Jake and Jackie
- 4 years ago
- 27
- 0
It was a cold winter afternoon at the office, and I was glad that I worked indoors. One of those days that's not quite cold enough for snow, so any precipitation would likely be rain or sleet.
The ladies that worked for the cleaning company, next door, had started to trickle in from their daily assignments. Today they didn't waste any time gathering their supplies and running inside their building. The window beside my desk faced their parking lot, so I saw their comings and goings without having to look.
The girls would generally wave to me if they weren't too busy carrying loads of stuff or running inside to avoid nasty weather. Most of them were in their twenties and thirties and wore tight spandex pants, even in this bitter weather, which always got my attention. I knew most of them to say hi, but never really socialized with them, as most of them were twenty years my junior.
I had been quite busy for the last couple of weeks, and this day was looking like another late stay. I lived about thirty miles from work and rented a small house for the business. The upside of the house was using one of the smaller rooms as a bedroom in case I worked too late or if the weather was abominable. Tonight looked like it might be a little of both. I got up to warm some tea and give my eyes a break from the computer screen. As I walked back to the kitchen, I waved to a few of the girls and noticed that most had come back in for the day.
After getting back to work, I got so consumed that I didn't look outside again until I heard some horns beeping. When I looked out to the street, I noticed that it was already dark and sleeting, with an inch of slush on the road. I then glanced at the clock and saw that it was nearly six. Needing to stretch a little and move about, I headed for the kitchen again to warm my tea. That's when I saw Jackie sitting in her car, repeatedly trying to start it, and only getting the clicking sound that comes with a dying battery. She seemed upset by her predicament and lay her head down on the steering wheel to cry.
Moments later, she headed for her office only to find that everyone was already gone. I tried waving to her to let her know that she could come into the office, but she wasn't paying any attention. I was just about to put on my coat and head out to get her when she dropped to the ground in the slick conditions. Running out as quickly as possible in the conditions, I helped her up slowly and led her to my office. Once inside, I took her to the bathroom, where she could dry off and get warm.
While she was drying off, I called a customer and friend of mine that owns a small towing company. I asked if he could come by to help her out with a jump. He said that the roads were frozen over, and nobody was going anywhere. I relayed the information to her through the bathroom door, and her crying started anew. I knew that attempting to console her wasn't going to work, so I left her alone. I closed the door of the 'bedroom,' which was attached to the bath, and went back to my desk.
For the next half-hour, I heard her make several calls in an attempt to get someone to come out and pick her up. Every one ended in either crying or shouting, and I knew that it was going to be a long night. After about ten minutes of silence, I heard the door to the small room open. Jackie emerged wearing one of my spare shirts and socks. She approached my desk and asked, "Are you going home for the night?"
I pointed outside to the ice-covered streets with cars stranded all over and replied, "Not in that shit."
She started laughing hysterically, which got me laughing too, and broke the ice between us. When the chuckling eased, I said, "You're welcome to stay in the back room for the night. I was going to walk over to the 7-11 to grab some food. Can I get you something?"
Jackie headed for her purse to pull out some money and realized that she hadn't had time to cash her check. She threw it down in frustration before I spoke, "I'll buy this time, and you can grab me a doughnut some morning."
The thought got her laughing again, and I followed suit until we were both finished. Finally, she asked, "What do they have over there?"
I brought up the app on my phone to show her some of their offerings, and we made a list for dinner. I wrapped myself up in my coat and tromped through the icy mess across the abandoned street. Once inside, I said hello to Julio, the evening clerk, then went about gathering our goodies. The total was just over forty dollars, and Julio said, "All purchases over forty bucks get a free pizza. Cheese or pepperoni?"
I dumbfoundedly replied, "Uh, pepperoni, I guess."
Julio popped a frozen pizza in their oven while saying, "It only takes five minutes, so hold on."
In that spare time, I walked outside to let Jackie know that I was on my way. It was at that moment as I saw her standing at the screen door, dressed as I left her, that I first saw her as a beautiful woman. My thoughts drifted back to the last time I saw a woman wearing my shirt. It had been my last computer date, and we'd hit it off magically, or so I thought.
The woman, whose name won't be mentioned, seemed perfect until the next evening. She somehow thought that by sharing herself with me, that she'd earned the right to move into my home. Suffice it to say that it was a dark few months getting rid of her.
When I returned with our bounty, I cleared some space on my desk to layout our one-star dinner. It was clearly more than we could eat, but I grabbed some paper plates and napkins for the feast. We dug in like two teenagers that hadn't eaten in days. As we ate, she asked me, "Are you married?"
I replied, "No," with a face full of pizza.
Then she asked, "Can I ask how old you are?"
I chewed up the pizza in my mouth and wiped my face before replying, "Let me tell you answers to some of the standard questions I get asked, and then you can ask me anything I forget." I took a big gulp of soda before continuing, "I was married when I was younger, but it didn't work out. I never had any children, although I have nephews and nieces that I adore. I'm fifty years old and work-out regularly, and no, I don't have six-pack abs. And last, but not least, I'm not gay."
Jackie stared at me with bewilderment for a moment and then just starting laughing. I must admit that her ability to laugh at things nearly had me sold on trying to date her. When she settled down, I asked, "Did I miss anything?"
She questioningly replied, "So, do you computer date much?"
This time I laughed before answering, "Not anymore!"
Jackie spoke up with her answers, "I'm thirty-two and have never been married. I was with the same guy for ten years, and he left me when we figured out that I was the reason we couldn't have kids. I wandered aimlessly for about a year, then my friend Vicki got me a job next door, and here I am. I'm still having trouble dealing with my infertility and haven't dated because of that." She stopped and looked away, obviously feeling a little embarrassed at having over-shared.
Jumping right in to alleviate her indiscretion, I said, "You needn't feel mortified in front of me. I'm of the age and belief that we all do stupid shit from time to time, and should get a pass every now and again. It's only when the stupid shit becomes continuous that we should worry."
Jackie's face lit up with a smile as she responded, "Thank you for making things easier." She stared at me for a moment before she leaned in and kissed me lightly on the lips.
"Thank you!" I appreciatively replied.
We went back to eating, but it was slower and more relaxed. After another piece of pizza made its way through my gullet, I asked, "Why the questions?"
Jackie composed herself as if replying to a question on the stand by wiping her face and then comically gargling some soda. "Okay, so some of the girls were curious about your situation because we all think you're very nice," she stated before breaking to laugh at herself. I started laughing, too, and it was another couple of minutes before we settled down. Less serious this time, she continued, "Some of the less scrupulous girls think that you'd make a good sugar-daddy since you own your business."
Staring deeply into her eyes, I asked, "What do you think?"
With a little hesitation in her voice, she answered, "I thought you were nice too, but that was it. Then you saved me from the foul weather, let me get dry and warm, and fed me for the evening. Now I think that you're a great guy with whom I could enjoy some intimate time, with no strings attached."
Before I could respond, she leaned across the desk again and grabbed my face while pressing her succulent lips on mine. I mimicked her moves, and we quickly started swapping tongues. The kiss continued for a while before she pulled away. Grabbing my hand, she walked me to the end of the desk and led me into the bedroom. Once inside, still facing away from me, she pulled the shirt she borrowed from me over her head.
Her action revealed her bare body and beautifully toned legs, ass, and back. As I admired her from behind, it struck me that all this time, she was walking around without panties. Turning back to me, she stepped in for another long seductive kiss.
My hands instinctively wrapped around her and pulled her in tight. My hands started to move about her back and ass as she began to unbutton my shirt. Once she had the buttons finished, she moved to my pants and unbuttoned them before sliding my zipper down. She pushed my pants and underwear past my waist, and they fell to the floor. The kiss paused as she pushed my undershirt and shirt off and tossed them on the floor. I pulled her back into me again as my pulsing member lay against her trim belly. We continued to kiss before she pulled back and dropped slowly to inspect my equipment.
Jackie kissed and licked all over my penis and scrotum for a minute before taking me into her mouth. I let her go for as long as I could before I was too close to cumming. I gently pulled away and raised her up for another kiss before picking her up and laying her on the fold-out bed. I kissed my way up her legs and patiently made my way to her neatly trimmed pussy. I tend to be an all-in kinda guy when it comes to cunnilingus, so I pushed her legs far apart for full access. I started with soft licks of her labia and worked my way between them for my luscious surprise. I can be a little overly aggressive in this aspect of my love-making, but I do so love the taste of an aroused woman.
She was already quite moist with a hint of sweetness. As I delved deeper, swirling my tongue in her sex, she grasped my head to pull me in further. She began to moan, and I knew that I was doing good work. After a few swirls in her love canal, I'd pull my tongue out and swipe across her hardening little nub. This elicited a louder grunt, and I knew that she'd cum from just that alone. But I was in no hurry and kept plunging and lapping inside her scrumptious box. Her moans had become continuous and resounding as her body began to quake.
I was surprised at how easily Jackie peaked, and within seconds, I was treated to a warm heavenly treat as she released a deafening scream. Her hips were pounding my face as I continued to lap at my reward inside and out. Her climax seemed to continue as she tried in vain to pull my eager tongue from her convulsing vagina. I did slow my efforts to allow her to come down for a few moments but never left her beautiful box. As I gave her lips and clit soft kisses, she managed to put together a few words between deep breaths. She gasped, "How did you... I've never cum so... do it again!"
This time I worked on her swollen little nub by running my flattened tongue across it lightly at first. She was already panting and vibrating before I really got going. With her so close already, I began flicking it with just the tip of my tongue and gradually increased the pressure. Within minutes she was screaming and convulsing once again. I was rewarded with another dose of her delectable juices. As she came down, she pulled me up on top of her and kissed me wildly. Sliding one hand down between us, she moved my stiff cock to her entrance, and I moved inside.
I eased into her until our pelvises met and just stayed there as I kissed her hard. Her damp heat was almost too much to handle initially, so I extended the face sucking for a little longer. Jackie was impatient and pulled her face from mine and demanded, "Fuck me!"
I began moving in and out at a slow pace, while she pulled my face to hers for more tongue wrestling. As I increased our pace, I knew that my orgasm was now inevitable and wanted to bring her one more before I finished. I hooked my arms in her legs and pinned them back to her shoulders while moving even faster. Our mouths broke apart, and she panted and screamed, "You're going to make me cum again... harder, fuck me harder!"
The head of my cock started to swell as I felt my semen move toward her waiting hole. With the first burst of cum from my dick, I slammed into her hard. That seemed to push her over the edge, as she wrapped her arms around me like a python. We climaxed together as she ground her clit against my pelvic bone. With my energy spent, I rolled her on top of me as our chests heaved.
My shrinking cock slipped from her cum-filled pussy as our breathing slowed. Jackie stated, "It took me all these years to find someone that could make me cum that hard. Now I want another, so how long before you're ready to go again?"
"Well, at fifty, my pecker takes a good bit longer to recover than it used to; however, my tongue is always ready," I replied with a sexy wink.
"Okay, let me clean up first and then... "
I interrupted with, "No need for that, just slide forward and board the tongue express."
Jackie looked at me hesitantly before I grabbed her ass-cheeks and pulled her up my torso until her yummy slit was on my face. My tongue began slipping inside her while my hands made their way to her perky little breasts. I massaged them and occasionally flicked a nipple to test their reactiveness. Each flick seemed to elicit a little cry in between the ongoing grunts and moans, so I dialed up the pressure. Squeezing both nipples, I tugged and rolled them as the cries became one long one. While I was pleasuring her tits, Jackie was rubbing her saturated pussy all over my face.
She began to tremble and begged, "Lick my clit, please!"
I managed to get out, "Hold still," in-between her passes over my face.
When she stopped, I pulled her clit between my lips and gave it a few light nibbles. She howled like a banshee and soaked my face and neck with secretions before fainting sideways across the bed. I covered her up and spooned her as we both fell into a deep and restful sleep.
I woke while it was still dark outside, and we were still tightly bundled. I wouldn't have considered getting up, except that my bladder had already decided otherwise. As I untangled my body from Jackie's, she stirred and quietly said, "Hurry back, I think my pussy needs some more attention."
I scampered to the bathroom and had a little trouble starting the stream, with a growing hardon. Once I finished, I slid back next to her, and the making-out commenced. This time it was slower and more loving with hands gently roaming. I moved down from a kiss and drew her left nipple into my mouth to suck and nibble. While I was doing that, she was busy fondling my balls and sphincter. My nibbling was causing her some excitement, so she moaned, "Do the other."
I trailed my way across and gave her right nipple the same treatment. After another minute or two, she begged, "Do my pussy now, please, and give me that cock."
I moved around into a sixty-nine and pulled her legs back and apart, hooking my arms behind her knees. Jackie grabbed my ass with both hands and pulled it down until my scrotum was in her mouth. She rolled my balls around in her mouth, causing my penis to become fully erect. I licked at her outer lips, making sure not to touch her clit. With her legs back as they were, it was easy to run my tongue across her little pink star occasionally. After a few times of doing that to her, Jackie felt the need to do it to me also. There, for a few minutes, we had an old fashioned rimming contest, and it seemed we were both the winners.
The rim jobs got us both fired-up, and we quickly devoured each other's genitalia. My tongue lashed at her open snatch and clit while she pumped my hardened pole deeply into her mouth. We both went wild, trying to bring each other to the edge while suppressing our own climaxes. I finally couldn't take any more, raising off of her, I turned around and slid into her waiting pussy. Kissing her lips softly, I asked, "Now isn't that better?"
"Much," was her reply as she pulled my face tightly into hers and started working her hips against mine. I kept the pace slow as we were busy kissing lips, necks, and nipples while I slid in and out of her vaginal grasp. I was getting close and wanted to make sure that she was also there. I slipped a hand between us and rubbed her clit with my thumb as my orgasm began to overtake me. Fortunately, she was just as close, and we both came together as we sucked and bit each other's necks.
We lay there kissing and cuddling for a few minutes when Jackie asked, "Would you like to clean me again? I'd love to have your tongue down there again."
"You would?" I questioned while rolling on my side and giving her my best inquisitive face while trying not to laugh.
"Yessss!" she cried as she rolled me over onto my back and kissed my face all over. She started to get a naughty look on her face as she pulled up. Jackie then slid her warm slick pussy up my torso before planting it on my extended tongue. She slipped her hands around my head and stuffed my face into her. She acted as if she would stick my whole head up there if she could.
Her intensity was contagious, and I grabbed her ass cheeks aggressively and stuffed my tongue deep inside her needy hole. I wagged my tongue violently inside her and felt her begin to tremble. Her vaginal contractions escalated into bed, shaking convulsions as her climax hit her harder than any before.
Her hands slipped from my head as she needed them to maintain her balance. I had slowed my stirrings in her loin through her orgasm but had not released my grip. When she attempted to move, I clamped down on her thighs. She whimpered, "I can't ... I can't do it again."
Moving my mouth from her delicious box momentarily, I replied, "You're not clean yet, and I need more of your delicious nectar." I whirled my tongue about her outer lips to collect any juices that I missed. After that, I began slipping my tongue in and out of her while making sure to rub her clit with every pass. Jackie put her hands on the wall in front of her and pressed down on my mouth. As her climax enveloped her, she growled and screamed like an attacking animal. Throughout her contractions, she flooded my mouth and face with her fluids.
Jackie didn't pass out this time but slowly sank down on top of me. I slowly pushed her hips back down my torso so that we were face to face. She lay her face on my chest as she panted her way to normalcy. While she was recovering, I managed to pull the covers over top of us. When her breathing slowed, Jackie said, "You've managed to give me the best orgasms of my whole life, all in one night. How is that possible?"
"Orgasm fairy?" I said while stifling a laugh.
"Seriously, how do you do it?" she begged.
Pretending to wipe the smile from my face, I replied, "I was raised to believe that it's always better to give than receive. I think it's especially important when you're enjoying time with another person. In my mind, sex should always be performed as if you're making love."
"Oh," was all she said.
With Jackie at a loss for words, I continued, "I know that we barely know each other, and I have no illusions about the future. I do believe that given time, we could become good friends, with benefits. I do understand that there is no up-side for a beautiful young woman like yourself, dating an older man."
Jackie piped up with, "I can think of many benefits, but you're right, we barely know each other. So shall we just go back to enjoying each other for now?"
"I think that's a great idea," I said as I pulled her in tight and ran my hands over her back and perfect little ass.
To be continued...
John, married to Julie for eight years, was a HGV driver and spent most of his working week away from home sleeping in his lorry at night. John left home at four on a Monday morning and did not arrive back until late on a Friday evening, or even early on a Saturday morning. John's only means of contact with his wife during the week was either by phone or video calling, which he did nightly.John travelled all over the country delivering and collecting goods and spent his nights either at truck...
CheatingMeeting JackieA true story....We had been friends and chatted on Hamster for over a year. The friendship became more fun and deeply erotic, particularly in the most recent three months. Personal photos were exchanged through e-mail. The mutual attraction was genuine and growing.Jackie is married with k**s. Like many young and beautiful mothers, she is stuck at home, bored, horny and watching porn as opened up her most secret desires and fantasies. Jackie wants to be trained to be a submissive...
In a hand stand with her legs spread in an American split and wearing a near translucent leotard is my sister Jackie. She's just about to be a freshman and is roughly 5'3'', 110 lbs, and B sized breasts but has been doing gymnastics ever since she could walk, and thus, has a jacked and sexy body that make my friends and even me drool. In her current position, we could gaze at her shredded back as her long blonde ponytail fell onto the ground, our gaze then rode up to her backside and her...
At the television news and weather station I work at, there are two girls who seem to have insatiable appetites for cock and cum. Nadine is a VERY cute blonde with a gorgeous face and body. Rumor has it she has blown every guy in our very large building… a rumor she makes absolutely no attempt to deny. One time she was asked what she felt the most important thing was in choosing a boyfriend. She just smiled and said: “Taste”. Jackie perhaps has blown fewer men, but not by much. A few months...
Group SexShe was gorgeous and so ready to spread her legs for me!A few days ago, I was backing my car out of my Target parking spot when I felt a car hit mine. I was only halfway out, so I didn't see the car until I got out. That's when I saw the red BMW that had hit me.The driver, a pretty blonde, was getting out of her BMW, saying, "I am so sorry, sir! I was fiddling with my radio and didn't see you! I'm so sorry! My insurance will fix your car."The young teenager was about eighteen, blonde, and had...
She was gorgeous and so ready to spread her legs for me!A few days ago, I was backing my car out of my Target parking spot when I felt a car hit mine. I was only halfway out, so I didn't see the car until I got out. That's when I saw the red BMW that had hit me.The driver, a pretty blonde, was getting out of her BMW, saying, "I am so sorry, sir! I was fiddling with my radio and didn't see you! I'm so sorry! My insurance will fix your car."The young teenager was about eighteen, blonde, and had...
I unzipped my pants and allowed them to fall to the floor. She ripped away my jocks and my half-hard cock sprung up into her face. I was born well endowed. My cock measures a good 10 inches. The problem with it is that many women can’t accommodate me - not given the thrashing I want to give them anyway. There are some people that know what they are talking about… and then there is Jackie. Jackie knows everything about everything. Or so she says. Then you dig a little deeper and find she knows...
GroupHey this is my first story so please don't be harsh. thank you Also none of this story is real, it is completely fictional. Thank you once again To start things off, my name is Chase. I am 16, and a sophomore in High School. I've had a lot of harsh times throughout my lifetime, including constant bullying throughout middle school, but I pushed through and made it through. That's when I met Jackie.Jackie and I met in history class, freshman year. I was very shy and had a lot of trouble meeting...
First TimeMother walked by my room and stood, watching me for a few minutes before she asked that inevitable question. "What are you doing?" I was sitting at my vanity plucking hairs from my penis. Mother won't allow me to close my door for privacy, and I didn't really think it was that odd, but then, wearing lingerie is not odd for me either. "Ever since Jackie and I got together, I've wanted less body hair, and I don't think it is right that he sucks on me and gets pubic hair in...
I sort of knew that my wife was screwing around on me, but I couldn't prove it. When Jackie and I had gotten married, she had told me that she didn't have a lot of sexual experience. Two boyfriends in college, and one when she started working; that was it. Then we had met, fallen in love, gotten married, and started the rest of our lives together. Jackie has always been somewhat reserved, somewhat conservative in her lovemaking. The most way-out thing she had ever done was go down on me, and...
I had just had a fight with Arlene, my on-and-off girlfriend of a couple of years, except that I didn't know there was a fight until I knocked on her door to take her to the party that night. Sometime between the time I left home that afternoon, which was a while before I headed to her place, she had gotten a call from Bill Blackstone, who asked her what she was doing that night. Bill had been trying to make moves on her for a while and I don't know if he even knew she...
“You’re a very bad boy aren’t you? Answer your Mistress!”“I’m a very bad boy. Mistress; can you spank me?”“I shall spank you. Look at your cock; it’s so little.”Spank, Spank, Spank “Do you like your pain? You’re such a sissy. Mistress may have you get all dressed up like a sissy and walk you all around. Do you want to dress like a girl? You’re so pathetic. Put your bra and panties on and walk around the room.”My name is William, and the only way for me to get aroused is to visit Mistress...
FemdomAUTHOR’S NOTE: Thinking back I recalled the numerous times that I had sex in a vehicle and I decided to write about those times in my life. My first thoughts were to rank the encounters from the least memorable to the most memorable. However since the best car sex partner ever was also my last, I decided to just go in chronological order. CHAPTER 01 – Penny 1963 CHAPTER 02 – Erica 1963 CHAPTER 03 – June 1967 CHAPTER 04 – Jackie 1969 CHAPTER 05 – Charlotte 1971 CHAPTER 06 – Pam 1975 ...
Disclaimer: This is a work of fiction and I do not condone any of the things written about. This is a sad story about my wife (Jackie) and I (Dave) who live in Boston. My wife is a Realtor for a large firm who specializes in selling commercial property, large sprawling ranch houses and large old mansions through out the tri state area. Myself, I work for a utility company, so I’m on the road a lot. I’m six foot 1 inch 200 pounds while Jackie is a stunning red head, five foot four inches 115...
Our legs were intertwined and each time we would grind our private parts together, the bed in the dimly lit room of the cheap motel would make at least one loud squeak, loud enough to almost drown out the John Coltrane music from next door that was loud enough to drown out our moans and screams. Room 12 at the Shady Rest Motel was our regular meeting place. I’d lost track of how many times I’d met Jackie there, twenty, thirty, or maybe a hundred. I didn’t know and I really didn’t care. I just...
Our legs were intertwined and each time we would grind our private parts together, the bed in the dimly lit room of the cheap motel would make at least one loud squeak, loud enough to almost drown out the John Coltrane music from next door that was loud enough to drown out our moans and screams.Room 12 at the Shady Rest Motel was our regular meeting place. I'd lost track of how many times I'd met Jackie there, twenty, thirty, or maybe a hundred. I didn't know and I really didn't care. I just...
Cousin JackieBy Short StrokerHere’s a tale about something that happened unexpectedly. My job required me to travel out of town with a co-worker for a job that would take a week. My mother suggested I look up one of her cousin’s k**s since she lived in the area where I would be working. I knew the girl and I figured I’d give her a call and fulfill my obligation. I made contact with her before leaving town and she was excited to hear I was coming to town. Once we arrived I talked to her by...
Army life in peacetime isn't all that bad thought 2nd Lt. Bob Lacy after his first four months on active duty. He had started off his two year active duty stint by completing the eight weeks Basic Armor Orientation Course at Fort Knox, Kentucky. He had done well and finished in the top 10% of his class. Upon completion, he reported to Fort Riley, Kansas which was the home of the 1st Infantry Division, The Big Red One. He was assigned to C Company of the Armored Battalion as Tank Platoon...
Jackie was a stuck up bitch with an "I'm much better than you" demeanor. She looked down her nose at every one else in the family and I can honestly say that there wasn't anyone in the family that liked her with the possible exception of her husband Matt. I say possible because I'm not even sure he liked her after being married to her a while. Matt, or Matthew as he preferred to be called, was my wife's brother. In a way he and Jackie deserved each other. Matt (I call him that because it...
Jackie arrived on time to meet her date. She looked chic in her knee length black chiffon dress and five inch Italian stilettos. She wore her hair down unlike the first time they met. She had met Tyrus at Starbucks, and thought he was cute not knowing the lingo to order herself an Iced Quad Venti Non-Fat Caramel Macchiato. Which he offered to replace after knocking hers over reaching for his espresso. She assisted him in ordering the drink and they exchanged numbers. After weeks of talking on...
MatureOh my God! I thought JR was going to make me come right there in the lunchroom, and I didn't care. His fingers were magic. I was panting from the short, but very erotic, fingering and kiss. I was dripping! "Okay, I get the point, Baby," I said. "Have I told you how much I love you lately?" JR grinned and said, "I never get tired of hearing you tell me. I love you too, Honey. So, what is your plan for the rest of the day?" "I'm not telling you." "Why not?" JR asked. I giggled,...
I had my first swinging experience with a mature black girl named Jackie at a gloryhole several years ago. Jackie and her husband are middle aged and posted on a swinging site a couple days in advance that they were going to be in town and would be visiting the gloryholes. They had been a couple times before and I had missed them so I was excited I would be able to see them this time. The night of their visit came and I was waiting for them to show up near the booths. It was a few minutes...
I had my first swinging experience with a mature black girl named Jackie at a gloryhole several years ago.Jackie and her husband are middle aged and posted on a swinging site a couple days in advance that they were going to be in town and would be visiting the gloryholes. They had been a couple times before and I had missed them so I was excited I would be able to see them this time.The night of their visit came and I was waiting for them to show up near the booths. It was a few minutes past...
Aunt Jackie was my Dad's sister who lived across town from us. She was my Dad's only sister and he looked after her even into adulthood. My sister and I spent plenty time with her as she had no c***dren. As I became a teenager and started playing ball I didn't get to see her as much as I used to. One day my dad told me to go over to her house and charge her battery for her car. So I loaded my dad's charger and headed over to aunt Jackie's. I got to her house and rang the bell. When she...
Mistress JackieThe next morning, even before the wifey left for work I got a text from Mistress Jackie. “Don’t call, just come see me at my house as soon as she leaves, I want to hear all about it in person. Don’t worry, hubby will be sleeping for another couple hours.” Oh shit, my cock was so sore that it hurt to walk and I was pretty sure my balls were dry. Mistress Jackie and our Spicy neighbor had milked 3 loads out of me yesterday morning and then Mistress had told me to play with wifey...
Two days ago my parents held one of their famous family meetings. I sat at the dinner table with Mom, Dad, and my sister, Mo. After the usual "how's school going" talk, Dad dropped the bomb. "Girls, Mom, and I have agreed to let your cousin, Jonathon, live with us for a while," Dad said. "He and your Aunt Sarah will be here on Saturday." I was stunned! Why was my cousin, someone I didn't really know, going to be moving in with us? Just as I was about to pose the question, Dad...
I was happy for my cousin. JR had been doing great and my friends liked him. I took him to a party one Friday night and he didn't even drink. There was beer there, but he said he didn't want any. Over the weeks he had been living with us, JR had become a pretty good swimmer. He could hold his own with Ted, one of the stronger swimmers on the team. Our coach told me he was a natural. Kim had been talking about JR since she saw him in the shower. Girls talk, a lot like guys do, and she...
Oh boy, here it comes, I thought as Mom finished her sentence. The sex lecture! How embarrassing was this going to be? Here I was. I had just spent the day naked. I jacked off my cousin, now boyfriend, and now we were going to have to endure my parents' lecture about being responsible. When Dad asked Mo to leave, I was all the more worried. Not about the lecture, I could understand that, it was how JR was going to respond. My parents had always been very open about sex. If my sister or I...
I was about half asleep and enjoying the feeling of having JR next to me. The door to the bedroom opened and I saw my mom standing in the opening. I blinked a few times to help my eyes adjust. When I was finally awake, I began to panic. Mom put her finger to her lips and then smiled at me. She came to the bed, leaned over, and whispered, "I'm leaving in a few minutes. I checked your room but found it empty. Is everything going as well as it looks?" I grinned and nodded. Mom kissed my...
"Okay, tell me all about it, Jackie," Kim said to me when we got into the bathroom. "How was it having Ted lick you while you sucked JR?" "It was dreamy! I thought I was going to pass out," I told Kim and Mo. "Ted must have been great!" Mo said. "Ted was okay, but JR was wonderful! He fingered me before Ted came up. I never felt anything like it before. When I was kissing his cock, I almost came—before Ted did anything," I said. "How could JR ask Ted to do that? Doesn't he...
I woke up next to JR. He was on his back with one arm under my neck. Rolling toward him, I kissed his face. JR was erect and I decided not to waste his beautiful hard on. Grinning, I straddled his sleeping body. I lifted his throbbing organ, aligned it with my sopping pussy, and slowly impaled myself on him. When I had his entire length in side me, I leaned forward to kiss JR again. JR opened his eyes, looking up into mine. I grinned, wiggled my bottom and said, "Good morning, Lover. Would...
JR was still sound asleep when I woke up. I propped my head in my hand, watching his chest rise and fall with his breathing. Part of me wanted to wake him, but I decided to let him sleep. I slipped out of bed and went to the bathroom. Mo came in to use the toilet. "That was so cool last night! I can't believe the entire team got naked," Mo said. "We're a team, we support each other," I told her. "Remember when I asked if JR could be my first lover?" Mo asked. "Yeah, I...
Boy was I ever ready. JR had been covering my exposed pussy, but the other kids couldn't see what he was doing with his finger. He was gently stroking my labia and teasing my clit the entire time we sat there. I stood up. JR also got up and then he took my hand. I grabbed my drink, showing JR it needed to be refreshed. With fresh drinks in hand, we went into the house. I followed JR down the hallway. He stopped, turned around, and gave me a hug. We kissed, we kissed hard. With my free hand,...
Once the house was cleaned, the sheets washed, and the beds made, JR and I said goodbye to our friends. I held his hand as we walked out to the truck. JR opened the passenger door, holding it while I stepped up into the cab. "Nice view," JR said from behind me. I knew he was looking under my short dress at my butt. "So, that's why you're always a gentleman and hold the door for me," I said while wiggling my ass. "No, that's not the reason, but it is defiantly a benefit!" JR...
Jackie arrived on time to meet her date. She looked chic in her knee length black chiffon dress and five inch Italian stilettos. She wore her hair down unlike the first time they met. She had met Tyrus at Starbucks, and thought he was cute not knowing the lingo to order herself an Iced Quad Venti Non-Fat Caramel Macchiato. Which he offered to replace after knocking hers over reaching for his espresso. She assisted him in ordering the drink and they exchanged numbers. After weeks of talking on...
It was a warm, June afternoon when we first met. I was in the uniform store picking up my uniforms, preparing to begin a career as a cop, and she was in the store getting her corrections uniforms for her new career. She was about 5’2′ with shoulder length brown hair, well rounded, soft-looking breasts and a cute heart shaped ass. As my eyes met hers, she smiled and said ‘Hi, my name’s Jackie.’ I’m Steve, a pleasure to meet you’ I replied. ‘Are you new on the job too?’ Before she could reply her...
It was a warm, June afternoon when we first met. I was in the uniform store picking up my uniforms, preparing to begin a career as a cop, and she was in the store getting her corrections uniforms for her new career. She was about 5'2" with shoulder length brown hair, well rounded, soft-looking breasts and a cute heart shaped ass. As my eyes met hers, she smiled and said "Hi, my name's Jackie."I'm Steve, a pleasure to meet you" I replied. "Are you new on the job too?"Before she could reply her...
Straight SexI found myself tangled with naked bodies when I woke up. There was a hand on one of my boobs and I quickly determined it belonged to JR. As I came out of my slumbering state, I began to recall the events of the previous night. While fun at the time, giving a bunch of guys blowjobs wasn't something I wanted to repeat any time soon. The act made me feel a bit sluty, but it didn't really bother me, not at the time. What did surprise me were the subtle differences in the taste of the guys'...
Jackie? Is that you? * Yeah, Mike. What's the matter? Nothing Jack. Nothing. I've just missed you so much. I wanted to phone and tell you. * Oh, you sweetie. I've only been gone a few days. I know, but I can't stand it. Are you sure you need to stay for the whole semester? * Well, of course I do, silly. How else am I going to pass? Oh, well I had to ask. * Are you sure you're alright? Yeah, I am. Honest. I wish you could be with me though. * So do I, but it's not to...
I showered after Mo on Monday morning. When I was finished, I knocked on the door to JR's room, using the signal we had agreed on while sitting on the patio the evening before. I left the bathroom to dress, listening to make sure he was up. "Good morning," JR said when he came into the kitchen. He stood with his arms at his side wearing one of the new outfits I had picked out for him. "Well, do I look presentable?" I couldn't believe how good he looked! "Yes, you look fine," I...
When I woke up, I started grinning and humming a song. Mo giggled and asked me what was making me so giddy. When I told her, she shouted, "YEAH, way to go!" I giggled and said, "You're right, it isn't bad at all. In fact, I liked it. I don't know if I liked the taste because of the flavor, or because of whose it was." "Maybe both," Mo said. "There is only one way to find out." "How?" I said, realizing where it was going after I said it. "Oh, you mean give another guy a...
I was still vibrating when JR drove away from TJ's. He dropped Cindy, Suzie, and Ted off at their houses before heading home. Mo rode with my parents. I was still in a daze. I had watched JR take on three guys that were bigger than he was and beat all of them. He moved like he was dancing as he punched and kicked the bullies. I remembered hearing about Cindy's sister and her ordeal. The local news covered the trial. I couldn't imagine how Cindy must have felt when the Baxter brothers came...
JR gave me the keys to the truck while we were walking across the parking lot. I smiled, taking the keys from his hand. On the way home, JR stared out the window, not saying a word. It felt good to be out of school and away from the kids that wouldn't leave JR and me alone. While JR was the center of attention, I had to deal with kids asking me about what my boyfriend did. At first, I beamed with pride when I answered their questions, but it quickly became very irritating. The thing that...
I woke up to the feeling of JR's cock against my butt. Giggling to myself, I decided a girl could get used to that. The only problem was JR and I were both wearing underwear. I wiggled my backside, and JR squeezed my boob. I wiggled again, he squeezed again. We continued until we were both laughing. I rolled over so I could kiss him. We shared a few kisses before getting up. I had gone to bed in my panties, JR was wearing his boxers. When we sat up, I saw Mo sitting on her bed. She grinned...
"No, she's working until 7," I replied. "Okay, I'm coming over, and I'm bringing Jasmine. I want you to teach her how to fuck before she goes off to college." And at the moment those words crossed my eyes, I was shocked. While I have deep affection for my girlfriend, Jasmine has always been in the corner of my eye and at the in the back of my mind. To find out that she was a virgin was a surprise in itself, but that my girlfriend wanted me to fuck her was truly a shock. When...
My car ran out of gas in the middle of nowhere. Luckily there was a gas station not to far from where I was. At the time, I had long blonde hair and I was wearing a white blouse. I have blue eyes. You could see my black bra through my blouse. I was wearing a pair of denim shorts. My boobs are nice and big. I also have a big firm ass. Overall, I'm a very attractive lady. I was walking for about a half-hour until I got to the gas station. The gas pumps were old and dusty. You could tell that...
Oral SexBeing DippedLife can be pretty sweet. Look at me, sitting here in the prime of mylife on a Friday evening watching a movie on my super huge tv with mybeautiful girlfriend by my side. Hell, I don't even like the stupidmovie, but nothing is gonna get me out of this terrific mood."Hey Loverboy, I got a secret sumthin'- sumthin' today from one of myspecial friends," my girl teases in a sing-song way. Cammie and I havebeen pretty close these past few months, and I'm starting to really seeus as a...
The Beginning I have been thinking a lot about how my Mom influenced me. She was very beautiful, intelligent, and willful. I have always admired her and loved being with her. It is not that I did not love my dad. When he was around we would play ball and do other father son things. However, he had a job which entailed a lot of travel, so he was away for weeks at a time. Therefore, it was my Mom who was ran our home, and when my dad was home he toed the line with her. I later suspected...
This is a continuation of my story into becoming a sissy boy. I am adding chapters 2 & 3 in this section. Please read The Beginning of SissyJackie for the start of my journey. 2. The Beginning-Addendum In addition to "Some Like it Hot," there were also other crossdressing themes I saw on TV; namely Bugs Bunny cartoon. They had a profound effect on me when I was just starting to dress and reinforced my desire for women's clothes. How I loved seeing him as a mermaid and...
any of the actresses mentioned below. This story is written down for enjoyment purposes only. Reese witherspoon woke up with a headache. She didn't know where she was. All she could feel that she was blindfolded. Not only that, she was tied to the bed with duct tape, unable to move her hands and legs. She also noticed that she was nude. A duct tape covered her mouth so that she shouldn't shout. All she remembered was going to a producer's home for some script reading of a film they were...
Wishbone: Along Came Jacki By The Sympathetic Devil [email protected] Dave came home from work early, his bitchy boss having told him he wouldn't be needed there anymore. He hated his life! How was he ever going to get laid when he was unemployed and still lived in his mother's apartment at 25? Something was weird. His mother's clothes are scatted all over the living room. She pitched a fit if Dave so much as left his jacket on the arm of the couch, but now her bra is...
It was the weekend of my cousins wedding, I was staying at the wedding venue resort from the Friday night. The Friday night, there was a massive storm pouring with rain when I met up with my cousin at the bar in the venue and had a few drinks with him and his best man, settling the nerves for the big day. Mid night arrive and I decided to head to my room, which was on the other side of the resort where the cheaper smaller rooms were. While walking in the passage, still pouring with rain, I saw...
Sahil is 18 year old boy, 6 feet tall, fair has a slender body. He looks like a model. He is studying in school and very popular among girls, as he is a very good dancer in his school and won many prizes. He had a girlfriend name kirti, she usually let him kiss her lip and let him presses her boobs from outside. Sahil badly want to fuck her pussy but she never allows him to fuck her. One day while kissing he inserted his finger inside her panty through her skirt and made her forced to open her...
Gay MaleThe third person I ever had sex with was my husband so you couldn’t call me promiscuous. I lost my virginity aged 18 during a drunken student party and I was not at all impressed with the whole sex thing. The second man came along two years later; he was my first long term love, well a few months anyway. Then there was Paul, we dated; we got engaged and eventually married. I didn’t know and didn’t care if our sex life was good or not, it was good enough for me. We had and still do have sex...
So we went at a nice hotel in town, just a night away for a dinner and some fun. Away from home and the routine. We Rented a suite on the 10th floor and intended to just relax away the day and night We checked out the bar and took a seat in a leather ensconsed booth which was very cozy and private. I got a couple of drinks from, and made some small talk with the bartender. A nice guy about 25 yrs. old. It was early, about 4pm and we had the place to ourselves As I sat in our booth I noticed him...
We fade in in the middle of a quiet street, in the low-rise central area of a small midlands town, with one and two story buildings around us. To one side, a long flat warehouse/factory type unit, stocking and fitting tyres for local drivers, to the other, the town’s train station. Looking like a traditional old station, but rebuilt fairly recently. There’s a small car park between us and the station, and it’s almost full. We watch as a car drives down the road toward us, then turns into the...
As a construction supervisor I meet all sorts of subcontractors. Working on a Saturday is not uncommon and often the subs bring their teenage sons along to learn the trade. This was the case when I met Dillon. Now I am a straight male but even I have to admit this boy was cute. Small boned, brown wavy hair to his shoulders, blue eyes and an engaging smile. At lunch time Dillon found me in the construction trailer and asked if he could talk to me. “Sure,” I said pushing a chair towards him. He...
Part 1 I had already experienced a number of threesomes in the past with my wife, about four I think. They had always excited me, I’d always got harder and lasted longer than at any other time we had sex together. I never analysed it very much at the time, about why it turned me on so much. I just knew it was going to be one of the most arousing nights of sex I was likely to enjoy – apart from one time when Julie seemed to be interested only in the guy we were with and I felt very much...