Losing My Virginity To Isabel free porn video

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After taking my new lover's cock into my mouth and sucking her off, we quickly found a taxi and went to Isabel's house. She was in her early twenties and lived there with her cousin. We rushed inside when we arrived and as we went into her room, we tore off our clothes.

There she was before me completely naked with her huge engorged cock pulsating and ready for a fucking. My cock was hard too in anticipation of what was about to happen. Now I wanted Isabel to take my anal virginity and make me hers in a way that no one had ever possessed me.

I had some lube and I handed the tube to her telling her to be gentle as I got on the bed on all fours with my ass in the air.

"Oh Bill", she said, "do you really want me to fuck you with my big hard cock? You say you're a straight man but now you are asking me to fuck your ass with my cock? Is that right?"

"Yes, Isabel", I replied. "I want you to make me your bitch and use my ass hole like a man uses a woman's cunt. I want you to own my ass with your cock and fill my shit hole with your hot cum. Do you want to do that baby? Do you want to top me like a bitch?"

"God, yes, Bill", she said, "Look at my cock now and see how hard it is. It makes me so excited to think about taking your virgin ass for the first time. I will make you a bottom for my cock."

"My ass is yours, Isabel", I said as she took some lube and with her fingers pushed it into my anus and rubbed it around so that I was fully lubricated and ready for her cock to enter me. I could feel my sphincter muscles loosen as her fingers played with my hole and I said, "I think you can start to put your cock in my ass, Isabel. I think I am ready for you, darling."

And so she began the process of turning a straight man in a bottom whore for TS cock. I could feel the firm tip of her cock against my rectum pushing a little against it. It felt like a hot and hard insistent a****l trying to gain entry into a nice warm hole. My anus opened a little and her big hard cock started to slide in a little bit at a time. It felt like I was taking a shit in reverse as she pushed her fuck stick into my anus. It was a strange feeling to have this hot pulsating stiff cock entering me. Isabel was mounting me like a man mounts a woman and shoving her big hard prick into my ready and willing ass hole. She continued to go slow easing her stiff rod into my rectum an inch at a time pausing and waiting a bit before proceeding further and deeper.

Her voice was excited as she told me, "My cock is going deep in your ass, Bill, can you feel me opening you up for my cock? You are so tight, Bill, I can feel your anal muscles gripping my cock."

I could feel her hard cock going deeper as my anus relaxed and allowed her to achieve complete intro-mission. She was now inside me balls deep and bottoming out with a good nine inches of hard cock in me. Her huge throbbing cock was deep in my ass hole and I felt completely impaled on her cock. I couldn't move at all and I was almost breathless with the sensation of being penetrated by her long pulsating sex rod. We were both still while she enjoyed the moment of being completely mounted in my ass. I could feel her balls up against my buttocks and I could feel the heat of her body up against me as her groin met my buttocks. I was now being sodomized by a beautiful transsexual woman and I was loving every minute of it.

"How is it, Bill? Are you feeling ok with my big cock so deep in your ass? Are you ready for me to start really fucking you now?"

"Yes, Isabel", I answered, "I think I am ok and used to having your cock in my ass. It doesn't hurt but I feel very full back there. Actually to tell you the truth it feels great having your cock in my ass, honey. I am ready to be fucked by my lover and be your bitch. Now darling, I want you to pound my shit hole with your big stiff cock like I am your whore. I want you to fuck me until you fill me with your hot jism. Please, baby, fuck my ass now."

And beg for it I did. Holding my ass cheeks in her hands she started to move her cock in and out of my hole slowly at first and just a little but soon she built up a rhythm and her stroking increased in intensity. She was thrusting her cock in and out of my ass and it made obscene sucking noises as her balls slapped up against my ass cheeks when she bottomed out inside me. Her huge cock pistoned in and out of my anus while I wriggled and pushed my buttocks back up against her groin. It was like I was trying to get more of her stiff cock deeper into my wet hole. God, I wanted her big hard cock in me so deep - I wanted her to fuck my ass so completely - and I told her so, "Darling, fill my ass with your cock juice. I want you to shoot your cum deep into my hole and fill me up like a cum dumpster." Hearing this she started fucking me wildly, pumping her cock into my ass like an angry a****l throbbing with the desire to use my ass and satisfy her need for a sexual release with me.

Her cock was throbbing with heat and excitement and I shamelessly fell into a rhythm with her, presenting my ass up to her cock to be fucked like a bitch. She met each rise of my ass towards her with a thrust of her cock down into my hole bottoming out on each push into my anus. I was now panting with desire for her hot cum and I could hear her labored breathing in turn.

She gasped, "I am fucking you, Bill. I am fucking your ass with my big cock. You are my lover now and I am going to make you my bottom bitch for my cum."

"Yes, Isabel," I answered, "I am a whore for your cock now and I want you to shoot your cum in my ass."

As deep as she could get into me she fucked her hot cock into my bowels until I felt like she was going to split my ass open. I wanted her so bad and my entire consciousness was blotted out until nothing existed but my ass and her cock united in a sexual frenzy. Her cock was so far up inside me I knew that soon she was going to finish and breed my ass with her seed. She grunted with one final thrust and stopped and then I knew the moment I had waited for had arrived. This was it. This was the moment that she finally and completely owned me. She was now mating with me. I could feel her cock spurting the waves of her hot jism into my well-lubed and ready ass. I could feel each ejaculation as my anal ring gripped her cock and she pumped her load deep into my ass. I knew then that she was completing the act of fucking me and taking my anal virginity by pumping my shit hole full of her hot milky cum.

For what seemed like an eternity I listened as she wailed in orgasmic bliss and called my name over and over with each spurt of cum. My God she was emptying her balls into my ass! No one had ever fucked my ass before and I felt so full of her hot cum I hardly knew how to respond. Like a willing whore I was taking all of her jism into my ass hole as though I was a woman being mated by her man. In a sense I was a woman then and I wanted my lover to piss her seed into me and mate with me marking me as her bitch forever.

Once she was completely finished and had calmed down somewhat, Isabel told me that she now owned my ass. "I just finished using your ass, Bill, for my hard cock to cum in. No one had ever fucked your ass before and I am the first to fuck you. Do you feel my big load of cum in your ass now? Do you feel my big cock in your ass now? That means that you are now mine and your ass is mine for me to fuck whenever I want!" She was triumphant in her bliss at completing the sex act with me.

"Yes, Isabel, my love", I said as I lay there filled with cum and her cock still deeply and firmly wedged in my ass hole. By every meaning of the word I was her bottom bitch and well and truly possessed by her cock. I acknowledged her power over me and I told her, "My ass is yours, baby! I can't wait for you to fuck me again!" At this I began to feel her cock just slightly stirring and starting to get hard again. Oh no, I thought, what have I done? Is she just going to keep using my ass over and over again with her big cock?

"Yes, Bill, you are going to get your wish right now. I am going to take you again right now with my stiff cock and breed your ass until I have no cum left in my balls to give you. Straight boy you are now a bottom bitch for my big cock!"

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Losing My Virginity With My Maid

My personal maiden sexual encounter with a married lady I met online! Out to all those who had fantasies of fucking married beauties in their teenage! Hi friends and this is Gunjan here and yes my name sounds girlish but I was not asked my opinion when they gave me this and neither do. I have a problem with it fair and have athletic build and I’m 19 years old and currently in an engineering college in the NCR pursuing my B.tech. I had been fantasizing about women since class 6,specifically...

2 years ago
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Losing My Virginity To Sexy Neighbor

Hi, my name is Sakshi and like most young girls in India, I work in an IT company. This is my real sex story. Thankfully, I work in an international MNC and have a very good pay which allowed me to relocate from my hometown, the wonderful city of Bangalore. I am 23 years old and this was my first taste of freedom! I enjoyed Bangalore because no one bothered anyone here and no one knew me. I was hoping to get into some adventures here on my own. I was a virgin and I was hoping that I would have...

2 years ago
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Losing Virginity During Lockdown 8211 Part 1

Hi, this is Raj. 27. Software engineer. Well built body. I am a regular reader of Indian sex stories. But this is my first time writing one and it’s about losing virginity. It was the boring lockdown days. I was working from home, watching a lot of porn, and masturbating all day. I was still a virgin back then. But then miracles happen. After a few days, I got bored with porn and wanted something more. I even tried video sex with the Delhi sex chat (provided by this site). After a few more...

2 years ago
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Losing Virginity To Virgin Girl

Hi, Girls.. lets have my name as x_love, age of 22 from Chennai. 5feet 5″ height with a dick of 7″. This is my first story and my first experience. Please do mail me for your reviews. My ID is I am an fan ISS from past 4 years. I used to travel to my office in local bus in Chennai. Always its used to rush in morning and evening. During the travel accidentally used to hit on the bums of the girls and aunties on the bus and the story is about one of the girls. I boarded the bus and i saw a...

4 years ago
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losing my virginity

true story about losing my virginity - for the second time.I was pleasantly surprised when I met Brian. It was rare to blindly meet and find that they didn't lie about themselves over the phone. He was a tall, dirty blond with a lean frame and nice toned arms coming from his fitted white t-shirt. He had been totally upfront about who he was - and total party boy. I'm always attracted to confident guys and he had this in abundance. He was very sure of himself – a total turn on for me. There's...

2 years ago
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Losing Virginity With My Mature Girlfriend

The story is about me (Viraj), I was 23 and I had a fling with a girl name mary she was in her early 30’s. I was still a virgin at the age of 23 (not a joke) I worked at an MNC and been kinda ‘playing’ with mary, she’s in her early 30’s, very light skin for an Indian girl, about 5’6 tall, 160 lbs, she has a boyfriend that also work at pizza shop, mary and I never had sex, however she let me played with her tits from under her dress and touch her pussy from time to time while we’re alone in some...

3 years ago
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Losing Virginity To Aunty in Upstairs

We bought a flat in Bangalore recently and my father was getting some interiors works done. As we had college holidays, he wanted me to stay in this new flat for a week to supervise the finishing works. There was a temporary folding cot and bed there and good restaurants/mess etc nearby, so my parents considered to be a good experience for me to live independently. They never knew it also helped me in losing my virginity.I am 6 feet tall, but quite thin and also extremely shy by nature. Coming...

1 year ago
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Losing my virginity to Alex and Donner

The following story is fiction; mature audiences only: This is the story of me losing my virginity…. Chapter 1 On the second week of the summer before sophomore year there was a party for my friends birthday/ graduation. The party was fun, we swam and laughed and danced and talked, I didn’t want it to end. I was the youngest one there, but everybody made me feel like I fit in. I hung out with two graduated seniors, Donner and Alex. Donner has a darker complexion, black hair that is the perfect...

First Time
2 years ago
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Losing my virginity in Blue Bay

N. was my first boyfriend…the first man with whom I got infatuated. True, he never took advantage of me…and true, he never promised me anything in the longer terms – I guess, my future plans were just castles I built in thin air. If anything, N. had been completely honest with me…and I really appreciated that. Even though, there would not be a future for us, he was the one I wanted my first time to be with. There was no point to get away from each other before we really had to. Let’s make hay...

3 years ago
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Losing Virginity To My Girlfriend8217s Flatmate

Hey, guys, this is Aakash from Bangalore. I have been reading stories on Indian Sex Stories dot net for some time now and have finally decided to share my experiences in this sex story. Just to introduce myself, I am Aakash living in Bangalore. I am 23 years old and have an athletic body and a good height of 6 feet. As for my cock, it’s 8 inches long and 4 inches wide and has the stamina to go for hours. This sex story happened back when I was in my college 3rd year in Noida. I had a...

2 years ago
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Losing Her Virginity

Losing Her VirginityIt was a beautiful Summer day. Sun shone brightly. Birds twittered joyfully. I was a young girl and beyond bored.We had just moved to the area so I hadn’t had a chance to make any friends yet. On top of that my parents were extremely religious and practically kept me under lock and key. Especially when they weren’t home, I was forbidden to go anywhere.So on this unbearably boring day stuck at home all alone I found myself exploring our new back yard… a small half acre in the...

2 years ago
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Losing My Virginity At Tuition

Hi to all Indian sex stories readers, this is Varun back with another experience and I thank you all your response for my last sex story. For those who don’t know me I am Varun 24 years old guy from Chennai with average body 6 feet height with a 6 inch tool. All readers can contact me through This is one of reader’s experiences fucking her girl friend for first time in tuition. I will be narrating the story on behalf of my reader. Hi all my name is Naresh (Name changed). This is my experience...

2 years ago
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Losing Virginity To The Hardcore

Hi, I am Stephen 27 from chennai, I am a regular reader of ISS. Am not good in grammar, please forgive me for my mistakes. It’s a true story of mine, which will take you to the imagination. I like to share my experience of losing virginity to my GF. Guys hold your dicks, girls hands on boobs. Any feedback please post to this mail id Our relationship starts by love at first sight. She expressed her love and I accept her proposal in two days. Her name is Anitha, about her appearance she is...

4 years ago
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Losing Virginity To Neighbour

Hi all! My name is Rahul from Bangalore. I started reading stories in ISS from past few months. It had been great pleasure in reading stories and masturbating. But I was fed up by masturbating and hence decided to have real sex with my girlfriend but I was disappointed with her lack of interest in sex, she was loving me so much but when ever sex related talks comes she was telling that its after marriage. I was unable to control my feelings so I decided to have sex with my neighbour. Her name...

2 years ago
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Losing VirginityWeek 3

Monday May 31st was Memorial Day. Aaron picked Liz up from her place and they went back to his. They spent the day playing with his dogs and just watching movies. He cooked her dinner and they practiced their signing. Liz just seemed to love being in Aaron's arms. Aaron loved having her there. Aaron lived forty-five minutes away from Liz depending on the route taken. Liz had on a button up shirt on. Driving back to her house that night she unbuttoned her shirt and dropped her bra down. The...

4 years ago
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Losing My Virginity To Dipti Aunty

Hello everyone. This is Dhruv. I am here with a story that happened a few years ago and one that I still think about all the time. It’s a long one about losing my virginity. But I wouldn’t be doing it justice unless I included all the details. So sit back and enjoy it. To get it out of the way, I’m 5’9, pretty skinny, and have a medium complexion. I have a standard 6-inch tool that’s quite thick. I’m 24 now. This event took place back when I had completed 18 in the summer of 2014. I had just...

4 years ago
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Losing My Virginity With My Ever Surprising Aunt

Hello ISS readers! Hope you are all doing good. Did you guys read my first story about my aunt? If not, please read “My ever surprising aunt”, and come back and read this. I had narrated the events of how I and my aunt started off with a new mode of relationship. This story narrates about losing my virginity to her. In short, my previous story, in the 12th vacation, I went to Mumbai where my aunt was living with her husband (who was very older to her) and her 2 kids. When I returned back,...

Incest
3 years ago
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Losing My Footjob Virginity True Stroy

I have had a foot fetish for as long as I can remember. In fact, I can even remember around the time my foot fetish started, but that’s a story I’ll get into another time (if I build up enough courage to do so). I’m currently in my late 20s but funny enough, my fetish for feet was pretty strong as a k** and as I grew, so did my arousal for feet. I would find myself staring at them and at times would get caught looking. Like most people with fetishes I was somewhat shy about it and didn’t...

4 years ago
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Losing Virginity To A Beautiful And Sexy Call Girl

Hi to all ISS readers, this is Sachu back with another experience and thank you all for your response to my last story. For those who don’t know me, I am Sachu 22-year-old guy from Kerala and now live in Bangalore with an average body of 175 cm with a 5.5-inch tool. All reader scan contact me through This is a true story of mine happened 7 months back with a call girl and lost my virginity to her. I watch porn and I always dream about sex and I want to have sex with a girl. This incident was...

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