Stage 1

Newtown water

The next few weeks after Tom's unexpected visit and then taking full advantage of being left alone with my wife.

That sudden change from what was for the past few years a more or less sexless marriage had been turned on its head, suddenly everything was back on the table except intercourse, given the sudden turnaround that was the most frustrating part, perhaps that may come again, or was she saving herself for later?, in the meantime I just enjoyed the moment. The thought of what Tom had done to her was still a driving factor and one I didn't want to ruin so for now I didn't tell her that I knew he'd fucked her, i just made hay whilst the sun shone so to speak.

As I said this went on for about 5 weeks until we got a phone call on the landline, yes, we still have one!

My wife answered, I was shocked to hear it was Tom. He must have copied the number down while he was at our house for further reference, or my wife willingly gave it to him for further titillation.

This was going to be a revealing call as for about a minute she just listened to Tom with a blushing face, occasionally saying yes with a smile, I could only guess what was going on but played dumb as she told me it was my captain speaking, that didn't make sense until I was handed the phone, Tom asked how I was, had I taken up listening to classical music yet, a few innuendos then the killer question, ‘ would you like a weekend on my yacht and go around the Isle of Wight’? Well I did mention my interests in sailing but being land locked is not really an interest I could pursue.

My brain couldn't take in this golden opportunity, a few days away with Tom, ALONE!, I looked at my wife and asked her if I could go, far from being upset at the prospect of being left on her own for the best part of a week, she actually encouraged me to take up the offer, this aroused my suspicions as to why but the chance to see Tom again outweighed any negative thoughts so I said yes, ‘ ah good, I need a cabin boy, it'll be a working trip, don't want any slackers on my boat ‘ he laughed, with that he asked if he could talk to my wife again, whatever he said was short and sweet but she seemed pleased if not embarrassed as her face went crimson red with whatever he said as she said goodbye and put the phone down, everything was set, all I had to do is get some plimsolls, essential kit for working on a yacht Tom told me and some ‘ other essentials ‘ To be honest I was like an excited child about to go to the seaside and really couldn't wait.

Tom's timing was impeccable as I had a week off work coming, whether that was pure luck or inside information I don't know but as the saying goes , “never look a gift horse in the mouth”

On the day it was a reasonable journey on the train, 4 hours with nothing to do, thoughts of that experience i had when i was younger and more adventurous when I got fucked in the toilets on a HST train whilst in my stockings and suspenders, a bit cramped as I remember but quite filling in all sorts of ways!

Not quite the Mile high club but definitely the 100Mph + one!.

On arriving at Southampton I was met on the platform by Tom, a sneaky embrace as he grabbed my bag and made our way to the car park.

Once in the car he handed me a lipstick, ‘ put this on for me’ as he pulled down the sunblind for the mirror, blimey Tom wasn't going to waste any time with me!

The lipstick was a nude colour so as not to stand out.

Once done I turned to show him, without warning he lunged towards me and kissed me, my lips now moist from the lipstick slipped over his as he passionately kissed me like the last time we met.

‘ Oh Christine, you've no idea how much I've wanted to do this ‘ as he went back for another sloppy kiss like we were teenagers, it was fairly obvious we both had erections but surely not here!

That last thought thankfully never materialised as he released me from his embrace and drove out the car park.

Arriving at his house it wasn't not what I'd expected, not quite the mansion I'd envisaged but still quite a sizable bungalow with large garden situated in a quiet cul de sac.

Tom's Rush to get me through the door was an understatement as he dropped my bags and led me into his garden to his private place as he called it, basically his summer house which did have a bed in it which I'd seen many times on some of the videos he'd made.

There was definitely a sense of urgency as he just pushed me down onto the bed pulling off my shoes I'm pulling my trousers off to reveal that yet again I've been wearing my panties in public which was doing a very poor job of hiding my erection.

Lying me down on the bed and grabbing my ankles he pulled me down to the end, I cannot describe the feeling as his lips wrapped themselves around my shaft and started sucking away, Oh my, how I've miss this but it wasn't going to stop there as he continued until he knew I was close and then cruelly stopped, what a fucking tease!

I needn't have worried as that was only to hastily pull all his own clothes off and join me on the bed, this was going to be a rush job but a thoroughly enjoyable one all the same.

Tom turned on his side so we now faced each other then he passionately kissed me again, ‘god I've missed you ‘ he declared in between his kisses which were getting more forceful as his hand now found my cock, i reached over and wrapped my fingers firmly around his, it was inevitable as we did the natural thing and started to wank each other, yes Tom wasn't wasting any time, he knew I was close so quickly rolled me onto my back and laid next to me, we seamlessly carried on until the inevitable as I cried out his name, Tom seem to like that as he knowingly had taken me to the point of no return and within only minutes of arriving at his house I'd shot my first load and an impressive one at that considering he'd taken me completely by surprise and I use the word taken quite literally as I involuntary covered myself with freshly produced sperm, luckily for Tom he was only seconds behind me.

He uttered my name ‘Oh Christine, what have we done’ as I felt his cock twitch and then release a fair amount of his own spunk, well I never, being the slut I was, miss the opportunity to eat cum and I was right on it as Tom watched with some degree of fascination as I lapped up his fresh offerings before doing what every sissy cum slut should and cleaned his cock, especially his glans, still sensitive given the moaning he was doing, once finished we both layed back on the bed after what was a fantastic unscheduled intimate moment between us.

A car door shutting on the drive put Tom in a panic, ‘she's early, quick get dressed’ as I scrambled to retrieve my clothes, Tom doing the same as a woman's voice from the bungalow shouted for Tom.

We both emerged from the back of the garden, Tom saying he was just showing me his garden which sounded a lot better than he was wanking a man off in the summer house!

I'm guessing she's unaware of his recently discovered sexual activities?

She greeted me with a smile and asked if I'd like tea before we went off to his yacht for the weekend around the island.

My heart was beating hard as I realised my lipstick was detectable, was there any on Tom's lips? Thankfully none that I could see.

Tea was exquisite, the china cups just like I'd imagined he'd have, it certainly looked that I was Tom's bit of rough and I wasn't complaining one bit

Tom kept looking at his watch ‘we’d better get going if we don't want to miss the tide’

I was going to learn quite a lot about nautical terminology over the next few days, also I was going to learn just what a loving, cruel, demanding lover he could be, all the qualities I like in a partner.

His wife dropped us off at the marina. I followed Tom through the maze of boats towards a smallish yacht dwarfed amongst more lavish bigger yachts, perhaps just over 20 feet long and around 8 feet wide, a little smaller than I was expecting but impressive all the same. Tim proudly announced, ‘here she is, a Seal 22’ ( for those of you unfamiliar with boats, Google it, it'll give you a very good idea of the size of her, both outside and in!) Tom showed me round the boat which turned out to be quite cramped so any chance of some personal space non-existent, that very fact would play into his hands later but for now just the safety checks and the obligatory question , can you swim? A bit late now but yes I could, which was a relief as Tom explained I really didn't want to end up in the Solent as the tides and currents could be very unpredictable and I could end up in France before the yacht!

With that 'encouraging' statement he started the outboard motor and that was it, we were bound for the high seas as he taught me how to set sails and the obligatory warning about the boon which would swing left to right, at this point I didn't know my port from my starboard but he laughed as he warned me ‘ if I say duck, don't ask where just do it quick otherwise you'll be in for an early swim with a headache’ This yachting life's bloody dangerous I was beginning to realise, not as dangerous as when we finally made anchor and Tom was finally able to take me the way he'd been fantasizing about for so long and wouldn't be holding back.

Ok I'll admit, this was a new experience for me as this little boat made its way out into the vastness of the sea as Southampton slowly disappeared on the horizon thankfully I could see our destination which was some comfort as the boat bobbed up and down then my first job as cabin boy was to help with the sails, I had no idea but followed Tom's instructions, soon we were away at quite a sedate pace as people on passing yachts waved at us as we passed each other which gave me the impression that yacht people were quite a friendly lot, that very fact I'd painfully find out in one of our stop overs but for now Tom was taking me to one of his favorite places, it was a secluded cove he said, far from prying eyes which sounded good,

The cove where we moored up was Newtown Water in a quiet side creek which was on the north side of the IOW looking towards the mainland, here we would stop for the night before we made our way to Bembridge for supplies. Tom reached into the many compartments in the cabin and pulled out a pair of shorts and a white T shirt, put these on, you'll be more comfortable’ well the shorts were the skimpiest pair of shorts imaginable, high cut sides and by the feel of them a size to small but deliberate which would reveal the lace from my panties visible on my upper thighs

When I stretched my legs, Tom would stare at my cock which now had nowhere to hide as a definite outline pushed against them, I guess Tom had made me his eye candy but for me I'd be more of a tease, a win win for the both of us as he'd take every opportunity to brush past me which wasn't difficult on this small yacht, a wondering hand brushing against my bottom as he'd move by me, always from behind!

We had lunch on the small stove as Tom joked I'd need to keep my energy up, the way he said that was both frightening and exciting with the expectation of what he'd had in mind for his new cabin boy.

Well the rest of the afternoon we just chatted away, whilst showing me how to tie knots, a skill he made look easy, one Tom particularly took time to show me. ‘this ones my favourite’ grinning as he slowly made the knot and slid it tightly and proclaimed that once tied it was near impossible to come undone, at this timeTom still totally oblivious to the fact I knew he'd fucked my wife, that little secret would come out eventually but for now I kept my silence and desperately tried to contain my excitement over the fact.

It was just after 9 and the sun was starting to set, what a magnificent sight as it sank into the calm seas and cast shafts of light over it. We both sat with some champagne as we shared the moment. I had the impression Tom was celebrating something, perhaps that he finally managed to have me all to himself? The fact I was about to become his cum slut again but now i wanted to go just that bit further, like I wanted when he came to Nottingham, maybe he sensed this was his moment to finally get to fuck me like he'd threatened me to all those times on-line.

A wandering hand crossed over my ridiculously tight high cut shorts, until this moment I wasn't showing any signs of arousal but that arousal started to show itself within my shorts as a finger now traced the full length of my cock whilst his other hand softly caressed my nipples which hardened up almost immediately and to his satisfaction.

Then Tom started to kiss me, I naturally responded immediately as our lips locked onto each other, I'm not sure what it was about Tom as I really wasn't into kissing men in the way we kissed, it just felt so natural as his kissing got more intense, I responded, Tom really was enjoying the moment, it was just like back in Nottingham but this was just the prelude, but to what?

I was just about to find out as quite naturally my clothes were being removed, I'll admit,Tom did spend some time just stroking my bottom before pulling my shorts down then my knickers to reveal my peachy bottom, this would be Tom's prize in more ways than one as my t-shirt was pulled up over my head leave me just in my socks and plimpsils which he ordered me to remove thus leaving me completely naked, I was more relaxed than I realized, that I guess was down to our location, we were literally the middle of nowhere no prying eyes to see or hear what Tom was about to do to me as he inevitably started playing with my cock which naturally grew into quite a stiff erection, Tom had aroused me very easily and quickly it was hard to tell at this point which was the more excited of us.

Opening a little cupboard he pulled out something and handed it to me, ‘ I'd like you to wear this’

It was a white maxi dress of all things, Tom must have known I do like these but also it reminded me of something but I couldn't quite put my finger on it,

It looked familiar but that feeling alluded me for the moment as I slipped it on to Tom's approval, its perfect shape ruined by my erection tenting out in front of me, again, much to Tom's approval.

‘ do you trust me’ he asked,

A totally superfluous question given I'm wearing a dress with a full on hard on!

I could only answer yes, Tom's eyes lit up as he moved the bedding around in what was now a ridiculously small space, asking me to get on my hands and knees and face the mast pole which went through the cabin, moving awkwardly towards the pole he produced some rope he'd been playing with and asked me to hold my hands out each side of the pole which I blindly did.

I recognised that knot as he put my hands through the hole and tightened it up telling me not to struggle as the knot would only get tighter.

Now in position Tom moved back behind me, right this is it then I thought as the dress was pulled up over my rear end and onto my back, his prize within touch but what happened next I wasn't expecting as the boat moved about in the water as he was doing something.

‘Take a look slut, Jeanette's here to punish you for being such a prick tease, I turned my head best I could, there she was sat on back of the yacht, respondent in the purple bra and panties I'd seen so many times in her wanking videos, her excitement very clearly visible pushing against her purple panties, although a simple look it was also devastatingly hypnotic with minimal effort she looked absolutely gorgeous, if not irresistible and here we were together me not knowing what was going on in her head I thought this was it, finally he would breed me, my own fantasy coming reality.

I have this uncanny knack of thinking what will happen next then suddenly that thought veers off in a totally new direction and this was about to be one of those moments as now in a stern voice she told me to look straight ahead as she got off the back of the boat and made her way towards me, a bit of fiddling around in one of the boxes and then standing behind me, again in a stern voice, ‘ this is what I do to prick teasers as with a swish then the unmistakable pain on the back of my legs as another swish against my legs ensued. ‘ you like this don't you slut ‘ as another swish landed against my skin, a couple more and it was over?

His hand gently stroked where I'd been caned, it felt surprisingly nice! The stinging taken away by her soft caressing over the soreness she'd just inflicted on me.

‘ I hope your ready to be punished’ she said, sending me into a panic, here I was, tied to a pole on all fours, my arse dangerously exposed to her to do as she wished, then it happened, her fantasy had arrived as the most excruciating pain was exacted onto me, the loud swish, a lot louder than before but my exposed cheeks , then the intense stinging as her hand gently comforted the stinging, my skin so sensitive to her touch it felt strangely divine.

Yes, Jeanette really knew her stuff as another blow to my backside followed, well that was 2!, I was hoping this was only going to be just six of the best, really old school so far just like my past experiences, then unexpectedly she did the last three in quick succession, my backside stung like hell as I cried out, no, Screamed out, although I was expecting this I wasn't expecting the ferocity of it all, one which Jeanette seemed to be enjoying far too much!

no one would hear me and Jeanette would savour the moment, one she'd threatened me with for so long as she now stroked over her handiwork which yet again took the edge of the intense pain she'd just inflicted upon me.

Then the final strike, she really put her all into it, I'll remember that sound forever as a high pitched ‘swish’ broke the silence, the sound of the cane striking my bottom one last time? the momentary numbness , then the pain which was not like the others, the strike felt red hot, then the stinging, oh did it sting!

Anyone on the shore must have heard my scream as it echoed around the still waters of the cove. I know for a fact Jeanette liked that she'd reduced me to tears and now her obedient bitch, for all intentional purposes I was now hers and she knew it.

‘You mark up well slut’ that didn't sound like Tom at all but more like a master, even a bull given I knew his little secret!

Now down to the real business as he removed his knickers, I felt the warmth of his cock resting against my peachy burning cheeks as he rubbed some hand cream over my sore bottom but that was just an improvised lubricant as he rubbed a liberal amount over his cock. I really thought I'd be able to handle his cock quite comfortably after some of the cocks I'd taken, mostly black ones but I'd be wrong, it's not the size, it's how you use it and believe me, this 83 year old really knows how to use his 6 inches of prime beef!

He teased my hole several times as my sphincter clenched involuntarily then relaxed, Tom waited for the right moment as it clenched then pushed in quickly, he wanted me tight for his insertion to get the maximum sensation, that of course works both ways as the pain was intense as he forced his way into my, for now, seldom used man cunt by a man, this was to prove too much as I screamed like a virgin, ‘ go on baby, scream as loud as you like, no one can hear us’

Tom patted my back as the second push made its way fully into me.

I remember the pain and the burning sensation as he forced my man cunt open, Tom had changed, not the such the considerate gentle man I thought but a man with some urgency to fuck and fuck he was about to do.

He went at me like a raging ball on a young heifer he was going to inseminate his prize bitch.

I was still having reservations about the dress I was wearing for him it looked familiar, very familiar as he relentlessly fucked my poor little sore arse like he did his toys, with no mercy!.

He was getting very close. The scent of that perfume was so so familiar then the penny dropped and the realisation hit me like a brick, This dress WAS my wife's! Tom must have waited until I realised what was happening, being fucked in one of my own wife's dresses, How humiliating was this knowing he'd fucked her in it, now it was my turn, suddenly I was now enjoying this more now as I went from humiliation to abject excitement!

‘ yes, you've figured it out haven't you, I fucked your wife whilst she wore this dress and she was a great fuck, just like you-you slut, just a pity you came back so soon otherwise I'd of fucked her again, she loved it‘

With that admission he just finished off, he'd waited just for this moment to admit my wife's infidelity then gripped my waist tightly, my bound hands still tied to the mast as he had me on the tightest of holds and violently came into me.

‘ you fucking worthless slut, you love it dont you? Little old me fucking your wife like a common whore’ well I must admit I was already excited about what he'd done, I don't think he realised our past as a cuckold couple, something he could build on? Well at this moment he was in the last throes of fucking me into the boat which now had a rocking motion as he thrusted repeatedly into my poor sore sphincter which had given up all resistance to his forceful thrusting, thankfully that moment had come as he came into me, my screams as he exacted his revenge for being such a prick tease drifted into the emptyness of the cove, Tom was extremely vocal and why not? Who could hear us? as the warmth of his sperm slowly entered me, I relaxed my sphincter as best I could to facilitate his insemination each forceful jolt accompnied by a word ‘ you-fucking- slut.

I was relieved it was only three words! My arse was on the verge of collapse from Tom's relentless fucking, he was no man, he literally was a machine! His actions not too dissimilar to some of his toys he'd fucked and videoed for me.

I think for me I'd never been so vocal but as I said who was going to hear us out here and to be honest I think Tom liked that he caused me to shout out which obviously boosted his confidence.

Once Tom had his way with me it was time to clean up which wouldn't be straightforward as there are no toilet facilities on his yacht. You'd have thought it would at least have some luxuries but evidently not.

Any chance of this would come at bembridge at least 22 nautical miles away so a good day’s sailing with a fair wind.

In the meantime with a very sore arse, both of us on deck in the warm night air we sat under the stars, catching the odd meteor shooting across the sky whilst drinking a mug of hot chocolate, no alcohol as we'd need clear heads for what turned at to be a torturous 8 hours around st Catherine's point and the needles which until we we're safely out at sea Tom decided to tell me how dangerous it was with the tides the rocks and the shipwrecks which for a landlubber who knew very little about these sort of things suddenly had something to worry about, forget if Tom was going to repeat the fucking which ill admit, I secretly enjoyed as his cock fitted me like a glove, the caning however well let's just say I still couldn't sit down properly!

At first light Tom prepared the yacht for what was to turn out a very choppy sea, still sore from last night I'd suddenly had more immediate worries as Tom got out all the safety gear which got me worried straight away no time for shorts and t-shirt this will be the full gear with a life jacket which he showed me how to use once he was satisfied and attached to a tether rope to me just in case I did go overboard, quite comforting really when you hear stuff like that!

Fully prepared we sailed into what will be quite choppy seas.

Those 8 odd hours were the worst as the yacht bobbed up and down in the ever changing currents. I felt like throwing up most of the time. Over 62 years on dry land was my downfall so when Bembridge came into sight I was relieved to be able to get onto dry land.

One last job as we pulled in the sails and reverted to the outboard motor as just before 5pm we glided calmly into the harbour to a mooring.

What happened to me next I was totally unprepared for as Tom's plans started to unfold.