The train to Blackpool ended up being a tortuous three and a half hours, the upside of this was that for every minute that passed, I was closer to Blackpool , more importantly, Simon, there was still some uncertainty as to who would meet me at the station as I'd had no contact with him since the gym, as mysterious as ever. There would be no fun or innuendos on the journey like the time I went to London and ended up being fucked by a complete stranger in the toilet! The train was busy, even at 7 in the morning, not that I was looking for any excitement, for some reason, that always seems to find me!

The first part of the journey was uneventful, then I had to change trains, our connection was running late and the station damp and drafty so I took shelter in the cafe, here's where I mentioned that excitement seems to find me, I noticed a young man looking over from another table, perhaps in his 30’s and very masculine  in appearance and quite attractive, I caught him sneaking a look at me when he thought I wasn't looking, if he'd asked, I'd certainly let him fuck me, Oh what a true slut I thought to myself..

It was really hilarious in the way he'd swap tables when he thought I wasn't taking any notice to get closer to where I was.

Eventually he gave up this subterfuge, it was clearly not working as came to my table and apologised saying he thought he'd recognised me, not the best chat up line! Nothing could come of this but we engaged in conversation , he said his name was Nick and he was waiting for the Blackpool train, coincidence?, well if nothing else, if we met on the train at least I'd have someone to talk to, to break the monotony of the journey. Strangely enough, we had quite a lot in common, all too soon it was time to board our train and I said goodbye and went to find my seat  on the train, opposite me at a table seat was a reserved ticket on the top of the seat but still empty, The train pulled out the station, the seat still empty then a familiar voice from behind me said ‘ AHH, this is me’ an arm waving a ticket with the same reservation number , at the other end of that arm was Nick, all innocently he said ‘ hello again’ as he showed his bags and sat down opposite me, we both laughed , what were the chances of this? 

We chatted away like long lost friends as  the miles just melted away, Nick did seem preoccupied with texting someone on his mobile, the odd glance then a smile in my direction as he'd text away.

When we arrived at our destination, we said our goodbyes and went our separate ways, as I walked away towards the taxi rank I took a look back to see Nick watching me, on his mobile again, probably talking to a friend.

I should have heard those alarm bells but too excited at the prospect of three nights alone with Simon, however at this point I didn't even know if he'd actually come given his mysterious nature, had he set me up? One thing for sure was the hotel and boutique were real, as was the chauffeur stood next to a white limousine with a board with Christine Clarkson on it, Ok, I had to giggle to myself in seeing that, being outed at the train station was unexpected as some people looked at me as my bags were taken away from me and packed into the boot, I think my saving grace was I was just someone in a crowd, who'd recognise me here? 

Then, and I won't ever forget this moment, the chauffeur opening the door for me like I was royalty, ‘ miss Clarkson’ he actually held my hand as I got into the limousine, the door carefully shut behind me, the look on the faces of people waiting for a taxi was with astoundment as we drove off.

The driver asked if I wanted to see the town before he took me to my destination, I willingly accepted as I found the mini bar, I think I really  needed a stiff drink as all this didn't seem real ?, any minute I'd wake up but no, the scotch was also real. The driver showed me the usual sites and a brief history as we drove around what I thought was randomly about , Then, there it was, not some B&B accommodation but one of the most outrageous buildings I'd ever imagined to be a hotel , it would have been more at home in London, it's glass front glistening in the late morning sun, we pulled up outside, the door opened and his gloved hand softly gripped mine  as I got out.

A porter came rushing out like I was someone important and got my bags out of the boot and into the hotel foyer, the driver just smiled, totally unphased at the whole thing, ,’ I'll see you later miss’ well that sounded reassuring as he made me feel at ease.

Another person came out to greet me , ‘ miss Clarkson, we've been expecting you, I hope your journey was to your satisfaction, your room is ready for you, please follow me’

We made our way to the lift, I watched the lights as they went up and up and up this was starting to get frightening as it stopped at the top, the doors opened to a hallway the usual indoor plants adorning each side creating a calm soothing atmosphere something I really needed right now because I was in total panic mode what had I let myself in for? We got to my room and he open the door before handing me the electronic key, ‘ your room miss clarkson’ 

The door opened into one of the biggest apartments I've ever seen, a day room plus a very sizable kitchen which was strange considering this hotel must have had everything! two bedrooms apparently I just wasn't taking this all in has the manager showed me round and showed me how things worked. 

We got back to the door where I got the fright of my life as he held his hand out for a tip yes I know it's customary but I didn't think I had that sort of money to be tipping him but then my savior, Simon came into the room and handed him some money, a lot of money! That was the moment I knew I was really out of my depth in more ways than one, the manager thanked him, said his name was Neil and if we needed anything we only had to ask, with that he left,  I just stood there in total shock, yes, it was Simon but his casual extravagance was more than I could possibly handle , that scotch clearly wasn't working! 

Simon walked up to me and put his arm reassuringly around my shoulders and apologised if he'd made me feel uncomfortable.

‘ Christine, how could I explain all this to you, I wanted to tell you after we first met but couldn't find the words , I had to leave my flat to think about what we did, the lady in the flat was my eldest daughter, it's still my flat but as you can possibly imagine, I do have a more extravagant lifestyle , I just didn't want to scare you away , I feel we have a connection, I'm sure you've felt it too?’ well he wasn't wrong about the last bit, the rest of it was hard to comprehend but over the next three days I'd learn to so much about him, maybe too much

‘ Right, ok get a quick shower, you've got a measuring up appointment at 2, 

I walked towards where  I thought the shower was, my mind still unable to accept the whole situation I'd found myself in.

I'd some ‘ my time’ as I showered, I did notice the douche, 

well like the old cub scout saying goes,  ‘ be prepared ‘ 

20 minutes later and  all freshened up , Simon walked me back down to the limo, a quick  drive to the boutique and he escorted me in, the lady was waiting for me ‘ Ahh Christine, welcome , my name's Veronica and I'll be your assistant, shall we?’ her arm pointed towards a very comprehensive lingerie section, ‘ I think we'll start here’ this was about to be a mind blowing experience for me as she held up items against my body, ‘ perhaps it would help if you took your shirt and trousers off’ as she brought out a tape measure, a quick check of my essentials and she asked Simon what sort of lingerie I needed, Simon's reply was simple, ‘ elegant ‘

Veronica never batted an eyelid

‘ this way Christine’ and led me to some of the most amazing, if somewhat expensive, bra and knicker sets I'd ever seen, some silk, some lace. She picked a few out then led me to the stockings and suspenders in both black and white, a black waspie with suspender straps  then to the slips, silk naturally, full knee length then onto the the nightware section, I think Simon had already chosen those for me, then the shoes, some slutty heels in black of course but the most confusing item was the white court shoes as they matched nothing so far.

The last item was something special, Veronica brought it from the back of the boutique, still in it's dry cleaning bag, this was obviously something very special to Simon as he held it up, a floral wrap around dress, it looked like  satin soft and light, the material catching the light as he turned it round to see it from every angle.

Veronica rang up all the items but one, the dress, it was something he'd brought with him and had been professionally dry cleaned, I caught a glimpse at the receipt, to say it was eye watering was an understatement.

All the items were bagged or boxed and then a quick ride back to the hotel, or so I thought as the chauffeur took them back to the limo.

I was handed a thin cotton gown which I wrapped around my body, my nipples now indicating a slight chill in the air as they now grew to full erection.

‘ this way Christine' ‘ this was just incomprehensible to me as I was led to a very plush padded beautician chair.

Now sat facing a barrage of mirrors, I could now witness my transformation onto a absolutely stunning woman.

Veronica’s assistant came over and took a good look at my face and features, ‘ you have wonderfully soft smooth skin’ she said as her hand smoothly touched my skin and traced around my face and cheek bones, whatever it was, it looked like a positive assessment. 

She looked over at Simon and nodded, I saw in the mirrors him getting a photo out of his wallet and show the assistant, ‘ can you do it' he asked 

Both Veronica and her assistant said yes, my transformation began as she started to apply my makeup, I'd say I'm reasonably proficient in this aspect but knew what this lady was capable of would be exceptional.

Almost an hour later, she was done, there was only one thing wrong, my hair, I shouldn't have worried as Veronica came out with a gorgeous long black wig , she positioned it on my head, a few adjustments and a quick  brushing and it was done, she held a mirror up behind me so I could see my hair, which went halfway down my back, WOW! 

I looked at myself, red lipstick , rouge blusher on my cheeks , deep black mascara above my light blue eyeshadow, oh my! I looked almost undetectable, was this intentional?

‘Just need to dress you now Christine’ 

I was led to a small room where Veronica held up various items of lingerie, the waspie and 15 denier stockings which made my legs look amazing , some black mesh and satin panties, the dress of course then the heels , thankfully they were a sensible 4” so at least I'd have a reasonable balance!

Holding my hand , Veronica led me back out and just for a moment on seeing me, Simon let his guard down as his secret was revealed he said just one word ‘ kathy’ , a tear in his eye as he momentarily looked down, I didn't quite realise the significance of that momentary lapse until much later.

I could sense he was upset so made my way to him and comfort him, he turned his head to me and softly kissed me on the cheek ‘ you look amazing’ he whispered into my ear as he pulled away to take a good look at me.

‘ just a few photos Christine and we're done ‘ Veronica said to me, leading me to a small studio I had several photos of me in the dress, some slightly undressed to show my legs and a shoulder, nothing smutty then it was over.

Simon held my hand and led me out of the shop, the chauffeur was waiting with a different car, a classic rolls Royce, I felt like a movie star as the chauffeur helped me into the back, then Simon to the other side. “Let's just ride for a while’ he said , with that with his arm around me I just tried my best to say how grateful I was but I was overwhelmed the words just didn't come out how I felt, Simon hugged me a d with a smile, ‘ I'll do anything for you Christine’ well that was one half of his intentions towards me, the other  I'd learn much later.

That's when I had an impromptu panic attack , he'd done all this in just a few hours and it was only Thursday afternoon, what had he in mind Friday and Saturday? He'd lavished so much love and affection already, if this was just the run up, it must be something big, now that did worry me but I was here now, I'd made my bed and now I'd have to sleep in it, if I'd get the chance, Simon had waited a long time for this moment he definitely wasn't going to let me slip through his fingers this time.

I looked out the window as the scenery passed us by, I could sense Simon moving closer  to me, his head getting closer to mine, I looked round, that look of love in his eyes was blatantly obvious as he moved in to kiss me, well this was like being a soppy teenager all over again as his lips touched mine, this I wasn't expecting, kissing men for me in this way were very few and far between, usually they went straight to using me like the slut I was, however, my response even caught me off guard as I responded, our lips locked as we kissed, this is the moment he'd wanted for so long, our kissing got more intense as his tongue forced my lips apart for his to french kiss me, my encouragement spurred him on as a hand made it's way into my dress, straight to a very erect nipple, an ‘Hummmmm’ of appreciation, or was that excitement as his kissing got stronger, I was really lost in the moment, had I really done this to Simon, I wasn't just something he was just going to fuck and leave, did I really mean something to him as he lovingly kissed and caressed my breasts. He broke off his kissing and whispered into my ear ‘ let's go back to the hotel ‘ 

I think my own excitement had gotten the better of me as I just said ‘ yes please’ 

The chauffeur with that knowing look, turned the car around and took us back to the hotel, the journey was now excruciating as my excitement grew and Simon's impatience was fairly obvious, had he'd got the chance, and to be honest, he had!, he'd of fucked me in the back of the car there and then, what a wonderful thought!.

As soon as we arrived, we got out and I literally glided through the large foyer holding on to Simons arm like a loving couple. Some people stopped to see this beautiful lady in the arms of a handsome older gentleman, did they know? My beautification was very convincing.

As soon as I got into the room I kicked off my heels, my ankles could do with the rest! 

Simon, again, moved in close, ‘ I've waited for this moment a long time my love’ Ok a total departure from come here you slut! That put me in the back foot as his powerful arms wrapped around my waist best they could and pulled me close, our eyes looking deep into the others, I felt a really strange tingly feeling as he drew me close, again our lips locked together in what I can only describe as a frenzied snog, I hadn't felt like this since I met my first wife all those years ago, was I experiencing true love again ? Now I really was being silly but Simon seemed to sense it too as he clinched my waist tighter  , then my shoulders to draw me into him, my cock which had been behaving itself most of the day started to show an interest in proceedings, I thought I'd take a chance and make for the front of his trousers, he watched as my eyes opened wide, his cock felt slightly larger than I remembered as I stroked its length through his trousers, a sudden gasp indicated he was enjoying this a lot more than he was letting on.

Here he was, not that masterful dominant lover but a soft and gentle one, he was treating me with loving respect, I could have used that new found power to take control but that just wasn't me.

Somehow we'd gone from the day area to the bedroom door, then he said something I don't often hear ‘ Are you sure you want this ‘? Oh how sweet but also naive, my body was screaming for his love and it would certainly get it this evening, at the moment he was just simmering away whilst I was already at the boil, yes, even now he still had that dominant effect over me.

I just replied, and I can't believe I said it,‘ Simon , you know I'm yours and always will be’ he smiled as he led me by my hand to the bed, that I was grateful for as my stockinged feet slipped over the wooden floor.

For someone in his mid 70’s,  I was surprised at how easily he picked me up and placed me onto the bed. This guy must definitely work out.

I just laid there as he removed his trousers and shirt to join me on the bed in just his silk boxers, his shaft poking the material forwards with a hardness that would soon be making me his again , oh my, my memory must be playing tricks with me, his cock did look marginally bigger than I remembered.

what I did remember was the bulbous head, my thoughts of being able to suck it created an extra stir down below, we were  ready to do our  dance and finally for our bodies to be entwined, I couldn't wait but first I had to be disrobed the way he wanted he would drive my senses into overdrive accumulating in  one of the most Powerful earth shattering orgasms I'd ever had, I'm sure anyone nearby at that moment would agree!

My Achilles heel was always my nipples and Simon knew it as he undid the two buttons that kept my wrap dress from opening up, this he did teasingly before he went to one of my nipples, a moan of approval as he tweaked my bullet hard nipple, checking the other one out brought an equally approving sound as he brushed the tip of my nipple, at that moment, I was his, he could do to me what he wanted, he was fully aware of this as he moved in for the kiss, yet another marathon snogging session, I don't normally have this response from the men  that fuck me, all they want is to stick their cock into my man pussy and fuck me like a cheap slut until that final moment of fulfillment as they finally breed me. Simon was, well at the moment, totally different, he wanted to enjoy me, woo me, not  just fuck me, this Simon was so gentle and loving, I wished this moment could last forever. As he kissed me, his hands pulled at the tie that keep my dress together and pulled it open ,each side of me, the sight of me in my waspie and stockings would be a lure no man could resist, my panties, for the first time revealed just how excited Simon had got me as a very distinctive patch of pre cum had made it's way through the black mesh. He reached down and drew my own juices over my painfully erect cock, making deliberate circles over my super sensitive glans, he played with my pre cum, pulling strings of it away from my panties before he made a mistake and touched under my swollen helmet, I almost came there and then but Simon pulled back, it was far too early for me to cum, I'd be needing my seed when he'd finished with me, for now, my nipples were on the menu as he lovingly teased them, sending my body into uncontrollable spasms, he lowered his head over one and kissed the tip of my nipple, this was absolute torture as my body needed more, he responded to that very need as his lips now locked into my nipple, drawing it into his hungry mouth, his tounge flicking over the tip, my emotions went into overdrive as this was just too much and burst into tears, Simon drew back to see my mascara had run, ‘ please don't cry’ then he slipped again ‘ Kathy’ 

I quickly forgot that,  this was now, I know he desperately wanted me, perhaps I wanted him more? a perfect combination for love making as he now went to my other nipple, leaving the other now a bright Reddy purple and solid. My hands started to wonder, lower and lower, Simon made no attempt to stop me as the palm of my hand now inside his boxers  rested on his solid cock, it definitely felt different as I wrapped my fingers around it and pulled his foreskin back, he lovingly bit my nipple as my hand now explored his shaft, an explanation was needed, how did his cock get like this? He must have read my mind as he told me he'd taken a tablet so I'd get what I deserved, what a naughty old man! that thought made me smile and a reassurance that I was his for the taking. 

Simon pulled his boxers off, his cock sprung up like a jack in the box, my only thought was that was for me as he repositioned himself on the bed, his cock now tantalisingly close to my lips , within seconds I was slurping away at his solid man meat, he gently started to face fuck me, he was being careful, his sperm was destined for another part of my body, there were a couple of close calls as I placed my tounge under his glans, Simon pulled back Immediately, I wasn't to ruin the moment he he'd been building up to.

There was a subtle hint of pre cum oozing out the slit of his cock which I greededly lapped up, Simon smiled at me, had I exceeded his expectations I wonder as my tongue tried it's best to encourage his cock to release more of his sweet pre cum.

I think Simon had come dangerously close to loosing control and flood my more than willing mouth with his creamy spunk, he pulled his cock out of my mouth, I did my best to hold him there for a moment, just to show him that the cum slut Christine was his.

Getting off the bed he went to my lower body to slowly pull my now pre cum soddened panties off.  My expectant cock shot upright in full view as he took a sniff of my panties before tossing them to the floor.

He removed the dress, well I would have said my dress but I sensed it was his and had up to now served it's purpose, reaching for a large bath towel he left next to the bed be asked me to roll over so he could put it under us, rolling back into my back I was laid bare in just my stockings and waspie for him, my cock twitching with expectations but ignored, 

Lying down next to me he asked me to lie on to my side as his hand found my nipples again, the other just lightly running a finger over my solid shaft thanks to the new medication I was using.

I was in heaven , hands pleasing me , the warmth of his body against mine, a hardness pressing against my cheeks.

Simon now started his mating ritual as he slowly pushed his cock up and down my crack, a rapid growing wetness against us as he did so, Simon had waited far to long to get to this stage, reaching over to the bedside cabinet he grabbed a tube of lube and applied some to his shaft, then, and I should have been ready for this, a lubed finger found my waiting hole, a few circling motions around my sphincter, then pushed it in, I moved forward slightly to slow it's penetration as he pushed it in, pulling it almost out of me, another lubed finger pushed it's way into me to join the first, now moving both slowly in and out he introduced a third, twisting his hand around to start stretching my hole for the forth! 

I layed completely still as his fingers massaged my ever widening hole, every so often he'd find my prostrate, my body convulsed as the sensations swept over me, that really pleased Simon as he kissed my shoulder ‘ ready ‘? 

I waited, somewhat deliberately to add to his building frustration as his cock poked ever closer to its goal, removing his fingers, they were replaced by his hard shaft, he was gentle with me, unlike the other times he'd fucked me , so loving and tender as her nursed his cock ever deeper into me, a low  cry from myself as his cock tried to fill me but in this position wasn't able to as he  strained to attain the deep penetration he wanted . He took a few minutes just pushing into me, so gentle, long strokes but I guess the frustration of not being able to fuck me deeply  took over, he pulled out and rolled me onto my back, my cock doing it's own interpretation of a flagpole as it stood vertically pointing towards the ceiling.

Kneeling between my legs he moved them apart with his knees as he moved up towards me, his cock from this angle look quite menacing with it's bulborous shiny wet head pointing at its next conquest.

He surprised me just how strong he actually was as he effortlessly pulled me up and to his waiting cock , my legs pulled over his shoulders, I was at his mercy, he'd show none as the head of his cock nestled at my entrance, neither of us would need lube as he pushed against my sphincter, it tried to refused it's advanced but was no match to the power that was behind it as he pushed into me, I cried out as  his cock inched ever deeper into me I'll admit, at this angle that did hurt but that soon went as his solid shaft just effortlessly slid into me.

Simon really enjoyed the power he had over me and would amply reward me but first , the love making as his hips started to gyrate , my sphincter now being stretched in every conceivable direction before he was ready for the killer thrust , one I wasn't ready for as without warning he pushed hard and deep , my cries must have been heard halfway down the corridor! 

Our coupling complete, he started, so slow at first but soon gained speed as he thrust into me. My cock now flapping back and forth with each hard thrust into me, I wished he'd lasted longer but I guess he'd been waiting all day and hadn't the control he normally had. 

His orgasm was imminent, his breathing now hastened as he now started to increase his pace, he had only seconds before the inevitable, time for me had slowed down, my brain unable to accept the wonderful situation I'd found myself in. His final inseminating push came, he made a satisfying deep sigh as he pushed so deep into me I thought he'd split me in half, I gripped the bed sheets to help counteract the sudden pain  and pulled them upwards as that all now familiar throbbing of his glans unleashed a torrent of pent up sperm deep into my body, two large ones which I could feel as it went deep into my back passage , the other few less spectacular but just as rewarding as the warmth of his sperm momentarily warmed my now freshly fucked man cunt.

He held me in that position for a minute after his last spurt of cum, our eyes locked on each other as he gently pushed his now softening cock a few more thrusts to make sure I'd got all his cum, our eyes yet again, locked on the other, it was like for a moment he was seeing someone else, his infectious smile made me forget such a notion as he now pulled out of me, some of his sperm came out into the towel as he let my legs slide off his shoulders and back into the bed, leaning over he kissed me, it felt so nice, I don't often let men kiss me but with Simon it just felt right.

We just layed side by side, my cock twitching away signalling that there was some unfinished business to be taken care of, Simon saw this and told me to move up the bed and sit up so I could watch as he very slowly started to wank me off, using his finger and thumb, making sure that my juices lubed my glans and under my foreskin, it was for me the most embarrassing moment of the evening as without warning, my cock let go, neiyif us was ready for it, everything that had happened this evening had made me so randy, a sudden slight swelling as my glans started to twitch, a jet of spunk, was forced out of me as my cock jerked  like a recoiling cannon, the first rope of cum hit me cleanly between my eyes and started to drip down whilst a second volley hit my face, never in all my years had I cum like this, well apart from the time a male masseur gave me the mother of happy endings!, Simon just watched his handy work as the third and fourth volley flew out onto my chest, that warm feeling of fresh spunk sat near my nipples , Simon wasn't going to waste this opportunity and with a finger, rubbed it over my nipples, he seemed fascinated at it's viscosity and elasticity as he pulled it away from my now re hardening nipples, Simon deliberately teased them as my cock oozed out the last of my pent up load onto my body.

Unfortunately, all good things have an end and this was it as he moved away and slapped my thigh ‘ get yourself cleaned up , I've booked a table for 9pm. 

Hurriedly I showered , doing my best to remove what sperm I could but some was way far to deep to recover, it'll stay in there until later.

The rest of the evening was pure bliss. I didn't get much sleep that night. Simon's appetite for sex with me seemed unquenchable. That night he treated me like a queen( forgive the pun) , so loving and gentle, a total departure from the masterful Simon I knew.

We'd only been together just over half a day and already we'd done so much together, tomorrow id be going back to the boutique for another  photoshoot, what would happen to me next I still cannot believe, but here I was, 

Simon had done what he'd been wanting to do for so long, now I was to be Simon's playing thing again. I was determined to enjoy every second of this weekend totally unaware he'd planned our meeting meticulously with twists and turns I never saw coming , there'd be joy, happiness and an unexpected guest. Yes, Simon was a very deep, mysterious and secretive person all rolled into one.