When Older Woman Younger Man Started Flirting On WhatsApp

Infidelity | |
older woman younger man

(Names changed to protect identities)

Matters of the heart seem manageable until lust throws you a curveball you don’t know how to handle. Sex is like the fabled forbidden fruit – you enjoy it in ways you hadn’t thought possible when you’re crossing a line. The exhilaration brought on by overstepping the societal bounds in pursuit of carnal pleasures brings a heady rush few adrenaline surges can compare to. That’s exactly what this older woman younger man story is all about.

The Temptation Of Older Woman Younger Man Connect

“Some temptations are unwanted. They throw themselves at you and you don’t know what hit you,” said I. I looked around, smiling at my wife and her extended family. The wedding sangeet at the hotel had started, and the drinks had been flowing freely for hours.

Naina knew I was referring to her but she didn’t acknowledge it. She was almost 50 and I was just 24. She was my wife’s aunt and what I had said probably looked like trouble to her. I knew that these were dangerous waters. I didn’t know if I wanted to dive in yet. But all those saucy older woman younger man connect stories we have all heard so many times over were egging me on to take the plunge.

It Had All Started With Flirting Messages On WhatsApp

The ice had already been chipped. All that was left was to break it. How to tell if a married woman is flirting with you? Watch out for how she texts you. It had all started with innocuous flirty Whatsapp messages, which led to exchanging pictures and then on to sexting. It had been exciting then. It was exciting now. I wondered if she really wanted to bring the desires to reality. I wondered if she was ready to shatter the family morals for the sake of pleasure.

As for me, I couldn’t take my eyes off her. She sat next to me, like a goddess. I thought that she was gorgeous, mature and experienced. All I wanted to know was how it felt to touch her soft skin and kiss her lovely lips. I wanted to be that younger man making love to an older woman. I wished to learn things from her that my young wife could never teach me.

Related Reading: Here’s how to flirt when you’re already married

I suddenly felt very bold and held her waist softly. Caressing it secretly, I asked, “Selfie?” She smiled and I knew she was ready to go along with the game. “Wait for me,” she whispered and left me wondering. I didn’t know where this was heading, but the wait excited me.

It was as exhilarating as her Whatsapp flirt messages. Those dirty texts were all I looked forward to after a long day. I realized that there was no point trying to stop the desires, for they would only escalate and tear us down. Just then a message flashed on my phone. “My room. In 20 minutes.”

Thus started our young man older woman relationship

It took all my strength to behave like nothing was happening. I smiled at unknown people. I talked to the bride and the groom as if it was the best day of my life. The 20 minutes felt like 20 hours. I made up some excuse and left the banquet hall.

My heart was somersaulting and my mind was racing. Just outside her room, I waited for a minute, trying to collect my thoughts. The question was not whether this was right or wrong. (Such thoughts never enter your mind when you are on the verge of an affair.) The question was whether I would do it right. And I decided to find out whether this older woman younger man relationship would turn out to be as exhilarating as it is made out to be.

young man older woman relationship
Our Whatsapp flirt message exchange was now going to the next level

I opened the door without knocking, fully aware that I was going to have sex outside my marriage. The teasing pictures and the voice messages that we had exchanged during WhatsApp flirt chat sessions enticed me to step in. I saw her standing by her bed, a glass of wine in her hand and wearing a sexy black dress. Without taking my eyes off her, I locked the door behind me. (You never forget to do that if you are with another man’s wife.)

Related Reading: The 3 Types Of Men Who Have Affairs And How To Recognize Them

I found paradise

She set her glass down and pulled me to her and our lips embraced one another. The breathless kisses and plunging tongues knew their tasks well. Our hands flew to feel each other and our clothes lay on the floor like vagabonds. The feel of skin to skin left us helpless. We were drowning and we didn’t care. It was lust and lust was going to be good while it lasted.

I learned how to make a woman reach the zenith of desire and achieve the big O. She told me that she had learned how it felt to be young again. I learned how to capture her heart with my tongue. She told me that she had learned how to let go of her crowded feelings. We decided that reality should take a backseat for a while. Being a younger man making love to an older woman can truly open new horizons of pleasure that make you want to keep going back for more.

The desire for more

Our moments of togetherness were everything you have ever heard about in an older woman younger man story and more. We managed to steal time for ourselves till the wedding was over. But the rendezvous had to end. The excitement had to go back to sleep. The goodbye wasn’t easy though.

older woman younger man

We knew that the wait until next time would be a long one. But the threshold had been crossed. Freedom had been tasted. Our flirt chat conversation had opened the gates to something completely enthralling. This happened a year ago. We are still in touch and continue to Whatsapp flirt chat as if nothing has changed. The desires haven’t changed and we are waiting for the next time.

She is too far away for us to meet. It has been an interesting experience for both of us, as it was the first time we had crossed the boundaries set by society. But I’m sure that it is not going to stop us from exploring other possibilities. After all, you only live once. The taste of older women younger men relationships is just something else.

(As told to Neha D)


1. Is it OK to flirt on Whatsapp?

There is nothing wrong with sending flirty Whatsapp messages to someone unless you are already in a serious committed relationship. Then it could be considered micro-cheating.

2. How do you tell if a younger guy is flirting with you?

Older women younger men dynamics are common these days. If he sends you a Whatsapp flirt message or is trying to sext you, he is probably hitting you. Also, try to notice the way he compliments you because he could be hinting towards something greater.

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