Six Months With Caroline
29th Jun 2009
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This is a true account of a fantastic six month affair that brings back some great memories.
Caroline and her husband (who shall remain nameless) were introduced to my wife and I by my cousin, as Caroline worked with her as cabin crew for a well known airline. Early thirties at the time, slim, pretty and with shoulder length auburn hair, I was instantly attracted to her, and to be honest, I don’t know which red blooded heterosexual male wouldn’t have been.
We had known them both for a few months and there was never an inkling that anything would ever happen between Caroline and me until my cousin hosted a party. Towards the end of the night, everyone was pretty drunk and I just happened to be going outside for a cigarette at the same time as Caroline. We sat on a bench in the garden that is out of view from the house and within a matter of seconds, we were kissing, and although I can’t remember who started it, I remember Caroline whispering that she wished there were less people around. After a minute or two, we heard the door open and someone else come out into the garden. We instantly stopped what we were doing, and that was the end of that for the evening.
I thought it was just a case of a drunken fumble that was never to be repeated, but then I got a text a couple of days later which said ‘Hi it’s Caroline, please can you call me when you get a minute?’. I called her back instantly, and it turned out that she’d got my number from my cousin using the excuse that she was after some directions to a place near to where we live. We got chatting, and I’ll not bore you with the rest of the details, but a few more calls ensued over a week or so, and we got round to arranging to meet for a ‘drink’ at a hotel half way between our houses.
The rendezvous day arrived, and I’d already told my wife that I’d be out of the office all day (I am on the road much of the time anyway) and set off. When I got there Caroline was waiting in her car, and to my surprise was wearing her cabin crew uniform. She had made the excuse that she was taking a flight and would only be back later that evening, and had had to put her uniform on so her husband didn’t get suspicious. What an unsuspected bonus that was!
We went straight up to the room, and wasted no time, kissing hungrily before we even got the door shut. As we moved towards the bed Caroline unbuttoned my shirt while I did the same to her blouse (pity really, as in hindsight, keeping most of the uniform on would have been an extra turn-on!). On the bed, we continued to undress whilst locked onto each other’s lips. I was soon naked with my rock hard cock pointing skywards, as I slid her knickers down her thighs, and she assisted by raising her knees slightly so I could take them fully off.
I suddenly felt her hand grip my cock, and start to pump slowly. It was heaven, but I was desperate to make her come first, so I climbed on top of her, started to kiss her neck, and slowly moved down her body, kissing her soft pale skin as I did so. I paused for a few moments at her small pert tits, and put one of her erect nipples in my mouth, circling it with my tongue, and then continued my journey in a southerly direction.
I felt her body stiffen as I reached her thin trimmed line of pubic hair. I put my forearms under her thighs and lifted and parted her leg, buried my face into her soaking wet fanny and took her clit into my mouth. Caroline let out an elongated groan, and dug her nails into my forearms.
I continued licking and sucking her clit, and slipped my finger inside her. Her nails dug deeper into my arms, and it was only a couple of minutes before she arched her back, straightened her legs, and came for the first time that day. I was a little surprised that she had come so quickly, but if I’m honest, a little voice inside said ‘One nil’!
Caroline, looking flushed in her face and chest, gently pushed me to one side, moved down the bed and took my pre-come leaking cock into her mouth. I lay back and closed my eyes, and tried not to come too soon! I let her continue for a few minutes, but I’ve always been one to try and hold out for as long as possible, and I love making women come as many times as I can before I succumb.
I put my hands on the side of Caroline’s head and gently brought her back up, moved her aside and lay her on her back. She bent her knees and lifted her legs as I got on top of her and guided my cock onto the entrance of her still soaking wet fanny. She’d tightened up a little since she came, so I slipped it in really slowly, but it felt heavenly, and as soon as I was all the way inside her, I started to fuck her gently, to which she wrapped her legs around my thighs and her hands gripped the bedsheet on either side of her.
I soon sped up, and fucked her like our lives depended on it, as she kept panting ‘Fuck me, fuck me, fuck me' which was a massive turn-on. We changed positions several times, and she came again when I lay down behind her own natural lubricant and my hand on her clit.
When Caroline moved to her hands and knees and I fucked her from behind it was all too much (doggy style is always my downfall!). I had my hands on either cheek of her lovely shapely arse, and had a fantastic view of my cock disappearing and reappearing from inside her, and her tight little bumhole just asking for a finger to be inserted (I refrained from doing so though, as it’s not really the done thing on a first fuck). I gripped her arse tightly and pumped my come deep inside her.
Over the course of the next few hours, we gave ourselves a few minutes to recover, and started again a couple of times, with her finishing me with a combination of her hand and mouth on one occassion. We even took a shower together, and I came inside her with her bent over the bathroom sink.
I was happy with the final score being five – three, and it became a standing joke of ours for the next few months with Caroline reminding me ‘I owe you two!’
We met as often as we could, generally at her parents’ house as they were away on a three month holiday. Every opportunity I got, be it straight from work, during lunch breaks, or at weekends – with the excuse that I was off to play golf, I met Caroline and the sex just got better and better as any small inhibitions we might have had quickly vanished.
Our second (and last, but no uniform this time unfortunately) visit to the hotel was memorable as Caroline was introduced to anal. She’d been told by a work colleague that it was the best sex she could ever imagine, and as her husband had never even suggested it, she thought she’d try it out with me.
As Caroline rode on top of me, I lubricated my finger with my saliva, slipped my hand round her back, and gently slid it down her arse cheeks until my finger rested on her little tight bumhole. She was pretty much lubricated anyway, as I’d brought her to orgasm with my tongue earlier, and had given her arse a bit of a licking along the way. It didn’t take much effort to slip the finger in, and she forced herself down on it, giving me the signal to start sliding it in and out.
I had to take my cock out of her pretty quickly, as I was very nearly coming, and Caroline leant over the side of her bag, and took out a bottle of lube. She got on her hands and knees in front of me, and I first poured it all over my cock, and then used my finger to apply to it her bumhole, and slid the finger inside. Caroline whispered ‘I want you inside me now...’ and I put the tip of my cock on her lubricated arse and slowly pushed.
I was surprised at how easily the head slipped in (as without singing my own praises, I do have a pretty wide cock), but Caroline did pull away a little at first. I took this as a slide it in as slowly as possible, but even then, Caroline reached her hand round a few times, and push me back slightly.
When it was all the way in her tight arse (and it really did feel tight), I started to fuck her really slowly, and she gave out a soft grunt with each thrust. I’m sure it hurt, but to her credit, she wanted to give it a go, and didn’t stop me. I wasn’t going to prolong this one even though it felt unbelievable, and I quickly pumped what felt like a gallon of come inside her arse.
My last sexual encounter with Caroline was when a few of us went away to Northumberland for New Year’s Eve. She ended up driving with her husband over to our house, and I drove the four of us up from there. We stayed for a couple of nights – but neither of us dared risk anything with our partners and so many friends around. On the last night, I drank far too much and was in no shape to drive the next morning, so my wife volunteered to do so. Caroline’s hubby offered to sit in the front seat so he could map read, and we sat in the back.
We had a duvet in the back of the car, which Caroline covered herself with up to her neck. She said that I looked really poorly, and threw the duvet over me as well. My wife and Caroline’s hubby found it amusing that we were both under a duvet looking ill, unaware that I had my hand inside her jeans and she had hers in mine. I’m not sure if it was the risk element, but we both came. Caroline came first, and then I could feel her shock as I came all over her hand. Both of us gave Oscar winning performances, adopting poker faces and suppressing the inevitable noises.
Not long after this, Caroline’s hubby started to get suspicious, as to where she kept disappearing to. Also, he had wanted a family for quite a while, and was getting sick of knock-backs from Caroline. We agreed to cool things down, and stopped seeing each other until it was safe to start again, but that never happened.
We both now have families and due to time and work commitment, rarely see each other, but I’ll never forget the best six months of sex I’ve ever had.
Caroline and her husband (who shall remain nameless) were introduced to my wife and I by my cousin, as Caroline worked with her as cabin crew for a well known airline. Early thirties at the time, slim, pretty and with shoulder length auburn hair, I was instantly attracted to her, and to be honest, I don’t know which red blooded heterosexual male wouldn’t have been.
We had known them both for a few months and there was never an inkling that anything would ever happen between Caroline and me until my cousin hosted a party. Towards the end of the night, everyone was pretty drunk and I just happened to be going outside for a cigarette at the same time as Caroline. We sat on a bench in the garden that is out of view from the house and within a matter of seconds, we were kissing, and although I can’t remember who started it, I remember Caroline whispering that she wished there were less people around. After a minute or two, we heard the door open and someone else come out into the garden. We instantly stopped what we were doing, and that was the end of that for the evening.
I thought it was just a case of a drunken fumble that was never to be repeated, but then I got a text a couple of days later which said ‘Hi it’s Caroline, please can you call me when you get a minute?’. I called her back instantly, and it turned out that she’d got my number from my cousin using the excuse that she was after some directions to a place near to where we live. We got chatting, and I’ll not bore you with the rest of the details, but a few more calls ensued over a week or so, and we got round to arranging to meet for a ‘drink’ at a hotel half way between our houses.
The rendezvous day arrived, and I’d already told my wife that I’d be out of the office all day (I am on the road much of the time anyway) and set off. When I got there Caroline was waiting in her car, and to my surprise was wearing her cabin crew uniform. She had made the excuse that she was taking a flight and would only be back later that evening, and had had to put her uniform on so her husband didn’t get suspicious. What an unsuspected bonus that was!
We went straight up to the room, and wasted no time, kissing hungrily before we even got the door shut. As we moved towards the bed Caroline unbuttoned my shirt while I did the same to her blouse (pity really, as in hindsight, keeping most of the uniform on would have been an extra turn-on!). On the bed, we continued to undress whilst locked onto each other’s lips. I was soon naked with my rock hard cock pointing skywards, as I slid her knickers down her thighs, and she assisted by raising her knees slightly so I could take them fully off.
I suddenly felt her hand grip my cock, and start to pump slowly. It was heaven, but I was desperate to make her come first, so I climbed on top of her, started to kiss her neck, and slowly moved down her body, kissing her soft pale skin as I did so. I paused for a few moments at her small pert tits, and put one of her erect nipples in my mouth, circling it with my tongue, and then continued my journey in a southerly direction.
I felt her body stiffen as I reached her thin trimmed line of pubic hair. I put my forearms under her thighs and lifted and parted her leg, buried my face into her soaking wet fanny and took her clit into my mouth. Caroline let out an elongated groan, and dug her nails into my forearms.
I continued licking and sucking her clit, and slipped my finger inside her. Her nails dug deeper into my arms, and it was only a couple of minutes before she arched her back, straightened her legs, and came for the first time that day. I was a little surprised that she had come so quickly, but if I’m honest, a little voice inside said ‘One nil’!
Caroline, looking flushed in her face and chest, gently pushed me to one side, moved down the bed and took my pre-come leaking cock into her mouth. I lay back and closed my eyes, and tried not to come too soon! I let her continue for a few minutes, but I’ve always been one to try and hold out for as long as possible, and I love making women come as many times as I can before I succumb.
I put my hands on the side of Caroline’s head and gently brought her back up, moved her aside and lay her on her back. She bent her knees and lifted her legs as I got on top of her and guided my cock onto the entrance of her still soaking wet fanny. She’d tightened up a little since she came, so I slipped it in really slowly, but it felt heavenly, and as soon as I was all the way inside her, I started to fuck her gently, to which she wrapped her legs around my thighs and her hands gripped the bedsheet on either side of her.
I soon sped up, and fucked her like our lives depended on it, as she kept panting ‘Fuck me, fuck me, fuck me' which was a massive turn-on. We changed positions several times, and she came again when I lay down behind her own natural lubricant and my hand on her clit.
When Caroline moved to her hands and knees and I fucked her from behind it was all too much (doggy style is always my downfall!). I had my hands on either cheek of her lovely shapely arse, and had a fantastic view of my cock disappearing and reappearing from inside her, and her tight little bumhole just asking for a finger to be inserted (I refrained from doing so though, as it’s not really the done thing on a first fuck). I gripped her arse tightly and pumped my come deep inside her.
Over the course of the next few hours, we gave ourselves a few minutes to recover, and started again a couple of times, with her finishing me with a combination of her hand and mouth on one occassion. We even took a shower together, and I came inside her with her bent over the bathroom sink.
I was happy with the final score being five – three, and it became a standing joke of ours for the next few months with Caroline reminding me ‘I owe you two!’
We met as often as we could, generally at her parents’ house as they were away on a three month holiday. Every opportunity I got, be it straight from work, during lunch breaks, or at weekends – with the excuse that I was off to play golf, I met Caroline and the sex just got better and better as any small inhibitions we might have had quickly vanished.
Our second (and last, but no uniform this time unfortunately) visit to the hotel was memorable as Caroline was introduced to anal. She’d been told by a work colleague that it was the best sex she could ever imagine, and as her husband had never even suggested it, she thought she’d try it out with me.
As Caroline rode on top of me, I lubricated my finger with my saliva, slipped my hand round her back, and gently slid it down her arse cheeks until my finger rested on her little tight bumhole. She was pretty much lubricated anyway, as I’d brought her to orgasm with my tongue earlier, and had given her arse a bit of a licking along the way. It didn’t take much effort to slip the finger in, and she forced herself down on it, giving me the signal to start sliding it in and out.
I had to take my cock out of her pretty quickly, as I was very nearly coming, and Caroline leant over the side of her bag, and took out a bottle of lube. She got on her hands and knees in front of me, and I first poured it all over my cock, and then used my finger to apply to it her bumhole, and slid the finger inside. Caroline whispered ‘I want you inside me now...’ and I put the tip of my cock on her lubricated arse and slowly pushed.
I was surprised at how easily the head slipped in (as without singing my own praises, I do have a pretty wide cock), but Caroline did pull away a little at first. I took this as a slide it in as slowly as possible, but even then, Caroline reached her hand round a few times, and push me back slightly.
When it was all the way in her tight arse (and it really did feel tight), I started to fuck her really slowly, and she gave out a soft grunt with each thrust. I’m sure it hurt, but to her credit, she wanted to give it a go, and didn’t stop me. I wasn’t going to prolong this one even though it felt unbelievable, and I quickly pumped what felt like a gallon of come inside her arse.
My last sexual encounter with Caroline was when a few of us went away to Northumberland for New Year’s Eve. She ended up driving with her husband over to our house, and I drove the four of us up from there. We stayed for a couple of nights – but neither of us dared risk anything with our partners and so many friends around. On the last night, I drank far too much and was in no shape to drive the next morning, so my wife volunteered to do so. Caroline’s hubby offered to sit in the front seat so he could map read, and we sat in the back.
We had a duvet in the back of the car, which Caroline covered herself with up to her neck. She said that I looked really poorly, and threw the duvet over me as well. My wife and Caroline’s hubby found it amusing that we were both under a duvet looking ill, unaware that I had my hand inside her jeans and she had hers in mine. I’m not sure if it was the risk element, but we both came. Caroline came first, and then I could feel her shock as I came all over her hand. Both of us gave Oscar winning performances, adopting poker faces and suppressing the inevitable noises.
Not long after this, Caroline’s hubby started to get suspicious, as to where she kept disappearing to. Also, he had wanted a family for quite a while, and was getting sick of knock-backs from Caroline. We agreed to cool things down, and stopped seeing each other until it was safe to start again, but that never happened.
We both now have families and due to time and work commitment, rarely see each other, but I’ll never forget the best six months of sex I’ve ever had.

