Gladys
- 2 years ago
- 34
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Gladys wanted to stay in my room and I let her. I didn't know if she was afraid of Charlie or if it was for the reason she gave; she liked the way I fucked.
"Did you mean what you said about my tits?" she asked, snuggling against me so I could feel her nipples bore into my chest.
"Yes."
"Charlie never says nice things to me the way you do."
"I know."
"You're sweet. But, God Damn, you can be mean, too!"
"I know."
"You're not generally like that, are you?"
Remembering what Marcie had said, 'you're in a funky mood because Becky wasn't at the wedding', "I went to a wedding and everything went wrong. On the way home I decided to fuck everything with two legs and a pussy."
She giggled. "I have two legs and a pussy."
"Yes, you do."
She lifted her head to kiss me on the chin and I felt her bush tickle my thigh. "Would you like to play with them?"
I rolled her onto her back and took one of her nipples into my mouth. She put her hand on the back of my head. "Damn, I could play with these all night. Please don't take this the wrong way, but have you had them done?"
She giggled. "No."
I felt her breasts, marveled at how firm they were and rolled the nipples between my fingers. "Who was the first boy you let play with them?"
Gladys didn't answer and I was concerned that I had offended her. "Don't stop," she said when I pulled my head away. I resumed rolling her nipples and heard her sigh.
"It was my brother."
"How old were you?"
"Thirteen."
"How old was your brother?"
"He's a year older than me."
"Does he still play with them?"
She shoved me away and turned over on her side. "You are such a bastard."
"I shouldn't have said that. I'm sorry."
"Why did you insist on using the rubber? Do you think I'm a slut?"
"Not at all, I just like playing it safe."
"Well, I'm not. I'm on the pill and I'm clean."
"You have great tits, too."
She giggled and turned back to me, wanting to kiss. I felt myself getting hard. She felt it too. "Are you really going to fuck everything with two legs and a pussy?"
"No, there's a little jail-bait that I had on my list, but I believe I'll pass on her."
"You made a list?"
"Sometimes I make lists. I made this one while flying home from a disappointing weekend."
"Was I on your list?"
"Yes."
"You planned to fuck me when you were on a plane?"
"Yes."
"How high were you?"
"Thirty thousand feet."
"Wow, I made your list at thirty thousand feet."
I felt her body shake and knew she was having fun with me. "It was the altitude. You probably wouldn't have made it at twenty-five thousand."
"Is Charlie's mother on the list?"
"Yes."
"Who else?"
"Loretta and Karen, they're from back home. I'm going to nail them when I go home for Thanksgiving."
"Who else?"
"There's only one more. I'm not sure about her."
"Why not?"
"Marcie's my best friend in the whole world. I'm afraid that ... well ... I'm just not sure it would be a good idea."
"Thanksgiving is a month off."
"True."
"And ... Charlie's mother is coming next weekend."
"Right."
"Soooo, if you don't hook up with jail-bait, that leaves ... three weeks free, doesn't it?"
"Not really, I've got to save my strength for Thanksgiving week."
Gladys shifted her weight, accidentally bumping into my cock. "You don't need three weeks to get ready for Loretta and Karen."
"What are you suggesting?"
"I was just thinking."
"Yes?"
"Are you going to land your plane on my runway again tonight?"
"I may 'buzz' your runway and wind up in the drink."
She giggled. "Not with a rubber, okay?"
"Okay."
"How do you want me?"
"We'll start with you on top. I may flip you later."
"Okay," she said, lifting one leg to straddle me. "Don't pull out when you flip me. I hate that."
"Buzz," she said as she inserted my cock and eased down. "Thanks for telling me about your list. It makes me feel special," she said as she began moving. She thanked me again when I flipped her without pulling out. When I woke up the next morning she was gone.
The next day I got word that Alice had given birth to a son. Brenda wrote, 'He cries all the time and makes messes in his diaper. Mom says it's too soon to teach him how to walk'. She didn't say what her baby brother's name was.
I concentrated on my studies. The beginner's drafting class I was taking was like child's play compared to the blueprints I had been exposed to over the summer. We were studying American authors in the first quarter, short story portion of the Literature class I was taking, and although I had read most of them, Mrs. Edison made the class interesting by supplying little tidbits about the lives and times of the authors.
The other classes I was taking, Philosophy 101, Business Law and History from 1500 to Present, were new to me and kept my interest. I was bent on doing well on the quarterfinals. But first, I had Sheila's visit to look forward to. I told Kent that I was going to be out of town for the second week in a row. From the look he gave me, I don't think he believed me.
Charlie was making himself scarce. I took many of my meals in the school cafeteria and let him fend for himself. He never complained. Hell, he had a good thing going. I'm sure he looked upon me as his sugar daddy. One word from me would have stopped his flow of cash from Cyril.
On Wednesday I woke to find a scantily-clad woman in the bathroom. I recognized her from school and knew she was a senior. Charlie seemed to have developed a preference for women old enough to legally purchase liquor. On Thursday morning, she smiled and introduced herself. "I'm Marilyn. I hope my car is not in anyone's space."
I assured her that it didn't matter where she parked, thinking, ah, she has a car, so much the better.
A major error reared its ugly head on Friday afternoon when I realized that we hadn't discussed how I would find Sheila. I told her to get a room and I would come to the hotel at four P.M. Thinking she may have left a note on the car with her room number, I stopped by the hotel garage and didn't see the BMW. It was ten past four and panic was taking over my thinking.
To complicate matters, I didn't remember ever hearing Cyril's last name. Would she register under Evans? No, her credit cards would be in her married name. Where would Charlie be this time of day? He would know his mother's name.
Remembering that most of the desk clerks were students at the college, I decided to give one of them Sheila's description and ask which room she was in.
On my way to the lobby, I practiced what I would say: "My friend's mom checked in and he sent me to let her know he's going to be late. She's about so tall, beautiful blond with, let's see, about a thirty-five inch bust, mind you, I've only seen her once or twice, but you would remember her, did I say she's beautiful?"
"What's her name?" I imagined the desk clerk asking.
"Her name is Sheila ... ah ... something."
"What's your friend's name?"
"Charlie."
"Charlie what?"
"Oh, I see where this is going. You don't believe me, do you? You think I'm here to meet my friend's mother, have sex with her all weekend, order room service, break some of the furniture, make all kinds of noise and sneak out without settling the bill. I'll have you know that my friend's mother is respectable..."
"Sammy? I'm over here."
How did I miss her? Sheila was sitting off to the side, in full view of the front desk and everyone in the lobby. She was wearing slacks and a matching jacket, pale yellow, a green blouse and pearls. Her hair was on top of her head, held in place with combs. A man, probably a parent of a student, was seated at the other end of the settee. Sheila extended her hand. I took it and felt a piece of paper in her palm. "How have you been, Sammy? It's nice to see you again."
"Fine, I've been fine, Mrs..."
"It's Farina. You must remember?"
"Oh, yes, Charlie sent me to tell you that he's been detained, one of his classes is meeting late or something, Mrs. Farina."
We had successfully transferred the paper from her palm to mine. "Thank you for coming, Sammy. I knew it must be something like that. Charlie isn't one to stand his mother up."
I could see the man watching us out of the corner of his eye, paying more attention to Sheila than to me. "It was nice seeing you, Mrs. Farina," I said before walking swiftly to the sign that read 'rest rooms'. At the corner I looked back and saw the man say something to Sheila. She spoke to him and quickly walked toward the elevators.
The note read, 'room 626, walk up two flights of stairs and call for the elevator. If anyone else is on it, get off at the fifth floor and walk up the stairs'.
I followed her instructions, taking the stairs, elevator and stairs until I arrived at room 626. She opened the door, looked at the empty hallway and pulled me inside. She had removed the jacket and the pearl necklace.
"Why did you suggest this place? We can't go out in public."
I picked her up and threw her in the middle of the nearest bed. She landed laughing. I jumped on the bed next to her. "Cyril told me to fuck the bitchiness out of you and that's what I'm going to do."
Her expression was somber and there was sadness in her eyes. She reached for my hand. "I need to be loved, Sammy, not fucked."
Sheila gripped my hand and watched my reaction. This was not the same woman who had asked me to tell her how her son lost his cherry. This wasn't even the same woman who had undressed in the back seat of her husband's car and pulled me to her. I patted her hand and smiled, uncertain as to what I should do.
"What's becoming of me, Sammy?"
"What do you mean?"
"My husband doesn't mind that I'm meeting a very young man in a hotel. My son accepts that his mother is having sex with his friend and my ex-husband has abandoned me. I've lost the respect of my husband, my son and my ex-husband."
"I agree that your husband doesn't respect you and as you say, he's crude. How do you know Charlie doesn't respect you and what do you care about how his father feels about you?"
"Charlie phoned and told me to have a good time. He was almost jubilant that I'm having an affair with his friend."
"Shit! I shouldn't have told him."
"It's all right, Sammy. You did it with my permission," she said, moving into a sitting position and turning her back to me. I rose to my knees and cradled her in my arms. She held my hands and rested the weight of her back against my chest.
"He pushed me too far and I behaved badly," I said, nibbling her ear.
"I know, he told me." She was moving her head, pushing her neck into my lips, wanting to be nuzzled.
"Why do you care what Charles Senior thinks?"
She didn't answer and I thought she must be offended by the question. Her hands brought mine to the top button of her blouse and I had three buttons unbuttoned when she spoke.
"Charles is the only man I ever loved. I thought I would die when he walked out. Now he knows the mother of his son is screwing a young man half her age."
"Who told him?" I asked, pulling the bottom of her blouse out of the slacks.
"I don't know for sure. It may have been Charlie or Cyril," she said, lifting my hands to her head. I got the idea that she wanted me to remove the combs.
"What did the man in the lobby want?" I asked and felt her body shake.
There were four combs. I took my time, feeling the fine texture of her hair as it fell to her shoulders and beyond.
"He said he overheard you tell me Charlie had been detained and invited me to have dinner with him."
Sheila was smiling as she removed the blouse and set it aside. I touched her shoulders, feeling the smooth skin. Her arms were long and lean. I traced them, all the way to her fingers and back up to her neck. She leaned into me, fully relaxed.
"I knew it was something like that," I laughed and felt her body shake again.
"I told him that I was having dinner in my room with my son's friend," she said, turning her head. "Unhook my bra, please?" she asked before shaking her hair, vigorously.
It was a question, not a command. I found the fasteners and she let the small garment drop to her lap. I heard her shoes hit the floor and saw that she was removing her slacks.
"Did he know you were referring to me?"
"I told him," she said, nonchalantly raising her ass in order to pull her panties down.
"What did he say?" I asked, watching her lie back on the bed and get comfortable. She watched me looking at her naked body before replying.
"I left before he had a chance to say anything."
What she had said about needing to be loved ran through my mind, screaming.
"Would you like to hear what he said after you left?" I asked and watched her close her eyes. Her lips moved, slightly and there was movement in her long neck as she swallowed. I watched closely for a reaction and saw her nod.
For the next hour, Sheila lay naked with her eyes closed, listening to me speak as if I were the guy seated on the settee:
"What a vision of loveliness. She's obviously married and has her husband's permission to entertain that young man in her room. Watch her strut! She knows everyone in the lobby is watching her. Every male in the room has his tongue hanging out and every female is seething with envy.
"If I were not meeting my daughter for dinner I would intercede. She needs a real man, not the little coward she just sent to her room. Why is she wasting her time with the likes of him? Does he have any idea how lucky he is?"
Sheila's face twitched, concealing a smile.
"If my daughter was not due to arrive at any moment, I would escort the comely creature to my room. She would ask me to remove the combs from her hair and undress her. I would admire her body, beginning with her toes," I said, touching each of Sheila's toes as if I were counting them.
"I would touch her feet, massage her calves, feel her inner thighs, and ruffle her pubic hair."
Sheila's eyes opened and she saw that I was hovered above her, about to blow warm air on her bush. She shivered and closed her eyes. Discovering how warm air affected her, I continued up her tummy, on to her breasts and neck. She opened her eyes.
"Take off your clothes and show me," she said.
"Are you speaking to me or the guy in the lobby?"
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Sitting there in the conference room, bored by another mid-level manager trying to impress everyone with his thinly veiled, self-aggrandizing remarks, my mind drifted back to this past weekend. Sheila, my 37 year-old girlfriend, had called me from her office early Friday morning suggesting that we make a long weekend of it. She suggested that we cut out from work early and drive down to Biloxi for a long, fun-filled weekend, calling in sick on Monday. Being newly divorced and having an acute...
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--------------------------------------------------------------------------------------------- Timur was still cursing when they pulled off the road. "Comrade? What has you so agitated?" Timur's head snapped up as he looked at Ruslan with a startled look. "I have encountered something I have never seen before." Timur said with great confusion in his voice. "That is no small thing for you." Ruslan told the smallish male a hint of concern in his voice. Timur was nodding as he wasn't...
Well, like most guys, I never thought it would happen to me. I was like everybody else raised in the fifties and sixties — well, not everybody, but most. I grew up thinking that "queers" and "fags" were lower life forms if they were alive at all. Now it's a new century and things have changed. And with the times, so have I changed. It didn't happen all at once and it took a lot of soul searching, but I've "crossed the bar". Here's how it happened... Sheila was promiscuous. I knew...
Walter and Sheila are early sixties and sexually active. Walter has always wanted to share Sheila and this is how it happened. Walter had two mates who lived nearby, Don and Bob. One afternoon while the three were chatting Don suggested they have a game of golf which they all agreed was a great idea. To spice things up Bob suggested a little side bet would be a good idea, Walter was a little short of cash so it was agreed that if he lost he could find another way of paying.They set off to the...
MatureThis is a rework of the original. I removed most of the swinging stuff and made it a true romance. I also tried to clean it up a little more. I hope you enjoy. * I was walking through the terminal at the Madison Wisconsin Regional airport when I heard the loud scream of a little girl about 4. I turned and saw this little tyke crying. I walked over and knelt down and asked what the matter was. ‘I can’t find my mommy’ she wailed. I picked her up and carried her to the ticket counter. I then...
That Tuesday morning I noticed that my sweet secretary Sheila was not dressed in her usual scrubs; but she was clad in a sexy black skirt and a tight fitting white top. I commented that she looked quite sexy. But then she surprised me; as she bent over and showed me her black string with barely covered her dark asshole.After the ordinary Tuesday’s meeting, Sheila asked me if she could have a quick word with me. She walked into the ladies room and pointed me to enter there.As soon as the door...
It was approximately 8:45pm and dad was out as usual but mum was sat downstairs with her friend, I called her Auntie Sheila, she wasn’t my real Auntie but that’s what I called her. They were sat on the sofa drinking wine, I was sat at the top of the stairs, our room was open plan so I could see the TV from there, and where they were sitting, I was 15.As I watched the TV I noticed mum leaned over and whispered in her ear, then they both laughed, mum put her wine glass on the coffee table and...
On the 70inch tv screen behind her , Sheila could see that Rocky had made time this week to meet a new submissive, she would learn later that her name was Gwen a 55 year old bank executive , she was sucking her son's giant dong , rather choking on it . She was dressed fashionably , rather businesslike , Rocky had hypnotized her as she was leaving the bank & they went to her home where they were met by her retired husband Norman who he brainwashed also. Sheila noticed that Gwen was stacked &...
The Humiliation of Sheila By Steveswitch33It was indeed very humiliating for Sheila Johnson, her husband was in the front room, while his wife was being force fucked by a white man. It started when they moved back the Eau Claire. They hired a local moving company from the Chippewa Falls area called Rodryder Movers.Rod Ryder was the head man of the moving crew, he just sent his people home and he was going to assist Sheila in organizing things, while her husband Steve watched basketball in the...
Upset was not the word for it. I had seen Charlie upset lots of times when we were roommates at Cromwell and later at Pontiac. This was different. Charlie was mad, not angry mad, this was foaming-at-the-mouth mad. I didn't blame him, nor did I blame Sheila for letting her son find us on the bed in my room, kissing. I blamed myself. I should have stopped it before it began. Refraining from kissing a married woman, albeit a newly married woman who had come into my room and initiated the kiss,...
Interlude: 25th Anniversary Cindy: "When Mom talks about the Merger, she is referring to the household staff. Dad means business. After all, it's still his thing. Mom had all real property. Dad wanted to make sure they both got a fair share of the company. I gather this was not trivial." Sheila: Showering together was nice. There was no sex, though a fair amount of pinch and tickle went on. What was nice was having someone to shave my hard to see places. In return, I lathered Sean and...
Just a recap of the last session. Sheila my new found love is 54 years old and I Mohan Reddy am 52 years. Sheila has a figure of 36/34/38 and height 5’9” and I am 5’11 “ and an asset of 6”. To continue with the story. We met at the gym and since Sheila’s hubby was abroad in Bangkok this is her enjoyment. Sheila had the food ready. We came and I poured 2 vodkas for us. We started drinking and began dancing. I did not tell you that after coming out of the bath we did not put anything on. We were...
My Boss informed he would send me to a conference round in a far city and he gave me the choice to pick up my own female companionship.I used to travel with Angela, a very efficient but boring lady. She was older than me; a very good looking woman, longtime married. But she was hetero and had never accepted my sexual insinuations…This time Angela was ill; so my new choice was Sheila, a skinny redhead in her early thirties, married and social. She was also a real workaholic…While on the plane to...
I am a 25-year-old guy working in an MNC with a handsome salary. My height is 5’10 and I am having an athletic build, which makes me look sexy. I date women who are looking for some kind of fun. I also come across various women who just want sex and I serve them as well. If you feel like having a great massage and/or something more than that, mail me at I keep traveling due to my job and this gives me access to most Indian cities. I am a bodybuilder and while in the gym, I learned the art of...
A continuation of my last story.After my quick fuck with Sheila (my 67 year old widowed neighbour), we both went into the bathroom, where i stripped Sheila of her sodden cum soaked black granny pants and her tee shirt and bra. Those and my tee shirt were quickly discarded on the bathroom floor as we clambered eagerly into the shower. I played with her saggy boobs, circling her massive stiff nipples with my fingersas i tried to cup those magnicent hangers. Sheila pressed her back against the...
Hi, this is Mohan Reddy again with a recent story of how he met a lady of 54 years, made friends and made love. I am a 52-year-old who stays alone in Indore due to work. The lady is my dear Sheila. She is a lovely lady with a cute figure. Not fat for her age but has flesh at the right places. We met recently at the Gym when we went for a workout. I go daily for the treadmill and so does she. I have been seeing her for the last week come to use the treadmill and sit for a while looking around...
The interface to the biological unit was still active. The previous night, the Law Master had not severed the link and the AI engine had been left connected prior to and during the biological unit’s sleep cycle. The Law Master had mated the biological unit. The A.I. Engine was still interfaced. The process was strange and disconcerting. Technically it would be unlawful for a Law Master to mate with a Field Agent biological unit under their supervision, but for some reason he had received...
Jason had just completed dinner with Cassius and Alana, Razza, Celia, Felicia, Gamma, Jonathan, Norbert, and Philippa; when he received the notification that the fleet had arrived from Parzool. Cassius very much enjoyed the meals at Jason’s house and eagerly accepted each invitation, unless he had pressing Empire business. He also enjoyed the whole household, with its diverse members and resulting interesting and stimulating conversations. The Queen invited them up to her ship for a brief...
Jake didn’t sleep much last night. He kicked the sheets and climbed out of bed with a curse. “That fucking bitch shattered my life, and now she won’t even let me sleep in peace,” he muttered to himself. It’s been more than a month, but he still couldn’t get her out of his head. He wandered around his one BHK apartment, lifelessly brushing his teeth. Then he heard the doorbell ring. He opened the door to find his uncle and his cousin smiling pleasantly at him. Shit! Jake had totally forgotten...
Gay MaleInside Out Part 5 Sheila's On the Run, Again I was enraged by Agent Harrison's not so subtle threat. But what troubled me even more was that he was right. If I valued my life I had to cooperate. When I calmed down a bit,I googled Congressman Santini. He was on his third term in Congress, married with two teenage children. He had made quite a fortune in the late 90's Internet boom by founding a company and then taking it public and finally selling it to huge technology...
Valentine’s Day surprise leads to a real eye and mouth opener when cheating girlfriend gets caught giving another man a blowjob. ‘So, Paul, you didn’t tell me. Where are you taking me for Valentine’s Day?’ Sheila looked as hot as a house fire. She always acted so coyly innocent whenever she looked so sexually arousing, especially when she knew she was in for a surprise. Only, in the way she was acting, she didn’t look so innocent wearing that dress. She looked guilty, like someone trying to...
Jerome was one of the earliest black studs in my stable.Back in '76 I had a basement apartment and he lived upstairs.He met me,as a female,one day when I was returning from grocery shopping.I was dressed casually in a sleeveless maroon turtleneck,mid-thigh jean skirt and a gaff under sheer nude hose with tan,3" high-heels.I wore a short blond wig of natural hair and light make-up.He walked up to me,wearing a wife beater t-shirt and sweat pants with sneakers, as I began to unload my groceries...
Jerome was one of the earliest black studs in my stable.Back in ’76 I had a basement apartment and he lived upstairs.He met me,as a female,one day when I was returning from grocery shopping.I was dressed casually in a sleeveless maroon turtleneck,mid-thigh jean skirt and a gaff under sheer nude hose with tan,3′ high-heels.I wore a short blond wig of natural hair and light make-up.He walked up to me,wearing a wife beater t-shirt and sweat pants with sneakers, as I began to unload my groceries...
I was sitting at my desk when my boss James came in and trailing behind him was a new girl that I had not seen before. "Carmen" he said "This is Sheila" "She will be assisting you with some of the new specs we're doing" he added and I reached up and gently shook her hand. James explained the work she was going to be doing with me and as he did I kept looking over Sheila now and then. Young, nice figure, good looks and a good set of tits I thought to myself and I was hoping I could get to see...