My Life As A Shemale Part5 free porn video

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I wore my new clothes now everyday, Sam and Tim helped make sure that I learned that my underwear was in the right place and I had this terrible habit of not keeping my legs together when I sat down. At night I was always wearing my nighty and it all just made me completely horny all the time and it was difficult walking down the street not looking at boys.

Every other day I tried the different ways of keeping my 'package' hidden so no one would notice too. As I was walking through the mall, I was wearing a skirt again, I came accross 3 boys in the arcade. One of them looked up and saw me, he looked me up and down and then elbowed one of his other friends to check me out. I was pretty in my dress and I knew it but I was also painfully aware that I could not just pick up a guy on the street, that was something I would never have, Sam had warned me about the ridicule I was going to face. So I kept going and since Tim had given me an allowance I thought I might go look at clothes. It wasn't until a while later that I realized that I was being followed, it was the boy from the arcade but he was by himself now. He notice that I noticed so he decided to come over and talk to me, "Hey I'm Mike, I saw you earlier and thought I could buy you a coke or something, are you new here?". I was a little shy at first but also excited, this was my first boy-girl talk, "Sure, yes I am new here, have you lived here long?". Mike seemed happy that I said yes and guided me over to the food court where we stood in line at a Orange Julius, "Yeah all my life, its not bad, lots to do and many of the peeps here are cool too. Where did you move from?". I gave him the story that Tim made up, that I lived with my mom and the separation and he accepted that. We kept walking through the mall as we talked until we came back to the arcade, he was all excited about this game and wanted me to try it out. I agreed and I stood in front of it when he dropped some quarters in and I had no idea how it worked, so I asked him for help. He came in from behind me, reached his arms around to reach the buttons on the console and started to explain but he was a little taller than me and my hair got in his face, "Wow Danielle, your hair smells good". I looked up and smiled, he seemed a little embarrassed by just blurting it out, "Thank you Mike, nice of you to say". We got into the game, he continued to stand behind me using the controls when I suddenly realized that I could feel his package through the thin cloth of my skirt, it also became clear that he didn't realize it. We played a little while longer and the more intense the game got the more he rubbed up against me until he started to get hard and that's when he realized it too. He immediately stepped back and turned red and I thought it was cute but felt bad at the same time for him. He kept his hands in front of his pants to cover up his erection and I decided to make it easy for him, I walked over and tiptoed to his ear, "Its ok, lets go walk a little more" then started to walk out the door of the arcade.

Mike followed me and came up beside me where he took my hand, "I am sorry about that Danielle, its just...well...you are so pretty, I guess the fact that I like you is not a secret anymore". I smiled up at him, I guess not, that's ok though, its nice to be liked". The conversation's we started to have over the next few days became more intimate but always keeping my secret in mind.

It was about a week later that we were walking through the park and he was telling me about a band coming to town he wanted to see, totally excited and that he wanted me to go to. He brought his ipod so I could hear so we sat down on a bench and we each took one side of the headphones and plugged them in. Mike suddenly leaned into me and started to kiss me, careful at first, then with more and more depth and I didn't fight him, I wanted him to kiss me since we first met. His arm came around and he pulled me a little closer. I didn't notice that I was starting to get hard and that morning I had put the chain on that kept my penis pulled to the side, it wasn't until it started to hurt as it grew and the chain started to choke the tip. I carefully slipped my hand under my skirt and quickly unhooked the chain from my genitals. Mike leaned back again and looked into my eyes, he knew something was wrong but couldn't place it, I knew that if he looked down he would see a tent building to the side of my skirt. The pain was getting worse and I was trying to not let him see it, "You ok Danielle?", he looked concerned, I just nodded then, "You want me to stop kissing you?" I shook my head, he leaned in again and started to stick his tongue into my mouth, it felt so good I never wanted him to stop again, he started to pull me into a tight hug and I loved being handled when suddenly the tip of my raging hard-on must have touched his side. His hand came down into my lap and he started feeling it. My heart stopped, I expected him to push me away and start screaming at me.

And thats what almost happened, he pulled back as if had touched something bad. He looked me in the eye, "Your a guy, how could you do this to me?" I looked at him and tears started coming up, "I'm sorry Mike, no I am not a guy, not anymore...I....I.." My voice just trailed off, I could see the anger and betrayal in his face and then I saw something dangerous. He suddenly grabbed my arm, looking around to make sure no one saw us he dragged me behind the next closest bush and threw me to the ground, "show me" he said and I could tell he meant it. I slowly started to pull up my skirt and let my panties down and there it was, my huge semi hard penis laying for Mike to see, it was embarrasing. Mike just starred at it. After a moment I asked, "Can I get dressed now?". Mike seemed to think about it then said, "So your'e some kind of freak, right?, I think freaks need to be thaught a lesson, I just don't know what yours should be". I was scared but not like before, somewhere in Mikes tone was something that wasn't dangerous even though he sounded like it, "Mike, I really like you, I'll do whatever you want, just don't hurt me please, I was hurt before." Something in what I said struck a note, maybe pitty, I didn't know. I was about to get a lesson on what many men were thinking about people like me, that I was a freak and therefore they got to do whatever they wanted. "Allright 'Danielle', lets see what kind of girl you really are." He started to unzip his pants and pulled his penis out, it wasn't as large as mine but it was beatiful, he still had his foreskin and it was already semi hard, "I want you to suck on this and get it nice and wet too." He came over to me and kneeled down so I could swallow his member, this is where everything was different, the first flashes in my mind were of the dirty old electrician, his smell and stubby little penis but Mike smelled good, I could already taste his pre-cum in my mouth, he was excited and the taste was not bitter. I started to slowly insert him letting my tongue roll around to get him wet and make it easier to slide in and out of my mouth. He soon after started to go into a rhytm that I picked up on and my pony tail was moving with it. I could soon hear him making sounds of enjoyment and he grabbed the back of my head to make me take him in deeper, almost bumping the back of my throat. After a few minutes he stopped, "Now that I am nice and wet, lets see what your pussy feels like, since you are a girl and all." His tone was a little softer now, it wasn't scary anymore and I knew I was about to lose my cherry just not in the way that I expected or hoped. He was a little rough but still careful, maybe just not experienced when he laid me on my back, he started poking at my butt, but not quite hitting it right, "Come here" I said in a quiet tone and pulled him a little closer so I could reach his now incredibly hard penis and guide it to my hole. I remembered how Sam guided me on my first time and intended to do it exactly the same. I raised my legs a little higher which gave Mike a straight line into me, then I tried to relax and the anticipation of him entering me made me crazy with desire. Mikes face was so handsome and he began to move his hips forward, entering me in the most private way possible. he was being careful now and I could feel the head of his penis pushing into me and I imagined how tight I was, making his foreskin slide back and exposing the head of his most sensitive point in his body as it penetrated deeper, feeling my inside and the warmth surrounding it. I was in heaven as he rapped his arms around me as a lover should, my eyes closed with the pain and joy of connecting so deeply with another human being. I suddenly felt his lips back on mine and I smiled and returned his kiss. He started to pump, a little awkward at first and I encouraged him, told him that I need him and wanted to feel him. He grew steadier with every stroke, his manhood desiring only one outcome, to control me, to place his will on me and let the a****l inject me with his hot seed until there was no more. It occurred to me that Sam was right, the initial penetration was glorious and the manhandling which would have only one inevitable ending, Mike would ejaculate his hot, creamy sperm into my body and there is nothing I could do about it or wanted to.

Mike's strokes started to get harder, almost desperate, clinging to me with his arms rapped around my body like a vice, I became his pleasure tool and I thought his release was iminent. I could now feel my cock against my stomach, also rock hard, being rubbed between our bodies and I knew he could feel it too. His lips found mine again and he kissed me but it was only pure pressure nothing sensous, his hips, like pistons firing his rod into my body, I was beginning to feel a little sore but nothing like when I was ****d the first time, it was pleasure. Then he began to jerk on top of me, an uncontrollable spasm pushing his penis so deep and so hard into me, trying to force every little ounce of his cum. I grabbed his butt cheeks and helped him push to get deeper and receive his load into me, I could feel the base of him twitching in me with every spurt when he suddenly buckled on top of me and went limp. We laid there for a moment and for the first time I could hear the birds and the wind around us again, the pressure of my blood flowing through me calming down.

I suddenly felt something wet on my cheek and realized that Mike was crying, so I told him, "Its ok Mike, I am not upset and I am sorry I hurt your feelings, I never meant to". When he got up he could bearly look at me, he seemed ashamed. I felt like I couldn't move, I knew I was exposed, my slim hips and white legs spread apart and I could feel his cum running out of me. My penis still hard from not cumming was on top of my folded back skirt throbbing, "Mike can you forgive me?" I asked and he stood sideways putting away his now flaccid penis, "I'm sorry Danielle, I know what you did was not ok but I had no right to treat you like this, I don't know what came over me". He looked at me and saw his cum flowing out of my anus, he seemed even more disgusted with himself, he grabbed a tissue out of his poket and kneeled back down to me, he carefully wiped me clean but still kind of looking at my penis too which turned me on a little. "I want to thank you Mike, you are my first and it was incredible, it was everything I had hoped for and I understand if you never want to see me again, you can go now and I wont say anything to your friends or at school, you will always be special to me". He slowly got back on his feet, he gave another glance at my lying on the ground then turned and walked away.

My ass was sore but I could still feel more cum running out of me, I reached between my legs sticking my finger into the hole that was just moments ago a pleasure mine, it felt good and it was in one piece, I wanted to make sure I wasn't bleeding. I suddenly sensed someone watching me and out of the corner of my eye I saw two young boys peeking out of another bush. I should have got dressed but I was incredibly horny, I needed release, I could go home and finish there but my ass was still sore and leaking, who cared if they watched me. I thought I should try if I can with someone watching, so I let my hand drop from between my legs and reached up the lenght of my shaft with my fingertips lubricating Mikes cum all over it. I reached around it and started to masturbate, closing my eyes and imagining Mike still inside me, the feeling and euphoria of his cumming inside me, I stroked harder and harder at the thought and it didn't take long, I shot my load so hard and so far over me it never even touched my blouse. I could hear my little peeping toms run off and I decided it was time to go home. I knew I would never be with Mike again, but I told the truth, that I would never forget.

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Morning Surprise part5

I was driving home and after the past amazing week I was now setting speed records from the station to my home. The excitement of just walking into my house, had my pulse racing. I pulled into the garage and received a text message from Joan. “Steve on the radiator in the passage is a blind fold put it on and knock on the kitchen door”. What has she got planned for me now, I was thinking. I was always in a state of arousal these days. I could feel the stirring in my pants. I...

3 years ago
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One Lust Filled NightPart5

I was sitting on the side of the bed. Becky was naked in front of me, with her back to me. She was bent over grasping her ankles. When she bent her knees, her pussy and ass came into full view. She asked me to spank her and, never doing this to a woman before, I was a little gentle at first. When she did not move away, I started to spank her ass harder. I watched her cheeks bounce with each slap. I heard her moan and realized I was making her moan. Then before I realized what I was doing, I...

Group Sex
3 years ago
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Having My WayPart5

On my knees with my ass in the air, he took me hard and fast. I felt him cum inside of me as I too reached epic heights and flowed long and hard. I did not want to stop, it felt so good. My whole body was on fire. I reached down between my legs and started rubbing my clit to see if I could make it go on a little longer. I was so hot and it was so sensitive that I could not keep going. I felt my loves weight as he collapsed forward onto me pushing my body into the pillows. I, too, was exhausted....

Seduction
2 years ago
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Monica part5

When you add it all up and take a look at it, a lot of life - my life, anyway - is fairly boring. When you're a k**, a lot of your free time is taken up by school and doing or avoiding homework. When you're an adult, most of your time is taken up by just work. And then there's also a ton of hours when you have to sleep, plus a helluva lot of time doing things you'd rather not: Taxes, commuting, going to the DMV, doing a private search online to find out if being attracted to a close relative is...

3 years ago
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Living in Cockington part5

It was a few days now since we had moved to Cockington and I had seen more strangers fucking in that few days than I had seen in my entire life.That afternoon I was trying to put up some shelves but I soon ran out of screws and decided to head down to the couple of small shops in the village to see if they had any.I strolled into the first shop, the little convenience store and walked the couple of isles looking for some screws after not finding any I approached the till area to ask the blonde...

4 years ago
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First Time The Incident That Made Me Gay Part5

"You dislike your own brother?" I shockingly said. I just can't imagine howterrible this guy is."Hey little b*o. what's your new friend called?" Melvin's brother askedwhile he strips."Oh... You mean Jacky. Joe, i think Jacky has to go. So you wait for mewhile i send him home alright?" Melvin told his brother, and pushing me outof the bed. "Come on Jack! Let me see you home." With no reply from Joe, both me and Melvin quickly got off the bed andstarted putting on clothes. Joe just stood there...

2 years ago
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Teacher Gets Trained part5

Once we got back into our own home, Mary got me some more skirts and dresses to wear at the Goodwill store. She also got me fitted with a set of dentures so I was able to eat solid food again. When I asked her to please have those damned rings removed from my body, Mary said, "No Carla, I like them on you and they will keep you humble and compliant." so I had to wear them at least until she changed her mind. She reminded me who was now in charge in our house and told me that if I didn't like...

2 years ago
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A Long Lust Story Part5

It had been a week since we returned from capital and we did not get a chance to meet for some fun. I was very eager to fuck her at the next instance and was unable to do anything. We were close at home and were seen as good people, so we did not have much time and place for sex. Although occasionally she would brush herself on my shoulder when she walked past me and I would without the knowledge of others caress her breasts, and pinch them. Then one day she came out with me on pretext of going...

Incest
1 year ago
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Suzi and Chris part5

Suzi woke to the sound of the shower on in the bathroom. Milly was still sleeping deeply beside her. The covers had slid down her torso, and her arm was resting on the bed beside Suzi. Suzi's eyes ran from Millys fingertips, up her arm, and to her perfect breasts. She was lying on her side and they hugged together nicely, her nipples remaining erect from the cold air hitting against them. Suzi heard the shower knock off and she slipped quietly from the bed and walked slowly to the bathroom. She...

Erotic
4 years ago
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Young shemale with mature woman

High speed internet has arrived at our cottage, fibre-optics! We own almost 500 acres with a very large pond, nice home with a pool in its backyard. Pond has a lovely beach but is a serious walk from our house/cottage, roughly 20 minutes via a trail through the woods. Seclusion is paramount, peace and quiet, love it!! We've decided to try living at our cottage and have a grown daughter with her husband and k**s live at our house. I went on an extended trip to Europe for business. Wife loved...

4 years ago
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Shemale Ne Mummy Ko Choda

Hi friends yeh story meri, meri mummy aur shemale ke beech hai. Is story mein btaunga kaise shemale ko maine choda aur phir kaise shemale ne meri mummy ki chudai ki. Meri mummy jinka figure 34-30-36, bank mein job karti hai. Unka divorce hue 6 saal ho gaye hai. Mummy job ke karan kafi fit hai. Yeh incident 3 mahine pahle ka hai. Main aise hi net surffing kar raha tha.Tabhi ek din maine shemale wali video dekhi.Woh mujhe kafi achi lagi. Us mein shemale gand marwata hai aur marta bhi hai. Mujhe...

3 years ago
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Mommys Christmas Shemale for David

She had to make it good. It couldn't be just another gift wrapped cologne set, or a gift card to Ulta. She wanted this Christmas to celebrate her newfound lust with her k**s. She wanted David and Dana's presents to be fun, kinky and perverted. That's why, after a few weeks of thinking about it and a little searching, she had finally found David's gift.David had very open tastes. He was very in touch with his sexuality; he knew what he liked, and he was willing to explore new things to keep...

2 years ago
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A tale of male seduced by shemalefrom rohitraj

Hi I am Rohit,I am young,very fair and handsome,well educated decent person age 26 years almost 6 feet tall living in Hyderabad,India.I am a great fan of Indiansexstories.net site and always read the sexual stories.....and compliment the people who write so long stories......i always wanted to share my encounters......but alas i dint met a single encounter.....but recently.....met an exciting one....which i am going to reveal to you people......This is my first story and i request you people...

2 years ago
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London Mein Indian Shemale Se Fuck Hua

Hi dosto, mera naam Azim hai. Meri age 23 hai aur main ek bisexual mard hun. Mujhe sex ka bohut craze hai chahe aurat ke sath ya aadmi ke sath. . Aur yeh meri pehli story ek shemale ke sath hai jo kuch saalon pehle ki hai. Agar aap logon ko meri gay stories aur maid ke sath stories pasand hai toh zaroor yeh story bhi aap logon ko bohut pasand aaye gi. Yeh kahani 2 saal pehle ki hai jab main London mein padhai kar raha tha. Meri age uss waqt 21 thi aur yeh meri birthday ke kuch dinon baad ki...

3 years ago
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Would love a shemale like this

****d (sort of) by a Shemale!I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable...

3 years ago
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My Sister8217s A Shemale

We are a family of four. Me, my parents and my sister. I am 23 years and my sister is 18 years old. She is very beautiful, fair and very sweet looking with small perky boobs and a very petite slender body. I, on the other, am a regular gym goer and have a very good physique, but the thing with me was that I was gay and loved gay and shemale sex. I have done gay sex a couple of times but have never been with a shemale. I always knew there was something different about my sister as I often...

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1 year ago
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Sherry got fucked by the Shemale hairdresser Shemale Sex Stories

Living in the poshest parts of New York, Sherry was perfectly happy with every aspect of her life. She was ambitious and had a great job. She earned enough to lead a luxurious life in this part of the city. The only trouble was her hectic lifestyle and how it left her with no time to date. Her last breakup was rather messy. It has been three months since she broke up with her boyfriend. The only thing she misses now is the sex. She was not much into flings and one-night-stands so finding a...

Shemale
3 years ago
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A Shemale Fantasy and my Wife Part 2

About an hour later my phone vibrated once again. It was from Carol. This time she had send me a picture of a shemale. The text read "do you think she's hot?" I responded with a YES! And I meant it. This shemale had beautiful big tits and a pretty big dick. In fact it may have been a bit bigger then mine. This was really starting to get interesting, just like Carol had promised. She was texting me dirty pictures and being really naughty. I loved it. I wanted to be naughty just...

4 years ago
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A Shemale Fantasy and my Wife Part 2

Introduction: I didnt know what I was in for. But what a ride I arrived at work, walked into my office and settled in for the day. Just as I was checking emails on my computer my phone vibrated. I took a look. It was a text from Carol. In closed was a picture of her laying in bed totally nude with her legs spread. The text read, my tight wet pussy is waiting for you. I instantly got horny. I would never dreamed Carol would send me a picture like that. I texted back I cant wait to stick my dick...

4 years ago
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A Shemale Fantasy and my wife Part 4

A few hours later I was woken up by Carol. "Wake up baby this day is just getting started" she said. My eyes opened and I was like a kid on Christmas morning. I couldn't wait to see and "feel" what she had in store for me next. Carol instructed me to shower get dressed and leave the house for a few hours. My next surprise needed some set up. I did ask she told me. Before I left Carol came up to me grabbed my dick, kissed me and said "get ready for some fun". Having no...

4 years ago
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A Shemale Fantasy and my wife Part 4

Introduction: The Conclusion Basking in the glow of what just happened, I put my head back and just passed out from total bliss. I didnt know what else Carol had in store, but I knew I wanted to be well rested. A few hours later I was woken up by Carol. Wake up baby this day is just getting started she said. My eyes opened and I was like a kid on Christmas morning. I couldnt wait to see and feel what she had in store for me next. Carol instructed me to shower get dressed and leave the house...

2 years ago
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Shemale Stewardess Seduction

Please note that this story is not written by me! It was stored in my computer for a long time now and decided to share it with you. The author's name as well as the site I found the story are not known... My introduction into the sultry, steamy world of shemales came (and I mean came!) at 35,000 feet, on a plane flight to the Northwest. I had been working myself to the bone, staying until ten or eleven at night, coming back in at six o'clock in the morning, and I guess the stress...

2 years ago
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Beautiful Shemale Sex Fantasy 8211 Part 1

Hello people, Leviathan here with my first story. To describe me, I am an average looking guy with a pint of femme body and many have said I have a great ass. Jumping into the story, this is purely a work of fiction. I request you all forgive me for grammatical and spelling errors. I made up a story by mixing a few of my fantasies and pint of my imagination, and a lot of horniness! It was around 8 pm. I set off for a 16-hour long journey to native, my train just arrived. After a fuss, I managed...

Gay Male
2 years ago
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Sweet Julie Birth of a Shemale

Sweet Julie Birth of a Shemale by Mistress Tawny Suede Chapter One Is It Just a Role? The dress rehearsal for the drama club's latest production was over. The curtain fell, the audience of excited parents applauded enthusiastically. The curtain rose and the performers stepped forward to take their bows. The curtain fell again and still the crowd applauded. The two stars, Troy and Julie, took their positions centre stage, holding hands as the curtain rose one more time. They...

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