First Time Porn Stories
Page 470

San Diego: Part 3 - Losing my Anal Cherry

Part 3.
Well after two days without sex, I was quite horny. I showed up to Scott’s room a little after 7pm and we decided to go down to the bar for a drink or two. After about 2 hours and nursing a few drinks we went back up to his room. I could tell he was already getting excited and we got naked, got on his bed and tuned in some porn. We immediately began caressing all over each other’s naked hairy body’s. He asked me if I wanted to be fucked tonight and I said no, I am not into that.

We rubbed each other than he slid down and pulled me on top of him in a 69 position. I took his... Continue»
Posted by clt_fun_dad 3 years ago  |  Categories: Anal, First Time, Gay Male  |  Views: 1170  |  
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Halloween night done right pt 2

When I saw Erin kiss Lindsey my penis was instantly hard again. Lindsey was 5 foot 8 130 pounds with a very athletic body from her soccer career at our school. She had large C almost D cup breasts and blonde hair complemented by her blue eyes. I got up and set out to add Lindsey to my newly started slut list.

She was dressed in tights and a very short dress she was supposed to be some kind of disco girl, but all it look like to me was a sluts cry for awakening. Lindsey like Erin was a virgin but her hymen had been broken by basketball a long time ago.

Anyway I got up and told lindsey ... Continue»
Posted by Blondelover24 3 years ago  |  Categories: Fetish, First Time, Group Sex  |  Views: 1168  |  
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The Lion, The Bitch, and the fucking Wardrobe.

I guess I have always been a sissy. I started crossdressing at a young age and it gave me such a wonderful feeling that I struggle to form the correct words to describe the way it makes me feel. It just felt right, and ohh so sexy! Like I said, I have always been sort of a sissy, and my father couldn't have been less plesed. I think he had his suspicions that I might be, uhhh... different before he found my lingerie and stilleto shoes, but once he knew for sure thats the first time he hit me. He made me promise, at pain of... pain, that I would never do any of "that faggot shit" again.
... Continue»
Posted by redk1 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1168  |  
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Tikiforest

I walked across the field, the sun starting to set, following a thin, foot-worn path toward the sunset. There was a tight grove of trees where I had been told to meet m friend Brian. Brian had been my friend since I a k**. We had grown up together. The two of us had an intimate relationship, but nothing steady. Basically, if I felt horny, and wasn't going out with anyone, and Brian was between relationships, we would meet up, and have fun. This was such a time. However, this time, Brian told me he wanted to try something different. He promised me that I would be safe, but that there would be m... Continue»
Posted by eurorevenue 18 days ago  |  Categories: First Time, Hardcore, Taboo  |  Views: 1172  |  
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Banana Apprentice

Lately after a full day of stimulation and teasing my mind, vag and clit, for the first time I used a banana to rub at the same time my clit, my puss, its lips and my ass. The curve of the banana perfectly fitted my middle straight line starting from my upper clit reaching the middle of my ass hole. I placed myself doggie style on my bed, side head on pillow and my right hand holding the banana from under my tummy. I let my hips moved front and back to feel the banana rub all my parts at the same time. My middle ass-entry part that was not totally covered started feeling tickled and excited pu... Continue»
Posted by HeZe 4 years ago  |  Categories: First Time, Masturbation, Mature  |  Views: 1167  |  
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The Clubhouse Part Two

I was not patient waiting for Saturday to come. When it came there was a surprise I wasn't ready for. Again I was sitting outside listening to music and getting a tan waiting for Emily's face to appear over the patio wall. Instead it was Mark. I didn't see him, but heard him when he yelled out, "Hey Asshole. I'm back."

I walked over to the wall and he said he had some new magazines his uncle had given him and why the fuck did I lock the clubhouse? I told him about the near theft of the story I had written leaving out the part his mother had played.

I went over and showed Mark the ... Continue»
Posted by handsomepeter47 2 years ago  |  Categories: First Time, Mature, Taboo  |  Views: 1168  |  
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Finally!!

“So what’s it like?”, Lia asked.
“What do you mean?”, I replied.
“sl**ping with a girl, I could never do it, even for my husband.”
My first thought was that you shouldn't do if for your husband. But my vagina was clenching and asking why she was asking now. We were tipsy in my spare bedroom surrounded by sex toys and porn on the lap top. Back in the day she had been the girl with all of the toys and active sex life, now a decade later she wants to see my goodies. She also wants to watch porn which is new because she has always been squeamish and hated the lack of romance. So here we are su... Continue»
Posted by wifeluvsbi30 2 years ago  |  Categories: First Time, Lesbian Sex  |  Views: 1167  |  
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Brandy (Chapter 9)

Fucked
It wasn’t like anything Brandy thought it would be. Every girl dreams about losing her innocence in a romantic setting, everything perfect, a gentle lover that would guide her, something to remember forever. 
Brandy was nervous, babysitting for Cindy and Michael tonight, sure that it would be happening soon. Their sex had been leading up to the moment when Michael would take her virginity, Brandy ready to give it up to him. She dressed in a short skirt that would entice him with her long legs, a thong leaving little in the way of Michael taking her. A cashmere sweater hugged her breas... Continue»
Posted by Headmaster-Michael 3 months ago  |  Categories: BDSM, First Time  |  Views: 1167  |  
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Ann The Farmers wife Hay Time Day one 2/3

These are individual stories about a mature farmers wife and me (young virgin lad) back in the nineteen eighties and how we found out about sex and what we got up to over six months

My first time I saw a hairy fanny

A hour or so had past stacking hay, every three trips I made fetching hay bales I went on top of the stack to help Ann build the stack. We were 12 feet up in height now and I had to climb from the tractor cab on to the bonnet and climb up the front end loader to get on top of the stack this time non of the bales had been moved.
When I stood up on the stack I saw Ann wa... Continue»
Posted by nckboy 4 years ago  |  Categories: First Time, Mature  |  Views: 1168  |  
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Bernie, a fun fuck buddy

When I was younger I had a pretty wild sex life and met a few women along the way to join in on the fun. 
In my mid 30's I was dating this woman, Bernie. She was a few years older than me, a single mom, rubenesque, 40D's long blonde hair and quiet the appetite for sex. Bernie and I had a few 3ways, couple swap and went to an orgy. Other wise we kept it one on one.
One weekend Bernie and I went to a BBQ a friend of hers was having. As the night set in and my buzz kicked in. 
I noticed this woman and couldn't stop looking at. 
She was married, in her late 40's maybe 50, 5'9" dirty blonde, th... Continue»
Posted by rogue-1966 3 years ago  |  Categories: First Time, Group Sex, Mature  |  Views: 1166  |  
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Have A Seat (parts 1 and 2)


This is from Part 1.. you can skip past the bold font if you already read it..

I was hard at work one day when I heard my name announced over the company intercom. Great, another trip to the office, what the hell for now? Detaching myself from my duties, and pissed because I'm sure I won't get them accomplished in a timely manner now but whatever I guess, I head towards the office. I go in and have a seat, and boss #5 or whatever she is, too many bosses for one job I'd have to say.. Anyway she tells me I'm being called in for my job performance. Just what I need, being told by a girl 10 y... Continue»
Posted by Jester2069 2 years ago  |  Categories: Anal, First Time, Taboo  |  Views: 1168  |  
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Cum Cunt

I've fantasized over and over again about tasting her sweet pussy on my tongue. Staring at her from afar, being teased from her sweet perfume! My pussy was drenched from her mere presence.

Being interested in women hasn't been good for my career. I've lost three promotions, two jobs, and one best friend because I couldn't keep my hands to myself. I guess it's the act that turns me on much more than the thought itself. Well up until now. This time I will get what I want, how I want it, and when I want her!

"Hey, Avril, are you coming to the office party tonight?" Umm the way my name roll... Continue»
Posted by lubr1que 2 years ago  |  Categories: First Time, Lesbian Sex  |  Views: 1166  |  
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First orgasm with another guy

I'm a house painter by trade and paint apartments mostly now. I had just started painting a one bedroom and this young guy comes to the door and asks me if I had any quarters for his laundry, and I didn't so I said no. He was slim in his early 20's and blonde. I'm pretty straight but if I'd ever think about being with a guy, he would be my type. He had on very baggy silky basketball shorts and a loose tank top. I did smile at him and we had some small talk and he pointed accross the parking lot showing me what apartment he lived in and told me if I found any quarters please bring them over. ... Continue»
Posted by mikeyhard 2 years ago  |  Categories: First Time, Gay Male  |  Views: 1166  |  
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First Time for Everything

I was 21 and I had been crossdressing for a while. I had no idea I would later transition and become a transexual. Back then, it was all about the excitement of doing something apparently taboo, which really excited me. I felt dirty and embarrassed afterwards (thanks to my catholic upbringing), but I still loved it. I had started wearing my mom's and my s****r's clothes since I was 10 but I was growing taller and they were not. Had a problem with the shoes too. Dressing as Santa Claus for a 3rd Grade Christmas party at school gave me the opportunity to wear Mom's black boots in public, that wa... Continue»
Posted by latinCharm 2 years ago  |  Categories: Anal, First Time  |  Views: 1166  |  
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Dad teaches me

I was almost 18 and could not wait for my birthday. My mom would be gone as her s****r was very ill so dad was planning my party. I knew it would be a lot of fun. My dad was young and very handsome. My girlfriends all had a crush on him. He loved to laugh and tease with all of us.

I went to bed early the night before my birthday as I was so excited to be 18 and be a legal age. So much I wanted to do. I was sound asl**p when I heard some one come into my room. It was dad. He told me it was midnight and now my birthday so he wanted to wish me happy birthday. I sat up in bed and hugged him. I ... Continue»
Posted by palygirl 5 years ago  |  Categories: First Time, Hardcore, Taboo  |  Views: 1165  |  
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step b*****r step s****r

it was a friday night mom and dad decided to go out for the evening leaving sam and anna alone for the evening sam always thought that his step s*s was hot but never had the balls to tell her instead he would just peep on her every chance that he could like when she was in her room undressing getting ready for a bath well one day anna forgot to shut the door not thinking anyone was home she went to the bathroom to get in the shower and b4 she did she began to masterbate on the toilet her step b*****r came around the corner and caught her playing with herself he became very hard but was embars... Continue»
Posted by dblac2 4 years ago  |  Categories: Anal, First Time, Sex Humor  |  Views: 1166  |  
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Hands To Yourself

After he made his purchase and got in his truck to go home he couldn't stop thinking of her. The tight little pink shorts she was wearing left absolutely nothing to the imagination. It was very hard to concentrate on what she was saying when she came up to him in the store to see if he needed any help. He had been here before and was hoping the same girl would be here and as luck would have it, she was. They talked about his previous purchase and she asked if his wife liked it, "It was a pink rabbit, right?". He couldn't believe she remembered him, she must have thousands of guys com... Continue»
Posted by PeachySweet 4 years ago  |  Categories: First Time, Masturbation, Voyeur  |  Views: 1165  |  
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My challenge to a Virgin, a Cock Revisited

I once challenged a girlfriend to take her clothes off and confront a stranger, sit down and talk with him, without trying to cover-up her genitals, then tell me she was not turned-on by the experience.
We were having this debate on morality and she was from a Christian background of bible thumping parents, with suppressive views on sexuality and masturbation.
This young woman was 19 and had never, according to her, touched herself intimately.
We chose to meet on the the Saturday morning and I took her to a high-rise apartment block of flats, on the edge of town.
We went up to the top floo... Continue»
Posted by MarieL 4 years ago  |  Categories: First Time, Group Sex, Mature  |  Views: 1168  |  
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Talking about losing my virginity... (Sexomatic)


I was one of those lucky and fortunate guys, that was taught everything. The girl practically taught me all that she knew to teach me (the basics). My first time was a mind blowing experience that made me the "nose wide open" boy that I am today, HA! I never knew I could make a girl scream to the top of her lungs. Sweat poured from her body like we were working out. As we rubbed our bodies together it felt as if we were one. As I merged she would scream and I purged I moaned. Sad that we are not friends today. We can never be though we both moved on and have families of our own. She contacts... Continue»
Posted by choco-sexo 1 year ago  |  Categories: Fetish, First Time, Hardcore  |  Views: 1165  |  
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WALKER1

Ivan was now 15. Ever since he was about 5 years old, he's had problems
with sl**pwalking. They keep telling me he'll grow out of it. It has
lessened as he's gotten older, but I've noticed stress seems to bring it
back. It was so bad when he was younger we had to have special locks on
the doors so he couldn't leave the house during one of his episodes.
Tonight I was awoken by a sound in the living room. As I crept carefully
into the living room, baseball bat at the ready, I heard Ivan's voice
mumbling. I set the bat down and carefully approached the chair where Ivan
was sitting.
... Continue»
Posted by john1195 11 months ago  |  Categories: First Time, Gay Male, Masturbation  |  Views: 1165  |  
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