MILF Stories

Tanksdad

Caught Masturbating at Work

Sitting at my desk with my hand between my legs and forgetting to lock the door.

I had slipped on the ice and sprained my ankle. The doctor told me keep it elevated and the swelling would go down. I was sitting at my desk with my legs up on my desk thinking naughty thoughts when I slipped my hand down under my skirt and absentmindedly started teasing myself. A friend had asked me to start going commando and here I sat, sans panties. I had just been to my favorite waxing...Read On

Added: 15 Dec 2013 | Category: MILF | Avg Score: 4.48 | Words: 1,003 | Tags: masturbating  tits  anal  cum  dick  young boy/older woman   | 8 Comments

charliefarlie123

My Winter Job - Part 1

My Dream coming true

About a year ago our friends from the other end of our street went on holiday for Christmas. Before going they had asked me if, while they were away, I could look after their dogs by feeding them and taking them for walks. In return for some money, it was good pay for a fairly basic task. It was a couple and one guy my age, I had gone to school with him and we were fairly good mates. I...Read On

Added: 01 Feb 2012 | Category: MILF | Avg Score: 4.65 | Words: 1,084 | Tags: mom  mum  milf  panties   | 1 Comment

Reddead2010

Jack the Big-Dick Gigolo

How I became a gigolo after meeting a rich MILF...

My name is Jack, and I’m here to tell the story of how I got involved in the business of being a gigolo, male escort, social companion, or whatever you wish to call it. I was twenty three years old when it first began. I was a regular guy; I had a regular job working at the airport. I had a girlfriend. Nothing special. Except in one area, I have a very big dick. Almost nine inches long when...Read On

Added: 11 Jul 2015 | Category: MILF | Avg Score: 4.89 | Words: 7,093 | Tags: milf  busty  sex  blowjob  paid sex  big dick   | 20 Comments

Forbiddenwriter

Truth or Dare

It sucks being left out of the party, but a MILF knows how to fix that.

The pressure was on as the young woman glanced at the people around her, trying to decide who was going to be next. Her choices came down to either one of the three young men who sat in front of her, or her blonde friend who sat next to her. Two of the men who sat before her were brunettes, while the other had short, raven hair. All three of them had athletic builds, although one of the...Read On

Added: 04 Oct 2016 | Category: MILF | Avg Score: 5 | Words: 5,248 | Tags: orgy  revenge  punishment  mom  cougar     | 14 Comments

youcantsitwithus

Swim Lessons Get Sexy

Jasons boring summer job is about to get very interesting

Jason groaned as his turned off the alarm clock. Summer was winding down and instead of spending it at the beach or out with friends this was yet another day he would be spending at work. He couldn’t really complain though. After all teaching swim lessons was a great job to have during his summer breaks from university. After a quick shower and bowl of cereal he hopped in his truck and drove...Read On

Added: 02 Sep 2011 | Category: MILF | Avg Score: 4.65 | Words: 2,410 | Tags: milf  blowjob  public   | 4 Comments

BraveBitch

Secret Affairs: with my friend's son (part-6)

After having sex with my friend's son, again, I took him to my house to show him my sex-toys.

“Would you help me?” Adam asked. He was afraid that he might damage the condom. I got up looking at him and smiling. I grabbed the condom from his hand and then held his cock. I stroked it a couple of times to get it harder, and then I rolled on that condom on his cock, slowly. “Always wear condoms, it's safe,” I gave a little advice to him. “Come up on the bed now,” I said, as I lay...Read On

Added: 26 Jan 2014 | Category: MILF | Avg Score: 4.88 | Words: 2,021 | Tags: milf  sex  naughty  teen  shy  fuck  affair   | 15 Comments

mranonymous7

A Fantasy Came True

I was eighteen and Barbara was in her early forties and the mother of my best friend. She was a professional woman, working in real estate. She dressed in business attire, always wearing pantyhose or stockings with high heels. I’d admired her nylon legs for many years. Even as a young boy, I desired to touch them. One Saturday night, I stayed the night with my friend James. After he...Read On

Added: 20 Jun 2016 | Category: MILF | Avg Score: 4.75 | Words: 1,228 | Tags: older woman   | 13 Comments

Reddead2010

Banging a Thai MILF - part 1

Met a nice bar girl in Phuket, but her Mama was even hotter.

I went down Phuket, Thailand four or five years ago, after having a few days fun in Bangkok. I had planned on staying just a few days, but ended up down there about ten days or so. On the second night in the main town of Patong, I was trawling the bars with my mate Mr. X on the small alleys called ‘Sois’ off Bangla Road. We stopped at a few places before settling down in a small bar in...Read On

Added: 01 Jun 2014 | Category: MILF | Avg Score: 4.92 | Words: 3,163 | Tags: milf  oral  blowjob  thai  mother daughter  sex  ass   | 15 Comments

Koenig

Mrs. P Drops By For Tea

A friend of the family visits.

If you are given an opportunity to play out your fantasies, you may find that following through might just be one of the hardest decisions you make in your life. But when you take that leap of faith, you may find yourself pleasantly surprised, and pleasantly fulfilled... This is the story of an encounter that happened to me not so long ago. The agony of this encounter was not having anyone...Read On

Added: 16 Feb 2011 | Category: MILF | Avg Score: 4.89 | Words: 3,202 | Tags: milf  blonde  nasty  home  student  doggie  doggy   | 4 Comments

jimmy381

Caught by my sister 3

My sister's neighbor needs a hand...

It’s been about a week since I saw my sister’s upstairs neighbor. The last time she saw me I was coming up the walkway with a noticeable hard on and a precum stain on my slacks thanks to my sisters ‘friend’. I know she was watching through the window when my sister’s friend, Grace, was sucking my cock in the middle of my sister’s living room. Today I was just getting back from the gym. I...Read On

Added: 26 Nov 2012 | Category: MILF | Avg Score: 4.71 | Words: 1,606 | Tags: milf  mature  voyeur   | 8 Comments

NudistDude

Fun With Suzanne By The Pool

My best friend's mother and I have some fun by the pool.

John and I had been friends since high school. We were both now in college together. I had always thought his mom was smoking hot. I'm nothing too impressive though. At 5'8" and overweight, I was never exactly in high demand. Not that I hadn't gotten anything, I had girlfriends in the past, just not many. I knew that there would never be anything between Suzanne (John's mom) and I . She...Read On

Added: 12 Apr 2013 | Category: MILF | Avg Score: 4.69 | Words: 1,607 | Tags: pool  milf   | 5 Comments

oz99

Cumming Home

Young widow leads young men in mutual masturbation

Raising her 18-year-old son as a single mother was actually a joy for Heather Sampson. Her son Todd was a star athlete and smart as a whip, now competing for the valedictorian honors of his senior class. Although left very comfortable with considerable assets from her late husband, who was also Todd's father, Heather enjoyed her work managing the paralegal team for a local law firm with...Read On

Added: 07 Jun 2015 | Category: MILF | Avg Score: 4.63 | Words: 1,002 | Tags: milf  young men  older woman  stockings  mutual masturbation  flirting   | 30 Comments

theB_MAn61

Mom, BF and Daughter make Three-Chapter 1

Mom need some spice which Brad provides and so does her daughter

Chapter One - The Beginning Brad and Lorie met on line a few years back, off one of those friends sites. An exchange of emails developed into an outline chatting which moved to some camming together. Both loved their chat and cam sessions and each session became a bit hotter than the next with more and more of each others' bodies becoming exposed until finally they watched passionately as...Read On

Added: 29 Aug 2011 | Category: MILF | Avg Score: 4.36 | Words: 2,203 | Tags: mom  bf  daughter   | 4 Comments

BraveBitch

Secret Affairs: with my friend's son - Part 14

After having phone sex with my friend's son, next day I couldn't control myself and we had sex.

Having phone sex with my friend’s son made my night. I came very hard and had hot dreams about him. In the morning, Adam called me and this time I didn’t avoid his call. “Hey,” I said in my soft seductive voice. “Hi, how was your night?” Adam asked. I wanted to tell him that I had hot dreams about him, but then I just said, “Amazing.” “Yeah, It was an amazing night,” Adam agreed with...Read On

Added: 22 Apr 2014 | Category: MILF | Avg Score: 5 | Words: 3,072 | Tags: milf  mature  teen  anal  affair  phone sex     | 10 Comments

mter100

My Wife Gets It Good And Hard From an 18 Year Old

My wife is fucked hard by an 18 year old at a swingers' event.

I would describe my wife as a strong-willed person who likes to take control. She has a good career in management and at times she can be stubborn in her ways. I wouldn’t say that she is particularly conservative as she can surprise you at times, but she loves to be in control at all times. I had brought up the idea of sharing her several times in the past with other men, but all I got was...Read On

Added: 21 Aug 2013 | Category: MILF | Avg Score: 4.65 | Words: 3,268 | Tags: swinging  hard sex     | 9 Comments

BraveBitch

Secret Affairs: with my friend's son (part-7)

I showed him how I fuck my pussy with my glass dildo, but things didn't stop there.

I grabbed my dildo from his hand and stood up in front of him. I noticed his cock getting hard in his pants. I guessed he had started imagining me fucking my pussy with the glass dildo. I smiled to see his erection, but he couldn’t see the naughty smile on my face because he was looking down at the dildo in my hand. “Sit,” I said softly. Adam sat down on the bed, now he was looking at...Read On

Added: 31 Jan 2014 | Category: MILF | Avg Score: 4.77 | Words: 2,006 | Tags: milf  teen  sex  masturbate  dildo  slut  dirty talk   | 10 Comments

Reddead2010

Sharon The Slut-Wife - part 2

Adventures in my mid-twenties after meeting Sharon, a gorgeous married older woman.

Previously, I had met Sharon, a gorgeous sexy blonde older married woman during my mid-twenties at a barbeque. We had chatted, flirted, and danced together. I had given her my number, and 2 weeks later we went for a drink. Afterwards, I had given her a lift home. She had told me to pull over before getting her back to her husband, to give me an amazing blowjob in the back seat. Needless...Read On

Added: 17 May 2014 | Category: MILF | Avg Score: 4.95 | Words: 2,954 | Tags: wife  slutwife  milf  oral  blowjob  fellatio  sex   | 24 Comments

NatashaTsarinaErotic

Amanda Stone's Weekend Off

Amanda Stone is enjoying her weekend without her family when there is a knock on the door.

Amanda Stone sat on the sofa in the living room with her feet on the sofa table reading a book. There was a breeze in the air coming in through the French windows leading out to the garden where the flowers grew and a small pool was located under a large tree. She could hear the birds chirping in the bird bath and the neighbours talking. It was a beautiful July afternoon, and she had the...Read On

Added: 10 Jun 2016 | Category: MILF | Avg Score: 4.88 | Words: 4,710 | Tags: milf  blowjob  older woman  younger guy   | 15 Comments

edlangston

Soccer Team Doctor and MILF - Part Two

I become pregnant after fucking the boys on the soccer team and continue fucking them and others.

In Part One of this story, I describe how my name is Alexis, a thirty-four year old family doctor who was the team physician for a traveling soccer team. My husband Ed traveled all of the time for his import/export business and his little cock was not very satisfying anyway. My friends’ son’s name is David and he is sixteen years old and on a team made up of sixteen and seventeen year olds. I...Read On

Added: 11 May 2014 | Category: MILF | Avg Score: 4.76 | Words: 6,066 | Tags: milf  interracial  indian  latino  arab  doctor  teens   | 5 Comments

Soakinwetpussy

The pool party

I thought I was just going to a normal pool party

It was almost the end of school. Just ten minutes left until I would be done with school for the rest of my life. It felt good to have finally finished. I was talking to one of my friends when I got a text from my friend John. He asked me if I wanted to come over later for a pool party. I said sure! I drove home and went inside. I grabbed my bathing suit and some sun screen. I went out to...Read On

Added: 16 Feb 2013 | Category: MILF | Avg Score: 4.38 | Words: 1,283 | Tags: anal  hot  milf   | 14 Comments

redhot363236

Giving In to Temptation

A smoldering look ignites a passionate fire

Donna worked at the local five and dime store where one of the young bucks from her neighborhood had become a fairly regular customer. Regular enough that she started to wonder whether he really came in for pencils or a candy bar, or if it just made a good excuse to come in and see her.  She had often caught him staring at her ample breasts and at first, she passed it off as just the...Read On

Added: 13 Dec 2011 | Category: MILF | Avg Score: 4.97 | Words: 3,159 | Tags: young guy  older woman  oral  straight sex  toy  public nudity   | 27 Comments

js1985

Lessons in Biology

My time with a close friend's mom.

I was living in the city, at my friend’s house. I had just turned nineteen and was looking for work. I found a job at a local fitness center. My friend Leo was a year older and had a similar plan. His seventeen year old sister, Isa and his mother were also residing in the house. His father was off working somewhere in the Pacific, hardly at home. While I was there, news broke out that he...Read On

Added: 12 May 2013 | Category: MILF | Avg Score: 4.67 | Words: 2,418 | Tags: blowjob  affair  milf  home   | 7 Comments

Jasmine_x online

Emptying His Sack

The room was dimly illuminated with candle light as theyburned low on the mantelpiece. The Christmas tree stood elegantly in the corner with a small table in front which had milk, cookies and a big old carrot resting on top. The children were all tucked up in bed, waiting impatiently for daylight to come so they could open their presents. I stared at the clock as it reached one in the...Read On

Added: 07 Dec 2016 | Category: MILF | Avg Score: 4.91 | Words: 1,900 | Tags: milf  santa claus  christmas  cowgirl  missionary  doggy style  internal cum shot   | 31 Comments