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First Time

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25
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wslutw1955

Lisa's daughter

It was an accident

In my previous post I shared my first experience with my girlfriend's friend Lisa. I spent time with Lisa fairly often. Normally I would go over to her house after visiting my girlfriend. Especially if my girlfriend's children were home or she didn't want to have sex. I did tell Lilly that I had gone over to see Lisa after leaving her place one evening to pass on her offer. So she was...Read On

Added: 10 Feb 2012 | Category: First Time | Avg Score: 4.87 | Tags: friends daughter   | 4 Comments

25
vote
sassycheergirl

His Angel Eyes

After coming home from an extended absence Christa finds a love that she never knew was there...

Special thanks to a very special guy that helped me come up with ideas for this story.  Hope you all enjoy it and please vote and comment if you would!  Thanks!!!! Christa had been away from her dad's ranch for over 10 years, and things still looked the same.  She was now 29. She had left right after high school for bigger and better things, she had thought. She wondered if Wayne, her...Read On

Added: 30 Jan 2010 | Category: First Time | Avg Score: 4.87 | Tags: oral first time older man youger woman   | 14 Comments

25
vote
Chelsea

Falling for Susan

Teenage love story

My friends call me Pete or Pedey. Some of you will know Kim is my sister. She seemed to turn off boys after her experience at The Pines or, at least, off my friends. Maybe she’d only done what she had with them to have something to brag to her girlfriends about. I came of age, sexually, the same summer she did. It was on an equally hot day. Kim was out somewhere and my friends and I decided...Read On

Added: 27 Dec 2006 | Category: First Time | Avg Score: 4.87 | Tags: teen  teenage  first time   | 17 Comments

25
vote
Editor's Pick
Ghost

Erika the gymnast

Erika picks a special place for her and her boyfriend's first time

I sat and watched the girls practice out on the gymnastics floor while I was waiting for my girlfriend Erika. I enjoyed seeing how the girls, clad only in their form-fitting leotards, moved and contorted their athletic bodies. I was discretely watching two slim girls, Jill and Hannah, that were stretching out near me at the edge of the floor while they talked. Jill was a good friend...Read On

Added: 28 Jun 2009 | Category: First Time | Avg Score: 4.87 | Tags: blowjob  games  gym  gymnastics  leotard  loft  orgasm   | 9 Comments

25
vote
Michael

Eleanor's Beach

Dedicated to Eleanor

Down in the Virgin Islands there is a beach, it is a small, somewhat remote beach and is accessible by four-wheel drive, and then only when the path isn’t washed out from a recent rain. It is near the famous Megans Beach, and is shown on maps only as Neltjeberg Bay. I know it as Eleanor’s Beach. It is one of the most beautiful beaches in the Caribbean, or at least of the beaches I have seen;...Read On

Added: 03 Dec 2011 | Category: First Time | Avg Score: 4.87 | Tags: eleanor  virgin  beach  campfire  spirit     | 13 Comments

15
vote
ladyjessamine

To Clumsy Feet and Prada Knock-Off's

Dev experiences his first time with Tina at a college party

I’m 18 and I’m still a virgin. Yes, I know: it sounds like something from an AA meeting. Hi, my name is Devlin Grey, I’m 18, and I’m a virgin. Please help cure me of my disability. Really, though, it’s embarrassing! Christ, if the guys knew, they would never stop harassing me. What a loser you are, Dev, can’t even bag a chick. It’s not that I can’t bag a chick; I’ve had girlfriends...Read On

Added: 23 Aug 2011 | Category: First Time | Avg Score: 4.87 | Tags: party  college  first time  straight sex  oral   | 1 Comment

Comp Entry
vote
flytoomuch

15 Minutes is NOT Enough!

Teased to breaking point John succumbs; more than one dream is fulfilled!

In 1968 Andy Warhol posited "In the future, everyone will be world-famous for 15 minutes." Of course neither he nor Marshall McLuhan had ever heard of twitter or Paris Hilton and the sex-tape Kardashian family. As all great geniuses they were simply imagining the post-industrial, post-propaganda world where a simple hand-held digital device would completely democratize media. They imagined...Read On

Added: 13 May 2013 | Category: First Time | Tags: younger woman  older man  temptation  fantasy  regret  dreams  taboo   | 17 Comments

77
vote
Audio version available
Justine69

First and best time ever!

My first time with Mark and Launa, my first time ever!

It happened when I was 18 and used to babysit for a young couple Mark and Launa. I'd been their babysitter since I was 15 and lived a few doors away. My mother recommended me for the job, little did she know! Mark and Launa were both 25 and had a baby boy. They were a really cool couple. Mark was very good looking with piercing blue eyes and the sexiest smile I'd ever seen. I always got...Read On

Added: 14 Jan 2011 | Category: First Time | Avg Score: 4.86 | Tags: mff  oral  lesbian  seduced  gushing  bisexual   | 17 Comments

40
vote
writingvixen

Englishman in New York

The entire security office will be watching me ravage you.

I watched the people as they walked through Times Square. I followed his instructions to the letter. I am wearing a black bolero sweater silk blouse, grey, his favorite colour and I am minus my 36-C bra (per his request), a size 8 black pencil skirt that falls just below my calf and had a back split up to my mid-thigh (sans panties again another request), black stockings and 3-inch open...Read On

Added: 17 Mar 2012 | Category: First Time | Avg Score: 4.86 | Tags: exhibitionism  oral sex  quickie sex  straight sex  voyeur   | 20 Comments

40
vote
John_Doe

Sexual Awakenings (Chapter Nine)

A 21 year old female house sitter awakens a virgin 16 year old boy's sexual pleasure!

Chapter Nine: Sisters Are Doing It For Themselves....? A voice gently woke me not long after I had fallen asleep, as it called out to me "Are you awake?" as I opened my eyes to discover Amanda, Julia's best friend who had come over to see her after a break-up with her boyfriend stood next to the bed looking down upon me. The door was open ajar behind her, as she gently sat down upon the...Read On

Added: 30 Mar 2012 | Category: First Time | Avg Score: 4.86 | Tags: young  babysitter  masturbation  female  male  jerking off  cum   | 7 Comments

39
vote
Naughty_mike69

Deflowering my best friend's daughter - Part 1

My friend from school asks me to take her daughter's virginity

It was a cold, dank autumn day a couple of years ago. I don’t remember the precise month, but it was probably around Guy Fawke’s Night. I arrived at Jill’s house and the air was thick with mist and bonfire smoke. Jill had been a good friend for almost as long as I can remember. She must have moved into our area when I was in primary school. She was a bit of a tomboy and I didn’t get on...Read On

Added: 13 Apr 2013 | Category: First Time | Avg Score: 4.86 | Tags: virgin  seventeen  nudity  erotic   | 12 Comments

39
vote
JDawg21

Best Night of My Life Part 2

Three cheerleaders prove sometimes that a nice guy can finish first

Authors Note: Although based on certain true events, this story is a work of fiction. It is intended for entertainment purposes only. It builds slowly and contains a lot of details. Yes, there is sex in this story. No, it doesn't happen right away. If you are looking for a story with raunchy sex at the get-go that never lets up, you probably won't enjoy this. Most of the scenes are a build-up...Read On

Added: 08 Nov 2011 | Category: First Time | Avg Score: 4.86 | Tags: cheerleaders  breasts  ass  oral   | 8 Comments

39
vote
lilmissstickykiss

Servants

In another time women were brought over from Ireland to serve a family from the old country

“Catherine, please have her dressed and ready for my dinner before evening. She looks like she just came off the boat. Is she...clean?” I asked. “Yes sir, I believe she is. I'm positive she doesn't have lice or any ailments, of that I've already checked. She just needs a good bath, Sir.” Catherine replied holding the new girl close. I was thankful for that at least. The new girl had...Read On

Added: 06 Jan 2010 | Category: First Time | Avg Score: 4.86 | Tags: servants  maids  nude  breasts  big breast  small breasts  spanking   | 8 Comments

37
vote
Michael

She Caught Me

The Little Head Grows Up.

The real problem with being a teenage male is having two heads, and no matter what the big one is thinking, the little one has his own opinion and wants to grow up to be the big head. Making matters worse, the little head picks the absolute worst times to grow. Your math teacher is an old spinster and your classmates are immature girls that spend the hour passing notes to each other; but...Read On

Added: 10 Nov 2011 | Category: First Time | Avg Score: 4.86 | Tags: voyeur  oral  taboo  swimming  pool     | 15 Comments

30
vote
zibster

Another Night at the Office

This is a fantasy, not one bit real.

Sitting at my desk at work had to be the most uninteresting thing I had ever done. The phones were ringing and the spread sheet on the computer screen was doing nothing for my mental well being. I found my eyes turning quietly down to the bottom of the screen, and with that I watched the time tick by. "Would you like to grab a late lunch?" A voice sounded from behind me. It made me turn...Read On

Added: 08 Mar 2011 | Category: First Time | Avg Score: 4.86 | Tags: best friends  office  boss' desk  straight sex  nylons  tights  stockings   | 13 Comments

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