Tiffany's First Kiss Part 1 free porn video

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This is a true story based on real people and events, names have been changed of course...

You could say I grew up very sheltered. Even when I started high school I was not allowed to date, go to parties or even listen to secular music. My parents were very religious and quite strict. I wasn't even allowed to talk to boys by myself. I go to an all girls catholic school. It's a lot of fun, but it sucks not having any guys around. But I like my friends and enjoy going to school.

I'm turning into a woman now, and usually get quite a bit of male attention on the streets I have wavy dark brunette hair that falls to my mid back, big hazel eyes and full pouty lips. But my most prominent feature are my tits. They are a natural 34D with perky nips. In fact I use them to get what I want, like if I need a better grade in a class and the teacher is male, I just bend over a let a perky nip slip out and just like that I get what I want.

I masturbate frequently and I've always fantasies about men fucking me and sucking my tits, but then I also started fantasizing about fucking women of course I never thought I'd actually do it. Then one day I started hanging out with a new girl, Jade. She was 17, in the 12th grade and had just been kicked out of her old school and was known to be kind of a trouble maker.
I was a shy freshman, well we ended up hitting it off and she taught me how to smoke, and we used to do it at the back of the school at lunch time. Jade had ebony black hair that went down a little past her shoulders and icy blue eyes I could just stare at forever. She had perky, puffy nipples and you could see them through her shirt cause she never wore a bra especially on cold days, they were perfect c-cups.

One Friday, She invited me to stay over the weekend at her house, it was a three day weekend and my parents were going to be out of town, so I was allowed to go. Jade told me her parents were always out and they let her do what she wanted anyways so we had nothing to worry about. We entered her room, it reeked of weed and I laid down on my stomach and suggested we start getting ahead on homework Jade groaned and sat next to me on her bed but she had different ideas.
"Let me massage your back, Tiff you seam kind of nervous.."
I was startled.. "uhh.. we should really get started on this, you know how strict sister Mary Helen is.." "fuck that old cunt.. I say we play a game of truth and dare" she whispered to me. "Ok.. but, I choose truth." Her face was so mischievous.

"Alright, then I've always wanted to know, are you a virgin?" "um.. no.." by this time I was lying on my back "uh huh, I bet you haven't even been kissed.." "yes I have!" I said defensively. "Prove it then!" Suddenly Jade got on top of me and started straddling, she held my hands down and gave me a long deep kiss, I could feel her tongue was pierced. My face got all hot and I could feel my panties getting wet. I couldn't help letting out a moan. "please Jade, I'm not like that, we should really get back to our homework. I turned back over and went back to solving quadratic equations.

But Jade was so eager, she started taking my clothes off "C'mon aren't you hot in here, I'll only give you a massage, promise" she hissed in my ear. I relented "Ok, just a massage, then we'll get back to work.." She stripped me of my uniform, except my panties and then stripped herself, I supposed a massage would be nice... "lie still now.. you're going to love this.."
She started massaging me, her hands on my back felt so good, but then she started touching my tits, I thought it was an accident at first but her hands lingered and she started groping them. "Jade, what are you doing, this is really weird.." "Tiffany, This is what boys will do to you, and I'm going to teach you, so you know what to expect and you won't be scared, you don't want to be a virgin forever do you?" I sighed a soft "I guess not.."

Her hands pinching my tits hard "and.. there's another thing Tiffany, I've always wanted this to happen ever since I first saw your tits in the locker room, I really wanted to suck them... I saw other girls looking at them too, but I knew you'd be mine" "ow, Jade that kinda hurts.." But it also felt really good. She turned me over held my arms down and started sucking my fat tan nipples hard making soft slurping sounds. "oh my gosh, Jade this feels so strange.." "You're going to love it, you'll see.." she gasped pinching my nipples.

I let out an exasperated moan, my whole body was hot an trembling, I was tried of repressing myself... I needed this. Jade went back to hungrily sucking my tits alternating between the two grabbing and sucking greedily. My tits felt very swollen I felt myself exploding into orgasm, I moaned loudly. "Ohhh.. jade.. this feels so good" I said gasping with pleasure she continued on like this for another half hour then heaving she said "Tiffany, when we get pregnant and start lactating promise you'll let me breastfeed.. "Oh, anything you want, Jade.." "thanks" she said pinching my tits.

I loved when she surprised me like that. she was completely nude lying next to me our legs intertwined, she was grinding her sexy pink shaved pussy on mine, our tits rubbing against one another as well, mine swollen and wet from her suckling. hers pink and puffy like always. They looked so lovely and delicious. I grabbed her titties and started caressing them, rubbing my thumbs over her puffy nipples. She was moaning softly and biting her lip. Our pussies were still grinding and getting very wet together... My pussy was throbbing I felt like I was going to burst as I grinded harder and harder into her wet cunt. Our pussies making soft squishy sounds. She grabbed my ass with both hands pulling me even closer. Grinding harder and faster, my eyes were closed but I could feel her mouth on my tits and her tongue swirling and flicking at my nipples.

She spit on her fingers and started rubbing my clit hard and fast I just lost it I was cumming, I could feel wetness just pouring out of my tight shaved pussy. I let out a loud moan it was the first orgasm I'd ever had with someone else as I climaxed I pinched and twisted her puffy little nipples, she seamed to love that. She orgasmed and afterwards kissed each of my tits deeply I felt her bite them softly and we fell into each others arms, her hands still massaging others tits. She whispered in my ear "next time, I'm going to eat out your delicious cunt."

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I have been crossdressing in private since I was young. Now in my late forties and after three failed marriages, I had decided to step outside as Jessica.So after a lot of planning over several months, the day had finally come.I stepped in the bath as JD and shaved any hairs on my body that should not be there. It did not take long as I had been preparing my body for weeks to be smooth. I stepped out of the bath as Jessica and dried myself off. I wrapped the towel around myself just like any...

Crossdressing
4 years ago
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A Day of Firsts

A Day of Firsts by Kathy Nelson [email protected] (c):Kathryn Nelson, 1998 It was one of those hectic work periods where I was putting in 70 to 80 hours a week. You know, when there's no time for anything else in your life except the job. But, thank god the rush was over and it looked like things were going to calm down. Friday night had come around and I was going home at a decent hour. I even had the whole weekend off and I was ready to celebrate. Well, more like...

2 years ago
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An Afternoon of Firsts

The bar was crowded for the big football game. Standing room only. I was alone but hoped to find another regular to watch the game with. I ordered a beer and resigned myself to a disappointing spectacle. A good game was much more enhanced when watching with a familiar face or two. Halfway through my beer, I see Jim walk in. Jim was a guy a frequently chatted with and we really hit it off. He was the perfect guy to watch the game with. I flagged him over, shook hands and told him "Looks like...

Seduction
3 years ago
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4th bi experiencemany firststrue story

My 4th Bi experience happened that night of my 3rd experience. I'll never forget it was on a Saturday,Sept 24 1983. I was 16. It was 7:16 pm when I looked at the clock for what seemed like the millionth time. My parents were down the street at another neighbors house. I was sitting in my bedroom wondering what time I should go over to Charles house the anticipation was killing me. Earlier that day he asked if I wanted to come over tonight but what time should I go? I had occasionally looked out...

4 years ago
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A Vacation of Firsts The Conclusion

Eric watched with unblinking eyes as the tiny panties revealed a small but erect cock hidden underneath, and that was another first for him. The stunning woman before him had just pulled her panties down and revealed a cock and he was not repulsed. Tonya's head was bowed in shame with this act. To her, it was like showing off a birth defect. Eric responded by placing his fist under her chin and gently raised it up and looked her in the eyes. He gave her a warm smile and then removed his boxer...

Trans
4 years ago
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THE FIRST TIME PART1

THE FIRST TIMEKate heard the bell ring from downstairs and dashed to themirror. The reflected image betrayed no flaws. The lipstick wasred and thickly applied, giving the pouting lips a playful glow. The green eyes were right too-- the dark eyebrows thinly plucked,the long lashes batting with plenty of body and dark promise, theeyes themselves clear, bright and green as polished emeralds. Noeyeshadow though-- the Teacher thought that eyeshadow on Kategave a too-mature look and Kate was only...

2 years ago
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My First Encounter With My Teacher 8211 Part1

Hey, guys, I have been an ISS reader from almost 6 years. I want to write an incident which happened to me when I was in class 12th. Every boy would have desired a teacher at some point in their school days. I was no different in it. I went to a Co-Ed school. I gradually developed the interest in a woman. More than class girls I was into teachers when I was in my 12th grade. This was mainly due to my Maths teacher. To tell you about myself, I’m 6.2 feet tall with an athletic body. I’m tanned...

2 years ago
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The Kiss0

Erin Delacorte was used to being like a ghost, sneaking in and out of people's lives without leaving so much as a footprint. Not that it mattered, because there was no ‘real her’ to leave behind. She is a member of the FBI’s Counterintelligence team; more specifically a part of the elite Intelligence Detection and Retrieval (IDR) team. She was anyone she wanted or needed to be; depending on her task. Her job is to glean information from specific targets without them being aware of her...

2 years ago
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Lulus Kisses1

Speaking of, the first to make it downstairs is Lulu, my wife. "Honey, did you leave mine sunny-side-up? You know that's how I like my eggs." "Yes, honey, I-" "And the bacon isn't too crispy is it?" "No, it's just fi-" "Is the toast toasted? You have to toast the toast. If you don't toast toast, it's not toast. AND—" I hand her her plate, complete with every tedious little detail she's described. "Don't worry honey, the toast is toast." She brushes some of...

2 years ago
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KissMoiA

She took out a book that was about amazon and said, " follow these rules and dont make stupid mistakes okay." She said without taking her eyes off of my eyes. I said sure I later found out i was traveling with my aunt. I was happy because i loved her, not as in a aunt and niece way. I really loved her whole body. She had a 36dd breast size. I could almost feel her breast rubbing against my face. I got up and shook my head letting the thoughts run out of me. I packed my bag and left my...

3 years ago
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How I became a Kissogram Girl PART TWO Making my own Way in a strange City

Cowboys may stay in the saddle a little bit longer but they get bored very easily. Soon my cowboy and I after a year of living like man and wife were continually at each other’s throats. Mostly because he became so jealous. An older lover is great but they have to be confident in themselves.So here I stood, in a city, I did not know and with only a few clothes I had brought with me. I had enough money for a room and food, for about a month. I had to find a job pretty fast. I went to the local...

Lesbian
2 years ago
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How I Became A Kissogram Girl Part One The Start of My Adventure

My name is Toni Marsden!I ran away from home when I was almost seventeen. To be with a cowboy from a well-known circus. He was the love of my life or soI thought. I was left abandoned in a strange town. With only the clothes I stood up in, over a year later.It started harmless enough. I'd skip college to see the horses at the traveling circus. I was horse mad and besides mum and I had argued most of the last six months. I used to hang around the horses, watching them, touching and feeding...

First Time
3 years ago
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The Kiss1

I was in the living room when I heard the car pull up to the driveway. I went to the door and opened it up to see my daughter getting out and, carrying her bag, waving to her mother as she backed out to leave. She came up to the door, gave me a hug, and a kiss on the cheek as she headed for her room. Kelly unpacked her bags and came down stairs to the living room where I was sitting. She flopped herself down on the couch and says: "Well! What are we doing this weekend? " I looked at her...

2 years ago
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DADDYS SUNKISSED BITCH OMNIBUS

I was just in the front door of my house after returning from a Sunday drink at my local and had gone into my room to change into lighter clothes when I peered out the window at my sweet little girl Rebecca as she sunbathed on our back lawn, Rebecca was my beautiful 16 year old girl, She had blonde hair, a slim toned body with well developed big breasts and an ass like a peach, She had a pretty face, big blue eyes, pouted lips and was the picture of innocence except for the white two piece...

1 year ago
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DADDYS SUNKISSED BITCH PART 3 THE FINAL CHAPTOR

I walked over to the bed still eyeing up my 16 year old daughter’s sweet little ass, My cock ached with anticipation of what I was going to do with her, I glanced at the camcorder and tripod in the corner, they would all be watching us downstairs on the television, I would be fucking my daughter in front off an audience of nearly everyone I knew, I sat on the edge of the bed and gently I began running my fingers along the crack of her ass, She turned her head and said “ Please, be gentle!”...

3 years ago
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DADDYS SUNKISSED BITCH PART 2

While Rebecca was upstairs cleaning the Murphy bros’ cum off out of her ass I decided to head down to the pub for a few hours, I walked in and found all my drinking buddies huddled around in a circle, “ Hey Damian” said Tom the barman “ you’ve got to see this!” he said and the crowd parted for me, in the middle of the circle was old man Murphy, Terry and Willy’s grandfather, He held up a phone, “ My grandson’s sent me this!” he croaked as he passed his phone to me, I looked at the screen in...

3 years ago
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DADDYS SUNKISSED BITCH

I was just in the front door of my house after returning from a Sunday drink at my local and had gone into my room to change into lighter clothes when I peered out the window at my sweet little girl Rebecca as she sunbathed on our back lawn, Rebecca was my beautiful 16 year old girl, She had blonde hair, a slim toned body with well developed big breasts and an ass like a peach, She had a pretty face, big blue eyes, pouted lips and was the picture of innocence except for the white two piece...

4 years ago
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Kissin cousins And His Friend

I awoke feeling especially horny that day. I expected exciting things to happen and looked forward to my day unfolding. It was to be my last day at this particular job assignment and I was pleasantly surprised when I was invited out for happy hour drinks after work. I do mostly temp work, and rarely had the chance to socialize outside of the office. From the very start of putting on my cute skirt and matching blazer ensemble, my pussy tingled and was moist, if not wet, the entire day. Had I...

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