Chaturbate 100% free adult webcams

  • Story Details and Information
  • My First Experience
  • Published: Jan 1, 2009
  • Author: Valerie Lyn Smith
  • Contact Author:
  • Category: First time sex story
  • Email to Friend: Click Here.
  • Page Views: 220 | Comments

About: "This time I decided to try seeing his thing and boy it was huge I mean it was fatter than a cucumber"

Title: My First Experience


The first time I had sex was when I was 18. My boyfriend and I had been together for 2 years and we've always joked about 'doing it,' but never really took it seriously. One day while I was bored at home during the summer and decided that I wanted to visit my boyfriend at his house since my parents were at home and I knew that his folks were at work. Once I arrived, we were just hanging out and he ask if I wanted to make-out just kissing of coarse. I could feel that he was getting excited, but I don't think much of it because I could feel something poking me. I looked down and saw his shorts looked kinda weird. I love him so much because he said he was sorry it poked at me. I asked if he wanted to try it (have sex) he said ok, i think he was more nervous than me but that's ok because I have know him for so long there was nothing to be embarrassed about. Before I go any further in my story I need to say that when we would make-out I would touch his thing. This time I decided to try seeing his thing and boy it was huge, I mean it was fatter than a cucumber..I was very nervous after that, but at the same time I began feeling kinda wet in between my legs. I think it was because I was scared, but I wanted to know what it was all about. He put on a condom while I was taking off my cloths. We laid down on the bed while I looked at his penis, I could not believe the thickness of his penis. We began kissing again and his hand found its way between my legs and when he touched me I felt very wet, my body really was quaking during the time he was touching me. He slowily moved between my legs and he stuck it in and boy it hurt really bad, but he was trying to be very gentle and sliding in and out carefully until I felt ok, but it did hurt. After the first time it did not hurt as bad we did try different positions and found out that me being on top is the way for me. After a while, sometimes he would bend me over and I would really get it then. I think its better when you are in love with the person then it make the experience more pleasurable. I have tried anal sex whit my boyfriend and unless you know what you are doing don't try it. My boyfriend's penis is 8 inches long and I usually have to lubricate before I have anal sex.

Rate this Story

★ ★ ★ ★ ★ ★ ★ ★ ★ ★  "My First Experience"
Current Rating: 0 out of 5 from 0 votes
- Click a star to rate ☆ ☆ ☆ ☆ ☆ ★ ★ ★ ★ ★ 

Comment on This Story

Provide feedback on this story for the author. All comments are moderated before appearing below. Please use courtesy and common sense when commenting. We do not accept discussions refering to beasitality, rape, or reference to underage characters.



Special! For Our Readers: Live Full Screen Genuine 100% FREE Webcam Show - Girls, Guys, Straight, Gay and Lesbian.

Other Stories From Our First time sex story Category:



  • My First Man Experience - He pulled away from me and I am standing there naked with my cock standing straight up completely disoriented wondering what was to come... This Story was published on Aug 19, 2014 and is from the SexTails First time sex story section. Story written by Ray.
  • Virgin College Student No More - I was changing from a heterosexual to a bisexual even though I was still technically a virgin and the closest I had ever come to sex was an inordinate amount of masturbation... This Story was published on Dec 6, 2013 and is from the SexTails First time sex story section. Story written by Tommy Tudor.
  • A Very Special Birthday - My boyfriend said he had a special birthday present for me at his house. There he carried out a well executed seduction... This Story was published on Jun 25, 2012 and is from the SexTails First time sex story section. Story written by .
  • Honeymoon Instruction - My bride and I were virgins on our wedding night when we could not consummate our marriage a mysterious stranger taught us how to make love... This Story was published on Jan 27, 2012 and is from the SexTails First time sex story section. Story written by Recipient.
  • How I Lost My Innocence in June's Bed - Young man loses his virginity to older married woman who enjoys plenty of sex... This Story was published on Jan 24, 2012 and is from the SexTails First time sex story section. Story written by Dave.
  • Archbishops Opportunity - He was going to see a womans bra and boobs and cleavage for the first time in his life... This Story was published on Oct 30, 2010 and is from the SexTails First time sex story section. Story written by StonyPoint.
  • Princess Virgin - You have some of the most incredibly sexy thighs a woman ever could have... This Story was published on Oct 28, 2010 and is from the SexTails First time sex story section. Story written by StonyPoint.
  • First Time was at Mardi Gras - Since she had not orgamsed yet he said she was calling for me to get up there and lick her to orgasm.... This Story was published on May 23, 2010 and is from the SexTails First time sex story section. Story written by luvstoshare.

Read Our Latest Stories:



  • Cock Worshipper - PART 4 - The time I hooked up with a lad called Hutchy in someones backyard and how it opened up other unexpected opportunities for cock worshipping... This Story was published on Aug 27, 2014 and is from the SexTails Gay erotic stories section. Story written by Jason Kason.
  • My Bi-Sexual Road Trip - Chapters 9 to 12 - Her pink thong pulled to one side I could see her pussy lips and they were quite big lips and looked wonderful and I could not wait to get my lips and tongue on them...... This Story was published on Aug 25, 2014 and is from the SexTails Sex Story Series section. Story written by Deepprobsix.
  • Captain Garth Clint on the Island of Lust - He stood up and with the woman still impaled on his penis he stumbled out of the shallow pool and lay her down on the floor of the cave... This Story was published on Aug 25, 2014 and is from the SexTails Erotic Stories section. Story written by - .
  • Dr. Craig - Well, one good technique for masturbation is to try to keep your strokes light and gentle... This Story was published on Aug 25, 2014 and is from the SexTails Gay erotic stories section. Story written by Natty Soltesz.
  • My Name Is Lucy - Back Home - Chapter 3 - I lay on top of him and wrapped my breasts around his cock which was still very hard... This Story was published on Aug 25, 2014 and is from the SexTails Erotic Stories section. Story written by Lucy.
  • Thirty One Days - Chapter 22 - This is the 22nd chapter of the sexy story Thirty One Days, a challenge that involves sex, thirty-one women, and will take 31 days... This Story was published on Aug 21, 2014 and is from the SexTails Sex Story Series section. Story written by Ronan Jackson Jefferson.
  • Cock Worshipper - PART 3 - My third journal entry describing the first blowjob I ever gave and the what happened afterwards because of it... This Story was published on Aug 19, 2014 and is from the SexTails Gay erotic stories section. Story written by Jason Kason.
  • My First Man Experience - He pulled away from me and I am standing there naked with my cock standing straight up completely disoriented wondering what was to come... This Story was published on Aug 19, 2014 and is from the SexTails First time sex story section. Story written by Ray.
Link to This Erotic Sex Story Titled: "My First Experience"
NOTE: Sextails.com contains erotic sex stories, do not read the tales if they will offend you or cause you to break local laws. By following any links you declare you are not a minor, or in the company of a minor, and entitled to access material intended for mature responsible members of society capable of making decisions about the erotica they read. All characters and terms in any story on this web site refer to persons age 18 and over.