My Story (Part 1) ‘My Early Encounter’ free porn video

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My Early Encounter: sherryladyboy

I was 8 years old when I discovered my deep interest in women. It started by admiring sexy women bodies in bikinis. It was never a look of lust but more a look of admire or you can say envy them for their sexy body, wishing someday I could become as sexy and slutty as them.
With each day I became more and more interested in women and their details. Their body shape, the breasts and feet caught most of my attention. I started trying put on my mom lingerie infant of the mirror at that young age, and whenever I there was enough time I started to try doing makeup.
Later I got introduced to pornography, that really caught my interest. I really envied women that were fucked and started to have interest in men cocks wanting to try sucking a cock and getting fucked from one.

I was lucky one day I was home alone trying on makeup and lingerie of my mom in front of the mirror. And I was so in focus trying to be a woman, deeply in the thought of how will I become a women and whore like the ones in the pornography I admired, and how can I find a cock to try. The house door bell suddenly from no where rang, no one was expected to come, I got so annoyed but worried who was on the door, so I went to see who it was from the door peep hole. I discovered it was our building’s porter, he was a dark skinned man in his early thirties. I knew he probably knew I was at home so I need to open the door, and I was so unfocused that I forgot to go and take off my mom’s lingerie and remove the makeup, so I opened the door. As soon as I opened the door he stared in astonishment to me, then he gave me mail that was sent to us, talking to me in a female manner. I took the mail and closed the door. We had a table beside the door where we put all kind of things and their was a mirror above it. As soon as I laid the mail on the table I discovered that I opened the door to him with the makeup and lingerie on. I was so afraid that he would tell my f****y how he saw me, so u*********sly opened the house door quickly and called him from the stairs. He came up back I begged him to come in and closed the door. We sat in the living room silently for a couple of minutes while he is looking at me. Then I told him that I was just trying on my mom’s stuff as I was just interested in trying them on, and that he should not tell anything to my f****y. He didn’t answer for a moment then he replied, he doesn’t really believe that. Then he told me to tell him truthfully everything then he will decide if he tells my parents or not.
I told him everything from the day I discovered my interest in women till the moment he listening. He listened carefully, then he asked me so you want to be a whore and you want to try cock. I replied with my head that yes this what I want. He then stood up and told me he will think about it, and after a couple of days he will tell me if either he will keep my secret or tell my f****y. Then he left the house.
As soon as he left I took the lingerie off and removed the makeup, then I went to my room and sat on the bed thinking and wondering what is he going to do. It was a tough couple of days not knowing what is going to do. After a week as I was entering the building door, he saw me and told me that he wants to meet me later that day on the roof of the building. I accepted then told him I will meet after lunch.
After completing my lunch I told my mom that I will go buy some sweets from the supermarket a few blocks away and will be back. Instead of going to the supermarket I went up to the roof which was one floor above us, as we lived in the last floor. I looked for him in the roof and called for him, he replied from a small wooden room on the roof to come in. As soon as I went in, he asked me to sit beside him on the couch. He started telling me that he thought about it a lot, and that he won’t tell my f****y and no one else as long as I listen to him. He added that he will make my dreams come true, and he will turn me into his whore. I was a little astonished that he would tell me all this and this reply wasn’t at all the one in my mind. Then he asked how long can I stay with him, I told him that I was supposed to go to the supermarket and back. So he told me ok, today is a little short but we will make use of it. Then he told me to take off my cloth, which I did immediately. He turned me over with his hands looking at my whole body naked. He remarked while he was turning me over, that my body is truly very femme and sexy and that my cock is really very small in comparison to k**s in my age. He then took of his pants and his under wear and his cock was revealed to me. It was a nice black big cock with lots of veins on its shaft, and he had a bush of black hair around it. He told me today you will lick and suck my cock while I play around your body. I naturally took his cock in my hand without any hesitation, it was so smooth but big. I started licking its head and his shaft according to his instructions, then I tried taking it in my mouth and I would just be able to take the head in. He remarked that my mouth needs training like many other things yet will have to learn, but it was ok for the first time. I really enjoyed his cock in my hands and the touch of it on my lips. I continued trying to take it in while sucking it, while he was playing all around my body with his hands, which I also enjoyed very much. After a couple of minutes I felt his ass cheeks muscles tensing up then he started to moan and shortly after a burst of his warm cumm shot in my mouth and to my throat, I nearly gagged and it had a salty and vinegar like taste. I wanted to throw up and spit it out, but he looked at me and told a good whore swallows a man’s cumm so swallow it and be a good girl. It was hard to do but I did. As soon as he finished he told me, today you began your first step as a whore and you will be my whore and sex slave, and he added I will only address you as a she here, you are never allowed to talk as a male around me. He ordered me to wear my cloth, and go home. While I was wearing my cloth he told me that the following weekend I should come to him instead of going to the club as I usually do, and he added that the next time he will try open me to become a full whore so he can fuck me. I finished my cloth and went down to my home, I was really happy to this first encounter and that I finally tried a cock and become the whore I wanted to be. The taste of his cumm kept in my mouth for a couple of hours till dinner was served. But in general I was happy and felt I am on my way to reaching my dreams.

The weekend came, I took a shower before going up to him. When it was time I took my play bag as usual as if I am going to the club and left my home and went up to him, he was waiting for me in that wooden room naked. I took my cloth off till I was totally naked, then he told me to come into the bedroom. It was a small room attached to the side of the wooden room, had only an old copper bed with an old mattress and a couple of cushions. He laid on the bed and asked me to come aside him. I climbed on to the bed, and he took me in his arms and told me I miss you to whole week my whore. Then he began hugging me and kissing me, then the kissing changed into french kissing which was my first time and ohhh it was so good. He kept playing with his tongue all over in my mouth and slightly bitting my lips, I enjoyed it very much. As we snuggled and kissed I felt his cock pushing onto my body as it was getting erect. He then ordered me to suck him while he was laid on his back, I did what he said. As I was sucking him he was pushing my mouth more and more towards the base of his penis and it started to hurt my mouth and lips, but I continued sucking. Meanwhile he was touching me all over, and added that he started to touch my asshole with his fingers and pushing onto my hole. After a couple of minutes he moistened his fingers in his mouth and started pushing on my hole with one finger, as the finger was penetrating me my hole started to hurt, and I tried to move my ass away. He remarked at that time, that I should relax and try taking it in, or else he will have to tie to the bed and then I will experience it the hard way. But I still tried to move it away. So he stopped and continued with my sucking his cock training, he made me this time take half of his cock in but with some pain. He kept making me suck till he shot his full cream load into my mouth and made me as last time swallow it. Then he rested a couple of minutes. He then left the room and came back with some ropes. I asked what is he going to do, he replied he is going to open my hole but the hard way because I am not responsive. I tried to object but he slapped me on the face, and added you are my whore and sex slave you do whatever I ask or order you. Then he made me lay on the bed faced down and put two cushions under my lower tummy to elevate my ass up. He tied first each hand wide spread to one side of the bed corners and pulled me tight, then he tied each leg at each corner. He sat between my legs and started trying to finger my ass, as he started to enter his finger I tried to move aside and tried to scream, so he got an extra rope and tied around my waist and fixed from each side below the bed tight, then he got a piece of cloth that turned later to be his under wear. After I was securely tied to the bed poles and my mouth was gagged, he spat on my hole several times, and started really to push his fingers in harder, shortly his first finger penetrated me successfully, but he didn’t stop at this he did it again and again till he had three fingers in me, but the major opening was yet to come his large thick black cock. His had a very veined black cock that was wide at the head 1 3/4” and at the shaft 2 1/4” thick and was 7 7/8” long. This big cock was next in penetrating me. The pain I had felt from his fingers was nothing compared to the pain I felt while he deflowered me with his cock. He then laid over my back and started trying to enter his cock in me, pushing and pushing. The more he pushed in the more I screamed but my voice was just inside me, my screaming and wiggling didn’t stop him but on the contrary he pushed more and kept telling hold on you will be in moments be officially my women whore. I felt like my asshole muscles are getting ripped apart. He continued pushing in more and more and I kept screaming more and more. Till i felt him deep inside me pushing against my stomach walls. At this point he started to move his cock inside all around till he found the column opening where he started to penetrate too. He kept pushing in more and more till he was all in me and I felt his balls dangling over my tinny balls.
He kept still inside me for a couple of moments and told me, now I am officially fully opened to be his whore. The pain started to recede and I was happy that I finally became the whore I wanted. Yes it was extremely painful, but no pain no gain. I wanted to become a whore and try cock and getting fucked, and here I am had one of the nicest cock a girl could want and got deflowered and will be fucked. Actually I was the one who told him with the cloth gagging my mouth to start fucking me. And he swiftly responded by starting to fuck me slowly at first till my ass got used to his movement in me, and with time he accelerated his movement then slowed down then again increased his rhythm. I lost track of time at that moment as pain started to turn into pleasure, I don’t know for how long was he fucking me, but I just felt I wanted more. At a certain point the rhythm started to increase and thrust became more stronger, I knew from before when I sucked his cock that he is about to burst. I didn’t know will he burst in me or what, I just waited to see. He thrusts became more and more faster, and he started to moan harder and harder till I felt a sudden quench inside my ass from the heat of his cock fucking me. He then stopped and rested over my petite body tired. And told me in a low voice now bitch you are officially my sex whore and your ass has been seeded with my sperm. He added don’t ever wash my cumm out of you. You leave it in.

I thought he was done but I was totally wrong in my judgments that day. He was just resting for some minutes. That day he fucked me another two times, each time his precious seed was left in my ass. I only knew it was done when he barely could stand up and leave to room to go and shower. I was left tied on the bed as I was, with his warm cumm in me and my ass still open from his cock. After sometime he came back and he put a piece of cloth over my hole then he released my feet, got my underwear and made me wear it like that with the piece of cloth at my hole. After he took his underwear that gagged my out of my mouth. And while releasing my hand he asked how did you like it my whore. I answered it was very painful at first but it became later pleasurable for me. He accompanied me to the couch outside, and we sat there a little. He cuddled me and was touching me all over, while he was telling me I know it was hard a little for you at first, but you had a very tight virgin hole that needed to be opened for you to become the whore you always wanted, then he asked me are you happy now being fucked and becoming officially a whore. I answered with enthusiasm that off course I was, and that I wish if he could fuck me again. He laughed and said yes that is the attitude of a real whore. We kept talking a little more then we wrapped up that day, I returned home with the piece of cloth at my asshole, as he told me that I have some bl**d inside me and this normal as I was opened. I was so tired that I went home and slept on my bed with my cloth on……

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This a true and to the point off my First Granny Encounter.At the age of 24, all males are ready to play,enjoy and learn from every sexual encounter they are due to experience in there lives.This a true and to the fact lifetime experience that I had encountered in my life.I was working in construction, I was living in West OZ and the work had dried up, so I thought to my self whilst I am still young and being a single male after splitting up with my fiance of 2 yrs, I decided to hit the road...

3 years ago
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My Recent Encounter

I am a secretly bisexual married man 60 years old living in Philly. I had some previous encounters with other bi men MWM which I prefer. On the 4th of July the wife and I went down to the waterfront to see the fireworks and while there we got involved with another couple and were chatting waiting for the festivities. We had a lot in common and he was retired from the Navy and I retired from the Army. We chatted had a few glasses of wine and he and I really hit it off. We had similar...

2 years ago
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An Unexpected Encounter

Hi guys this is Shreekanth from Bangalore, JP Nagar 6th phase. I am here to narrate my life’s 1st and most romantic experience with a girl which I didn’t expect to happen so unexpectedly. Well to know about myself, I am 24 years old, 5.8, average built body, though not a huge dick but a satisfying size for any women. This incidence took place on Diwali 1st day when my ex-colleague named Yashaswini (name changed due to her request upon privacy) came to my house for inviting me to her brother...

2 years ago
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After Hours Encounter

This is my first attempt at publishing a story on here so please provide your feedback! Love to know what others think of my story and any constructive criticism is accepted, but please be kind! They had been flirting with each other the entire day, and really it was only a matter of time before something like this happened. He made it seem like he was just being courteous and kind so the others around wouldn’t think anything of it. It was cold, she had to walk home, and he was being a...

Straight Sex
4 years ago
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My first encounter

Hi friends…m a ocasionally reader of ISS,ocassional in the sense wenevr i get chance in cyber.Its simply gr8..all share their their fantasies n real encounters..i2 wishd 2tell u guys n gals abt my first encounter.Sorry if u dint liked it…This happened wen i ws studyning in diploma…It ws my xam time..i used 2sit near window of my room to study,ther was a compound wall 10yards away frm wndow.,n ther was 3houses next to the c.wall.Aftr the xam i used to do all my collge wrk sittng near wndw.In one...

Incest
4 years ago
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Surfing a4a led to my first gay encounter

One day I was looking at gay videos on xtube and started viewing a video title a4a encounter. Curious about a4a site, I started browsing the site looking at profiles until it said I needed to setup a profile, and so I did. I quickly setup my profile, uploaded a couple pictures and continue browsing profiles. I came across a profile with pictures that peak my interested. His profile said he was 6'0" 230lbs married black male with a 7.5 inch uncut cock and he was looking for a discreet sexual...

2 years ago
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A Brief Encounter

_______________________________________________________________________________________________ A Brief Encounter Damn! I’m out of coffee cream for the morning. I hate black coffee. If it was a desperate situation, I could always use two-percent milk, except that it takes almost half a cup of the stuff to kill that acid taste. Cream just seems to smooth the flavour out so much better. A quick glance at the clock on the wall above shows that it’s nearly 9:00 PM. The local...

3 years ago
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A Stocking Encounter

The man and woman sat at their table in the veranda of the hotel awaiting their food.  Both eagerly excited to see what would be concocted from their initial orders from the menu.  As she twirled her honey colored Pies porter in her fishbowl-sized glass, bored by her companion and the lack of their conversation, her eyes scanned the restaurant looking from one couple to the next searching for a true match made in heaven.  The 5-star Tuscan-based restaurant nestled itself quietly in the center...

2 years ago
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Park n Ride encounter

Yesterday morning I was heading over to do a little grocery shopping and decided to swing in to the park and ride to see if anything was going on. First, let me tell you I'm inexperienced with a guy other than when I was much younger and got picked up hitch hiking and talked out of my clothes in some mans car.I pulled into the park n ride off exit 1 on I84 and slowly cruised through the parking lot. I notice on vehicle backed in with a man about my age, 60's, sitting there by himself. I...

1 year ago
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BBC 2 Ben the 2nd encounter

For those unfamiliar with part 1 of this story, please read BBC Number 2 but here’s a brief summary. I’d been chatting online with a 26 year old black stud named Ben who was interested in fucking my wife Erin’s brains out in front of me. When he listed the things he wanted to do to her it was like he was reading down a checklist of things she enjoys so I made the encounter happen for them. Ben fucked Erin hard and stuck with the plan that he and I had made which was for him to fuck her bareback...

3 years ago
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An Afternoon Encounter

The Ad Nikita was a fairly typical upper-middle class professional girl. She had completed her engineering degree at the age of twenty-two and was confident, outgoing, and didn't take any shit from men in her professional life. She took good care of her body, working out daily and performing yoga every morning and evening. Her family thought she was just working out to improve herself but in reality Nikita wanted to look hot for the men that used her. How did Nikita find men? The internet, of...

Oral Sex
2 years ago
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K2 A Second Encounter

Heading from the Coffee Shop the night I met K, I followed her to her apartment and parked near her and got out. She stayed in her car and was closing up her phone as I walked up to the driver's side. She lowered the window and I saw she was semi-clothed from our encounter at the old pumping station.She lowered her window and in the light of the security lamps, she undid my pants with no protest from me and freed my cock and proceeded to take it in her mouth. And she moved so I could have...

Straight Sex
3 years ago
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My Glory Hole Encounter

It had been nearly four months since I last got laid. At twenty-three I had no desire for a serious relationship and settled instead for casual flings and friends with benefits, the downside is while it had been four months since I had last slept with my latest fling, I had not properly been fucked in over a year.I found myself becoming desperate for it. At work, I daydreamed about being called into my boss’s office and reprimanded which then ended with me pinned up against the wall and getting...

1 year ago
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Car Park Encounter

A chance encounter in a quiet car park, as seen from both sides ! I’d love to know what people think of my fiction.*************************************************************************************************************************June and her hubby were a devoted couple who'd been together since they'd first met as teenagers. Fit and attractive, they were looked every inch a model, middle-class couple with two, well behaved c***dren. Outwardly everything looked as close to ideal as most...

2 years ago
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The Encounter

---purely fiction---I've always been turned on by the idea of having sex with another man. I've always been too shy to do anything about it however. I've of course played with my butt with my fingers and some toys that I've purchased over the years. I know I love the feeling of it, though it does hurt a little, it still feels great. I've met some gay men in my life, one was really handsome too and kept trying to flirt with me. However, my shyness always got the better of me, and I kept pushing...

3 years ago
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Fantasy of a first Bi encounter

Hi all, this is my first attempt at a story for Xhamster, so please bear with me.It is a fantasy about a first real encounter with a Xhamster contact. Other than the possibility of meeting we haven’t discussed details at all, this is one version of that first encounter as played out in my head.Paul, I don’t even know his real name, said it would be easier to meet at his house as his wife was staying away with family. I had his address and a time to meet, instructions to park the car around the...

3 years ago
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Fantasy of first Bi encounter

Hi all, this is my first attempt at a story for Xhamster, so please bear with me.It is a fantasy about a first real encounter with a Xhamster contact. Other than the possibility of meeting we haven’t discussed details at all, this is one version of that first encounter as played out in my head.Paul, I don’t even know his real name, said it would be easier to meet at his house as his wife was staying away with family. I had his address and a time to meet, instructions to park the car around the...

3 years ago
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Office Encounter

While surfing cl postings looking for interesting scenarios I came across one which got my attention and got my imagination running. It was short and to the point, asking merely for someone who might be interested in a midday encounter in an office. This set off all sorts of ideas in my head and as we'd started to make "dares and tasks" a fun part of our sex lives I decided to run with it. I dreamed up a scenario and wrote a posting of my own, pretending of course, to be you. It read as...

1 year ago
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A chance encounter

A chance encounterA chance encounter.It was late in the summer and the last weekend at the beach house. I was almost ready to go back to the city. One last walk along the beach to soak salt air into my lungs so I would remember it. I walked along the water's edge to get the sound of the sloshing waves inside me. Far away a dark-haired woman was walking in the opposite direction. Against me. She walked in an almost causual manner, yet with her head high up and a straight back. Dangling. As we...

3 years ago
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Chloersquos first sexual encounter

Chloe’s storyI was a small, petite shy girl at school and I didn’t get that much attention from the boys, they all preferred the girls that had huge boobs and would suck them off for an ice blast. I had boyfriends but I was so shy I would avoid seeing them so there was never going to be any sex happening that was for sure.The strange thing about me was that I was horny all the time but I never masterbated, I’d never tried it. I only started masterbating from about 24, even that was rarely, I...

4 years ago
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My Mechanic Second Encounter

Two days after my first encounter with Jim, I saw the number for the garage come up on my phone. My heart was racing and i felt a tingle between my legs as i answered it, wondering if It would be Jim and his big cock telling me he was ready to have me again. I was disappointed when it was just the desk guy telling me the car was ready and I could pick it up when i was ready. I acknowledged and hung up the phone, wondering when Jims hammer was going to fall.no sooner had i put my phone in my...

3 years ago
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Bi MMF Craigslist encounter

NOT MY Craig's List Encounter, But I wanted to share it. I answered a Craig’s List post about two weeks ago, in the Casual Encounter’s / NSA section, posted by a young couple looking for a bi, married male. They wanted to fulfill a fantasy that the wife had, of seeing her husband with another guy.They agreed to meet for the encounter at a motel outside of town.The wife had sort of mentally scripted what she wanted to see and experience, including watching two guys in a sixty-nine oral session,...

2 years ago
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Repeat Encounter

The encounter with my married friend I wrote about earlier has had many starts and stops. For the first few months we got together whenever the opportunity presented itself for one of us to host at home. Then, for some unknown reason, the intensity seemed to wane and a period of abstinence became a month, then six months, than a year. We talked about getting together whenever we saw each other, but it didn't happen. We were still very good friends it just seemed the urge to get naked and play...

4 years ago
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Surfing a4a led to my first gay encounter

I am 6' 4'' 250 lbs bi-curious married black male who love wearing female lingerie (I have quite a collection) and has been fantasizing about sucking cock for a while now. I don't know if there is a better feeling of a thong wedge between my butt cheeks or sexy lacy female boy short hugging my bubble butt. Then wearing some lacy bra to accentuate my tits (my tits looks like a teenage girl just starting to develop and nipples get hard when I am horny). One day I was looking at gay videos on...

3 years ago
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roadside encounter

Pamela’s heart was racing as she made her way along the winding country road that was a major part of her day. As a delivery driver she faced a lot of name calling and discrimination. Being a woman on the road was something a lot of men weren’t comfortable with. She was bombarded with catcalls and dirty comments on a regular basis. It wasn’t that she minded them. It was the fact that they guys were just being mean. The money was good and she needed a job so she kept on driving and did her best...

1 year ago
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Silent Encounter

Silent encounterPart 1 We have not seen each other for some time but, on the day we are due to meet up, we exchange some erotic texts messages and two phone calls. These events heighten the tension for both of us. I arrive back at the house later than agreed; quite deliberately so, in order to further raise the sexual tension between us upon my arrival. You are already there and look beautiful, as ever, and we embrace briefly. Oh sweet memory of the evening when I gave you keys to the house!...

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