Following in My Mother's Footsteps Ch. 02

Reading notes: This is a stand-alone story, but I would advise reading Chapter 1 first to get the background of who the main characters are, their relationships, and how they got to the point where this second installment begins. I am particularly indebted to Arking, not only for her very kind comments on the first chapter, but also for the encouragement to take my fictional tale one step further and reveal how young Rhys and his mother Olwen develop their relationships with each other and with Richard, Olwen’s cuckold and with Moira, Rhys and Olwen’s Head Teacher. As with the first part of this saga (and all my fictional stories) all sex described is consensual, and takes part between adults of eighteen years of age and older. Please consider using the scoring system and leaving a comment when you’ve read it. All authors need constructive criticism and comment. Thank you.

It was a Friday night, and I was at my mother’s house, as usual. I lay beside her, in her big double bed and watched with interest as her husband, Richard, eagerly lapped out all the cum I had just deposited in her cunt. Yes, I know that’s not a normal scenario, but neither Olwen and Richard nor I have a normal lifestyle. I should explain that last statement.

I had grown up in a very loving family, and for the first twenty two years of my life, I was led to believe that Olwen was my sister. But when my grandparents, the people I believed to be my mother and father, were killed in a traffic accident, my whole life changed.

I went to university, as planned, got my degree and qualified as a modern languages teacher. Then Olwen, who had taught me at school told me there was a job going in my old school. It was only then that the whole truth came out.

I’d always had the hots for the woman I regarded as my big sister. She smoked cigars, which always gave me a hard on, which I would take care of as soon as I was alone, in the time honoured fashion. But one day, when Olwen and Richard came to my house to congratulate me on getting my teaching qualification, my whole world changed.

We’d had supper and Olwen lit up a cigar. I immediately got a hard on, and Olwen noticed it. In no time at all, she had my cock in her mouth, and she sucked me off, taking all my cum without any fuss at all. Then, to my surprise, she kissed Richard, and spat all my cum into his mouth, and made him swallow it. Then, whilst Richard cleared the table, she took me upstairs and I lost my virginity to my big sister.

Or so I thought. After we’d fucked, and we were both getting our breath back, Richard was cleaning Olwen’s cunt, and she casually told me that she wasn’t in fact, my sister, but my mother. It was a shock, of course, but as I’ve already mentioned, I have always had the hots for her. So we’ve continued to fuck ever since that night.

But only on Friday nights. Having lost my cherry to an older woman, I found that I had a taste for ‘mature’ sex. Not long after I first fucked Olwen, I found myself having supper with my Head teacher, who had insisted that she show me some gratitude for my giving her a lift to and from school every day.

Miss Moira Owens was regarded by many as an old maid. She was the Head teacher when I was a pupil at the school. She’d never married, and her only passions seemed to be her profession and giving her pupils the best possible start in life. All through my time as a pupil in the school, I fancied my sister (as I thought of her then), and I respected Miss Owens. It was only when I got to know her properly that my respect turned into a feeling of tenderness and, yes, love.

Moira Owens was desperate to experience sex. She was fifty three years old, and had barely been kissed, let alone fucked. But on that night when she invited me for supper, a clumsy attempt on my part to seduce her, resulted in her confessing that she needed to be spanked before she got turned on. She told me she used nipple clamps when she was doing housework, and a hairbrush to spank herself before she got herself off with a dildo. She seemed ashamed of her ‘perversions’ as she called them, but I soon put her straight on that.

The long and short of it was that I fucked her that night, and several more times over that weekend. We became regular lovers, always on a Saturday and Sunday only. I continued to fuck my mother on a Friday night, and my boss on the rest of the weekend. Olwen knew about Moira, but Moira knew nothing about Olwen and I, other than the fact that we were not sister and brother, but mother and son. We had decided to come clean and tell our colleagues in school, and everyone accepted Olwen’s explanation that she had been too ashamed at the time to admit that she was pregnant outside marriage. So one of our secrets was out. We kept the other one, the fact that Olwen and I were fucking one another, to ourselves.

So, back now to that Friday night that I mentioned at the start of this story.

“So when are you going?” I asked, as Richard continued to clean up his Hot Wife. Olwen drew on her cigar, exhaled the smoke through her nostrils and smiled at me.

“School finishes next Friday,” she said, “and we’ll be on the plane the following day. I was going to ask you if you’d mind driving us to the airport. I know you usually stay over at Moira’s place on a Saturday night. Do you think you could spare some time from fucking our Head teacher to do me this little favour?”

“Of course I’ll take you,” I smiled. “But if you’re not going until Saturday, that means that we can still have our regular Friday night sex, does it?”

“No can do, I’m afraid” replied Olwen through a cloud of creamy cigar smoke. “I might be taking the cuckold to a fetish based Caribbean resort, but I’ll be fucking my new boyfriend next Friday before we go. I’m meting him for the first time tomorrow. He’s replacing Gareth.”

I knew what Olwen was referring to. As a Hot Wife, she regularly fucked men other than her cuckold, Richard. As well as me, Olwen had been fucking Gareth, a dentist from the next town to ours. But Gareth had recently met someone who had encouraged him to find God. As a result, he had broken things off with my mother, and was going to marry his new girlfriend.

Olwen had taken the rebuff philosophically.

“Plenty more fish in the sea,” she’d remarked as we kissed and cuddled. “And I’ve got a replacement for Gareth lined up anyway. As I mentioned, I’m seeing him for the first time tomorrow night. Richard’s coming with me, just to check him out, and if he passes muster, Richard can fuck off home and wait for me to bring his cream pie home for him! I’ll have to tell him tomorrow that we’re going on holiday, so he can come round next Friday night for sex before I leave.”

I looked at my mother in admiration. She was, to me at least, an incredibly sexy woman, who loved sex and who would do almost anything to ensure that she got what she wanted. She told me that Richard had booked for them to visit the Adult Paradise resort in the West Indies a few weeks previously, and had suggested that I book for myself and Moira. It was a place mainly for swingers, but it catered for all sorts of fetishes, and Olwen was hoping to sample some ‘foreign cock’ as she put it, before she came home and began to cuckold Richard again, this time with her new lover.

She’d just about finished her cigar, and as she mashed the butt into her ashtray, Richard emerged, red faced and grinning from between her legs.

“So tasty,” he said, licking his lips. “Rhys always seems to cum in much greater quantity than your other lovers, my dear.”

“It’s probably because he’s fucking his mother,” smiled Olwen, winking at me. “Talking of which, are you ready to go again?”

I looked down at my semi hard cock and considered whether I could get it up again.

“Maybe if Richard gave me a little bit of help?” I said hopefully.

Richard needed no further instructions. He took my limp cock in his mouth and started to suck. My shaft was still coated in a combination of Olwen’s cunt juice and my cum, and I knew that Richard the cuckold loved the taste of my cock when it had been in his Hot Wife’s cunt. I no time at all, I was hard again, and when I pulled out of his mouth, Olwen’s eyes lit up in delight.

“Doggy fashion, I think,” she murmured, rolling over and getting onto her knees before shoving her arse up in the air. Richard went back to the cuckold’s chair to watch, and I got into position behind my mother. I love fucking her in any position, but doggy was our favourite. I always seemed to be able to go deeper when I fucked her from behind.

I prepared her in my usual way, wiping my mushroom head up and down her cunt slit a few times. Olwen was beautifully wet, and I slid into her easily, with only the slightest of cunt farts. I rested my thighs up against the backs of her legs as she clamped down on my already throbbing cock.

“Oh fuck!” she breathed as I reached around and cupped both of her lovely soft tits in my hands, “I love it when you fuck me from behind, my darling. Your cock fills me up beautifully.”

I felt her cunt relax its’ grip on my cock shaft, and we were off. Slowly at first, I pulled out almost all the way before gently sliding back in. Olwen had confessed to me that she’d had dozens of lovers since Richard had persuaded her to become a Hot Wife, but she did pelvic floor exercises regularly, I knew, and her cunt was still remarkably tight for a woman who would be fifty years of age in a couple of years.

I felt her clamp down on me again, and I paused whilst Olwen luxuriated in her first orgasm of our second fuck. When she released me, I resumed my fucking, this time a bit quicker and harder. Olwen moaned.

“God, I love this,” she said softly. “Mmm! Oh yes! Tug my nipples harder! Oh fuck! I’m going go cum again!”

I continued to fuck her through this second orgasm, and she whimpered with delight. I could feel my balls beginning to signal that I was ready to cum too. I increased my pace, and the bedroom echoed to a combination of sounds.