Desi Sex Stories Hey everyone! This is Vineet from Mumbai. Going straight into the story.
This happened around a year ago. The heroine of this story is my mom’s friend who lives in my neighbourhood. She was 43, and I was 23. We have known each other since my school days.
Her son and I were studying at the same school. I used to meet her every day when she came to drop her son off at the school bus stop. This was many years ago, and I didn’t see her regularly after I finished school.
One fine day, she invited my family to her home on a festive occasion. My parents couldn’t make it due to other commitments and insisted that I go to her house out of courtesy.
I knew she had been divorced for a long time. I have always been curious about how a sexual relationship with a mature woman would pan out; I was thinking whether I should approach her for a casual relationship.
However, I didn’t want to risk anything since I felt she would complain to my parents if something went wrong. Nevertheless, I was willing to take my chances, taking subtle steps to get friendly with her and maybe flirt a bit if circumstances allowed.
I visited her place as planned. We talked about life in general, my studies and work, and about what she and her son are doing nowadays. I asked for her mobile number, which she willingly shared. I don’t think she suspected anything wrong.
Over the next few months, the frequency of our chats increased, though nothing sexual happened initially. I was also checking, through indirect conversations with my mom, whether she mentioned anything about our chats.
To my relief, I found out that she doesn’t share anything with my mom. Hence, I continued befriending her confidently.
One fine day, after we had become reasonably close friends, our conversation somehow shifted to her relationship status.
She: I generally do not go out with friends. As a single parent, I rarely find time between office work, household chores, and spending time with my son.
Me: Do you miss your ex-husband?
She: No. But sometimes I miss a companion to share what’s happening in my life with. I do talk to my parents. But due to the generation gap, I feel they do not understand certain things I say.
Me: Hmm, I understand. Do you mind me being that companion?
She: What?!
Me: Yeah, shall I take you out on a date?
She: I don’t understand what you are saying.
Me: See, though I may not fully understand your difficulties as a single parent, I can understand the need for companionship.
Me: Even we Gen Z people have a lot of stress in our fast-paced lives and do not have time for a relationship. As a result, we hang out with friends and go out on dates with friends. Similarly, I asked you out for a date.
She: I am so confused. You’re much younger than me.
Me: I am not asking you to marry me. Just a date, to a good restaurant, which you can also choose. It will be a good change of mind for you.
After a few hours.
She: Ok. Let’s eat somewhere. But on one condition.
Me: What?
She: Neither your parents, nor my son, nor anyone in our neighbourhood should know about this.
Me: Sure
After a few days, when our schedules allowed, we planned a date at a nearby restaurant. I went there in my Activa, while she came in an Auto separately. We had good food and chatted for a while.
At the end, as we were leaving, I asked the waiter to take a few photos for us. While she was hesitant initially, she later agreed. We clicked a few pictures by standing beside each other.
Then suddenly, I placed my right hand on her shoulder, and she was taken by surprise. She asked me to remove my hand, but I convinced her, saying nobody is really watching or bothering us, and she agreed.
After a few clicks, I shifted my hand down to her waist, to which she felt even more shocked. Again, I convinced her and ended up taking a few more pics. I thoroughly enjoyed feeling her soft skin over her clothes.
The same night, she pinged me.
She: I really enjoyed the outing.
Me: Happy for you.
She: But why did you do that?
Me: What?
She: Putting your hand on my shoulder and hip.
Me: Haha. I had other ideas too.
She: What do you mean?
Me: I thought we could go to some movie theatre and make out.
She: What?! Are you mad?
Me: No, I am not. I had this thought. But didn’t ask you, since I realised you weren’t even comfortable with me touching you normally.
She: But why are you talking to me like this?
Me: I like you, and hence I felt like making out with you. If you are not comfortable with the idea, I won’t force you.
Me: But tell me one thing. Haven’t you felt a need for sexual intimacy all these years after the divorce?
She went offline after this message and didn’t respond until the next morning.
Later the next day.
Me: I am sorry if I asked something wrong.
She: I’ll let you know when we can go to the theatre.
Me: Are you sure?
She: Yes. I hope you will keep it only between us.
Me: Of course. But just one thing.
She: What?
Me: Do not wear a Churidar like you wore the other day to the café. Wear something more comfortable and easily accessible.
She: Shut up!
Me: But what’s the point if you don’t wear it? It won’t be fun.
She: But I generally don’t wear such clothes, and I’ll feel awkward if people see me in such clothes.
Me: Ok, in that case, bring an extra pair of clothes and change in the mall.
We visited the theatre in a shopping mall in the next few days. I asked her to change her clothes before the movie started. While she was going into the washroom, I pulled her back suddenly.
Me: Listen, take off your bra, too.
She: What?
Me: Come on. You know why I am telling you this.
She went in with a confused look. Once she came back, we went to the movie hall. The movie started, and everyone in the sparsely crowded theatre was watching the movie seriously (or maybe had other plans like us). All this while, both of us were sitting with our hands crossed with one another’s.
I started by kissing her inner palm. Slowly, I shifted my hand to her thighs and began rubbing them softly and gently. I moved my hand to her inner thighs as well, to which she gave me a puzzled look.
I signalled for her to keep looking straight and act as if she were focusing on the movie. I purposefully didn’t touch her pussy as I wanted to build the sexual tension.
Just as she was trying to look straight, I bent down and gave a peck on her cheek. She looked even more tense now. It was quite natural, as we were trying to enjoy ourselves in public. Even I was feeling a bit scared, but with a hot woman by my side, I couldn’t control myself.
After a while, I slowly shifted my hand to her waist, lifted her t-shirt slightly, and touched her skin. It was soft and cold due to the AC. I slowly caressed her skin with the tip of my fingers, giving her a ticklish sensation. She was wiggling a bit, and I didn’t do it for long since people might have suspected if they had noticed a lot of body movement from her.
I pinched her hips out of passion, and I could sense that she felt a bit of pain but was also enjoying the feel of a man’s hand on her body after a long time. If only I could have seen her fair skin turning red! While doing all this to her waist, I was occasionally kissing her shoulders. I could see that she had a faint smile on her face every time I kissed her.
By now, she was also quite aroused and was constantly looking at my crotch. A huge bulge had formed inside my pants. However, she was shy and hesitant to take the initiative. I held her hand and placed it on top of my crotch, and she slowly started playing with my dick on top of my pants.
I slowly moved my hands up her body towards her breasts. I could feel that she had very nice, shapely breasts. While they were slightly sagging, I really liked the natural feel of a mature woman’s breasts. Her nipples were erect. I was imagining sucking on them in a bedroom. I moved my hands further up towards her underarm, which was a little sweaty and had neatly trimmed armpit hair.
I took my hand out and placed my arm around her shoulder, normally, for a while. I guess she thought this was the end of our make-out and removed her hand from me. I pulled her hand back and placed it on my dick again. This time, I inserted my hand through her t-shirt collar to grab her breasts from the top. They were all spongy and so good to hold.
Over the next few minutes, I kept enjoying her upper body until intermission. During the break, we went to the washroom. I had a strong urge to masturbate, but controlled myself to enjoy the rest of the movie. I had also texted her to avoid touching herself, to which she responded positively.
As the movie resumed, I saw a bright smile on her face, indicating that she was excited for what was ahead. This time, she took the initiative and inserted her hand into my pants and held the shaft of my dick. She moved her left index finger on top of the tip of my dick and was gently moving her finger in circles, playing with the precum.
I took the cue and inserted my hand into her panties and felt her pussy for the first time. It was also well trimmed. She spread her legs slightly to accommodate my hand. I fingered her for some time, but couldn’t insert my fingers deep due to the position. I could feel that she was wet down there.
After some time, she took her hand out and tasted my precum from her left index finger. Recalling this thing still gives me an instant boner as I type about it. Soon, the movie ended, and we were walking out of the hall.
I asked her to walk in front of me as I didn’t want my boner to be visible. By doing so, I invited more trouble for myself as I could see her shapely ass bouncing in front of me while she walked. I deliberately kept colliding with her from behind under the pretext of a large crowd near the exit, but she was not the one to get tricked. She blushed at feeling my boner on her ass.
As we went to the washroom, I whispered in her ear to connect over a muted video call where we could see each other naked and masturbate. When I saw her nude for the first time, I was impressed. I never imagined her the way I saw her, as she always wore loose-fitting clothes that never revealed her body’s shape. I also noticed a small mole on her breast, just above her nipple, which looked cute. I complimented her through text, saying that I would like to kiss the mole someday. She blushed over the VC itself.
We masturbated and almost climaxed together in the next 5-7 mins. Cleaned up and left the mall. While riding back, she kept tempting me by touching my crotch from behind when the vehicle was moving on uncrowded streets and lanes. While I really enjoyed that as a man, I felt it was unsafe to ride that way and asked her to stop, which she gladly did.
Looking back, I am pleasantly surprised by how she transformed from being hesitant to being experimental. Probably, it was her pent-up, suppressed sexual energy that made the difference.
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