Menopause, Adultery & Sex

HRT, Cialis, Astroglide, Zestra, Replens and lots of foreplay

Brian O'Connell
The Scarlett Letter
5 min readNov 10, 2020

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The author’s mother-in-law, Simone Fairchild, on holiday in Finland

I’ve never had sex with a woman younger than me. I’ve never had bad sex either. I think one equates with the other. I just leaped into my thirties and the youngest woman I have ever had sex with is my wife who just crossed the barrier into her forties.

Even in my teenage years, when lust occupied all my thoughts, my eyes were always drawn to women fifteen to twenty years my senior. There’s not only beauty in age but there’s a sexuality to it that I find irresistible. Some women reach their peak at 40, while others are the most beautiful they’ve ever been in their life when they’re 50. I have had two affairs with a woman who has just turned 60 and she’s the sexiest woman I know.

All the stuff about ‘age just being a number’ is ridiculous. It’s one of those catch phrases men and women use to justify age imbalanced relationships that they are personally embarrassed about. Older women are hot and if you too scared to admit that to your friends you shouldn’t be on the playing field.

My mother-in-law and I had two affairs during my marriage to her daughter. She was, and remains, married at the times we had the affairs. She was in her mid-fifties when this happened. I was in my mid-twenties. We fell completely in love with each other the first time and even more so the second time.

I was married to an adulteress and I was having an affair with her mother, who wrote the book on adultery. Some woman can’t be tamed or expected to be faithful. Simone is one of those people. I envy her husband and would accept what he has accepted, any day.

There’s an important caveat here for the reader to understand. At the times Simone and I had those affairs, my wife, and her daughter, had left me. Both times this happened she was gone for more than a year without explanation and neither of us expected her to ever return.

Simone showed up at my apartment in London with two suitcases a couple weeks after my wife left. She gave me a huge kiss and then told me to go to the pharmacy and pick up Astroglide, Zestra and Replens. I should have bought them in bulk because for the time we were together we fucked each other constantly.

Another caveat, Simone had been hot for me since the day we met and I was never disinterested in her, but I was married to her daughter, so we kept our distance. Once it became apparent she was gone, possibly for good, Simone made her move.

Simone is the most beautiful woman I have ever made love to. Our age difference never really made a difference except that she liked that I was younger, and I really liked that she was older. If you are thinking I was seeking a mother figure, you’d have to know Simone to know that concept is absurd. She stopped maturing mentally at about the age 18, so her attitude to life is actually younger than mine.

Simone, unlike her daughter, has a completely natural body. No boob job, no Botox and no plastic surgery. She’s slim and lithe and she has the most beautiful legs of any woman I know. The way her face has aged and her natural silver hair only make her more beautiful.

When you fall in love with any woman, you buy the ticket, and you take the ride no matter where it goes. If it’s a woman in her mid-fifties that means you get to enjoy the full benefits of watching someone you care about go through menopause. Unfortunately, it’s not sexy. The hot flashes Simone experienced came out of the blue and made her feel like she was on fire. She didn’t want to be touched, she got annoyed at my concerned glances and her moods bounced around like a crazy ball.

Simone decided to go on HRT, which is mainly estrogen. It did something amazing. She went from being hypersexual to beyond that. I’m very sexual and, at the time, I was at my peak and I couldn’t keep up with her demands, so she got me on Cialis. A guy in his mid-twenties shouldn’t have to take that but if you are dealing with a woman that wants to fuck more than four times a day, I’ll take any help I can get.

Simone used silicone lube and a special warming oil which made her clit tingle and increased her pleasure when I went down on her. Our sex came with a huge amount of foreplay because Simone is multi-orgasmic and needed her release before we fucked. I spent one or two hours a day licking her pussy when we were together.

I was the least productive in my life during my two affairs with Simone because she refused to let me get out of bed to work. When we weren’t having sex she wanted to be held and there was always an element of play between us which inevitably circled around to sex again. I didn’t sleep well because she would wake up sweating and wanted me to be there for her.

All of her demands just made me love her more. I am attracted to women who are unconsciously selfish and Simone fit that description perfectly. I also think vanity is really important in a woman and nobody I have ever met has been vainer than Simone. She loves mirrors and having her photograph taken.

Simone is also a fiercely jealous woman and that worked for me. She quickly cut out any potential contact between me and other women and if a woman so much as looked at me in a pub Simone gave her a death stare. Naturally, she loved male attention.

I felt alive like never before during the few years we spent together but my wife eventually settled down as much as is possible for a woman like her. I had to say goodbye to Simone twice but, whenever my wife goes off with a lover for a few weeks or a couple of months, I call her and tell her to come back to London.

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The Scarlett Letter
The Scarlett Letter

Published in The Scarlett Letter

All things adultery. Sex out of network. We are terrible and human. So are you.

Brian O'Connell
Brian O'Connell

Written by Brian O'Connell

American based in Cyprus married to a dangerous lady