Category: MILF Sex Stories

My mothers best friend was having her retirement luncheon and my whole family was invited. It was at her old farm house with wrap around porch and well manicured back yard. I have known Tara my whole life, she was like an aunt to me who has known me since I was born. My wife was unable to attend since she had work, but urged me to go without her. The luncheon was unremarkable with people coming and going, it was the usual sandwiches and just hanging about. People started to leave around 4:30 and I was getting ready to head out myself, until Tara’s husband asked me to stay and help move some yard furniture back. As I said I have known them forever so I told them I would help. As the last guest left we started to move everything back into the garage, I was hoping to be done soon and leave. John her husband asks if I wanted a drink but I declined he still cracked 2 open for himself. Tara was on the porch enjoying a glass of wine and just watched us work.

Read More

I had met her at a bar the week before, which had led to some drunken fumbling and a blowjob in the park. She had been eager and feral that night—as a single mom she didn’t get out much. And in my own drunken haze and horny desperation I hadn’t thought much about the logistics of everything. She had a babysitter that night, but it wasn’t something she could afford regularly. So now, a week later, I was waiting outside her apartment; she wanted to put her kid to sleep before letting me in. Finally her door cracked open and she beckoned me into her dimly lit place. I whispered at first before she assured me her kid was a sound sleeper and that we could use our normal voices. It was a small one-bedroom with a kitchen and a living room. Kid’s stuff was everywhere of course. She apologized for the mess as she brought us some beers.

Read More

Me and my husband are now open to non monogamy but this only came to fruition a couple of years ago, Before that we were supposed to only have eyes for each other. When i was pregnant i was very self conscious and had very low self esteem. Jay tried to help and reassure but it didn’t really work. I used to think he was saying it because he had to. Ultimately I felt fat and ugly!

One thing that brought me some comfort during my pregnancy was swimming, it made me feel weightless and relaxed and its something i did regularly. This particular time i was 33 weeks pregnant so i had quite a large bump. I would wear a full swimsuit rather than a bikini to hide all my “imperfections”.

The day in question started fairly ordinarily, I woke up, showered, had breakfast, got ready and left for the local pool. I got to the pool reception and join the small queue at the turnstile. A man approached the queue and smiled warmly at me “is this the queue sweetheart?” he asked i replied “it is” His eyes fixed onto my belly and then he placed his hand on my bump and said what a beautiful bump, how long have you got left?” i was completely shocked as never had another male touched my bump other than Jay, plenty of women yes, but never a man. I usually hate anybody touching my bump, it made me feel really uncomfortable, It strangely didn’t bother me as much with this stranger. I smiled and answered his question. He told me i looked beautiful and was really glowing, I blushed and accepted his compliment. We then passed through the turnstiles and made our way into the communal unisex changing rooms and went our separate ways into our own cubicles.

Read More

It was Friday evening and I was hungry and alone. My husband Jack was staying an extra day on his work trip to visit an old friend and wasn’t going to be home until late Saturday afternoon. I decided to go to a local sports bar to get some food.

I put on some tight jeans and shirt. I looked cute and the jeans showed off my curves nicely. When I sit at the sports bar, Kelly is my server and I’m so happy. She’s a beautiful redhead with an amazing pair of tits. She’s very sexy and flirty. Jack and I have talked about seeing if she’d join us in a 3some but we’re always nervous to approach her.

Kelly greets me with a hug and her large breasts squish against me. She around the same age as me, mid 40s and looks really good for her age. She compliments me on my looks and outfit but I barely hear her because I’m staring at her tits. She has a low cut top on and they’re on display.

Throughout my meal, Kelly is taking good care of me and seems to be extra flirty with me. She’s making me so horny that I’ll probably have my hand down my pants on the way home.

Read More

A couple months ago my husband mentioned that he had a surprise for me that night. After dinner he led me to the bedroom where he stripped me naked, blindfolded me, and had me lay down on my back with my hands above my head. To my surprise I felt the cool sensation of metal on my skin as he snapped handcuffs first on my right, and then onto my left wrist. I gave my hands a tug and realized he had secured them to the bed.

Read More

We were at my friend’s country house celebrating his birthday. His parents didn’t bother us and we felt free to do whatever we wanted. On the third day his mother came to visit us. When she made sure everything was all right she decided to return to the city. I asked her to give me a lift as I had some plans there for the evening. She agreed easily and soon we were driving home in her Lexus.

Read More

Since lockdown, my wife (43f) and i (45m) have been having tons of sex. She is a SAHW, so when I’m doing work she is more that happy to suck my cock. Our sons are with their partners so we have been having a pure fuckfest.

Since the beginning of the lockdown my wife has expressed her interest in watching me fuck other women. She wanted me to record me having sex with other women and then watch it with her. When she is riding me, she will say things like

“a younger women could do this so much better”

Read More

This story takes place on my last birthday. I had told my wife I want to be able to use her anytime, anywhere, and in any way I wanted for my birthday. She agreed like the amazing wife she is and the night before I told her I wanted to be woken up with a blowjob.

The morning of my birthday.

I am a very light sleeper and I woke up to her pulling the covers down around my waste. I had the usual morning wood and she wasted no time going to town even commenting how it seemed unfair because I was already hard. She does a great job of making my cock super sloppy with spit and guiding it down her throat. With my cock hitting the deepest parts of her throat and her hands massaging my balls it wasn’t long before I was shooting my load down her throat. She told me there was so much cum she might not be hungry for breakfast.

Read More