Debbies first
- 3 years ago
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It had been a few months since my epic hairbrush spanking from Debbie. At the end of which I had said, “This punishment routine cuts both ways…expect me to return the favor when you next step out of line.” We learned that corporal punishment was an effective way to get the point across that certain behavior was not acceptable and would not be condoned. Behavior actually improved for a period of time after a serious discipline session. However, to ensure that discipline was administered with...
Hi all, it's been a while since my first story, this is another fantasy I have. If any of you young ones out think like this, do it cos if you dont you will spend the rest of your life wondering what could have been. Here I am about to tell you how I came to be what I am. I am a Shemale, 18 years old, 5' 8", blonde, blue eyes, slim body with 38DD 26 36 and 8" figure. I am very feminine thanks to all the hormones and surgery I have had since I was 13. I started well before puberty set in...
Back when I was younger, I had a fantasy about how it would feel to be taken forcibly by a group of men. I'm a petite blonde, 5'2" and 110 pounds. At the time of this story, I was 20 years old, and had experienced some good sex and a little great sex. I had a submissive streak in me, though, and my **** fantasy bubbled to the surface every once in a while. The story I'm about to tell is about how I came to be rid of that fantasy forever, and I'll tell it from my point of view, twenty years...
Debbie's dream comes true Hi, this is a sort of follow on from my last story and is a fictional account of what I would like to happen to me. I am yet again visiting Steam Works, this time hiring a private room in order to change and make myself ready. I have some new items with me this time; a locking chastity device and a latex mask. Putting the chastity device on is sometimes a problem for obvious reasons, so I have brought some ice cubes to settle things down so I can get it on...
Michael was in an emotional turmoil.He had finally given up to his sexual urges and made a move.After all those nights of fantasies he finally ended up fingering Rachael.She must be a virgin he thought how else could she possibly be so tight.It was hard to even push his finger inside her he could only imagine how tough it will be to push his long thick cock inside her tiny hole.Then his eyes caught the sight of Rachael's pink cotton panties that she had left behind in hurry.Michael picked...
Don’t you just love it when a subreddit is super direct? Well, that makes two of us, and I am here to talk about all the juicy pussy content that r/PantiesToTheSide/ has to offer. Well, take your time and explore everything on r/PantiesToTheSide/, because as long as you love looking at dirty muff pictures of hot Reddit sluts, I am sure that you will love everything this subreddit is about.There is not much for me to explain about this subreddit when it comes to the content, because the name...
Reddit NSFW ListDebbie pulled into the parking lot at her work place.Traffic was horrible this morning, she thought to herself as she checked out her reflection in the mirror.Debbie is 27, 5'6, 110 pounds, with long red hair, sparkling blue-green eyes, and 34c breasts.She lives in New York. She opens the door of her 2000 Black Ford Mustang and steps out onto the pavement, taking a deep breath.Debbie walks up the step and into her office building. She waves to her coworkers and goes to her desk. She sits down...
Debbie made a habit of attending as many rock concerts as she could afford and doing whatever was necessary to get into the group’s dressing room backstage after the show and hopefully spend the night with one or more of the lucky guys. Tonight Debbie was going to a concert featuring a group known as Death Warmed Over – not the kind of guys you’d bring home to mother, unless of course your mother was Morticia Addams. As she dressed for the evening, she went over in her mind...
Introduction: The girls let Steve tape them skiing and dancing in their bikinis and show the tape to our friends. This story is partly fiction. Debbie did have a skimpy white bikini that showed her nipples, aureoles, cunt hair and cunt when it was wet. She liked everyone looking at her when it was wet, especially when she got into the boat and brought her rope in. Debbie loved being videoed and being seen naked. About two weeks after Steve moved to town, before he had fucked her my wife,...
Chapter 1Debbi and Mark appeared to be the perfect couple. He was kind, intelligent, thoughtful, goodlooking, sporty and in a well paid job with good prospects. Debbi was incredibly attractive with astunning body and a bubbly personality. They both commuted into the city centre for their work,she as a secretary and he as an insurance assessor. Mark's parents had bought them a nice house.But they found out early on in the marriage that Debbi couldn't have c***dren. Mark tried his best toreassure...
Hi, my name is Don. My wife is Debbie who is thirty-five, blonde, blue eyesd and five feet tall. We've been married for seventeen years. We met in high school and have been sweethearts ever since. Both of us were virgins when we met, so you can appreciate that neither of us has had much sexual experience with other people. When we hold each other, the top of Debbie's head rests just under my chin. Sex is incredible, but sometimes having Debbie in my arms is better. There is nothing greater...
CuckoldHi, my name is Don. My wife is Debbie who is thirty-five, blonde, blue eyesd and five feet tall. We’ve been married for seventeen years. We met in high school and have been sweethearts ever since. Both of us were virgins when we met, so you can appreciate that neither of us has had much sexual experience with other people. When we hold each other, the top of Debbie’s head rests just under my chin. Sex is incredible, but sometimes having Debbie in my arms is better. There is nothing greater...
We had moved to WA. Sue had promised me that she would not continue her cheating ways if I took her with me. We had been there less than three weeks and she was pushing me to allow her to break the promise. Marg was due in a few days. Sue had encouraged me to have sex with the babysitter. I was reluctant because she had only recently turned eighteen and I did not want to do anything that could cause her any harm or stress. I agreed only on the basis that she made all the moves. Sue and I were...
Group SexThis story happened about twenty-three years ago. Shortly after our daughter was born, our sex life shifted into high gear and we had great sex almost every night. Debbie had lost a lot of weight after the pregnancy, looked great and knew it. She started wearing more revealing clothes -- shorter shorts, halter-type tops, slinky sundresses and often went without a bra and sometimes, even without panties. She bought some very sexy teddies and nightgowns and we played in the evening for hours at a...
Debbie– Part 1 - My first encounter I arranged for Debbie to come to my hotel, she arrived at the correct time walked past reception straight into the lift and up to my floor, she knocked on my door, its opened, Debbie goes straight into the bathroom as she has been instructed before hand.20 minutes later Debbie emerged wearing her hair piece, light make up, a short black see through skirt that shows off her thong, hold up stockings, camisole top and a pair of high heal shoes, Debbie walks into...
Debbie woke early on Saturday morning just as it was getting light. She'd slept like a log and as she opened her eyes the only thing on her mind was the caning her mum promised she was going to give her today.Her hands where she'd been caned at school yesterday were barely tingling now. But her striped palms were still an angry red and she felt the excitement down below as she looked at them remembering her thrashing. She rang Mike at the usual time. This was after he'd been on his morning...
IncestDebbie recoiled in disbelief after her gal pal of many beers sucker punched her in the tit.“This is NOT a thing,” Debbie blurted, berating her drinking bud while rubbing the side of her breast. “You don’t punch Mrs. Claus in the fucking tit. Ever!”“I disrespectfully disagree, you silly twat. This has always been a thing,” Olive reminded her long-time confidante. “Ever since we hooked and crooked our way through college. Say or do stupid shit - get a boot to the box or a fist to the tit. And...
HumorAbout two weeks after Steve moved to town, before he had fucked her my wife, Debbie, bought herself a new bathing suit for sunbathing. Both the bottom and top were unlined. It was really skimpy, exposing an inch of the bottom of her tits, and two inches of the outsides and three inches insides of her tits. The top part went clear down to the edges of her aureoles. It was really soft and stretchy and molded perfectly to her tits and nipples, without distorting her nipples. The...
When Mike had finished at university, he was due to start work in his chosen profession with a top law firm working in the city. He had passed his law degree with a first and because of this, he had found that he had first pick of most of the positions being offered to graduates. He was going to spend his first year working as a trainee lawyer while Debbie would be finishing her degree at Warwick University. They were still very much in love with each other and had shared a flat during Mike's...
SpankingAs Debbie lowered herself onto Kevin’s cock she groaned loudly, her mind cast back to 2 days earlier when she had been riding a bigger and much thicker cock, Kevin held her hips as Debbie started to grind on his deep rooted dick, her mind now consumed with the cock she had been riding and sucking was really turning her on, she had met up with a few mates from work and had gone for a few drinks, getting chatted up by Jason she was unable to resist his cheek and ended up getting nailed into his...
The week or so passed relatively without incident. Meaning that Debbie and Dan returned to work and got back to their normal routine. Except that Debbie continued to dress more provocatively (for her) including very daring, even scandalous, underwear, when she wore any at all, and that Debbie and Dan had sex far more often than previously, like nearly every day. And when they fucked, the house rocked. Every orifice Debbie had was used often and well. Oh, and one night Debbie (really Zach, but...
It was a dark and stormy night.Debbie left cheerleader practice in a rush, only having time to slip an anorak over her St Augustine College cheer-squad uniform. She scurried through the wild winds and rain, not wanting to be too late the first time she had babysat for Mr and Mrs Bates.But despite the weather, she was as high as a kite. Virginity found favour with the Lord and her family, and she had stayed behind and signed her abstinence and purity pledges in front of the squad. That was so...
First TimeDebbie and Barbie Do Reno by Debbie My wife Barbie has been very supportive of my need to dress up for all of the time we have been together. The day before she was to move in with me I told her of my desires. I guess it was my way of giving her a chance to back out. I didn't know what to expect. She said she had just seen a film about transvestites in one of her classes at college. She began to tell me about how the transvestites tucked their penis to get a more finished look....
Debbie Does Me.As I was in the area I decided I’d call and see Debbie. She’s a good sort and always brings out the best in people.As I arrived Debbie was about to leave but said you can come along it just might make things more interesting. She said it would be fun and there seemed to be a glint in her eye as she said it. She was wearing a long black coat heels and red lipstick. She looked devilish and bemused by her I said ok to which she replied I hope you don’t shock easily with a definite ...
As Debbie and I walked into the mall, I tried to convince myself that I looked perfectly normal. Just a teen cheerleader walking the mall in a bikini top and tight shorts. Maybe a little inappropriate, but not obscene. I tried but failed. Everyone was staring. People were pointing. I even heard one man say to his wife to, “Look at the naked little girl over there!” Little girl! He called me a little girl! Not a young lady. Not a teenager. A little girl. It was my biggest fear that my little...
Debbie was alone at a cozy, fashionable restaurant not far from her office. Lunch with a prospective client had gone beautifully. The client had signed where it counted, making a tidy profit for Debbie's insurance company. Though her face and body were only slightly different than they were before Paris, a trifle slimmer maybe, a bit more toned up, you would hardly recognize her as the same woman. Every eye, male or female, followed Debbie when she walked sexily into a room, and she only...
Debbie, Crane driver Debbie, Crane DriverSynopsisDebbie finds that getting to the top in a man's profession can be a difficult and painful experience. Debbie, Crane Driverby obohobo WarningsPlease take note!The text in this story contains erotic material and is expressly written for adults only. MF NC. SpankingIf you are underage or offended by such material, or if viewing this file is illegal in your locality, then leave, close or delete this file-story now. This is a work of fiction,...
When she phoned that first night Debbie told me that she had met two interstate men in the dining room who represented a variety goods company and had some excellent product that would suit our country business. I told Debbie to do an order with them, but she explained that she would rather I saw them myself as they were also looking for warehouse space in our state and there was maybe an opportunity to cash in on that. John and Tony called in about a week later, and their product was as...
We drove into the center of town and parked on Main Street in front of the tailor’s shop. “The tailor here is a friend of Ms. Connor,” Debbie said and opened her car door. I was still wearing the baseball cap and boy shorts with no top. I hesitated a moment, since there were people walking up and down the sidewalk. I took a deep breath and got out of the car. It was a short walk from the car to the shop door and I made it without anyone noticing that I wasn’t really a shirtless boy. Debbie...
Debbie wasn’t the best looking girl in the office. In fact, the waste bin looked more attractive. But there was something about her that I couldn’t put my finger on.She was hard working. She often stayed behind when everyone else left. Never did I have to chase her up over a project. Her dead lines were always met easily.In truth, she was about five, five, red hair, and dressed in loose fitting clothes. I guess this was what made her look so different from the other office girls.Her make up was...
Will you call the next candidate in please?Ah, hello – Its Miss Stephens isn’t it? I’m Alan Peters, this is John Cornwall and this is Jim Squires. I’m pleased to tell you that you have passed through the first interview round so we are able to confirm that you are qualified to do the job, and that there are no further requirements for you to fulfill as far as actually being able to perform in the role. This stage of the interview is purely to get our shortlist of, let me see, five candidates...
Debbie and I sat in the small dressing room and chatted for a few minutes. She explained that Ms. Connor was a partner in the bar and that the back room we were in was a secret – and very illegal. I found out that all the cheerleaders had danced in there at one time or another. She told me in no uncertain terms what would happen to me and my Mom if I ever ratted them out. Of course, my performance was recorded and would be kept as insurance. No men were ever allowed. The customers in the...
It was 1966 and a year to remember for many reasons. I was at Harrow Grammar School a very strict but with excellent sport and academic results. Debbie, my girlfriend, was nearly seventeen, a real beauty and I was in the year above. We had been going out for about six months and we felt very much in love.She was very popular at school with staff and pupils and excelled both academically and sports-wise.Corporal punishment was not common but used when teachers thought it was warranted. Teachers...
SpankingThe rape continued for the next two hours, until all the men had finished with her. She drifted in and out of semi-consciousness as each man emptied his balls into her. Then Doc turned to Jim and said, “She’s all yours. We broke her in real good for you; her ring’s gettin’ nice and lose. After it pops over the head it starts to roll up and down your shaft as you fuck. Fuck her as long as you want, she’s not going anywhere for the next few hours. “I think that Debbie’s going to be my...
My Office manger Debbie and I have fooled around a few times ever since she caught me having phone sex with my wife in the office. That story, licking Debbie's asshole is true. Debbie has thanked me for making her feel good about herself sexually at her old age of 68. We fuck a few times a year the past few years, anal sex and eating her asshole.From time to time Debbie will tell me hey I gave a guy a blow job over the weekend. He was married so that's all we did, or Dave I got fucked last...
It had been several weeks since Debbie had her sexual encounter with one of her clients. At firs she was afraid that he was a state inspector and she would lose her license but as time passed she became more confident that he wasn't. Today she had two clients, both female. The morning appointment was at 9:00am and the afternoon wasn't until 5:00. At 8:45 the doorbell rang. Gina was right on time as usual. She has been a client for almost two years now and was never late. Debbie walked her to...
The Party Sunday I dressed in a long-sleeve green Henley and brown pants, ready to go to Kara’s father’s party. Debbie took one look at me and said, “No, Daddy, that won’t do. Go change into your blue golf-shirt.” Kara chipped in with, “She’s right, Brett. That green thing is totally wrong.” Sponsor or no, I know when I’m outnumbered, so I retreated back to my room to change. The journey took less than two hours. I drove, with Kara directing. She was guiding us through an up-market suburb...
He met Debbie at his house; as per usual, his parents were out working until late that evening. They sat on the love seat in the living room and Jay was hotly kissing her swan-like neck while cupping and rubbing her big, bra-less titties through the tissue-thin fabric of her cut-off top. Her stiff nipples strained against the soft fabric, the round brown aureoles clearly visable through the nearly transparent material. Jay said “how would you like to suck and fuck a couple of guys that I...
I had spent the night with Debbie and Tony, as usual we had a fantastic night. I stayed the night as I usually did. I woke up at 8am. It was a Sunday morning and Debs and Tony were already up and in the kitchen."Morning Steve, sleep well" asked Debbie."Very well thanks Debs, you always wear me out"...I replied.I was so comfortable now with this fantastic couple, they were so accommodating and nothing was too much trouble, either in the bedroom or as friends.I always had a bi side, ever since I...
I looked at Debbie as she got up from the sofa and went into the kitchen. Everyone from the party had, either left or had gone to bed. It was late now and as I followed Debbie into the kitchen she stopped and turned towards me. We had been waiting for a while to be alone, and now finally we had the opportunity. I moved closer to her and I put my hands around her waist. I leaned forward and we both kissed. Her hand reached down between my legs and she began to feel me getting aroused through my...
EroticDebbie strode quickly and I stumbled to keep up as she pulled me by the hand. The toy plastic heels I was wearing weren’t made for walking. We walked about two blocks when Debbie pulled me toward the door of a bar. I thought about reminding her that we weren’t old enough to go to a bar but thought better of it. Nothing I said mattered anyway. We entered the bar. It was dimly lit and there wasn’t much in the way of decoration. Just the bar stools and a few tables. All the chairs didn’t even...
I've been fooling around with my office manager Debbie for a few years. She is now 66 and I am 57. Shes a sweet fuck with a cute hot pussy. Hasn't always been a hot pussy,she claims I made her that way. I know her and her daughter Katie are close but I didn't realize how close. Debbie has told Katie all our little secrets. I only see Katie once or twice a year and she always says take care of mom. I never read anything into it. One day around 3pm Katie comes to the office to pick up her mom...
Debbie Myers was only 20 years old and already she had made it to copywriter for a large ad agency. She graduated from college the year before, and this was her first real job in advertising. A very attractive young lady her blond hair when down stretched all the way to mid back. At 5 foot 6 inches when she had her heels on she looked most men in the eye. Her blue eyes sparkled when she laughed, and that was often. Debbie had been working on a project all day, and late into the night until she...
There was a time when I thought that I was "one sick puppy." No, that's not right, I am one sick puppy, but there was a time that I thought that I was alone in my particular obsession. Then I got a computer, got turned on to the internet, and found out that there are a lot of other people out there who are just like me. My obsession? Eating my wife's pussy after she has been freshly fucked by someone else! I wasn't always that way. I used to be a clean living, fun-loving guy, and then I...
OK babe got to run (as Mike kisses his wife quickly on the check) or I’ll miss my plane. I’ll call you when I get there ok. See you in about a week babe. Debbie could here his footsteps as Mike walked out of the house she laid there in bed thinking about this morning how dull her like had become mostly the sex Mike just laid there on top of her pumped a few times finished then got off went to go shower (guess he figured that is my birthday present (the prick) at one time she though how hot and...
FetishMy entire routine had changed as well as my sex life. I had recently moved back from my hiatus out of state so that meant adapting to a different life style as well as a new routine. Not that I cared that things weren’t as comfortable as they used to be, I actually embraced it. I’m the kind of guy that likes change, who welcomes change, so that’s why it was easier for me to adapt to a different culture. Of course the culture was something I was used to – I used to live here, after all. It’s...
ReluctanceFirst of all let me just say this, this is a true story of what happened to me a couple years ago whilst at my local Bar.it had been 5 or 6 months since me and my Crazy ex split (thats a whole different story) and despite a few over nighters the first month i was going through a dry spell.Every Friday was always Bar night, me and all the guys would go down to our local bar and stay until it closed, tonight was no different.now due to the pretty low standards of the place, women were pretty...
I was still recovering from the first wave, and knew it was my turn to please her at least the same way she did, if not more (if possible). I slid on the bed to lie next to her and turned her to face me. Stroking her hair away from her face, I leaned closer and kissed her mouth, tasting my own cum on her lips. She sucked my tongue as greedily as she had done my dick and I felt my balls tighten a little as life pounded back into my shaft. I so wanted to fuck this beautiful, sensuous young woman,...
Debbie succumbs to charm of the shoe salesmanWe are Alan and Debbie, happily married for many years. A while ago we were in Devon on a touring holiday and one day drove into Cornwall . We lunched in a small village pub, then went walking and looking at the few shops there. Late in the afternoon we came across a small shoe shop. My wife had been looking for some open sandals for a while. On entering the shop we were met by a gentleman of around mid-50's. My wife would have been 53. Another...
Debbie ,my ex-wife had cheated on me more times than I could count, even after she said she was sorry. After she apologized,I would accept it mainly because we had a child together .and she was my first love The 4 year marriage ended a year ago when she suddenly left me and disappeared with my daughter. I had not heard from her until she wrote me a letter asking me to meet her at a hotel, so I did. I was expecting to see my daughter with her ,but instead it was just her, alone. I...
"Well Debra," the demon said as Debbie walked (a bit wobbly) down the street after leaving the café. "That went well." "Went well?" Debbie started to rise to the bait. "How can you say that? Okay, okay, I'll stay polite, I believe you are who you say you are, and you obviously control me utterly. But what went well? I just let two perfect strangers violate me, pump their (retch) semen into my mouth and vagina! Besides being unfaithful to Dan, I'll probably get pregnant, or...
When I hit 18 and started attending college at Sac State (CSUS for those who love acronyms LOL!), I enjoyed the freedom of finally being legal and able to enter strip clubs for the first time. Among the things I love are music and big tits, and in San Francisco I could indulge in both my hobbies. So whenever one of my favorite bands played such legendary places like The Warfield, Slim's or The Fillmore, I would make sure to get into town early and spend a little time, and cash, at the infamous...
There was this girl. The first time I saw her at the store, she smiled at me. I notice these things. Being a lonely guy and super leery of anything wearing a skirt, I notice. The second time, she helped me check out in the self-service lane, and I really noticed her. She was gorgeous. She was friendly. She was not wearing a ring. I made a point to thank her, letting her know I was new to this part of town, and really appreciated her help. She went so far as to say she hoped she saw me there...
Towards that end she selected her older thin white bikini to squeeze into; her breasts had grown since the purchase of this garment so now she had a generous amount of titflesh bulging from the top and a portion of pendulous boobs protruding from the bottom of the cups also (double trouble)! Grabbing a towel and suntan lotion and a few other items the nubile teen walked the few blocks to the public pool. Arriving she staked out a spot near the deep end and began applying lotion to her firm...
She straightened her clothes and washed her hands, then flushed the toilet for good measure before pushing open the bathroom door and running headlong into her boss. By his casual stance, she knew he'd been standing there waiting for her to emerge. She could feel her face flushing, but there was no way he knew what she was doing in the bathroom.He smiled down at her and placed a gentle hand on her shoulder. "I think we should take a walk," he said in a way that suggested she didn't have a...
This one has a long run up, but the pay off is great. In the winter of 1996 I was living in the DC area. I was working a full time job, but I also kept a part time job in a video store. It was a Mom and Pop operation and we had a lot of regular customers that we got to know really well. One couple, Kathy and Steve were regulars that we saw 3-4 times a week renting or returning. They got married in the winter of 1996 and went on a two week honeymoon. While they were gone Kathy had her younger...
When they woke the next morning, Debbie and Dan had sex again. Good sex, but not the wild time of the previous night. Dan found it very satisfying and Debbie was certainly not back to her old self, but she wasn't last night's wanton slut. After the usual shower and shave time, they dressed and headed out for last day activities. Dan wanted to tour some government buildings, but Debbie begged off and headed to a quiet café to think. Debbie's clothing was not flashy, but not her...
Debbie returned home tired, a little sore, and in need of comfort. Dan gave it to her. Li had gone, leaving a kiss and a promise for Debbie. After a long hot bath, Debbie curled up in bed with Dan, the lights off and the house quiet. "You and Li had a good time?" Debbie asked quietly. "Sure, we missed you though." I got... tied up. Sorry I couldn't be here. What's Li like? Li's a lot of fun, very... inventive. But she's not you. I wish you could have been here, it would have been...