First Time Porn Stories
Page 444

Bachelorette Dancer

“Okay now, Bonnie asked for the last time, you got everything under control!?! Uh, yeah, he replied, I’ve got the boom box, the CD’s, my wardrobe, and the address, I think that’s it! Good, she answered, make sure you give them a good show, now the deal is they give you five hundred up front, and you get to keep two, any tips you make are all yours! What if they pay me by check, he questioned?!? It doesn’t matter how they pay you, you bring back either the check or cash to me and I’ll cut you a check, she replied, the tips are almost always in cash so you just pocket that! What time do you have... Continue»
Posted by dig420 2 years ago  |  Categories: First Time, Mature, Voyeur  |  Views: 1016  |  
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My first blowjob

I stopped at a parking lot for a short break and went to the restroom to pee. I was just about to finish when another man came inside, stood next to me, pulled out his dick and waited. At first I thought he had problems to pee so I said "takes time, huh?". He said "no, I am not here to pee, I am here for dick watching". How dares he, I thought, and said "okay, then I'll do the same" and looked provokingly at his dick. He was stroking it and it grew thicker and the glans was almost fully swallen. I could not help myself saying "it looks good". I was startled by my own comment and realized that ... Continue»
Posted by mistermonday 2 years ago  |  Categories: First Time  |  Views: 630  |  
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My Story

Mom and dad went out and would not be home till very late. s****r was out and it was just granny and I alone. We put on a movie, it had some naked and raunchy sex scenes which got my pecker to stand at attention making a large tent in my sweat pants. Granny was sitting beside me with just a robe on. She took this moment to start a conversation about sex.
My granny resembles the granny off of the Beverly Hill Billies. Short and petite with long blonde and gray hair. I would bet granny did not weigh over a hundred pounds.
As we talked more and more about sex, my pecker got harder and h... Continue»
Posted by zimabean 2 years ago  |  Categories: First Time, Hardcore, Taboo  |  Views: 3630  |  
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Will she or won't she? What would you do?

Having been married and untouched for many years, there was a day, not long ago, when I made a decision. Ror me, it was a very big decision. I am not certain if it was due to spring, hearing the new birds in the neighborhood trees, chirping for food as their parents neared, or watching the backyard squirrels as they explored and found each other sexually. For whatever the reason, it was painfully clear to me, I needed go get laid. I was not certain how, but just knowing I was going to make it happen, made it exciting.
I had the day out of the office, and decided to take my lunch to a park, ... Continue»
Posted by Purrrfectlynice 2 years ago  |  Categories: First Time, Voyeur  |  Views: 1427  |  
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The Making of a Sissy - Part Six

Roberts took full advantage of his few minutes alone with Bella, as Aunt Jane attended to the caller at the door; he wiped her soft lips clean of his sticky semen and sat her tenderly on his lap, careful to let her sore little cheeks hang over; he caressed the soft white flesh and softly kissed her forehead.

“I’m sorry I had to punish you; I’d love to make it up to you, how would you like to come and stay at my place for a few days? I promise I won’t do any more than take a few pictures of you; there are other girls like you there, and we have a nice swimming pool and plenty of booze, I’ve... Continue»
Posted by midsummerman 2 years ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 612  |  
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Penny and her first monster cock

Penny’s encounter with a monster cock

Some years ago when I was with my first wife Penny, I was working for a major UK company as regional engineer and was living in North Yorkshire from where I controlled a number of the company’s activities throughout the North of England. Part of my job was to acquisition fleet commercial vehicles and at the time many of these were purchased through a Darlington based company. They employed a senior salesman named Russ Blackstone who at the time was in his early forties and was fairly introvert but had an obvious eye for the ladies. He was of aver... Continue»
Posted by 308bob270 2 years ago  |  Categories: First Time  |  Views: 2472  |  
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BBW TEACHER (re-posted)

When I was in high school, I had a teacher who I would always fantasize about. She was around age 40, great boobs and was the most sexy BBW I had ever seen. Whenever I saw her, I always had a semi to rock-hard dick. I took whatever classes she taught and always did things for her. She was married, but her husband died.  She never remarried. Her name was Ms. Lane.

A few years back, I was in my third year of college when I saw her at a Walmart. She looked as great as she did when I graduated from high school. Maybe even better! We made plans to meet at Starbucks to catch up on things. 

A f... Continue»
Posted by jkjkram 2 years ago  |  Categories: Fetish, First Time, Mature  |  Views: 2576  |  
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The fun part of stephons run in with sora

Ok, its going to be ok stephon. I think to myself as I reveal her cock. It turns out shemale cock isn't that different from regular cock. Or at least mine, I have never sucked off a guy so......

Anyway

Mouth, neck, upper chest, natural breast, chest, belly button, below belly button, shorts, panties. I stop, im still second guessing myself and then just nut up, expose her cock and lick it.

Umm.... This feeling is different than I expected. I think that I'm actually enjoying it. Like three minutes go by and im sucking on the head. sora is moaning so I guess I'm doing good. I was fuc... Continue»
Posted by cooler34 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 421  |  
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How I got my wife to fuck other cocks

We have been married for 37years now and I first started talking to her about sharing her at around 5 years into our marriage she told me no way.
Then for the next 25years I said nothing but I did jack off a lot on just the thought of watching her fucking other cocks, Then one day I started telling her about my fantasy of having strangers fucking her as I watched her she was surprised that I was still into that and wanted to share her and also her husband watching her fucking other men.
It took 2 more years of me telling her how this turned me on.
Will one day I showed her how hard my cock ... Continue»
Posted by sharingcoupleus 2 years ago  |  Categories: First Time, Masturbation  |  Views: 2649  |  
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Afternoon Delight

Katie called me and asked me to meet her over at my mother-in-law's house. She was the realtor for the property, and she wanted me to help move some things around to show the house better. So I took off early from work and met her at the house.

Katie was 32 at the time, married with a daughter. She was very cute, though a little plump, but dressed very well and had a winning smile. Thick auburn hair, a big chest, and a quick laugh. She asked me to rearrange some of the furniture to make the house seem bigger, so we moved a few things until we got to the master bedroom.

As we moved, we ta... Continue»
Posted by n2oral 2 years ago  |  Categories: First Time, Hardcore, Mature  |  Views: 409  |  
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Camping

This is a true story about what happened to me after I'd been made redundant at forty-eight. I'm Don and I'd worked for a large company for thirty-one years as an executive. The company restructured and I got enough in my pay out clear my mortgage and live reasonably well. But I had a daughter at University and another about to go.

To pay for them I needed to get another position, but despite the hundreds of letters of application I wasn't getting interviews. I was too old for most firms so started to get depressed about the whole situation. My wife said I should get out and meet people mor... Continue»
Posted by dig420 2 years ago  |  Categories: First Time, Mature, Voyeur  |  Views: 1686  |  
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Sex with my teacher

The name of my teacher is Fariha Jahan.She teaches Physics in our school.She is the hottest women in our school.She has big,massive boobs,and a huge ass.I had a crush on her for 3 years and I always wanted to have sex with her.She is 28 years old and unmarried.She is 5’8 and really beautiful.The way she walks would seduce anyone.I always liked her boobs and the way she moved her ass.While she teached us,I always imagined about sbe being nude in my bed,waiting to have sex with me.


Everyday I masturbated thinking about her.I just wanted to grab her boobs badly and suck ‘em and fuck her ass ... Continue»
Posted by frodoxxx 2 years ago  |  Categories: Fetish, First Time, Hardcore  |  Views: 1155  |  
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Our Alaskan cruise (and another couple) Part 2

Michael and I were holding hands as we headed up and Denise and Jim were walking ahead of us. Michael looked over at me and said it was my last chance to change my mind about fucking Jim without birth control. I smiled and said that it was a little late to be thinking about that now. I hugged him and whispered that Jims cock was hard already and I had already said that I was ready for it. I asked Michael if he was sure I should still let him cum inside of me and he said I should have fun and do whatever I wanted and that he was excited either way. Well, I already know I am fucking that co... Continue»
Posted by BeckyInLove 2 years ago  |  Categories: First Time, Group Sex, Hardcore  |  Views: 1170  |  
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Housewife's first squirt

So, a few years back, I wanted a little extra cash around the holidays. I took a seasonal job, part time at one of those big box electronics stores. This is where I met, well, let's call her "Patti". Patti was older than me, early forties, shoulder length dirty blonde hair, ice blue eyes. She was tall, around 5'10", long tone legs that led to very feminine, curvy hips. She was a natural 36F, and yes, they were amazing. Patti dressed modestly, she was a "good girl", went to church, was happily married, or so I thought. Like I said, she dressed modestly but, as much as she tried to hide that kil... Continue»
Posted by 1CoolDevil 2 years ago  |  Categories: First Time, Hardcore, Mature  |  Views: 1713  |  
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Uncle T,My First Blowjob!

My Cousin Tommy's tale.

Uncle T reminded me of the old time Mountain Men. He's tall,rugged,extreamly well muscled,and has long,shaggy light brown hair,which is usually covering his eyes,and a big bushy moustache and beard. He favors blue jeans,checked flannel shirts,and no matter what time of year it is,He always smells like a combination of wood smoke,wintergreen and Old Spice aftershave. Despite all of that,I think that Uncle T happens to be a very handsome man,and many other people agree!

So,imagine my delight when Mom told Me that He was coming to take me for the week! It's just goin... Continue»
Posted by dongerdoug 2 years ago  |  Categories: First Time, Hardcore, Taboo  |  Views: 1033  |  
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College seems GREAT!

So it goes like this, I was in my gf's s****rs house. Shes a college student and so shares it with three other girls. Well it was one night upon which we decided to vist her and go out with them all. We were told to use her s****rs room to change and so we did, my gf showered first and as she did, I started being nosey and looking through her s****rs things, but guess what, I found nothing worth noting (was looking to see if she had a dildo etc....) This was shocking as I presumed she would have had one, suddenly I heard my gf coming across the landing floor so i jumped onto the bed and lay do... Continue»
Posted by aaronlikesit 2 years ago  |  Categories: First Time, Sex Humor, Voyeur  |  Views: 834  |  
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Our Alaskan cruise (and another couple) Part 1

So I was supposed to go back home to California and the night before I was supposed to leave, Michael said that he had a surprise for me. I asked him what the surprise was and he said it was an Alaskan cruise to go see the glaciers. He told me I could go ahead and quit my job and stay longer and so I called my boss and told her I wouldn't be coming back anytime soon. I called my daughter Heather and she said she would keep an eye on my house and told us to have fun. I told Michael I have never been on a cruise before and asked when we were going. He said that we would leave in two days an... Continue»
Posted by BeckyInLove 2 years ago  |  Categories: First Time, Group Sex, Hardcore  |  Views: 975  |  
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Wanted

Not really a story, more about what I want.

I am a Bi curious guy. I love pussy, but I really like cock. What I am looking for is a smooth feminine guy or tranny that would let me use him/her for an experiment... an experiment to see how far I'll go.

First, I would like to meet in a neutral place, somewhere private of course. I need to be discreet about it all.

I would like him to drop his pants and let me play with his cock. I'd kiss it, suck on it, rub it against my cock. Once he is totally hard I want him/her to lay back and let me worship at their alter. I'll lick it from ba... Continue»
Posted by siezetheday 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 718  |  
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Getting a handjob in a strip club

In Tampa they have what we call grinding clubs. This is where the girl is fully nude and will dance and grind on your cock. Some girls will let you touch them and even finger them while they rub you down. The story I am telling is my first experience in one of these clubs. Back in the day they served full liquor and beer. Now all the laws have changed and they are not allow to serve alcohol but you can bring in your own and pay for the cokes and etc. Anyways, my first trip to these clubs was when they served alcohol and I heard many friends talk about them. I past several on the main strip and... Continue»
Posted by gilttester 2 years ago  |  Categories: First Time, Hardcore  |  Views: 590  |  
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Fucking My Hot Auntie On Holiday


Hi I'm Kyle

18 M Uk

I am 6ft Tall,Dark Brown Hair ,Toned Muscular Body, Tanned ,Brown Eyes ,9" Cut Cock

My Auntie Is Called Debbie , She Is 48 ,5 Ft 7 ,Short Blonde Hair , Tanned ,38 c Tits,Hairy-trimmed,Blue Eyes

She Has 2 k**s ,joshua 14 and Kayden 6

This Is How It Happened......

My Auntie Debbie Booked a Holiday To Turkey With Her Boyfriend Ian But About A Month Before They Were Set To Go

They Had A Bad Break Up For Some Reason so a couple of weeks before she came around to out house and asked my mum would she like to go with her and the k**s .

My Mum said she ... Continue»
Posted by bigwillyuk 2 years ago  |  Categories: First Time, Mature, Taboo  |  Views: 5112  |  
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