Losing My Anal Virginity Part 1 free porn video

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Another story that will get you in the right mood :) I'll tell you abouthow i actually got a thing for being assfucked and who helped me with that.

A few years ago i met this red-headed chubby chick (chubby in the good way) that was pretty kinky. I knew had loads of gay friends and people claimed that she was was bi.She had her tongue pierced, a few tattoo's, double d breasts and a big round butt, even tho a little fat very popular with the guys and i felt very lucky being able to lick her pussy and ass on a daily base. She was a dominate lady and the sex went real far, we experimented with some d**gs as well. During her "sessions" 99 % of the time i was with my face under her , even ending up with her squirting/peeing in mouth and me actually enjoying it. This Woman could do anything to me...

She really got in to exploring my anus with her fingers, a dildo or a strapon and she enjoyed stretching me and reaching new limits. She fucked me with the strap-on daily and we stopped having a normal relationship, i didn't even get to put my dick inside her anymore. She openly admitted fucking others guys and felt no shame in it. SHe said : "It's supposed to be like this" I knew that this wasn't the love of my life but the sex-life we had was one of the best i'd ever had. I'd loved being showered on and forced to put my tongue up her asshole.

During a weekend she decided she got bored with all the things we did and was looking for something new. She came up with something and she ordered me to shave my ass , clean it and plug it every day from now. I did that for week and was waiting getting very excited thinking about the stuff she would do to me. The next weekend was upon us and on a sunny sunday afternoon she told me to get in the car cause she would take me somewhere i'd deserved to be. We drove for 20 minutes in to a recreation area with lot of nature. This place was infamous for it's gay meeting places and i had a small idea of what was going to happen. We got out of the car and walked for another 15 min to a relative quiet area where only a few byciclers we're arround.

I'll name the mistress Esther.

Esther : We're here.
Me : Allright what are we doing here ?
Esther : no need for you to know, lay down !
Me : Uhm sure it's nice weather so we can relax and fuck here a bit mayb ?
Esther : Fuck you will , for sure !
Me : Awesome :) !

I had the buttplug in my ass and the sun on my body made me horney real quick, so i took of my pants and exposed my ass to the world. We layed not too far from a small walkway and every 20-30 min someone passed by. I'd love the idea they could see my oiled butt in the sun and we actually moved a bit closer to make sure.

Esther : You're a whore you know that, you enjoy this even more than i do probably...
Me : Yeah it's exciting everything feels so different when you go naked in public nature it's like sex 2.0 ;)

Esther pulled my butt plug out and put it in my mouth

Esther : I hope you kept yourself clean , this is just a checkup !

My butt plug didnt taste bad only a bit of ass juice on it, wich i gladly swallowed for my mistress.

Esther : That's a good boy , i'm going to finger your ass a bit cause it's clean.

She was fingering my asshole and i'm sure people noticed that. Some stared and others acted like they saw nothing..We were having fun for a few minutes till a guy came walking down the path, he stopped and stared at us for a while. It was still quite a distance and you couldnt actually see what we were doing precisely, he walked closer to us.

I felt the heat turning up cause he didn't look scared or repulsed. Much to the contrary, he looked content and smiling a bit ! He came closer to a meter of 10..

Stranger : Good day, are you lovely people having fun without me ?
Esther : It wouldn't hurt for someone to join in right slave boy ?
Me : Uhm , i'm not sure but uhh yeah i guess it wouldnt be a problem

I was looking at the guy and he was not bad. Middle-aged strong build and a tiny belly. It was ackward to have sex with him but still i wouldn't mind too much. I knew this was all pleasing my mistress and that was satisfaction for me and i tried to escape it but i could figure his cock would end up my ass. My mistress had not been training me for nothing !

Esther : He is all warmed up for you.

She spreaded my ass cheeks and waved her hand to let the stranger come closer and take a look. She held my ass against the sunlight so the stranger could look inside it.

Esther : It looks like a dick-hole don't you agree ? A big dick hole and looking at your pants i'd say you would fill it right up !
Stranger : Uh yeah madam , i would probably fill it up and even stretch it a bit. But i don't have any protection on me and i don't know you would allow me to enter in your hole with out.
Esther : My hole only does bareback...

I been smoking weed while they were looking at my ass and discussing it. I was way relaxed and didnt mind the conversation , while this ment i would get fucked in my ass for the very first time !

Esther : He is a virgin , but i trained him very well.
Me : Yeah, i'm a good boy.
Esther : Shut up dick-hole, you don't speak unless i say so !

The stranger kneeled behind me and touched my ass, he spread it and massaged it like it was something holy.

Stranger : A nice young boy with a juicy ass, it's been too long and a virgin. I hope i can hold my loads a while ...
Esther : Well enjoy your feast then , i just hope you can cum more than once ...

The stranger spreaded my gape again and hold it there, i could hear him spitting and soon i felt the warm spit dripping in my ass. Going deeper and deeper ,actually falling in me. This was so hot ! If i'd pull my dick twice i would cum, it was so intense. Somewhere in my mind all this was still a bit repulsing to me and it's funny cause that thought also made it so incredible sweet & hot !

(More wil continue shortly , stay tuned !)

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01.03.2021
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This story is of a college boy Rohan who got to lose his virginity to his chachi. This story is based on true events and all the names are changed for obvious reasons. It was Rohan’s summer semester break. He was either working on his minor project or running an errand for his mom. He was the only child to his parents so he had all the privacy he needed. During summer, his cousin Riya would come to his place as it was well-furnished and they enjoyed their vacations together. This summer Riya...

Losing my virginity

Let me tell all ISS readers that this story is told by my girl friend Rosie. I thought I should write how I lost my virginity. Loosing virginity is a big thing, no doubt. At the same time, I think, in our society too much stress is put on a girl being virgin till she gets married and the same is not expected of men. Okay, my story starts like this: After my sex lessons at my uncle and aunt, I started playing with my pussy during nights and put fingers inside and smell it. I was dying to have a...

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...

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...

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...

The Night I Lost My Anal Virginity

You may remember J from when I discovered I was the girl next door. The tall and handsome guy living next door to my apartment. Well, after Halloween night, and getting a taste for his perfect cock, I couldn't help but want more.After Halloween I didn't see him much - I guess he was busy with school and work. I would go about my day trying to focus on things around the apartment, but every so often I'd have a moment where I would stop what I was doing and think about how horny I was from the...

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...

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...

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...

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