First Time Porn Stories
Page 14

My s****r, The Nerd

My s****r was a geek. There was no other way to put it. She wasn't ugly, don't get me wrong. In fact, she had the potential to be smoking hot, but she never wore make-up or did her hair. She always had her face buried in a book, and hid her eyes behind huge glasses. She had recently gotten her braces taken off and now had a fantastic smile that she hardly ever showed. I never knew how big her tits were, since she always wore ugly sweaters. The same applied for her ass, which I only got to see once, when our parents dragged us to the beach for a f****y vacation. She adjusted her towel and I cau... Continue»
Posted by moneysex23 27 days ago  |  Categories: First Time, Hardcore, Taboo  |  
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Exploits part 2

It was a warm summer morning and my phone rang. The voice said "hello I've been given your number by a friend of mine. I hope you can help me?"
My wife's car has broken down and she has left it stranded. I can't get anyone to help. Could you sort it for me?
I hadn't got a lot on so I agreed to have a look. He gave me the address and I drove over to the house. When I got there it was obvious which car it was. The car was completely abandoned in the middle of the road outside the house. I pulled up near it and as I got out the wife opened the door
"Thank you for coming out so quickly".
That... Continue»
Posted by oepro 27 days ago  |  Categories: First Time, Hardcore, Taboo  |  
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My s****r

I never knew my father. I doubt my mother knows which of the countless frat boys she fucked in college he is either. When I was 3 she got married to the librarian at my school after he got her pregnant in a closet at a PTA meeting. That’s when Gracie, my half s****r and constant pain in my ass came into the picture. At least her dad was pretty cool, he never acted like anything less than a father to me. Sadly, he was killed when a tornado hit the school and wiped out the building the library was in. I was 11 then, and Gracie had just turned 8. Mom, Gracie and I lived almost entirely of off soc... Continue»
Posted by moneysex23 28 days ago  |  Categories: First Time, Hardcore, Taboo  |  
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Fuck my b*****r



"Get your feet off the table" My mother insisted, kicking my legs as she walked passed me, carrying a laundry basket on her hip.

"I'm reading! Chill!" I retorted.

"Well hurry up. You need to go move your stuff out of your b*****r's room before he gets back tonight."

"STEP b*****r. I'll get it done. He'll be here all summer. It's not like he's going to freak if some of my clothes are in the dresser." I grumbled

"Just do it. He needs a place to put his stuff while he's here, and that room is his, after all." She pushed the laundry basket down onto the table, knocking my feet dow... Continue»
Posted by sonny8023 28 days ago  |  Categories: First Time, Hardcore, Taboo  |  
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Truth or Dare with Twin Cousins

Truth or Dare with Twin Cousins

All characters are 18 or older.


"Truth or dare, Uncle Ryan?" my teenaged cousin Kat said. I wasn't her uncle, but she and her twin s****r, Tara, had taken to calling me that teasingly ever since I had turned 30 a few months earlier.

At the mention of Truth or Dare, I couldn't help but smile nervously at my blonde girlfriend, Lauren, and her best friend, Kelly. The twins had no way of knowing, but those words were special for the three of us - and a handful of Lauren's other friends.

In the past few months, we twice had ended up... Continue»
Posted by TreborCox 28 days ago  |  Categories: First Time, Group Sex, Taboo  |  
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My first time dressing with someone

I was 14 at the time, I had a girlfriend at school. Parents agreed to let me stay over as long as we didn't stay in the same room. She had a s****r a couple of years older, I stayed in her room and she stayed with my gf. I'd already been interested in dressing, so when I was left alone for the night I went through her clothes. She was messy so there was used knickers on the floor and stuff. I put together an outfit, wearing a bra, skirt, tight tshirt, black tights, and a thong.

When I was dressed, I started looking in her cupboard to see what else she had. I must of been too loud, her dad c... Continue»
Posted by VirginAsAGirl 28 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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Helping Hands.

Nwandy and I had been married 25 years. We have 2 grown c***dren and yet she could still turn a few heads. During the past few years, she had become very active in a non-profit organisation. One year ago, she was promoted to an executive position that required her to travel quite a bit. The k**s were gone, so that wasn't a concern, but it had an impact on our love life. We could go a couple of weeks without seeing each other.

She was due back in 2 days when our friend Nelo stopped by after work. She had an armful of books, which I took from her and carried into the house. As we were going d... Continue»
Posted by agunna 28 days ago  |  Categories: First Time, Hardcore  |  
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A mother and daughter catch up after a year apar

Louise hummed a light airy tune to mask her mounting anxieties as she went about making the bed in the upstairs guest room, her hands moving with a practised grace as she laid out linen and straightened edges, fluffing pillows and generally just wasting time, allowing her mind to wander as she worked.

Today was the day, she knew. The day her daughter, Willow, would be making her first visit back after leaving for college, the first time she'd have seen her in over a year. They had talked plenty and texted more besides during her time away, but given their unique relationship, her daughter's... Continue»
Posted by sonny8023 28 days ago  |  Categories: Mature, First Time, Taboo  |  
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Mother: Discipline

I was going crazy all day at school today, after mom had kissed me goodbye and whispered into my ear that she intended to help me live out my kinky fantasy that I had admitted to her last Friday night. This particular fantasy was what had finally made mom allow me to reach my orgasm, after she had strapped me down onto our bed. All day a school, I could barely concentrate. I considered several times just leaving school and going home, but considering mom would be at work until her usual time I dismissed this notion and stayed the whole day plus cheer leading practice. I showered after practice... Continue»
Posted by money8023 28 days ago  |  Categories: Mature, First Time, Taboo  |  
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My New Step s****r

Everywhere you look, somebody you know is getting divorced. Hell, even my parents got divorced 5 years ago at the ripe ages of 65 and 62. Not sure why, after all those years of putting up with each other, but oh well. I am 44 and my wife is 43, with our 21 year marriage still going strong.

About a year ago, my dad started seeing a lady named Helen. At 68, she actually looked pretty good. She must have been hot in her younger days. I had only met Helen a few times and she seemed really nice. The 2 of them had good chemistry and they seemed to have a lot of fun.

Sure enough, this past Oc... Continue»
Posted by moneysex23 28 days ago  |  Categories: First Time, Hardcore, Taboo  |  
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My Day Of Pleasure.

I kept turning it over and over in my mind as I drove, feverishly, through the mid afternoon, school mom traffic. Stopping to think that I might be able to beat her home... it's a quarter to four and she should almost be finished with her dentist appointment. Man that was close! Ran a couple of stop signs, hoping no police were around, down the familiar block, past the old house-where my old girlfriend used to live. I sure fucked her ass off; more than a couple of times, but that is a far cry from the ...oh shit!

I almost missed the turn. Just a few short moments ago...a mere twenty minute... Continue»
Posted by agunna 29 days ago  |  Categories: First Time, Hardcore, Sex Humor  |  
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Bored Business Wives Club - Invitation

Bored Business Wives Club - Invitation


My ex-girlfriend, who has been married for five years, called me un-expectantly and wanted to meet up! Not being one to pass up on the opportunity to have lunch with the most beautiful woman I’ve ever bedded, I said, “Yes.” We had a superb meal. I enjoyed catching up, flirting and admiring her gorgeous lines. Sally is now 30+, shapely legs, firm round bum and her 37D boobs are now a little larger after having a baby a couple years ago. As the meal comes to an end she says, at last, the reason for the get-together.
“I’m in a circle of ten women, wel... Continue»
Posted by CanoePirate 29 days ago  |  Categories: First Time, Masturbation, Sex Humor  |  
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My Dream Night Out

I often have this fantasy when I’m alone or bored about building the courage to actually go outside while in ‘girl mode’. My greatest fear is that someone might spot me, but if I wear a lot of make-up and my wig sufficiently covers my hair and shoulders I should get away with it. But what I think I really need are some girlfriends.

I’d probably head to one of their flats. I’d get changed there too. I’d put on my panties, bra and tights; something sexy but also easy to wear. I’d put on my cutest dress. Not sexy, but cute. I believe that goes better on me. I’d put on some make-up, making sure... Continue»
Posted by Jane_bae36456 29 days ago  |  Categories: Anal, First Time, Shemales  |  
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The First Night

Sara and sexy.

I'm waiting in the suite when you walk in. I've dimmed the lights to create shadows and back light me just enough that you can still see the city lights and enjoy the raging storm when the lightening strobes the room.

"Hello?" You say as your eyes adjust to the light. I respond with the click of my lighter firing the tip of my VS 120. I drag deep and exhale up and to the side. I'm blonde for you tonight and wearing a silk teddy, fishnets with garter belt and lace panties with pink lips, all in black. My first words are, "I've been waiting baby."

I walk to you and offe... Continue»
Posted by Mrpotatohead2213 29 days ago  |  Categories: Fetish, First Time, Shemales  |  
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The Roommate.

Jamike and Buchi had been friends since they were k**s. Once they got into college they decided to get this house out by the university so they wouldn't have to live in the dorms. Only problem was they wanted one more roommate so they could lower the cost of bills. After looking up other people needing a place to stay Jamike came across Zoba in an online search. She was moving to the university on a dance scholarship. From her picture he could tell she was pretty with brown hair to her shoulders and green eyes. Also, she seemed to be built kind of small, but he convinced himself he was looking... Continue»
Posted by agunna 29 days ago  |  Categories: First Time, Hardcore  |  
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Giving More Than Advice b*****rs

Friday afternoon:

Finally, some time alone. It was the day after Thanksgiving and I was waving goodbye to my lovely wife of eighteen years and our four c***dren as they were leaving to visit her parents for the remainder of the holiday weekend. I was scheduled to go with them but after an unexpected meeting came up for Saturday morning at the university, I had to stay home. I was trying to act sad but the truth is that I love my time alone. Time to read, reflect on plans for the coming year, and who knows what else. Maybe I would get a chance to spend some time with Allison, who I have bee... Continue»
Posted by sonny8023 29 days ago  |  Categories: First Time, Hardcore, Taboo  |  
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My Daughter's Fuck Buddy

My daughter Morgan had just graduated school and was moving in with me for awhile to figure out what was next. She didn't She didn't have a job offer but she was interviewing and we were sure she'd find something soon.

I actually loved having her home. Almost the moment she went to college her father told me he was unhappy, had met someone else, and was moving out. I was devastated. I knew we didn't have the perfect marriage, but I didn't think it was much different than others.

In retrospect I wish I could say the divorce was all his fault, but it wasn't. I'd become complacent. We'd b... Continue»
Posted by moneysex23 29 days ago  |  Categories: First Time, Hardcore, Taboo  |  
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s*s and her best friend continued

Episode 3 – Leapfrog and Crab Walking

Continued from Episodes 1 and 2, my story of youth and innocence with my older sibling, her best friend Jenny (both 15) and me (12).

I spent virtually the entire day thinking about last night and this morning. I couldn’t get Jenny or the things we did to each other, out of my mind. It was another warm day so I was wearing shorts. Each time my mind wandered back I got hard and Jenny wasn’t slow to notice, giving me knowing looks and smiles. Not sure if s*s noticed my bulges but she never took much notice of me anyway.

Jenny had told me that mor... Continue»
Posted by luvwatchin 1 month ago  |  Categories: First Time, Masturbation, Taboo  |  
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Day out



1963 England a long hot summer. The holidays were here and I was at a loose end.

There was a film on during the week at the cinema in the nearby market town. Not the sort of film my mum would have let me go to see.
I can't recall the name of it but it had posters put outside the cinema showing women with 'cleavage' some with stocking clad legs and short skirts. In the early 1960's that was tantamount to hard core porn for a boy.
The summer holidays were here and my mates were all either busy or off away with their parents and so I was without any friends to play with.
I caught the 12... Continue»
Posted by macosuma 1 month ago  |  Categories: First Time, Gay Male, Taboo  |  
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First time to an adult video booth

Never in a million years did I think I'd get my wife to a video booth and glory hole. She's always said it's just for guys. Well after a date didn't work out for her I said let's stop by this "toy store" on our way home and find you a new toy. It was a long two hour drive thru New Hampshire
We arrived at 8 o'clock at night . We explored the store and discovered that there were only a few people shopping. So I suggested we check out the video area and she shrugged her shoulders and said okay. We entered the movie theatre area checked it out and she giggled at the holes in between the bo... Continue»
Posted by stevnkellie 1 month ago  |  Categories: First Time, Masturbation, Voyeur  |  
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