Sissy Stepson 10 Stepmother s Sissy
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I had gone to adult bookstores for many years and had done it in drag many times but never dressed as a sissy and never during the day. On this day I was so involved in humiliating myself that I decided that I need to take that extra step and I did.
I had checked into an adult motel the night before and booked for two days so I had a lot of time on my hands. The night before I had pranced around in front of other guests, both men and women, dressed in sexy women’s clothing and had a wonderful time but, as usual I didn’t get off, instead I satisfied several guys.
This, of course, made me extremely horny and in the past I would masturbate to relieve myself but since I had another night to go I didn’t want to do that because I was afraid it might effect my performance for that evening. Instead, I decided that a trip to a ABS was in order.
Part 4 - Stepmother's Test She crossed her legs and began dangling her high heel again and Carl became excited. His sissy stick started to stick up as he watch the dangling show and fashion models prancing on the run way. He had no where to escape and his stepmother noticed her panties bulging with his sissy cock. She nonchalantly let the shoe fall on the carpet and said, "Well, missy are you going to pick my shoe up and place back on my toes or can't you get up!" "Yes, ma'am, I...
Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...
Chapter 1 I had just turned 17 and I was in a Job Corps center in a major northwest city. One Friday night I decided to wander around downtown. As I walked the streets I found myself on a street that was full of adult bookstores. I decided to try and get in some. The first few I walked into I was ejected. I then walked into one and the clerk didn't pay me any mind. I wandered the aisle a bit looking at stuff and then I noticed a darkened doorway at the rear of the room. I casually walked...
This is not a story about a normal Friday. I am a practical woman, world-wise, aware but not alarmed that I am single and approaching my mid-thirties. Marriage will probably happen for me one day. Children may or not. These aren’t concerns that drive my life. I’m sexually confident and secure with my own body, but don’t I offer myself easily or lightly. The casual fuck has never held much allure for me. In other words, I’m a hungry lover when I’m in...
As it happens so often with me, by the end of my work week, I had become increasingly horny! Work does a couple of thing to me, it stresses me out and also provides plenty of eye candy to see. I have very sexy male and female co-workers and a sleazy male boss that I'd love to bang. Maybe, someday. Anyway, by the weekend, I want to release my stress and pent up horniness that build up during the week. It's true that I do bang during the week if I'm going with someone steady or just set up a...
You have to be careful how you answer some questions or at least make sure you understand what is being asked. The question in my case was answered based on the knowledge of an eighteen year old k**; not knowing what was really implied or how it would change my perception of sex. The question has also brought about many of the stories that I write -- many of them being true fantasy built on the situation that was presented to me with the question -- trying in a way to recapture that moment when...
Sissy Stepmother A Pantyboy Profile INTRODUCTION Cheryl here. You remember me. The 20-year-old pantyboy extraordinaire. Every man's naughty, secret, wet dream. Raconteur without equal. In "Service" and "Test Driven," I told you about Amy and Judy, two of my lovely roommates, fellow pantyboys and like me, covergirls for "Panty Boy," the only publication worth buying, besides some of those Spermco comic books about us "special boygirls" and the "Sunday New York Times." And Panty...
Me and my wife true story back in our younger married years we owned a 79 Camaro and decided to go to the adult bookstore we got there and it was off the interstate and one of them small book stores that's way out of the way in the country where nothing is around we're truck drivers stopped in to get their adult novelties and videos so as you can tell by the previous stories me and my wife are a bit into the Voyager side so when we got to the adult bookstore which was rather small after we made...
One day after work at the dinner table, my wife told me her sister was going to have a minor operation. She said she wanted to stay with her a few days after the operation to cook, clean, and take care of her while she was recuperating. “Would you mind? I’ll only be gone from Thursday to Sunday. I can make a few dinners, so all you’ll have to do is heat them up.” I replied, “Of course, I don’t mind. It’s your sister. I’m sure I can get through a few days on my own.” Her sister lived about five...
CrossdressingThe Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 4: Southern Belle Sissy By Cheryl Alison Mistress believes in community service. So when she dropped the ad on my desk at home, I knew that I would be a faithful community servant within a short while. The ad read: Southern Belles Needed The Ladies' Auxiliary needs...
My advertisement read: MEN Interested in sex with other men but don't know how to proceed? Looking for a safe, friendly way to find out if this is for you? Obsessed by online bi/gay/sissy/crossdressing porn but frightened to meet someone? Is your marriage at risk because of your desires? I can help! One four-hour sexual therapy session will help you to decide if this is right for you, and will help you to understand your desires. Don't suffer alone, I can...
Tonight was the first time I let another guy cum down the back of my throat while I was deep throating him and now I am hooked.I have been fagging off in bookstores for years. I have no idea how many cocks I have sucked or have sucked me. It is a lot, probably close to a thousand. As I get older I have found that I am less and less picky I will let nearly anyone suck me and I am almost as eager to suck just about anyone. Just the feeling of being a cock slut in a public place drives me crazy.I...
The Bookstore Part I By Michelle_TS I walked into the new adult bookstore for the first time and my life was changed forever. I had been dressing up for several months and had gotten enough confidence to go out as Michelle. It started out with short trips to the bank drive-thru where I didn't even have to get out of the car, but soon I was feeling brave enough to run out and do errands. It was very exhilarating to be out and not have anyone know who I was. When I was out like...
Wife at the bookstoreCheryl stopped the car at the curb near the front of the adult bookstore, I got out, then leaned back in to confirm our plans.“Take a short drive, maybe five minutes, then come back, park and come in the bookstore,” I said, looking at the hot outfit my wife wore for her first venture into an adult bookstore, black mini-skirt, black hose, silvery sheer blouse the I reminded her to open a few more buttons, and, of course, no bra or panties.“Looks like the store is busy,” she...
I was at the bookstore picking out a couple of books to read at the pool this summer. I had several out but could not decide what I wanted to read. I was sitting in a large chair and suddenly I felt hands wrap around my face from behind and cover my eyes. A feminine voice in my ear said, “Are you going to follow me home and fuck me crazy?” I was stunned and turned to face the questioner. She stood up straight and had this look of terror on her face. She turned and ran down the isle of the store...
Erotic Fiction126. AVIS AND JON DROP IN AT THE BOOKSTORE. Jon and I had passed an adult bookstore on our way to an apple festival and decided to stop at it upon our returning home. As we pulled in, there were only two cars outside, but we decided to check it out anyway. Going into a back room, I noticed only one light was lit above a door. “You want to try it?” Jon asked me. “Why not” I replied and slowly tested the door handle, pulling it out and peeking around the door, was nicely surprised to see a...
I overheard two women talking at the mall about going to an adult bookstore that was not very far from Indianapolis. They were talking about sucking cock and being naked in the bookstore. I just had to go it sounded so exciting. Since I was only sixteen, I needed to figure out how to get in. With my big breasts, I was sure I could make myself look older and get in to do some flashing and maybe suck a cock or two. Three nights later I told my parents I had a date and going to the...
ExhibitionismWife at the bookstoreCheryl stopped the car at the curb near the front of the adult bookstore, I got out, then leaned back in to confirm our plans.“Take a short drive, maybe five minutes, then come back, park and come in the bookstore,” I said, looking at the hot outfit my wife wore for her first venture into an adult bookstore, black mini-skirt, black hose, silvery sheer blouse. I reminded her to open a few more buttons, and, of course, no bra or panties.“Looks like the store is busy,” she...
Sissy Stepson Part 1 ? Stepmother's Trap Carl Monet was a shy boy of about 15 when his widowed father married Rita Parker. Mrs. Parker was 20 years younger than Carl's father Larry. Carl was very shy and sheepish toward his new stepmother and the new Mrs. Monet was rather cold and distant towards him. Carl's father was gone quit often on trips abroad for weeks at a time and Mrs. Monet was often gone shopping with her sister Maryann and her mother Regina. Carl was...
my name is Shawn let me first start off by saying that im really into cuckold favorite is when the wife is getting plowed by a black guy my wife knows this and loves to tease me about with comments like i bet you wish a big black cock was pounding this pussy this drives me insane and gets me hard she does this so she can fuck me what really does it is when im fucking her she screams god i wish this was a black cock streching me out now thats what im into my wife stacy is into bdsm she loves to...
Disclaimer: All events and persons in the following story are ficticious. It was the first day of some well-deserved time off. My wife let me pick the hotel (which just happened to be across the street from an adult bookstore). I knew the ‘ABS’ was there, as I had done some research on it before arriving on our vacation. Through the wonderful internet, I knew that the bookstore had a theater, and a video arcade with glory holes. I also read that construction workers, college students (both...
Disclaimer: All events and persons in the following story are ficticious. It was the first day of some well-deserved time off. My wife let me pick the hotel (which just happened to be across the street from an adult bookstore). I knew the "ABS" was there, as I had done some research on it before arriving on our vacation. Through the wonderful internet, I knew that the bookstore had a theater, and a video arcade with glory holes. I also read that construction workers, college students (both...
Sissy Therapy - Case Study 2 Shelly's latest client is John who is obsessively addicted to smooth, shaved men's asses, ideally covered by skimpy women's panties. Shelly helps him to come to terms with his desires and learn a lot about himself as well. Oh, lots and lots of sex as usual... ;) Hi, I'm a sexual therapist. Sort of. No qualifications, my only experience is what I've gained on the job. This is my second 'case study' which took place a few months after I started. To recap...
DISCLAIMER: This story involves sexual situations between one or more cross-dressers or adult males. If this offends you, please leave. Otherwise, please enjoy this fantasy of mine. Please post wherever you feel and share with your friends and loved ones. All I ask is that my e- mail address remain in place, as I am the sole creator/author of this work. All characters are fictitious except for me, so any similarities are purely by chance. **All characters are OVER the age of 21 and...
Having found myself in the need of a new read, I headed out looking for a new bookstore to raid. Five blocks into the late afternoon, I ran across a small ma and pa’s bookstore. The building was well maintained and looked perfect for my next book choice. With this in mind, I walked into the store on the jingle of bells hanging from the handle.Upon first impression, I fell in love with the characterized building. Walking farther back among the shelves, I found a hidden nook with a fireplace...
Straight SexThere was a local adult bookstore in town and I had drove past it many times. Today, I finally decided to stop in. I really didn’t know what to expect. I opened the door and saw the private booth area on my right. I opened the door and walked into a dimly lit area. There was a hallway without about fifteen separate booths in it. Each booth had a door with a chain on it. I walked past a few booths and looked in. I saw a few guys stroking their cocks to porn. This turned me on. I found my own...
It has been about 4 weeks since we got our Nubie Stephanie living with us. I called them both to the living room and told them that Saturday night I will be taking you both to the bookstore. They looked at each other and I told them I want them bothe shaved completely. Remember their pussy and heads were bald. I said I would lay out the clothes that you will wear Saturday . Saturday came and I saw them in the bedroom getting ready applying make up and doing their shaving touch up. I walked and...
My wife and I had been going to the local adult bookstore to mess around for about six months. She loves to be watched and even let a few people join in and cum on her tits or face but she hadn't fucked anyone yet. We had talked about finding her a black man to fuck but hadn't found the right one. It was my birthday and when I got home she was already dressed in her adult bookstore outfit. Tight black tank top, no bra and a short jean mini skirt that barely covered her ass with a bright pink...
"Trip to Adult Bookstore" This is the third letter I have gotten from my new master who explains what MAY happen the first time we meet after months of talking on-line. My slut Laura, There is an adult bookstore near me that I would like to take you to. They have video booths, but these booths do not have doors on them, but are cubby holes that allow some privacy by not having the video screen and seating area visible unless you look into the recessed door. I would direct you to...
This story was written for the enjoyment of adults only. Please send any comments to [email protected]. I love hearing from you. Horror in an Adult Bookstore Written by 4play My wife Mary was going to visit her sister in another state for a week and I had just dropped her off at the airport. As I was driving home I heard on the radio of a wreck tying up traffic on the highway I was now on. I decided to get off the...
With the invention of the internet, you don’t see to many adult bookstores anymore and the ones you do see and nearly empty. Why leave the comfort of your home when you can download endless quantities of porn for free. I still go once in a while to pick up a new magazine or buy some lube. I just turned 19 years old and like most young guys I had a hard-on that wouldn't stop no matter how much I jacked off. So today I decided to visit a new bookstore because the one I used frequent closed about...
Just when Julian's Lake Orenda experience seemed perfect, even if he is not about to admit it, circumstances change. But then Julian and the twins were very naughty boys, and we all know what happens to naughty sissies. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to...
I woke up Saturday morning still wearing my lace panties, bra, breast forms, and thigh high stockings from the night before. I had dried cum between my breast forms in my bra, my shoulders, face, and in the front of my panties. The crack of my ass was still a little wet with lubrication. I went into the bathroom and sat on the toilet feeling like a woman, still reveling in the orgy from last night. I turned on the shower before reluctantly stripping down. When I stepped into the shower, the...
CrossdressingAs told to me from a friend : It has been awhile since my wife or I have posted any updates, but as you can see from our photos we have been busy traveling up and down I-5 looking for places to fuck. We can't wait for the rain to stop and the sun to come out so that we can start doing some outdoor fucking. But what we want to share is an adventure we took with her best friend.As you may have read in our previous writings, her friend was brought into our kinky lifestyle when I decided to cum on...
Why is it that some games get to serious? And why is that stupid games with friends always get taken too far. I won't bore you with the details of how the game started. I will say there was 4 of us. And I will say that it was the bitch Libby who dared me to go into the Adult Bookstore and come back out with a 'Glory Hole in Use' picture to prove it. She would not have suggested that for either of the other 2 girls, but she didn't like me. I am not the type of girl who could walk into...
Since a few years ago, I noticed a few things about me were changing. I didn't feel any older but gravity had certainly begun its betrayal of loyalty to me. I wasn't happy about that but what's a girl to do? The funny thing about hitting my 50's is that while everything seemed to be in a slow decline, my desire for sex was staging a rebellion. As a young woman, my cravings had a hair trigger on them and, more than a few times, the slightest stray thought of flesh or a glimpse of my own naked...
ive recieved numerous emails lately asking for more stories and i have so many REAL sex stories to tell that its incredible sometimes for me to remember them all. heres a TRUE story of an adult bookstore my husband took me to one day to have the gangbang of my life!one day me and my husband wanted to check out an old adult bookstore that is right in the middle of downtown where we live. tons of guys go in there, go right to the back of the store in the private booths and jack off to porn, some...
Last weekend I came home from a week away for work and as I walked in the house my wife greeted me naked as she stays naked when home. She was very excited to see me and said she had a surprise for me. I said ok what is it. She said remember the waitress at the restaurant that we had at the steak house 2 weeks ago. I said yes why. Well what was the tip you gave her? I said yes I gave her a large tip and your thong and our number. Well she called me and wanted to talk to me so while you were...
When I walked into the tattoo parlor, there were already 3 guys ahead of me. I wanted to get a tat of a king cobra on my left shoulder. It would compliment the flaming dragon on my right shoulder and I liked to think that I could make the dragon and the cobra fight it out when I was doing lats at the gym. My ink guy told me it would be a while. I decided to wander around the corner where there was this funky, little used bookstore with a clangy old bell on the door. It was piled...
I need to tell you about the first time I went to an adult bookstore. The facility was fairly clean. I think it was converted from an old office building. There wasn't any movie theaters or small booths...but rather a lot of smaller office-sized rooms left and right down a long hallway. Each "office", so to speak, was outfitted with on-demand TV's, chairs, couches and even end tables. You could enter any of them and a small dollar machine was mounted on the wall...along with a channel changer...
BisexualOne The ProblemI know I have high standards, Doc, Matt Studley said to his ther****t, Dr.Freudist. But it s more than that. Dr. Freudist nodded and said, Um hum. Can I be honest with you, Doc Matt asked.They always ask that, Dr. Freudist said to himself. I ve been listening tothis guy ramble on about his issues for seven weeks, twice a week, andNOW he s going to be honest But Dr. Freudist merely nodded and said, Of course. This is a safe place. And then he waited.And waited.Finally,...
One The ProblemI know I have high standards, Doc, Matt Studley said to his ther****t, Dr.Freudist. But it s more than that. Dr. Freudist nodded and said, Um hum. Can I be honest with you, Doc Matt asked.They always ask that, Dr. Freudist said to himself. I ve been listening tothis guy ramble on about his issues for seven weeks, twice a week, andNOW he s going to be honest But Dr. Freudist merely nodded and said, Of course. This is a safe place. And then he waited.And waited.Finally,...
Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...
SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...
Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...
The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...
MatureSISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...
Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...
SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...
Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...
Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...
I had been split up from my ex-gf, Kate for almost 2 years at this point. I was in my mid 20's and I was still emotionally fucked up from it when it came to women cause I was trying to replace her with another her. Anyhow, I had been going to adult bookstores and theaters rather regularly at this point and seeing a guy named Paul a few times a month who lived close to me. Nothing intimate, it was all about cock. I wasn't and still am not into kissing or cuddling with guys or that sort of thing....
Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...
Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...
Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...
Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...
20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...
Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...