Telling Mom I m A Crossdresser Part 6 Missy and Mistress Keri
- 4 years ago
- 35
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Up until now, I have enjoyed my time as Missy. My mom had kept me busy with clients and we pulled in a lot of extra income and I was able to experience a lot of different fantasies, However I had not had the chance to try anything involving BDSM, or not yet at least.
One day I came home from mowing the lawn for an elderly woman when I walked in the door to find my mother smiling deviously at the kitchen table. I instantly knew that Missy had been hired for another job.
I sat down next to my mother and she told me she had a new client lined up for me and this would be a little different then what I was used to. I asked her what she meant by this but as always she did not want to tell me anything and I had to find out on my own. The only thing she did tell me was some instructions as to what I needed to do to get in. It seemed strange but I agreed and she told me the instructions for the night ahead.
Missy couldn’t believe she was masturbating in confessional but fuck if it wasn’t about to make her spray her juices all over the padded vinyl seat. She had walked in wanting absolution but she knew as she rubbed her swollen little clit that life was forever changed. Inside her mind she could still see Paula's lips quivering as the whip slapped across her body and see her tiny breasts heaving as she tried to regain her breath. Paula’s party had been the single most erotic moment of her entire...
BDSMThe Wicked AngelsKeri(1)Part-1As everyone knows one of the easiest things to find on the Internet is porn. I happen to like reading the wide variety of erotic stories that can be found on the Internet, and one day I came across a website that was nothing BUT stories. As I began to read, I realized that I had stumbled across a BDSM story site. I had always been fascinated with BDSM and I never failed to get excited by the graphic descriptions of torture, punishment and sex. My favorites were of...
Missy couldn’t believe she was masturbating in confessional but fuck if it wasn’t about to make her spray her juices all over the padded vinyl seat. She had walked in wanting absolution but she knew as she rubbed her swollen little clit that life was forever changed. Inside her mind she could still see Paula’s lips quivering as the whip slapped across her body and see her tiny breasts heaving as she tried to regain her breath. Paula’s party had been the single most erotic moment of her entire...
This is pure fantasy I don’t know how it really works with transsexuals. Again feedback is appreciated. Please tell me how I might improve my writing, not just telling me you hate my writing. ***** ‘There’s Paul, gotta go.’ ‘Have fun.’ Nina struggled to maintain her smile until her roommate Keri left. Nina was happy that Keri had found someone who made her happy, but she just wished that someone could be her. Nina had been in love with her roommate for months, not quite since they had...
Keri - Part One I am not sure when it all started. I suppose it started as games that kids play. I can remember at the age of 12 or 13 playing Cowboys and Indians, or Pirates, or Gangsters or other such games. My friends and I would make up such games and play with earnest. We would choose up sides and wage ?war? on each other, capture members of the other side, tie the captive up and pretend to torture them until the game was over. When I was about 13, my sister Keri, who was 11,...
Sorry not much sex in this one but its a lead up to 13.5 and I hope you enjoy both of them. Once mom and I had gotten our car back, we took it out for a spin and I have to say it worked and looked like new. It had everything from a new paint job to new parts in the engine. Now in all honesty, I did have to go back a few times and give Ray a few blowjobs to help pay for them but it was definitely worth it and I didn’t mind sucking his huge cock anyway. Mom helped as well by going over to...
The fourth of a series of shorter tales featuring my mind-controlling protagonist (I seem to be on a roll). If you want to read about the protagonist and how his powers work, seek out my longer stories. As always feedback is welcome. — All characters and events are fictional. Many are illegal, immoral and/or impossible. Never try this in real life. You do not have mental powers. ***** You know when you wake up in a bad mood for no reason? There’s nothing unusual or stressful about the day...
Shortly after I married my first wife, I had the idea that sexy lingerie was cool. I have since learned otherwise. Most is impractical and doesn’t fit well or feel sexy. But I just had to get some for my wife. I had no idea as to what size when I went to Frederick’s and when the sales lady asked me my wife’s bra size I was at a loss. So I went home and went into her underwear drawer and found a bra I had seen her wear often, so I figured it was comfortable. It was a 32A. She was a petite...
I told Thomas all the details of why I was out this night and he loved the idea. He took one of his Viagra and he led me out of the bar. I felt a little embarrassed at all the cum leaking down but some of the cross dressers were just smiling at me like they were saying “you go gurl!” which made me a little proud. Thomas followed me in his car until we got to my place and I took him by the hand until we got in the door. When I walked in I heard a thumping upstairs and asked Thomas if he would...
One day while watching T.V, my mother had come in and told me Missy’s services had been requested for the entire weekend and we needed to go shopping. I smiled as we got into the car and went to the store to buy lots more sexy clothing for me to play in. After we had bought all the clothes and makeup needed for the weekend, my mother and I went home so that she could give me the details of what was to happen. She told me that I was to live with a couple this weekend and do everything they say....
Warning: This is more of a story with sex in it than a sex story, but more sex than I can post other places. I was thinking about my father when I wrote this. He's the right age and the right personality, and has had a few flings since my mom died. Before that I think she kept him from straying by making it fun to stay at home, fun in bed that is. I think they were still doing it like rabbits into their 60's. BTW - I had some help on this from Cathy Cook. ...
Sorry not much sex in this one but its a lead up to 13.5 and I hope you enjoy both of them. Once mom and I had gotten our car back, we took it out for a spin and I have to say it worked and looked like new. It had everything from a new paint job to new parts in the engine. Now in all honesty, I did have to go back a few times and give Ray a few blowjobs to help pay for them but it was definitely worth it and I didn’t mind sucking his huge cock anyway. Mom helped as well by going over to “visit”...
CrossdressingOne day while watching T.V, my mother had come in and told me Missy’s services had been requested for the entire weekend and we needed to go shopping. I smiled as we got into the car and went to the store to buy lots more sexy clothing for me to play in.After we had bought all the clothes and makeup needed for the weekend, my mother and I went home so that she could give me the details of what was to happen. She told me that I was to live with a couple this weekend and do everything they say....
CrossdressingHi, To all Iss reader this is my first story hope U all would like it a complete fiction.my self raj i live in Mumbai this story is about my aunty nandita,let me describe her she is in her 30s,lives with her husband and daughter.She is born beauty with an awesome fig of 36.28.40 ..her assets are her huge melons of 36 d and her ass that will give a hard on to any guy who looks at it So now my story starts this was like 5 years ago when I was appearing for my 12 th HSC examination at that time my...
My night with Laci was amazing, It was like I could tell what she wanted and when she wanted it by instinct and she could do the same for me. All that weekend it was all I could think about as I continued on with a normal weekend. Nothing to special really just washing my normal and my Missy clothes as well as taking care of chores around the house. I went off with some friends at times to because even though I do have my Missy life I also like to keep my normal life as well.Eventually my...
LesbianAlthough 35, My mom was voluptuous, and had maintained her 38-30-38 body stats by performing yoga and exercise every day. I used to accompany her every morning in the park. She used to wear tight tees and lowers. Her 38 inch bust shaking inside her tight sports bra attracted men of all the ages. Her Tight muscular thighs and 38 inch well booty shaking while she used to run around the park, invited every men’s stare. Verma uncle, Sachdeva uncle and even Mr. Ranade who was 60 years old treated me...
IncestPart 11It had been a while since my last time as Missy. I had been doing some jobs for people, nothing special mostly working on decks and mowing lawns for neighbors to not only keep up appearances so as to not give to much suspicion of where my money was coming from. This continued for what seemed like 2 weeks before and started to wonder if my fun as Missy had ended.I walked in the door to find mom on the phone. I decided to go to get a drink before I got in the shower to cool off so I got...
CrossdressingMissy’s mom, Denise Johnston, had just upset her daughter’s world. They were moving at the end of the month, two counties over, to a new school district; one well known for turning out well-behaved and productive graduates. Missy’s dad had died eight years ago, when she was ten. He had handled the domestic discipline as needed until that point. At those tender years, all it took was the announcement of a spanking and two or three slight taps on her padded young tush to bring Missy to tears....
SpankingWhen morning came, I told mom what had happened the previous night. She had a surprised look on her face and I could tell she was feeling uneasy at the thought of me getting arrested while dressed as Missy as well. We talked for a while and she was glad as well that the police officer was a Missy fan.“We can definitely let him have a free night in exchange for not getting a criminal record.” Mom said as she gave a sigh of relief.We started to talk about the sybian that mom had bought and some...
CrossdressingPart 14: Back to the spaI'm sorry this story is a fair bit longer then my usual ones however I didnt want to separate thes and have another story with almost no sex in the first one so soon. Having said that I hope you enjoy my story and please read the whole thing. I promise you will not be dissappointed. I woke up the next morning lying next to mom in her bed. I was wearing a pair of white stockings and a corset and mom had her bra on. After Thomas had left Mom and I spent the night licking...
CrossdressingI awoke the next morning a little groggy as I slowly recalled the events that had taken place last night. I rubbed my body up and down feeling how the latex had now become a little sticky and how my ass and cock were still sore from the pounding I had taken. I read the note again left by my mother and decided to make breakfast as I was for when she arrived. It was just past 9am when I heard a fumbling at the door, my mother had walked in with her heels in her hands and her clothes hanging loose...
CrossdressingAfter our time at the spa, I spent a lot of time in my room trying out all the new sex toys we got from Richard and Monica. They were all exciting in their own ways and I came so much with each one. Some vibrated, some went deep and some felt good stretching my ass wide. The feeling of all the sensations I could get from my new plastic and electric friends were amazing and found myself spending long hours with them. Once I was finished, I had to stop to rest as they had left me completely...
CrossdressingThis is a fairly long story but I broke it into two parts so that you can read the first half in one sitting and find your place easier if you want to come back and read some more. Also, I would like to say that this will be the start of a seven day sexcapade for Missy involving two of her past flings. Please enjoy and rate and comment at the bottom. Happy reading!! It was now Monday and mom had to work. I was left home alone and I had already began a 10 day holiday with about 8 days remaining....
CrossdressingDespite the last 18 months Missy Pryor was happy. Her divorce from her second husband was finalized, her real estate career was flourishing and she was finally able to put the last 18 months behind her. Five years ago Missy married her second husband. Paul Bennett had worked for a large brokerage firm and most people wouldn’t have pegged him as the type of guy to be involved in any sort of shady goings on….those people were completely wrong however. Paul Bennett would eventually be convicted on...
I could barely sit for days after Mistress Keri thoroughly tanned my hide and I had to take almost a week off so that I could heal. My mom knew this to and said we should go on a “girls” weekend to a spa for cross dressers and women, she also said that since it was for others like me then I could spend the entire trip as Missy.I loved that idea and hurried upstairs to pack Missy’s bag. I packed the essentials including a mini dress, a few different pairs of bras and panties, a very sexy and...
CrossdressingBackstory - I just turned 19, in college and still live in my hometown with my parents. I've been crossdressing on and off for the last probably 10-12 years. Till I was about 15 it was just whatever my sister or mom had that I could get my hands on while they were gone. Then when I was 15, I would order some online, or sneak out and go to a store right before they'd close. I've only told two girls, one who didn't believe me and the other who was supportive but didn't really care. For the last...
It was about 11am by the time I woke up and found myself still in bed with mom. I looked over to see she was still sleeping and still in her lingerie as was I. I got out of bed carefully and as soon as I did I felt how sore my ass really was. I decided to tighten up my stance a little by putting my legs together and squeezing the muscles in my ass tight as I walked. It was a lot like my sexy walk and to be honest it gave me my morning erection as I walked to my room.Once I got there, I took off...
IncestMissy was one of those women who remained beautiful, sexy and very desirable even when she slipped into her late 30s and early 40s. She'd been married once before and had two children by her first marriage. That marriage had ended due to domestic abuse by her husband and Missy had gotten a divorce and taken herself and her two children out of the reach of her violent husband. She'd been a single mother for a few years and then she'd met Will, an attractive man a few years younger than her...
I woke up Thursday morning feeling, well, strange. I spent a big chunk of the day with a girl that, three days ago, I didn't like. And I protected her. And she gave me a handjob. And-and this was the really strange part-I was looking forward to seeing her again. And not because of the handjob, either. Because of how she looked at me while she was giving me the handjob. But, yeah, I had my mother's warning ringing in my head, too. I got up, showered, got dressed, went downstairs. Mom was...
Missy found that she couldn’t stop thinking about sex and not just with Alec. Every man she saw she found herself wondering about how big their cock was or how good of a fuck they would be. It was having an effect on her and not negatively. She was becoming more open, more personable, flirtier. She suddenly became aware of just how unhappy she had been for all those years and she vowed to make up for it.Her pussy salivated as she drove home. Missy had been extremely horny all afternoon and...
The humiliation of lying almost bare, over this good-looking stranger’s lap with her skirt raised high like a little girl being punished by her mom, was intense. Having to count out her own spanks overcame her with shame. At least when she was spanked at home, that never occurred. Bob Perkins started the slaps again, still nice and slow, once again allowing each spank to be fully appreciated by Missy’s tender buns before the next one fell. These were however, a bit harder and caused her bottom...
SpankingI had gone to bed pretty early Tuesday night. The painkillers they subscribed for me helped. I didn't stay up very late after David had left. I didn't even eat-now there's a miracle. I did, however, stay up long enough for my Dad to get home. Unfortunately. That man takes 'unsympathetic' to a whole new level. And, of course, all he cared about was that "it would get around" if I dropped out of The Program. So, he called Mr. Tilling and twisted his arm, nice and hard. I'd still be in...
Sorry it has been so long since my last story. I have been busy with alot of things and I thank you for your patience.Lately, I’ve been working part time at a restaurant to make a little extra cash on the side along with my nights as Missy. I was saving up for a cruise I wanted to go on that I heard was for like minded people such as Missy. When people ask me about what I want to do with the money I am saving I just tell them I am thinking of getting a new car or something, but that’s not the...
CrossdressingIt had been a week since Mom and I spent the 4 days at the spa and hung out with my old babysitter Laci and for a while it was back into our old routine of working and coming home. Day after day I kept thinking about how her warm wet pussy felt wrapped around my cock while the feel of a sexy thong rubbed against my asshole.I came home one day to find my mom was packing a bag. I asked her what she was doing and she told me that she was going out for the weekend to visit an old friend from high...
CrossdressingMissy awoke the next day fully feeling the effects of getting railed by three teenage dicks. Fucking Ben and Wyatt had been completely unexpected but she was glad she did it, especially the way Alec fucked her afterwards. He did her again later that night after telling her that he saw someone, probably Jodie, watching from next door. Voyeurism wasn’t something that she ever thought would entice her but then again getting fucked by her former step son never really entered her mind either. She...
I had decided to take a few days off from being Missy after Stan and Roger had left and my mom and I were finished with our little girl time. I spent the next few days just continuing with life as normal except for the throbbing pain in my asshole and my cock from the 3 days of constant sex. I couldn’t stop thinking about all the things I had done as Missy and all the kinky fetishes I had experienced since I came out to my mother, but I guess I have her to thank for all my new wonderful clothes...
Crossdressing“Morning Alec.” She smiled as she rounded the corner into the kitchen and found him there with no shirt on. Last night’s event still running through her mind.“Morning. Coffee?”“Yes!” she couldn’t help but stare at his bare chest as she sipped her coffee and imagined licking his cum from his chest. “So do you think the pool will be ready? Supposed to be hot today.”“It should be. Probably early this afternoon.” He admired her profile as she peaked out the window. Her thin sun dress almost too...
My mom and I spent the next few days practicing and exercising with the stripper pole until we felt confident and extremely sexy while doing it, which I have to admit did not take long.One night I came home late from my part time job I had at a local restaurant and took the bus home. I didn't have a car because I hadn’t decided on what car I wanted to get yet and what I could afford. I was sitting at the back of the bus and saw how there wasn’t any other person on the bus besides me and the bus...
Crossdressing...Previously on Little Missy's DisobedienceAt work she's known as Store Manager Sarah but she's Little Missy when with me, even if she is in a foul mood. Mondays tend to be Sarah's busiest day so I tend to go easy on her but today she isn't so deserving of such a reward. Only last week I warned Sarah if you don't deal with Paul now he will cause you major issues and today her store failed her company's audit, all thanks to Paul!Even after 2 years though, that sexy uniform of hers never gets...
I drove to school Tuesday morning, after a lovely lecture from my Dad about "responsibility" and "keeping a good image for the family" and "representing the family well". So, Dad, how was the fuck with your secretary last night? Hypocrite. So, I drove to school. After, believe me, contemplating keeping on driving and not stopping until I got to New York or something. Of course, I couldn't go to New York. I have no education and no skills and would probably have to resort to selling...
When my mom and I had gotten home, I immediately ran into the house to take a shower and change as quick as I could. I re-shaved my entire body and removed my makeup so that I could start from scratch and apply it again.Once I was finished with my makeup, I see a new outfit laid out on my bed. This was a cute nurse outfit with a short tight skirt that barely covered my ass. It was also pink with white stockings and long lace gloves that went up to my shoulders. Finally the top was like satin...
CrossdressingI had a hell of a time sleeping Friday night. In fact, I ended up waking up at 6:30 Saturday morning. Which is a hell of a time to wake up on a Saturday! I got out of bed, took a shower, went downstairs. I was the only one there. I knew this-Mom had to be at the store by 6:00 AM for inventory. Happens a couple times a year. So, I went downstairs and found my "Mom Note". Every time I'm going to be getting up, or getting home, and Mom knows she's not going to be there, I get a note. I...
I arrived at the Hotel for our 3 some with Missy & Stephie & got dressed up before Stephie doll (the other TV) arrived. We chatted as she changed while I did my nails. Missy arrived soon after & we all had some glasses of wine to relax us and put us in the mood to play. Missy sat on the bed as Stephie started caressing her, & she then undressed naked & the 3 of us laid on the bed. I was kissing her & tit rubbing & sucking also I breathed in her ear I...
I had enjoyed my week of sex with Thomas and Lemar but in the end it left me sore and used but not like I was complaining. It was now getting close to Halloween and mom and I were making plans to go to a Halloween party a few city blocks away from us. Yeah, sounds kind of boring I know but it was no ordinary party with costumes and drinking alone. It was an orgy for bisexual people. It was only a few days away and Mom and I decided to go costume shopping both online and in the local stores to...
Missy?s Misfortune ?????????????????????????????? Missy?s Misfortune The bus seemed to be taking ages to get to the city, Missy thought, it was only 30 miles from her home town but she seemed to have been on it for ages. Even though it was past 6pm the sun through the windows was still hot enough to make her feel slightly uncomfortable in the school-uniform she was wearing under her long coat. Her mind drifted back a couple of days to that moment at school when she?d finally decided to...
Strict Social Services: The Lesbian Rape of Missy By Powerone ( [email protected] )and Missy ( [email protected]) Copyright 2004 F+/f, humil, solo, reluc, bond, young Chapter One: The Investigation How could this have happened to her? She was only fifteen; a girlher age shouldn't be treated like this. What made the situation evenworse was that these were women doing this to her! She had always beenleery of men, not talking to strangers, watching her surroundings, always...
ps (to Casey): Thanks for the fan e-mail. Like I told Jon-J, I ain't admitting nuttin. But I love having guys lusting over me even if I'm not the sex pot we both wish I was. ps (to hsteffee): You didn't sign your e-mail, so I don't know if you want love and kisses. But thanks for the compliments. ps (to everyone): People keep asking me questions about myself, so I decided to say a few things at the end, but nothing about me physically. I could simply lie and pretend I...
Missy was a good girl at heart, but knew her mother would not approve of her new part time job. Mamma was so old fashioned. She did not believe a young mouse should go out enticing all the males while not in her season. Missy would never dream of shocking mamma, but boys were so, well, Boys! Besides, mamma couldn’t object to her keeping the pantry full. She always made big tips working at Club Mouse-Holes. It may not be the most wholesome place for an attractive young mouse, but Missy loved...
ps (to Jon-J): I read your speculation comment at the end of my last story. Well I ain't admitting nuttin. It's fun to think there's a guy out there fantasizing about me. But why didn't you just send me another e-mail? ---------------------- Katlin and Missy: Chapter 2 - Buns In The Oven ---------------------- 1 Mark: A sharp pain in the neck awoke me. I couldn't concentrate, could hardly remember my own name, and it took a while for me to realize...
“ Sorry I have to ask you this but can I see your I.D.?”The cashier who asked me this question didn’t look old enough to buy beer herself but in the supermarket where she worked it was store policy to check everyone, no matter their age.“I know you’re only doing your job. Glad to help fight the menace of u******e drinking” I said with a straight face while handing her my license. She typed my birth date into the computerized register before returning my license to me. “ Wow that’s how old you...
Missy woke before dawn, catching the alarm just as it started it's annoying squeal. She turned to see the alarm hadn't disturbed Robbie, angelicly sleeping under his muss of red hair. The only thing scruffier than Robbie was their terrier mix dog, Snarf, curled up at Robbie's feet. Missy toyed with the thought of waking Robbie, rolling him over, onto his back, so she could mount him and ride until they both shook in pleasure. A quick glance at the clock told her she'd have to wait until later...
Chapter 1 Missy was over 18 years old and she'd taken a few years to begin to realize her own sexiness and the hot driving intensity of her sexuality. Like many young teenage girls, Missy had lost her virginity when she was between 14 and 16 years old, and the next four or so years of boyfriends and sexual activity had quickly let her find out what she enjoyed and what really got her hot with whatever guy she was playing with. One thing that took awhile for Missy to realize was that she had...
I was eating breakfast the next morning when my parents came down. "Aren't you going to be late for school?" Mom said. "I'm going in late today. Mr. Tilling knows all about it. I have an appointment at 8:30." "What kind of appointment?" Mom asked. "I'm going to see a psychologist," I told them. "I don't think so," Dad blurted out. "No Jenkins is going to see a psychologist." "Then I'll just have to change my last name to Lipschitz, won't I? "Don't get smart with...
Missy sat in class thinking of how Jeffery had acted and what he had done. She absolutely couldn’t believe he had cum by just touching her. He made her so angry! She wanted to slap him, right in the face! Stand in front of him like a drill sergeant and scream at him like she had heard her father do to his men. The thoughts of Jeffery cowering and pouting while she screamed at him made her face burn. Her fingers crept closer to her crotch. Heat burned there between her legs. She could feel the...
BDSMThe following story is noting but a pure fiction story Every guy has a weakness about women. Most times its their chest or their ass or even their hips, but mine well mine is toward redheads. Something about them just sets of a series of large waves of uncontrolled lust. I told you this so you could understand why this story happened. My Name is Caleb K.B Wood and I'm 21. I live by myself in a 3-room house. An old friend of mine who died when I was 19 left it to me. I had recently gotten a...
IncestSummary:What they were doing in Penny's apartment during The Pork Chop Indeterminancy. Points if they do it between the boys coming over to ask Missy out, and have to get dressed to answer the door each time.Work Text:If there’s one thing that both the Cooper twins are used to, it’s getting their own way. Penny finds this out halfway through the first glass of wine, when Missy leans over, puts one finger under Penny’s chin, and turns Penny’s face toward her.“I’m sure I don’t need to tell you...
MISSY GETS IT GOODChapter 1Things were bad for everybody back in 1934. One person in ten was out of work and I was one of them. I grew up in a medium size city named Jackson, Tennessee, and I had a pretty good job for a 24 year old, selling cars in my dad’s dealership. People weren’t buying cars, the further we got into the depression, and he was having to let sales personnel go, until I was the only one left on his staff. Then, the inevitable happened. He had to close the dealership and I...
Dr. Jeckle and Missy Hyde By Morpheus Part 1 Dr. Raymond Gentle exhaustedly looked over the stack of term papers in front of him, groaning at how many more he had left to grade. Raymond was a professor of literature with a reputation that fit his last name. That he was a calm, mild mannered and gentle man. He was also affectionately known as Dr. Jeckle by both students and faculty alike because of this and his only real passion. Literature. Tiredly, he ran his...