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Modified Ch. 07

Story Info
Jack makes the journey to Florida, & joins mile high club.
6.1k words
4.66
15.2k
8

Part 7 of the 21 part series

Updated 06/08/2023
Created 04/01/2018
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*Friday*

Jack was once again in he's now favourite half awake half asleep state, and was aware again of a very impressive erection. On his own this morning, and with it showing no signs of going away, he turned his fantasy thoughts to another celebrity crush of his, Kelly Brook. He'd watched her in one of the Piranha films where she spends a lot of time in a bikini or less, with one particularly erotic sequence underwater with Riley Steele. It didn't take long before he was stroking his cock imagining the pair of these wonderful women in a ménage a trois with him, and he soon had his release.

The sun was streaming through the curtains in his bedroom, and he was aware he'd woken long before he needed to with the car collecting him a little after 9:00. That left plenty of time for a shower, and to get dressed in a comfortable shirt and one of his new sets of chinos. He wore the silk boxers today for the first time, and luxuriated in the sensation of those on his skin, hoping that they did not increase the likelihood of spontaneous erections, not that he needed much help on that front. He was aware of spending 8 hours on a plane with Debbie and Laura today, and wondered what shenanigans they might get up to in Business Class, but mostly he was hoping for no delays and a smooth flight.

He'd organised all he needed the night before, so he was sat waiting for the call from the service, who texted they were 5minutes away. Jack gathered his cases and hand luggage, and made his way outside. He saw a large silver Mercedes pull up, and as he locked the doors, he turned around to be met by the driver, a young woman in a black skirt, white shirt and black tie, as well as a black beret. All smart and professional, and they loaded his luggage into the cavernous boot, and set off to pick up Debbie and Laura.

The driver started with some light conversation, and assured him that they would be in plenty of time for check in. She was focused on her driving, but Jack noticed more than a few glances on the rear mirror. He suggested that she could happily remove her hat, which she then did, and down cascaded a set of dark red curls which were hidden away.

She noticed him paying attention and smiled, and Jack recognised the sweet smell of arousal. Fortunately, they soon arrived at the flat, when Jack offered to go and bring the women downstairs. His driver, who'd introduced herself as Samantha, insisted on coming to get the cases, so quickly locking the vehicle, they headed upstairs to knock the door.

It swung open to see Mary in a tee shirt and panties, obviously not long out of bed. "Jack me darling, how the feck are you?" She leaned in for a hug and kiss with him, and he stepped inside, with Samantha in tow. The flat was in chaos, with the sound of laughter and some very off key singing coming from the bathroom, which he recognised as Debbie. Laura appeared in a cute pair of shorts, tee shirt and a light jacket. She struck a modelling pose, and waited for Jack's approvals before coming over and hugging him.

"This is so exciting, I've never been to America before." Jack assured her she looked fabulous and was also looking forward to their journey. Samantha offered to take Laura's cases to the car, and followed Her in and out of her bedroom, returning with a pair of navy hard shell cases. It look as though one was much heavier than the other.

"Got to leave room for all that shopping we'll be doing Jack!" He rolled his eyes theatrically at that, and Laura punched him in the arm in response. Samantha, with a pair of cases in tow was making her way back to the front door when Debbie burst through into the hall naked as the day she was born. She ran to Jack, kissing him on the cheek, avoiding soaking him as she dripped onto the wooden floor. Samantha made no secret of looking over all of Debbie's body, while Debbie did much the same in return. Debbie then bounced off to her room, so Samantha left and Jack and Laura went to the living room where Anna was sitting in a silk kimono. She offered to make tea, which given that Debbie was not anywhere near ready he accepted.

Sipping on his tea (and damn did Anna make a great mug of tea), he heard a knock on the door and jumped to his feet to answer, Samantha was there, now minus her tie and gently perspiring. Jack offered to help with Debbie's cases, but she declined, and headed towards the blonde's bedroom, opening the door where a still naked Debbie was drying her hair. Samantha closed the door behind her, and Jack chuckled to himself, and returned to the other nurses and had a pleasant chat in the living room.

Laura looked slightly concerned. "Are we okay for time Jack?" He assured her they had plenty of time to check in.

"I suggested adding an extra hour onto our time this morning, just in case you were running behind. I didn't expect Debbie to be ready, but kind of hoped she wouldn't be busy attacking our driver." They all laughed, and apparently no one was surprised that the blonde was giving the driver a very warm welcome, and the squeals and moans coming from Debbie's room confirmed they wouldn't be leaving in the next 5 minutes, but by the time they'd finished their tea, a slightly disheveled Samantha appeared with Debbie's bright pink cases and headed for the car, where she said she would be waiting.

10 minutes later, Debbie emerged in a very short skirt and a button up blouse, saying she was ready. A round of hugs amongst the nurses ensued, with Anna taking Jack aside and making him promise to look after "the girls", which of course he did. Finally making their way outside where Samantha was waiting having put her tie and beret back on and looking thoroughly professional, with the only hint of her earlier activities were her very erect nipples. Debbie elected to sit up front, while Laura joined Jack in the rear of the car, and off they set for the airport.

In less than an hour they had arrived at the executive drop off zone, where a concierge took their cases onto a large trolley and followed them inside, Jack thanking Samantha for a great trip. She smiled, and leaned in close passing him a slip of paper asking him to give that to Debbie.

Check in went uneventfully, and they cleared security and were then escorted to an executive lounge, one of the benefits of their business class tickets. Debbie and Laura were both impressed at the luxurious surroundings and happily took advantage of the free drinks and snacks. Instead of going to wait at the gate, they were ushered onto a golf cart and driven there, boarding straight away.

They were ushered to their seats by a couple of very attractive cabin crew, who promised they would be looking after them on the flight. Business class was almost empty apart from the trio, so they were sat in three seats side by side, with Jack, of course, in the middle. Before long there were in the air, driven up into the sky by a cheer from Debbie, who appeared to have imbibed more than a couple of times in the lounge. Once the seatbelt signs were off, they could relax and lay out in their seats, after of course taking up the offer of a complementary beverage.

Each seat was its own little cabin, with 2 facing forward and Jack's one in the middle facing the rear. They also had their own screen and entertainment selection, so before long the trio were settled down to watching a movie of their choice, and headphones on meant they were in their own little world. He glanced over to see Debbie sound asleep, and Laura engrossed in her show, so he decided to get up and stretch his legs and go to the loo. Unlike most aircraft, the toilet in business class had room for a shower and so for one day it didn't feel like going in a telephone box. Jack finished his business, and stepped outside and almost bumped into one of the cabin crew who were working Business Class, a leggy blonde called Liz.

After apologising for almost causing an accident as she was collecting drinks from the cabin, they started to chat. For Jack it was a nice distraction, and for Liz, in an almost empty cabin it was a lovely way to pass the time. The conversation became mildly flirty, and Jack responded in kind. He liked the young professional, and was enchanted by her green eyes and easy smile.

Liz eventually spoke up and asked a question that was clearly in the front of her mind. "So what's the deal with you and your travelling companions? You seem rather close if you don't mind me saying." Jack smiled, and went on to explain that they were actually nurses accompanying him to the US for some trial treatment.

When Liz asked what the treatment was, he explained it was to deal with a urological problem. Only slightly flustered, she hoped that it would go well and that whatever it was would be taken care of. "Actually Liz, I got the treatment in the U.K. and it's worked really well. In fact my previous problems are all gone, but it has had an interesting side effect. That's what they want to study."

"Interesting side effect? I think the only way you're getting flown Club class to the states is if they've found something that makes you bigger down there." Jack smiled, and Liz realising that he was being serious "oh sorry I was joking, I didn't mean that...but you're not telling me it's anything different. You're telling me that they've make your cock bigger? She was quite incredulous, but Jack continued to smile and explained that was exactly the case.

"Okay. So I think you're being genuine, you don't strike me as someone who would tell fibs to impress cabin crew, but I think I need to do more than just trust you at your word." She gestured back towards the large bathroom, and checking to make sure the cabin was either sleeping or distracted, she opened the door and ushered Jack inside, quickly following and locking the door.

Jack by now was sure of the sweet scent of arousal, and was quite happy to contemplate joining the mile high club. He deliberately undid his belt, then the waist button, and unzipped the trousers which fell loosely around his knees. Liz could see his silk boxers, and the obvious bulge inside. She tentatively put her fingers onto his cock, then recoiled when she realised it was a warm, living thing.

"Not the first time I've found a sock down the pants of a prospective lover, but that feels genuine. May I?" Jack nodded and she slid the trousers then the boxers down his legs, and his cock, appreciating the attention sprung free, twitching as it rose.

Liz reached out, and felt it pulse in her hand. She gasped as it grew thicker and stiffer, until it was almost fully erect, with only the delicate fingers and the warm breath of the young woman. "I could get soooo fired for this...but I have to feel you inside me. Will you fuck me?" Jack nodded and pulled her close so they kissed, his hands roaming her uniform. She stepped away for a second. "I cannot get this dirty, so I guess I'll just need to get naked for you..."

Right there, in the airplane bathroom, Jack had a number of lifetime fantasies come true, as Liz had a gorgeous body, and was wearing hold up stockings in place of tights, and as she stripped naked, Jack did the same. He pressed her against the wall, and went on his knees to kiss and stroked her pussy, now wet with the drama unfolding. Her small breasts sported nipples that were firm and very erect, and she started to moan as Jack played with them and her clit. Both realising that this need to be a silent fuck, she took one of her stockings and tied it across her mouth.

Jack continued his assault on her pleasure zones, his cock twitching impatiently as he brought her to an orgasm heighten by the thrill of possibly being caught. She moved Jack to sit on top of the seat, his cock jutting skywards, while she lowered her wet pussy onto him, slowly but with obvious pleasure, her grunts and moans not exactly keeping quiet. She shuddered as she finally rested with him fully inside. After a moment or two to adjust, she started to rise and fall, Jack feeling her tight pussy gripping his cock with absolute pleasure.

He started to rise to meet her thrusts, and as they fucked freely Jack could feel his own orgasm approach, and asked inside or out, and through her gag she mouthed in. The fucking got faster and harder until he felt her body ripple with pleasure as her second orgasm took hold, and in a few more thrusts Jack ejaculated as hard and deep as he could remember. Liz slumped against him, her breath gasping as she pulled the stocking away from her mouth, and they kissed for a few moments after.

"If that's what this treatment has given you, then it's worth all the tea in China! That is a gift you have there. That plus the patience to not just shove it in right way, my God you're good with your tongue and fingers! Jack smiled, knowing once again that he had received best pleasure, but more importantly he had given it.

There was a knock on the door. "Liz are you in there?" It was the other member of the cabin crew, Claire.

"Yes, I just need a minute honey." She swiftly started to dress, pulling stockings from her handbag and quickly dressed. "Always carry a spare pair." In two minutes she was ready and had tidied her hair and make up. "Stay in here and I'll distract her away, then you can come out." She left and closed the door, leaving the room in the dim glow of the safety lights. He waited patiently, and was ready to step out when the door opened and in stormed Debbie, who quickly locked the door, flipped up the seat, pulled down her pants and started to pee...only after doing that realising that Jack was in the room.

"You dog you!" She exclaimed, still peeing. "Did you fuck that lovely blonde lass? How come she gets into the mile high club and I don't!" He knew she was protesting just to annoy him, but at the same time she seemed impressed that he'd managed to get one of the on board professionals to drop her knickers for him.

"You can't say a damn thing Debbie, she'll lose her job if you do." Debbie responded by making a zipping gesture over her lips. She cleaned herself, got up and washed and then left, with Jack in tow.

Claire was just outside and was about to ask a question when Jack interjected and said "I needed help with something medical, ask Liz, I explained it to her." She shrugged her shoulders and carried on, though she turned around and went into the galley, and gave Jack an enormous wink.

The rest of the flight was uneventful, and they arrived in Orlando on time, which was late afternoon local time, and evening back home. As they got ready to deplane, Liz was chatting to him as they waited for the gate to attach. She handed him a slip of paper with her number. "We're in town for a few days before the flight home. Give me a call if you're at a loose end."

Off they went and cleared Immigration and Customs, to be met by a tall man in a dark suit with a whiteboard sign that said 'Spencer Party'. Jack introduced himself and the driver arranged to get their cases brought to the waiting limousine. This brought a series of oohs and aahs from Debbie and Laura, and they all moved into the rear of the enormous vehicle. The driver advised they would be about 40minutes to get to the villa, where someone from The rental company would meet them. He raised the privacy screen, and with all of them quite tired after the journey, they relaxed in luxury until they arrived at a gated community of very high end properties. Waiting by the driveway was a woman who introduced herself as Kelly-Ann from the property company, who took a few minutes to explain how everything worked, from the air con to the hot tub.

While this went on the driver brought all the cases in and took them to the upper level of the villa where the bedrooms were. After signing for the keys and assuring Kelly-Ann he would call if he needed anything, they closed the door. Without a word all three of them started dancing and cheering, realising what an amazing place they had been given to stay in. Since the rental vehicle was being delivered the next day, they'd been given a starter pack in the fridge, but more importantly, the numbers of half a dozen fast food delivery places where on the fridge door.

Jack phoned and organised pizza (by common consent) and they went up to decide on the rooms. Whilst there were 6 bedrooms in the villa, and obviously plenty of room to spare, both Debbie and Laura insisted on staying together. They also insisted that Jack take the master suite, where he had so much room he could have thrown a frisbee around. By the time the cases were unpacked, and they had changed into something more comfortable, the doorbell rang, and there was their pizza. Jack made sure to generously tip the young man who was gawking at Debbie and Laura as they pottered around in tiny shorts and shirts.

They sat around and played with the tv while munching on dinner, chilling out but entirely exhausted from their long day travelling. Jack announced he wa going to bed, and went up, completely lost in the enormous Queen Sized bed that seemed broader than it was long. He brushed his teeth, and got into bed, expecting to drift off in peace. He was about to turn the light out when there was a gentle knock at the bedroom door and Laura popped her head around.

He signalled her to come in and she slipped under the covers beside him. "I just wanted a proper cuddle." Jack pulled her close and they settled down, turning off the lights. 10 minutes later, the door opened and in padded Debbie, who upon realising she was alone, decided to join him. There was plenty of room for all three of them, and they feel asleep in no time.

*Saturday*

Jack woke early the next morning, the time difference meaning he was awake at 5:30 local time. As usual he had a severe case of morning wood, but he also had a severe case of needing to pee, so he slid out from between his two gorgeous companions and went to the en suite bathroom. It took nearly 10minutes of carefully pointing and relaxing to finally pass something, and his erection relented enough to let him finish his ablutions. He went out the bedroom, leaving the sleeping cherubs behind to go make some coffee and watch some TV to catch up on what had been happening.

Around an hour later, the women arrived, one shortly after the other, clearly still tired but ready to try and adjust to the time zone. After making sure everyone was okay, Jack suggested they go get a proper breakfast as soon as the rental car was delivered, and then get some shopping for the villa. That got broad agreement, and so Jack hit the shower and dressed in shorts and a polo shirt, and waited downstairs, by 8:30 there was a ring of the doorbell and a young gentleman was there delivering their car, a large 4x4 jeep with all the trimmings. After signing some documents, the man left in the waiting accompanying car and wishing Jack 'you have a great day now', and to be wife, he pretty much was!

Going back inside he found Laura waiting for him, with Debbie just coming down the stairs, both attired casually. Jack did wonder which of the amazing lingerie they'd purchased that they might be wearing, but decided he might find out later. Off they went, Debbie calling shotgun and playing with the stereo until she found something to her liking, that her and Laura were singing along to at the top of their voices. They pulled up at a Bob Evans restaurant, and were quickly seated. Their server plied them with copious amounts of coffee and they ordered a hot cooked breakfast everyone seemed to enjoy.

It was when they got the nearby Walmart to go shopping, Jack turned to them to discuss an idea he'd been fermenting. "How do you fancy a BBQ tomorrow?" That received an enthusiastic welcome, then Jack asked if it would be okay if he extended the invitation to Liz and her friends from the flight, at which Debbie and Laura were equally enthusiastic. Jack messaged Liz and had a reply before they'd set foot in the store, saying yes and she would ask the girls if they wanted to come.

12


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