Joining The Mile High Club 4

Reading notes:

1. I have just returned from a trip with my cuckold. He had some business in the USA, and I fancied a holiday (and the opportunity to try to sample some American cock!)

2. This story contains descriptions of various sexual fetishes, including older woman/ younger man, enforced cock worship, oral and anal sex, tease and denial and smoking. If any or all of these are not for you, move on and find a more suitable story.

3. All sexual practices described in this story occur between consenting adults, all of whom are aged 18 or over.

4. Please consider leaving a comment. All authors thrive on feedback.

When my cuckold Richard came home a few months ago with the news that he might have to go away to secure a contract to allow another company to sub-contract some work he was involved in, I didn't pay much attention. All my energies at that time were taken up with seeking a new lover. My e-boyfriend and I had parted on amicable terms, but I'd not been fucked for almost a month, and even Richard was suffering from cream pie depravation.

But when he told me that his trip was to San Diego, in the USA, my interest rapidly increased. I wondered if it might be possible for me to accompany him. Richard got it straightaway.

"You've always wanted to sample some American cock," he grinned. "I think the company can wangle you a seat on the plane. After all, you need regular looking after, and I haven't had a cream pie in what seems like ages."

"When you say 'I need looking after', you really mean that I need to be fucked regularly, and by a real man, not someone with the little boi clit that you have," I replied, reaching for my lady pipe and my lighter.

I lit my pipe and smoked whilst Richard watched. He has a huge smoking fetish, and I indulge this, because I keep him in permanent chastity, so he gets excited, but can't do anything to relieve himself unless I unlock him. This I do every Saturday afternoon (unless he's upset me during the week) but even then, his weekly milking session always culminates in a ruined orgasm. It's something we agreed on when we started this lifestyle, and I must admit that 'owning' his cock gives me a sense of power and a real thrill.

But I digress. This is the story of our trip to San Diego. I really enjoyed every moment of the holiday, and the bonus was that Richard was able to sub-contract part of the work to the American firm, for which they paid handsomely. Almost enough for another trip to the States, which I fully intend doing. Like most things American, when compared to the UK version, American cocks are bigger, longer and thicker!

Our hotel was extremely well appointed and the service from the staff was better than anything I'd ever experienced before. Richard was out most days, meeting people and negotiating contracts. I wandered around for a couple of days, and I managed to buy some gorgeous Cuban cigars, but it was too hot for sight seeing, so on our third morning, I decided to spend some time down by the swimming pool area, sunbathing, and smoking one of my newly purchased cigars.

The sunloungers were out, but I was the only person there. I chose my spot, under a convenient palm tree and took my book out of my beach bag. Before I'd even had a chance to lie down, I was aware that someone was standing beside me.

"Good morning, ma'am," he said in a deep, attractive drawl. "I'm Curtis, your lifeguard, pool attendant and bar keeper. May I get you a towel for your sun bed, and an ashtray for your cigar?"

I looked at him, but the sun was in my eyes, and all I saw was a dark silhouette. I fumbled in my bag and pulled out my sunglasses.

"I'm sorry, the sun was in my eyes," I explained. "Yes, please. A towel and an ashtray would be wonderful."

"Coming right up, ma'am," he replied with a grin, and off he trotted to get them.

When he returned, I had a chance to study him more closely. He was about six foot tall, solidly built and with the most attractive sun tan. He was wearing a polo shirt with the legend "Lifeguard" on it, a pair of gleaming white shorts and flip flops. This was a promising start. I decided to test the waters.

"Thank you," I began as he handed me the towel. "It's beautifully quiet here. Does it get busy later on?"

"Not really, ma'am," he replied. "It's coming to the end of the season. The hotel is very quiet, and this is my last week here. I'm going back to college next week."

I pulled off my T shirt and slipped my shorts down. All I had on was my one piece bathing costume. Now is the time to let readers know that I'm not in the first flush of youth. Honesty compels me to admit that my stomach isn't as flat as it once was, my tits sag a bit more than when I was in my 30s, and my thighs wobble rather more than they once did.

Having said that, I also have to say that a regular diet of vigorous sex, courtesy of several lovers have kept me in reasonable shape for a woman in her 50s. Judging from the slight bulge in my young attendant's shorts, I think it was fair to say that his impression of me was favourable. He seemed fascinated that I smoked cigars. I was about to start the conversation again when he said,

"We don't get many English people here at the hotel. Is this your first visit to San Diego?"

I lay down on the sun lounger and looked up at him.

"Yes it is," I replied, "but I don't count in the number of English tourists. Neither my husband nor I are English. We're both Welsh."

"You're here with your husband?"

He sounded disappointed and looked around as if to satisfy himself that he wasn't doing anything that could be considered inappropriate. I gave him a reassuring smile.

"Yes, but he's out doing business during this trip. I'm all alone during the day."

That fact seemed to spook him. He looked around nervously, and seemed to make up his mind.

"Well, you have a nice day, now," he said, and retreated to his station, a little hut with a straw roof that doubled as the bar as well as a towel store and lifeguard post.

I wasn't put off. The seed had been sown. I thought that I'd give him an hour or so and then I'd saunter over on the pretence of wanting a drink, and see if I could reel him in a bit more.

The sun was gloriously warm, but the palm tree provided sufficient shade, so I stretched out and opened a book that I'd bought in the airport. I'd started to read it on the plane, but I'd fallen asleep not long after take off. Unfortunately, the blurb on the back didn't match the story inside, and after about ten minutes, I put the book down.

I sat up and looked around me. There was still no-one around. I stood up and took off my sunglasses. The young man was watching me, and he waved as I sat down and dipped my legs into the pool.

It was like getting into a warm bath. I slid gently into the pool and swam across to the other side, being careful not to get my hair or my face wet. Despite the warm water and the hot sun, when I reached the other side, I realised that my nipples were doing pokies through my bathing costume. I had an idea.

I swam over to the steps and hauled myself out of the pool. Curtis was still watching me. I sauntered over to the bar. He smiled and then did a double take as he noticed my nipples.

"Nice day for a swim," he muttered, blushing furiously, something that I found very endearing.

"I think I'll have a drink," I said, smoothing my hands down my bathing costume and squeezing the water out of it. He gulped.

"What do you recommend?"

"Uh... we have most things here," he replied. "Beer, spirits, wine, or I could make you a cocktail?"

"Www! A cocktail sounds delicious," I smiled, putting unnecessary stress on the first syllable. "How about you mix me up a 'Sex on the Beach'? I know we're not on the beach, but we can always pretend, can't we?"

He looked at me uncertainly, and I nodded.

"You know where I am," I said, winking at him. "Bring it over to me please. I'll be waiting."

"Yes, ma'am," he replied. "One 'Sex on the Beach' coming right up."

I sauntered back to my sunlounger. My bathing costume was almost dry and my nipples had subsided. As I had my back to him, I reached up and gave them both a sharp tweak. I've always had extremely sensitive nipples. I love having them sucked and nibbled whenever I'm being fucked. They reacted to my touch and I gave them both another squeeze, which also caused my clit to stir. I was warming up nicely. If I didn't succeed in seducing Curtis, I'd have to go back to our room and rely on my trusty rabbit vibrator!

I was lying down when he brought my drink over. As I've said, my bathing costume was almost dry by now, and I'd pulled it up as tight as it would go, ensuring that a perfect outline of a camel toe was on display. Curtis zoomed in on it, and blushed.

"Thank you, Curtis," I purred. "Put it on the table, please. I'll sign for it when you're ready."

Curtis went to put my glass down on the small table, which already contained my book and the ashtray with the nub of my cigar in it.

"Time to tease this young Adonis a bit more," I thought to myself, getting my pipe and my tobacco pouch out of my beach bag.. He saw my new smoking implements and was obviously confused.

I moved my pipe to make room for the glass.

"Ah... um... does your husband want a drink too?" he asked, looking around for the pipe owner.

"I don't know," I replied. "He's not here. This is my pipe."

I slipped it between my lips and fired up my lighter.

"You smoke a pipe too? Oh, my god, that's hot!" Curtis said in a strangulated voice. To my delight, whatever he had in his pristine white shorts was now displaying signs of interest. There was definite signs of 'tenting'!

I was about to reel him in even further when he spoke again.

"My mother's sister, Aunt Aimee, smokes a pipe. She's the black sheep of the family. We don't get to see her much these days. She moved away after her husband divorced her. I miss her. She was great fun."

"I can be fun too," I smiled, blowing some lovely little smoke rings at him. "What time do you get off here?"

"I finish at midday," Curtis replied, "and thanks for the offer, but you've already told me that you're married. That's why Aunt Aimee got divorced. Her husband caught her fooling around with other men."

I grinned, puffed my pipe and blew the smoke out of my nostrils. Richard loves nose exhales, and it was obvious to me that young Curtis had as much of a smoking fetish as my cuckold. I was right! The bulge in his shorts twitched and Curtis gave an audible gulp.

"Don't you worry about my husband," I said with a wink. "We have an arrangement."

I looked at my watch. It was five minutes to twelve.

"Go and sign off, or whatever it is you have to do," I told him, sipping my drink and licking my lips appreciatively. "This 'Sex on the Beach' is delicious. I think it's time for 'Sex in Room 6069, don't you?"

Before he could answer, we both heard him being hailed from the bar area.

"Time to go, Curtis," called a voice, and we both looked over. A twenty-something pneumatic blonde in the most miniscule bikini was calling, waving at him and then pointing to her watch.

"Your replacement seems to have arrived," I smiled at Curtis. "What excellent timing she has. Now, are you still interested, or would you prefer to let her deal with that delicious bulge in your shorts?"

Curtis grinned.

"Tanya does have the hots for me," he confessed, "but I'm not interested." He blushed again.

"I only seem to get excited by the older... um... that is... I mean..." he tailed off

I nodded my understanding.

"Don't be embarrassed," I told him. "Older is both appropriate and accurate. I'm fifty four, but all my bits work, and I can see from the state of your shorts that my age doesn't exactly put you off."

I sipped my drink again and began putting all my things back into my bag.

"Go and tell pneumatic Tanya that you're signing off your shift. I'll go back into the hotel to collect my key. I'll see you by the lift. That's the elevator," I continued, seeing his look of puzzlement at my use of the word 'lift'.

Curtis made his way back to the bar, surreptitiously adjusting the bulge in his shorts, and I ambled back to reception, conscious not only of my nipples doing pokies again, but also of a very nice warmth emanating from between my legs.

The receptionist gave me my room key, and if she noticed the signs of excitement that my body was giving off, she was far too well trained and professional to mention them. I made my way over to the lifts, which were in plain sight of the reception desk. There was no sign of Curtis. I looked around, and spotted him, lurking by the information board. He motioned with his hand that he'd join me as soon as the lift arrived.

I pressed the call button and the doors opened immediately. The lift must have been waiting on the ground floor. I entered the lift and pressed the button for the sixth floor. That annoying voice informed me that the doors were closing, and as they began to do just that, Curtis rushed over. He got in just before the doors closed.

Alone in the lift, we looked at each other. Well, he looked at me, I checked out the bulge in his shorts. To my relief, it was still there; if anything it was more prominent. I moved closer and opened my arms. As he approached I opened my mouth too. We kissed, and our tongues mingled, fencing with one another and exchanging copious amounts of saliva.

We remained lip locked until we were informed that we had arrived at the sixth floor, and that the doors were about to open. We pulled apart, reluctantly, both of us breathing heavily. There was a smouldering heat between my legs and my nipples were still doing pokies. Curtis looked as if he had a tree trunk hidden in his shorts.

"My room is just down this corridor," I informed the young man, who was looking around carefully. before venturing further than the lift doors. "Don't worry," I continued, "there's no-one about."

He took my word for it and we walked down the long corridor together. When we reached room 6069, I used the key card to open the door and pulled him in quickly behind me.

We kissed again, and this time, Curtis pulled me into him so that my tits were squashed against his chest. He put his hands round my bum and picked me up off the floor. Without breaking the kiss, I wrapped my legs around his waist, and he carried me away from the door into the room.

Eventually we had to come up for air. He grinned at me.

"Well you've got me here. What do you intend doing with me now? he asked cheekily.

I was about to answer when the door to the bathroom opened. Richard walked out in his swimming trunks.

"Olwen?" he called. "Is that you? I finished early, and I was just coming..." He paused when he saw two other people in the room. Both he and Curtis spoke at the same time:

Curtis: "Oh shit. Your husband's here. I'm really sorry about this sir. I can explain."

Richard: "Hello dear. You've been busy I see. Are you going to introduce me to your gentleman friend?"

I looked at Curtis. He was ashen and the bulge in his shorts had vanished. I took his hand and gave it a shake.

"Curtis," I said softly, "look at me."

Like a naughty schoolboy, he did as he was told.

"Don't worry," I reassured him. "This is Richard, my husband and my cuckold. Richard, this is Curtis, the lifeguard from the pool. He's been looking after me whilst you were out on your business. He seems to feel somewhat threatened by your presence. Reassure him, please."

"Cu... cuck... cuckold?" stammered Curtis. "What the hell is one of those?"

Both Richard and I smiled. My cuckold stepped forward, his hand outstretched.

"Hello, Curtis," he began. "It's very good to meet you. I'm Richard, as Olwen mentioned. I am her husband, but I prefer to identify as her cuckold. That's a married man whose wife has sex with other men, with his complete knowledge and approval."

Curtis grinned.

"You approve?" he asked incredulously, taking Richard's offered hand and shaking it warmly.

"Of course I do," replied my cuckold. "I love my wife, and she loves me. Unfortunately, I was somewhat behind in the queue when man-sized cocks were being given out. Olwen loves to fuck, and I'm not able to satisfy her. The obvious solution is that she finds much better equipped men, like yourself, and gets fucked by them."

The look on Curtis's face was priceless.

"See?" I said. "I told you Richard and I had an understanding. I do love him, and I'll never cheat on him. But I need more than his pathetic little boi clit to satisfy me. So I take lovers, with his knowledge and his blessing. Don't I cucky?"

"Yes, dear," replied Richard, moving away from the bed and settling himself down in one of the armchairs in the room.

"You carry on. I won't disturb you."

Curtis did a double take.

"You're going to sit there and watch?" he asked. "That's wrong on so many counts. I'll be afraid that you'll attack me when I'm at my most vulnerable. I don't know if I want to be a part of this fucked-up scene."

This wouldn't do at all. I took Curtis's hand and gave it a gentle squeeze.

"Back home, Richard watches me getting fucked very often," I reassured him. "He's already told you that he's not very well equipped. I need a real man's cock in me when I have sex. Richard only has a tiny one. In fact, it's so small, it isn't even worthy to be called a cock. I call it his little boi clit."

Curtis looked in amazement at Richard, who nodded his confirmation.

"Stand up, cucky, and display yourself," I said quietly, and Richard got to his feet and pulled his swimming trunks down. His pink silicon cock lock twitched as he did so. I knew the signs. Richard enjoys humiliation, and his little boi clit was getting as hard as it is possible to get whilst wearing a cock lock.

I took the key to his padlock off the chain that I always wear around my neck, and beckoned him over. Unlocking him, I removed the silicon sheath, and there he stood, his pathetic little boi clit twitching and already starting to leak pre-cum.

Curtis gave a grunt of amusement.

"Oh my word," he said, "I don't think I've ever seen one that small. Not that I go around looking at other men's dicks," he added hurriedly. I winked at him.

"Now you show my cuckold what a real man's cock looks like," I said softly. Curtis began to tug his shorts down, but he must have already started to get hard again. His cock got caught up and only sprang free when he undid the fastening button and lowered his zip. They slid down his suntanned legs and all three of us gazed at what was on show.

He had a thick clump of black tightly curled pubes, a pair of balls that hung low and swung freely and an uncut cock that was just beginning to wake up again. It twitched as I reached for it, and when I had it in my hand, I gently peeled back his foreskin to reveal a lovely pale pink mushroom head. Curtis sucked in his breath and looked at me with a grin.

"I'm not fully hard," he assured me and I smiled.

"No sweat," I told him. "Richard is fully trained in the art of fluffing."

The term was obviously unknown to him, because he looked puzzled when be heard it. He opened his mouth to ask what it meant, but I put my finger on his lips.

"Shh! Just watch," I smiled.

No words were necessary. I looked at Richard and nodded. He sank to his knees and waddled in front of Curtis. I held his semi-hard cock by the base and fed it into Richard's hungry mouth.

"What the fu... Oh God! That's nice!"

Richard might not be well equipped himself, but he's an excellent cock sucker. I let him have a few more seconds to allow his tongue and lips to work their magic. I used the time to pull down the straps of my bathing costume to give Curtis his first glimpse of my tits.

Richard gagged. My tits, combined with Richard's fluffing must have stimulated Curtis sufficiently to get him nice and hard. I tugged my bathing costume right down, and stepped out of them.