MILF Stories

SusanAJ

Susan And Her Son's Friend, Part 2

Jeff teaches Susan more about sex

Jeff had a big smile on his face as he walked home from his friend Ryan’s home. He had just fucked Ryan’s Mom, his old High School teacher Susan Jenkins. What was more, Mrs. Jenkins wanted more, and apparently was willing to please him to get it. There was one more week before he had to return to college and he was determined to make the most of the time by having Mrs. Jenkins as much...Read On

Added: 08 Jan 2016 | Category: MILF | Avg Score: 5 | Words: 2,522 | Tags: anal  oral  mature  coerce   | 36 Comments

GrayGhost

Trade Me And Play Me

This sure was not baseball

It was a typical Arizona morning. I was working in the front yard, pulling weeds, watering the bushes and raking the rocks. There was nothing but sweet tranquility. Suddenly, that was broken by the arrival of June's car. She was looking and acting very frazzled. This is very large oddity because she never comes over this early in the morning. I figured something was not right. June said,...Read On

Added: 05 Jan 2016 | Category: MILF | Avg Score: 4.69 | Words: 2,544 | Tags: older women  trading  oral  anal  dual masturbation   | 9 Comments

asimov

My first cougar

My once and future cougar.

It was a balmy March in 1970 when I first met her. There was a war on in Vietnam and I had recently received my letter to report for my induction physical. I still lived with my parents who belonged to a Christian pacifistic religion who wanted nothing to do with war, the military or any dealings, direct or indirect, with the government. They wouldn’t even vote. As for me, I was a bone-headed...Read On

Added: 03 Jan 2016 | Category: MILF | Avg Score: 4.82 | Words: 3,369 | Tags: anal  mature  seduction  straiht sex  love stories  milf  taboo   | 4 Comments

GrayGhost

On The Prowl

Lightning can strike twice

After June's exploration into public sex and exhibitionism, she told me that being a voyeur peaked her interest. She'd found it exciting when we were having sex in public that people had actually seen us. Now, she wanted to watch strangers have sex. "I think we can kill two birds with one stone," I told her. "I know a swinger's club that has a public viewing room. It would be like attending...Read On

Added: 02 Jan 2016 | Category: MILF | Avg Score: 5 | Words: 2,161 | Tags: voyeur  exhibitionism  lesbian  masturbation  toys  swinging  fuck   | 4 Comments

SusanAJ

Susan and her Son's Friend

Susan succumbs to her son's friend

Jeff was bored. Home for the summer after his sophomore year of college, he was working early-shift maintenance at a warehouse. As he got done by 2pm he had the whole afternoon and evening to entertain himself. It was now 3 o’clock and he had showered and eaten lunch and was wondering what to do until supper time. He called his friend Ryan to see if he wanted to get together and play...Read On

Added: 30 Dec 2015 | Category: MILF | Avg Score: 4.94 | Words: 6,772 | Tags: mature  voyeur  teacher   | 67 Comments

Te11tale

Roz's festival.

A music festival Clash, with many Sex pistols, and things only go in 1 direction.

Roz was uncertain to begin with. Jules had won two tickets to a music festival, Jackie was already spoken for and so it was a no brainer that Roz was chosen to receive the spare ticket. The only thing was, the headline acts were all cover bands. Some of them are really good, Roz knew that, but what about the rest. Local, unsigned or just pub circuit stuff, and did she want to spend...Read On

Added: 30 Dec 2015 | Category: MILF | Avg Score: 5 | Words: 4,964 | Tags: public  gangbang  milf.   | 5 Comments

GrayGhost

Straightening Out The Neighborhood

Always extend a helping hand and some advice

If you ask anyone in our neighborhood, they would say "Paul and Dana" are the happiest couple on the cul-de-sac. The other ladies in the area were not as lucky as Dana. They approached Dana for some advice on happiness, sex, and how she keeps a smile on my face. Dana told them to follow an easy formula. They told her to wait a minute so all of the could hear Dana's thoughts, The group of...Read On

Added: 26 Dec 2015 | Category: MILF | Avg Score: 5 | Words: 1,756 | Tags: older women  milfs  hand job  blow job  pantiless  auto sex  eaten out   | 12 Comments

damon1951

House Hunting With Suzy

A different twist on house hunting in the mountains of Colorado

My wife, Marge, and I had known Don and Suzy for three or four years. Don is medically retired from the military; something with his heart. Suzy sells real estate near our second home. Ever since we found our mountain cabin through another agent, they have been giving us a hard time about not using through them.  My wife became a senior partner at her firm, so we had to look for more...Read On

Added: 23 Dec 2015 | Category: MILF | Avg Score: 4.94 | Words: 2,434 | Tags: milf  mature  strauight sex  anal  hardcore  oral sex   | 14 Comments

mter100

My Wife Ann And Her Young College Swimmer Friend

My fifty three old wife Ann ends up in bed with a young college swimmer.

It had been earlier this year when my wife Ann went back to college after nearly thirty years. She had just changed jobs inside the company that she had been with for more than twenty two years, and needed a special certification for her new job promotion. It was a huge a huge opportunity for her, and she had been trying for this promotion for the past few years. She had to attend a night...Read On

Added: 09 Dec 2015 | Category: MILF | Avg Score: 4.96 | Words: 3,916 | Tags: milf  big cock  wife sharing  seduction   | 13 Comments

singaporesling

Mile High Experience

A chance encounter in business class leads to a sexy mile high adventure.

It was my last business trip of the year. Hopefully an uneventful flight to Cape Town and a chance to catch up on some much needed sleep. I boarded early, got myself comfortable and ordered a glass of red wine to help me drift off. The plane was a brand new A380 and business class seemed fairly empty, although for some reason I had been assigned one of the twin middle seats rather than...Read On

Added: 09 Dec 2015 | Category: MILF | Avg Score: 4.8 | Words: 2,590 | Tags: milf  masturbation  solo  sex  blowjob  squirting  cum  

territeach

The Joke That Backfired - Part 3

The three of us have different ideas about how this situation will end

As he got into the room he saw me in the same position on the bed as before, but with my arms crisscrossed over my "bags" as he called them, my hands clutching my collarbone on each side of my throat, sobbing. I had closed my legs tight, knees together. “How pathetic,” Danny whispered back to Melanie from the bathroom doorway before he approached me slowly. I looked up and through my...Read On

Added: 05 Dec 2015 | Category: MILF | Avg Score: 5 | Words: 5,427 | Tags: young`vs`old  cheating  phone sex  reluctant  blackmail   | 27 Comments

GrayGhost

The Neighborly Thing To Do - Part 2

On Wednesday afternoon, I went to Sky Harbor to pick up Abby at Terminal Four. She greeted me with a hug and, when we drove away from the airport, Abby mentioned that it was not the way home. "No," I agreed, "but it's time for dinner and you have no food in the house." We stopped at In and Out Burger and Abby was hungry. After eating, we stopped to get some groceries for her. I had...Read On

Added: 04 Dec 2015 | Category: MILF | Avg Score: 4.95 | Words: 1,580 | Tags: voyeur  hand job  oral  fuck  anal   | 8 Comments

cmt

My Night Out

Going out to dinner with my husband but end up making a new friend.

It's Friday, and Mike texts me to meet him at the downtown bar for dinner. A little bit about me; I'm 51 years old 5'5" tall, 36B-29-38 - nothing special, but happy with myself. I decide on wearing my black dress with the slit up the front that stops mid-thigh, thigh-high stockings and my silver stilettos. I'm going to wear my hair down; I don’t have time to change it. It's almost five so...Read On

Added: 03 Dec 2015 | Category: MILF | Avg Score: 4.97 | Words: 1,598 | Tags: voyeur  threesome  oral   | 17 Comments

GrayGhost

Long Desert HIghway

"Damsel in Distress"

I am a decent gambler and usually know when to quit. Tonight was not the night. I lost five hundred playing three card poker and video poker. I could not hit a winning hand. The problem was that when I was ahead, I did not quit but overextended myself.  As midnight approached, I got on Arizona route 238 and headed to the I-10. The road was desolate and pitch dark. I switched on the high...Read On

Added: 02 Dec 2015 | Category: MILF | Avg Score: 4.88 | Words: 1,473 | Tags: rescue  mature  dinner  oral  fuck  orgasm   | 11 Comments

GrayGhost

June's Private Graduation Party

"The Future is Hers"

That evening was one for the ages. June was so horny and decided that it would be sex all night. It would be a "no holds barred" evening. She carefully took off the silver dress that had driven me into frenzy at the Mexican restaurant. Now, she only wore her vibrating panties, black stockings and stilettos. Just looking at that outfit, got me highly aroused. I was in my boxer briefs. We...Read On

Added: 01 Dec 2015 | Category: MILF | Avg Score: 4.82 | Words: 860 | Tags: older  mutual masturbation  fucking  oral  anal   | 6 Comments

GrayGhost

June Gets Her Degree: Part 2

The Finale

As dinner progressed, June gave me her personal account of her experience at the Scottsdale resort/bar. She told me that she had worn her little black dress, Victoria's Secret lingerie, black thigh-high stockings and medium high heels. June said that she'd walked into the bar about eight o'clock, sat down on a stool, ordered white wine and began her two hour lesson. The bar patrons were a...Read On

Added: 28 Nov 2015 | Category: MILF | Avg Score: 4.67 | Words: 1,368 | Tags: older woman  mature  vibrating panties  hotel  sex for money  hand job  cock   | 2 Comments

GrayGhost

June Gets Her Degree - Part 1

June takes her finals.

I worked my ass off in Nevada and got done in eleven days. After a little recreational gambling, I flew back to Phoenix's Sky Harbor Airport and went straight to bed. The next morning, I called June and she began to tell me everything. I told her to save it until dinner tonight. June told me that tonight was not good because her dress was being altered and she had a late hair appoint. I...Read On

Added: 27 Nov 2015 | Category: MILF | Avg Score: 4.33 | Words: 821 | Tags: seduction  insulted  hotel  dinner  dress  vibrating panties  voyeur   | 2 Comments

ThePhantom

My First MILF: The Conclusion

Labor day arrived, signaling the end of the summer vacation and the start of the fall semester. Tara was saddened at not being able to spend her days with me, but I assured her that I would see her after school and on Sundays. Cletus left very early on the day after the holiday and I was assured by Crystal that he would not be home until Thanksgiving. I managed to give my schedule to her...Read On

Added: 26 Nov 2015 | Category: MILF | Avg Score: 4.62 | Words: 1,240 | Tags: teacher  student  oral  anal   | 4 Comments

GrayGhost

"June, This Could Be The Beginning Of A Beautiful Friendship" Part 1

Happy Trails to Us

My name is Matthew and this is my story. After the death of my wife due to a lengthy battle with ovarian cancer, I began to search for some female companionship. Bars, church, and friends and family were not the answer. Instead, I joined a senior outdoor group. That is where I met June. June was approaching sixty, but looked ten years younger. She was five foot four with salt and pepper...Read On

Added: 23 Nov 2015 | Category: MILF | Avg Score: 5 | Words: 1,875 | Tags: older woman  mature  exploration  fingering  masturbation  straight sex  orgasm   | 3 Comments

allman69

Jane Catches Neighbor

Jane catches neighbor peeking and he loved his punishment

Jane was getting ready for work on Monday when she noticed something in the corner of her vision. She didn’t look over but walked out of the bedroom to where she could look out and see if someone was out there. From the next room she could tell that the neighbor’s oldest son was peeking in the window. At first she was furious but she considered for a moment and got turned on by the thought...Read On

Added: 05 Nov 2015 | Category: MILF | Avg Score: 4.91 | Words: 1,501 | Tags: milf  cheating  wifelovers   | 8 Comments

Gallo

Good Solutions (Part 5)

Laura becomes a woman again

The kitchen table gave Laura a rather unobstructed view of the back yard. It was mid-morning and Dean was labouring away in her garden. His muscles moved easy on the eyes below his even tan. Laura appreciated the view and could not help but experience a slight tingle at the picture before her eyes. As she periodically eyed him over the rim of her cup of coffee, she wondered how long...Read On

Added: 05 Nov 2015 | Category: MILF | Avg Score: 4.86 | Words: 3,383 | Tags: reluctance  seduction  older woman  blowjob  cheating  big cock  taboo   | 2 Comments

submissivemom72

A Stepmother's Sin - Chapter 10 - A Date with Gary

A very attractive admirer tries to seduce me at my stepson's engagement party

My head is spinning, thinking about all the unexpected twists and turns. As you may recall, I fell into an inappropriate, but wonderfully fulfilling intimate relationship with my step son, Robert, a little over two years ago. Robert spent the summer with me in a my one bedroom flat in New York City. Our intimacy started out innocent enough; I witnessed Robert masturbating one night while...Read On

Added: 30 Oct 2015 | Category: MILF | Avg Score: 5 | Words: 8,557 | Tags: milf  taboo     | 32 Comments