Chastity Boyfriend Stories

60,738 results
Orientation
Length
Source
Infinite Scroll

His Korean Goddess

by justincbenedict on Aug 6, 2019
BDSM

Nevitt lay still, with his mouthful as sitting on his chest was Bubba, Meilani's latest idiot boyfriend. Bubba was shoving his cock into Nevitt's mouth, and Nevitt, the normally buttoned down statistician, now quite naked, was sucking away. As this went on, with Nevitt lying in front of the couch, Meilani, Nevitt's beautiful wife was lounging, though her f...

Lock And Key

by ksu328 on Sep 1, 2017
Fetish

As the first snow of the season started to fall on my small hometown, my sex life started to make a turn just like the seasons. Well, I guess since I've never really had a sex life besides jacking off my little pee-pee, you could say that my sexual freedom was changing. The little box (ironic that it came in such a small box) arrived on a Wednesday and as m...

Costume Store

by Zekar on Nov 23, 2016
Fantasy

The Costume Store is an indiscreet shop in the mall. Few people paid it any mind and many walked passed it without giving it a second glance. If they knew what wonders were inside they might have given more thought to going inside. Inside the shop walls were racks and racks of costumes. But not just any costumes. There were costumes that turned the wearer in...

Open in Reader

Femdom Follies

by justincbenedict on Sep 16, 2017
BDSM

As Syndi had explained to Austin, "You aren't supposed to be my boyfriend, you're a submissive. If I want you to spend all your waking hours outside of work kneeling in the corner, naked, that's what you're going to do." Not to mention of course that Austin had been chaste, locked in his Tube for nearly four months. Syndi seemed to have forgotten about him!...

The Palmist Ch. 08

by PeterOmez on Sep 16, 2017
BDSM

AUTHOR'S NOTE: Everyone in this story is at least 19 years of age. ***** On Sunday Derek and I both called Lila and we all talked on speaker. Lila was thrilled to hear everything that had happened the last two nights and how Ashley had been made aware of my "bitch boy" role. At one point she said to me, "You rrrrreallly like Ashley, don't you?" "Yes, ma'a...

The Inner Slut Ch. 07

by sub2femdom on Aug 22, 2018
Fetish

Chapter 7 - Lexi's Training Two weeks have passed. Amy is proud of Lexi's progress. They've spent about two hours each night practicing makeup, walking in heels, poses, and attire. Lexi even acts more feminine, especially when Mike is around. More than once, Amy has noticed Lexi staring at Mike, specifically at Mike's cock when it shows through his shorts...

Camboy's New Mistress

by pluggedforlife on Jun 5, 2018
Transsexuals & Crossdressers

His heart was pounding with passion. The big black dildo slid in and out of his well-lubed butthole, tickling his prostate. He could feel the large black penis glans squeeze out a drop of precum as he exhaled a moan of lust that was building up in his lungs. His steel chastity cage was flopping up and down, hitting his smoothly shaven crotch. His silver ho...

Laura Love Ch. 07

by Long2bLocked on Jun 26, 2019
BDSM

Note to readers: This series is a continuation of "Laura's Femdom Empowerment". You should read that series before this one. ***** Chapter 7 Female Led Destiny The next day was Monday. I couldn't wait to see Bodhi at work. I took one of his chastity keys out of the safe in my bedroom closet. I put it on the same silver necklace I was wearing in his domina...

We Rule the School Ch. 04

by TheWorldSpins on Sep 16, 2017
Group Sex

Katie Greenwood couldn't decide if she was looking forward to a confrontation or dreading a meeting with her ex. Last Halloween, Simon, the guy she thought was the perfect boyfriend, had more or less blackmailed her into a public, humiliating anal sex experience. She still wondered why she had gone along with the whole scheme. Simon's blackmail was based on...

Lace and Love Ch. 03

by vaultdweller111 on Sep 19, 2017
Transsexuals & Crossdressers

Jake Orlov grabbed his duffle bag and rifle case out of the cab of his F-250. He had some other gear in the truck, but he decided to get the rest later. He was exhausted from driving back from Kentucky, training the Blackwell county sheriff's department's SWAT team for the past week. Jake was disgusted at how these guys managed to graduate the police academ...