Old School Erotica with a GILF
- 3 years ago
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My friends all crack up that I’m into older women. But, I really like being with women who are old like my mother or even better like my grandmother. I just think that women who are more mature are more caring and appreciate a younger man.
Older women like to be appreciated and loved. They’ve been around the block and understand life. Most are either widowed or just lonely. Most of time, these women haven’t had sex in years. When they have the attention of a younger man, they do anything to please them.
That’s why I date older women. I love that they're really into me and do anything sexually with me. A few times, I have bagged a few granny’s that really enjoyed sex. They’d beg me to fuck their cunts. Some have really been into anal sex, but all of them love to suck cock. These old bags are really into cum drinking. Young women will have lots of excuses why they won't drink cum.
I was seeing this granny name Angela. Her back story was that she was widowed and hadn’t had sex in about fifteen years. She loved to talk and told me about her life and said how lonely she was. I told her how pretty she was and asked her if she’d like to get a drink. She said her house was nearby and asked if I wanted to have some cookies that she just baked.
We left the park together and within an hour she was on her knees giving me head. Angela sucked my cock until she made me come. I’d never met a woman who really gave such attention to my cock. She sucked on my balls and even milked my prostate. I liked having her suck my cock. I probably blew my sticky load about thirty minutes later.
Angela swallowed it all and begged me to come into her room. She said her pussy hadn’t had a cock in it since her husband died fifteen years ago. I followed her into her room where I helped her undress and she undressed me. We made our way over to the bed where I kissed and massaged her body. I climbed on top of her and made love to her. Her pussy was tight and hadn’t had any action for years.
We made love for quite a while and I dumped my load into her mature pussy. She was like putty in my hands. Angela and I dated for a while, but we broke up when my job moved me to another position in another state. We keep in touch, but have not seen each other in a while.
I’ve been on the hunt for a new GILF to take her spot. I miss fucking Angela. She was a lot of fun. She was heartbroken when I had to leave. I did ask her if she wanted to come with me, however her family thought it was ridiculous that she was with a man half her age.
*
I’m a single and successful guy. I work at a marketing company and just celebrated my twenty-fifth birthday. A bunch of my co-workers took me out. A few of the single secretaries were hitting on me. I just don’t have any interest in them.
I’m interested in older women. I’ve been on the hunt for a new GILF. I haven’t had any luck finding one, but recently I started doing some community work at a local assisted living facility. These adults need help with their medicine and get their meals cooked for them. However, they have their own apartments.
I’ve been visiting with several of the women there. I bring them coffee and doughnuts and hang out with them. We play bingo and do crossword puzzles together. They all like me and a few of them have invited me back to their apartments. I haven't had sex yet with any of them yet. Still trying to figure out who would make a nice GILF for me.
*
“Jimmy, all the ladies love you. Thank you so much for spending time with them.”
“I just love older people. It’s my pleasure to spend time with them.”
Jackie was the recreation manager. She always greeted me when I came for my visits.
“Abigail is a little upset. Perhaps you could go to her apartment and talk with her. She'd love to see you.”
“Sure. I’ll bring her a coffee and a doughnut. What number is her apartment?”
“Twenty-A. She’ll be happy you visited with her.”
“No problem. It would be my pleasure.”
I took a coffee and a doughnut and walked out of the facility and to Abigail’s apartment. Abigail was one of the GILF’s that I had my eye on. She was a widower and a sexy woman who was in her late sixties. She lost her husband a few years back.
She had short hair in a bob and a nice body. Her breasts were full and firm. She wore nice clothes and did her make up. She always put her hands in my groin. She liked when I complimented her and whispered in my ears that she wanted to get to know me better. She’d wink letting me know that she meant sexually. She was on my radar for a hot GILF that I wanted to bag. If she was feeling frisky, I’d put the moves on her. I really needed to fuck a nice old lady. My dick was already hard thinking of the possibilities.
I approached Abigail’s door and knocked hard on the door. I didn’t know if she was hard of hearing. I heard that she had her television on loud. The door opened and Abigail was in her house coat and slippers. She looked hot standing there.
“Jimmy, so good to see you. Did you bring coffee and doughnuts?”
“You bet. I heard you were a little upset.”
“Please come in. Let me lower the television.”
I followed her in. She looked so sexy in her housecoat. I wondered if she was naked or if she had on her nightgown. We’d talk a little before I’d make my move on her. I knew she liked me so it wouldn’t be hard to get busy with her. I really wanted to see her naked. She was a hot broad to say the least.
“I was just thinking about my husband. I miss him so much.”
“I’m sure he watches over you.”
“I know. It’s not the same thing. I’m alone.”
“There must be lot's of men here. I bet they all want to know you.”
“They’re older than me. Probably couldn’t keep it up.”
We both laughed while she took a sip of the coffee and a bite of her doughnut.
“I’m sure their kids bring them Viagra. You should try talking to some of them.”
“Most are deaf. I’d like somebody more interesting. Maybe somebody a bit younger and not somebody who lives here. Maybe somebody like you.”
“You know I think you're very attractive. I love how personable you are. Why do you think I come here so much?”
“Because you’re a very nice boy. I wish I had a son as nice as you.”
“Abigail, you know I like you. I think you're beautiful. You have an amazing body. I’d love to kiss you. Could I?”
“You’d want to kiss an old bat like me? You could have anybody you want. Why would you want somebody as old as me?”
“You're beautiful and I like spending time with you. May I kiss you?”
“Of course. I’d love a young man to kiss me. Shit, I haven’t been kissed since my husband died. I might be out of practice.”
“You can practice on me. I’d love to be your boy toy if you’d want me to be.”
“Are you serious? You want to have sex with me? I’d love that. I haven’t had sex in years. Let’s start with that kiss first.”
I moved closer to her on the couch. I leaned in and kissed her softly on her mouth. I had my hand on her back and soothed her. I didn’t feel a bra and wondered if she was naked or had her nightgown on. My tongue danced in her mouth. She was a great kisser and had her hand in my groin like she usually did. I was hard and wanted her. My underwear felt tight around my hard dick.
She would need me to be slow with her. She hadn’t had sex in a long time. I would go as slow as she wanted me too. I wanted to pleasure her. I wanted her to like me.
She broke away from me kissing her and stood up and removed her house coat. She wasn’t wearing anything under her housecoat. I was surprised what an amazing body she had.
“Fuck, you’re so hot Abby!”
“Do you think so? My breasts sag a bit.”
“You’re more beautiful that I had thought. May I touch your breasts?”
“Yes. Put your hands all over me! I haven’t been with a man in years.”
I moved close to her again. I put my two hands on her breasts while I kissed her some more. She made soft moaning sounds while I rubbed her amazing breasts. Her skin was old, but not as wrinkled as I would have thought. She was very tan and had amazing boobs. I loved that she had long nipples. I couldn't wait to suck on them. I was hard looking at this gorgeous older woman. She was exactly what I had been looking for.
“Oh God! You’re so sexy Jimmy. Would you mind taking your clothes off. I’d love to see your dick. It’s been so many years that I’ve touched a cock.”
“Not yet. I want you to take me to your bedroom. I want to kiss your pussy. I want to make you come.”
Abby stood up and took my hand. She walked into her bedroom. I helped her to get comfortable on her bed. I knelt on the floor and pulled her close to my face. She had a full bush which I found to be hot. Most younger women kept their cunts shaved. I wanted to feel her pussy hair on my tongue and run my nose through it.
Her pussy smelled delicious. My tongue wandered through her pussy hair and explored her pussy folds. She had plump pussy lips which I sucked and lightly chewed on. Her pussy was nice and tight while I pushed my tongue into her hot vagina. She was moaning and pushing down on her cunt.
I tongue fucked her until she came on my tongue. She was a wet bitch and I loved that she could come like that. She played with her full tits while I made her cum multiple times.
“Jimmy, it’s your turn. I want to pleasure you now. Take your clothes off. Let me show you what I can do.”
“Sure. I’d really like that. I hope I’m not too big for you.”
My face was covered in her pussy juices. I was hard and needing her to suck my cock. I hoped she’d like my big baton. When I was hard, I was eight inches. My cock was thick and had a wonderful head. I was hoping she’d make me come. I was very turned on by this old lady.
Abby stood up and helped remove my clothes.
“My God, you’re huge! My husband was tiny compared to you. It’s like a long lollipop.”
I sat down on the edge of the bed. Abby knelt in front of me. She kissed my dick up and down and spent time on my bulbous head. My cock was throbbing and needing her warm mouth on the tip. She held and massaged my smooth balls. She looked up at me and opened her mouth. She brought my cock into her mouth.
She sucked my cock slow while she massaged my full balls. I hadn’t had sex and the cum was filling up in my smooth balls. I couldn’t wait to blow my load down her throat. She really seemed to like cock. She made all the usual cock-sucking sounds. She bobbed along my shaft like it was a piece of art.
“Fuck, Abby! You’re so good at this. Your husband was a lucky guy.”
“My husband had a four-inch cock. He’d come in minutes. I like sucking your monster cock.”
“How about I make love to you? Would you like to feel my dick inside of you? I really want to make love to you. You’re so fucking beautiful.”
“Yes. I’ll move to the bed.”
Abby got up and got comfortable on the bed. Her body was amazing. She was going to be my new GILF. She was super sexy and liked sex. I couldn’t wait to fuck her.
I held her on the bed. Kissing her and cupping her vagina. I moved my hand over her lips and played with her pussy. I wanted to get her ready for my big baton. I pushed my finger into her pussy and fingered her until she was ready. Her pussy was already wet.
I climbed on top of her and slowly pushed my cock into her pussy. When I was deep inside of her, I began to move. Thrusting into her vagina deeper and deeper. She wrapped her legs around my waist while I fucked her. I kissed her and played with her breasts.
“Jimmy, you’re quite a lover. I love this!”
“God, you’re pussy feels amazing. You’re quite a woman.”
I played with her clit while thrusting into her pussy. She moaned and came multiple times. I couldn’t stand it and blew my load inside of her. I filled her with my sperm. I fell on top of her and held her close.
“My God, you’re quite a lover Jimmy! If I died right now, it would be okay.”
“Don’t die Abby! I want to see you again. I want to be your lover.”
“Really? You want to be with me again?”
“Of course! Why wouldn’t I?”
“I’m so old. You could have anybody.”
“I want you. I want your hot body.”
“You’re amazing. Thank you for making love to me. You’ve made me feel alive.”
“Can I see you tomorrow? I’ll bring the coffee again.”
“Yes. All the ladies will be so jealous.”
“The men will all want you now. You’ll see how popular you will get.”
“I don’t want anybody, but you.”
I held her and we had sex several more times before I left. I was happy to have a new GILF.
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It was the summer before my second year of high school when I got a call from Darci Smith asking me to meet her at the high school the next day to help her clean out the costume room. Now Darci is the drama club teacher and the art teacher. Every guy in the school wants to fuck her and masterbates to her. Darci is in her early thirties, married, and looks like she is still twenty one. She has nice mid size tits, a fine ass, big blue eyes and blonde hair. She has a pert little hard body and...
"There's a man here to see you, Mr. Forrester; he says he's a detective from the Denver Police Force." Oh-oh, thought John. "Ok, send him in, Angela." "Hello, Mr Forrester; my name is Paul Donohue, I'm a detective from the Denver Police Force." "What can I do for you, Detective Donohue?" as I pressed the intercom so Angela could listen in discreetly out at her desk. "Well, Mr. Forrester, sometime last year I was handed a case in Denver that has us all baffled. It seems that two...
Chapter 1 Stephen sighed as he watched the world go by. "I still don't see why we have to move," he told his wife as he turned to look at her. "Because honey, the company is opening a new store in Stepford and they asked me to run it," Emily replied, not taking her eyes off the road. "Besides, the offer was too good to turn down and the house came as part of the job," Emily continued. "I'd thought that you'd be proud of me," she added. "And I am. Really," Stephen added as his wife...
I had been working in the construction industry a week when the foreman called me to his office. As I made my way over I wondered what I could have done wrong. As it had gone clocking off time I was annoyed that the meeting would be eating in to my free time. 'Aah, come in.' he said as I stepped through the door. 'Have a seat.' His office was much neater than I thought it would be. As I looked around the room I noticed that there were no girlie pictures like I had seen plastered up everywhere...
GayMeeting at Bedford MillsI had often thought about my friend Simone in the years since we had been at school together. After I graduated, I had moved to New York to pursue my career and with a husband and children, I had lost touch with Simone, but I knew that she had married a rich man whom she had met at college, and that they lived in Greenwich, Connecticut, but they had no children. I had also heard from other former classmates who had met her, that she had a glamorous lifestyle, with...
We entered the outmost orbit of the Dover System ten hours before the deadline. Har-Hi who stood next to me sighed. “I wished it would have taken longer. This is what I am born for, to be aboard a ship and roam the stars’”. I felt the same way and agreed with him, saying. “Me too.” The doors opened and Wetmouth stepped through, taking her seat behind the small science station at the rear of the bridge. I observed Har Hi who acted as the OPS officer of our little crew dedicating sensors...
Hey all! Devil back again with the Second Episode of the One Night Stand Stories. People who don’t know me.. Basically Devil is a Dark Character created by a guy from Kolkata. I usually write Stories in Trilogies (Three Parts). All my Stories are Fictional and Imaginary. People with likewise Fantasies or Imaginations can contact me on and get their Stories Published on Indian sex stories. Please mail me in either English or Hindi as I Don’t Speak Regional Languages. Starting with the Story.....
Mary Pilson knew that her ‘uncle’ Walter was grooming her. ‘Uncle’ was a silly term that Mary’s mother used to describe the men who moved into their home to take advantage. Mary had no time for her uncles; she saw them for what they were, parasites and users. Mary’s mother could hardly make ends meet working as an usherette at the local cinema. Her good looks, curvy body and long legs ensured that she was well tipped by the male customers but she also attracted the sharks. Mary mostly...
We’re cruising along a wide and quiet suburban street. Green lawns stretch back from the pavement to the nice semi-detached homes. There’s a slim woman walking a large dog along the side of the road, and we pan around to look at her as we pass – it’s no-one we know, but we kind of wish we did! Then we’re looking forward again – seeing an intersection infront of us ... Then pulling up, looking out of the side window right at a single story, flat-roofed building. A sign outside reads,...
September 1981, Milford, Ohio Friday was routine until lunchtime. Afternoon classes had been canceled for both Elyse and me because of the Labor Day weekend, so I drove back to the apartment instead of having lunch on campus. Elyse and I packed our overnight bags and waited for Kathy and Bethany, who arrived as planned, and we left Chicago just before 4:00pm. It was my goal to make the trip to Milford in just under five and a half hours, which I could do if we grabbed fast food on the way...
It was the electronic chirp of a cellphone text message that first stirred Peggy Sanford from a state of excessive alcohol and strenuous sexual activity induced sleep to a state of semi-conscious awareness. The first thing she recognized was that she was not the only one lying in the bed. She felt the warm embrace of a delicate arm draped across her chest, a set of soft full breasts pressing up against her back, a smooth hairless pelvis nuzzled up against her buttocks and a tone fit leg...
Author’s Note: These stories are a continuation of member/author Walterio’s excellent 12 part series, Peggy Sanford a Worldly Woman and his extra story Peggy Sanford and the Secret Society. After I read his stories all I could think was ‘That was hot! I wish I was her.’ Walterio wrote these in response to member/author Peggy46’s invitation to anyone to continue or add to the stories that she wrote about herself and her wild sex life. I tried to fill in enough background information to make this...
This is a true story about the light of my life. She passed away from cancer years ago and I wrote this to remember her. She was an amazing person who left this world a better place. Enjoy. A true story This is a true story about the light of my life. She passed away from cancer years ago and I wrote this to remember her. She was an amazing person who left this world a better place. Enjoy. My wife and I were attending a car show in Newport Beach. It was at the Newporter Inn, a classically...
Swinger“Thank you ... Zax”. A middle aged woman with a combed black hair and a bit of weight around her waist walked toward him with hands down and holding one another. “You shouldn’t, Mrs. Inoki “. Zax shook his head. The woman was the mother of his childhood friends, Weysey Inoki. Mrs. Inoki came to stand beside him, but her view was on the large group of children having the time of their life fighting the living snowmen. “Our home is at the periphery of us, newcomers’ huts. The hut next to us...
Through her wide open legs she watched the last drops of her morning piss cling to her silky blonde pussy-hair, then drop into the bowl. She stretched and yawned, willing her reluctant body awake. "Mike?" she called. "Yeah?" her husband answered, pushing the bathroom door open. "Well, aren't you a pretty sight?" he said. "Look, who's talking. You look as bad as I feel," she said with a smile. Her husband was naked except for a towel around his mid-section, his flaccid...
Sarah and I communicated well when she had time for conversation, often after her shift was over. She made it clear that she liked me as more than just a patient, and in addition to liking her, I found myself lusting for her constantly. It wasn't so bad in the mountains when there were no distractions, but to see it around me every day flamed my desire. She caught up with me while I was in physical therapy. After a couple of cheers, she said, "I got her cell phone. I'll see you...
Lamax system was only 61 lightyears distant to Faysummit system. Meaning the superfast Colt reached Faysummit only 136 minutes. Roy was getting more anxious by the moment. The closer he got the more he felt convinced that his mother was close and that she was in great peril. The Colt was brand-new and by law, it was his ship. The Phantasian who piloted the ride was an employee or more precise a contractor. Tanya was right, this passenger cabin was not big enough for Partner, but then this...
This is a true story and happened recently. I am bi and enjoy sucking and being sucked by guys occasionally. But on the odd occasion I het so horny that I need fucking. A couple of weeks ago it was early evening and I found myself heading to a cruising spot where I have met guys before. I parked up in a layby. it was stil light, and it was quiet. Eventually a white van came slowly driving by, as he passed I flashed my indicators a few times. He pessed his break lights a few times and we had an...
Hello, my name is Charlotte. I know you won’t believe this and normally I wouldn’t admit to it, but I am Otis’ cock slave. There really isn’t any other way to put it. And the really strange part, the really, really strange part, is that I come from a straight-laced New England family and Otis is barely educated and was just a worker in one of my husband’s warehouses. This is a strange tale, one that I find hard to believe even though I am living it. I first met...