I did not know if it was shock or distain. Had I over stepped the mark and gone too far. But then.

‘Let go.’ Wow, was it this easy really all these years I have tried so hard and that was it. ‘I Don’t know why you humour Kelly she’s such a slut.’ I don’t know why this made my blood boil but it did. And I couldn’t help but bleating out.

‘Don’t worry your be my slut tonight’ Sophie looks at me and I can see in her eye that did something to her. But in a good way. She took my hand as we walked out the door. As we left she just said.

‘See you later Kelly.’ The perquisite happens as it does although a bit more ferociously ripping each others clothes of as we reach my apartment. ‘Call me a slut again Daddy. No one has spoke like that before and I love it.’ Wow where did that come from that is not the same Sophie I was with for the past four hours. ‘I don’t know what it is but how you called me a slut I need you Mark. Fuck me.’

Of which I obliged. But then I find myself there in the moment rubbing her clit sliding my hand up and down closer to arse. I’m using her bloody moves! Well if it work it works. Who would have thought such a sweet girl would want to have been chocked as she screams for daddy as I fuck her arse with a wand on a clit. Wow 11 out of ten for enthusiasm. And in hindsight fantastic sex.

We lay there after. Sophie cuddled up to me rubbing my chest. But I don’t understand why do I still feel unfulfilled like I need more. The sex was amazing but that same hollow feeling passes over me.

The Monday after I had actually been dreading one speaking to Sophie about what had happened and two seeing Kelly as she also knew. I managed to hide from Sophie for the day thank god. But Kelly. Well she knew me too well and caught me leaving for a smoke down the fire escape as I usually do.

‘Hey. Mark.’ Fuck. Caught. Her voice still brings tingles down my spine to this day. Caught on the half landing no escape. She moved closer to me. Almost too close pushing me up to the wall. ‘How was Sophie.’

‘Well you know.’ How could I answer any other way she bloody told me too.

‘Oh. I know. And do you know what else I know. I bet you didn’t enjoy it either.’ Then her lips clasped mine her hand clenching my bottom.

‘Oh my boy. You needed that. You needed to know only I can make you feel and cum how I can make you. You are mine now. My boy. Remember that. And this is only just the start of your training.’ Fixated on her Hazel eyes back at me I can ready every letter on her lips. ‘Good Boy’

I melt and crumple for her as she grasped my cock whilst saying that. Mentally and well a bit physically. I’m left slumped against the wall in a trance.

‘Training ... Training .. what do you mean Kelly’ I softly shout up the stairs.

‘Never you my mind my boy’ echo’s back. What the hell does she mean!