In the lead up to Christmas I upgraded my Cherry Girls ad and afterwards was in hot demand, but one job in particular got my knickers all wet and twisted. I was contacted by a client, Christopher, who I’d met through the site and usually see once a month. He had a request for me to take part in a threesome. He wanted to direct how everything would play out and because he knew my boundaries, I knew he wouldn’t push things too far…and besides it sounded like fun! He was a handsome forty-something generous man who liked to be in control, so frankly I couldn’t think of anything better than being paid well to have a mind-blowing evening.
He booked a hotel suite at my favourite 5 star hotel and when I arrived I was asked to go into the dressing room and change into the clothes laid out for me. I found a boned black satin corset, fishnet gloves, a pair of matching knickers and fishnet hold-ups, and very high pointed stiletto’s. I changed into my outfit and waited to be called into the bedroom. Eventually I was asked to come in and found a pretty, petite, blonde girl seated on the bed. She had small pert breasts peaking through a white cotton bra, and was wearing white laced topped stockings and a short white pleated mini skirt. We smiled at one another, absorbing each others bodies with our eyes. I immediately found her attractive and couldn’t wait to see what she was wearing beneath her skirt.
Christopher asked us to start kissing and explore each others bodies while he sat in a chair watching. I walked over to Cassie and bent down to kiss her. She tasted of strawberry chewing gum. I started to run a finger tip over one of her pink pert nipples and felt it harden beneath my touch. She took one of my large firm breasts out of my corset and pinched my nipple between her thumb and finger. Christopher suggested that she lie on the bed and that I suck her nipples which I gladly did; she had such perfect little tits. Next he asked me to lift her skirt up, slip a finger between her legs and start to finger her. She wasn’t wearing any knickers and I quickly discovered that she was already moist. Next he asked me to remove my knickers and go down on her, pushing my arse in the air so that he could look at my pussy while I ate hers. I licked at her clitoris and continued to push my finger in and out of her, feeling her get wetter by the minute. I heard him breathing more heavily behind me in his chair and opened my legs a little wider to give him a better view. Cassie started to gasp as my fingers slid more rapidly in and out of her pussy and my tongue lapped at her ever engorging clit. I heard movement behind me and looked back to see Christopher knelt behind me as he started to lick at my clit and stick his tongue in and out of me. I continued to finger and suck at Cassie while he did the same to me. He then stood up asked me to turn around and go down on him and instructed Cassie to play with my tits while he watched. I licked my lips and began to flick the tip of his cock with my tongue, slowly opening my mouth and sliding it into my mouth, moving back and forth down the shaft. He next told Cassie to lick his balls. She knelt on the floor next me and began to lick and flick at his hard balls. With his breathing getting heavier and heavier and his cock getting harder and harder in my mouth, our tongues touched each other as we together worked on him. Next he asked me to lie on the bed and Cassie started to lick at my pussy. I heard the rip of a condom wrapper and a groan come out of Cassie - he was fucking her from behind while she continued to lap at my wetness. She inserted a finger into me pushing it in and out while she continued teasing my clitoris with her tongue. The three of us were moaning in ecstasy as each continued to get closer to climax. Christopher came first with a fast pounding of his hips deep into Cassie, then she got on top of me in a 69 position and we licked, flicked and fingered each other into shuddering squealing orgasms, leaving us panting and exhausted.
After such an exhilarating job I decided to treat myself to a break in LA. I had friends there I hadn’t seen in ages, and was looking forward to spending a week in the sun, shopping, relaxing and catching up with my girls, perhaps making a few new friends too...
One of my favourite clients had given me an enormous Christmas bonus to buy myself an upgrade at the airport, so I delighted in the thought of sleeping in comfort all the way to LAX.
I arrived at check-in and was greeted by a huge queue. It slowly moved along and I moved with it, looking at my fellow passengers to see if there were any cute guys for me to flirt with during my 11 and half hour flight. All I could see was a line of stressed out business men (if I was on duty, I could certainly distress them) and harassed mothers with children. As my disappointment started to set in I heard a howl of laughter and turned around to see a group of American college students with their backpacks, perfect tans, perfect teeth and youthful good looks. A smile came to my face; it wouldn’t be such a dull flight after all… They were young and handsome and in high spirits, the perfect combination for exceptional in-flight entertainment.
While standing in the queue I listened into their conversation and gratuitous comments about my ‘great arse’ in my tight jeans. I eventually arrived at the check in counter smiling, happy and looking forward to my flight. The girl behind the desk politely asked for my ticket and passport, did the general questions asking my reason for travel to the States etc etc. I explained that I was going to visit friends and that I was looking forward to a rest in the sun and a bit of shopping. But when I asked for an upgrade she said that Club and First were fully booked. I begged and even offered to pay whatever the costs were, stressing the need for a good sleep and some decent food over the next 11 hours or so. She made a call, fiddled with her computer and insincerely apologised saying it was a busy flight and that I’d have to make do with a seat in economy. Feeling upset about my relegation to common class, I took back my boarding pass and passport and moved off to start anaesthetising myself with some much needed champagne and shopping. As I stepped away the boys moved forward to check in and asked to be sat near me – I looked back and laughed, saying ‘why not’. After all it was going to be a long flight and if I was going to be cramped in economy it may as well be with testosterone fuelled young boys!
Once through passport control, I stood queuing with the masses waiting to go through security. With the new anti-terrorism due diligence, this was taking ages. I heard the voices of my college boys, looked back and a couple of them waved at me. Eventually I put my hand luggage onto the conveyor belt and walked through the barrier to the sound of an alarm. The female security guard asked me to remove my belt, shoes and jewellery, place them in a container and then walk through again. The alarm sounded again and I was asked to remove my jacket and check that my pockets were empty. Again I did as she asked, walked through the barrier and again the alarm went. I said that it was probably my clit piercing, but that it was difficult to remove as I needed a special screw driver to take it out, so short of cutting it off with a pair of pliers she’d need to trust me. She explained that unfortunately due to recent security measures she couldn’t be so trusting and that I would need to follow her for a strip search. I was terrified, but seeing as I didn’t have anything to hide other than a fabulous Brazilian wax and a sexy little clit ring, I agreed to go with her.
I put my shoes and belongings back on, was escorted into a stark cold room and asked to sit down at a table while she and another female colleague took down some details. I politely answered their questions, signed a couple of forms and asked what I needed to do next. They said I needed to take off my clothes and underwear. As I removed each article of clothing they patted each piece, checking I wasn’t carrying anything I shouldn’t be. I felt their eyes on me and wondered if they were looking at my body or just looking for incriminating evidence. Then one of them put on a pair of latex gloves. The snap of the rubber being pulled onto her fingers shocked me and I felt a chill shoot through my body and my nipples harden from the lack of heat in the room. The rubber gloved woman ran her hands over me, up my legs, over my breasts and under my arms. She then asked me to bend over and lean against the wall as she would need to do an internal examination. She put some KY on her fingers and asked me to keep still as she slowly inserted her fingers inside my pussy.
I felt a strange mix of violation and arousal as she probed inside me, checking to make sure I wasn’t bringing anything inappropriate onto the plane. She seemed to be taking much longer than necessary, pushing her fingers deeper inside me, with each push, her hand rubbed against my piercing. I felt a flush rising in my cheeks and looked between my legs at the other security lady. She had a fixed expression on her face implying this was an everyday occurrence, but I definitely noticed a glint in her eye. I think she was getting off on watching me in such a submissive pose. Eventually I felt the fingers sliding out of me and a snap of the gloves being removed. I was then asked to bend over again and hold my ankles as she wanted to do an anal examination. Having never had a cock up my arse and only a finger during extreme arousal, I began to feel nervous. I heard the snap of new gloves, the squirt of more lubricant and felt my arse tighten in anticipation. The guard tried to insert a finger into me and pushed against my unwilling muscles. She asked me to relax, while she kept pushing. She applied more lubricant and found her way inside of me. She started to move her finger deeper in me pushing and feeling for the unfound illegal entity I wasn’t carrying. She then inserted another finger, pushing harder into my arse. I looked back at the other guard, who was now flushed, and she smiled at me. The gloves moved back and forth, sliding deeper into me. I felt my pussy get wet again as I became turned on by the invasion of this woman and a new unfulfilled sensation. As she started to pull out of me I wanted to ask her not to stop and knew I would have to make a cameo appearance in the toilet and finish myself off. The penetrating guard thanked me for my co-operation and said I could dress and leave. The alarm must have been set off by my piercing. I smiled and thanked her for being so gentle, winked at her colleague and left the room.
After my disturbingly exciting violation I went straight to the ladies toilets, locked myself into a cubicle pulling a lipstick shaped and sized vibrator out of my hand bag. I held it against my clit and within seconds I came, shuddering against my hand held toy, with my feet pushing up against the cubicle door. I flushed the toilet, so that the noise would disguise my sounds of ecstasy.
Afterwards I tidied up my make up and made my way over to the champagne bar for a much needed drink. I started to order a glass of champagne when a man on the other side of the bar waved at me, beckoning me over to join him. I recognised him, but couldn’t place his face. Not wanting to be rude or forego a much nicer glass of bubbly I strolled over to join him. As I got closer I realised that he was one of the first clients I’d ever seen and we’d only parted company because he’d been transferred to work abroad. So I sat and caught up with him, polished off a few glasses of delicious champagne and made lots of knowing eye contact. He was one of the lucky few who had managed to get a seat in club and promised to look out for a spare for me to escape cattle class and join him later on. I had large quantities of shopping to purchase before the flight and now that I had a potential date, thought I had better check out the gorgeous lingerie I’d noticed in a window on the way to the bar…
While running my hands through the silk and lace underwear in the shop I spotted one of the cute American college boys watching me through the window. I held up a plunging black lace bra and nodded his way for approval. He blushed and smiled - I took that to mean he approved. I picked up the matching French knickers, suspender belt and some stockings and made my way to the counter to pay. The college boy was still watching and when he realised I had noticed, blushed again and quickly hurried off. I enjoyed the attention, especially when he was so cute and easily embarrassed. I knew I could have fun toying with him on the plane and now rather looked forward to being seated near him and his friends.
There was an announcement over the tanoy calling my flight, so I popped into a pharmacy to buy some last minute essentials and ran to board the plane. As I sat in the lounge, they started to call the seats. Michael, my champagne companion, got up to join his fellow club class passengers and waved, promising to find me later on the flight. I kept my fingers crossed, hoping that he’d manage to help me organise an upgrade – after all there’s nothing quite like a charming, sexy businessman to persuade the stewardesses! I continued to wait for my seat to be called and realised I was going to be at the back of the plane near the toilet seats – the worst seats on the plane. No bulkheads for me today. The only consolation was that the cute college boys seemed to be waiting for the same seats too. I looked over at my lingerie admirer and he smiled and blushed again. His friends started to tease him and laugh. They were funny and definitely going to be a good distraction - even if it was going to be a lesson in toilet humour!
Eventually my seat was called but when I boarded the plane, I found I was practically sitting in the toilet I was so far back! My boys followed me and I was pleased to find that they were heading towards the same row. They found their seats and started loading their bags into the overhead compartment. My lingerie admirer continued to make his way nearer to me and I was delighted when I realised he was going to be sat next to me - fantastic! One of his friends called Jason sat by the window, my little admirer Matthew was sat in the middle and I had the aisle, it seemed to be working out rather well… On the opposite side of the aisle was another of their friends called Andy, a loud New Yorker with a hilarious sense of humour, who sat telling dirty jokes before we’d even strapped on, I mean in.
During take off Matthew seemed a bit nervous and held the armrest with tense hands. I stroked his tanned arm telling him to imagine he was on a rollercoaster. Speaking softly into his ear, he smelt delicious. I used soothing words and lightly brushed his ear with my tongue whilst speaking. He flushed and looked at me smiling - I had him. I knew that in a matter of hours I could slip into the toilet with him and introduce him to the mile high club.
Over the next couple of hours I manoeuvred everything to suit my goal. I complained of being cold, asked Matthew to get me a blanket, moved the armrest up as it was ‘digging into me’ and finally pretended to fall asleep on his shoulder. I slowly inhaled and exhaled, ensuring that my breath hit his neck and kept one eye open to watch all the hairs on the back of his neck stand to attention. I suspected something else might be and couldn’t wait to find out. Eventually the stewardess came with the trolley, proffering drinks. I did the right thing and ordered a bottle of champagne. I was pretty sure I had my prey, but knew he needed some Dutch courage to get to the next level. I did the decent thing and shared the champagne between all my new friends (who wants to be limited to just the one option!). Jason decided at that moment that nature called, leaving me alone with Matt. Now the fun begins. Whilst he tried to concentrate on the movie, I slipped my hand under the blanket that was now covering us both and started slowly running my fingers down the line of his abs to find that my new friend was packing an enormous hard on. I know they say that size isn’t everything, but it’s a good place to start. I continued to breathe on his neck and started to rub my hand up and down the shaft, feeling him stiffen more through the denim fabric of his jeans. I watched him bite his lip and started to slowly pull down his zipper.
At that moment we were rudely interrupted by Jason’s return. He sat back into his seat while Matt pretended to watch the movie. I continued to slip my hand inside his jeans and felt a hot dampness coming off of him as my hands continued to caress him. Not wanting him to come too soon I suggested he go the toilet and I would join him in five minutes.
I reapplied my lipstick, chucked a condom in my pocket, made my apologies to Jason who was so engrossed in the film that I am pretty sure he didn’t even notice and went to find my man. I knocked on the toilet door, it swung open and we both smiled before grabbing each other and falling into a passionate kiss, exploring each others mouths with our tongues. He pulled my top off over my head, took one of my tits out of my bra and started sucking and biting my nipple, which hardened in his mouth. I undid my jeans and pushed my thong to the side - which was still damp from my experience at the hands of the female security guard – he slid a finger inside of me and I became wetter. I undid his jeans and got his cock out, pushed him back to sit on the toilet and got on my knees and started to go down on him, taking him deep into the back of my throat. I ran my tongue down his shaft, started licking his balls and felt myself get wetter and needier. I ripped my jeans and thong off, slid the condom on his hard throbbing cock and got on top of him – we may be seated in economy, but this was going to be a first class ride all the way! He lifted me up and down on top of him faster and harder, while I fingered my clit and new piercing, feeling my insides tighten in anticipation. He lifted me onto the basin and started to fuck me harder, thrusting deeper inside of me, whilst my nails sank into his tanned muscular back. He was watching his reflection in the mirror behind me and our movements began to synchronise. I felt the exquisite rushing feeling building inside of me as my legs started to tighten around his waist and I could feel myself about to come. His breathing came faster and he started saying that he was coming, and we both let go with crashing orgasms, in the economy toilets of a Boeing 747. Welcome to the Mile High Club Matthew.
We stayed there panting, catching our breath and quietly laughing. He told me he’d never done anything like that before and asked if when we eventually parted company at LAX, he could tell his friends as it was too exciting to keep secret. Being an accommodating kind of girl I said that as soon as I stepped into my cab, he could tell them every glorious detail and even show them the scratches on his back and lipstick on his cock if they didn’t believe him!
We slipped back into our seats and found a snoring Jason and a note on my seat. Matt sat down and passed out with a huge smile on his face while I read my note. Michael, my champagne drinking buddy, had popped by to let me know he’d arranged an upgrade and my club class carriage awaited. I quickly nipped back into the toilet, freshened up, slipped off my sodden thong and redressed in my gorgeous new black lace lingerie that Matthew had inadvertently helped me pick out in duty free.
I left my sleeping friend and made my way towards the front of the plane. I arrived in Club class to be greeted by a familiar looking pretty airhostess, it was lovely little Cassie, whom I’d recently met most intimately with Christopher. She looked nervous at first explaining that the area was for First and Club class passengers only and I would need to return to my seat. I smiled whispered in her ear that her secret was safe and told her that Michael was waiting for me, showing her the note at the same time. She seemed to relax, became much warmer and took me to Michael telling him that his guest had arrived just in time for supper.
Club class is another world, 5 course meals, a comfortable bed, fabulous wines and champagne, it was amazing! Michael had secured the seat next to his and they had privacy dividers on either side – fabulous! I took my seat, was poured a glass of champagne and handed a menu. I ordered my food and settled in for the rest of my flight. We chatted and caught up on the last year. It turned out that Michael now lived in LA and offered himself as my personal tour guide during my trip there. He asked how business was and if I had any exciting stories to impart to him, so not naming names, I told him all about my pre-Christmas adventure with Cassie and Christopher.
Eventually the food came and we ate the most exquisite fare I have ever experienced above ground and the wines complimented it perfectly too. I was being wined and dined at 30,000 feet and I loved it! Eventually the cabin lights were dimmed; we pressed the buttons on our armrests to convert our seats into beds and lifted the privacy partitions on either side of us.
We slipped out of our clothes, Michael to his boxers and me to my racier black lace number and started kissing and stroking one another. He slipped off my knickers and started to go down on me, lapping at my pussy as quietly as possible. I wanted to scream out loud it felt so good, but just bit the pillow so as not to alert the other passengers to my joy. Michael kept licking and lapping, while watching me writhe at his touch. He was stroking himself throughout and got off on watching me struggle to remain silent. Next he came up and kissed me, allowing me to taste my juices in his mouth. We passionately kissed while I started to run my hand up and down his pulsating shaft. I leant down, took a condom out of my bag, handed it to him and quietly begged him to fuck me. He continued teasing me and made me wait for ages until he final slipped his hard cock inside of my dripping pussy. He slowly thrust himself inside me, taking his time and enjoying every movement, even allowing the motion of the plane to aid him. He started to feel my muscles tighten around him, licked a finger and inserted it in my arse where only hours before I had been delightfully violated by a rubber clad female security guard. He asked if I liked it and I told him I loved it! At that moment Cassie quietly interrupted asking us to keep the noise down as the other passengers were trying to sleep, but she gave me a wink and told us to have fun. Michael just said they were jealous and continued to kiss me, fuck me and finger my arse. I started to climax, bucking up to him as he started to pound harder and kept pushing his finger deeper into my arsehole. He could see I was about to come and put his hand over my mouth to silence my squeals of ecstasy. He bit down on my shoulder and came in hard final thrusts inside of me.
We lay exhausted, kissing and smiling. He slipped out of me, took off the condom, put on his trousers and went to the toilet to freshen up. He eventually came back and curled up under the blankets next to me and we spooned all through the night, having the most glorious nights sleep.
On landing in LAX I had the pleasure of a speedy trip through passport control and whilst waiting with Michael for my bag, I saw Matt and his friends. When leaving the baggage area I waved and blew him a kiss, leaving his friends collapsing into jealous laughter.
Michael dropped me at my hotel in his Limo and I proceeded to have an exquisite holiday, which almost matched up to my incomparable travelling experiences…
Go Back
