Category: MILF Sex Stories

So we were all drinking at the house my husband , his best friend Scott and myself when we decided to bring the drinks down to the hottub . I wore only my bottoms as I always do when I go in the hottub at home and that’s just normal even around my husband’s friends .

We were in for maybe 20 min and my husband was getting a little to hot and drunk and said he was going up stairs to lay down for a bit . So to be honest I have always had the hots for Scott and now I’m alone with him drunk for the first time. I went and sat next to him and we had a couple more drinks before I felt his hand on my thigh and that was all it took .

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Me and my best friend have been close since we were 12 years old. Growing up he was always known as the kid with the “hot mom”, and EVERYBODY in our friend group had a crush on her. His mom had dark hair, fake tits, lip filler, tattoos & always wore the tightest, sexiest outfits. Literally she was that typical MILF almost every young boy fantasized about.

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We were 4 hours into a shopping trip at the centre and I was ready for home. Imogen had dragged me along with her under the premise that we’d grab coffee and put the world to rights like we used to.

Imogen was married, happily I think, but we’ve had our fun over the years too. She’s insatiable, I become a different person around her, it’s partly because she’s a flirt, partly because she’s got an amazing ass and I’m a sucker for it. We’ve never really spoken about it but there’s definitely an attraction there between us, I think I provide a little excitement as I’m the polar opposite of her husband. He’s vanilla, I’ve choked her before, he doesn’t like going down on her, I would have it for breakfast, he’s got an average dick, I’ve… Well….

Anyway the last stop was an expensive lingerie store, the king of awkward shops for a man, and I was very reluctant going in.

“Please Ryan, I trust your opinion, please.”

I couldn’t handle it when she pouted like that, begging.

“Ugh, okay.” I groaned. “But you owe me.”

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So I’m 34, I was married 10 years and I’ve been divorced for 2. This story won’t be as graphic as some others and I’m hoping the other ladies here especially appreciate what I was feeling at the time!! Basically the last few years of my marriage just weren’t very intimate for many reasons but I just wasnt sexually satisfied and after awhile it was obvious that sex (and other things) would never improve and I was unhappy. We split for a lot of reasons but I’m not here to babble about just that!!

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The other day I was in a bad mood. Just edgy – and no single reason really. I was a little short with my wife as we were running some errands.

“I think you just need sex” she said to me, in a matter-of-fact way. She wasn’t in the mood though, which made me all that more annoyed.

We went on with our day and I tried to not be a dick. It must have helped, because after we got back and did a few things around the home, my wife said…

“well, I’m going to take care of this thing here… then I guess we should have sex.”

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So my boss is a total milf. Remember Desirae Spencer? She looks very similar to her, except the tits aren’t quite as big. When I first started working for her I totally wanted to fuck her. She dresses well – always wearing tight skirts and nice button up, with the occasional dress. And she’s really smart, which is a big turn on. Anyways…

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Three years ago, I had just started a new job and my hours were good enough to where I had enough time to work out during the week, rather than the weekend. The gym was just 10 minutes away from me. The top floor of the gym was machine weights and the bottom was free weights and cardio machines. A lot of middle aged to senior men frequented the cardio area, trying to decrease the size of their airbag sized guts. A few women, young and older would also take advantage of the machine weights for toning. I would sometimes go and start on the bottom floor just as a warm up, and because I did get off a bit on some of the older women staring at me when i’d wear my open-sided Tees. One day I pulled up to the gym just like any other day, into an unimaginable great parking space. Gathering my bag from the back seat, I noticed a car pull up right beside me.

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I met a woman on Craigslist. Didn’t think that was possible. She was a hot 40 year old MILF with short blonde hair, green eyes, and a FIT body. Didn’t look like someone who has had kids based on her figure. After her hot BJ in the car yesterday I could only imagine what to wait for this morning…

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