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I was nineteen when I met Jeannie during my first week at college. She was a tall and tanned brunette with long flowing hair. Her drop dead gorgeous looks were combined with a slender body and an outstanding personality. At first our interactions consisted of nothing more than exchanging pleasantries as I was still a little shy.

It was less than a year ago I had been in a relationship with Crystal, the mother of a girl I was seeing that Summer. She had made arrangements for us to spend a couple of days a week fucking each other's brains out once school resumed.

When her daughter and I had a fight and broke up, I continued see and fuck Crystal on a regular basis. It ended when her truck driver husband was involved in a wreck and was forced off the road.

It had been a long miserable Winter and Spring was no better. I didn't try to date and spent most of my time alone thinking about the future. I informed my parents of my decision to attend college that Fall. They surprised me by telling me that they had put money aside for it, all I had to do was make the decision.

Less than a month later I finally worked up the courage to invite Jeannie for a coffee and she accepted the invitation without hesitation. It was during that first meeting away from the classroom setting that we discovered we had a lot in common.

Jeannie and I soon began to spend a lot of time together off and on campus walking and talking. We discovered that there was a definite sexual attraction on both our parts and it was confirmed during our first kiss in one of the dark hallways.

The fires of passion were ignited and we knew we would soon have to do something about it, but there were problems.

Now I still worked at the restaurant to help with my daily expenses and I opted to live at home rather than burden my folks with the cost of campus housing. The rule of no overnight female guests was still in effect.

Jeannie was in a similar situation. She also lived at home but didn't have to work. A trust fund established by her late father kept her supplied with money for college and living expenses. I decided to spring the idea of a getaway weekend on her during our upcoming date.

So on Friday around 7:00 PM I headed to her house to pick her up. My knock on the door was answered by her Mom, Karen. It was easy to see where Jeannie got her looks, Karen could have been mistaken for an older sister.

I was invited into the living room to wait until Jeannie came downstairs. Upon entering I noticed that the mantle above the fireplace was lined with trophies for figure skating, some of them were less than a year old.

Along with the trophies and numerous gold metals were pictures of Karen in her skating costumes. She looked fantastic in them.

"Yes, those are mine. I was a champion figure skater since I was sixteen and I almost made the U.S. Olympic team. I took a bad fall during tryouts and that finished me," she informed me as she entered the room.

"Wow, that sucks."

"Yeah it did. But a talent scout for the Ice Capades spotted me at the tryouts and I was approached and offered a job. I spent about five years on the road with them," she continued.

"These pictures of you are great."

"Thank you. I still skate every chance, it helps me keep my shape."

"Well it works because you look fantastic," I blurted out and received a smile.

"Smooth move, asshole. Tell the Mom how hot she looks," I mentally scolded myself.

"I only left because I became pregnant with Jeannie shortly after meeting her father," she continued.

I continued to examine the photographs. My favorite was the one of her clad in a black and silver skater outfit. Karen came up next to me as I admired the picture and the scent of her perfume enveloped me.

"You like that one?" she asked.

"Very much," I responded trying not to look at her.

"That's one of my favorite outfits," she informed me.

Then for reasons I cannot explain I told her how much I would love to see her in it. She turned toward me and gave me another smile.

"Then the next time I go to the ice rink I'll wear it."

"When will that be?" I asked totally forgetting all about Jeannie that was upstairs dressing for our date.

"I go every Saturday around 7:00 AM. Why? Do you plan on showing up?"

"And if I do is that a problem?"

"Not in the least. But I'm not going to wear it unless you promise to be there."

"I promised that I'll be there."

Jeannie bounded downstairs about a minute later and we said our goodbyes. Dinner and the movie were great and so was the time we spent in my cars kissing and touching. She loved my suggestion of a weekend alone and informed me that she would buy some sexy lingerie for it.

However, that evening after I had crawled into bed, it was images of Karen clad in her black skating outfit that glided through my mind and caused my cock to harden.

Saturday finally arrived and I headed to the ice rink. I was surprised to find that there were a few skaters already on the ice illuminated by the bright lights. I walked along the outside edge of the rink that was semi dark until I finally spotted her at the end of the rink.

Karen saw me as I approached the wall and skated over, true to her promise she was clad in the black and silver outfit. I could only stare as she was stunning beyond belief. Her top was skin tight, hugged her torso and made her full breasts look more prominent. The short skirt revealed long and slender legs.

My staring was interrupted by her leaning over the wall and placing a kiss on my cheek.

"I take it you approve?"

"Wow," was the only clever thing I could say in response.

'My things are at the end of the rink behind the goalie net," she informed me as she skated away.

I headed there and found her jacket and carryall. I took a seat and continued to watch her glide across the ice on her silver blades. When Karen did a pirouette her tiny skirt flared up revealing a shapely bottom clad in black and I imagined stroking her long legs and her silk covered ass.

She finally skated over and exited the ice. I helped her don her warm up jacket and she took a seat very close to me. She then dug a thermos out from her carryall and poured herself a cup. It was an effort not to keep my eyes glued on her fantastic legs as we chatted.

Karen set her coffee cup down and scanned the area around us for second. She then turned her body toward me offering an unobstructed view of her knees and thighs, leaned into me and placed her lips on mine.

I responded by taking her firm body in my arms and pulling her closer. Our tongues gently entered each other's mouths as my hand stroked her legs. As we gently sucked each other's tongues my hand worked its way up her legs heading toward her hemline.

Her hand wound up in my lap where she gently rubbed the outline of my swollen cock through my jeans.

"This is wrong, you're Jeannie's boyfriend," she informed me as pulled away.

"Yeah I know, but I don't care."

"So how long have you had this thing for older females?" she questioned as she moved in closer again.

Then for reasons I could not understand I spilled my guts and told her everything about my affair with Crystal, and I do mean everything. She listened intently as I told her about every sexual act that Crystal and I performed.

When I finished she rewarded me with another long passionate kiss and I noticed that her nipples were pressing against her tight costume top. This time she didn't flinch as my hand began to venture up her short skater's skirt.

"All of Jeannie's boyfriends stared when they first met me, and I'm sure many of them spun fantasies about doing me, but I was never attracted to any of them. Then you came along and changed all that, "she informed me.

She allowed my hand to slide higher between her firm legs that were covered in beige tights. She softly moaned when my hand reached her moist crotch.

"So do you want to do me in this outfit?" she asked.

"Very much. Is there some place more private or warmer?"

"No, not really. There are trainer rooms, but those are always locked. As far as privacy goes no one can see us."

"Really?"

"Yes. The lights on the ice are very bright and with the spectator area being dark you really can't see anyone sitting there. Now you will have to excuse me as I need to use the powder room," she informed me as she rose and hit the ice.

I watched her skate across the ice to the far end performing some tricky manoeuvrers before she exited leaving me alone in the semi dark area with my lust and a raging hard on. It was about fifteen minutes later that she headed back my way. She exited the ice and sat real close to me again and her lips sought mine.

My hand once again drifted to her magnificent legs, only this time they encountered warm naked flesh. While in the ladies room she had removed her flesh colored tights.

"Doesn't the cold bother you?" I asked.

"Not much as I am use to it. However my pilot light is out and you'll have to start it," Karen whispered softly in my ear with a wicked smile on her face.

Once again as our lips locked my hand drifted between her thighs. Her skin was satiny smooth and the higher my hand drifted up her leg the warmer her skin became.

"Are you going to let your little boy out in the cold?" she asked.

I stood for a moment to unzip and allow my swollen cock to escape its denim prison. Karen reached over and unfastened by belt and tugged my jeans and boxers down. When my naked butt made contact with the cold wooden bench it sent a chill through me and I became even harder.

Karen stood up and faced me, placing a hand on my shoulder for balance. She reached under her short skirt with one hand and second later I helped her step out of her black underwear. It was done slowly so as not to snag them on the glittering silver blades on her feet.

Karen then placed both hands on my shoulders as she swung a long leg over the bench. As she began to sit she grabbed my cock and it disappeared under her tiny silky skirt. A second later I felt it at the entrance of her hot wet opening.

A soft moan escaped her lips and she settled down in my lap with my cock buried in her up to the hilt. She looked at me with her eyes full of lust and began to rise up and down. She locked her legs around my back at the ankles and I swear I went into her even deeper.

"Oh yes," I said in her ear as my hands went under her skirt. I began to caress her firm but smooth butt as we started kissing again.

"Its been so long since I had a cock in me," she admitted as she ground herself against me.

"It's been awhile since I was in a pussy as hot as yours," I replied as I rubbed her breasts through her costume top.

She increased her bucking and grinding and only stopped long enough to take my face in her hands.

"I'm going to cum," she repeated over and over as she stared in my eyes.

I felt her body stiffen as she uttered a soft contented moan.

"Now it's my turn," I told her as I grabbed her butt with both off my hands and squeezed.

Karen issued another moan as I shot my wad inside her hot tunnel. We stopped moving and just sat there gently kissing. I could feel my cock shrinking and my semen mixed with her fluids leaking onto me.

She got off of me and took her seat next to me again as she placed her head on my shoulder. I no longer felt the cold, just contentment.

"I harbor no illusions that Jeannie is a virgin and I know that you two are planning a getaway weekend next week," Karen informed me.

"Is that a problem?"

"Not in the least. Have a good time, but I hope I will see you here again."

"You can count on it."

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Maimuna The Somali MILF

What’s up people? Stefano Saint-Mathieu here. Technically, I’m supposed to leave work around seven in the morning but I almost never do. The bus heading to Nepean stops by the Bank Street building where I work overnight security around six thirty five, and I try my best to catch it. Otherwise I’d have to wait for the next one at six forty five, and in the freezing core of downtown Ottawa, that sucks. The Ontario winter is no joke. So I always make a run for it when I see the bus. I absolutely...

4 years ago
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December holidays part 8 Claire my sexy MILF

Once in bed Monday night after looking at the calendar, I messaged Cassi asking her if she would like to spend the day and night together on the 28th after my parents and stepsister have left and before her parent come home. She replied saying that's awesome and asked if I minded her coming to my place. I didn't mind at all and we continued exchanging messages. I then decided to message Claire to make sure we still on for Thursday and she replied back definitely and she's looking forward to...

3 years ago
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My Girlfriends Mom is a MILF

I went over my girlfriend’s house to pick her up for our prom date. Her MILF mom Jackie met me at the door. She told me Becky was still getting ready but she needed to talk to me in private. She led me through her house and down to the basement. I enjoyed the trip since I could watch her marvelous ass sway as she walked. Jackie is in her early forties. She is shorter than Becky. She is 5’ 3” tall and curvy. She has great tits, 38DD cup and her ass is remarkable. She has piercing green eyes and...

MILF
2 years ago
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My Hot Neighbor Part 1 Flirting with the MILF

I am a 23-year-old guy living in Mumbai, Maharashtra. I live in a society of bungalows. I was studying in one of the medical colleges of Mumbai. The bungalow in front of mine had been uninhabited for many years. During the summer of 2016, a family moved into the bungalow. The family consisted of a couple in their mid-30s and their small child. My family welcomed them into the society. We also invited them over for dinner that weekend. That weekend, I became well acquainted with them. The man’s...

2 years ago
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Futa Daughters Naughty TemptationChapter 10 FutaMommy and the Hot MILF

Note: Thanks to Alex for beta reading this! Madeline Marlow I stared in shock at Lupita Reyes, the math teacher, staring with horror and disgust at us. She had caught me getting ass-fucked by my futa-daughter while I licked out Aoi’s pussy, making the student cum on my face. Her cream dripped down my chin. “Madeline Marlow!” Lupita gasped in shock. “You’re fucking the students. What is wrong with you? And one of them is your own daughter!” “This ... I...” “We have to seduce her, Mom,”...

4 years ago
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A MILF

a tale about a foray into MILFitude :) hope it goes down well!!!I typed MILF into Google. In 0.14 seconds 524,000,000 search results pinged back at me. The most interesting definition for MILF that I found was…‘For many women closing in on menopause, being seen as a MILF suggests a certain physical power over men….’Hmmmm physical power over men. Now, I’m far from the menopause (I hope!) but the first time I was called a MILF it did make me feel rather old but then when I thought about it, it...

3 years ago
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Partner Swap Fantasy Of A Hot Milf

Hi, Maddy here back again with another hot MILF fantasy story of partner swap. This happened after a 46-year-old MILF named Leela (name changed) replied after reading my previous story, A brief about myself, I am a 25-year-old handsome guy from Bangalore. I have a special attraction towards sexually attractive MILFs. I believe not in jumping in bed with all and will make out only if we connect well. I do treat women with great respect and make them be in their comfort zone. Coming to the...

2 years ago
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The Worlds First Futa Transformed Into a FutaChapter 3 Futarsquos First MILF

April 17th, 2047 “So, your boyfriend’s mom walks in on you naked on her living room couch, your new futa-dick hard and thrusting before you. That sounds ... interesting,” said Adelia Tash, the talk show host sitting beside me on the couch before her studio audience. The cameras rolled, the lights shining down on us, illuminating us for the entire world to watch as the interview was streamed across the internet. “Yeah,” I said, giving a soft chuckled. “But, I wasn’t hard. Yet.” I glanced out...

3 years ago
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Milf milf milf

Hi I'm jamie, I'm 15 years old, I live in at home with my mum,dad and sister. I'm 5'11 short black spikey hair, average body and a 9 inch dick. My friend Charlie also lives in addingham with his mother who's divorced. My story starts now, I was staying over at my mate Charlie's house. We played on the Xbox from 2-5 playing FIFA then Charlie's Milf mother called us for dinner. Jill ( Charlie's mother) was the most beautiful girl I had ever seen, she was 45 but looked in her late...

2 years ago
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My Girlfriends Mom is a MILF

I went over my girlfriend’s house to pick her up for our prom date. Her MILF mom Jackie met me at the door. She told me Becky was still getting ready but she needed to talk to me in private. She led me through her house and down to the basement. I enjoyed the trip since I could watch her marvelous ass sway as she walked. Jackie is in her early forties. She is shorter than Becky. She is 5’ 3” tall and curvy. She has great tits, 38DD cup and her ass is remarkable. She has piercing green eyes and...

4 years ago
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Dinner Date With a MILF

Background: After winning a bet with an entity in a dream, you are able to mind control whomever you please. Characters: Mrs. Busty: A 5'4" orange haired milf with H-cup titties, a luscious ass, and the best blowjob lips you've ever seen. After thoroughly dominating her, she becomes your 24 hour fucktoy. Mrs. Done: A 5'3''asian MILF, in her thirties, has watermelon tits, an ass the size of two medicine balls, black hair that went to her shoulders, and a very thick Chinese accent. Mrs. Blondy: A...

MILF
2 years ago
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The horny adeventures of sexy milf

The horny adeventures of sexy milf,Jackie Anderson sighed as she stood looking in the full length mirror after stepping out of the shower. It had been about a year since the divorce and her k**s were away for the summer with their father. Since she didn’t have them to help around the house, she had decided to hire two college students for the summer. They should be arriving any time to stay and help her keep the house and yard in order. She looked at her reflection and smiled. At 35 years old,...

4 years ago
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Katie The Hot Milf

Ashley Levy was Scott Nielsen’s girlfriend.  They had been dating for about six months.  When Ashley started bringing him around to the house, he seemed fascinated with her mother. Now Ashley’s mother was not your typical mom.  She was what most men called a “Milf.”  Katie wore crop tops with no bra which were always see through.  She wore tight yoga pants with no panties where you could see her camel toe.She would sunbathe with her bikini bottom but was always topless.  She had big breasts. ...

MILF
4 years ago
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Training the MILF Part 3 Owning the MILF

Susan arrived at Devon’s place filled with anticipation. He’d promised her a reward for being such a good girl. She giggled a little. No one had ever called her a good girl.She entered the training room, removed her long coat, and kneeled at his feet with her gaze lowered. She was completely naked and felt a mix of vulnerability and lusty need.“Look at my slut, ready for me,” Devon praised her. “You’ve come a long way in such a short time, my dear.”Susan kept her head down but nodded in...

MILF
2 years ago
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My First Milf

This a true story that took place my junior year highschool.I always had a thing for milfs, mature women , cougars and what ever name there is out there to describe a sexy older women. But up until this point in my life I never had the chance to have a sexual experience with one them. This soon will change in a few short weeks.I was t_een just getting ready to begin my Junior year in high school, I was having a really good time, especially with the ladies, I never was into cliques and all but...

1 year ago
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I Like to Dip Mine in Milf

Oh, the MILF. I had never heard the word before, but know it all too well now. I was just a broke college boy, looking for some extra cash. My dad suggested lawn care. He further suggested I look for work on one of the wealthiest streets in our city - Cherry Blossom Lane. His theory was the rich don't like to mow their own grass. Turns out Pops was right, but some of the residents needed more than just their lawns handled. Most of the lovelies on Cherry Blossom Lane were stay-at-home moms who...

MILF
1 year ago
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Fucking My Favorite MILF

Fucking My Favorite Blonde MILF Getting to know herI have several damn hot stories to tell about a very special woman I have been seeing for almost 6 years. I have already posted one I wrote, and one written by her. The titles of those stories refer to her as “My Favorite Milf ”. I had a few people tell me how they felt those stories, as well as any future ones I post about her, could be better if they new more about the real person she is. So here are a bunch of short tales that I hope you...

3 years ago
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Getting Lucky With A Bengali Milf

Hi everyone, I am Raj, age 24. I am in my final year of my MBA. Just like any young guy, I, too, had many fantasies of my own. I had many friends of my age who used to hang out with their girlfriends. I used to feel jealous as I never had any girlfriend. I was always attracted to older women around me, who we call Milfs. I fantasized about my college lady professors, any neighborhood bhabhi, or any other married lady. But inside, I always knew I would never be able to get one in my life. But a...

4 years ago
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Mrs Taylor THE MILF

This a 6-Part series. I hope you enjoy! And PLEASE comment below what you think as I love feedback! PART 1: Pure Anal with Mrs. Taylor SUMMARY: Luke is a student in college in California. He is on Spring Break. He is staying at his home for the weekend while his family is away on a cruise. He plans on taking care of the property for the weekend, then flying down to Mexico with friends for vacation. Everything is going according to plan until he meets his new neighbor...

4 years ago
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Thick Mickie the MILF

“Hello, how are you?" Jordan said, behind the camera.“Fine, how are you, sweetheart?"“Good. Good. We got a sweet one, do we? Would you mind telling the masses what your name is?” he said.“Sure. Mickie. Like the song, ’Hey Mickie,’” Mickie said, with a smile. “But, you’re kind of young, aren’t you?”“I know the song. You got jokes, do you? So, Mickie, I ask all the women that come here this. What made you do porn?” Jordan said.“Well, believe it or not... This isn’t my first time doing...

MILF
2 years ago
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The Dogooder MILF

Do-gooder. She has a hand in everything, teaching the kids, help seniors, fund raising, donuts and coffee and anything else. I am not sure when I started to be interested in her and certainly not sure why. She had that used to be hot look but was really forty and frumpy. But there was that smile and she was hands on. I remember the first time she put her hand on my shoulder, I got that feeling, tingling. Her hair is shoulder length but doesn’t do anything, it either needs to be washed...

2 years ago
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The Busy Milf

When summer happened, Grace Anderson gave her nanny time off.  She cancelled all her usual appointments to keep herself pampered.  She became a full-time mommy who cared for her kids.  She arranged daily activities and took the tots to the beach for the weekends.She cooked and cleaned and did all the chores that her hired staff usually did.  She played the role of mom for the summer.  Her husband got a kick out of his wife, who was usually pampered hand and foot.  She wanted her children to...

MILF
2 years ago
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Slutty Pierced MILF

Slutty Pierced MILF The caption that went along with her pictures read: I am a slutty pierced MILF who likes to show off sometimes. Her location was USA and her age group was twenty-two to thirty. There were five pictures of her. The first picture was of her standing in the shower, fully dressed, and taking her own picture with her phone in the mirror. That was when she got her full height in the picture. In the second picture she was wearing a lavender bra, pink panties, and facing...

4 years ago
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STEP MILF

We only lived about 10 miles away from my mother and my weights were still at my mothers, so I would go over there to work out two or three days a week. My father was out of town on a business trip when the phone rang. It was my father calling and he said he had big news for me. He was in Las Vegas and he just got married. I was stunned. I didn't have a clue that he even was thinking of getting married. He said that her name was Helen and I should say hello to her. Helen said, "Hi Jim,...

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