First Time Porn Stories
Page 442

Sissy For My Flatmate, Chapter 1 – Caught In

My heart was racing as I gazed up at my flatmate, there was an something of an evil gleam in his eyes as he looked down at me and my mind kept jumping back to the events that lead to this moment.

I'm a closet crossdresser, yet now my flatmate (whom I managed to hide my “hobby” from for the past six months) had me on my knees, wearing what I can only describe as the sluttiest clothes I own, hands cuffed behind my back, waiting for the “surprise” he had planned.

The previous night:

Work can get pretty stressful, I'm not complaining – I enjoy my job and I have my own ways of dealing with... Continue»
Posted by Yosho 2 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1885  |  
97%
  |  8

Mr. Jones

The teacher called her to his office after school. He shut the door and locked it. He sat at his desk and told her to stand before him. She was young but very sexy. Her firm tits wore no bra and the nipples poked at the flimsy material covering them. She loved to behave like a slut and tried hard to entice the teacher during class. She wore short skirts with no panties and sat so he could see her pussy as she spread her legs. He was a handsome teacher and fucking him was her fantasy.

As she stood before him, he raised her shirt to expose her tits. He told her "Lil, you dress like a slut in ... Continue»
Posted by hotdom55 2 years ago  |  Categories: First Time, Hardcore, Taboo  |  Views: 2302  |  
90%
  |  2

that interview

I needed to get the job, it was imperative I got it as I needed a place in the city away from my lousy home life.

I was the last applicant of the day and as i walked into the smartly attired office i found myself wondering what the fuck I had let myself into!


But I was there now and i had to get a grip of my nerves.

The guy on the other side of the desk, introduced himself as Mr. Trent and we made polite greetings.

He told me to sit down and I did leaving my 'borrowed from a mate' leather document folder resting against the legs of the cosy office chair.

'So, Simon, may I call... Continue»
Posted by kuriosity12 2 years ago  |  Categories: Fetish, First Time, Gay Male  |  Views: 1537  |  
81%
  |  13

Birthday Sex



It all started with an ad on Craig's List. My usual ad "BBW 4 BBC"! It was my most successful ad headline and I knew I would get great results, but I had no idea I was about to meet the "meat grinder".

He responded to my ad and we flirted back and forth for a little while before making a date. He said it was his birthday and I was to be his present. The thought of this excited me because his chocolate bar looked enormous and those puffy luscious lips were begging to be sucked on.

For a few days before we met I became obsessed with the song "Birthday Sex" by Jeremih. All day at work a... Continue»
Posted by PurrfectDeepThroat 2 years ago  |  Categories: First Time, Hardcore, Interracial Sex  |  Views: 800  |  
88%

Meat Grinder

It all started with an ad on Craig's List. My usual ad "BBW 4 BBC"! It was my most successful ad headline and I knew I would get great results, but I had no idea I was about to meet the "meat grinder".

He responded to my ad and we flirted back and forth for a little while before making a date. He said it was his birthday and I was to be his present. The thought of this excited me because his chocolate bar looked enormous and those puffy luscious lips were begging to be sucked on.

For a few days before we met I became obsessed with the song "Birthday Sex" by Jeremih. All day at work and a... Continue»
Posted by PurrfectDeepThroat 2 years ago  |  Categories: First Time, Hardcore, Interracial Sex  |  Views: 715  |  
91%
  |  1

Campground tease

I remember going camping up at Mammoth Lakes about 1962 or so. The campground was gorgeous and there were lots of k**s my age there so I didn't have to spend the whole weekend with my Mom and dad. There was this one girl, Janine, who I met at the swimming hole which was just a bend in the river where someone had hung a tire swing. Janine was wearing a two piece bathing suit...pretty racy for back then and I managed to strike up a conversation with her.

While we were talking I looked into the pretty brunette's eyes and admired her friendly smile. She was about 14, same age as m... Continue»
Posted by LeCoach 2 years ago  |  Categories: First Time  |  Views: 1578  |  
95%
  |  2

Craig's List Candy

Not so long ago I was sucking and fucking strange men on a daily basis. I called myself Craig's List Candy because I found most of my partners there. I use to sit at work all day long just waiting for the moment that I could clock out and go home to search Craig's List for my next hunky boy toy.

Once I made it home through rush hour traffic, I would immediately smoke a bowl and then take a shower to prepare for my naught encounter. After preparing myself and my apartment, I logged on to CL and posted an ad for a BBC (big black cock), sometimes just a cock. I put a lot of thought into my ads... Continue»
Posted by PurrfectDeepThroat 2 years ago  |  Categories: Fetish, First Time, Hardcore  |  Views: 590  |  
89%
  |  2

The Truth About Swinging 3

OK......Now,we know about what we want in our sex lives, and dont want.We know that we have not had to beg our spouse to participate,and they are an equal, responsible and accountable party to the swinging lifestyle.You know what to look for when,basically ALL that will answer you ads,prifiles on the swinger sites,are mostly going to be single males.Now,here's the supposed and alleged "main frame" of swinging---Meeting other couples.First off,you need to realize that you and your spouse are the "other couple," just like the other couple is the "other" couple to you.You need to realize that the... Continue»
Posted by heretic1 2 years ago  |  Categories: First Time  |  Views: 739  |  
86%
  |  3

I Spy

I have been pretty bored all summer long. I haven't been able to really have any fun and I have been just sitting around looking for somthing fun to do. This morning I decided to hit up the beach to brush up on my surfing. The beach is also a great place to meet guys so why not kill two birds with one stone.

When I got to the shore it was pretty much dead except for a few hot guys out in the breakers with their boards and an old guy on a blanket reading a book. Perfect, I thought. Free open water and if I was lucky I could hook up with one of the surf dudes. I hit the water and in minutes ... Continue»
Posted by SurferGirlBee 2 years ago  |  Categories: First Time, Mature, Taboo  |  Views: 2081  |  
84%
  |  4

First Encounters with JR & J(R)D

An ad on Craigslist read : looking for nsa hookup now... serious replies only -m4m- 27 (11-17-07). The thing that intrigued me about the ad though was that the guy posted pics of him and his wife! So I decided to give it a shot.

-have you found anyone yet?
+no.. what u look like.. when you looking.. stats..
-23yo, 6ft tall, 245 lbs - stocky build, short black hair, dark brown eyes, light brown skin, 8" c, Black/Native/Puerto Rican. Very flexible schedule, but not sure if I have to work my other job tonight, but normally I'm pretty much available anytime.
+that... Continue»
Posted by coupleofus4coupleofu 2 years ago  |  Categories: Fetish, First Time, Interracial Sex  |  Views: 562  |  
93%
  |  1

Fucking my s*s' Friend

This my first story

Hi I'm going to tell you about what happened in my room about a month ago.

It was a Saturday afternoon and my s*s and her friend came back from shopping. They had gone to the shopping center and brought lots of new clothes. My s*s got a new dress and jeans. Her friend got some tight denim shorts and some sandles. They were having a sl**pover in my s*s' room. I watched her friends ass wiggled up the stairs.

Her friend was called jade. She was in the same year as me in school. She was in some my classes as well. I always fancied her in when i was younger. But i now... Continue»
Posted by BigDud3 2 years ago  |  Categories: First Time, Taboo  |  Views: 2675  |  
75%
  |  1

Love in a subway.

I went to a restaurant takeaway with my honey last night. It wasnt a chic place so I could wear my summer dress and sandals with handbag/ rucksack. As I sat at table with my honey I held his hand.
When I hold his hand electricity flows in me and I tingle all over.
When I kiss and touch him more happens hehehehe.
As I held his hand and talked I found myself saying " do you know what I love most about you honey"?.
He said no what.
I said I love your patience when you eat my vagina.
This made him blush a little.
Sorry I said but got more excited when I started imagine how would be have him... Continue»
Posted by bylhamclarabella 2 years ago  |  Categories: First Time, Taboo  |  Views: 304  |  
66%
  |  1

The summer with Bonnie...

It was many years ago, in the summer of my eighteenth year, I was stationed in Biloxi, Mississippi attending technical training for the Air f***e. It had been a hot, humid, nasty day with temps in the 90's and humidity to match. If you've ever spent time on the gulf coast of Mississippi in August, you know what I am talking about. But...it was Friday and the weekend was here!!

This particular Friday evening started out as many hot, sultry August evenings on the Gulf Shore did, I had walked down to have drinks at the White House Inn, a quiet local watering hole I had discovered quite by acci... Continue»
Posted by RockHardVet 2 years ago  |  Categories: First Time  |  Views: 468  |  
92%
  |  1

Craig list meeting


I have used Craig’s list to meet women in the past but have not had much luck – they either did not turn up, did not live up to their descriptions or were not very good. However, a couple of months ago I made contact with a woman who was advertising that she wanted a NSA contact as her sex life with her husband had become a bit boring. As there was no photograph with the advert it did not immediately appeal to me. However a few days after seeing the advert I decided to reply.

I heard nothing for a couple of weeks and then received a short email saying that if I wanted we could chat throu... Continue»
Posted by nigeltallguy 2 years ago  |  Categories: First Time, Hardcore, Mature  |  Views: 1469  |  
97%
  |  1

Taking Advantage of my Teenage Babysitter 2

As we got in to the room Olivia started kissing my on my lips and I felt her tongue pressing against my lips so I opened them and let it slide into my mouth. Our tongues started to play with each other and our hands explored each others bodies as we slowly moved closer to the bed. I laid her down on the bed and moved down between her legs and I started to lick her pussy, it tasted realy good and I could taste both our cum and it was great.Soon she was beginning to cum again and I heard her moan! Now her hips began to pump her pussy into my mouth and she was arching her back and pressing her pu... Continue»
Posted by Acebottom 2 years ago  |  Categories: Anal, First Time, Masturbation  |  Views: 4696  |  
90%
  |  11

NOT ACCORDING TO PLAN


Introduction: A change in living arrangement brings some changes to cousins' lives.

Aunt Barbara called me one evening. We've been pretty close all my life. She's the one who helped me keep it together when my parents were killed in a hold-up at their little jewelry store. I sure as hell needed my aunt and uncle then. I was an only c***d, a freshman in college, commuting from home. They did as much as they could to help me through the mess and horror of all that. Even their daughter Rose pitched in. She was the one who did a lot of the clean-up at the store when the evidence guys were do... Continue»
Posted by sahil1 2 years ago  |  Categories: Anal, First Time, Taboo  |  Views: 7163  |  
8%
  |  14

Thank u for being there

MEETIN MY LOVELY HALF............

Tru Story.............. So My father was a Rollin Boulder!!! long story nice and short...... I was 18 wen I was introduced to 2 siblings that were from my dad I did not know about. Now years went by and my s****r was now old enuff to come around and hang out with me at my house, So I am not sure how the topic was touched but I got to see her Nipples. As shocked, but excited as I was, I kept my cool and told her that her oatmeal pie nipples were a turn on. She hid them back into her bra and got up and played it off (becuase there was PPL upstairs coming in a... Continue»
Posted by juslookin21 2 years ago  |  Categories: First Time, Taboo  |  Views: 1981  |  
84%
  |  4

GRANDMA AND A CAMERA

My grandmother was always around when I was little. She always would pick me up from the bus stop, always buy me stuff, etc. Ever since I was 12, I noticed her differently. I saw how large her boobs and ass were and often fantasized about her naked and me sucking on her nipples and fucking her pussy. She was about 5'6, 300 pounds, 34d breasts, and long hair. 

By the time I turned 13, I would watch her undress through the keyhole, but she was always in a bra and panties. I had never seen her completely naked. I often jacked off thinking about her, and shoot my cum high into the air. A few mo... Continue»
Posted by jkjkram 2 years ago  |  Categories: Fetish, First Time, Mature  |  Views: 2912  |  
93%
  |  3

BigBimbo's Memoire #1: First Blowjob

A young man's (In retrospect, I was more boy than man) first sexual experience with a woman is a powerful, powerful thing. It completely changes your self-perception, it answers so many of the questions from your post-sexualization youth and changes you from an innocent hopeful into hunter that will never stop his pursuit. Here is a recount of my coming of age tale:

My first real girlfriend and I met because she was one of the trainers for the football team. Her daddy was extremely wealthy, her mother was bipolar and on lots of meds and, as a result, she was very screwed up. I was obliviou... Continue»
Posted by bigbimbo 2 years ago  |  Categories: First Time, Sex Humor  |  Views: 544  |  
95%
  |  2

You may have seen this clip, let me tell you

When I got the phone call from Mariel, 'Guess what I found', she said, 'I did not know you lost anything', I replied, 'Miles off Sharon, it's the vid'.
I went cold, after all these years, all the hurt and pain, my job loss and divorce, I was right all along, he was filming us, I knew it deep in my gut, and now I know, the low-life put it on the net, for nothing more than to discredit me further.
I was a privately educated girl, living a sheltered life, still a virgin on the day of my marriage to an older man, naive and some would say submissive, I went to work for my husband at his small bus... Continue»
Posted by MarieL 2 years ago  |  Categories: First Time, Hardcore, Voyeur  |  Views: 1516  |  
100%
  |  14