Chastity Boyfriend Stories

60,738 results
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Infinite Scroll

A Christmas Gift from Irina & Woody

by 1mbibry on Sep 12, 2017
Group Sex

I'm Irina. My boyfriend Woody and I decided we wanted to do something special and different this Christmas. We wanted to give a unique gift that only the two of us could give together. You have to understand that Woody and I are pretty shallow individuals so rather than donating to a relief organization or a homeless shelter we decided to find one person who...

From Kendra to Kyle, with Love

by BrettJ on Sep 1, 2017
Group Sex

Author's Note: This one is a sequel to a story I wrote a few years back entitled "Kendra's Present". I hope you all enjoy this one just as much. * Kendra Christiansen had wandered the entire mall, trying to find the exact perfect present for her Kyle, her boyfriend-lover of the past 3 years. As money wasn't really an object, she'd even considered things l...

Swim Sex: A Coed Team

by mccrea on Sep 1, 2017
Group Sex

It's taken me a long time to actually bring myself to write this story… but I figured that some of you out there would enjoy it. It wasn't until just recently (within the last year) that I noticed myself discreetly checking out other guys in the locker-room, and having wild images flash through my mind. You see, I am on the Varsity Swim team at my universit...

Foolishness: The Sequel

by mikeperk on Sep 14, 2017
Humor & Satire

Prior to reading this account the reader is directed to the original short story entitled 'Foolishness' which is available at the link below. It was still relatively early when he got back to the caravan so he expected to find his wife Mandy watching the television, but the lounge area was in darkness and the set silent. He opened the door of the bedroom...

Poker Game

by Kros0 on Sep 1, 2017
Group Sex

Brad and Luke knocked on the door of their friend Sara's new apartment. She had asked them to help move her in the previous day. It was hard work, but the two men were rewarded at the end to come back the next day to their friends home to a small house warming party. The boys had decided to carpool on the way over, and decided they'd take bets later on who w...

Hello Officer

by Moxon4 on Sep 16, 2017
Transsexuals & Crossdressers

Tricia arose from sleeping in on her day off, she worked a regular office job, and had wrangled a day off. She was in her 20s, and she had let her blonde hair grow out some, although it didn't matter as much since for her job she usually kept her hair in a pony tail, or up in a bun. She normally awoke in the morning next to her boyfriend, Holden, but he was...

The New Year's Plan

by ruwild on Sep 15, 2017
Transsexuals & Crossdressers

A little something for my fans as they wait on other projects to finish up. Hope everyone is having a great new year so far! "Let me get this straight. You want to book me for New Year's Eve at the stroke of midnight." "Right." "But I have some killer party plans. How bout we meet earlier?" "I'm sorry. It has to be midnight. I'll double your rate. Tr...

The Fucking of Sally Morris

by rob rubdown on Sep 13, 2017
Erotic Couplings

The following story is true and although I do feel a twinge of guilt about the whole thing I would not trade the memory of this experience for anything. Let me begin by informing you that my favorite hobby is massage. I started giving my wife massages many years ago and about two years ago started doing massage for some of my co-workers, just neck and shoul...

Sexy Megan Teasing

by verysimplegal on Sep 13, 2017
Exhibitionist & Voyeur

This story is about Megan once more. Most of my stories are all related to each other. Characters in one story appear in other stories. I think this is Megan's third appearance, but now her character is developing more. Hopefully you like it. ***** "The big tournament is tomorrow, babe," Megan heard her bf say from the other room. She had just finished sho...

Las Chicanas

by AnnabelleRaven on Sep 17, 2017
Non-Erotic

17 year old Alicia Garza lay cradled in the arms of her new boyfriend Tony Torres. Since Alicia and her mom had moved across town before the school year, she quickly became one of the hottest young coeds at the affluent Palm River High School, and she was very interesting in finding a guy that would give her attention, affection, and comfort. Palm River was...