Living Two Lives - Book 4 - Cover

Living Two Lives - Book 4

Copyright© 2022 by Gruinard

Chapter 65

Coming of Age Sex Story: Chapter 65 - The adventures of Andrew McLeod continue. School is easy but the rest of his life is a complicated mess.

Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft   Consensual   Heterosexual   Rags To Riches   School   Indian Female   Analingus   Oral Sex   Safe Sex  

Andrew started arse play completely by accident. He and Moira had barely completed greeting each other before they were flinging clothes off in her bedroom. After they had recovered from their first bout, he set about teasing Moira. Andrew was between her thighs and wanted to see if he could make her come without either clit or g-spot stimulation. He had brought her close but she could not get over the hill. Her demands were getting louder and her language harsher and cruder. Blithely ignoring her Andrew continued his gentle ministrations on her pussy lips. He had both hands cradling her arse cheeks and was licking away at the bottom of her pussy. His tongue was teasing the taint right where her pussy split open when suddenly Moira arched her back and he was licking her rosebud. Her squeal of pleasure was loud and genuine.

“Andrew, do that again. Right there.”

So he did. Thinking back on it later he was amazed that he just went for it, given what it was. He started licking and teasing her arsehole while squeezing her buns. Boy did the woman have an arse obsession. With a keening wail Moira came, the more Andrew tongued her tight little rosebud the more she came. He slipped the two fingers of his right hand into her all the while tonguing away. A gentle circular motion on the roof of her vagina was all it took for her thighs to lock him in a head crushing grip. He stopped the motion and ceased tonguing her to let her come down from her orgasm. At last, Moira released his head and collapsed back on the bed. Andrew slipped off the end of the bed and went through to her small ensuite to clean up. He stood looking at himself in the mirror above the sink. How do you clean your tongue which has just been licking someone’s arsehole? He must have missed that chapter in the etiquette book. He could hardly borrow her toothbrush. Ah, a spare. Andrew rummaged in the drawers and found a new tooth brush still in the packaging. Five minutes later he was more comfortable with his oral hygiene and went back to see how Moira was doing. Her eyes tracked him but she didn’t move. She lay sprawled out on her bed, naked and sweaty. Andrew lay beside her. For someone lying naked she seemed shy.

“Are you okay Andrew? Not freaked out?”

“Surprised, nothing more. It was an accident that it happened the first time but you were so into it I just went for it. Next time we can run a bath and I will clean you and make sure that you are all squeaky clean back there. You’ll come four times while I check but I know that you’ll cope.”

She flung herself on top of him and kissed him full on the mouth.

“You are so bad. How the fuck am I going to find someone like you at Oxford, never mind for the rest of my life. Fuck, you turn me on. You are as dirty as I am.”

She was on her hands and knees before Andrew had the packing ripped open. Before Andrew entered her, he slipped his middle finger into Moira’s sopping pussy and thoroughly wet it. He then pushed into her in one fast hard stroke and she groaned and wriggled her bum. Andrew started fucking her slowly. Rather than lean back, holding her hips and fucking her hard, he leaned his body right over her, supporting his weight on his arms and gently kissed her neck. The fucking was steady but not frantic. Andrew moved his head so that he could start whispering in her ear.

“You are so fucking horny right now aren’t you? You want to scream at me to grab your hips and fuck you hard. You want to fight me on every thrust. You are head down and arse up but you want to be in charge don’t you. You want to tell me what to do, you want to get me to fuck you harder. You so get off on being in control. You love that you drive me wild. You get so turned on that I love your arse, don’t you? When I get all animalistic and start fucking the shit out of you I can hear you crowing. ‘I drove him wild. I can make him go crazy’. You love that power. The power of your body that you never knew you had. All that is true Moira, but sometimes I am in charge and you just have to hang on and hope you have the energy to deal with me. Well do you Moira? Can you keep up with the younger man?”

Then the battle really started. She looked over her shoulder at him and snarled. The ferocity and hunger were plain to see. What she did not realise was that Andrew had a secret weapon. Her sexual imagination. He could make her crazy with words. Paint a picture and then take his sweet time getting to the point where she exploded.

“Moira, you are going to lose.”

Her thrusts back got stronger.

“You know you are going to lose. I wet my middle finger in your pussy before we started. When I grab your hips and really put my back into fucking you, I am going to be looking down on that magnificent big arse. But do you know what else I will be looking at? Your tiny, tasty little arsehole. What do you think is going to happen when I start rubbing my finger round your arsehole?”

Andrew shifted his weight all onto his left arm and ran his right hand down the crack of her arse. Moira groaned.

“And what do you think is going to happen when right at the moment you start coming I slip that finger deep into your arse. Think about what I will be looking at. My cock buried deep in your tight pussy, your glorious arse all spread out before me, and my finger pressing against your arsehole just waiting for the moment when it is going to spear into you. Think about it Moira, you can feel it. You want it already. The naughtiness of it. How every fibre of your body will explode as I fuck you right through your orgasm with my finger knuckle deep in your arse?”

It was a sexual battle of wills. She craved it. She came but Andrew did nothing and she moaned with frustration. Then he started rubbing gently up and down her crack before rubbing the muscle itself. The results were immediate and she came, her pussy pulsing round his cock. The sweat was running off him now but he was not done.

“I wish you could see this view. Your arse looks magnificent. Don’t you wish you could see the view from over my shoulder? See my finger resting, poised to spear you. If you had your hand on my shoulder you could feel the muscles in my arm as I did this.”

They both had been waiting for that moment. Moira’s pussy clenched round his dick and squeezed the spunk right out him. Clean up took a few minutes and Andrew lay down on the bed next to her once everything had been disposed of and washed. Moira was on her stomach; her knees had collapsed under her and she was face down looking wiped out. She looked at him with big eyes.

“You know before the end of the term you are going to fuck me up the arse, don’t you?”

No embarrassment, no negotiation, just a matter of fact tone.

“That was insane Andrew. The physical was unbelievable but the whispering in my ears, the telling me what you were going to do. Taking the control away from me. I loved it. You just know how to push my buttons. You don’t take any of my nonsense. I closed my eyes and I could picture you fucking me from your point of view. Looking over your shoulder, seeing my bum, your cock splitting my pussy and your finger poised.”

She shuddered slightly. There was no way they could repeat that intensity. As usual with Moira once they had finished fucking Andrew was ushered out quickly but politely but he didn’t mind. What had Kenzie said the night she took his virginity, he was a fantasy. That’s all he was to Moira. Her younger lover who fulfilled all her dirty fantasies. Including, before the end of term, anal sex. Andrew had his doubts. The corona on his dick was very pronounced. His finger barely got into her arse, so he was not sure that he could push the fat mushroom head of his dick into her tight little bum hole. Hey, it would be fun trying! He also had to accept that Moira might not be a fantasy as a specific person but to have an older woman who fucked him with very few limits was fantastical for a 15 year old. Andrew didn’t smoke and had hardly had a drink. It looked like he was concentrating on one deadly sin at the moment, Lust.

He and Julian started working on new features when Andrew got to his house. He had already been to the Commonwealth and swum for an hour. They had agreed that Leslie had until the end of July to see if anything could come of the new software. Then Julian would be tied up getting ready for university and getting his new flat decorated for moving in. Andrew’s second system was going to be at Julian’s flat initially. After the Tanvi debacle Andrew was better about checking the time. He met Katie at the same spot as their previous night out and got a long passionate kiss before they walked down the hill hand in hand, talking about what they had been up to on their holidays. Hers had involved a lot of lying around and getting annoyed by her parents. When Andrew recounted what he had been up to she looked disgusted, although he only talked generally about studying, and didn’t mention the Open University.

“I am such a lazy git. I am feeling tired just listening to you. Other than a couple of days in Glasgow you have worked or studied the whole time. No wonder you are top of your year.”

“I don’t know about that yet. I have a chance this year because I have been doing better in my Latin. That always dragged me down. Vinnie has won the overall prize the last three years, and primary seven before that as well. It will be interesting to see his reaction if someone beats him. I’ll see what happens. What I would like is a drama free term. All this drama with teachers is getting me down. You and Tanvi have to promise me a drama free term. You know I worry about this odd arrangement spiralling out of control.”

Katie just patted his hand.

“You are so cute. Of course it is going to be dramatic. It doesn’t mean that you won’t enjoy it!”

God, she was such an adorable flirt. There was no movie that they wanted to watch so after dinner instead they slowly walked back towards her house. It was a shorter night out but they had spent a lot more time talking together as they walked rather than sitting in silence in the cinema. When they got to the end of the street she looked up at Andrew nervously.

“You could come in for a while. Mum and Dad are out until midnight at least.”

“Are you sure?”

She nodded.

“Definitely.”

With a smile he took her hand and let her lead the way. Andrew was tense when they got to the house but it was indeed empty, and they went through to the conservatory. Katie pushed him down onto the sofa and then straddled his lap. This was a much better way for them to kiss, the difference in our heights was reduced and it was more relaxed and less of a physical strain. Andrew mentally rephrased that. Less of a strain on his neck, but a severe strain in his trousers. They kissed for a long time, Andrew with his arms round Katie’s waist, in the safe careful no man’s land between the underwear. But he was not going to do anything, he wanted her to set the pace. It didn’t stop his dick being achingly hard with her sitting on it. He knew that patience would reap the biggest reward.

“Andrew, will you take your jumper and shirt off please. I want to finally see this body and run my hands over it.”

He leaned forward to untrap his sweater from the sofa and pulled it off. Katie pushed his hands away and unbuttoned his shirt, running her hands over his chest and shoulders as she did so. When the shirt was on the floor she pulled back and caressed him with her eyes. Then she caressed him with her hands. She had such tiny little hands. Everything about her was delicate and petite. She lay her head against his chest and sighed as he held her in his arms. This wasn’t Kenzie or Mar or Moira, Andrew knew that she was conflicted and that her mind and body were at war. He kissed the top of her head and gently hugged her.

“Take your time Katie. Just let me hold you.”

A single tear ran down her cheek and he felt it land on his chest. After a few minutes she sat back up and looked at him with a forlorn look on her face. Andrew smiled at her and wiped her cheek.

“Baby steps, baby steps.”

Andrew got dressed and they kissed on the couch for a long time. He had a change buses to get home so needed to make a move. They kissed again at the door and with a wave he headed out the drive and back the way they had walked twice already. His journey home was more than an hour between getting two buses and all the waiting at the bus stop so he had plenty time to think. He knew from the comments of Katie and Tanvi that the last two hours were why he was going out with them both at the same time. Katie had invited him into her empty home and then partially undressed him. But she had felt safe doing that because both her and Tanvi knew Andrew would let them set the pace. 15 and 16 year old boys were immature and grabby but Leslie had cured Andrew of that. The memorable day in the ward in January was the absolute foundation to Andrew’s views on sex. And even more importantly Andrew never wanted to disappoint Leslie by the way he behaved. So sitting with his shirt off on Katie’s couch while holding her in his arms was torture and it wasn’t like there not a myriad of impure thoughts cascading through his mind, but at the same time he knew he wouldn’t act on any of them. But part of this restraint was due to Moira. He was the perfect gentleman with Katie and Tanvi and the perfect rake with Moira. Everyone got what they wanted. His relationship with Tanvi and Katie would be significantly more of a challenge without Moira. The last part of this complicated mess was Andrew had to acknowledge he had a white knight streak. Katie, and especially Tanvi, brought out protective feelings within him. Mostly that was to do with the ever increasing size difference between them. They were both barely above 5’ tall and Andrew was now at 6’ and continuing to grow. And just when he thought that was it he realised there was an even more final part to it all. He liked that he walked into Assembly every day with the two of them and Suzanne. All the years of being the invisible nerd were being repaid that year. As long as there weren’t any other rejected suitors waiting to beat him up!

On Sunday night when Andrew came back from the Campbells he went to find his parents. They were sitting watching TV when he came in.

“Do you have a few minutes? I would like to talk to you. No problems, I just want to give you something.”

He had practised this, he would be fine. Andrew had decided that he was going to pay off his parent’s mortgage. Before cancer things were very tough financially for the family, especially paying the school fees of him and Rowan. That had impacted his parent’s relationship. Since he had taken over paying his fees, things were much calmer and they rarely fought any more. Even the birth of his baby brother had not caused tension, at least over money. In fact Scott had brought them closer together, at least to his uneducated eye. When Andrew offered to help Harry and buy the land for him, his parents had been supportive. It had made him think about what he had done for them over the last two years. He had tried to be a low maintenance child but had not done anything tangible, so he would settle the mortgage.

He was expecting an extended bout of ‘you can’t Andrew’ and such like. But there was nothing like that. He was taken aback by how instantly accepting they were. What was even more unsettling was the slight air of ‘is that all?’. No words were said and he might have been reading too much into it but there was something. And while he hadn’t expected gushing praise it was also obvious by its omission at all. Most of the talk was about the practicalities rather than the gesture itself. Andrew figured there would be lots of things to sign in the next couple of weeks. He told his mum to find the mortgage statement and send it to Mhairi, she would get it all sorted out. Andrew did not need to know the amount, although he would see the payment, that would be later. He went to bed wondering about the previous hour.

He wondered about his relationship with his parents. And one very key thing was what they knew. His father had signed the documents to create all three companies. And he had been involved in the purchase of the house. But Leslie was a legal adult and a director of all of the companies and so it was her that signed the legal documents. His parents were not involved, which meant that they didn’t realise how wealthy he was. There had been lots of comments and questions, both subtle and unsubtle, regarding the amount of money the companies were making. Andrew had managed to not be pinned down on a specific number. As he lay in bed he wondered about this careful separation. He did not think that he had done it deliberately, but when he thought about it, maybe he had. Leslie was the key. Without her his parents would have had to be much more involved. And Andrew was very aware of his father’s impatience with him. He didn’t know what it all meant but he was pretty sure it wasn’t good.


Andrew had to run to make it to form room on time and burst through the door as the bell went. The jeers were reflexive and he laughed and made his way over to sit beside Suzanne.

“Unlike you to cut it so fine.”

“I know. I was getting one of the coaches who sees me in the morning at Warrender sign off my Silver record book for the Duke of Edinburgh and he just kept talking. I had to run the whole damn way. That hill at the end, bah.”

“I didn’t know that you had signed up for the Duke of Edinburgh. When?”

“Travis talked to me after that CCF camp in February. When I read the criteria I discovered I had done all the bronze requirements and all but one of the silver requirements. Travis was a bit shocked but Dave at the Food Bank signed off on the volunteering. Kearns signed off on the swimming for bronze and this guy just signed off for silver. I don’t even know his surname. He is just Alan at the pool. What did he sign? Alan Stiles. And Fiona my Double Bass teacher signed off on the skills section for both. So Bronze is done and all I need to do for the Silver is the CCF camp in July. I was amazed, I did not have to do one extra thing. Looking at Gold, I should be done next summer.”

The discussion had taken place as they headed to Assembly. they were waylaid by a couple of giggly 5th years and the four of them walked into the hall together. As the term started Andrew realised he had not done the usual review of his goals. Mentally running through them he felt good about everything except Karma. He needed to continue to prioritise others. But he also desperately wanted to have a quiet term, especially with teachers. Study hard and get through as much of the computer course as possible.

He should have realised at lunchtime on that first day that this term was going to be anything but quiet. Mrs. Hendricks turned up and sat down beside him. Andrew briefly closed his eyes and let out a deep breath. Forcing a smile on his face he turned and face her.

“Hello Mrs. Hendricks, what can I do for you?”

“Hello Andrew, I wanted to talk to you about the hockey coach. I was wrong to get angry at your attitude at the end of last term. For someone who is an exceptional student you do seem to have had more than your share of run-ins with teachers. I was serious about you becoming a coach. The girls all think it is a great idea. Most importantly I discussed it with the headmaster. He had not realised that you had been at nearly every second eleven hockey match for the last two years. You work really hard to hide your involvement in things. I told him of my plan, you would change with the other male coaches, not the pupils and I would ensure that everything was appropriate with your behaviour. Any parents who have an objection can go and see the headmaster, he will support you.”

“Mrs. Hendricks, everything you have said is flattering but I still have shit hand-eye coordination. How do I coach? Hell, how do I pass the damn coaching course? I don’t want to embarrass myself.”

“That is why I would like to see you in person. I don’t doubt that you think you are bad but I would like to see it for myself. Several of the team have also volunteered to work with you this term for Sports. The reason I am making this effort is that I have heard that you are very good at boosting people’s confidence. I have been told that you have belief in people and that you help them unlock their potential. You also deflect away praise. I think that you will be a good addition to the coaching staff.

“So what do you say? Will you at least try?”

“How can I say no after all that? I will see you at Goldenacre after school on Thursday. Without an audience for the first day, please.”

Andrew kept quiet about Hendricks approaching him and got right back into reviewing the Higher Maths syllabus with Moira after school. She was starting to panic about the exam but he went through the study plan with her, she would be fine. School settled down into a truncated routine. The 5th and 6th years would be off on study leave on May 1st and would not be back until June. For the lowly 4th years the term continued on as usual. Andrew was making reasonable progress on the first module of his fifth course. The week in Milton Keynes had given him a good head start.

Academically he had the strongest term of his life., seven ‘A’s. He was top in Maths and Physics as usual but was also top in Geography. Cousins looked like he had eaten a shit sandwich for lunch when he gave the results back at the start of term. Andrew thanked him and kept his head down. He was going to try and not antagonise him so much that term.

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