First Time Stories

351,012 results
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Infinite Scroll

Lost Virginity on Valentine's Day

by SuperHeroRalph on Sep 16, 2017
First Time

Woman remembers her first love, when she lost her virginity on Valentine's Day. * I lost my virginity on Valentine's Day, my birthday, twenty years ago. I was just a kid, 19-years-old. The uncomfortable pain and apprehension that I felt that first time didn't compare to the pain and consternation that I felt later, when he didn't call me. Because it was su...

A Year Of First Times Ch. 02

by Theeeeee1 on Sep 14, 2017
First Time

Over the next few weeks, Torrie and I talked on the telephone nearly every day and we dated every Wednesday, Friday and Sunday evening. Not only did our personal dating relationship deepen during this time but our level of physical intimacy deepened as well. Before I go any further, let me tell you more about Torrie. She was an 18 year-old beauty with lon...

I Want Her to be My First

by DiggerDave on Sep 13, 2017
First Time

Hi, my name is Amy. I am aged 18 and have moved away from home to start studying nineteenth century French literature at university. This is the first time that I have lived away from home and I have a small student room on campus. I am a quiet shy sort of girl that you probably wouldn't look at twice if you passed me. I am certainly no model to look at, and...

Olivia's First Time

by BV_Quinn on Mar 30, 2020
First Time

This is the second installment (on Lit) of Overlapping Circles. OC follows the lives of four fictional characters via their journal entries. I write for fun. There are probably mistakes that make my English teachers wonder if I ever showed up for class but, whatever. - Olivia: 28-October-1989 I met a guy at a frat party and had sex for the first time! It...

My Life

by PamCarolson on Sep 12, 2017
Loving Wives

Please ask me before you post this on another web site! My life is not for anyone under 18. Don't be shy send me an email (good or bad) and I promise to replay. Life is a journey and I'm starting to live mine now. * Chapter 1 I know that by telling my story, well a lot of people will hate me. I'm okay with that. What you are about to read is my life (well...

Tranny Chasers: Bernie and Ron

by 1946EW on Sep 12, 2017
Transsexuals & Crossdressers

Bernie looked around as he entered the Cavalier d'Eon, checking out the patrons. Spying his friend Ron, he worked his way over to him. Ron was sitting at the bar, back to it, also checking out the patrons. "How's it hanging, Ron boy," Bernie asked, easing between Ron and the guy sitting next to him. "Low as usual, Bern," Ron replied, turning to his beer on...

A Will That Didn't Need Breaking

by ClaireBlossom on Aug 18, 2017
First Time

He was angry with me, I could tell by the way he slammed around the kitchen and left his dishes in the sink. Something had pissed him off, maybe my reluctance to go to the beach on the spur of the moment, maybe I watched, too long, a man walk by in the mall and I shouldn't have. We were still young and I forgave so much of it, I forgive a lot. He was leanin...

Maria and Her Boys Ch. 04

by mjar65 on Dec 2, 2019
Mature

I have so much to update about what's been happening in my life. That's my life post-husband. Its my life where I am free to behave the way I wished I had done in my college days. Where I find gorgeous young men, in their twenties or earlier, to take to my bed for all sorts of fun and adventure. These are the sort of boys who pursued me while I was at univ...

Black Book Diary Entry: Aileen

by PositiveThinker on Sep 13, 2017
First Time

I had a lot of first with Aileen. Aileen was my first real love and my first imagined girlfriend. She was the first woman I had ever kissed, French kissed. She gave me my first blowjob. I met her so long ago that you'd think I'd forget her, but I never have. I sometimes wonder where she is now and how different my life would have been with her in it. She co...

Loving Time

by lock696 on Sep 12, 2017
First Time

We kiss fervently, our arms wrapped around each other in a tight embrace. Suddenly she pulls away. Her eyes burning into mine for what seems forever. My mine searches for a reason, any reason she has so abruptly pulled away. We’ve been going together for six months. I am deeply in love with her and I am sure she is in love with me. It’s nearly sun set on a...