Mom Made Me Her Sissy free porn video

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"Mom! I called out as I got home from baseball practice, "I'm home!"

"Hello Danny, we have to talk," she responded, while exiting my room.

When I saw what was in her hands, I became nervous. Some of the guys I pal around with talked me into shoplifting a few things from a department store.

"Please explain where these items came from."

I should have told her I was sorry, and that it was just the one time,

But instead I said, "Tommy made me do it. He said it was a dare. I didn't want him to think I was a sissy."

The next thing I knew, I was in big, big trouble with Mom. I got into trouble before but never anything this bad.

"You are grounded young man!" she remarked. You will come home immediately after school. You had better be here when I get home."

"But I've got baseball practice after school," I pleaded. I loved playing ball with the guys and I was a pretty good fielder and I batted over 300 last season.

"You should have thought of that before becoming a criminal. I've already called your coach and told him you were grounded for the next two weeks. After I explained why, he said you would not be allowed to play this year, as an example to the other players. So, you no longer have baseball practice, and are to come home immediately after school."

I haven't held a bat or seen any of my friends since my punishment began a few weeks ago. This was some spring training. At first I thought that was the worst punishment imaginable but boy was I wrong. One day during my second week of punishment, I was a little late coming home from school and unexpectedly found mom waiting on the porch. I would usually get home about a half an hour before she did, so I had stopped by the ball field to watch a little of the practice I was missing so much. She was pissed even more. "I thought you might have learned your lesson when I had given you the ultimate punishment by taking away your baseball, yet here you are disobeying me. I guess I'll have to try something a little more unique," she said. At that, she dragged me upstairs, told me to shower and come into her room wearing my robe.

When I entered her room I saw she was looking in her drawers for something. She turned holding a pair of pink panties in her hand. "Here, put these on. I'll teach you to disobey me. You want to see who's the boss, you or me? Well now you'll know for sure that I wear the pants in this family."

Even though I begged Mom not to do that to me, she wouldn't change her mind. In a matter of minutes she had me wearing one of her old dresses too. Once I was all dressed as a girl, mom said, "You worried about your friends thinking you were a sissy, so you chose to steal. Now you won't have to worry about that anymore since you will be in dresses for the foreseeable future just like a sissy. When you come home from school, you'll find girl clothes waiting, and you will get dressed in those clothes as soon as you get home. Disobey me again and your friends will find out just what sissy you are," she informed me. "I want you all dressed when I get home or else! I'll get you a few things that fit you better tomorrow."

I asked why she was doing this to me and she said that was my punishment so I would not end up being a criminal and find myself in jail for stealing. Mom would not tell me how long she planned to keep me in girl's attire. I hated wearing those stupid clothes, especially the panties, but I didn't have any choice. Mom said she should send me to school in a dress if I argued with her, but I didn't think she could get away with sending me to school dressed like that. At least I hoped she couldn't, but I now knew better than to tempt her.

Sure enough, the next day when I got home, I found the dress on my bed along with another pair of panties. Worst yet, that day when she got home she had a few shopping bags that I knew contained things for me to wear. She had me follow her to my room and she sat on my bed.

"Here are the things I promised to buy you, Danny."

She dumped the bags out on the bed and started handing me the various items. I was surprised and worried that mom bought me so many different things, including some girl's shoes. "Put the socks and hosiery in the top drawer and the panties and bras in the second drawer of your dresser," she ordered as she handed me each item.

Then she had me get some hangers from her closet. Returning with the hangers, she showed me how to properly hang the dresses and petticoats. Then I had to hang them in my closet. She also had me neatly stack my shoeboxes in my closet.

Finally as I took each dress to hang them up, mom explained how important it was to hang them properly, what slips or petticoats I should wear underneath them, and which shoes matched the dresses. "I hope you paid attention to what I just told you young lady!"

"Young lady?" I thought. Having that many outfits meant I was in for a long punishment.

"I expect you to pick out an appropriate outfit when you get home, and to be fully and properly dressed by the time I get home, unless I get home a little early. Do you understand?" She asked.

I was in tears, but managed to answer, "Yes Mom!" So every day after I got home from school, I had to put on one of the dumb dresses she bought me, along with the appropriate underwear and shoes.

Before I continue telling you my story I should tell you a little more about myself. As you now know, my name is Danny. I'm thirteen years old and just finishing seventh grade. I am a fairly normal teenager who likes music, sports and just hanging out with my friends. I have a younger brother Mike who's eleven and a real pain in the butt. He always wanted to be just like his older brother. At least he did before mom started putting me in dresses and calling me Danielle. Now he no longer wishes to emulate his big brother. He just enjoys tormenting and teasing me incessantly, but mom warned me that I better not hit him or do anything. If I did I would find myself in dresses forever. My mom works part time in my school. She's like a secretary or an administrator or something. I always hated having her there since she could keep tabs on me all the time. My mom and dad have been divorced for almost as long as I could remember. Mom is always telling us that dad was a macho jerk and that's why she divorced him. Mike and I only get to see dad for a week each summer since he lives cross-country. Mike and I always enjoy spending time with him. We go camping, hiking, fishing, all cool stuff

Anyway, back to my current problem.

Since mom started making me come home right after school and change into girls clothing, I've become more of a recluse. Quitting my baseball team really killed me and my friends wondered what was going on, but I can't tell them the truth. I'd rather die. I'm scared to death that if any of my friends found out I was wearing dresses and stuff, the news would be all over school the next day! So I just told them I had been grounded. I'm even dreading summer vacation, which will start in a few days, since I think mom plans to keep me in dresses all summer. But even worse than wearing dresses is putting up with my stupid brother, Mike. I used to pick on him all the time; now he gets to make fun of me every damn day. Last week I found out mom even took some pictures of me getting dressed up as a girl. Mom told me she'd show them to all my friends if I didn't do exactly what she said. Mom said I better behave as a good little girl or else. Girls listen to their mother and don't fight with their younger brothers she told me. Imagine referring to me as a girl. I even hate the sound of that word. Mom also was starting to convince Mike that I liked wearing dresses. She was always saying little things like that and he actually is starting to believe her. I wanted to scream out that she was lying but I knew I would be in big trouble if I did that. Those pictures would be the ruin of me if they ever got out. I realized then that there was no way I could win.

My birthday is also coming up this week. Mom always made our birthdays a special event. We'd sometimes go to a movie or a play and then go to a nice place to eat. One year she even took me to Yankee stadium to see the Yankees play. Mom would always get dressed up for our dinner and Mike and I always wore nice clothes too. We didn't wear suits or anything but nice pants and dress shirts. I hated wearing suits but I would gladly wear a suit now instead of girl's clothes. I knew mom didn't have any fancy girls dresses for me to wear so I was pretty sure she'd let me wear one of nice pants and shirt.

The Friday before my birthday mom told Mike and me to meet her by the office right after school since she was going to drive us right home. Mike had a baseball game she cleaned his uniform yesterday and it was in his closet. She also told me she laid my clothes out on the bed at lunchtime since she had plans for me this afternoon as well. She told us to hurry since Mike's practice was early.

Sure enough when we entered the room we were now sharing (my room was being painted), Mike's uniform was in his closet and my bed had a mini-skirt, a light summer top, panties, bra, pantyhose and shoes. Mom walked up behind us and told us to hurry. Most times mom only had me wear girl's panties and a dress so this was unusual for her to have selected all of this stuff. But whenever I had to wear bras and pantyhose, I usually changed into these girlie things when Mike was in the bathroom or somewhere else. I hated for him to see me putting on these frilly girl things. He would invariably tease me whenever I had to change in front of him and I hated that. But this particular day mom quickly ran into the bathroom we shared to clean it up a little so I had no choice but to change in our room with Mike. Mike was smiling at me when he saw me step into the panties Mom selected for me to wear. I wanted to die as I pulled the pretty pink panties with little flowers on them up to my waist. I couldn't wait to hide my panties from his view so I quickly stepped into my denim mini-skirt as Mike pulled up his baseball pants. When Mike put on his undershirt, I had to endure his stares as I hooked on my bra and slipped on my top. Mike then pulled on his white baseball socks and tied his cleats. Since his socks were a lot easier to put on then my pantyhose, he got to enjoy seeing me slip them up my legs. I was so embarrassed as I sat on the edge of the bed and rolled up the pantyhose just like mom showed me. I slipped them on one foot and then the other. Since I still was not used to wearing pantyhose, I struggled as I pulled them up over my knees. Once I got them that high I realized I couldn't get them any higher unless I lifted up my tight fitting skirt. I had no choice but to lift my skirt up to be able to get the pantyhose all the way to my waist. So in spite of my embarrassment I lifted my skirt, pulled up my pantyhose and then did a little wiggle to get them snug. I knew Mike would get another good view of my pretty pink panties but I had no other choice. Mike's giggle left no doubt that he enjoyed my struggles and that he did indeed get to see my panties one more time.

As soon as I had my shoes on, Mom grabbed me and led me towards her room. As we were leaving the room she said in a voice loud enough for Mike to hear that she would do my hair and makeup like I wanted. "I know you said you want to look like the other girls in your class." She was always saying things like that to reinforce the idea that I really wanted to dress and act like a girl. Once in her room, she sat me down at her vanity and combed my hair into a feminine looking style, adding a few barrettes to hold it in place. She then took some makeup stuff and put in on my face. She said it was just some thing to give me a little color. I think she said it was blush. She then applied some light lipstick on my lips and mascara on my eyes. Mom never made me wear any makeup so I wasn't sure why she did it today. I asked her what she was doing but she told me to hush.

"I told you that we have plans this afternoon."

As Mike grabbed his baseball glove, mom handed me a purse and said let's go. Oh my God, she's not really going to make me go out is she? I mean she never made me go outside dressed like this before but she sure was now. A minute later I found myself sitting in the back seat crouching as low as possible. Mike and mom were in the front seat. I used to always get the front seat but now that I was dressing like a girl, Mike just took my place and I was too embarrassed to say something to him.

During the drive over to the field, mom asked Mike if he liked my makeup. Mike just looked at me a little strangely. "Danielle insisted on wearing makeup if she was going outside. She said all the other girls at school wear it and she wants to be just like them, right sweetie?"

As I cringed at her comments, Mike just laughed at her little lie (which he thought was true) and said I looked really cute in a real condescending way.

Once we reached the ball field, Mike jumped out of the car. Mom said we would be back before the game ended. Mike kissed mom and he waved to me as he yelled, "Bye, Danielle. Don't let any boys smudge your lipstick." I wanted to kill him for calling me that name and saying that about me. Imagine me letting a boy kiss me. Mom just laughed as she told me to sit up front with her. I almost died getting out of the car for fear that one of Mike's team mates might recognize me.

As soon as I realized that mom was not heading back towards home, I asked her where we were going. She then told me we had to go to the mall to get a nice new dress for my birthday dinner. I don't have time to buy something without you being able to try it on to make sure it fit you properly. I was practically in tears as I begged mom not to take me to the mall since a lot of the k**s hung out in there after school, but she didn't care. I told mom I didn't need a new dress for dinner.

"I can assure you honey that you will be wearing a nice new pretty dress on Saturday when we celebrate."

I pleaded with her not to do this to me but she just told me this is how bad boys get treated and it was all for my own good. "I've done a lot of research on this type of petticoat treatment and I can promise you it, it works. You were the one shoplifting and being a brat so this is the price you pay. I'd much rather have a sweet daughter than a rotten son, so you just better get used to acting like my precious little girl. If you do good it will remain our family secret but if not, all your friends will know." I cried and sobbed but to no avail. In a few minutes the car was parked and we were walking towards the mall.

I wasn't sure if mom was k**ding or serious about making me dress completely as a girl for dinner on Saturday, but since I now found myself entering the mall while wearing a mini-skirt, I kind of thought she probably wasn't k**ding.

As we entered the mall entrance, I quickly forgot about our dinner and began to worry about running into some of my friends. As we walked mom was all excited about finding me the perfect dress. I wanted to die right there but before I could Mom pulled me into the first of many girl's clothing stores. I was in constant fear that I would run into one of the girls from school as mom and I went from rack to rack. I wasn't too worried about running into any of the guys since they would never be caught alive in a girl's store. After selecting four or five dresses, mom informed me it was time to try them on. I almost fainted as she led me towards the ladies dressing room. The room was one large area with some benches and a few private stalls at the one end. Those private rooms were all taken so Mom put the dresses and her purse on the bench and told me to take off my skirt and top. Much to my relief there were no teenage girls in the room, at least I didn't see any in the open area. There were only some women and a few younger girls, maybe eight or nine years old. I breathed a sigh of relief until I realized that I would now be standing in this room in my underwear trying on dresses. Somehow I managed to get through that trial but as soon as we left the dressing room, I told mom I had to go to the bathroom. My nerves were shot and I guess that made me need to pee really bad. Mom informed me that the ladies room was right around the corner, so we could go there now. Even though I was wearing girl's clothing, I never thought about the fact that she would take me into the ladies room.

"As this is your first time going in a ladies room you must sit down when you pee or you draw unwanted attention to yourself. Remember, girls don't stand and we use toilet tissue to wipe ourselves when we are finished. And when you're done, wash your hands." I still remember how embarrassed I was sitting down to pee like a silly girl. As I sat there I could see my panties and pantyhose around my knees. So within the first half-hour of our shopping trip, I had tried on five dresses, two of which mom bought and had my first visit to a ladies room.

We continued shopping for another hour or so and I had acquired some girl's shorts, a few tops, a pair of girl's sneakers, a pair of open-toed heels, two pairs of sandals, one pair of sheer white pantyhose and the two new dresses. I thought the worse part of the entire trip was when mom took me into the sleepwear section to pick out a pale yellow baby doll nightie to wear to bed. Up to now I was still allowed to sleep in my old boys pajamas. However, the worst part was when we stopped and got my ears pierced. Mom said it was an early birthday present.

When we got back to the car I really began to believe that she planned to do what she said and that I would be wearing one of those dresses and those stupid white pantyhose at dinner on Saturday! Even worse I knew mom would have me dressing all summer now based on all the stuff she just bought. Mom said she was aware of my fear, but she had decided this is what's best for me and I had little choice but to agree. I remember she told me she didn't want me to end up like my father, a mean-spirited, tough guy, who was always in trouble.

That is not the life she had planned for her c***d.

"I know you're not too happy about celebrating your birthday this year, but traditions are important. So our tradition will continue with a few minor changes. Your hair will be done, your nails will be polished, you will have perfume on and you will be wearing your new dress. And one more thing, don't forget you live with me and you'll continue to live with me. So, if you don't want your friends to find out about your cute little panties you better do exactly what I say. Do I make myself clear, honey? And you can start right this second with your little brother, so you'd better play along or else. From now on I expect you to be mommy's perfect little girl and Mike's sister. We wouldn't want all your friends to see those pictures of you, would we?"

By now we were back at the ball field to pick up Mike. I was sick to my stomach just thinking about the rest of tonight and tomorrow. Mike, oblivious to my feelings, jumped in the car, shouting they won the game and he hit a home run. Mom was all excited for him telling him that was great and she was sure dad would love hearing about it tomorrow at dinner.

"What! Dad's coming to dinner tomorrow?" I asked.

"Oops, ruined the surprise didn't I? Yes dear, he said he was going to be in town and asked if he could join us for your birthday." she answered. "I haven't told him about your current situation, so Mr. Macho is in for a surprise too."

"But Mom. Dad won't like this one bit."

She interrupted, "He'll have a say in how I raise you as soon as he pays me the three years of back c***d support he owes. Until then I'm the boss. Neither you nor your father has a say in this matter." She then gave me a warning look.

Because of that look I just shut up. Mom made it even worse when she told me to tell Mike about all the cute things I bought at the mall. So for the remainder of the ride home I was telling my stupid little brother about my dresses, pants and shorts that I bought. Mom also had to tell him about my baby doll nightie that I would be wearing tonight. Mike cracked up when he heard that one.

When we returned home, mom told Mike to go upstairs to change and wash up for dinner. When I asked if I could change mom said there was no need for me to change since I looked so cute. Besides, girls like to help cook dinner. After dinner, I had to help her clean up and do the dishes while Mike was allowed to go watch television. As soon as we finished, mom took me upstairs to have me try on the two dresses with the white pantyhose and my new shoes. She wanted to see how it all looked together. As she walked past Mike she said to me in a loud voice that she didn't know why I was in such a hurry to try everything on again, especially my new nightgown. After I tried everything on again, Mom decided the pink and white dress would be best for dinner. She then ironed it and hung it in my closet. She told me to take a bath and put on my new nightgown and then join her downstairs to watch TV.

Mike totally cracked up when I walked into the den wearing that stupid baby doll nightie. He teased me quite a bit but I just sat there quietly and watched television. I knew I would be the one punished if I said anything so I just endured his stupid comments. However, I didn't sleep very well that night knowing what shame and embarrassment tomorrow would bring.

When I woke up that Saturday morning I felt sick to my stomach knowing what was in store for me. I couldn't decide if it was worse to get dressed into one of the casual outfits mom bought yesterday or to stay in my stupid nightie. I decided the nightie was worse so I put on a pair of pink shorts and a pretty short sleeve top with lace at the neck and sleeves. Mom and Mike were already downstairs by the time I got down. I heard Mike tell her that they had another game today. Mom said he could play but he had to be home by five to get ready for dinner.

That afternoon, Mike got his glove and left for the field on his bike. About an hour later Mom grabbed me and led me into the bathroom to wash my hair. "Its time we get started on you, honey."

When I complained that it was so early, mom just smiled and said "Now honey, you know it takes us girls a lot longer to get dressed and I know you want to look extra pretty for your birthday." Pretty! I don't think so. Being pretty was certainly not on my list of birthday wishes. But as soon as I finished showering and washing my hair, mom took me into her bedroom and sat me down at the vanity where she proceeded to set my hair in rollers. "I wanted to do this early so the curl has a chance to set. I think you'll look cute with curly hair." First she was calling me pretty and now cute. Things were going quickly from bad to worse. I felt so stupid sitting there with goofy pink curlers in my hair. I wanted to die as I sat there staring at my reflection in the mirror. As soon as she finished the last curler, she took out a bottle of bright pink nail polish and proceeded to polish my fingernails and toenails. "You know something. I think pink is your color. We'll do another coat after I finish my shower and get dressed. By then your hair should be dry enough to take out your curlers and see how you look with some curly hair.

Mom rejoined me in my room wearing her robe 30 minutes later. She watched as I applied the second coat of polish to my own nails. After I was done with this task, mom sat me down on the bed and removed one curler to see if my hair was dry yet. "It's still a little damp. I think we need to wait another half hour or so. So, lets get your started on dressing. You can at least put on your lingerie and pantyhose now."

I stepped into my panties and then removed my robe to put on my bra. As mom helped me hook it into place I asked her what she told dad about me. "I talked to him last night and told him you decided you want to spend the summer as a girl. I explained that this started out as a punishment for your thievery but after dressing this way for a few days you discovered that you enjoy showing your feminine side. He wasn't very happy but considering his situation he really can't say or do anything."

After I put on my slip, I sat on the bed to slip on my sheer white pantyhose; I asked mom how she could that. "Mom, how could you tell dad that lie? You know I hate dressing like a girl. I'm a boy, mom!"

"Well, that doesn't matter, does it? You're being punished for the summer and that's final. Your father isn't too happy about this little turn of events but he agreed not to put up a fuss. And he certainly would never consider having you live with him. You'd cramp his life style and he couldn't afford to keep you anyway especially when I told him you have been behaving much better since you became my little girl. Sit down over here so we can get your make up on. By then your hair should be dry. Now, getting back to your father. Since I told him you like all this stuff, you'll have to be on your best behavior tonight. I expect you to be the perfect f******n-year-old daughter. That means not a word of complaint from you all evening. And you better remember all your lessons and manners. I expect you to sit very ladylike, to eat slowly and daintily and to speak softly. One slip up and I'll be parading you to the ball field every night next week in a different dress. And you know I'm not k**ding."

As she continued talking, she was expertly applying makeup to my face. A little foundation was followed by a very light application of blush and a hint of brown mascara on my eyelashes. Mom then applied a light pink lipstick to my lips followed by an application of lip-gloss to make my lips shiny. "Oh, one more thing. Tonight, you will call us mommy and daddy. And I want you to do a little curtsy for your daddy when you greet him tonight."

"Curtsy? That's dumb, mom."

"Who am I?'

"I mean mommy."

"That's better. Now stand up. I will show you how to curtsy." When I didn't get up right away, mom gave me a look and said, "Or if you prefer, you can practice doing them at the ball field tomorrow."

With that I quickly stood up. Mom told me to place my right foot behind my left foot and hold my slip with my right hand and then bend my knees a little. I never felt more stupid then practicing curtsying for those few minutes. "Ok, I think you got it. You can do a few more after we fix your hair and get your dress on. In fact, let me get your dress now and then we'll do your hair so it doesn't get messed up." With that she went to the closet and brought over the pink and white dress we bought the day before at the mall. She told me to be careful not to let the dress touch my face since I already had on my makeup. She unzipped it and helped slip it on me. Once I had it on, she zipped me up and I felt trapped for the evening.

Mom sat me down again and started removing the curlers. "Wow. You're hair really holds a curl. You're going to look so pretty after we get it all combed out and styled a bit. After about 15 minutes of teasing and combing she seemed satisfied that my hair looked nice. Handing me my sandals, she said, "Here honey, put these on and then we'll let you take a look at how pretty you are."

After slipping on the dressy sandals I walked over to mirror and stood in silent shock at my reflection. I could not believe the pretty young girl in the mirror was really me. From head to toe I was all girl. All of a sudden the events of the day and the preceding week overcame me and I could feel tears welling up in my eyes. I didn't want my father to see me like this. As I started crying, mom yelled at me. "You'd better not cry young lady. I just spent all afternoon fixing you up so you look like my little princess and I will not have you ruin everything with your tears. But if insist on crying like some baby girl, I'll change you into an outfit more appropriate for a five-year-old girl and take you out like that. Do I make myself clear?"

"Sure mommy. I'm sorry. I'll stop crying."

"That's better. Why don't you sit on the bed and I'll get dressed. Your father should be here any minute now. I think our reservations were for 6:30 or 7:00. And honey, don't forget to smooth out your dress like I showed you so it doesn't get all wrinkled."

As I sat down mom slipped on her stockings and then removed her robe to finish dressing. I guess she really did think of me as a girl now since she was rummaging in her closet wearing only her lingerie looking for a dress to wear. "I want to wear something nice too since you look so pretty, Danielle."



As I sat there I couldn't help but think how horrible tonight would be. Birthdays were supposed to be fun but tonight would be no fun at all. I could not believe I would be spending such an important day dressed as a girl. And to make matters worse my dad would be there for the celebration and I had to convince him that I actually enjoyed all of this crap or else mom would take me to baseball practice dressed as a girl.

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New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

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She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
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Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

4 years ago
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407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
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Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
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Classroom Sissy

Classroom Sissy By Cassandra Morgan I did it! I got in! Me! Geeky Brad Hollins. I'm one of the 10! I'm finally accepted! I'm finally one of the chosen few! I never thought I had a chance. After all, more than 200 students apply for the 10 every year, and 190 of them go away disappointed. Only the finest minds at Calvin Coolidge Community College (CCCC) get a Golden Ticket. And I'm Willie Wonka! Whee! You've heard of the 10, haven't you? It's a secret honor society at CCCC,...

3 years ago
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A Submissive Sissy

A Submissive SissyMy sissy slave husband, Princess, was in the process of paying his usual obeisance to my feet on a recent morning. It's always good to see Princess applying his tongue to my high heels and on this particular morning he was working extra hard to please me since he was about to beg me to not take him to the beauty parlor. He knew that it was unlikely that I would relent, nevertheless, the outings I arrange are so excruciatingly humiliating for the poor dear that he is ever...

2 years ago
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Saturday Morning Sissy

Saturday Morning SissyI woke late on Saturday morning and immediately knew that something waswrong. Sure, I'd been out drinking Friday night, so the hangover wasn'tunexpected. But I was surprised to wake and find that there was aleather band snapped tightly around my balls and that this was tetheredsecurely to the foot of my bed with a short chain.Further exploration revealed that my entire body had been shaved and mynipples had been marked with some type of semi-permanent red dye. Ifthat...

3 years ago
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Saturday Morning Sissy

Saturday Morning Sissy I woke late on Saturday morning and immediately knew that something was wrong. Sure, I'd been out drinking Friday night, so the hangover wasn't unexpected. But I was surprised to wake and find that there was a leather band snapped tightly around my balls and that this was tethered securely to the foot of my bed with a short chain. Further exploration revealed that my entire body had been shaved and my nipples had been marked with some type of semi-permanent red...

2 years ago
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Revenge of The Sissy

Revenge of The SissyA big fat dirty pig dad abuses his sissy too much. I come home from work in my uniform from the garbage company, work shoes, and Hat. I head towards my recliner. I say you fucking sissy get over here. Get me a beer. Where's my remote? Where's my god damn dinner?I take my belt off and set it beside my recliner. I take my pants and uniform top off. I take my cigars out of my shirt pocket and set them beside me. I hang my pants and shirt over the back of my recliner. I set my...

4 years ago
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Protecting Her sissy

When my Mistress took me as her own, she insisted I begin keeping a journal. It's a catchall of my thoughts, wishes, fears, etc. It's also a record of milestones, both serious and silly. This little story is based on the journal entry recording an erotic dream I had after months of orgasm denial. I have tried cleaning it up and making it more realistic, and easy to follow, than the original dream was. I am still learning how to write stories, so any helpful hints or constructive...

3 years ago
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I Sissy

I, Sissy By Cassandra Morgan The late-night glow of the computer screen was the only sign of life in the house. Molly had long since gone to bed, alone. It was 3 a.m. Casey Matthews knew he should get to sleep. But he wanted to read one more fiction, get to one more situation, feel the stirrings from one more author. This was story time for Casey. His hand dropped and rubbed himself, just for a minute. He wasn't going to masturbate, not with Molly in the next room. But shifting...

3 years ago
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The Farm School Sissy

INTRO (Skip this bit and get on with the story if you want) Like most of my writing projects this is unfinished. I seem to always get obsessed with small details to the detriment of ever finishing the work. Feel free to take over this story yourself and make it what you will. This particular story is set in a world perhaps just slightly off centre to our own. The location is a boy's only orphan farm school run mostly by strong and independent women. The world has changed in so much...

2 years ago
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Becoming a Sissy

Previously published, but in separate parts, this one is the whole story start to finish.This is the story about how I went from being an inadequate husband to being a porn addicted goon and finally in the past year fulfilling my sissy ambition to worship a big cock and balls. They belong to my best friend Tom who I have known for 20 years. It was a journey that took a few years but if I had been brave enough when I was younger would have taken no time at all and spared me lots of humiliation...

3 years ago
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What is a Sissy

I am often asked what makes a sissy. In my experience you cannot make a sissy. A sissy is born that way, it is like saying how do you make a homosexual or a lesbian, I truly believe that sissy is a form of sexuality. Over the past 20 years I have met many "sissys", they have run the full gauntlet from those who think wearing pink frilly panties makes them a sissy to those whose whole existence is consumed by thoughts and actions of sissyfiaction. In the latter group many are middle aged men...

2 years ago
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I would be the Young Sissy

My 21st birthday...my first day as a man, as a true lord of the Manor...myfirst day as a Master. I was so nervous I threw up my lunch. Not verymanly, I know, but just the thought of having my very own sissy to playwith had me teetering between the giddy excitement of a k** right about toopen the biggest present under the tree, and the stark terror of officiallybeing a man in my step-father's eyes...how could I measure up to him? Ifelt destined to disappoint him...and I didn't even know why I...

3 years ago
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I Want To Be A Sissy

He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person...

2 years ago
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My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

4 years ago
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Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
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Daughter Makes Dad her Sissy

It had been a difficult past three years for Steve since his wife Amy had left him. She had left without warning. She just picked up one day and took off without even a final goodbye. And she left their daughter Jen with him to raise. Well, that wasn't exactly the story. There had been hints of Amy's frustration for years. At some point, she must have cared for him, but for so long she had lost all feeling for him. After their marriage, Steve had become boring. He gradually didn't want to do...

4 years ago
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Rules for sissy

General Behavior Sissy is expected to always obey these rules. * Sissy will never masturbate or in anyway contribute to her having an orgasm without Mistress' permission. * Sissy will report immediately any orgasm that occurs without permission. * Sissy will accept whatever punishment Mistress decides appropriate. (Punishment for orgasms out of chastity will be more severe than for those within the cage). * Sissy will not put any part of her Mistress' sissy in jeopardy of ...

3 years ago
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Raised a Sissy

Raised a Sissy Alessandra Durante I've been a sissy my whole life. I didn't know that when I was child, but that what I was raised and reared to be. I never had a choice in the matter. I was born into a wealthy family, but I never knew the privileges of wealth. My mother was a strong willed woman who ran our countryside home like a queen. My sissy father was her faithful and humble servant. My father doted on her and obeyed her every command as if he had no choice. My...

2 years ago
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Curiosity Spanked the Sissy

You had driven all night to get to where you were and as you look at the house you wonder why? You just cannot understand why you are outside the house of Mistress Penny. Is it curiosity you wonder, certainly she is a completely different Mistress from your own goddess, Mistress Michele. She is the Mistress to your good friend on Fetlife, Sissy Davina but the only thing you know about her is how she has been described by Davina. You know she is curvy Mistress unlike Mistress Michele, is...

2 years ago
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Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Three - Birth of a...

3 years ago
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Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
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The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

2 years ago
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Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

4 years ago
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Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

2 years ago
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A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
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The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

3 years ago
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Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
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How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

4 years ago
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Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

4 years ago
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Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
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Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
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The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
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Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

4 years ago
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Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
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Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

4 years ago
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New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

2 years ago
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Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

4 years ago
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stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

2 years ago
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My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
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A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

1 year ago
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Mrs Fletcher Chapter One Brothers Motherinlaw

I was eighteen and almost nineteen years old, and my eldest brother was getting married. My parents gave birth to me many years later. In addition to my eldest brother, I have three older brothers. People say that my birth was purely accidental. I was eighteen and almost nineteen years old, and my eldest brother was getting married. My parents gave birth to me many years later. In addition to my eldest brother, I have three older brothers. People say that my birth was purely accidental. My...

Affair
3 years ago
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The Despoliation of Her sissy

The Despoliation of Her sissy. How long had we talked about it? How long had these dark desires overshadowed so many conversations? How long had we both assured each other that we could share our forbidden desires? It's not easy confessing to anyone that you have a rape fantasy. Nor is it easy for someone to confess they want to witness it. More, that they want to facilitate. And yes, to participate. The sweet, not quite so innocent but too shy to act on her desires, little sissy...

4 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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  • 42
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
  • 0
  • 38
  • 0

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
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  • 24
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Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

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