My Chennai MILF Manager

There is this woman from work from Chennai, I was in Hyderabad at that time. We were working remotely, and I was a new hire, she was my project manager. When I struggled in the beginning she was the one who saved my job by helping me over calls. Soon the training calls slowly turned into something else. She was always casual at home, nighties, loose tops, hair open or tied up messily, no makeup. That’s what did it for me. Not the polished version. The real one sitting on her bed or sofa late at night.
Medium breasts, soft, with that small natural sag age gives. Heavy enough to fill a hand properly. And her ass , thick, curvy, sat heavy and round. Fair skin. Early forties. Married. One kid. Husband always busy with his startup. She never said much about it, but you could feel how starved she was in the way she stayed on the call longer than needed, voice going softer.

After a while she got a better offer from a banks IT dept. When she left the company I thought it would die down. It didn’t. I missed her terribly. Her birthday came around. I didn’t ask. Just took a flight and showed up at her new office with a cake.
She looked properly shocked. Face went red. She asked me “What are you doing here?” I told her I didn’t want the day to go by without seeing her. She agreed to lunch after some hesitation.

I took her to Mahabalipuram, her favourite, in my friends car. Sea side place. She laughed more than she used to. After food I said let’s walk on the beach. Shoes off. Water on our feet. I stood close enough to smell her. Told her she looked beautiful. She got nervous, started saying she should get back, but her breathing had already changed. I could see her nipples pushing against the blouse. Hard. She felt the same thing I did.

After that we kept talking. Calls. Messages. Late nights. Things got flirty without us naming it. That’s when the housewarming invite came. I went.

She was in a green saree that sat tight on her body. Those soft breasts, the full heavy curve of her ass, a strip of stomach showing. I walked straight up through the people. Gave her the gift and said hello to her husband and daughter. her husband asked her to give me a house tour as I had traveled a long way. We went around the house, as we climbed the stairs to the upper level, I could see her ass moving sensually. Thankfully there was little crowd upstairs. I stepped close behind and told her I’d been thinking about the beach, about how she looked that evening. We stood close in the balcony. My thigh pressed against hers. Hand on her waist, fingers pressing into the soft flesh. Looked at her and said quietly, “I can see how hard your nipples are. You want me, don’t you?” She gasped.

I pulled her and she came, we ended up in the master bathroom. Door locked. I pushed her against the wall and kissed her hard, tongue, teeth, a wet sloppy kiss. Hands straight on her breasts through the silk, squeezing, feeling how soft and heavy they were, pinching the nipples until she moaned into my mouth. She was already wet when I pulled the saree up and shoved her panties aside. Two fingers went in easy. Tight and hot and dripping. She started moving on my hand, hips rolling, chasing it. I took my cock out. She grabbed it immediately, stroked it, thumb sliding over the wet head. Then we heard the kid and her friends running around outside playing hide and seek. Fuck. Closest call. I pulled my fingers out, licked them clean infront of her while she fixed her clothes, both of us breathing hard. We came down I said bye to her husband, that I had to catch a flight to Hyderabad and left with a knowing look to her.

That night I sent a photo. Shirtless, jeans low on my hips, standing on a Chennai beach. She understood.

Morning she came to the bungalow I’d booked on ECR. Red saree. I opened the door in only a towel, grabbed her wrist and pulled her inside. Clothes came off fast. Saree, blouse, everything, until she stood there in just her bra and panties. I unhooked the bra and finally got my mouth on those breasts, soft, warm, the slight sag making them feel even better against my tongue. Sucked hard, licked the nipples, bit lightly. She was already making sounds. Then I went down, dragged her panties off and put my mouth on her cunt. She was soaked. I licked her open, sucked her clit, pushed my tongue inside. She came hard against my face, thighs shaking, one hand tight in my hair as she moaned my name.

I carried her to the bed after that.
Didn’t push in immediately. Just rubbed the thick head of my cock up and down her wet slit, coating it, teasing. Made her look at me and say she wanted it. When she did I pushed in slow and deep. She was tight. Hot. I had to stop for a second. Then I fucked her properly, long strokes, deep, the bed hitting the wall. My thumb on her clit the whole time. She came with her face buried in my shoulder, legs locked around me, pussy clenching hard. I turned her over so she could ride. Watched those soft breasts bounce as she moved, her hair messy, mouth open.

Later I put her on her knees by the big window that faced the empty beach and took her from behind. Hands full of that thick curvy ass, gripping, smacking it once or twice. Spoke dirty while she looked at the water. She came again, pushing back on me. I buried myself deep and finished inside her.
We went to the shower after. Water running. I went down on her again, slower this time, two fingers curled inside while I sucked her clit. She came quieter, legs trembling, holding onto my head. I was hard again by the time I stood up. Told her we weren’t done.

At some point her husband started messaging, asking when she’d be home. I made her reply while my fingers were still inside her. She was shaking, face flushed, half embarrassed and still dripping. We hand food and cuddled together on the bed. When it got dark I fucked her slow one last time. Looked at her properly this time. Kissed her without the earlier rush. She came holding onto me, quieter, deeper.

She left late. Told her husband some story about a work dinner. After she went I sent another photo, same bed, sheet pulled down, hand wrapped around my cock, still hard. Only wrote: Can’t stop thinking of you.

She’s still in my head. Those soft heavy breasts, that thick ass, the way her cunt gripped me, the sounds she made when she stopped thinking and just took it. The way the lying became easy for her. Whole thing is messy. I know that. But once she opens up and lets go… I can’t let her go.. I’m not finished. Not even close. She has business meeting in Mumbai next month.. And I am planning on surprising her.

Add to the story

Your email address will not be published. Required fields are marked *