Teen Diaries 3: Losing My Oral Virginity free porn video

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My name is Anna and I'm a 16 year old virgin. I'm the only one of my friends who hasn't gone past kissing with a guy and it's not that I'm ugly. I get hit on a lot, so I guess guys think I'm hot. I just think I should save myself for the right guy.

I have light red hair, lightly freckled skin, I'm pretty thin but with a decent butt and small boobs. My friends make fun of me for being a virgin all the time and I've thought about fooling around with a guy, but I don't trust most of the guys at my school. They all like to brag about who they've been with and I don't want to be talked about like that.

Last night my parents were out of the house, but at 9:30 my dad's friend Chris knocked on the door.

"Chris, what are you doing here?"

"Hey, Anna, my water heater broke. I texted your dad and he said I could come use your shower. Is that okay?"

I hadn't checked my phone for a while, but I let him in and then checked. Sure enough, dad texted me and said Chris would be stopping by. Chris was in his late 40's, about 5'10. His hair was already grey but he had a youthfulness in his face still. I had seen him in shirts without sleeves before and he had nice arms.

Getting curious about what the rest of him looked like, I decided to peek through the bathroom door. I could see his silhouette through the curtain, but couldn't really make out his penis. I quietly crept closer when he shut the water off. In a panic, I went to the sink and started washing my hands.

"Oh! Sorry, I got my hands dirty and needed to wash them..." My face was red with embarrassment.

"Why didn't you use the kitchen sink?"

Shit, that would make more sense. I was kind of screwed. I struggled to think of an answer when he said, "Have you ever seen a naked man?"

I paused for a minute wondering what I should say. I finally replied, "No."

Chris started to smile as he walked towards me. "Have you ever kissed a guy?"

"Well yes, obviously."

"Have you ever kissed a man?"

I froze, looking into his eyes. I didn't know what to say, but he put his hands on my shoulders and leaned in to me and kissed my lips softly. Then he did it again. Then he turned his head to the side and pried my lips open with his and I started kissing him back. He smoked and his mouth tasted like how smoke smells. It was kinda gross but it felt really good. It had been a while since I'd been kissed.

"Has anybody ever sucked your nipples?"

I looked down at my little boobs in my shirt. I shook my head no and he gently lifted my shirt over my head and took it off. He unhooked my bra and dropped it to the floor as he leaned in to suck my nipples. I started to moan softly. It felt so good. He rubbed whichever nipple he wasn't currently sucking as he alternated between them.

"Would you like to see my dick? You've made it really hard."

"I kinda want to see it, but can I see it soft?"

"Well that's not really how it works. It will go soft when I'm no longer turned on."

"When will that be?"

"Maybe after I cum." He dropped the towel and his dick was pointing straight out right at me. His head was really big and I wondered if all penises looked like his. He had a lot of pubic hair above it which was grey and black. He also had really hairy balls. His whole body was pretty hairy, but the area around his dick was so hairy I couldn't see skin through it.

"Have you ever touched a dick?"

I shook my head no. He reached down and grabbed my hand and put it on his dick. His skin was so soft, but his penis was so hard! I expected hard penises to still be kind of soft. His big head was, but not the shaft.

"Would you like to suck it?"

I figured there was no time like the present, so I leaned forward and put his head in my mouth. It didn't have a taste really, but I did taste some really really salty liquid that was on the tip before I put my mouth on it.

"You should suck is harder and take it in and out of your mouth."

I followed his suggestion and he dictated what was good and what was bad. Like when I accidentally touched it with my teeth, he said "No teeth" or when it touched the back of my throat he said "That feels great." Then he took my hand again and put it on the side of his dick. "Stroke what can't fit in your mouth. It will get me off faster." His crotch had a funky smell as I sucked and stroked his dick.

"I'm going to cum soon. Do you want to taste it?"

I shook my head no as I kept sucking. About a minute later, he pulled his dick out of my mouth and cupped a hand and came in it. He held his hand in front of my face to let me see it. It was so milky and white. "Are you sure you don't want to know what it tastes like?"

"I don't know. I've heard it tastes bad."

"Well you never know until you try it."

I leaned into his hand full of cum and stuck my tongue out and got some on the tip. It was salty and bitter. "I don't want to taste any more."

"Alright. That's fair." He walked to the sink and washed his hand off. Then came back to me. I had stood up from the floor and he kissed me some more and then started rubbing his hand between my legs. I still had my shorts on. He dropped them to the floor and rubbed my pussy through my panties. "Has anybody ever touched you here?"

"No." It felt so good. He picked me up by the butt and sat me on the bathroom counter as he slid my panties off. He got on his knees and put his head between my legs and started gently kissing my clit. It felt so good I started breathing heavy. His tongue went down and up my lips from my hole to my clit and it felt great. He pulled his head back to look at it and I felt his fingers spread my lips.

"Oh wow!"

"What?"

"Your hymen is still there. You're a total virgin."

"Yeah I am. Is that okay?"

"Yes. It's so hot! You've never been fingered before?"

"No. Won't it hurt?"

"It might." With that, he started to slide his index finger in the tight hole under my hymen. My toes instantly curled and my neck tilted my head to by shoulder as I closed my eyes in pain. It really hurt! He started sliding it in and out slowly while I sat there squeezing the edge of the counter.

"Don't worry, it will feel better soon."

He was right. After another minute, it started to feel great. Then he returned his tongue to my clit as he fingered me more. I started to writhe as this sensation filled my body with heat and I felt intense pleasure in my vagina. I started moaning and shaking uncontrollably and he pushed his finger in to the base and held it there.

"What just happened to me?"

"Anna, you just had your first orgasm. How did it feel?"

"It felt great! Thank you."

"Has anybody ever licked your ass?"

"What? No! That sounds gross."

He picked me up off the counter and turned me around to face the mirror. I could see him behind me as he bent me over the counter and his hands spread my ass cheeks. He started licking my asshole and it actually felt great! Not as good as when he licked my pussy but I liked it a lot. Then he stuck his finger in my ass. It didn't really hurt, not like his finger in my pussy, but it felt a little uncomfortable.

He reached between my legs with his other hand and rubbed my clit again as he fingered my ass. Then he stuck a finger in my pussy as well and started fingering both. It felt so good and within a few more minutes, I was having another orgasm and I felt my pussy build up with liquid as it slowly leaked out below my hymen.

After he pulled out his fingers, I stood up and turned around to look at his dick again. It was still hard. "When does it get soft?"

"Well I'm still horny." He started jacking off his dick while he kissed me. He spit on it and after few minutes he came, spraying his load on my tummy and down my leg. It felt so warm on my skin. I got on my knees and watched his dick as it slowly softened and shrunk. It looked way better hard than soft.

I wiped his cum off me with a towel as he got dressed and I walked him to the door. He turned to me and said, "If you ever want to lose your virginity and go all the way, you know how to reach me."

I thanked him, but told him I was saving that for when I'm in love with a guy. But I did have fun and didn't regret letting Chris be the first to touch me like that. I felt better prepared for my next future boyfriend.

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My name is Casey. I’m a 17 year old Latino with long hair and a decent body. All of my friends are so jealous because I’m dating a college guy. Mark is 21 and lives in one of those frat houses. He’s white, 6’0, and I’m completely in love with him. I know a lot of people say you can’t know what love is when you’re in high school, but I’m sure this is it. Mark and I have been together almost three months, and we’ve been sexually active almost as long. Mark really has a wild side and likes to push...

1 year ago
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Teen Diaries 8 Making the Team

My name is Megan. I’m 17 and go to West Cumberland High. I’m a skinny Asian with a decent figure and I’ve been trying out for the cheer leading team ever since I was a freshman. I made friends with a lot of the girls on the team so this year I was certain I was going to make it. Auditions were last Friday after school. I dressed like a school girl in a pleated skirt thinking it looked cheerleader-ish and wore purple eye liner. I did my cheer and all my friends cheered for me after. After...

2 years ago
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Teen Diaries 25 Get in the Van

What the hell did I just do? I feel like such a dirty slut; like I will never be clean again. But I'm getting ahead of myself.I had this crazy dream last week that I couldn't stop thinking about. I had met an older stranger and he gave me the best sex of my life. I couldn't forget it and it made me horny for days. That's why, out of curiosity, I looked at the personal ads on Craigslist to see if there was anyone out there looking for something like me. I responded to a few ads, mostly just ugly...

Hardcore
2 years ago
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Teen Diaries 11 Marks Peep Show

My name is Casey. I'm a 17 year old Latino with long hair and a decent body. All of my friends are so jealous because I'm dating a college guy. Mark is 21 and lives in one of those frat houses. He's white, 6'0, and I'm completely in love with him. I know a lot of people say you can't know what love is when you're in high school, but I'm sure this is it. Mark and I have been together almost three months, and we've been sexually active almost as long. Mark really has a wild side and likes to push...

Exhibitionism
2 years ago
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Teen Diaries 9 Santas Baby

My name is Jenna. I'm 16, blonde, and skinny. My family has fallen on some hard times, with my mom losing her job two months ago. I have a 7 year old brother, so we still put on the Santa Claus charade for Christmas. All of the extra money went towards his presents, so I'm not really getting anything this year. But what I want more than anything in the world is an iPad. On Christmas Eve, my brother and I baked cookies and left them out on a TV tray for Santa, along with a glass of milk and a...

Hardcore
2 years ago
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Teen Diaries 7 An OffRoad Adventure

My name is Cynthia, but I go by Cindy. I'm sixteen, blonde, and have never been much of a country girl, even though I live in Tennessee. But my girlfriends all love country music and go to a lot of parties with guys who think they're "cowboys" and call themselves "rednecks" on purpose. It took them a while to convince me to come hang out with them, but I finally agreed last Saturday when I had nothing else to do. Amy picked me up and had Taylor Swift blasting on the long drive to the farm where...

Hardcore
3 years ago
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Teen Diaries 4 Prom Night

My name is Jessie. I'm a sixteen year old sophomore at West Eldridge High. I have brown curly hair that goes a little past my shoulders and tan skin. I'm sort of popular, which was how I got invited to senior prom by Aidan, one of the hottest guys at our school. Aidan is 19 (he got held back), about a foot taller than me, and kind of muscular. He has dark hair, but very light skin. Prom was a blast! He picked me up in his dad's Mustang and we arrived in style. I was one of only three sophomores...

Quickie Sex
3 years ago
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The Sex Rehab Diaries Broo

“I’m Brooklyn, and… whatever… I guess I’m a sex addict.” I glared at the group of pathetic faces in the circle surrounding me. This is so fucking lame. Why did I sign up for this? It was bad enough that I’d had to endure public humiliation when the scandal broke, but being away from the city in this touchy feely rehab centre set my nerves more on edge than they did to soothe them, which I’m sure was their original intention. From the moment I’d checked into The Belleview Retreat for Sexual...

Anal
4 years ago
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Two DiariesChapter 12 Open Wings

From Amanda’s diary: Dear diary, It felt strange to wake up alone after three days sleeping with someone. Sure lying at Clara’s feet hadn’t been pleasant, but weird as it might sound I still felt some sort of connection to her while doing it. Sharing a bed with Fiona was a lot better, and I knew I’d be missing that a lot. I got up and dressed, being careful to cover every bit of me that might show any signs of damage, before I went to the toilet. I decided then I’d be sleeping in my...

3 years ago
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Story Of Losing My Virginity

Dear Readers, this is my first story here. This is a True incident that happened to me , a rather beautiful one , for those who want to consider this a fantasy , go on with your assumptions but I don think any guy would lie about losing his virginity especially when it happens the way he wanted it to and also for those who don have patience, this is rather long a proper love making story rather just touch n go banging. For those who expect just expressions of sex , I rather suggest you not to...

3 years ago
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The Sex Rehab Diaries Rachels Confession

I thought about that statement for a minute. Of course, I'd never called myself a sex addict out loud, but the idea of it sounded almost kind of sexy. Of course I knew I was supposed to be all serious standing there in the classroom at The Belleview Retreat for Sexual Health. But really, how can you find the seriousness of group therapy at all? They were a miscellaneous collection of odd personalities from different walks of life sharing intimate and intense details of their sex lives...

3 years ago
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The Diaries of Chloe Wilson

After going through some tough times, seventeen year old, Chloe Wilson, was encouraged by her therapist to record her diaries on tape. It was a way to try and get her to open up and talk out loud about her feelings, but Chloe rebelled and the tapes ended up being less about her emotional past and more just a diary about her explorations into adolescent life and the discovery of all things sexual. Listen to her recordings and follow her journey, hearing the events that happened in her own words.

First Time
3 years ago
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The Dogging Diaries Questions With The Author I

Part 1 of a series of questions and answers with Alexandra Moore, author of The Dogging Diaries I'd like to thank Matt who has been such a great friend and pen pal throughout this entire process for putting together these questions. Awesome job. Away we go ... 1. It was almost a year from when you first dressed as Kristy until you even touched another man's penis. How did you drift? What were some of the things done that help you to drift? What would you say to help someone...

1 year ago
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The Sex Rehab Diaries Kyli

“I’m Kylie, and I’m a sex addict.” I tried not to cry. It would have made things exponentially more embarrassing than just standing in front of the room telling a group of strangers that I was basically a sexual deviant. I bit down on my lower lip instead, producing just enough sharp discomfort to keep the girly tears back. I couldn’t believe I had really committed to this. Of course, I guess one could argue that I wasn’t very good with commitments, as it was. Ever since the depraved incident...

Group Sex
1 year ago
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Mother Diaries 8211 Part 5 Final Bathroom Sex

It was a great erotic journey till now. I and Pranati both sat on the sofa, discussing how to evoke them. I got a great idea. It is easy to generate new ideas to seduce anyone. She was busy cutting her nails while listening to my plan. Me: Mom, is Keshavi fucked by dad? Pranati: I told you already she does not want to hang out with men. She is a lesbian. Better leave her. Chaap! I slapped my bitch mom. She threw the nail cutter aside. Me: I did not ask for your suggestion, mom. You told me...

Incest
4 years ago
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The Hot Springs Incest Diaries Part Two

SIDE NOTE , IF YOU'RE UP HERE TO COMMENT FOR ANOTHER INSTALLMENT OF "Incest Diaries" THEN COMMENT BELOW. Thank You & Enjoy. Hot Springs- Chapter One kimono: formal Japanese dress -sama: title meant to show respect to the receiver hakama: formal divided skirt for Japanese men Glancing up at the noon sky, Rin took in a large gulp of air as the scent of spring's cherry blossoms gently drifted to her. The breeze was strong that day, and it blew her long, silky black hair around...

1 year ago
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The Sex Rehab Diaries Staceys Confession

Author's Note: The Sex Rehab Diaries is an ongoing series, featuring the intimate confessions of the patients of Dr Clark's group therapy class for sexual addictions at The Belleview Retreat for Sexual Health "I'm Stacey, and I'm a sex addict." I knew I wasn't the only person in the room that was in denial over that statement even as it left my mouth. ‘Admit that you need help and recovery will come quicker and last longer'. I had to hold back my initial laughter as I'd read the...

2 years ago
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Diaries of a Soldier RR part 1

Introduction: Half way through a 12 month tour of duty in Iraq I get to come home for 2 weeks of R&R Diaries of a Soldier – R&R (part 1) The first real feeling of being home comes when you see that thin line of land appear over the horizon of the Atlantic Ocean like the rising sun. You feel the butterflies when the mechanics move underneath you as the landing gear opens and the plane descends. At this point I think every returning soldier says to himself, Please dont let me die on this runway...

2 years ago
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Diaries of a Soldier RR part 3

Introduction: I cancel out the any guilt of cheating on my wife, we plan to include her in our fun Diaries of a Soldier – R&R (part 3) I awoke in a empty bed with the sun beating me down through a opening in the shades. That farmiliar feeling I hadnt had in a long time, hangover! Oh god, I thought I hate drinking. If I could smoke weed in peace and freedom I would never drink again I often thought after a hard nights drinking. I knew that Kimmie had gone to bed before everyone left last night...

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