Naive Girlfriend Stories

59,899 results
Orientation
Length
Source
Infinite Scroll

The World Stone

by whiteblade on Sep 2, 2003
Fantasy

Andrew/Andrea is a typical freshman in college, he/she is 18 and on heading home after finding out that there boyfriend/girlfriend has been cheating on him/or her. As he/she comes to a street Andrew/Andrea notices a light, at further inspection the light seemed to be changing colors. Andrew/Andrea pulled over and examined the light. It was resonating from a...

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Switchy Sex with your Futa GF

by DoubleDimpleDoll on Oct 5, 2020
Audio

The script was written by u/MyNameMadeYouSmiley Synopsis: Usually your futa girlfriend fucks your ass with her futa cock.. but this time, after she cums in your ass, she wants to try being a sub for once and wants you to fuck her ass and wants you to cum inside in her too Enjoy responsibly, have fun and stay safe everyone! I love you, Doll. Copyright © 2...

Jamie's Story

by Michael142 on Sep 13, 2017
Fetish

Part One: Do I really have a female side to me? I would never have thought so until a recent chain of events, which started with my girlfriend Anna and her best friend Rebecca (Becky) showing me the way. My name is Jamie and I have always considered myself to be strongly heterosexual! I played baseball in high school, and nothing I ever saw among all of...

First times don't have to be bad

by sperik on Apr 3, 2021
Amateur

This is a short reinterpretation of my first sexual experience with my girlfriend a few years back. Mind you we were both just done with school, in a legal age and have been dating way longer in real life, than we did in this story.What's next? Male POV What's next? Male POV...

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Cucked By My Tits 02

by LushinLace on Mar 7, 2018
Text With Audio

Cucked By My Tits 2 - Bra Shopping I can't believe your tiny chested girlfriend stayed with you after being so utterly humiliated by my huge jugs the last time we saw each other. Now you bring her bra shopping at my lingerie store?!! She doesn't even need a bra for those itty bitty titties, and I'm not shy about letting her know! (This is a cuckqueen kink...

A Free Man

by TheWatcher on Mar 30, 2017
Amateur

Your name is Michael. As a senior in high school, you always have over the top level of hormones that you cannot just ignore. Your girlfriend, Diana, however, is always busy with school works as a prospective honor student. Realizing that she can barely satisfy the needs of a growing young man, you came up with a solution. One you hope can help you with your...

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Autumn Wind Pt. 02

by gingerwritesstories on Sep 14, 2020
Transgender & Crossdressers

Chapter 20: The DARKNESS Describing the nighttime sea as 'dark' does a disservice to dark things. There is darkness in the pit of a well, but that darkness is betrayed by the well opening— an escape route back into the light. Darkness exists in the long hallway at night, though it is banished with the flick of a switch. Even the vast expanse of space is lit...

Lilac's 18yo Friend: Moniqua Chats

by NonStopFunGuy on Sep 19, 2017
Exhibitionist & Voyeur

After two decades of chatting with horny women on the Internet, the best orgasms I ever had occurred just this past summer. I had three intense, almost painful ejaculations from the hottest, sluttiest girl I'd ever met, online or in person -- a petite, pretty black 18 year old named Moniqua. Wow, could that chick take a big cock into her tiny pink pussy! Le...

Exposing Katie 015

by Tom and Katie on Sep 14, 2017
Exhibitionist & Voyeur

Our most recent adventure, that involving Sharon interrupting our Sunday morning play, had been spontaneous and unexpected. I loved how Katie and I were getting to the point where we could just go with the flow and know pretty much what the other's thoughts were about what was happening. There was no jealousy nor was there a fear that the other was jealous....

Four Pawns

by IsaacAssimov on Sep 25, 2017
Group Sex

Cheerleading outfits are really not that sexy. At least, not any I've ever had. They're all cheap, synthetic fabric that doesn't quite fit right and feels anything but sensual. But every single guy in the world seems to have a massive hard-on for them, so I decided to give the boys a little treat. Let me back up. I'm Amy, and I love sex. I mean, really. It...