MILF Stories

NIGHTOWL6261A

The Ultimate Baby Sitting Job

The more MILF’s, the better!

At sixteen, I was the only person in a secluded neighborhood that was old enough to babysit. My parents, being in the Jaycees allowed me access to a load of parent’s that were in need of an older kid to sit with them on Friday and Saturday nights, a little job I had begun at the age of thirteen. Being a club that prides itself doing charity work, in the older days (the 70’s) it was...Read On

Added: 27 Aug 2014 | Category: MILF | Avg Score: 4.89 | Words: 4,139 | Tags: milf  teen  babysitting  anal  oral  breasts  lingerie   | 32 Comments

BraveBitch

Secret Affairs: With My Friend's Son - Part 23

Adam and I got dirty, and I decided to extend our vacations. I wanted more of his young cock.

I wished that I could stay with Adam forever. Now that I had realized my love for him, I enjoyed having sex with him more. These past few days that I spent with him were the best days of my life. We spent every second looking into each other’s eyes, kissing and fucking hard. Adam was almost half my age, but he learned how to take care of me in the bedroom. Two more days passed. We didn’t...Read On

Added: 13 Aug 2014 | Category: MILF | Avg Score: 4.83 | Words: 2,549 | Tags: milf  teen  sex  mature  ass  double penetration  affair   | 10 Comments

submissivesharon

Date Night With a Twist

Fun with hubby and another couple

We decided to go out to a romantic dinner at one of our favorite restaurants. The evening was just right! It had been hot during the day, but by 6:00 p.m. it was a very comfortable 80 degrees. I decided to wear a little black dress and some strappy sandals. It makes me smile to look sexy for my man. We arrived at the restaurant and knew there would be a wait, but that was okay. We went to...Read On

Added: 07 Aug 2014 | Category: MILF | Avg Score: 4.79 | Words: 1,056 | Tags: oral  2 women  kissing   | 5 Comments

mter100

Our First Time swinging Adventure

My wife and i decided to use a swingers event to help our sex life and marraige.

My wife and I are your typical middle class family. We are in our upper forties and had been married for almost twenty years. Our sex life over the years had been nothing more than fantastic. I think both of us were quite happy with it until the past year. We had been together for a total of twenty five years, and our relationship had hit a bump in the road. It carried over into our sex life...Read On

Added: 31 Jul 2014 | Category: MILF | Avg Score: 4.86 | Words: 4,781 | Tags: swinging  milf  young man  hard sex  threesome     | 20 Comments

JuicynSweet00

Neighborly Relations

Carolyn's hot young neighbor changes her life in ways she never imagined...

Carolyn had unpacked the last box when the doorbell rang. Pushing her hair back with a huff, she wondered who would be ringing the bell on her first day in her new house. Probably the neighborhood busy body, wanting to be the first to get the scoop, she thought sourly. She looked briefly in the newly-hung hall mirror on her way to the door, noting with dismay her rumpled t-shirt...Read On

Added: 30 Jul 2014 | Category: MILF | Avg Score: 4.92 | Words: 4,335 | Tags: older woman/younger man  induced lactation  suckling  love   | 27 Comments

Bill76

Wet and Wild

just when you thought the shower couldn't get any hotter..

I was so fucking anxious for my sweet Cheryl to arrive. We had been apart for four months, ever since I went away to college (she was eighteen and still finishing her last year in high school.) My first semester away from her, I couldn’t believe how turned on I got every time I thought of her. I swear, my cock was hard half the time, even while I sat through the most boring college lectures....Read On

Added: 29 Jul 2014 | Category: MILF | Avg Score: 4.85 | Words: 2,973 | Tags: milf  blowjob  handjob  mature   | 4 Comments

BraveBitch

Secret Affairs: With My Friend's Son - Part 22

My vacation with my friend's son continues, and I fulfill his one more wish.

The next morning, we woke up a little late. Instead of getting out of the bed, Adam moved closer to me and wrapped his hand around my breast. The sunlight coming through the widows was disturbing us. “Where are you going? Please, just lie down with me for a while,” Adam said, as I tried to get out of the bed. “I’m not going anywhere, just pulling down the curtains,” I said, and went out...Read On

Added: 17 Jul 2014 | Category: MILF | Avg Score: 4.96 | Words: 3,118 | Tags: milf  teen  tease  cum  blowjob  anal  public   | 12 Comments

mter100

My Wife's Desire for a Big Cock

My wife confesses her desire to be fucked by a young stud with a big cock

My wife and I our in our late forties and had been happily married for the past twenty years. We met after college and had built a very nice life together. We are extremely open with one another, and when it comes to sex we know we can share our most inner desires with each other. Over the years our sex life had been nothing but fantastic. I think we can safely say that we had built a...Read On

Added: 16 Jul 2014 | Category: MILF | Avg Score: 4.79 | Words: 3,728 | Tags: big cock  milf  young stud     | 21 Comments

BraveBitch

Britney, A Beautiful Prostitute - 2

Joe meets Britney and her friend, and he gets an invitation to a party at Britney's house.

Joe and many other men checked out these beautiful women. None of them knew that these woman fucked for money, only Joe knew that. Before any other waiter could go to attend Britney and her friend, Joe ran towards them. “Welcome,” Joe said and thought if he should call Britney by her name or just say, ma’am. “Thank you,” Britney replied with a big smile, as she remembered that Joe was...Read On

Added: 15 Jul 2014 | Category: MILF | Avg Score: 5 | Words: 3,609 | Tags: milf  mature  teen  threesome  anal  whore  party   | 9 Comments

edlangston

Teen Eating Creampies from MILF Friend of the Family

I watch my teen friends fucking an adult family friend and end up sucking her pussy and their cocks.

I have recently been thinking about the sexual experiences earlier in my life that have molded my somewhat perverted, bisexual desires. I love to perform oral sex of any kind. Early on I developed a ravenous taste for pussy juice, cum, and even piss. That ultimately led me to my cuckold and cock sucking desires and fantasies. This story chronicles an experience I had while in high school...Read On

Added: 13 Jul 2014 | Category: MILF | Avg Score: 4.73 | Words: 6,603 | Tags: milf  creampies  bisexual  lactation  huge_tits  hairy_pussy  cock_sucking   | 8 Comments

BraveBitch

Secret Affairs: With My Friend's Son - Part 21

Adam and I go out and spend the night in a hotel room.

Adam and I reached the market. The weather was wonderful and we were enjoying the beautiful views of hills, small shops, beautiful hotels, and the other couples who were there to spend some quality time with their loved ones. I guessed my dress was sexier than I thought while buying it. I noticed many men checking me out, some were noticing my deep cleavage and some couldn’t take their...Read On

Added: 12 Jul 2014 | Category: MILF | Avg Score: 5 | Words: 2,809 | Tags: milf  sex  teen  exhibitionist  anal  squirt  hardcore   | 9 Comments

BraveBitch

Pizza and cum for me

When masturbating didn't help Arianna, she had some dirty fun with a young pizza guy.

“I just don’t know why he married me,” Arianna said to herself, while fingering her pussy in the shower. “He doesn’t romance with me, doesn’t love me and doesn’t even care to fuck me.” Arianna was a thirty-five year old beautiful woman. She did a little modeling in her early twenties, and then did a couple of TV shows, where she just appeared as a hot mom or a sexy housewife. Two...Read On

Added: 09 Jul 2014 | Category: MILF | Avg Score: 4.85 | Words: 2,612 | Tags: milf  teen  pizza  cum  seduce  dirty  whore   | 21 Comments

BraveBitch

Britney, A Beautiful Prostitute - 1

A teen guy who works as a waiter meets a mature hot prostitute and things begin between them.

It was 11 p.m. when nineteen-year-old Joe was coming back to his house from work. It had already started getting quite cold outside. Joe slipped his hands in the pockets of his pants and kept walking. He lived alone in a small room of an old apartment. Joe was a waiter in a small restaurant. He was single because he couldn’t afford a girlfriend. Joe kept walking and thought about the big...Read On

Added: 07 Jul 2014 | Category: MILF | Avg Score: 5 | Words: 3,528 | Tags: prostitute  teen  sex  milf  anal  waiter  cum swallow   | 23 Comments

BraveBitch

Secret Affairs: With My Friend's Son - Part 20

Rachel came into my office, right after I finished fucking with her young son.

Rachel looked at me and then looked at Adam. My heart was beating fast because I was sure that my secret affair with Rachel’s son wasn’t secret anymore. I kept quite. “Hey, I’m so happy,” said Rachel, in her joyful voice. “You got the promotion. I just got a call from Mrs. Dan, and she told me that she heard Mr. Dan talking about promoting you.” Mr. Dan was the owner of the company...Read On

Added: 05 Jul 2014 | Category: MILF | Avg Score: 4.94 | Words: 4,774 | Tags: milf  teen  fuck  kitchen  anal  hardcore  dirty   | 14 Comments

BraveBitch

Secret Affairs: With My Friend's Son - Part 19

My friend's son came to my office and banged me hard.

I closed my eyes. The TV was still on and Adam pretended as if he was watching the TV. “Hey,” I heard Annie’s voice. I opened my eyes a little and saw Annie standing near the couch. In the light of the night lamps and the TV, I could easily see that Annie was wearing a top and panties only. She was proudly showing her sexy legs to Adam. “Hi,” Adam replied. “She is asleep,” Annie...Read On

Added: 03 Jul 2014 | Category: MILF | Avg Score: 5 | Words: 3,524 | Tags: milf  teen  office sex  horny  dirty  affair   | 9 Comments

BraveBitch

Secret Affairs: With My Friend's Son - Part 18

My affair with my friend's son is getting dirtier.

I had just entered in my bedroom when I got a message on my phone. I checked the message, as I closed the room of my bedroom. It was from Adam. ‘I hope it will excite you enough to tell me about how you would treat your friend’s son in your bedroom,’ I read the message, and checked out the picture attached with the message. It was a picture of his cock; it was semi hard. I took off...Read On

Added: 02 Jul 2014 | Category: MILF | Avg Score: 4.89 | Words: 3,511 | Tags: milf  teen  affair  love  sex  dirty  fuck   | 11 Comments

samjason

Special Needs Two

Mrs. Jean Hayes discovers what special needs really are.

"You mean you have to keep him occupied until tomorrow. You ?" Janet said. My sister didn't have any faith in me when dealing with the subject of kids. "It'll go by quick," I said. That was as much a wish as a statement. "Does he just sit there with that phone all day without moving?" I thought about all the moving he had recently done, but said, "Pretty much." "I think Rodger's got...Read On

Added: 02 Jul 2014 | Category: MILF | Avg Score: 4.85 | Words: 6,302 | Tags: seduction  cuckold  reluctance  mature  cheating   | 5 Comments

samjason

Special Needs One

A mature wife struggles to care for a special needs guest.

"It's only for an afternoon and overnight," Rodger said. "That's one afternoon and night too much," I said into my phone. "Jean, you know I wouldn't ask if it wasn't absolutely necessary. Jason and I are stuck here in Philadelphia and won't be back to Connecticut until about noon tomorrow." "Can't Jason's mother take BOTH boys for a night?" "Jean, she's old and tired and needs this less...Read On

Added: 01 Jul 2014 | Category: MILF | Avg Score: 4.67 | Words: 4,064 | Tags: seduction  cuckold  reluctance  mature  impregnation   | 3 Comments

Phoenix181

Community Involvement Ch. 07

Clare meeting arranged now its time for a hair cut

Forlornly, I waved goodbye to Michelle as she drove off to do her school pick up run. As I went inside I reflected on the amazing day we had spent together (the last full day we would have for quite a number of weeks); two squiring orgasms for Michelle, a first time tit fuck for me (for both us to be exact) and a very deep and meaningful discussion about relationships. In particular,...Read On

Added: 22 Jun 2014 | Category: MILF | Avg Score: 4.83 | Words: 9,693 | Tags: milf  neighbour  seduction  cheating  breast  cleavage  toe sucking   | 3 Comments

avantgardebill

An Exploration of Cliché: Claudia, the MILF

Good God! Those screams are sounding again! I sometimes wonder how the fuck I can live under this regime. No, I always wonder why the fuck I still live under my parents regime. Let’s set a preamble: 23 year old male, law school graduate, home office, consulting attorney, single, and… enjoying life as a fucking 16 year old. That’s right, my mother is yelling at me again, from the other...Read On

Added: 15 Jun 2014 | Category: MILF | Avg Score: 3.42 | Words: 1,102 | Tags: milf  cougar  quickie  handjob  fantasy  neighbor  straight   | 1 Comment

Tiger6969

Wonderful Encounter With A Sensuous Lady

A surprising encounter leads to a beautiful evening of lustful pleasure.

It’s late Friday evening and I’m in a strange city. Having just finished up an exhausting three days supplying web services to a large conference, I’m far more interested in getting much wanted sleep and getting back home, than being stuck in some high end gourmet restaurant. I enjoy quite a lucrative contract with the host corporation, so turning down their president’s dinner invitation...Read On

Added: 15 Jun 2014 | Category: MILF | Avg Score: 4.89 | Words: 2,636 | Tags: conference  strange city  innocent encounter  strangers  older lady   | 7 Comments

Reddead2010

Banging a Thai MILF - part 2

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

Previously, I had met Anna, a twenty year old bar girl in Phuket. I had slept with her a few times. I had met Anna's mother, Noy, at their apartment. When Anna went out to the market with her baby son, Noy had come on strong, and I ended up getting sucked and fucked by this gorgeous Thai MILF. The next day I had said I was going to take Anna to the cinema, but not before secretly arranging...Read On

Added: 10 Jun 2014 | Category: MILF | Avg Score: 4.9 | Words: 3,585 | Tags: milf  oral  blowjob  anal  mother daughter  sex  ass   | 9 Comments

Phoenix181

community Involvement Ch. 06

Follows on from Ch05 - Same day but later and it holds a special surprise

“What happened to you?” Michelle asked as I finally returned. I had gone home (next door to be precise) to change out of my wet clothes following the torrid squirting orgasms I had produced in Michelle. The sight, taste and smell of her deep orgasmic fluids filled me with immense satisfaction, not only because I had stimulated her to that level, it was a satisfaction gained from sharing...Read On

Added: 06 Jun 2014 | Category: MILF | Avg Score: 5 | Words: 7,014 | Tags: milf  masturbation  neighbour  seduction  kiss  affair  cheating   | 6 Comments

NorthernFlicker

When You Get a Thought In Your Head

A chance encounter leads to satisfying a long neglected need

Like every work-day morning for the past couple of years my wife left for work without saying goodbye. I had breakfast by myself and then did some maintenance things around the house that took up much of the morning. In the afternoon I planned to buy a few things in town before heading off to my job which started in the late afternoon. By the time I would get home from work my wife would...Read On

Added: 04 Jun 2014 | Category: MILF | Avg Score: 4.9 | Words: 5,227 | Tags: milf  affair   | 9 Comments

edlangston

Coach, Cock Sucker and Cuckold

I become a coach for an inner city basket ball team and end up sucking cocks and being cuckolded.

Most major corporations expect their employees to be involved in community activities, and it is essentially required for senior-level executives. I am an executive vice president for a major financial services firm in the greater Newark, New Jersey area. I have always enjoyed my time spent benefiting our surrounding communities. My name is Stuart, and my wife Jody and I were 46 years old...Read On

Added: 02 Jun 2014 | Category: MILF | Avg Score: 4.77 | Words: 5,777 | Tags: milf  cuckold  bisexual  first_time  interracial  puerto_rican  black   | 9 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

Phoenix181

Community Involvement Ch. 05

Meeting aftermath with Clare produces surprising results

My thought processes were in a bit of a state. I had just had sex with the woman my next door neighbour had recommended me to meet. Not only had Michelle recommended me highly, she had arranged the meeting and laid all the ground work. I had to admit, though, Clare was worth the effort. Yet Clare’s questioning about Michelle & I had me flummoxed. Did she know anything for certain or was...Read On

Added: 01 Jun 2014 | Category: MILF | Avg Score: 4.9 | Words: 5,608 | Tags: milf  masturbation  neighbour  seduction  kiss  cheating  breast   | 2 Comments