The Time Jean Needed Her Ceiling Painted free porn video

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I was fresh out of high school, working over the summer before college at a department store. I befriended a middle-aged woman named Jean who had a vivacious personality that gave off a young energy for a woman who openly admitted to being in her 50s. Jean had no reason to apologize, she had such an infectious energy. Everyone loved her.

I adored her. As the summer went on, I grew to absolutely love her.

Jean took a liking to me, too. I was 18, tall and lean with messy brown hair. She would joke to girls who I may have been talking to that "he's all mine, you can't have him!" Everyone on the store staff found it adorable.

"She's old enough to be your grandmother!" one girl said. "It's so cute."

Secretly, there was nothing cute about it. Jean may have been in her 50s, but there was something about her body that caught my eye from the very beginning. She was just built the right way, if you ask me: shapely with wonderful skin. She had light blonde/gray hair that fell around her face and shoulders with bangs over her perpetually happy eyes.

She was always well dressed; conservatively but still a hint of suggestion. Button-up blouses with halters underneath. Flowing skirts. Her nails were always done. Her makeup always right.

Oh and those tits. Big, round momma tits. They weren't obvious, but they were impossible to not notice if you were a breast man like me.

She caught on quickly that I was, indeed, a breast man.

"You don't have x-ray vision, do ya?" she once whispered to me.

"Why do you ask?" I laughed.

"Because you're staring at my girls as if you're trying to see through this blouse!" she grinned.

I turned red. She then touched my hand.

"Honey, it's flattering. Don't even worry."

From that moment on, it became a daily joke. She'd give me a wink, adjust herself or pull back her shoulders. I'd smile and give them a once-over and nod with approval. Once in a while she'd come by with a bra from the ladies lingerie section and hold it up.

"Think this'll fit?"

I'd shake my head. "Oh no, way too small."

The flirting intensified into August. I was leaving Labor Day weekend and knew our time was coming to an end. I wanted to spend time with her, I wanted her to know how often I masterbated thinking about her amazing breasts, but I just didn't know how to approach her. I wasn't sure if this was just an innocent playful thing or if she really was into me.

Then one day in the break room, she asked if anyone knew of a painter. I offered my services.

She grinned. When we were alone, she said, "Do you want to come to my house and paint my bedroom ceiling?" I nodded, "I can do that."

We picked a day we both had the night shift and I went to her house around 9 a.m. I showed up in painting pants and brought a ladder and brushes. When I came to the door she saw me and laughed.

"What?"

"So you really came to paint!" she replied.

Uh...yeah?

She was dressed in a housecoat of some sort and her hair was wet from a shower. When she let me into the house, I saw her living room covered in drop cloths with a ladder and scaffold to the cathedral ceiling.

She grinned. "Follow me, honey," she said.

I went down a hall of pictures of her k**s at various years of their life and past empty bedrooms now used for an office and sewing. At the end was the master bedroom.

She turned at the door.

"Are you sure you want to do this?"

I nodded, still somewhat confused.

The room looked fresh and clean. I realized I wasn't there to paint.

She stood by the bed and faced me. She bit her lip and looked me over.

"How old are you?" she asked. "No, forget it. Don't tell me."

She put her hand on my chest and closed her eyes. She took my hand and placed it on her chest, over her housecoat. I felt her breast.

My cock sprung immediately to action. I began kissing her deeply and massaging her tit. She reached right for my pants and unfastened them. In seconds, my pants were open, her hand was massaging my balls and I was popping open her housecoat.

Those tits were sitting in a big white lace bra, with cups the size of my face. Cleavage that ran down her chest like an arrow pointing to my destination. She took a deep breath as I buried my face in her busom. I kissed her chest and kneeded her big, heavy breasts. She began to stroke my cock slowly.

She guided me to the bed and I sat down. She stood before me, looking down at me with the most serious expression I'd ever seen from her, and opened the rest of her housecoat until it feel to the floor. I looked over her 50-something year old body and noticed only the delicious ripeness of it. She peeled down her bra, spun it around and unclasped the big clasp by her stomach. I stared hungrily at her gigantic breasts (40F cup was her size, I had previously learned), with her wide, pink areolas and perky nipples that pointed downward over her navel.

She kneeled down between my thighs and pulled off my pants. I took off my t-shirt and watched her work over my cock. She stroked me while she sucked the head. I lifted her breasts around my shaft and tit-fucked her while she sucked my head.

It didnt take long. Within moments I was blowing my load. She pulled her head back and let my cum fire into the air. I coated her tits with milky cum and she smiled.

"Good boy," she whispered as she watched shot after shot explode from me.

As I was catching my breath, she pushed me back on the bed. Her panties were off and she climbed over my hips. She took my cock and guided it into her awaiting, wet pussy.

She moaned deeply. I watched her fuck me slowly, grinding herself against me. My cock was deep inside her and I could feel her pussy quiver.

"Ohhh, so goood," she repeated. "So goood."

I tried to lift my pelvis and ram her quick, but she stopped me.

"No, no, no, honey," she whispered. "Slow. Slllowwwwww."

She pulled my head to her breast and I sucked on her big tit, which smothered my face. She gasped and moaned and gasped again.

Our bodies were sweating. Her breathing got louder and louder. I could feel her body heat intensifying. She pressed down against me.

"Fuck me," she whispered.

We shifted positions quickly. She was now on her back, I was over her. I slide my cock back between her thighs. I took a glance down at her pussy, hidden by light grey hair. I marveled at how smooth her skin was down there.

I went into her deep and began to thrust. She moaned loudly. I pushed harder. I fucked her with all the young man strength I had. The woman could take a dick.

Her tits sloshed and jiggled under me. They smashed her in the chin with each thrust. She grabbed one tit and sucked on it.

I buried my face in her tits again. I bit her nipple. She cried out.

"Ohhhhh!"

She grabbed me tightly. I thrust once more and held it.

"Oh! Oh! Oh!" she gasped.

"Ohhh...woahhhhh."

I kissed her neck.

"Ohhhh...."

I pushed my cock deeper.

"Uhhh...ohhhhh."

I kissed her again.

"Mmmmmm...."

I laid my head on her busom.

She exhaled with a loud sigh.

We laid there for a few minutes in silence. Our bodies caked together by cum and sweat. The room smelled of our sex. Then I heard her giggle.

"What?" I asked.

She looked upward.

"Guess you wound up painting my ceiling afterall."

I rolled over and looked up. A splotch of cum stuck to the ceiling above us.

END

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This follows on from parts 1- 4 of Jean: Total Exhibitionist Slut The Debauchery event.Dave came home from work late afternoon, just as I was stepping out of the shower. I’d ensured that below the neck, my body was smooth, silky and completely hairless to pleasure my lovers later. My newly pierced nipples were in a permanent state of erection and tingling with anticipation, at the lavish attention they would encounter later this evening. I began patting myself dry with a large towel, when Dave...

2 years ago
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Jeanrsquos Surprise

It was a warm spring midday in a southwestern desert city. I had been relaxing with a tall glass of iced tea when the phone rang. It was Jean, a married friend of mine. She wanted to know if I would meet her somewhere for a drink. She said she wanted to asked me something very personal.Having nothing pressing at the time, I agreed to meet with her. I suggested a neighborhood bar about halfway between our respective homes.On the way to the bar, I couldn't help but wonder what she wanted to ask...

3 years ago
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Ms Jean My FrenchTutor Chapter 2

Ms. Jean grabbed her dildo and sat in a chair with her legs spread as Mr. Rick laid me on the bed. I looked to my left watching Ms. Jean as she worked her flesh colored toy into her smooth shaved pussy. Mr. Rick’s mouth was kissing down my belly to my wet hairy mound making my pussy quiver. I was still in a bit of disbelief that a 50 year old man was licking my 16 year old pussy while his wife watched on as she masturbated. I whimpered as Mr. Rick’s tongue circled my swollen clitoris. I felt...

Mature
3 years ago
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My sweet Aunt Jean

My name is Richard Jennings. My friends call me Rick. My family calls me Richie. I'm a sophomore in college majoring in Business Administration. I carry a 3.7 average. I'm also on the wrestling team. I'm six feet three inches tall and weigh around two hundred twenty pounds. My record is 19 wins and 2 losses. I've never been pinned.I say in good shape, because of my wrestling and from helping my Dad. He's a master carpenter. As soon as I could walk I was helping him with all of his home...

4 years ago
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Jean Comes Out

First of a series in my attempt to write. There are several segments. It is naughty, explicit, kinky and taboo! Herbert Sheldon Sr. Herbert aka “HS” was making his usual stop at Herbie's home. Jean and her boys were the apple of his eyes. She and Herbie married young after an unexpected pregnancy. They had grown to love each other. HS had been their “rock” supporting them financially and in every way they needed. HS had met Jean when Herbie brought...

2 years ago
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Old Aunty Jean

John is off to a gardening day out with other inmates from our home and I have a day to myself to relax and pamper myself. After doing my normal cleaning I am just about to sit down for a coffee when there is a knock at the door. I am pleased to see it is our newest resident Rita, a lady of my own age and single. Inviting her in I offer her a coffee and within minutes we are sat chatting. It transpires she is a spinster and former headmistress who had spent most of her life looking after...

2 years ago
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Jean Comes Out 1

Second segment of Jean Comes out Peter and Paul The years passed rapidly. Babies, boys to near young men in a flash. Herbie's twin boys, Peter and Paul were nearly identical. Paul had brown hair, Peter red, Paul was more business like, Peter more the player. Paul was a miniature HS and Peter a mini Herbie. They knew that they were an accidental pregnancy, but they were loved and wanted. They were closer to Jean. She was always there, as Herbie...

1 year ago
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Ms Jean My French Tutor

I was extremely late for my French tutoring at Ms. Jean’s house. My boyfriend, Rob, had caught me right after soccer practice. I had intended to shower off my sweaty body before heading over to Ms. Jean’s house but Rob was horny and he pulled me into the mat room in the gym. Rob was all over me right away. My body responded to his fondling hands and my pussy juices began to mix with my sweat. Being that both of us were sixteen year olds, we really didn't have any self-control. I tried to push...

Mature
4 years ago
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Selling Jean 3

312 Selling Jean (3) Time was running out, she was very aware of that there were days not weeks on the ticking bomb of the sharks threats. They were still just under $8000 dollars short, having pawned the last of Robs grandmothers legacy of jewellery. She talked it over with Janice and Rob and very rapidly came to the conclusion that she had to be auctioned, and in this week`s auction too! Janice saying it was a weekly affair, and on Jean`s request making a call to someone she called “tits!”...

4 years ago
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My Sister Jean3 The Sex Club

My Sister Jean-2  The Sex ClubAfter the great sex with my sister Jean and her friend Debbie I knew we have crossed a line and will never go back. My parents returned home but had no hint of what is now between Jean and me. I think they really wouldn’t mind, but we will not spring it on them. We will gradually show them signs and they will see for themselves.I really like the sex club idea. But you don’t just look in the yellow pages for a sex club. The internet is the place to go, although we...

Incest
2 years ago
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Jean Brown

"The temperature's ninety-seven. It's another scorcher, folks," the radio blared from the back porch. Jean Brown lay face down on the beach towel by the swimming pool in her back yard. She released the bows holding her bikini top in place and pulled her brown hair up to let the sun tan her neck. Because of the rock and roll thumping from the radio, she didn't hear the click of the gate lock as two men entered the yard. They stopped to admire her. Jean was thirty-nine and the mother of...

4 years ago
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Jean Billys Mom Part One

All names have been changed to protect those involved.This is mine and about my first time. When I was about seven years old my best friend and I did everything together. In fact we were closer than most brothers I knew were. Since my mother worked full time,if he wasn't at my house I was at his and that is where it all began. Bills' mom Jean was in her early thirties,pretty,with dirty blond hair,just over five foot tall and had a slight pot belly. Her tits were big(at least to me)and...

1 year ago
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Cherri

Cherri was a sixteen year-old school girl. The loveliest and hottest looking young girl in school. Since she reached puberty folks have been saying that she was a very beautiful girl. Recently they have described her as being exceptionally gorgeous and voluptuously sexy. She had a baby face with sparkling eyes and rosy cheeks and luscious lips. Her blond hair cascaded in lovely curls down to her shoulders. Her face alone, together with its captivating smile, could arouse even an impotent man,...

1 year ago
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My Sister JeanChapter 18 The Trip to Little Cayman

The movie had started in the main cabin and the American transcontinental flight from San Francisco to Miami had quieted for the first time since Jean and I had boarded. Quite often when we'd traveled with our parents, and particularly with our status-conscious father, we had flown first class, but this time we were paying for the trip from our own meager savings and we were firmly planted in the main cabin. Had there been a steerage class, we might have been there, so strained was our...

1 year ago
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Aunt Jean Ch 2

Note : This story is completely fictional! I woke up at my mom’s 2 day’s after having helped Aunt Jean and finding out her secret. A secret that if anyone ever found out would shame her to no end, not only that, but the fact that she had also fucked her nephew. I had a morning woody that wouldn’t quit throbbing as I thought about Aunt Jeans hairy pussy, I wanted some more and soon. I sat at the table drinking coffee and somewhere in the distance I heard. “Are you OK son? You look like your in...

Incest
4 years ago
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Chrissie Rene and Jean

Chrissie, Rene and Jean I hope you’ve enjoyed the stories I’ve already related to you concerning my adventures with Rene. I’ve told you of his insatiable love of S/M and bondage. I’ve also told you a tale of my relationship with Charles, his driver. Now I’d like to relate the details of an encounter with Rene which occurred near the end of our nearly 2 year involvement. Charles and the Rolls Royce Silver Cloud called for me at my condo the same as he had so many times previously. I must point...

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