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My Holiday Fantasy (Part 1)

"A middle aged woman finds her dreams coming true."

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It was his smile that first attracted her. Christina had a wedding coming up in a few months. Now in her forties, starting over in a gym seemed too awkward. She could never wear those tight leggings the younger women at work wore. As far as Christina was concerned, her calves and thighs were too fat. And as for her bum, although she promised herself to do exercises every day, her bum had grown bigger, wider, and softer, when it should have been getting firmer. Swimming every morning would be a nice way to lose weight.

She dug out her one-piece swimsuit, as in one that would hold in her ample stomach and boobs. When she booked the swimming pool, she chose the slow lane, hoping no one she knew would be there. That first time she walked out to the swimming pool, she noticed that the slow lane contained all old men and women. Not too bad, she thought, I should be able to keep up with this lot. And then she saw him. He may have been a couple of years older than her (but she had always had a thing for older men), but he still had a pretty good figure from what she could see.

As she began to swim, he came down the other side of the lane and gave her a smile and a friendly “good morning.” She managed to do twenty lengths before getting out. It had been hard work, but she felt pretty good. For the rest of the week, she noticed it was the same crowd for each lane, including the man who spoke to her. In fact, he said “good morning” every morning, until what they would both later call, “the incident.”

Christina had finally managed to swim for nearly an hour. As she headed towards the steps in the shallow end, an old lady offered to let her pass. Christina replied, “No, thanks, I don’t like to come first.”

She heard laughing behind her. It was him. Christina blushed and explained that she didn’t like to be first going through doors and up steps. He replied that as a gentleman he always let ladies go first, but he would make an exception for a lady like her. She thanked him. It also gave her a chance to look at his bum.

As she walked out of the leisure centre, he came over and apologised for laughing and hoped he didn’t embarrass her. She laughed and said she was the only other person young enough to get the joke. He said his name was Jack, and that a few of the swimmers sometimes get a coffee in the café after swimming if she ever wanted to join them. That night when Christina got into bed, she thought that Jack seemed nice. Nice eyes, nice smile, and she had to admit there were a few things that made her feel slightly naughty. She noticed the strong muscles in his arms. His chest had just the right amount of hair, and you could see he kept fit. So many of her friends’ husbands had hit their forties and stopped doing anything. She knew she was just as guilty, but she was a single mum with two kids in their twenties still living at home.

Over the next couple of weeks, she noticed that Jack would swim beside her up and down the lane. Some of the older swimmers would stare, as you were meant to swim single file. But Jack, with his big shoulders and tattoos, looked like he could handle himself. Christina found herself laughing every morning as the banter and innuendo went on as they went up and down the pool. Strange how she might have been more reserved if she had been more dressed. Her body was not what it used to be. When she went to bed, her breasts were now more friendly with her armpits than a man’s hand. But he didn’t seem to care, he just liked to make her smile.

He told her he was technically separated, but still lived with his wife because of the mortgage. The plan was to downsize and buy a place of his own. She told him she had finished with her last partner two years ago when she found out he was married. She only found out when she saw pictures of him on holiday with his family. What was worse, he had asked to borrow money from her to pay for it. It seemed as well as sharing a sense of humour, both felt as though they had been people pleasing most of their lives and wanted a change. She wanted to look good for a family wedding, and her ex tried to join her. She had said no. But then somehow, she had been duped into going away to Egypt for a week with him, which he promised to pay for his share as soon as he could.

‘We won’t have sex,’ she said to Jack. ‘It’s not that sort of a relationship. In fact, I haven’t had sex in two years.’

Jack shrugged. ‘I can believe it. And guess what, you’re not first on that one either. I haven’t had sex in three years.’

Christina was able to tell Jack everything. Her likes, her problems, and her thoughts, all without judgement. Lying in bed at night she also had fantasies where she would get into the end shower cubicle, and he would follow in behind her. It would start with him rubbing the back of her shoulders as she stood under the shower. Then his strong arms would reach around and across her waist. She could feel his chest as he kissed her shoulders and the side of her neck. Then his hands cupped her breasts, and he gently glided his thumbs over the nipples pushing through her swimsuit. She could feel his hard cock pressing against her arse. The kissing became stronger, causing a wave of excitement. He turned her around.

She stared into his eyes, not knowing what to do next.

‘I want you,’ he whispered. He kissed her as he slid his hands from her waist to the small of her back. As he pulled her in, he kissed her again. Then another kiss. She opened her mouth. As their tongues explored each other she moved her hand down to the bulge in his swimming trunks. She closed her eyes and felt his firm cock.

Jack slipped one hand on the waist of his trunks and pulled them down. It had been years since Christina had done anything like this. She took hold of it and began to slide her hand up and down. Jack groaned with pleasure. He whispered again.

‘Turn around.’

She did as she was told.

He took the straps of her swimsuit and slid it down as he kissed the back of her neck and shoulders. No man had seen her truly naked for years. She couldn’t remember the last time she had made love when it wasn’t in the dark. Her body had become a bit of an embarrassment, but not to Jack.

‘You little sex pot,’ he said. ‘You are fucking gorgeous.’ He squeezed her arse and the flesh on her hips. ‘I want to lift you up against the wall and fuck you senseless.’ He looked at her body and gave a growl of appreciation. Christine could feel his cock get even harder. She opened her legs slightly as one finger gently rubbed across her pussy and then slipped inside her.

‘You are so wet,’ he said. ‘And I fucking love it.’

All her life Christine had tried to please others; family, partners, kids, work. But for the last few years, she had wanted someone to please her. She wanted someone to desire her as a woman, to pay her attention to what she had to say; and there were some nights when what she really wanted was a man to give her a deep hard pounding.

Jack lifted one leg up from underneath her thighs. Then he lifted the other leg and wrapped it around his waist. She could feel the tip of his cock on her pussy as she opened her legs wider. Jack pushed her against the wall. His cock found the spot. He let it move in an inch inside her, throbbing. She could feel herself trembling. Jack looked into her eyes.

‘You are fucking amazing.’

He pushed half his cock into her, then pulled out, then went a bit deeper, pulled out, and went deeper still. Finally, he thrust his cock as if he was trying to hit the wall. She felt herself cuming. Jack did not stop. Pushing up on his feet, he kept going, building a rhythm, getting deeper and faster. She closed her eyes as she started to climax.

And then Christina would open her eyes and realise she was in her own bed, her fingers gently rubbing her wet clit as she thought about Jack being inside her. She stopped and listened in the darkness. Her two kids were in their own rooms doing their own thing. She went to the toy she kept hidden, the one she had got because it was the most silent. Lying on the bed, she brought herself to a climax.

Swimming with Jack had become even more flirtatious. When he made a joke, she found herself touching his muscular arms while she laughed. When they stopped at the deep end, he would touch her waist to make sure she was OK. They sent flirty messages and spoke about going out for a drink. She was just waiting for him to take it to the next stage. But then something happened.

With just a week to go, her useless ex had asked to borrow more money. She told him she was still waiting for him to pay his part for Egypt. He told her that she couldn’t put anything on social media about the holiday, as he was taking it as sick leave. They argued about how to get to the airport, and then he said he wouldn’t go if she was going to be such a bitch.

When she got to the pool that morning Jack could see she was upset. Over coffee, she explained the situation. She was going to a wedding where she would be all alone, and at least wanted to have a tan for it. There was still no question of having sex with her ex. For the last six months of the relationship, he couldn’t even get it up. Jack stopped her.

‘Is this a joke? Look at you. You’re…you.’

Christina then admitted that she hadn’t even checked if he could enter the country as there had been an argument and she had to call the police. Jack placed a hand on hers.

‘Don’t worry, I will dela with it.’ He looked angry. ‘Where does this motherless fuck live?’

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She told him not to worry, it was ages ago. Her hand stayed on his. She liked being protected by a real man. Jack said he would go to Egypt instead of the ex, and he would pay for their holiday, if she wanted him to. It was such a whirlwind moment that she agreed without asking questions such as the sleeping arrangements. He sent her his passport details and the money. He was the man, and he paid. The only thing he wanted was to see her in a bikini and a sexy dress.

When Christina studied her body in the mirror, she just wanted to spend the holiday in a cape. She had lost a few pounds thanks to swimming, but she was not a stick thin model. Looking online she found a bikini set which would cover her boobs and her bum. The short dress she felt was a little too short, but she bought it anyway. When the ex messaged if she had got the money back, she blocked him. She had a feeling that Jack would protect her if anything was to happen.

On the last swim before the holiday, they found themselves alone in the pool, and the flirting had reached breaking point. When Christina went into the end shower cubicle, Jack was standing in the next doorway. He offered to massage her shoulders. She agreed. After closing the door, he massaged her back, gently kissing her shoulders, neck, and ears. She could feel the part between her thighs getting warm. He turned her around, looked deep into her eyes, and kissed her. Christina kissed him back. After a while, she said that was enough. He kissed her again before leaving. Alone in the cubicle, Christina hoped the hotel room had a shower for two.

Jack picked her up the next morning. They laughed and joked on the way to the airport. She felt good, although it was not until they were queuing to get on the plane, as she held the tickets, he wrapped an arm around her stomach to let everyone know she was his. It just felt so good and so natural that she smiled throughout the flight.

When they got to Egypt they were offered a room with a swim up pool. Jack said they would take it. As Christina unpacked, he poured them two large drinks, changed into his trunks, and went to their own pool. She put on the bikini. Looking in the mirror, she hoped he liked it. Well, Christina, she thought to herself, it’s now or never, so here goes.

Stepping out of the patio doors she saw Jack in the pool. Christina knew he was looking at the parts of her body he had not seen before, and she liked it. Under the hot Egyptian sun, the water was warm and cool at the same time.

‘I made sure you weren’t in the pool first,’ he said. ‘Now come here.’

She went to him. He told her she looked amazing and kissed her. He didn’t care about the marks and scars which showed she was a real woman. He lifted her arms and put them over his shoulders. Christina felt as if she was in a dream. Then he lifted one leg under the thigh and wrapped it around his waist. As he did the same to the second leg, she could feel the strength in his arms, and something else. Lifting her up, she felt his hard cock inside the trunks.

‘Here’s the deal,’ he said. ‘We’re both adults. During the day I am going to treat you like a queen. I am going to tell you how beautiful you are, hold your hand when we walk, tell you how hard you make me when I rub suntan lotion on your body, take my time massaging that sexy arse of yours, and do whatever you want me to do. But when it gets dark, I am in charge. I pay for everything, and I want you look good when you’re with me. If I want to squeeze your arse and tell you how fucking sexy your body is, I will. And if I want to whisper that I can’t take my eyes off you, I will. Then when I’m ready, I’m going to bring you back here, lock the door, put you into any position I want, and fuck you senseless.’

Christina listened in silence. She wasn’t going to disagree. The wetness between her thighs made her shudder every time he moved. When they kissed, she felt his tongue explore her mouth. He looked into her eyes.

‘What do you want to do now?’

‘I want to go back into the room,’ she replied.

‘No, said Jack, ‘What exactly do you want to do?’

Christina thought for a moment. ‘I want you to massage me, and then I want you to put me on all fours, pull my hair, and give me a good, deep, hard pounding until I cum.’

Jack carried her to the edge of the pool and told her to wait as he went inside. After a few moments, he called her in and told her to stand on a towel. He gently dried her back with another towel, then slowly peeled the bikini top away, kissing her gently. Standing behind her, he pulled down the bikini bottoms. As he dried the back of her legs, thighs, and bum, he told her how sexy she was, gliding his finger just past her pussy. He dried the front of her legs, working his way up her body with kisses. When he flicked his tongue over her nipple she felt a rush of pleasure. He told her to lie face down on the bed with her legs apart.

From his suitcase, he took out a bottle of oil and a wand massager. Gently using his hands, he massaged her legs and lower back. Then he told her to raise her sexy arse. He let the wand glide over her cheeks and thighs, then lightly touched her pussy lips until she gave a little moan of pleasure. Keeping it on the same spot, he held it steady as the vibrations went from her pussy into her body.

‘Let me know when you want me to move it.’

Christina said nothing. She felt a wave of excitement as her stomach bubbled with pleasure. Jack told her how great she was doing as the first orgasm hit. She gripped the bed sheets as he let the wand work its magic. When she had finished, he told her to lie on her back.

Moving to the side of the bed, he lifted her knees, opened her legs, and moved the wand to the top of her wet clit. He pressed slightly deeper as he turned up the pulse. Christina felt her pussy lips tingle as Jack rubbed his fingers over them. He gently moved one finger in a circling motion before easing into her body. She was enjoying the sensations. He slipped his middle and ring finger into her and curved them, rubbing her G Spot. He kissed and flicked his tongue over her nipples, then sucked hard on her tits as he sped up his fingers. With the wand opening her up, and his fingers going back and forth on her G Spot, Christina, shocked at how powerful the first wave was, realised another one was coming. She gripped the bed, her legs buckling, as Jack kept going.

‘Good girl,’ he whispered. ‘That’s it. Good girl. You can do this Christina. You’re so fucking beautiful, you deserve this.’

Christina had to stop herself from screaming as a powerful orgasm made her lose all control and she squirted for the first time in her life.

Jack dried her thighs with a towel, gave her something to drink, then got onto the bed, placed his hands behind her knees, and kissed her pussy. ‘You taste so sweet.’ He gently licked the left side, then he repeated the same on her right side, before licking the middle of her pussy using the tip of his tongue.

Lying on the bed, Christina placed her hand on his head as he used his fingers to open her up and flick his tongue in and out of her. It felt so good. She let him taste her until she was ready.

‘I need a good fucking.’

He got off the bed and took off his trunks. She reached out and held his stiff hard cock in her hand.

‘I want you inside me.’

‘Stand up, he replied.

As the sun beat down outside their room, he rubbed oil over her breasts while she took hold of his cock.

‘Tonight, you will be my naughty girl,’ he said. ‘I want to fuck you like I ordered the sexiest woman they had, and they sent me you. That means tonight every single part of your body will belong to me to do as I please. But as you are in charge right now, I am going to do what you wish before I cum.’

Christina knew Jack thought she had a great arse. She got on her knees and put her face down into the bed.

‘Do whatever you want to me.’

He positioned himself and took hold of her hips. She reached through and guided his cock into her wet pussy. He started slowly at first, putting in a few inches before gliding back, his tip almost falling out of her dripping pussy, before sliding it back in and starting all over again.

‘Do you want it deeper?’ He asked.

‘Yes.’

‘Then say it.’

‘I want it deeper.’

Jack squeezed her hips as he slid all the way in. Christina felt it reaching deep into her pussy. He thrusted in and out, his powerful legs pushing his cock as deep as he could. This went on and on until Jack said. ‘Do you want it harder?’

‘Yes.’

‘Say it.’

‘I want you to fuck me harder,’ said Christina, all shyness gone. ‘Fuck me like you own me. Don’t stop until you cum.’

Jack pulled Christine’s hair back with a muscular arm. His cock banged into her arse cheeks, getting harder and faster.

‘That’s it,’ said Christina. ‘Give it to me. Give me all you fucking got. Keep going. Fuck me hard. Come on. I want it all. That’s it. Keep going. I’m cumming. Keep fucking me. I’m gonna cum. Don’t stop. Don’t stop. I’m cumming…’

Christina felt the hot spunk shoot deep into her pussy as she felt herself cuming at the same time. He released his grip, and she slumped forward onto the bed. With so much inside her, it was already dripping down her wet thighs as she took a deep breath. Jack, his hairy chest glistening with sweat, his semi-hard cock smeared in their cum juice, smiled as he fell onto the bed. She knew she had been well and truly fucked. Even when he kissed her, she felt a shiver of excitement.

Within a few hours, the sun would go down, and it would be the turn of Jack to take control. The rest of the holiday was going to be very interesting indeed.

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Written by alex_duggan68
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