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Happy Go Lucky Jackie Puts It About

Happy Go Lucky Jackie Puts It About

by mergansa
19 min read
4.38 (10900 views)
adultfiction
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This will be easier to follow if you have read the three earlier stories in this series: 'Happy Go Lucky Jackie', 'Happy Go Lucky Jackie meets Darren' and 'Happy Go Lucky Jackie on Demand.'

This part has cross-dressing themes as well as cuckolding and straight sex. You have been warned. Stop reading now if you don't want this. Comments are appreciated. Stories only get written if there is evidence of demand.

***

I would happily have spent the day in bed with my lover but hunger eventually got us up. Dom organised breakfast and kept busy making coffee while Darren ate large helpings of toast and honey. Relaxed and contented, I sat in my nightdress and drank fruit juice. Maxine arrived at the table with Justin, both hungry. They watched sleepily and unable to resist showing off my new confidence I kissed and fondled Darren. To add to the scene, I made Dom sit down and gave him a kiss too.

With my family and my two young lovers beside me, my holiday was perfect. I'd matched Maxine and fucked these young hunks. I had discovered sexual abilities and an enthusiasm for sex that must have been hidden because although Darren was special, I'd enjoyed Justin too. And I wanted more, I wanted to repeat the thrill of making a conquest, of feeling the urgency of a young man's desire for me and of finding myself strong and potent and in control and loved by everyone. What I'd done was astonishing but how could it be wrong? Everyone including Dom was happy. Sex relaxed everyone.

"Tell us what you're thinking," said Dom, who was watching me.

"I'm thinking that it's hard to believe I'm sitting at breakfast with three men who I've fucked. Every one of them," I said.

There was laughter.

"One more than me then," said Maxine. "You win Mum. I'll keep my boys to myself in future and you'll have to stick with Dad -- or find your own cock."

"We sure fucked," said Darren. He reached an arm round me and I shivered beneath his kiss. He was special and yet I wanted others too. "I'd love to put my cock in your pussy right now but I have to go to an interview for a job. And you know what? After last night with my queen I feel super confident."

Darren left and Justin finished his coffee. He too kissed me and pushed his hand between my thighs, spearing my sex. "Next time you spend the night with me and I'll show you how a properly good fuck feels."

I wriggled on his finger and kissed him. Then he too left.

"Sorry Maxine," I said, "But your boys can fuck me any time. It's shameful but I can't get enough of my men."

"Not last night you didn't. Not of me," said Dom and kissed me too.

I laughed. "You poor man. I only have one pussy and did my best for you with my hand."

"You shouldn't leave Dad out," said Maxine. "You'll have to learn new tricks."

Dom was fine. He enjoyed the sleazy atmosphere of sex and seemed happy to get his thrill from watching me enjoy myself. He knew he'd make up later. All the same, Maxine had a point.

"We could make love now," I said, my eyes on Dom.

"We could."

"Forget it!" said Maxine. "We're here to try new things. And I know Darren. I bet he's left you feeling like you've been trampled by an elephant."

"I do ache. As long as you don't feel hard done by," I said to Dom.

"I'm enjoying my holiday."

"You'd rather see me fucked by Darren."

He smiled. Did he really understand how much I'd enjoyed myself? I could not escape entirely from the anxiety that his cheerful manner hid the truth and that he was suffering. How could he not feel left out and jealous? I should have made Darren sleep on his own and dedicated the night to Dom, taking time to reassure him that he was special. Now I must take care to make Dom feel included and loved.

We cleared up breakfast and decided what to do with our day. Maxine it seemed had an assignation, a bathing party with windsurfers which she was reluctant to speak about.

"You're worried I'm going to steal your boys?" I asked, laughing.

"I don't mind you taking my leftovers but this boy's special. Anyway, I don't plan to do anything. I'm not insatiable like you. We'll swim and sunbathe, that's all."

"Well he's safe from me whoever he is. I'm not getting on a surfboard."

"You should give Maxie some space," said Dom. "It would do you good to take it easy for a while."

"Let's go for a walk and enjoy the scenery. Tell me where you want to go."

"Are you sure? Wouldn't you'd rather be chatting up boys?"

"I wouldn't."

"You're lying Mum," said Maxine. "But Dad's right You should get outside in the sun and recharge. Good sex eventually leaves any woman flat. But tonight, I promise, we'll go clubbing and find you a boy."

"I loved being with Darren but I'm not going out to pick up boys so stop saying I want to. If I can't have Darren, I'll stick with Dom."

"Relax Mum. You do what you like. But I've met lots of boys you'd love to meet." She grinned mischievously. "I can picture this boy Vince. Dark curly hair, strong but gentle hands, a smile as he looks you over from head to foot. A bit like Dad when he was younger."

"He'd need to have a big cock to tempt your mum," added Dom unhelpfully.

Maxine laughed. "We can check that out but I guarantee Mum would love him."

They were mocking me but I wasn't in a position to protest. "I'm not looking for anyone."

"Be honest."

"I'd rather have Darren."

"That's honest," said Dom. "Of course she would."

I must have blushed, suddenly concerned that Dom might think I had feelings for Darren beyond the sex. "Darren's just a boy I like to fuck."

That made them laugh even more.

"Mum, you're a whore but I admire your enthusiasm. What was it about Darren that you liked so much?"

I thought about it. "He's respectful and makes me feel special."

They laughed again. "Not his big cock then?"

I had to admit it must have been the orgasms and talking about it made me tremble. Would I ever get over Darren? I changed the subject back to our plans for the day and pushed Dom to suggest where he'd like to go for a walk. He mentioned some classical ruins he still had to visit and we agreed to go there, have lunch nearby and catch a taxi back. I'd have recovered by then and there would be time to make love to Dom. That was the plan.

Maxine dressed for her outing, prim and efficient in shorts and tee shirt, straw sun hat and sunglasses. Her hair was bleached from the sun and I knew she looked stunning. But she wouldn't talk about the boy she fancied other than to say that he was special. I kissed her and told her to be good.

The walk with Dom was long and mostly in the sun. I plodded along thinking dreamily of Darren and wondering whether I would see him again. The town was far behind and we saw few people. After an hour we came to the site of a ruined temple, a heap of ancient stones and dust on a bare hillside. Dom hurried to the notice board with a map explaining the layout of the site and I sat down to rest on a slab of marble.

The place was deserted apart from two young women in shorts and tee shirts studiously reading their guidebooks and examining the stones with care. Good figures and faces lit with keenness. Dom did nothing more than glance at them. Most boys would be appraising them as they bent and twisted to inspect each stone. Overcome by the effort of the walk, not to mention a disturbed sleep and post-coital exhaustion, it seemed to me that Dom deserved a wife like one of those girls, a woman who shared his interests and who didn't chase after young men.

Dom didn't take long looking at the stones and we were ready to leave at the same time as the two girls. We paused at the exit, looking round for somewhere to sit down while we waited for a taxi. One of the girls caught my eye and smiled so I asked her if she knew of a place in the shade. They had come by bus and said there was a refreshment kiosk at the bus stop. We went with them and sat down together to have a coffee and it was agreed they could share our taxi.

One of the girls was called Fiona, prim but pretty with short platinum hair and small taut breasts under a tight tee shirt. The other girl was Losey. She seemed a little silly with an eager manner and wavy blonde hair. I thought she needed to lose a few pounds but was curvy in a way many boys find alluring.

The kiosk did local food -- kebabs and salad -- and we ended up eating lunch there together. I asked Fiona about archaeology and got a learned lecture.

"Dust and stones. You should learn to enjoy yourself more," I replied.

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"We do. This is what we enjoy."

I looked at Losey. "You should try the beach and the nightlife."

"We've done the beach," said Fiona. "There's not much to do in the evenings."

"Is there a nightlife?" asked Losey.

"Try the bars and clubs along the main street."

"We're not keen on drinking too much and we don't know anybody."

"Come with us," said Dom. "Jackie loves the bars."

"But what do you do when you're there?"

"Well I don't drink much."

"Jackie goes to pick up boys."

The two friends looked at each other. "That's a joke?"

Dom smiled and shook his head. "I'll leave my wife to explain."

Fiona had a prim, lips-compressed way of looking at me as if she thought me an idiot. I decided to shock. "It's true. My husband and daughter set me up and I ended up going on a date with a pleasant young man."

"But aren't you...?" asked Losey.

"Do you mean that married women don't do that sort of thing?"

"Jackie does," said Dom. "She can't resist a boy she likes."

"Doesn't that bother you?" asked Fiona, her prim look gone.

"Dom likes it," I insisted.

"It amuses me to see what she gets up to. Why not? It's who Jackie is. Easy-going."

"It was only a date," I snapped, resisting the urge to boast about taking Darren back to the apartment. "We enjoyed one another's company. That's it. It happened once and it wasn't easy going. I don't spend my life chasing after boys."

"You sat in a bar and had a drink with him?"

"I did."

"So what happened then?" asked Fiona sharply. It seemed I'd got her interest if not her admiration. "You mean...?"

"She brought her boy home and had a good time," said Dom. "The boy wasn't disappointed."

The two girls looked at one another.

"Weird. I couldn't do that," said Losey, glancing shyly at Dom.

I said, "That's all that happened. I can't resist Darren. He's my weakness, my holiday treat."

Dom laughed. "And you love taking him to bed. Tell these girls the truth. It wasn't just Darren. Darren and Justin. Jackie fucked his friend too."

Fiona looked lost. "Gross."

Losey said, "Are you're going out tonight to pick up another boy?"

"No. That's Dom talking rubbish. Okay, I made love to the other boy too but only so he wouldn't feel left out. What happened last night was a once-off. It's not fair on Dom however much he says he doesn't mind. But if you've really nothing to do this evening, we could meet for a drink in one of those quiet bars above the beach by the harbour. Nothing will happen."

"It's a deal. Anything to avoid a dull evening in our room. But I'm not picking up boys."

"I should think not," I said. "We'll have a great time."

We were now waiting for the taxi to arrive and talked about other things. But the girls never stopped staring at me and the conversation came back to sex. Neither girl could understand Dom's attitude and pressed him to explain why he didn't mind what happened.

"We're on holiday. I want Jackie to have a good time."

This didn't satisfy them. Losey asked, "I suppose you let her so that you can pick up girls."

"I wouldn't let Dom do that," I said. "I only got together with Darren because Dom wanted it. I think that for him it's like watching a porn movie with your wife as the star. He thinks to himself, who's this sexy woman? And it makes him want her."

"Why does there have to be an explanation? It's just that the excitement rubs off on me I guess," said Dom.

Fiona said to Dom, "You want her to go out tonight and pick up another boy?"

"It could be fun."

"It won't happen I assure you," I said.

When the taxi dropped us at the apartment, I was tired and ready to dedicate myself to Dom. He needed to know how much I loved him and how grateful I was.

Dom made coffee and I showered, telling him that we should take a rest. He knew that I wanted to make love but continued fiddling with the coffee and was still in the kitchen when I was on the bed, my eyes closing with tiredness.

He eventually went to the shower and I waited sleepily, trembling still at my memories of Darren, my labia sore from the pounding he had given me. But I was confident of showing my husband that he was special, how good a lover he was, how much pleasure we gave one another.

I was still waiting for Dom to join me when we were interrupted. It was Maxine and she stamped into the apartment looking despondent and angry, flinging her bag on the floor and pouring some of Dom's coffee for herself. Accepting defeat, I put on my gown and got up.

Maxine was upset but it took a bit of work before she told us what was wrong.

"Boys are bastards," she announced.

"Yes but what happened?"

"Why dress up specially and spend ages on my hair when boys are such bastards?"

It seemed the boy she fancied hadn't turned up to their meeting and the other boys were too busy with their water sports to give much time to the girls. She'd swum and sunbathed then given up and come back.

"Easy come, easy go," said Dom. "There will be others."

"I don't want others. I want Adam."

"But you're on holiday. Surely you're only looking to make casual friends."

"Adam's the real thing."

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She'd met him the previous afternoon on the beach. They got on well and would have met up at a club in the evening but he'd arranged to visit people he knew. They'd agreed to meet again at the same place and time.

"And he didn't turn up. Some boys who know him said he'd gone fishing."

"Maybe he got the times mixed up," I said.

"Maybe he heard about you fucking Justin," said Dom.

That made her angry again. "So what if he did? What does that matter to him? We made no commitments. We never got beyond agreeing to meet and I'm free to do as I like. Justin's a superior prick any girl fucks if she gets the chance. Look at Mum. Adam knows that."

"All the same, it matters a lot to young men," said Dom.

"Well he's not my boyfriend. If he was, I'd not fuck around. And how can he expect loyalty from me when he can't even keep a date?"

"Come off it," I said. "You hardly know him after such a short time. Forget about him."

"He's special. And I thought he liked me."

"If you'd fooled about with him like you did with Justin, you'd have got him out of your system and forgotten him already."

I meant to sound hard and cynical. Maybe I was irritated by having my lovemaking disturbed. My daughter gave me a look of scorn.

"You know nothing Mum. It wasn't about sex. He knew I liked him and he stood me up. He's a bastard."

She was right. What did I know? I'd fucked Darren and I certainly couldn't forget him.

"I'm sorry. I can see you're upset. Don't let it spoil your holiday."

"I shan't." So what are you doing now?"

Doing? Well I wasn't going to say that I was about to make love to her dad. "What do you want to do?"

She shrugged. "What's the point? I want something to eat."

"We could go out for an early dinner," suggested Dom.

"We promised to meet a couple of girls for a drink. I'm not going to stand them up," I said.

"Girls! What's that about? We need more boys. I shall go out tonight and forget about Adam. Mum, you must come with me and we'll paint the town red."

I laughed. "Easy come, easy go. Maybe that's what you need but I'm not going out to pick up boys."

"Don't be a spoilsport," said Dom.

"Cut it out. I'm not leaving you on your own while I go to a bar. Darren was more than enough to last the holiday."

"But Fiona and Losey want us to show them the night life."

"Be sensible Dom. They'd run a mile if they saw what Maxine gets up to. And how would you explain it if I do find some young hunk to chat up? They'd think I'm a whore."

"They already know that's what you do. You told them. They'd be curious and find it sexy. Like me."

"They're not perverts."

I was determined I wasn't going out but it was fun to talk about it. I said to Maxine, "I know we're dreadful -- both of us. But Dom and I will have a quiet drink with these girls then have an early night."

"It doesn't have to be that way. You don't have to leave Dad alone. He can come with us."

"Be sensible. I'll be ten years older than anyone else. And what could be more of a passion killer for a boy than knowing that the husband of the girl he fancies is watching? And how would a boy feel chatting you up and knowing your father is watching?"

"They don't have to know Dad's there."

"If we all go out and we spend our time chatting to boys it must leave Dom out of it. He'll end up on his own drinking too much."

"Stop worrying Mum. We could find some pretty young thing who's happy to talk to him. Most girls would rather talk than have sex. And he'll be happy to look as long as she's pretty. Isn't that right Dad?"

"I'm not having him picking up girls. I don't find that sexy at all."

Maxine laughed. "Dad, if you come out with us will you promise not to drink too much or pick up a girl?"

Dom smiled and shook his head. "I don't want to spoil your fun. I really don't need a girl to keep me company -- even my own wife if she's otherwise engaged. You two should go and I'll take a walk along the beach and find a bar where I can watch football."

"Hear that Mum? Dad's fine about us going out. What's your problem? Admit you want to come."

I wanted to go out. I wanted a chance to dress up and act my daughter's age and flirt with strangers and yes I wanted more sex. Just talking about picking up a boy who I'd later fuck was enough to get me excited. But I could admit none of this, least of all to myself. I wasn't having Dom wandering off on his own even if he said it was okay.

"Look Mum, we're going out and it's obvious Dad has to come too. He can be there but nobody must know who he is."

"You mean come in disguise," suggested Dom. "Something to make me invisible. Maybe I could dress up as a local fisherman."

"They don't go to the bars where we go."

I thought the idea stupid. "Dom would still be alone even if he's dolled up as a fancy-dress pirate."

"It doesn't have to be that way. Come on Dad, make a suggestion. You like theatricals. You like dressing up and pretending to be an idiot."

"Thanks but I can't pretend to be younger than I am."

"I've got it," said Maxine. "We could dress you up as a woman. You can be my divorced Aunt Donna who I'm taking out to show a good time. The boys will love you. You'll fit in if you pretend you're desperate to get laid. Of course to stay in character you'll not be able to drink beer. It'll have to be cocktails."

Dom and I glanced at one another. There's no way Dom could pass as a woman. This was Maxine's nonsense and I was sure that Dom would reject it with scorn.

Instead, he teased her. "What's wrong with white wine? I don't mind a glass of something fizzy."

"There you are Mum, it's agreed. You admit Dad might look good in a dress? And he can drink prosecco. We're going out."

This wasn't going to work but I struggled to find words to make this clear. "Think about it. What if a boy takes a fancy to Dom and tries to pick him up?"

"A moment ago you said he can't be a woman. Now you're worried about the competition."

"I think I'd cope," said Dom.

"Don't humour her Dom."

"Right on Dad. It's going to be fun."

I was confused. Was Dom teasing or was he taking this nonsense seriously? "In any case it's mad to think you can pass yourself off as a woman."

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