Woman Boy Stories

247,614 results
Orientation
Length
Source
Infinite Scroll

Working Mom Pt. 02

by roidesoleil on Sep 26, 2017
Exhibitionist & Voyeur

After an eventful first week, I felt I had to regroup. Even though my wife Lacey had agreed to our new relationship, I loved her too much not to make sure she was enjoying herself as much as I was. We had spent the first week of her working, with me taking control and asserting my new found authority over as her new boss. During the work day, she was to mak...

Paul Pleasures Mature Women Ch. 03

by Jack1107 on Jul 17, 2019
Mature

Paul arrived at University for his first lecture on Monday morning, his last lecture of the day was at eleven but that had been cancelled because the lecturer was attending a funeral. Paul changed his Google calendar to show that he was now free between eleven and six this evening. Within five minutes, Paul had a message from his mum, asking if he was free a...

Kinky Boots, Kinky Sex!

by mcspunky2006 on Nov 27, 2018
Fetish

The office had been really busy of late and I was working with Sonia on a project we had to have finished for Monday morning, Friday came and we had a few hours of work left to do at the end of business, after discussing this we decided to work through so we could have the weekend off. Sonia was an amazing lady, very sweet and always smiling and very attra...

40 Yrs, In an Open Marriage, Pt. 13

by PassionForPleasure on Jun 19, 2019
Loving Wives

Editor's note: this story contains scenes of incest or incest content. ***** Deb When we bought a large farm house over the summer, both Jean and I agreed it was only natural to ask Annette and her daughter to move in with us. They were at our place most of the time already. They had their own bedrooms, although Annette spent most nights in ours. They had...

A Cold Autumn Busride to The Past

by SteLee3018 on Oct 8, 2018
Exhibitionist & Voyeur

Semi-autobiographic, please pardon my English since it's not my first language and this is my very first story. I hope you enjoy! Feedback in anyway shape or form is appreciated. ***** I slump down on the seat, it's 04:56 and the bus will leave in four minutes. I let out a long sigh, car's in the shop and the weather is far from nice, I hate public transp...

Prologue: Taylor & Gary

by JLR6486 on Sep 5, 2018
NonHuman

Present day: It's a week and a half before Taylor's 18th birthday, and Gary is waiting up for his wayward daughter in her bedroom for the 5th night in a row. At 11pm Taylor is an hour past curfew, and attempts to sneak in the house. Earlier in the day Gary had been cleaning out the attic and found an old book that has the name Dickson on it and discovered th...

CD Asst. Secy. Ch. 04: Continued & more

by cdtycoon on May 13, 2020
Transgender & Crossdressers

All the characters in this story are above 18 years of age. * OFFICIO AD: MAKING OF Wednesday; 15 January 2020. I woke up at 5:00 a.m. and got startled waking in a different bedroom, but only for a second or so as I saw Mam & secy. sleeping next to me and remembered whose bed & room it was. Anyway, I got out of the bed and took a nice cold bath to get re...

Casual Kink - Jennifer Ch. 05

by ShortStoryteller on May 4, 2020
Fetish

"You'll just have to swallow it?" "No way...fuck you! I'm not doing that!" I say looking up at Sam as I continue to stroke him in slow rhythmic motion. My thumb nudging underneath his head every time my wrist slides up causing him to twitch in excitement. I also make sure to caress his balls every time I slide my wrist towards the base of his pretty cock. T...

Room Wanted Ch. 03

by Androgynousother on Sep 18, 2017
Romance

Sorry USAF Vet, I come of the line of Shakespeare, Dickens, D H Lawrence, Adrian Mole, Mills and Boon... Err... Thanks for the compliment, I'll get their one day honest. Aaaaanyway... ***** "What's inappropriate about it?" she said, thinking of the last lovemaking session she'd had with Rob just two nights ago. "Well if you can't see it Miss Williams,...

Teddy Bare Pt. 01

by The_Rat_in_the_Hat on Jun 18, 2018
First Time

Author's note -- well, here's a new story for you all to enjoy while I finish the final chapter of my other story, Two Thousand and Ten. Yes, it is coming! As you can see from the title it is the first part, and I hope for there to be at least one or possibly two parts after that. As always, all characters are over eighteen years of age, and any resemblance...