First Time Porn Stories
Page 460

First Blowjob

I'm a tgirl and have been crossdressing for as long as I can remember. Once when I was 17 I went to a Halloween house party dressed as a hooker. (yeah, yeah, been done before but it's true). I wore a short and tight low cut black spandex dress, a silicone padded bra, black patent 5" pumps, and fishnet stockings. I added a long blonde hair extension to my naturally long hair, and did my makeup on the slutty side with false eyelashes, heavy eyeliner, and deep red glossy lipstick. Big hoop earrings and long fake acrylic nails completed the outfit. I have very soft and feminine feat... Continue»
Posted by KrissyMorehead 5 years ago  |  Categories: Fetish, First Time, Gay Male  |  
  |  49

Sissy out of control in the toilet

I'd describe as a fit rough looking submissive guy. Recently love to dress in panties and stockings and get interfered with....

One of the first and hottest experiences was in a quiet public toilet. It was about 3.30 on a summer afternoon and I'd had no luck down a nearby cruising area - which was unusual as it was normally reliable. The lack of action was most probably down to feeling slightly inhibited by what I was wearing under my shorts.

As I entered the cottage (as we call public toilets in the uk) and judging by the scurrying that occurred I'd interrupted a scene.

I went in ... Continue»
Posted by skins4skin 2 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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Willy gets laid

Willy gets Laid

Talk about the right place and the right time! I had waited so long to lose my virginity I had almost given up hope. I joined a dating site and went on a few dates but at 33 I guess my insecurity told and the dates went no further. I had always been so shy, too afraid to really talk to women or if I did I immediately adopted the ‘friend’ position. As such I have long been a shoulder to cry on and nothing more.

I had met a woman online, she seemed really lovely and we had gone out a couple of times, amazingly she said yes whenever I had plucked up the courage to ask her ou... Continue»
Posted by Matt4fun 4 years ago  |  Categories: First Time, Mature  |  
  |  6

Uncle Timmy takes control...Part3

It was a big old rolled back,horsehair stuffed sofa and manys the time when I was a bit younger I'd straddled the back playing at horsies.

I wasn't straddling the back now...I was laid over it with my arse in the air and Uncle Timmy pulling down my wet pants.

I'm thinking I'm gonna get what I always wanted now,but I still feared a baby and what that would do to mammy and daddy.They would disown me for sure and I would be shamed forever.Surely uncle must have a rubber on him....surely he must.

"Don't give me a baby Uncle Timmy...Please don't give me a baby" I whimpered,frankly laying i... Continue»
Posted by Janeandthedonkey 3 years ago  |  Categories: Anal, First Time  |  
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My First and Only Gay Expirience

I am not sure if anyone will ever read this but I would like to start off by saying a few things:
1) This is story is real.
2) I have never shared this with anyone and I feel that the anonymity of this site and the nature of its content is appropriate for me to share this without fearing any real repercussions.
3) Although this is a story that talks about a homosexual experience, I wouldn't call myself gay. I believe sexuality is a spectrum and I lie closer to the heterosexual side of that spectrum (although i do enjoy watching gay porn from time to time).
4) This story ended up being lo... Continue»
Posted by sam_i_i 3 months ago  |  Categories: First Time, Gay Male, Masturbation  |  
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how i lost my virginity

How I lost my virginity

I was 15 and I met this girl online, she was a shy girl but after a few months of talking most days she got more confident and turned into a dirty girl. Texts me telling me she going to handcuff me when I’m asl**p and fuck me till I wake and how much she wanted me to fuck her from behind and spank her as hard as I can. About a month later I got her to finger her pussy till she screamed out my name on cam. After that I decided I had to go she her, so I waited till my birthday so i could collect my money together to go but I was feeling a bit nervous till out of the b... Continue»
Posted by sm0k3y 3 years ago  |  Categories: First Time, Hardcore, Masturbation  |  
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First time with friends

My wife is a gorgeous 32 yr old 5'4 100 lbs with 34b breast and a hairless pussy through laser removal.She is sex hungry and loves to tease when she gets to drinking wine. We normally go out on thursday nights with friends to our favorite resturant. One of the couples Jerry and Sandra is pretty much like us as far as the teasing goes. I love to get teased by Sandra and wife teases Jerry. They never go to far teasing just a little panty flash titty flash and just enough dirty talk to get us hard and themselves wet and horny. Jerry and I have tried for yrs and still do to get our wives to go dow... Continue»
Posted by MarlinMan 4 years ago  |  Categories: First Time, Lesbian Sex, Voyeur  |  
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First time (my first cock)

This is continuing story of how I lost my virginity.I was fifteen and me and two other guys my age were working for this couple in their fifties doing work around the house and property.Her name was Sarah and she was a asian bbw who was extremely perky and bubbley at all times When her husband Steven was out of town the other two guys Andrew and Luke took turns fucking her over and over prematurely ejaculating inside her over and over as it was our first time.She also got us to rub cocks together and kiss when we weren't fucking her, which we did not really want to do but we were so young and ... Continue»
Posted by DONDRAPE 3 years ago  |  Categories: First Time, Gay Male, Taboo  |  
  |  27


I know you're married and you have k**s and stuff, but sometimes I wish you didn't so that you and I could be together." I was speechless and unable to respond. "Do you ever think about me that way? I mean, what it would be like to be with me?"

"Yes," I finally admitted. "I do sometimes."

Jenny closed her eyes and lifted her face closer to mine. I knew I should push her away, tell her no, take her home and forget all of this had ever happened. But feeling this nubile teenager so close to me, knowing how badly she wanted me, I was powerless to do anything except close my eyes and lower my... Continue»
Posted by koolstuff 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  
  |  6

my mates s****r

(This is a true story)

Years ago when I was about 16 years old, I stayed at my mates house. We decided to play call of duty and drink until late at night. Now my mate had a s****r that was around 18/19 years old at the time and she was about 5,11' or so, brunette with shoulder length hair, with a slim build and nice quite big tits! So me and my friend are now beyond tipsy and are being quite loud on CoD (given the time of about 1:30am!) and his s****r comes down the stairs wearing a skimpy nighty, with an un-done pink dressing gown on. I am stunned by how sexy she looks! But all she says is... Continue»
Posted by black-man505 3 years ago  |  Categories: Anal, First Time  |  
  |  2

wife's side of the story

My husband has written about some of my extramarital sex. He only knows what little he has seen and some that I've told him. He left his laptop on this site so I figured I'd post on his page and let him discover it. He doesn't know everything I do , just what I tell him. He works Monday through Friday and is away from the house from six am till six pm those days. I'm a stay at home wife and I have eight full hours a day to do what ever or who ever I please. That's the time our son is away at school. I try and have at least one encounter each day. Most of the time its with just one guy but havi... Continue»
Posted by woreout 4 months ago  |  Categories: Fetish, First Time, Voyeur  |  
  |  1

Ashley and Her Friends

I walked out of the kitchen onto the patio to the squeals of my daughter
and her two friends jumping on the trampoline. I placed
my beer on the patio table and sat down so I could watch them bounce.
I couldn’t help but notice that each time my daughter
Ashley jumped up her sundress would float up allowing me to see her pink panties.
Her two friends were wearing shorts so I
didn’t get so enjoy the view of their underwear.
I sipped my beer watching the three having fun in the warm summer sun.
Ashley was the tallest of the three. Her dark hair hung down to the middle
of her... Continue»
Posted by brianbigdogsmith 3 months ago  |  Categories: First Time, Group Sex, Taboo  |  
  |  2

Should I buy a strapon? ( 3some, MMF, bi-male)

I hadn't been fucked, yet, but I had cum twice. Once when my husband James finger fucked me as his friend Don kissed me and caressed my tits and secondly when Don nestled his deliciously thick and wonderfully hard cock in the cleft of my bum as he rubbed my clit and James sucked my tits.

James and I have been married for just over twelve years; we have no c***dren by choice. It is not a typical marriage, but then it is not an open one; perhaps slightly ajar might be the most apt description. Both of us occasionally slip through the open door to play away from home, but we never discuss what... Continue»
Posted by pure_lust 6 months ago  |  Categories: Anal, First Time, Group Sex  |  
  |  5

I sucked my first cock.

My wife had just left town this morning. She will be gone for a week.

Since the garage needed to be cleaned out I decided that this would be a good time. I put on my favorite pink boy cut panties along with baggy shorts and a too large tee shirt. It was promising to be a nice day. The garage was a mess. After a long winter of just putting things down it needed a lot of work. I started carrying things out to the drive way to start putting things in order.

I had everything pretty much organized when my new neighbor came over. He and his wife had moved in over the winter. We had made all o... Continue»
Posted by prince_12 1 year ago  |  Categories: First Time, Gay Male  |  
  |  8

first time with my ex girlfriend

I had a frustrating and long relationship with a girl in high school. Her name was Megan. She was 5'3, 115 pounds, blonde hair, and a truly beautiful girl.

Anyways, to make a long story short, she ended up finding another guy, and they began dating shortly into my senior year of high school. I was devastated, and began hooking up with other girls, but truly still loved her. We kept texting, and remained very close, almost too close, and she was in a relationship with someone else.

It was winter break, and I had just returned home from our holiday basketball tournament, and she texted m... Continue»
Posted by cutedave24 4 years ago  |  Categories: First Time  |  
  |  9

The Awakening during a Fishing Trip

I was entering High School this Fall and I had never contemplated or even considered any type of relationship with another boy.

Consequently, when a friend of mine and I headed away on a fishing trip for a few summer days, I had no expectations of other then a great time on the river catching plenty of fish, cold beers, and generally having a great time together. The first day on the river was absolutely magnificent, glorious sunny skies and calm winds.

That evening, we had a great meal of fresh fish, some cold beers, and were completely happy in each other's company simply looking at th... Continue»
Posted by kbking70 2 years ago  |  Categories: First Time, Gay Male  |  
  |  10

Sexy ride

My husband and I have been happily married for several years now but like a lot of couples, our sex life began to get a little stagnate during our tenth year together. After some discussion and research we decided to try an alternative lifestyle. We agreed that perhaps swapping sexual partners might help to spice up and enhance our sex lives. We picked up a magazine containing several local ads from people interested in the same thing. We answered a few and quickly received some nice replies. We selected a nice couple and started a correspondence and photo exchange.

We then decided to carr... Continue»
Posted by hubbymelissa 3 years ago  |  Categories: First Time, Group Sex  |  
  |  2

My First Time

I was at a f****y wedding, at the age of 1*yo,and had a few glasses of wine n champagne, to be honest I was as we say 'bladdered', my dad's friend David, about 47yo offered to take me home so as not to spoil the party for the others, I ended up in his car half awake and he stopped in a lay-by asked if I was ok? then he told me I was a beautiful girl n really sexy in my white silk blouse n grey skirt, a real hottie as he put it, then he leant over and kissed me on the mouth, half concious I kissed him back ,I sort of remember him pawing my tits and then he put my hand on his lap and ... Continue»
Posted by AJBBWUK 3 years ago  |  Categories: Fetish, First Time, Mature  |  
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Unexpected visit

It was a warm summer day and I was sitting at home bored, so I put in a porn video to watch. After about ten minutes, I hear a knock at my screen door. Suddenly realising that I had left my door open, I scrambled for the remote to turn it off. I stood to answer the door and saw that it was my next door neighbors daughter Ashley. I had known her for years and she often did odd chores around my yard for a little extra cash. I invited her inside and offered her a soda to drink. "No thanks, I'm fine", she answered politely. Embarased about what she may have seen on my tv screen before I turned off... Continue»
Posted by moviemonster 4 years ago  |  Categories: Anal, First Time, Mature  |  
  |  10

Virgin middle-school girl

I was 23 years old, and working as a math teacher at a grade school in an inner-city school. most of these k**s didnt have much, their parents were basically dirt-poor. Everyday I would see these cute petite little girls walking around with their perfectly petite flawless bodies and innocent faces. I was teaching 8th grade math at the time, at the end of class one day, one of my students rebecca came up to me sobbing. I had always noticed her, she looked much older then 14. this girl was so perfect, 5'1 maybe 90lbs, blonde hair and so petite. she had the cutest innocent voice. she came up to a... Continue»
Posted by mcl3191 8 months ago  |  Categories: Fetish, First Time, Taboo  |  
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