My First Time_(101) free porn video

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One day while I was at my friend Mark's house, only his brother Jacob(20 at the time with a 8in penis), him and I were at the house his parents had gone out of town and would be back the next night. We played video games for a while then he asked me if I wanted to play truth or dare, I said ok.

We played for about 8 or 10 min doing silly boy things and messing around. Then one turn when i said dare he told me "I dare you to take off your shorts and show me your underwear", I was a bit surprised at his request but did so, so I wouldnt lose. It was his turn and he chose dare and I told him "Okay, I dare you to take all you clothes even your underwear" for a moment I thought he wouldn't do it but to my surprise he did he took off all his clothes.

I was amazed by his body and even more by his cock and stared at it for a bit, guess he noticed, because when I chose dare again he told me "I dare you to take your clothes off all the way too and I double dare you to touch my penis". I took off the rest of my clothes quickly, then slowly went toward him and placed my hand on his penis marveling at it. I then told him "Okay now touch my penis too" he did and he slowly started to rub it up and down. I felt so good from it, so I started doing the same to him so he too could feel good. I looked at his wennie while we were rubbing each other making each other feel good.

We continued this for few minutes. He then asked me if I wanted to try something that he had seen on the internet seen he said I said yes. He told me to lay on his bed and I said okay. He then got on top of me and put his penis by my mouth and put his mouth by my penis. He told me to open my mouth and suck his penis, I take it in my mouth and begin to suck it slowly at first like sucking on a popsicle. As I start sucking he starts too, starts bobbing his head up and down on my penis making me feel good, as I make him feel good.

We're so caught up in sucking each other, that we don't notice his older brother watching us sucking each other. He's at the door only in his underwear stroking himself slowly and steadily. We stop after he lets out a deliberate moan from seeing us sucking each other, we are shocked and scared afraid he will tell on us. But at the same time im staring at his rock hard cock. He notices and tells us "Ok Mark you boys have two options, 1.I tell our parents and your friends parents or 2. I put my dick in your friend's little ass." Mark then tells me worried "Derek if our parents find out we'll be in alot of trouble. Then they won't let us see each other anymore, just let him put it in your butt. He's done it to me a few times before it doesnt hurt that much after a while."

I look at Jacob and say "Okay I guess I'll do the second option, but you promise it wont hurt Jacob?", "I promise it won't hurt that much, wait here so I can get a condom" he says. I ask Mark "Mark what's a condom?", he replies "Its something you put on your weiner to have sex with so he can put it in your butt". Jacob comes back with a condom and lotion(more than likely lube but I thought it was lotion at the time) he tells me to lay on the bed while he puts the condom on. He holds my legs wide and says "What a cute little rosebud you have Derek, I'm going to enjoy taking it from you"!

Jacob then put his mouth next to my butt and starts to rimming my hole it tingles but feels good, my little penis starts geting hard. He sees my hard on and starts to lick my hole faster and harder I saw start to feel tingly as he licks my rosebud. He finishes and start to rub the lube on my hole, he does this till his finger slides into my butt. I wince as his finger enters me unexpectedly, he keeps it in for a little bit and pulls it out and starts massaging again but with two fingers this time. He repeats his action as he did the first time and pulls his fingers out of my bum.

Jacob then tells me "Okay Derek, get ready I'm going to pop your cherry now. Just breath slowly and dont move ill do the moving kay.". "Okay Jacob, do you promise it wont hurt?" I say one more time, " Yes, I told you it wont hurt that much Derek" Mark says for him as he's sitting next to us on the bed rubbing himself slowly. Jacob grabs the lube and lubes the condom up once more before aiming it towards my hole. He places it next my bum and slowly starts to push it in, it hurts alot almost burning

Jacob tells me to breath and relax.

The head of his penis is pushing into me and slowly start going inside my bum. He pushes a little more till finally it slides in feeling like fire. Jacob stay still for a bit allowing me to get used to his girth. He then push a bit more sliding 4 more inches of his penis inside of me. He pushes till the rest of his 8in penis slides into me with ease, once more he stays still and telling me to breath and relax.

The pain from his dick being in my bum starts to fade and the good tingling sensation comes again. Jacob starts to pull in and out of me slowly at first but then gradually going faster eventually making a clapping noise with our bare skin. As he's deflowering me Mark is stroking his hard on a bit faster as well, he then gets an idea and tells me " Hey Derek suck my penis while my brother is inside you!"

I'm in such pleasure that I take his penis in my mouth without a second thought once again. Mark and suck each other as Jacob fucks me in my little hole building my pleasure and sending me into extesy. After 2 min Jacob pulls out and says "Forget the condom, I'm going to bareback and breed your sweet hole Derek!"

Jacob enters my hole in one thrust giving me that tingling sensation and making me feel good. He rams my bum with his long hard cock and makes me feel it in my belly. Jacob rams me and gets me close to what I didnt now at the time was an orgasm. The tingling sensation starts building up and I stop sucking Mark and say "Jacob stop I feel like Im going to pee" but he replies that it's okay to not worry.

I continue to suck Mark as the sensation builds up even more eventually Jacob's cock rams me once more and I start to cum in Mark's mouth, my bum tightens sending Jacob to a heavy orgam as be ram into me once more and cums deep inside of me filling me with his hot sperm. Almost the same time I suck on Marks penis hard and he orgasms into my mouth his cock sending ropes of cum into my throat, tasting sweet and salty at the same time. We stop and stay still for a little while Jacob pulls his now flaccid penis out of my bum and lays next to me and Mark. "Derek", he says " You're the best piece of ass I've ever had little buddy, I hope you liked it".

"I really liked it Jacob can we do it again." I reply weary. "Sure but later little buddy, im kinda tired lets sleep for now" he says as he starts to fall asleep. "That was awesome Mark I didnt know boys could do that to each other", " Yeah, that was awesome Derek but, remember we cant tell anyone or we'll all get in a lot of trouble" he says. "Ok I won't." I reply. As Jacob's cum starts to slowly trail out of my bum Mark and I fall asleep holding each other as Jacob reaches over to hug us both and fall asleep.

Well thats the story of the first time I has sex and sucked another boys penis, I remember it very well because I still had sex with Mark and Jacob up until last June when they moved away. Hope you liked it.

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It’s been 29 years since this happened but I remember it as if it was yesterday. I changed her name but the incidents are true. I knew what the ‘bird’ was, we used it at school to taunt and tease our friends, a greeting. We knew it had a sexual connotation but that wasn’t why we flipped each other off. I could stiff finger my friends and they would laugh and reply in kind, it was part of how we communicated. Once in a while though I would give my younger sister the finger because she irritated...

4 years ago
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BSC07 the First Lifestyle NudistsChapter 5 Lazy Springtime Dreams

Eventually Joan Simpson stopped gesticulating with her hands and just pointed to a building through the trees that she wanted Hank and Lynn to take the car up to. Once the car was parked the proprietor of the Success Nudist Resort would catch up with them and give them all a proper tour of the facilities. This naked woman then disappeared back into the Admin Building leaving Hank and Lynn to climb back into the car and drive up to the building she had pointed out to them. Tom just sat there...

4 years ago
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Mistress playtime Pt 2

I untie you and move you to the bed. I restrain you to the bed by tying your hands above your head, then spreading your legs. By doing this I have great access to your ass. I look at you looking at me, waiting. I leave your nipples and cock alone for now and get to work on your ass. Using lube and a toy. I get between your legs. My nails are sharp but short. I have to really dig into your skin to scrape you and leave red marks behind. I scrape my finger nails up your inner thighs and grab your...

BDSM
3 years ago
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Racial Profiling 101

Brother Samuel here. America’s favorite bisexual black male post-collegiate adventurer. Back from obscurity with my most realistic story ever. Why so realistic? Simply because it really happened. It concerns my attempts to find answers to an age-old question. Why are some people so dumb? I mean it, some folks are just stupid. And they are completely incapable of seeing this flaw in themselves. This is a problem which I must address seriously. Is there something in the water which makes people...

3 years ago
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Oral 101

Oral 101   “Damn I wonder what it is like to eat pussy,” I woke up one morning in my dorm room with this random thought running through my mind. I had never thought about this before, so why is it crossing my mind now? “I would never do that. That shit is gross,” I brushed the thought away as I got dressed in my freshly pressed uniform and headed to work. As I walked through the door, my supervisor was the first person I saw. By the way she immediately charged towards me I could tell she had...

3 years ago
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Gender 101

Gender 101A guide to the whole new world of gender.When it comes to gender, whatever you say you are, we agree with you. If you're new to the conversation, we get that it can be confusing. No shame there. Here’s a beginner-friendly guide.SexPeople use the terms ‘sex’ and ‘gender’ interchangeably, but the words have different meanings. Generally, ‘sex’ refers to biological indicators like genitalia, chromosomes, reproductive organs, etc. In general, people are designated as male, female, or...

4 years ago
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Female Orgasms 101

Orgasms 101It is surprising that later in life, a man may still not be sure if and when a woman orgasms. Thus, the reason for this story. Men don't feel bad. Women aren't expected to know when or how a man orgasms. He just stops momentum and displays the obvious (excluding a cumless climax). Orgasms are about life and not just sex. Orgasms sure do keep a woman happy. As a woman loses her inhibitions about sex, the easier it is for a woman to orgasm. I'm going to explain to you when you are...

3 years ago
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Feminisation 101

Feminisation 101 Having been a reader of Fictionmania for many years I have finally been driven to the need to write about the feminisation process, be it voluntary or forced. I am tired of the five or six line feminisations, so beloved of many authors. These are of the form: "I (she) covered my body with cream and a few minutes later in the shower all my body hair disappeared down the drain I put on filmy nylon panties and then a bra or being laced into a very tight corset...

4 years ago
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Slavery 101

SLAVERY 101By Jon SmithieCHAPTER ONE:  THE COFFLEThe students emerged from the van, stiff from the last few hours of the drive.  The air was hot and wet and still and clung to them as they stretched and looked around.   In front of them were a few huts made of sticks and mud. ?Here we are,? Professor Wilkerson said. She was an attractive woman in her early thirties.  She was dressed in a tank top and an ankle length summer skirt, and fashionable sunglasses, which she took off to reveal large...

2 years ago
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Oral 101

Oral 101   “Damn I wonder what it is like to eat pussy,” I woke up one morning in my dorm room with this random thought running through my mind. I had never thought about this before, so why is it crossing my mind now? “I would never do that. That shit is gross,” I brushed the thought away as I got dressed in my freshly pressed uniform and headed to work. As I walked through the door, my supervisor was the first person I saw. By the way she immediately charged towards me I could tell she...

First Time
1 year ago
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Handjob 101

One day a guy named Jim Baker, a local college quarter back for the local college got out of his car after a long summer vacation. He had not released in a real long time, since his parents insisted that he come and stay with them for a while. So, he gets out of his car and walks into his dorm room. He has a private dorm room. Now, the dorms are co-eds and so that there are boys on the top floor and girls on the bottom floor. There are no bathrooms in the dorm rooms so the boys have to go...

2 years ago
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Spanking 101

“All right, all right. Settle down and take your seats. Yes, that includes you with the green mini in the back row… “Thank you. “Now, welcome to Spanking 101. My name is Mr. Nathan and before we get started, I’d like to get a few things straight…“I will be speaking from my own perspective. In other words, I’ll say ‘he spanks her’ rather than vice versa. Forgive me this minor sin and make whatever necessary adjustments you need in order to fit your situation. I am not going to be making...

BDSM
4 years ago
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Spanking 101

"All right, all right. Settle down and take your seats. Yes, that includes you with the green mini in the back row... "Thank you. "Now, welcome to Spanking 101. My name is Mr. Nathan and before we get started, I'd like to get a few things straight... "I will be speaking from my own perspective. In other words, I'll say 'he spanks her' rather than vice versa. Forgive me this minor sin and make whatever necessary adjustments you need in order to fit your situation. I am not going to...

4 years ago
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Market ForcesChapter 60 Ownership 101

"Ladies and Gentlemen, welcome to this first session of our training programme." It had fallen to me to kick off the first of the Slave Owners 101 as it had come to be called. We'd converted a wing of the Sales Centre to provide some lecture rooms and a couple of rooms for practical work as well of course as the cells to provide secure accommodation for our "training aids". We'd brought together a group of five for this first session. Freddie had canvassed some of our existing...

1 year ago
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Mi Vida Loca A Young Mans Sexual OdysseyChapter 101

I saw Oliver standing alone at the serving table. He cut off a piece of steak and with it on the point of his knife, put it in his mouth - just as he looked my way. With him watching, I stood and waved, then walked around the tables to where he waited. “Mr. Oliver, that was a super-delicious steak you cooked, and so tender.” “Thank you, Josey. You can thank Helen and Jessica for the tenderness and for the superb taste. They came up with that recipe, and they love sharing it.” “Helen told...

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