The story begins with Phil, who was once Debbie's lover, remembering the good times. As you will see he is a bit full of himself and you might think he is a loveable rogue. I will leave you to judge!
"Dreams of Debbie" features characters from my previous stories which can be accessed from my author's page.
* * * * *
My enduring memory of Debbie - which would always come back to me when the nights were hot and I needed a fuck - featured the galley in Andy and Carrie's yacht.
I'd stripped Debbie naked and got her bent over the sink and I was taking her from behind while cradling those spectacular tits which were all over the place. We were trying to be quiet - if that was ever possible with Debbie during sex - as we knew Andy and Carrie were sunbathing up top. When the galley door opened and Andy appeared, I expected her to break away in embarrassment and attempt to cover up like any other woman -- but no. She just looked the other way and hid her face in the long blond hair falling dishabille over her shoulders and - stunningly - kept me standing to attention by gently running her cunt up and down my prick while Andy squeezed passed. Understandably, he didn't hang around and after collecting whatever he came down to collect and offering a red-faced apology, he headed back up to the deck. We then finished in a torrent of cries, bouncing tits and pounding arse cheeks with Debbie not giving a shit that she could be heard all over the boat.
What a girl!!
Oh yes -- then there was the beach. We anchored in a quiet little bay east of Hobart and took the dinghy to the deserted shore. The swimming costumes soon came off and we frolicked and swam and each couple took turns behind the beach for a quicky. Then Debbie and Carrie began to whisper and giggle to each-other and suddenly announced that they wanted to go for a walk on their own!
Shit! I don't know about Andy but I started to grow and had to roll on to my front.
The girls took off down the beach bollock naked and holding hands like two tanned and shining sea nymphs and were gone about an hour.
I would have paid 10,000 dollars to watch that one!
When they returned arm in arm with sly grins on their faces it gave me the palpitations and I grabbed Debbie for one last shag before we rowed back to the yacht. Needless to say, she didn't want any foreplay!
* * * * *
"Would you like an aperitif sir?"
I was shaken out of my day-dreams. The seat belt sign was off and we were on the way home. The Great Plains were passing below -- light brown and featureless apart from the large irrigation circles. We were just out of Denver en route to Heathrow.
Lovely Debbie had paid for my recuperation programme in Colorado Springs and I wanted to thank her personally -- she had saved my life -- and maybe, just maybe, we could give it another try -- well miracles do happen, don't they?
She had even paid for my first-class flight home. What a loving, kind, achingly incomprehensible, infuriatingly beautiful woman!
We were doing so well down under until her kids came out. Then the priorities changed. The mothering instinct took over and I became a side-show. She still loved that prat of a husband and within months she'd gone back home.
I now planned to spend a few weeks in a rental in London Docklands to sort out my affairs and then head back to the Far East and my agency which badly needed my attention - but I really needed to see her - to try just one more time. When she replied to my message my heart leapt. She agreed to meet up and I booked a table at the Berkeley in Knightsbridge -- I was an old regular and made sure we would be given a secluded table where we could talk privately. I badly wanted her and I'm sure she still wanted me.
We first became acquainted when I needed some legal input regarding a buy-out I was organising for a client. She was allocated to me and we hit it off immediately. I could tell things weren't right at home and, having walked down this path so many times to get a fuck, I showed an interest, became a good listener and a shoulder to cry on.
Christ -- she was hot -- and the breakthrough came when I jokingly suggested that she could get her husband interested again by dispensing with her underwear and wearing some nice black fancy top hold-ups under that back-slit skirt of hers. I cheekily suggested that she could try out that look on me first before treating her husband. She giggled and said she would think about it?
I thought no more of it but when I booked another meeting with her at my office in the City to run through some papers, I nearly peed myself when she appeared. Once she had closed the door and removed her coat, I could see for the first time those luscious tits, free at last to offer their charms to yours truly under her semi-transparent white silk blouse. Christ, her nipples were the biggest and proudest I'd ever seen -- and there was more. When she sat and crossed her legs, those fancy tops were peeking out under the hem of her very tight black pencil skirt and rimming those gorgeous thighs. Her high black business heels finished the job.
Now comes the surprising bit -- she just carried on through our meeting as normal but it went right over my head -- all I could think about was the look of her wanting pussy, begging for some attention, sitting patiently a few feet away under that skirt.
I decided to play her game -- when the meeting finished, I asked her if she wanted a drink at my local near Bank. She said no but suggested a little pub out on the Mile End Road well away from the City so we took a black cab.
We paid off the cabbie, walked in and a few locals at the bar turned to look admiringly at Debbie -- I would soon get used to that! She went immediately to the bar, had a quiet word with the barmaid who passed her a key and she led me into the lounge which was deserted and after unlocking a door and re-locking I followed her up two flights of stairs to a second door which led to a very bijou, tastefully furnished room with a king size bed, an en-suite bathroom and kitchen/dining area. A bottle of Pol Roger, always her champagne of choice, was sitting in an ice bucket on the table.
She had done this before!!
This was the place where she took her men for seduction -- discrete and well off piste to avoid her circle of professional contacts, friends or family.
The tables had been turned on me for the first time -- roles had been reversed -- she had taken the initiative and I was loving every minute of it!!
Look - I've shagged lots of women -- but this was different. First, she was the best I've ever slept with -- if that's called love then I admit it -- I was in love. Second her body was my ideal - you could lose yourself in her -- voluptuous, luscious, soft, rich double cream, sometimes yielding, sometimes aggressive, always energetic. Third, she instinctively knew when a little something on her naked body would turn me on -- it might be a crotchless G string or a pair of earrings, a choker or a bracelet on her ankle, an open cup bra offering up those tits for treatment or a shining dildo ... the list goes on. Fourth and finally and very importantly she was just awesomely intelligent and ultra-confident -- she knew what she wanted and made sure she got it. I could never take her for granted -- we would argue violently at times and she was truly frightening when she was aroused. Nevertheless, she was, at heart, a nurturer and a very loving woman towards those she truly cared for and I now had good reason to appreciate that!
That first time above the pub was just, well, fucking sensational. I remember ripping her blouse off and, with difficulty, running that tight skirt over her thighs but she kept her fancy tops and heels on throughout. I lost myself in her lips and her tits -- and eventually, as time was running out, she took the initiative and moved me on to finish the job. The feel of nylon on my thighs and torso always reminds me, with a shiver, of that first shag. She sat astride me to kiss me before putting my old pal inside her and the feel of her wet hairy pussy on my chest I will never forget. At the finish she would always want us to be in missionary with her knees doubled up and her legs wrapped around me to give, I always presumed, the deepest penetration together with pressure and movement across her clit. To bury my head in those tits after I came was fucking amazing. Needless to say, I never needed any help in the prick department where Debbie was concerned.
* * * * *
"Sir... Sir... we are just beginning our descent. Could you please fasten your seat-belt?"
I awoke and we were over the green fields of England and all was efficiency in First Class. I felt a wetness at the tip of my cock and scanned the face of the lovely stewardess hoping that my excitement hadn't been too obvious while I was asleep!
I began to look forward to London and the Berkeley.
* * * * *
Phil was right -- Debbie still had feelings for him. He was very different to David -- cocky, full of himself and "God's Gift" to women. Nevertheless, he was also kind, considerate, hilariously funny when he wanted to be and not at all possessive unlike David. He was a loveable rogue and there was always excitement with Phil, and Debbie loved excitement!
He was also hot in bed and Debbie had to admit that this was significant. She never had to work hard to get him up -- he was always ready. They were also well matched -- he was able to get her aroused in minutes and then they would fuck for hours. He was tall, well-built and masculine which mattered to her. David was more androgynous -- slim with no body hair whatsoever - which was fine -- she liked slim - but it was nice to have variety. There were many firsts with Phil -- she became anally proficient -- she learned to give and receive pleasure from another woman -- she was shown how to use dildos and was persuaded to wear them in public -- but she did draw the line at a threesome despite Phil's protests. It all seemed a little quaint now after her performances for Ray and Lyn!
She was very clear that she did not want to re-ignite the affair with Phil. She was settled in her role in the City and about to become a Senior Partner, she was happy with David and the kids were now of an age where any upset would be catastrophic... and she had Norfolk for a discrete diversion away from job and family when the mood took her.
So, for the Berkeley she booked a two-night stay, on her own, in the Chelsea hospitality flat owned by the Practice and she deliberately dressed down for the evening. She would wear all her underwear and the dildos would be left at home!
* * * * *
Debbie was late as always, but when she walked into the bar with that swagger, fuck, I fell for her all over again. I struggled to pin down what had changed -- she seemed more exotic -- more confident -- the hair was longer and "bigger" -- she had the aura of celebrity!! She was dressed very stylishly in black lace with the hem at her knee, long sleeves and a high neck line but she could not hide that intoxicating sex appeal. Both men and women turned to look as she swept into the bar -- Christ, I had missed her.