Dating App led to experience with a Widow – Part 1

Hi all, I’m sharing the real experience that happened in December 2024. Let me introduce myself, my name is Vishwa, I am 31 years old and unmarried. I’m an average-looking guy who works in an MNC.

The heroine of this story is Sowmya, 36 years old, and she owns a boutique. She looks much younger than her age with a well-maintained body. It started through a dating app. I am always fond of older women than me. So I started sending likes to women older than me on dating apps.

Maybe guys over here know how difficult dating apps are for men. No replies, no likes, fake accounts. I even paid for a premium subscription and started sending messages along with likes. One day, I came across Sowmya’s account. I just sent a message with no hope of getting a reply.

To my surprise, the request was accepted, and I was clueless about what to do now. I started texting her in a very generic way and tried to get to know each other. She was very responsive, and gradually we connected on Instagram. Small chats turned into full-day chatting.

After a week of chatting, I asked for her number and started talking over the call. I knew what I needed. But I was not sure what she was up to because all these days our conversations were very generic, today’s stuff. One day, she was so stressed with work.

I offered to catch up for a coffee and she agreed. I went to pick her up in my car, and we stopped at a nearby café. She started to vent out all the stress she had due to work, house, old stuff, and kids. I was shocked and happy to hear the word kids because I always dreamt of fucking a MILF.

I asked about her family, and she started telling her story. She got married at a very young age of 20, and she loved her husband a lot. Eventually, they had 2 kids, and they were a happy family. She lost her husband during COVID. She was not sure what to do for a living.

She was a housewife, and her husband was the only breadwinner. She gradually learnt stuff and opened a boutique to earn a living. Things started to get settled down. I was listening to all these stories. She was not saying much. I understood she wanted someone to listen to her rather than telling her what to do.

There were tears in her eyes, and I wiped her tears and complimented her on how strong she is. I gradually changed the topic to cheer up her mood. Then she started asking about me do I have gf about my family, and all those things. I was single, and I said the same.

She was not ready to believe. I honestly said I liked older women than me, especially milfs. She was shocked to hear that, and then the conversation turned into naughty and serious talk at the same time. We both knew that marriage was not an option for either of us.

We even cleared it off by confessing she wanted to take things slow. Even though I was not, I respected her thoughts. I dropped her at her place, and we had a small goodbye hug. After our first meeting, we started doing VC. I always used to compliment her on her dress and beauty.

On Instagram, we started sharing romantic reels posts. Day by day, lust for each other was growing, and we couldn’t wait long. Just after 4 days, we planned to meet and we met in a restaurant. Since it was a weekday, the pub had very few, almost no one.

At that time, we picked a corner table and started to booze. I slowly placed my hand on her thigh while talking, and there was no reaction from her. I started rubbing her thigh seductively, holding her hand randomly, kissing her hand while giving compliments.

We spent almost an hr or more just chatting about random things, then we left for home as her kids would be waiting. Bangalore’s weather was very chill, and she couldn’t hold up after the drink. As soon as we got into the car, I started pressing her thighs and pressing her boobs alternatively.

Since it was an automatic car, my left hand was busy trying to get inside her jeans. She started getting hornier. At the same time, we were at a signal, she said, “I want a kiss.” Still, she didn’t drive on such a public road, so she drove to a locality where there were fewer people.

I stopped the car where there were no people. As soon as I stopped the car, I pulled her head towards me and started kissing. She was a very good kisser. We started with a peck, and gradually, within no time, our tongues were fighting. My right hand was trying to get inside her top.

My left hand was holding her head from behind and not letting her go. I started to press her boobs on her bra, still while kissing. She started to press my dick, which was already hard and wanted to pop out of my jeans. This continued for a good ten minutes.

Then I saw a police vehicle (a car which will be on beat rounds) approaching us in the mirror. I didn’t want any trouble, especially when a mother of 2 is with me. Hence, I immediately started the car and drove towards the main road. Luckily, they didn’t follow us.

But here we both were, horny as hell. I asked if we could go to the room, but she was not ready since it was already late (11 pm). Her kids will be waiting. I understood her situation and started driving towards her home. Parallelly, I was still rubbing her thighs, holding her hand.

Sometimes, I moved her hand on my dick slowly. She started to move her fingers on it and said I don’t mind if you want to open and get it outside. She was seeing the road, and I saw her smiling shyly. I opened my zip and got my dick out.

She was feeling shy and scared since we were on the open road driving. Without looking at me, she started to give a handjob. My right hand was holding the steering wheel, and my left hand was busy trying to get inside her jeans. I was not successful.

She was scared, and she was wearing tight jeans. She continued doing a handjob when there were no vehicles around. I asked her to see me and pulled her head towards my dick. She understood the drill and took my hard dick in her mouth first.

She licked the dick head and tried to tease me by rubbing the dick head with her teeth. Then she took the full 6-inch dick in her mouth and sucked for a few minutes, and got up. She was scared to continue and said, “As of now, let’s continue with hand.”

I was disappointed, but said ok, as I didn’t want to force her. She continued jerking my dick for 10 minutes. I was about to cum. I shouted I don’t want cum since my pants would get spoiled. She, without saying anything, put my dick in her mouth. In no time, I unloaded all my cum in her.

She drank it happily. I complimented, damn, you are very slutty, and you know how to make a man happy. She was blushing and didn’t say anything. I said I owe you one and will return the favour very soon. She said it should be good enough since her husband’s death, no one has touched her.

And she started sharing her fantasy of having sex in the balcony. Then, in an open place, but a safe place, sex in a car, being naked with a partner for the whole day. All these talks made me hard again.

Still, unfortunately, we reached her place by that time. We bid goodbye to each other with a quick kiss, and I pressed her boobs.

What happened next? Did we meet again? Will tell all these in the next part. Please share feedback so that I can do better in the next part. Share feedback via email at [email protected].