Sandi's Erotic Adventures Ch. 16A

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Duncan. A shoe shop encounter. We meet Douglas.
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Part 16 of the 45 part series

Updated 06/08/2023
Created 01/26/2018
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A semi-autobiographical account of my sexual encounters over many years.

Chapter Sixteen. 2000. Part A.

(February.) Duncan, fifty-four.

Hubby's first real humiliation.

I have no idea how hubby met Duncan but think it might have been during a business trip. Anyway the plan was this. On the Friday we would drive to Duncan's house, a journey of approximately seventy-five miles, where hubby would watch Duncan making love to me. After a restaurant meal hubby would then drive home leaving me to spend the night with Duncan, returning to collect me sometime during Saturday. The plan worked to perfection, despite an unexpected refinement made to it by Duncan. But more of that at the appropriate place.

I felt a bit nervous during the drive knowing next to nothing about the guy I was to spend the night with. I'd seen a couple of photos of Duncan but that was it and when he opened the door to us I was surprised to see his flaming red hair. It looked a far brighter red than the ginger haired guy in the photos and I was subsequently surprised to find the same flaming red hair covering his body. Duncan was a very hirsute guy!

Much older than us, Duncan was a twice married and divorced guy of fifty-four.

Quietly confident from the beginning Duncan told hubby to close the door, while taking me in his arms for a kiss.

"Hmm yes, you're as attractive as J said. I think we're going to have fun," Duncan smiled, still holding me in his arms.

"So; you want to watch me seduce your wife do you?" he smiled at hubby now.

"Yes." J's voice sounded strained as he added, "Yes please."

"Good, you've remembered your instruction to treat me with respect. Never forget I'm doing you a favour."

"No of course not, I'm very grateful to you."

Duncan eyed hubby speculatively, a wry smile on his face, while slowly caressing the back of my ears. My body was already tingling under his delicate touch and I knew that the encounter was going to be something special; for both hubby and myself.

In the lounge Duncan asked if I'd like a drink, not including J in his invitation, and I said I'd have a sparkling water if he had one.

"Of course, I think I'll have the same," Duncan said before instructing hubby to fetch them from the fridge.

J promptly scuttled off to the kitchen, and I mean scuttled, Duncan commenting that he liked to see a well-trained husband. We were kissing again when J returned with the drinks on a tray, his hands seeming to shake a little.

"Good boy," Duncan said in a patronising tone. "No alcohol for me tonight, I want to keep a clear head to give this lovely girl my full attention. I want to return your wife to you fully satisfied and satiated by my love making, or to put it more crudely, well and truly fucked."

His hands were moving slowly over my body then and he smiled to feel my nipples hardening beneath my clothing. I wore a belted skirt, the buckle of which Duncan undid to ease my blouse free from the waistband. Looking into my eyes, a half-smile on his face, Duncan slowly undid all the buttons and opened my blouse. Then he slid it over my shoulders, down my arms, and finally tossed it across to hubby standing nearby. Next he did the same with my bra, deftly unfastening it, and once off again tossing it to hubby.

"You can hold your wife's clothes while I strip her naked," he grinned at hubby who was beginning to look flushed. "Perhaps it's one of the few things you're fit for!"

Before continuing though Duncan took my breasts in his hands to raise them one at a time to his lips. While he licked and kissed my nipples I couldn't resist a quick grope of his crotch and was rewarded by feeling a promisingly large bulge!

"Like the feel of it Sandi?"

"Oh yes, very nice."

"Bigger than hubby's?"

"Possibly, I'm not sure."

"Actually I know it is because I've seen J's pathetic little dick during our transactions. Isn't that right?"

Hubby's affirmative reply was barely audible and with a laugh Duncan deftly removed my skirt and handed it to J. before standing back to look me over.

"Very very nice, you're a lucky man," Duncan remarked to hubby as I stood before him in just panties, stockings and suspender belt. "But wasted on a wimp like you, a confessed cuckold. You're pathetic."

Duncan contempt was palpable now but I knew that this was exactly the sort of treatment hubby was hoping for, though admittedly I found it difficult to comprehend.

Moving quicker now, Duncan began undressing, pausing to tell J that there was something he could do for him.

"What's that?"

"Take your wife's panties off ready for me and escort her up to my bedroom," Duncan said, staring into hubby's face.

Was this a test, a sort of battle of wills? If so Duncan won because hubby lowered his face, his voice sounding strained as he said, "Of course, as you wish."

Duncan's triumph was plain to see as he continued undressing while watching hubby drawing my panties down and off.

"Which way's the bedroom please?"

"Turn right at the top of the stairs but in future address me as Sir; I'm your superior in every way. I'll be up when I've finished my drink."

"Very good Sir," J almost stumbled over the words in his eagerness to say them.

In Duncan's bedroom I climbed onto the bed, hoping he wouldn't be long. Hubby, looking particularly tense with nervous anticipation, whispered that Duncan's dominant approach was proving to be everything he'd hoped for following their intimate discussions.

"Encourage him to abuse and humiliate me even more," J urged much to my astonishment.

"Good, spread your legs Sandi. Let me have a good look at you," a naked Duncan arrived in the room and took up a position at the foot of the bed.

I spread my legs really wide and he slowly rubbed his penis.

"Very nice indeed. I must say I'm looking forward to sliding my hard cock deep inside your wife's very wet and inviting looking cunt," he told hubby who moved closer to look between my thighs.

"No no, it's not for your eyes today. Go and stand in the corner out the way."

Duncan laughed to see hubby obediently turn away.

"So, now you can see it what do you think Sandi. Is my cock bigger than hubby's?"

"Oh yes, much," I replied, perhaps exaggerating. If hubby wanted humiliating so be it! "In fact you look incredible all round. Your body is in much better shape than J's, and your penis is both longer and fatter than his. I really want it."

I raised my hips as though pushing my cunt at Duncan. He laughed and there was an edge to Duncan's voice now as he said to hubby, "Your wife's mine for the taking and I'm going to fuck her now but there's a slight change of plan. You can clear off and wait downstairs."

"Can't I watch?" Hubby pleaded. "Sir," he quickly added as an afterthought.

"No, just do as you're told and bugger off out the way."

They stared at one another and again it was J who looked away first.

Duncan, laughing triumphantly as a dejected looking hubby slipped away, called after him, "Close the door on your way out wimp."

Sex with Duncan was everything I could have wished for and I was vociferous in my response, Duncan commenting that at least J would be able to hear the pleasure he was giving me.

Duncan rode in the back of our car with me, giving hubby directions to the restaurant and on arrival insisted on J holding the car doors open for us to alight.

"Just to make sure you know your place wimp," he told him.

After the meal a waiter brought the bill to him but gesturing towards J, Duncan said "Mr P**** will be settling up,"

Hubby paid the bill seeming to enjoy doing so though it hadn't been part of the arrangement. Following Duncan's instructions he then opened the car doors for us to climb in and did the same back at Duncan's house, this time without being told to. He was about to follow us to the door when Duncan snapped, "Where do you think you're going?"

"To watch you and Sandi making love Sir." There was a hopeful note in hubby's voice.

"Oh no you're not, you've served your purpose for now so bugger off home," Duncan snapped and a crestfallen J turned back towards the car.

"Don't return until at least lunchtime on Sunday."

At that hubby stopped and reminded Duncan that the plan had been for him to return on Saturday.

"Yes well there's been another change of plan. I want to spend all day tomorrow and Sunday morning pleasuring your lovely wife, feel her mouth round my cock while I lick her out, and generally give Sandi a weekend to remember. Now clear off you pathetic wimp, we're keen to get to bed aren't we Sandi?"

"Oh yes," I practically purred, turned on by Duncan's words.

The weekend over, Hubby confessed that Duncan's humiliating treatment of him had surpassed all expectations. Even the fact of being ordered to do the weekends accumulated washing up, and then clean a couple of pairs of Duncan's shoes on the Sunday afternoon before driving home, excited him!

Duncan had asked, nay ordered hubby to drive me to his house again in four weeks time and there's little doubt we'd go. I fact we could hardly wait!

We actually drove to Duncan's house a further seven Friday's over the next three month's, with hubby being sent away with his tail between his legs each time, after depositing my case in the hall. In the process J was invariably subjected to a torrent of abuse and humiliation before being sent on his way. Then on his return on Sunday afternoons hubby would be given a number of demeaning jobs to do, not least of which was cleaning Duncan's bathroom!

Throughout our adventures with him Duncan treated hubby with complete contempt but which J revelled in, strange as it may seem even though he was never allowed to watch, not even once!

* * *

(April.) Tom.

I had noticed an interesting looking independent shoe shop during a previous visit to the town and now with time on my hands decided to take a look. I was browsing the shoes when an assistant approached and asked if I needed any help. He was a young lad, barely twenty I thought, and as I was about to try on a shoe decided it might be fun to tease him, particularly as there weren't any other customers in the shop. Sitting, I asked if he'd assist me while I tried the shoe for size.

"Certainly Madam," he replied, kneeling on the carpeted floor.

Deliberately showing plenty of leg I was amused to see the lad growing warm as he eased the shoe onto my foot.

"Hmm not bad, let me try some different ones."

I was enjoying myself teasing the lad and by the time he returned with two or three more shoes for me to try had hitched my skirt higher. I've no idea how much he could see, certainly my stocking tops and perhaps more, but as he helped me try on more shoes the flustered lad's face grew redder by the minute.

Deciding on a pair of shoes I liked we went over to the till. The older guy behind the counter told the youngster he could go as it was nearly closing time.

"Turn the sign over to closed on your way out."

Finishing my transaction, the guy handed me the till receipt saying, "You shouldn't tease the lad like that, I saw you flashing your knickers."

"Just a bit of harmless fun."

"Might be harmless fun to you but you got my son all worked up there, and all for nothing. He's probably gone off feeling frustrated."

"I didn't realize he was your son, perhaps it was a bit thoughtless of me," I said feeling chastened, and the guy explained that it was a family business, his wife helping out with the paperwork.

"Maybe I ought to have a bit of fun with you, a sort of payback, give you a good spanking for teasing my son."

He was eyeing me speculatively as he spoke.

"Maybe you're right; perhaps my thoughtless behaviour should be punished," I replied, feeling excited by this unexpected turn of events.

He stared at me while I slipped my purse back into my bag.

"Go through to my office," he indicated a door to the right. "I'd better lock the door; it's well past closing time."

"Why would you want me to go to your office?" I enquired all innocent.

"To administer your punishment of course," he said briskly. "Put you across my knee and give you the spanking you deserve for teasing my son."

Excitement mounting I entered his office, the guy joining me seconds later. Pulling a chair out from behind his desk, the guy introduced himself as Tom. He was forty-five.

"You're nearly ten years older than me then," I told Tom, I've no idea why, perhaps to emphasize Tom's seniority to me the way he had mine to his son.

I draped myself across his lap as instructed and Tom began spanking my backside, stopping after three or four smacks.

"This is no good, too much cushioning."

So saying Tom pulled my skirt up to my waist. Next my panties were pulled down just enough to expose my bottom and the spanking resumed.

Holding me down across his lap with one hand Tom spanked my bottom, the blows becoming harder all the time, as did his breathing. Spreading the blows evenly he slapped my two tender cheeks while I wriggled about on his lap squealing.

"Good; I've made your bum bright red, the way you made my son's face."

Tom told me to stand up and I smoothed my skirt down but stood before him, panties round my thighs, as I asked if I could go.

"Don't know about that. I've got the key see," he dangled it in front of me.

Despite looking flushed and excited Tom seemed tense.

"What are you going to do then?"

"Get those knickers off, bend over my desk and you'll find out."

Tom was standing up undoing his trousers, his intention plain.

I slipped out of my panties and swept papers from his desk onto the floor before bending over the end of it like he said. Pushing my skirt up Tom's hand delved between my thighs.

"Your cunt's sopping!" he exclaimed. "This is what you need."

His penis drove into me and I yelled at the suddenness of it. Face down over Tom's desk I gripped the edges of it almost desperately as his penis pounded in and out of me. He gripped my thighs, fingers digging into the flesh, while he fucked me roughly.

"This is what sluts like you need," he shouted suddenly as his body slamming up to mine, balls squashed against my thighs, he came.

Gasping, an over-excited Tom staggered backwards and snatched a ruler from the floor. He whacked by bare bottom with it and I yelled but made no attempt to resist as the blows continued, growing in intensity with each one. This was far more painful than the earlier spanking and I howled almost continuously.

"You loved every minute of that," the insightful Tom taunted before throwing the ruler down.

"Let that be a lesson to you," he panted. "Don't go about teasing innocent youngsters. Now put your knickers on slut and get out of her, my wife's due any minute to do the day's paperwork."

Barely allowing me time to wipe myself Tom hustled me from the shop and slammed the door behind me.

* * *

(July.) Douglas, fifty.

We met Douglas when sitting next to him at the theatre. At the intermission he stood up and excusing himself for disturbing us said, "Heading for a swift drink in the bar. Perhaps you'd care to join me, that way I wont need to disturb you when returning."

We accepted his hospitality and as Douglas had pre-ordered his drink it proved a simple matter to include two more, particularly as he seemed well known to the barman.

The distinguished looking Douglas was a guy of fifty, well spoken and smartly dressed. Like us he lived outside London and stayed at a hotel when indulging his passion for the theatre or concert hall. By a lucky coincidence he was staying at the same hotel as us; his regular haunt when in London apparently, so we arranged to share a taxi back after the performance.

Arriving at the hotel Douglas invited us for a nightcap in the bar, a nightcap which hubby insisted on paying for as Douglas had done the honours in the theatre bar. First though I went to our room to freshen up before joining them at the quiet corner table where they were seated, deep in animated conversation. Directly I sat down hubby excused himself and headed for the men's room.

I was sitting beside Douglas making small talk when he dropped a bomb shell, although perhaps I shouldn't have been surprised, it was just the speed with which the transaction had been made.

"Your husband has just invited me to spend the night with you but what are your thoughts and feelings about the idea?"

"Well I suppose it could be the perfect way to round off a perfect evening," I replied with a smile.

"I was very much hoping you'd say that," Douglas smiled in his turn and squeezed my thigh under cover of the table.

"Hmm a suspender, even better," he added tracing the outline of it through my dress.

Hubby returning at that point smiled to see Douglas's hand on my thigh and remarked that we might as well go up.

"Looks like Sandi agreed to our proposition," he added.

Unlocking the door to our room an excited looking hubby handed the key to Douglas, receiving his room key in exchange.

The door closing behind hubby's exit Douglas took me in his arms. During the long and passionate kiss which followed I knew I was in the arms of an expert lover and directly we broke from the kiss began undressing, Douglas following suit a little more leisurely.

"I was expecting John to stay and watch," I told him, hanging my dress on a hanger.

"He will another time," Douglas replied unzipping his trousers. "For tonight I wanted you alone."

Down to my undies I was unfastening my suspenders but hearing his reply paused, wanting to know more about the 'arrangement'.

It transpired that during their conversation Douglas told hubby he was a keen theatre goer and made frequent trips to London for that purpose. He also had useful contacts in the theatrical world and could source discounted tickets for the three of us.

"You and John have had a serious talk," I remarked, continuing to undress. "I didn't think I was away long enough for such a long discussion."

"Next time I'll book a double room for you and I with a single next door for your husband if that meets with your approval," Douglas said, slipping his underpants off.

"Very!" I replied eagerly when his penis was revealed to be a goodly sized specimen.

"You've a lot more to offer down here than hubby," I told Douglas taking his penis in my hand.

I knelt at the naked guy's feet and went to work on his genitals with mouth and tongue. His gasps and groans told me Douglas was enjoying it as I carefully licked, kissed and then sucked his balls. Eventually transferring my attention to his penis I licked all the most sensitive areas before taking it between my lips. Douglas couldn't take much of that though and soon eased me up onto my feet.

"Lay down on your tummy please and I'll see if I can discover what gets you going."

I did as he instructed and the gently caressing motion of his hands on my body, working from the feet upwards, confirmed again that Douglas was a very careful and considerate lover.

Delicately licking the backs of my ears he made my entire body feel tingly with voluptuous sensations Next he licked and kissed the small of my back while gently stroking my bottom, his thumbs raking the crevice between the cheeks. Then it was the turn of his tongue on my bottom, licking delicately all over the soft flesh while a finger slid carefully between my thighs.

Douglas touch seemed electrifying and my body convulsed in orgasm. And he hadn't even started on my front!

"How am I doing so far?" his voice whispered in my ear.

"Absolutely brilliant! Do whatever you want to me, everything so far as been phenomenal."

"That's what I wanted to hear," Douglas whispered and his hands promptly parted my buttocks.

His breathing heavier now he studied me for a moment before saying, "You've a delightful looking bum hole; can I play with it?"

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