Losing Virginity With My Mature Girlfriend free porn video

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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 private place mostly theatres, that was the extent of our relationship at first, she never touched my cock or asked me to do anything else, and I always end up in the bathroom a few minutes later to masturbate, we had this thing going for about 3 months with no sex involved.

She knew I was a virgin and she mentioned that she didn’t want to complicate her relationship with her bf, I was cool with it. She also knew that I’m leaving the country in a few months and she didn’t want to have any drama before I leave, so we just left it at that.

I always looked forward when we had the same morning shift since it was only me and her in the office to finish our pending work for the day with no supervision, so this one morning was a little different, mary lou started work early than normal, she gave me a wink and a smile when I came in the lobby, so I was a little surprised and uncomfortable (in a very good way), I had no idea what she had in mind, she got a little closer to me and said “I came to work 1 hour early and I’ve prepped a lot of stuff, we have an hour to ourselves” and I was telling myself… Holy shit!! What does she have planned for us!! Am I going to lose my virginity today?

Then she said, “Calm down virgin boy we’re not going to fuck but I’ll give you a little bit of something”, I said to myself “Something is better than nothing” and this will be better than just me touching her tits and pussy I hope. She said to meet her in the women’s bathroom in about 5 mins, which I did. When I got in the bathroom, she said to lock the door and turn off the lights, so we only have this dimmed night light….

I saw her uniform hanging inside of the bigger stall but I wasn’t able to view where she was, I moved a little bit closer and saw her standing in the corner fully naked, one of her hand was caressing her boobs and the other hand was between her thighs, the light was dimmed but I can see her hand between her thighs moving in up and down motion, I figured she had fingers inside her pussy, she told me not to get any closer, I was about 10 feet away from her and asked me to take my clothes off which I had no problem doing, then she tossed me a small bottle of lotion and said “you know what to do from this point right?” and I just nodded my head and squirted lotion on my hand and started playing my cock, at this point my mind is going blank and didn’t know what to expect or do, mary was in complete control of the situation, which it didn’t really bother me.

She later asked, “how often do you masturbate thinking of me naked” and while she was talking she was moving closer to where I was standing, so I got really nervous and stopped playing with my cock, she said “don’t stop playing with your cock I like watching you masturbate” by this time I’m seconds away from exploding and she sensed that I’m about ready to cum, she stopped walking towards me and we’re about 5 feet apart, she started finger fucking her pussy and I could hear how wet her pussy was she then said “let’s cum together virgin boy” and those words just did it, I came so hard and almost reached where she was standing, she also came at the same time as me and talking dirty while doing so.

I leaned on the sink and trying to catch my breath, she walked back towards the corner gingerly and sat on the toilet while catching her breath, moments later she said go ahead and leave the bathroom since it’s almost time for the next group of co-workers to start their shift. No other words after that and we went back to work like nothing happened.

I could not stop think clearly all day, it kept playing in my head what had happened early in the morning, I tried to make eye contact with mary but she didn’t want to reciprocate, I figured she didn’t want our co-workers to notice anything. That was the only time that happened, however, we kept the touching part going and she, later on, started feeling my cock from the outside of my pants which really drove me crazy.

Moving forward the day before I left my country to head to the Dubai mary, mentioned to me that she wanted to accompany me to the airport along with f****y members, I told her that she would need to stay at my family’s house the night before we leave since it’s a 2 hours drive to the airport and she agreed. We had a party the night before with friends and f****y, well-wishers, lots of food and fun just hanging out and having a good time.

We went to bed late that evening, and I was thinking that this is the night that I’m going to lose my virginity, again I was a virgin and had no idea, I planned not to masturbate for a few days before this evening and was thinking it would be great to save all my ‘energy’….Well…Stupid move!!

We started kissing as soon as we laid in bed, we both got naked and I started touching her all over, my finger stopped on her mound and started finger fucking her while she play with my cock, we did this for about 15 mins, by this time I felt my balls are about ready to explode since I didn’t masturbate for a few days, I wanted her to suck my cock before I fuck her

So I went on top of her while she was laying on her back and started rubbing my cock on her nipples and slowly moved my cock in her mouth which she gladly started sucking…..As expected this didn’t last very long I came in her mouth 15 seconds later, she didn’t stop sucking me until she got the last drop.

We laid there for about 30 mins and chat a little bit, she went to the kitchen to get us something to drink, a few mins later I was hard again and ready to go and she was ready also, she said to me….”Next round is mine and this time tries not to cum so quick” with a smile on her cute face.

2nd round – she asked me to stay laying on my back which I didn’t mind at all, she started kissing my neck and started going down my stomach then she started sucking my cock, she’s an experienced cock sucker, she kept reminding me to try not to cum, I was able to hold it since I just finished the first round.

Mary Lou stopped sucking my cock after about 10 mins, and I was wondering if that was the end, she mentioned to me to get up so she can lay on the bed.

Next thing I know she was telling me that it’s my turn to give her pleasure, I knew what she meant but I had no idea what to do at this point, she started guiding me and giving me instructions. As you can imagine I was totally lost, but she was very clear on what she wanted and again she was in total control and I was following everything that she wanted me to do. “lick my clit slowly with the tip of your tongue”.. “place one finger in my pussy”. “now put two fingers in”.

It took a while for her to cum because of my inexperienced, then she said “ put 3 fingers in me and move it in out slowly” I did this while she played with her clit and she was able to cum in no time with all the build up from the 1st round, she had to cover her mouth with her hand so we don’t wake up the whole house..

We laid there for a few mins and my cock has never gone down and she asked me to lay on my back and she got on top of me and guided my cock into her wet pussy, she moved up and down slowly and said, “grab my tits and play with my nipples” she started talking dirty to me.”I like riding your virgin cock”. “don’t stop playing with my nipples, get them really hard” she liked her nipples pinched hard I was worried that I would hurt her.

Moments later she grabbed a condom from the pocket of her jeans and she put it on my cock and said “you’re not getting me pregnant and leave me to go to Dubai and she winked at me.She said get up and fuck me doggie style, she was very experienced which I loved.

She guided my cock once again and started fucking her from behind, “pull my hair back” she said. “slap my ass”.“fuck me hard virgin boy” she played with her clit while I fucked her from behind.”I’m cumming” she said.. “cum with me” “cum with me” “fuck me harder”.We both came at the same time, it was the greatest feeling ever!!

And then in the morning I left, o miss her lot. I came to India, some time back but I am not in her contact anymore, I don’t know where is she.

Now I am all alone and thirty, horny.

Any Delhi lady, aunty, bhabhi want to have a discreet relationship can contact me at

It will be discreet from both ends. Purely NSA.

Thanks for reading guys.

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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...

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How I Lost Virginity To My Then Virgin Ex Girlfriend

Hey girls.. Rohan here with my second story which is about how I and my ex girlfriend Shivani lost virginity to each other. But first of all, I thank everyone for their valuable feedback on my mail id. So coming to the story which is about 6 years ago and since one cannot forget his/ her first sex, I remember nearly all the details of that evening. My ex had recently shifted to a room from her hostel with three other girls. And since the owner of that flat lived in another city, I used to visit...

3 years ago
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Lost Virginity With My Girlfriend

Hi everyone. Hope everyone is doing well and keeping healthy. This is Abhi, and I am back with another encounter of my lost virginity. Thanks for all the responses to my last story. Keep the love coming. This one is about , but very special. This story tells about how I lost my virginity along with my girlfriend. This story goes way back to 2007. I had got into my first relationship with my Disha (name changed). It was like a dream. We used to talk all night about things that even make sense...

2 years ago
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Lost Virginity With My Girlfriend

Hi everyone. Hope everyone is doing well and keeping healthy. This is Abhi, and I am back with another encounter of my lost virginity. Thanks for all the responses to my last story. Keep the love coming. This one is about , but very special. This story tells about how I lost my virginity along with my girlfriend. This story goes way back to 2007. I had got into my first relationship with my Disha (name changed). It was like a dream. We used to talk all night about things that even make sense...

1 year 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...

3 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...

3 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 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
1 year 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...

2 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...

3 years ago
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Losing My Virginity To My Girlfriend

After 5 months of relation we got real close. One fine day, I was totally alone at home since my family had to go out of station for some work for 2 days. Luckily she agreed to come over my place and I am pretty sure she knew what I was calling her for. The night before the day she was gonna come, we were talking about how we could spend the day. She planned a lot of stuff like watching movie, sleeping together, etc. When I asked about what movie we shall watch, she came up with unfaithful....

2 years ago
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How I Lost My Virginity To My Girlfriend

Hi readers I’m Andy..Indian sex stories has been a part of my life for around six years from the time I started understanding about these beautiful creatures around me called WOMEN..so this is my first story here and it’s about me and my ex girlfriend and how we took each others virginity.. I’m writing the story in details so hope you will find it to be fascinating and will reach out to me on my id- taking much of your time I will go straight to the story. Me and Sneha were friends from 12th...

1 year 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...

1 year 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...

1 year 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...

3 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...

3 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...

2 years ago
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I Lost My Virginity To My Girlfriend

Hi to all ISS readers,this is Rahul from andhra,this is my first story narrating here how we both loss our virginity,myself rahul btec completed 24 ,height 5.9 ,athletic body nd my penis size is 7.5 inches long,lets start story in desi lang.if u find any mistakes, please this is my first experience. ab story peata hu baat undino ki hai jab mai btec 3rd year padtha tha,jab mere friends ka girlfriends thay,wo sab sab kuch sunate thay sex aur romance kay baray may,mujhe koi bhi girl friend nahi...

2 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...

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