My Very First Time As A Teenager free porn video

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This happened with a cousin of mine who was a bit younger... So this is when i was about 19 and my cousin who was 18.  He used to visit us often with his mom and dad, Due to lack of space at our place, I would have to give up my bed to his mom and dad....and he and I would have to sleep on the sofa bed in the living room.  Just being next to a body i would get hard...and he would joke about it.  Some times we would compare sizes under the sheets with our hands.  Then somewhere along the way he came up with the idea that he would wear his pajamas backwards....and i could rub it between his thighs.  If we heard any noise of anyone waking up, we would just pull away and freeze in place.  This actually started feeling pretty good...then he started to put some vaseline between his thieghs before coming to bed....and made it even more fun....and would last longer since there was less friction.  I thought this was the best it would ever get...and that was all he wanted to do....oral being out of the question in case someone woke up...there would be no explanation for the position.
As i was getting older, my cock was getting stronger, harder erection and more precum...even the need for vaseline was vanishing.
Then on this one particular night, i remember it was beginning of winter, things were about to change.  They had come over for thanksgiving weekend....and as usual the arrangement was for us to sleep on the sofa bed in the living room.  One thing in our favor was going to be that after staying up late and watching the game, chance of anyone waking up was lot less.....and upto now, no one had ever awoke and checked up on us anyhow.  This time he forgot to put the pajamas backwards....or maybe he thought nothing was going to happen due to late night.  After it was all quite...everyone asleep...i started to feel for the pajama opening.  He said that he didn't prepare...I said, no worries...just pull them down ....which he did....i slowly started just rubbing on his bare butt and started leaking a lot of precum....then i put my young and hard cock between his thighs..with the lubrication of all that precum...i was in heaven....but it was about to get better.
The angle must've been little bit different....and i was probably harder than usual.  During one of the pushes, it felt some thing different.....i really had no idea what was about to happen....next push my cockhead entered his sweet asshole.....he let out a whimper...and tried to push me back and out of him.   But it damn felt so good....better than anything else we had ever done that i didnt let him push me back.  Instead i grabbed him at the waist by both hand.....and told him to relax....it will be ok in a few seconds.  He must've wanted to experience it too....he relaxed slowly.  I pushed my cock all the way in to his ass.....and just held him close.....i didnt want to move.....i wanted to freeze the moment and enjoy.  My cock was pulsating.....but this had to last.   I told him lets just stay like this for a while....he agreed. Then as soon as i would started getting a little soft i would pump him a few time till it got hard again.....and then go back into the holding pattern.   Now that he was not resisting my cock and try to push me away....i started to play with his cock.   We did this for almost 45 minutes.  Then he changed his position slightly....and damn I was able to get it all in him.  By now he was gyrating on my cock....my cock started throbbing....he said that he could feel it getting thicker....and then suddenly it exploeded deep inside him.   He told he felt a warm squirt one after the other.     Then we just lay there....my cock still in him.   I stroked him.....but he said to let it be for this time.   My cock was beginning to get soft....i tried to pump....but that little devil cock would not cooperate....he started to squeze his hole so he could hold the juice in.  Then he had to get up on the pretense of going to the bathroom so he could clean up.
We talked about it the next day.....he said when my cock popped into him...he was scared.....but later started to really enjoy it.   He said that his asshole was hurting and feeling like something was still there.  He said he would love to experience what i had experienced......i promised him that he will.  He did and you may read about it in another story!

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Hi everyone Akshay here, age 23 from Chennai. I’m a reader of ISS for the past 5 years, and it’s high time I shared my experience. This happened a couple of months back. It was with my longtime bestie. Her name is Vaishali. We know each other for around 6 years, starting from our college days. She lives half an hour away from my place. I’m pretty familiar with her parents. We got to know each other from our college days as we were from the same department. She had a sexy shape, which gave me a...

2 years ago
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Slavery in our Time

Slavery in our TimePart 1 – Her Strange FascinationLaura walked down the aisle gazing at all the merchandise around her. Since she was a child, Laura had always been fascinated with the selection of slaves at the department store.  Highclass was a superior department store and the quality of the slaves was high. Highclass offered a wide selection of quality slaves from domestics and nannies to gardeners and chefs. Slaves varied in price due to a number of factors such as age, health,...

3 years ago
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Typical Teenager

I have always had a great relationship with my Nephew “tubs” his real name is Shaun and I think I am the only person who has a nickname for him which is not directly connected with his almost luminous ginger hair, which he hates.Susan my girlfriend has not the same soft spot for tubs as his typical hyper-active teenage antics and cheek get right on her nerves and since he has turned thirteen he seems to have developed an unhealthy obsession with Susan’s underwear. She caught him raking through...

4 years ago
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My First Experience As A Teenager

My birthday was fast approaching. I was very excited and making plans to celebrate it in a memorable way with my friends. So after coming back from school, I quickly finished my home work and rushed to Udita’s place to give finishing touch to the plans and to finalize the list of invitees. Udita is my next door neighbor, my class mate and one of my best friends. She was not at home and when I rang the call bell, to my surprise the door was opened by her “Dubai wale uncle. Uncle was younger...

2 years ago
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Avery makes a mistake

A loud knock startled her from her trance. Running to the door, and flinging it open, she could see 7 very large men, towering iver her 5'1" petite frame. "But where is everyone else?" she asked, disappointed. They had promised her a group of 27, and she had reserved 2 whole nights for this. "Dont worry about it whore, theyre coming" the closest man replied, as he shoved her down onto the floor. Then the men started filing in.. one after another. Some of them spat on her as they passed....

2 years ago
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I was a wartime TV for the US Army

‘I was a Wartime Transvestite for Uncle Sam!               TJ Ryder                                            Chapter 1           Reform School Romance!     I couldn’t believe that all I got from my uncle Bill when he died after all he said to me about my being his favorite grand nephew was an old diary from World War II.    I mean I thought we got along pretty darn good, and its not like he had any money or anything, just another old geezer in an assisted care center who if he ever had...

4 years ago
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Wartime France

The funeral was a gloomy affair as funerals go. I am somewhat irreverent and remember clearly my twin brother and I giggling all through my Uncle’s funeral because his widow had the price ticket still dangling from the back of her hat. John and I shared a sense of mischief and humour. At our Grandfather’s funeral, we’d been unable to look at each other during the hymn ‘Praise my soul the king of heaven,’ because John had written an alternative verse that was utterly filthy and we both knew what...

Lesbian
2 years ago
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Wartime Passion

A few years ago, my wife was having a midlife crisis while I was away serving in Iraq. She was both lonely and horny. She had been without me for nearly 8 months and I still had four more months to go on my tour of duty. Char is an attractive 40 year old woman, 5'8" tall with blonde hair and green eyes. She keeps herself in great shape and still has a body to prove it, 36-30-36. Our sex life is absolutely wonderful when I am there, and I would not change a thing. She is a Hottie and we are...

2 years ago
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I was a wartime TV for the US Army

  'I was a Wartime Transvestite for Uncle Sam!              TJ Ryder                                          Chapter 1          Reform School Romance!    I couldn't believe that all I got from my uncle Bill when he died after all he said to me about my being hisfavorite grand nephew was an old diary from World War II.   I mean I thought we got along pretty darn good, and its not like he had any money or anything, just another oldgeezer in an assisted care center who if he ever had anythinghad...

Crossdressing
4 years ago
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Surprising FirstTimers

Friday night had arrived and as usual, I was at the sex club early to assume duties as a greeter for any first-time visitors. Quickly, I changed into black latex shorts and a pair of black boots ready for the night to begin. After setting up the equipment in the dungeon I returned to the bar waiting for the guests to arrive.Slowly the room began to fill with the usual mix of friendly faces. By now I was well known to the clientele and almost everyone greeted me with a hug, handshake or kiss. As...

BDSM
4 years ago
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Summertime Fun0

Summertime Fun After my divorce I got my daughter every other weekend and for the entire summer. Now that she was fourteen and developing quite nicely I was enjoying her even more. I also indulged her desire for sexy revealing clothing, since her mother wouldn’t. Holly was pleased that I had purchased a summer home alone the beach. We used to go to the ocean when we were still a family. Another thing that I did to piss my wife off after the divorce. It was a very nice place and I...

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