First Time Porn Stories
Page 483

I got ensnared under my bed and he took me

You crawl under the bed to retrieve an earring, then all of a sudden, you're trapped in the most embarrassing manner, your skirt has somehow become ensnared on a rough edge, or spring, whatever, but as you backed out, everything is exposed, stockings, garter belt, panties and crotch, because the panties are more designed for showing, than covering.

You reach back and try to recover your modesty, then you realize it's a no win situation, as your very positioning has anchored everything, what you intended for your own titillation, is now in the public domain, you need assistance, and are in d... Continue»
Posted by MarieL 1 year ago  |  Categories: First Time, Mature, Taboo  |  
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The night I took advantage of a d***k man

'Ask and thou shalt receive', is a well know saying, that many surprised people have found, when asking a person for something, they just happen to be in the mood to give.
I received a phone call from my husbands friend's wife, asking me if I was ready to pick my husband and another friend up from her house, otherwise she could call a taxi.
'No Need, I can come', I replied and set off on the forty minute drive, to her place.
There was a card game being played there, and my husband and his friend were the last two persons to go.
When I got there both men and her husband were all sl**ping in... Continue»
Posted by MarieL 4 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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IN PRAISE OF MATURE PUSSY part 1

I've always a bit of fetish for older women. Perhaps fetish is the incorrest word, perhaps just a preference. I never felt very comfortable around girls around my own age and enjoyed flirting with the older women with whom I encountered.
I lost my virginity at the age of s*******n to a waitress I worked with at a little restaurant. Her name was Christine. She was slim, dark Italian woman who had to be in her mid thirties at the time. I worked in the back kitchen doing dishes and various other prep duties. It was a lot of hustle but I liked it. Since the stock room was also in the back room ... Continue»
Posted by slappywag64 3 years ago  |  Categories: First Time, Mature  |  
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My wife fucking a trucker in the back

So to continue the story, I contacted the trucker and told him about my wife's surprising reaction, and he of course was thrilled. I told him she wanted to come back to the truck the next Saturday. I told him to make sure to clean up, change sheets, get rid of the smoking smell, and make sure no one could see in the wind shield. I told him be ready for anything she might just go all the way. He was very excited, and said he would be there.
On Saturday we went to Outback steak house I thought it would be a good idea to have a solid meal because I was feeling a bit shaky and very nervous. Lori ... Continue»
Posted by anotherrubberplz 2 years ago  |  Categories: First Time, Mature, Taboo  |  
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Fucking Melissa's Hairy Pussy

Melissa was my employee for about five years. We hit it off immediately from day one when we both started at the same company. Immediately I thought she was cute. She had long auburn hair, light skin with freckles, a fat belly, thick thighs and small tits. At first I really had the hots for her as I absolutely am attracted to, and love, chubby girls, especially ones like her. We became best friends despite me being her boss. In fact, she became my right hand girl and I couldn’t have done a lot of my job without her.

I would “innocently” flirt with her at times and she’d do the same, all in ... Continue»
Posted by naturalwomanlover 1 month ago  |  Categories: First Time, Hardcore, Masturbation  |  
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Jessi's Mom

I was on my way to spend the night with my friend Jessi. His mom, Kate, was going out on the town and would not be home till late if at all. So Jessi and I had this big plan to play Xbox and watch some porn videos. I had a new DVD-Homemade Creampies II, we could not wait to watch it.
When I got there Kate was just leaving, she told us to have a good time and we told her the to do the same and she was gone. We threw some pizza in the oven and went to playing Xbox. After the pizza, we decided to watch the porno. After all it was eleven and we could not wait any longer. We watched the porno... Continue»
Posted by zimabean 3 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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my first gay experience ....in a public toilet

ok so i was in my teens and id always wanked about sucking a cock or being fucked by a man ....usually on the way back from college i would stop in the public toilets by the bus station and read the gay graffiti on the walls and have a wank ,this particular day i had a pair of earphones on busily minding my own business in the cubicle when a whistle caught my attention ...i turned round to see an old man maybe 65 leaning over the cubicle gesturing me to come over ,mycock was so hard and the bl**d rushed to my head i didnt know what to do i whispered back in a broken shaky voice come round here... Continue»
Posted by gagmygirl 4 years ago  |  Categories: First Time, Gay Male, Mature  |  
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My Mothers debt repaid in full

Mum had just picked me up from school and we were making our way to the supermarket,and as we drove into the car park and alongside the other car, mum was looking the other way as she reversed, I saw him, and he made no effort to stop doing what he was as we drew level and stopped.
Mum had not even looked in his direction, she had just turned off the engine and reached back to retrieve her handbag from the seat behind, and without another word got out of the car, and was gone in a flash, leaving me sitting there, while she went shopping.
Of course had she looked then things might have been d... Continue»
Posted by MarieL 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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fucking an older man

So there i was, at the pub with my friends. The quite one of the group, hiding this sexually frustrated slut waiting for a good fucking.

My friends go outside for a smoke, when I notice this, tall middle aged guy wonder over, pint in hand. I'd seen him staring lustfully at my huge tits from a few metres away.

He leans in, i feel his warm breath on my neck as he whispers ''What i wouldn't do to you''. My pussy tingles with excitement at the thought of being fucked by this guy. His strong Irish accent is a huge turn on, and the fact that we're rubbing against each other in a packed pub ma... Continue»
Posted by xbbwbabex 4 years ago  |  Categories: First Time  |  
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My New Ther****t

The other day I was really sore from working out and thought it would be a great to treat myself to a massage. Being something of a massage freak I am always looking and hoping for that elusive Happy Ending as an extra. I looked on the internet under Massage Ther****ts and found a local gal who was happy to make an appointment for me the same day. She had a sexy sounding voice and I figured maybe I would luck out and finally get that Happy Ending I was looking for. But when she said her location was in a beauty parlor I figured forget the Happy Ending. This would be a completely normal and non... Continue»
Posted by bigsoftee 2 years ago  |  Categories: Fetish, First Time, Sex Humor  |  
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First time in a Class room

This story was real and it happened two years ago (2011)

I was in Grade 12 when this happened. It was the day of my high schools senior basket ball team first game of the season. I was very nervous for this game because all eyes were on me. Especially this one girl.

We were playing our rival school team since my first year of high school. It was the 4th quarter, the other team was leading by two points. Our options were either score the easy two or take the three and win it all, we decided to shoot the three. The coach made the play for me. My heart was about to drop because the win w... Continue»
Posted by IAMMATTCHEW 2 years ago  |  Categories: First Time, Hardcore, Masturbation  |  
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A Fall of Fortune For Me


In the summer of my eighteenth year, my uncle fell off his roof and broke his back. My mother asked me to go stay with them and not only finish the roofing job my uncle had started but to help around the house. Mom apologized for ruining my summer and that she would make it up to me so I didn't tell her that I didn't mind going at all. My Aunt Heather may have been my mother's s****r but she wasn't like mom at all. Aunt Heather was old but not as old as my mom and she dressed sexy, looked sexy, and always acted sexy. I was looking forward to spending time at her house.

I arrived at their... Continue»
Posted by Johnnytames69 3 years ago  |  Categories: First Time, Taboo  |  
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First suck from a man.

When I was about 16 we moved right down the street from a park. Again this was back in the sixties. i started hanging out there a lot. One evening I was still there Mom and Dad must have been having one of their fuck fests and had forgotten I was out. I had to take a piss so I went into the nearest bathroom. This was on the other side of the park from where I normally hung out. The urinals didn't have partitions and there were no doors on the brick stalls. I was taking a piss when a guy in his 30's walked up the the urinal beside me and pulled out his dick. It was semi hard and he start... Continue»
Posted by comadrejar 2 years ago  |  Categories: First Time, Gay Male, Taboo  |  
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How I became gay pt 1

When I was in my teens I was only interested in girls and thought that being involved in a gay experience was completely disgusting. I never would have even thought of it if it wasn't for what happened when I turned 17.

On my birthday me and a few friends got fake I.D.'s and went to a bar in town. We all started drinking and getting as shitfaced as we possibly could. There was 4 of us and my three friends had all spoted the girls they wanted to fuck that night so I was left alone at the bar.

Within a few minutes this girl sits next to me and I immediately started checking her out. Sh... Continue»
Posted by Gayluva67 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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First true cuckold experience.

This is the true story of the first girl who really cheated on me.
I had experiences before this. I highly recommend reading my first story posted on my profile.
You'll have a lot more information, and will be able to get a better understanding of, where I am coming from.



This is the first time a was a true cuckold.
It was about 5 or 6 months after my experience with Celina, I had moved on a little but not really.
I was still hanging out and skating with Colton and Christian(Who is Celina's little 8roth3r)
School had started we were all trying to adjust to the new pace, trying to f... Continue»
Posted by Fiveinchreach 10 months ago  |  Categories: Fetish, First Time, Voyeur  |  
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really great bang in a bus

i was then about 18 and moving from school to college in Delhi. Had a long summer break and went down to my grandparents in rural Tamil Nadu. I was a star attraction and curiosity as most of the people had not seen anyone walking around in skirts and short tops. I was by 18 quite busty and most men stared at my tits which were 34d size before they even looked at my face. I was getting bored after a week. There was a boy of my age next door who offered to take me around to nearby places of interest. We used to take the local buses and traveled a couple of hours to nearby temples, rivers etc. I ... Continue»
Posted by Mannas 4 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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Club initiation

Not my story - see end for credit and source


My wife Gwen and I sat nervously in our car, anxious to go inside, but with butterflies in our stomachs. We had been with another couple one other time, and that had been on vacation on an island and we had quite a few drinks beforehand. Obviously, we had greatly enjoyed it, thus leading to our current endeavor.


A friend had sponsored us for this private swing club, and we understood that the first night we would be at everyone's disposal, sort of an initiation to get in. It was to be us and three other couples, and the meeting place was o... Continue»
Posted by atat 3 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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Teen Cross dressers First Man.

This is a true story that happened to me only a few monthe ago.

I just moved to a new town, I was an average 18yo male about 5'8 lean and athletic with a few female relationships before. I started to do a little bit of discreet cross dressing in my house about a year ago and thought about how great it would be to hook up with a shemale. I never thought it would happen of course, I didn't know where that stuff happened and I was always really shy.

One Friday after a grueling 4 hour study session at school one of my classmates, who I didn't know very well, invited me to have a few drinks... Continue»
Posted by ClaireCD 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Taxi-Ride Handjob Tease

I have been meaning to share with you all a tale about the most amazing, erotic taxi ride that I had the pleasure of sharing with my wife on the way home from a big night in the city.

A typical ride home from the city takes about 30 minutes, so on this particular night yours truly gets about 10 minutes down the road and needs to have a toilet stop! While I`m relieving myself, a devilishly dirty thought came into my head....I thought I`d get my cock out in the back of the taxi when I got back to see what sort of reaction I`d get from my Lovely :)

As I slid back into the taxi,right b... Continue»
Posted by Downunder68 2 years ago  |  Categories: First Time, Mature, Taboo  |  
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Best Summer

I could not believe how this summer started. I tried to a big jump on my bicycle the first week out of school and crashed. I broke both my wrist and had cast on from hands to my elbows. I could not do anything, not even hold my dick to pee. Mom took off time from work to help me.
After a few days the pain wore off but the cast keep me from doing much. Mom had to help me do everything. It took some getting used to. The second week mom thought I should have a bath as I was starting to stink. She ran the tub and undressed me. I was pretty excited for her to see me as I had hair on my balls ... Continue»
Posted by zimabean 1 year ago  |  Categories: First Time, Hardcore, Mature  |  
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