Sissy Teaches Me: Part Two free porn video

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“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.

“Yes,” I answered.

I was watching with everything I had.

Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden inside.

Up one side of her pussy and down the other, Sissy ran her finger, almost barely touching her sensual slice. I could tell it felt good to her because her pussy lips constricted and closed under her touch. It looked as if her cunt was trying to say something. When they opened back up slightly, they were wet with nature; glistening in the light of the room, almost dripping. I could tell that is what she wanted.

Slowly, I watched her hand reach the top of her slit and she began to rub in circles. Her pussy lips moved delicately as she rubbed from side to side. Sissy began to moan a little. as she slowly brought her clit out. In amazement, I could see it erecting itself, getting nice and hard, especially when it went between her two fingers that she slid slowly down beside it to poke it out into the air.

Through soft breaths of stimulation, my sister asked, “You see my clit?”

“Yes, Sissy, I do. It is so hard, pink, and wet,” I answered.

“That’s the way it’s supposed to be. You want to feel it?”

I could not believe what I heard my sister say. She was giving me the chance to feel a part of her nakedness. A part of her private place.

Even though it was what I wanted, I was actually scared to touch my sister. Imagine that. The time had come I had my chance to feel my sister’s sensuality, and I was chickening out. To my surmise, Sissy understood.

“Come here and lie beside me on the towel, Brandi. We’ll do it together,” Sissy said and patted my bed where the other end of the towel lay.

I did not have a problem lying beside my sister. As I lied beside her, she leaned up. I thought I was supposed to follow her lead, so I began to do the same. Sissy stopped me.

“No, Brandi, lie back down. Let me show you first, then you can feel mine.”

I knew then my sister was going to touch me. She was teaching me like I wanted.

“Spread your legs a little more. Let me see your plump cunt lips,” Sissy told me and I obliged.

I felt the cool air of the room drift over my smooth lips that jutted out naturally. The cool air stimulated them and rushed more blood to try and fight back the chill.

“That’s it. Now, feel this?”

Sissy touched my pussy and I felt something I never felt before. It was a feeling that I could not explain. It sent tingles up through my body and to places that had never tingled. Even inside. The feeling left a hot flush over me, but it sure did feel wonderful.

“Uh huh,” is all that I could mutter because of the feeling suddenly overtaking me.

“It feels good, doesn’t it, Brandi?”

“Like something that I can’t explain, actually.”

“Yes, it does. What if I do this?”

Sissy essentially did the same thing to me that she did to herself. I felt her fingertip outline both sides of my two lips. The feeling inside me now began to burn. For the first time, I knew what it felt like burn with desire.

I felt my orifice tense at first as Sissy ran her fingers across it. I had the urge to close my legs with her hand there between them. The tense feeling was that mesmerizing. Slowly, I felt my tender lips relax under her touch the more accustomed it became to having her finger there.

As Sissy traced her finger around my heavy verticalness, I felt a warm feeling inside it. I had felt a similar feeling before, but this one was different. This one was more concentrated. It was a feeling that I, myself, had to dilute. That feeling suddenly lead to a tickle; a slow movement I felt inside my tender folds of flesh. I was getting wet.

“Ooooohhhhh,” I moaned from instinct. It just exited my mouth whether I wanted it to or not.

“Getting wet, huh, little sis?” Sissy asked.

“I. . . Uh. . . Think so. . .”

“You are. See?” Sissy said and then I felt the parting of my tender fold by her finger sliding through it slowly and then her finger coming up to my eyes to show me.

Her finger glistened with my apparent arousal. I could not believe that my core was all over her finger. I actually did not know I could get so wet.

Sissy ran her finger back down and this time, she began to rub at the top of my pussy.

I felt the electrifying stimulation there and my tender button hidden underneath my rather large flaps, erecting itself against my sister's finger. I had felt my clit before, but never got it to react in this manner. I could literally feel it growing, getting larger and rather hard. My sister felt it too.

“Feel that Brandi? Feel how I brought your clit to sensitive titillation? Now, before you feel yours, I want you to feel mine.” Sissy said and immediately lied back.

I leaned up and as I did, Sissy spread her legs. She was still aroused. Her perfect slice was now engorged, wet, and her clit was poking out. It was so sexy to see my sister so stimulated by me.

I was still a little scared to touch my sister. I looked at her as she lied there. She looked at me and said, “It’s okay Brandi. I touched you. Go ahead.”

Slowly, I took my hand and reached between my big sister’s legs and with my finger tip, touched her pink button that showed. It was hot to the touch and slick with her juices. She moaned as I touched it.

As Sissy had done to herself, I began to rub it in circles. I was not sure how hard, so I stroked over her clit lightly. I could feel the hotness permeate from it and onto my finger. I even felt her sensual lips a little.

“Oh God,” Sissy began to moan.

I stopped.

“No Brandi, go ahead, you are doing nothing wrong. It feels good. See?” Sissy said and her hand reached to go between my legs. I leaned back and lied beside my big sister on the bed. I loved how her hand felt there on my hot cunt, my plump labia bursting out more than they normally did.

Her fingers found my wet clit again hidden underneath my wrinkled lips. We crossed arms and together, and we rubbed each other’s sensitive love buttons. I felt feelings inside my body I never had before. The feelings ran deep and I could feel the tantalizing tingles it sent through my whole being as Sissy rounded circles on my clit.

I even felt my labia move with her circles. They did not need to get any bigger, but I could actually feel them filling, as the blood rushed to them. The ripples my large labia made became more sensitive and puffed even more as the blood gushed inside them.

I could tell, as Sissy rubbed my clit, she knew what she was doing. The feeling she gave me was mesmerizing. I tried to emulate the feeling on her. I hoped I was doing a good job.

I moaned and looked at my sister and she looked at me. We both smiled at each other and kept feeling each other’s wet pussy.

I felt the feeling inside me reach my nipples and I felt them lengthen. They became plump and hard and stuck out like I had never felt them stick out before. Sissy saw them get nice and erect and with her free hand, she reached over and touched one.

“Doesn’t that double the feeling now, Brandi? Can’t you feel the rush of hot desire go through your hot stimulated body?”

“Oh God, Sissy, yes, I can. It’s. . .It’s. . .Soooo, oh God!” I said through hot breaths. The feeling rushing through my body made the tiny hairs all over raise.

I reached over and started to feel one of Sissy’s hard tiny nipples. I could feel the hot center of it as it puckered under my touch.

“Pull it, Brandi, pull my hard tiny nipple, PLEASE!” Sissy asked.

I was not quite sure how to or even how hard, but I took it in between my fingers and pulled. Sissy moaned as it stretched outward, even pulling her breast out with it slightly. It was so hot to see her nipple stretched like that. It turned red in my fingers. The blood that ran to it heating it even more

“Want me to pull yours too, Brandi? It feels wonderful. If you don’t like it, just tell me. We all have our own little things we like to do when we masturbate.”

“Yes Sissy, pull it, but if I don’t like it, stop, please.” I said. I was not sure if I was going to like it. For some reason it looked really sexy on Sissy, but I think I was happy with mine just erecting. It felt like my nipples were more for massaging than pulling.

Slowly, I felt my Sissy’s fingers take hold of my nipple and even from that point, I did not like it. I did not stop her though. I let her pull, but I could not take it.

“Sissy, stop! Stop please!” I yelled, water actually coming to my eyes.

My big sister looked at me and said, “Oh Brandi, I am sorry.”

“Don’t be. It just doesn’t feel right. Just massage it,” I said and she massaged it just like she was doing to my clit. My hard nipple got even harder with her touch. The little nodules around my areola even began to pucker. Sissy ran her finger over them also. The feeling made me lose my breath.

“Better?”

“Yes, big sister, much better,” and it was much better. The feeling inside me now turned to normal again and I felt it building. That’s why I almost lost my breath. As she massaged my nipple and ran her fingertip slowly over the areola, I felt the feeling submerge my insides

I could feel Sissy’s clit get even slicker as I felt it. She moaned as I continued to pull her nipple as well. Her tiny nipple was not so tiny anymore. Since I had been playing with it, pulling it ever so gently.

Then Sissy said, “Stick your finger inside me. I want to feel your finger inside my pussy!”

I could not believe she said that. I was almost scared to stick my finger inside her. But slowly, I quit rubbing her clit and found her hot opening and slowly inserted my finger.

As I did, Sissy sighed, but I was not sure how to feel my sister’s insides, so I just left my finger in her. I felt her vaginal wall wrap around it, but I was not sure what to do next.

“Move it Brandi. Move it like a guy would fuck me. Like this. . .” Sissy said and moved her finger away from my clit and ran her finger down through my large lips and sunk a finger into my pussy.

My body jumped as she stuck her finger deep inside me. It felt wonderful there. Better than my own finger when I stuck mine inside and didn’t like the feeling. Then she started to move it in and out. God the feeling it made! I arched my body into my mattress as her finger moved in and out of my hot pinkness.

Slowly, I started to reciprocate the feeling to my Sissy. As I began to move it in and out, she too, arched her body to match mine. We were actually beginning to have fun with each other. It felt good to be with my sister in this manner.

The feeling inside my body began to travel faster and there was a feeling that I had never experienced before. It felt like I was going to pop. As Sissy fingered my pussy, I felt my inner walls wrap more and more around her. It was constricting more and more on her finger. It felt like my clit was bouncing erratically. I actually could feel it move in and out, in and out, and then the feeling began to culminate. I did not know what was going on and I tried to fight what was going on inside my body. Fortunately, Sissy knew..

“Brandi, don’t fight that feeling. You are having an orgasm. Let it go. Let your body cum. It will feel great, trust me!” Sissy said and tried to sooth me.

“Cum? You mean I am going to cum?” I asked like the stupid inexperienced virgin that I am.

“Yes, little sister, you are. I can feel it in your pussy. You are getting wetter. Just let it happen. Stop fingering me and let me help you cum!”

“Be gentle Sissy, please!” I said and did not know what she was going to do.

“Brandi, little sister, there is nothing gentle about cumming. When it happens it happens. I am just going to help you cum. You asked for my help. You are getting it. Just trust me, please!”

Sissy answered me like a good teacher would. I lied back on my bed and let Sissy do what she needed toTo continue reading this story you must be a member. Join for FREE here.

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'You want it again?' She said, as she climbed between my legs, spreading them with the force of her knee. 'Yes Mistress.' I said, turning my head to the side. Her gloved hand grabbed my chin and turned it towards her. 'You want to be my girly lesbian bitch?' She said, as she tweaked my puffy nipples with her other hand, the dry latex chafing me. 'Yes Mistress - I want to be your girly lesbian bitch,' I rubbed my horny cunt against her stocking clad leg, ignoring the pain, wanting, no, needing...

4 years ago
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Sissy Stepson Part 4 Stepmothers Test

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...

2 years ago
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Sissy Farm Chapter TwentyTwo

Sissy Farm - Chapter Twenty One - 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; 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...

2 years ago
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SISSY DANI PART 2

CHAPTER 2Some six months after Mistress Jennifer first imposed the "sissyDani" persona on me through post-hypnotic suggestion, our liveshad settled into a routine. Most of the week was quitenormal--only Jennifer's insistence that I wear a corset andbaby-dolls to bed indicated the hold she had over me. Naturally,I complied, since she could always threaten to permanently impose"sissy Dani" on my mind. Weekends, however, were generally spentin my transformed bondage. Perhaps a description of one...

3 years ago
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Sissy Stepson Part 3 Caught in the Trap

Sissy Stepson Part 3 ? Caught in the Trap He was worried about the stain until he started watching a game show with the sexy female host. She had a stiletto's like he was wearing and was dangling them. Once again Carl's sissy stick became hard and began oozing translucent sissy cream all over the nylon and panties. He sat there for ten minutes watching the dangling, mesmerized and in a sissy dream like state with glazed eyes and an oozing cream stick confined...

3 years ago
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Sissy Bimbo Dream Part 2

I looked over my shoulder at my new Mistress with adoring eyes; I knew I would do anything for her. She caught my adoring look and pointed between my legs. I looked down to see a very large puddle of sissy juice on the bed between my legs. My mouth watered at the thought of licking it up and I shivered in anticipation of the order, Mistress chuckled. "Well bimbo it seems you have some cleaning up to do...I know it's inferior Bimbo juice but I'm sure you will lap it up eagerly"...

2 years ago
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Sissy Ghetto bitch part 1

-The Guys4 ghetto guys was inside a porn site looking at random sissy babe pictures when they accidently found a picture of someone they know. Like every album they clicked it that specific one with a tranny dressed so girly with mouth open. The guys had such a stone hard erection by watching all the pictures, they even said "I Would bang that sissy pussy 4 sure!" and everybody agreed. It was that guy from elementary school named C****. They started to chat with him, pretending to be the...

3 years ago
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Sissy discovers part 1

This is an original fictional story, where a young woman finds that she has an admirer at home, and unexpectedly decides that she likes the attention. I'll post more parts of the story over time if there is interest so please comment.Outwardly Sissy looks like your average pre-college teen with a wholesome family. Cute and sexy she has a special effect on all that meet her that creates lusty thoughts in her fiends, and as she will find out, particularly her younger brother. When Sissy finds...

1 year ago
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Sissy Outed part 4 Gerald finds out

The story continues from two different points of view. Didi carries on his narrative, but we also hear from Gerald. DIDI: You probably won't be surprised to learn that I haven't worn trousers in the office for a few weeks now. In fact, I spend much of my time in girl mode. The rest of the time (that is, when I'm with Alice) she keeps me aware that I'm not a girl, but that I'm her sissy boyfriend wearing girls' clothes. She often wears trousers when we go out and she likes to look...

1 year ago
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Sissys stroke story for Deebsflo Part one

Cast: Dee (The Master), Jennifer James (The Movie starlet) The Sissies: Mika, 5’11”, light brown long hair. Sammie, 5’9”, peroxide blonde, with a fringe. Bobbi, 5’7”, brown curly shoulder length hair.. Glenda, 5’4” brunette, bob-cut style, Toni, 6’, leggy peroxide blonde, long hair. Terri, 5’8” Brunette with a fringe and Alexi, 5’9” natural blonde with long platted hair.Part one In all his years, Dee could not recall seeing such a look of desperation and desire as he did now with Mika....

3 years ago
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Sissy Beauty Salon Part 6

I turned from the giggling stares of those women and at Annie's instruction proceeded her by about five feet down the sidewalk, past shops staring to become busy first thing in the morning. I passed several mean and women on the walk to the salon. Some noticed the lipsticked man walking towards them and some did not. I really was more concerned about what was about to happen to me at the salon. We finally arrived at the salon and Annie held the doormen for me. The smell hit be at once....

3 years ago
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Sissy Fantasy Part 1

Part 1:I walk into a seedy motel in LA. Old woman at the counter gives me a slip with a key card in it. When I unfold the slip, there’s a note. All it says is…“10-day load, sissy”I’m immediately aroused. I walk to the room, trying not to be seen, and I feel my heart racing. I key into the door. The lights are dim, but bright enough to see.He’s standing there, tall and lean, wearing business dress attire and his V for Vendetta mask. “Take off your sweatshirt,” he says. “And get on your knees.”I...

1 year ago
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Sissy spit roast sleep over

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...

2 years ago
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Sissy Outed part 3 Audrey finds out

As I walked the fairly short distance between the supermarket and Helen's flat, I was aware of an increasing sense of trepidation. Although by this time I was reasonably confident when being seen on the street in girls' clothes, I was more aware than usual of being a boy who had been forced to wear feminine attire. OK, "forced" is perhaps too strong a word. I had liked dressing in girly things while in the privacy of my own home. But since my little secret had been discovered, I knew that...

1 year ago
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Sissy tasks

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...

1 year ago
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Sissy and Paul

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...

Mature
2 years ago
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Sissy Slumber Party

Sissy Slumber Party I was on my way to the slumber party and I was so excited that my panties were getting wet. As I felt the moisture between my legs I blushed and giggled. My high heels clicked on the sidewalk as I went and my full skirts and petticoats swooshed around my baby smooth nyloned legs. I wiggled down the street and my long curly hair and bangle earrings swung from side to side as I walked. Some men in a passing car whistled at me and I just smiled. But my panties...

3 years ago
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Sissy Farm Chapter Sixteen

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...

1 year ago
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Sissy Farm Chapter Two

Sissy Farm - Chapter Two By: Beverly Taff List of Characters: Me: Michael, A natural sissy; Aunty Beverly: My mother's sister. (Who adopted me aged 10.); Janice: My Younger Sister. Chapter Two Now I had received another call for assistance from Aunty Bev. Since adopting me and training me how to lace up her corset, Aunty Bev oft-times called me across the landing if she had trouble tying off her corset. Usually I...

3 years ago
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Sissy Porn Star Part 2

Sissy Porn Star - Part 2 Sherri had successfully convinced Charles that he needed to ingest a second vitamin as a part of their bedtime routine. She had told him about some articles she read regarding the positive effects of vitamin use when the daily recommended amount was doubled, even tripled. As always, Charles sensed her motherly concern for him so he yielded to her sensibilities and just went with the flow. It was a Saturday morning and Charles woke up, his head pounding and...

1 year ago
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Sissy Farm Chapter Eleven

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...

2 years ago
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Sissy the Redhead Making of a Slut Part I

Introduction: I have many more chapters to come–each increasing in dirtiness, variety, and taboo. Sissy the Redhead: The Making of a Slut Part I She was out mowing the lawn again. That little red head across the street. She was probably thirteen or so. Maybe fourteen, and she had long thick curls of deep red hair. The kind that looks dyed, but isnt. Her titties were just coming in, but they were coming fast. She must be pushing a B cup by now, only she wasnt wearing a bra that day, just a...

1 year ago
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Sissy Emma is turned

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...

3 years ago
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Sissy Farm Chapter Eighteen

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...

2 years ago
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Sissy Hypnosis Fun

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...

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