Chastity Girlfriend Stories

61,196 results
Orientation
Length
Source
Infinite Scroll

A Cruel Hand Job Queen!

by justincbenedict on Aug 6, 2019
BDSM

"I really like these diamond earrings. Two carats is impressive to this girl." "Callie, you've changed my life. And my parents like you. My mom just told me how she thinks 'Calypso St. Claire is a pretty name, and she's so classy." "I was christened Edna Mae Womack, and grew up in a double-wide, but I'll take it." "Oh God, you're making me almost spurt, C...

The Roommate Pt. 12 - Miranda

by ValoryG on Sep 19, 2017
Transsexuals & Crossdressers

Chastened, Josh/Lori nursed her wounds for days, and little was said between her and Miranda, except when the dominant asked how Lori had opened her chastity when with Cassie. "I bought a master key on the Internet," answered Lori brightly. "Actually, my penis is getting a little irritated by the plastic over such a long time." "Give me the key. It obvious...

Kim & Kate Ch. 02

by cuckoldwishes on Sep 25, 2017
Fetish

I love constructive criticism so if you have advice on how to make my writing better I would love to hear it. However, if you do not like the story's I like because of the topic or if all you have to say is "that sucked" then please do not bother commenting. ***** I kissed Kim on the lips softly. Lightning shot through my body. I held her close to me. Thes...

Pro Domme Assignment Pt. 01

by Dprboy4Dominant on May 7, 2019
BDSM

I once served a daddy dom for quite a while and he set up a meeting with a Pro Domme for me. The following is part 1 of the email report that I sent to him. You had scheduled me to meet Head Mistress S at 5pm so at 3:45 I showered thoroughly, re-shaving my entire diaper area as you directed. I tried hard to scrub around the base ring of my chastity and spr...

You'll be in Chastity, or She Will

by Revanto on Oct 6, 2020
Audio

All characters are 18 years of age or older. * * * * * Click Here to listen: .mp3 format or .ogg format. (10.5 min/mp3) * * * * * Do you two remember how sweet and innocent you were originally? You knew so little about BDSM. But you were so curious when you learned about it. And the more I controlled you, the more you liked it. Do you remember how you...

The Keyholder Ch. 14

by AndreaJordan on Nov 18, 2019
BDSM

Ben was now back in his original Prince Albert cock cage, over which he wore his full steel chastity belt. Amy held the keys to both. Living with his chastity keyholder kept Ben in a state of constant arousal and longing. The keys were just so close, with one of their favourite hiding places being the front pocket of Amy's jeans. Well, whether the keys like...

Neighbourhood Terror to Sissy Pt. 08

by Fibaro on May 20, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Chapter 9 Once off the bus Mark snuck to his house as good as he could. Hiding behind bushes and hedges whenever he spotted someone. He really didn't want to run in any of his neighbours with this big pink shopping bag. It would mean nothing but trouble since he realised f...

My Female-Led Relationship

by Artvan1 on Jul 30, 2019
Erotic Couplings

Man, there is nothing that beats breathing in the crisp, cold air of an early November morning in the wonderful city of Chicago thought Mark Pace as he entered his work station at a Fortune 500 consulting firm. Mark couldn't help but notice how similar he seemed with all of the other young associates. Like most, he was a standard 25 year old white male. Stan...

Open in Reader

Innocence Lost Ch. 11

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Mouse appreciates Innocence and her thespian ambitions in equal measure; her performances help Kedi otherwise wedded to Chastity; but she affirms greater affection for the virtues of Innocence than those of Chastity. Mouse was passionately in love with Innocence, with a passion that burst through her tee-shirt and swelled her breasts. She could har...

Scent of a Cuckold

by cuckytoher on Sep 14, 2017
Fetish

I lay on my side, my face level with her armpit. My tiny cock strained against the CB3000 I had been locked in for the past week. My fingers dove into her sloppy, wet pussy concentrating on finding the underside of the tiny nub that sent shivers down her spine. My nose and olfactory senses were consumed by her scent. A scent of sweat, sex, alcohol and cuck...