A semi-autobiographical account of my sexual encounters over many years.
Chapter Twenty-Nine. 2009.
(April.) Michael, late-thirties.
I was walking along the busy pavement when I became aware of a slackening in the waistband of my panties. Feeling them loosening and slipping I realised the elastic must have gone and my panties were beginning to descend! If I'd been wearing a tighter skirt I might have been able to stave off the inevitable and reach my hotel but the grey business suit was of a more sober cut than my usual wear.
Encumbered by my briefcase in one hand and a bulging folder of paperwork under the other arm I knew there was nothing I could do to avoid the embarrassment of my panties falling down amidst the busy throng of people. Then I spotted an alleyway leading from the pavement and breathing a sigh of relief quickly turned into it. Only just in time, as within seconds the white lacy panties appeared below the hem of my skirt and fell to my ankles.
Depositing my briefcase on the ground I bent to extricate the panties from around my ankles but, due to the folder held under my arm, stumbled.
"Allow me, you seem to have a bit of a problem."
The speaker appearing beside me bent and instructing me to lift each foot in turn soon straightened up again with my panties in his hand.
"If you're going to lose your knickers in public at least you've chosen a nice attractive sexy pair," he smiled, handing me my panties.
"Thanks," I returned his smile. "I turned into the alley hoping to avoid the embarrassment of losing my panties in public on the busy main road."
"Fancy a coffee? There's a nice little place just along from here."
I accepted his offer and we were soon seated either side of a table in the cafe, which I discovered he actually owned.
I told him conversationally that I was on my way back to the hotel, having concluded my business for the day but needed to spend time on paperwork.
"I decided it would be easier to work in my hotel room than at the solicitor's office with the amount of people there were bustling about and distracting me."
His name was Michael. In his late-thirties, the good looking guy told me he didn't visit the cafe often as he had a very competent manager running the place. Michael had driven into town today mainly to check the upstairs flat, which he also owned. A tenant had recently moved out and Michael wanted to give it the once over as he had a prospective new tenant viewing the flat in a couple of days time.
"Actually I find it really turns me on knowing you're sitting there without any knickers on," he added, abruptly changing the subject.
"If I'd worn tights it wouldn't have happened and you'd be out of luck," I smiled.
"You're a stockings and suspenders girl then?"
"Oh yes, much prefer them, even if it does mean I have nothing to prevent my panties falling down if the elastic goes; and actually I always find it exciting to be out and about without underwear."
"You do it often then?"
"Not really, just when the mood takes me."
Michael asked if I fancied another coffee and when I declined offered to walk me back to my hotel, that way he could lighten my burden by carrying something.
"But I just need a quick look at the flat first, it will only take a few minutes, do you want to wait here or come up?"
I'd finished my coffee so told Michael I might as well accompany him. Picking my briefcase up Michael said his goodbyes to the cafe staff and led the way outside to a door at the side of the cafe entrance.
I followed Michael up the staircase and inside the flat sat down on the only chair while he made his inspection. It was a small, one-bedroom flat, and after a time I stood up and wandered into the bedroom. The double bed was devoid of bed linen, having just a bare mattress and a couple of pillows without pillow cases.
"Everything looks OK," Michael commented on entering the bedroom, "and so do you actually."
I was sitting on the end of the bed with legs crossed and skirt mid-way up my thighs as he went on, "You look even more arousing now, particularly coupled with my knowledge that you have nothing on under your skirt."
"I feel deliciously vulnerable," I told Michael. "It would be relatively easy for you to have your way with me."
I uncrossed my legs as I spoke and he stared at me long and hard.
Smiling then, Michael removed his jacket and tie commenting that the heating wasn't on in the flat and he hoped I didn't feel cold.
"Not at all, it's a mild day for the time of year," I replied, removing my own short jacket and tossing it on top of a very basic looking bedside cabinet.
I then lay back along the bed, resting on my elbows to watch Michael undoing his trousers.
"I can see your stocking tops!" he exclaimed with his trousers down around his ankles. "If you pull your skirt higher I'll be able to see everything."
I obliged and went one better by spreading my legs really wide. Immediately dropping to his knees, the highly excited Michael pushed the hem of my skirt right up to my waist and rested both hands on the bare flesh above my stocking tops. Lifting my legs up over his shoulders Michael's face pressed between my thighs inhaling deeply.
"I'm sorry I haven't showered yet and it's been a long day," I murmured.
"You smell just great. Your cunt both looks and smells fantastic. I love the smell of a woman," he enthused, soon kissing and then licking my cunt.
Within seconds I knew I was in the hands of an expert and lay back squealing happily while his tongue continued to do its work between my thighs.
Michael brought me to orgasm and though I tried to damp it down a bit, mindful of the cafe below us, I couldn't suppress the loud wails of joy which broke from my lips.
Coming back to earth I heard Michael say he'd be the envy of the cafe staff and clientele.
"Oh my, that looks incredible!" I exclaimed then, staring at the long hard penis surrounded by a modest amount of fair curly hair.
Slipping from the bed I knelt at Michaels feet and set to work on his genitals, first licking and kissing the tip of his penis before turning my attention to his balls. Licking, then kissing them I next sucked his balls into my mouth and it was Michaels turn to shout excitedly.
Soon though, he raised me to my feet and with one accord we stripped off any remaining clothes. I was ready first and resumed my prone position on the bed, legs spread wide for him. Directly Michael was naked I reached up to him and smiled as he mounted me. His penis slipping inside with ease I flung my arms around the guy as he began fucking me.
There's little doubt our copulation would be heard in the cafe downstairs but writhing and clawing at one another we were past caring. Michael fucked me lustily, my cries ringing out at every deep thrust of his penis into me, until he came.
"That was good," he gasped, rolling off to lay beside me breathing deeply.
A little later Michael walked me to the hotel, carrying both my briefcase and the bulging folder. Collecting my room key from reception I led the way upstairs; there wasn't a lift but I was only on the second floor so we soon arrived at the room.
Placing my things on the floor Michael took me in his arms to kiss me passionately, his hands massaging my bottom feeling divine.
"I know you've work to do now but could I perhaps return a bit later?" he asked tentatively.
"Of course. Come back about 8 this evening and I'll meet you in the bar for a quick drink first of all. When I dress after my shower I'll leave my panties off for you."
His grip on my bottom tightening, Michael's excitement was very apparent.
Later I showered and dressed in stockings and suspenders, naturally. A half-cup bra in white with red patterning and my short black dress completed the ensemble.
Entering the hotel bar I found that Michael had already arrived and was sitting alone at a corner table. He stood up to greet me with a kiss before asking what I wanted.
"Your cock, and hopefully soon," I replied, slipping onto the bench seat and pulling him down beside me.
"I left them off as promised," I told him, brushing my hand across the front of Michael's trousers.
"You're an incredibly sexy lady Sandi, how long will your business take?"
"I'm booked into the hotel for another three nights, including this one, and before you ask will gladly spread my legs for you each evening."
Excited by my bold comment Michael suggested forgoing drinks for now, which was fine by me, so we went up to my room.
I was about to undress when Michael asked if he could do it.
"I'd love to be able to strip you completely naked."
"Of course you can," I smiled, "although I find most guys are all fingers and thumbs and it's quicker to undress myself."
"Do this sort of thing a lot then, do you?"
Michael was caressing my body, running his hands over my dress and cupping my breasts briefly before continuing downwards, while I told him I had no constraints about going to bed with any guy I found attractive.
"And how often does that happen?"
His hand was creeping up under my dress by the time I admitted to having had more than a hundred lovers.
"And you're up there with the best of them," I added, feeling his hand slipping between my thighs.
(In reality of course I'd had sex with nearer a thousand guys than a hundred but decided to tone it down.)
"Really!"
Michael's fingers were penetrating me then and in a voice tremulous with emotion he asked if I also did anal.
