Online Chastity Stories

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My Sexual Fantasies

by Submissive Timmy on Sep 16, 2017
Letters & Transcripts

My Sexual Fantasies (OD Repost) I wrote this in November 2002 for my online journal on Open Diary. I'm posting this simply to have something posted. I do intend to actually write eventually. ***** I have a penis. Isn't that amazing? I also have two testicles. The flu had a stranglehold on them and killed my sex drive. But, I've since driven the flu off wi...

The Journey Ch. 02

by born2srvtv on Sep 19, 2017
Transsexuals & Crossdressers

(You may want to read The Journey before reading this so you will know the background of Tom/Tonya and Jason. These stories are a combination of real life and fiction. Thanks for sharing your comments.) Tonya was content as she stretched across Jason's lap. She had given Jason a long slow blow job and now Jason was rubbing his sissy slut's smooth ass a...

My Daring Self-Bondage Public Walk

by Gagged1 on Sep 25, 2017
BDSM

The lower floors of the parking garage are completely full, but I find an empty parking space on the third floor in front of a concrete wall and thankfully head into it. It is late Saturday morning so I surmise there are a lot of people shopping. I turn the engine off and try to relax; the journey has been quite interesting. Driving for the first time in my...

Made to Obey Ch. 04

by madetoobey on Jun 24, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to a shemale porn site by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. I'd been forced into a chastity cag...

The Morning Coffee

by coconut97 on Jun 1, 2020
BDSM

The loud alarm woke me up suddenly but I was quick to switch it off, fearing that I would wake Bianca up. I reached over for my phone and picked it up lazily. My eyes were still blurry, so I rubbed them with my right hand for a few seconds until the numbers on the phone display was clear. It was 5.30am and I scrambled to my feet quickly, knowing that I am al...

Black Cuckold into Black Femdom

by Samuelx on Oct 29, 2018
Group Sex

What's good, boo? My government name is Josephine Ajoku, and I'm originally from Port Harcourt, Nigeria. I came to Canada a long time ago as an international student, majoring in Computer Science at the University of Ottawa, and opted to stay after I got my permanent residence. I also remade myself from prim and proper, church-going Nigerian gal into a full-...

Head Shrinking - Big, or Little?

by justincbenedict on Dec 9, 2019
BDSM

India smiled at the young couple. She loved seeing clients in this office. It seemed so cozy and the clients could cuddle while talking to her... It was a great couch. Reed looked a bit tense, but it had been months since he'd been out of his thing...of course when India thought of her husband and how long he had been in a tube, it didn't really give her mu...

Changes

by Slave2dbg8422 on Jun 4, 2019
BDSM

Changes Chapter 1 After being locked into the micro-sized chastity device for an incredibly long 37 days of teasing torture and denial, I had become more and more submissive to her with each passing day. I was waiting for her to make the trip to come live with me, after a very long, long distance relationship. We've both been switches throughout our relati...

Sissy Training

by kendra13 on Feb 13, 2018
Fetish

I am a blue collar manager type and live a pretty work a day life during the day, but at night, I have a rather interesting sideline. I am a sissy trainer. You see, many sissies are married and end up coming out to their wives. To most couples, this just creates a fun little fantasy for play during sex, but for some, it becomes more. For these couples, at so...

Letter from Friardale Lane

by justincbenedict on Sep 24, 2019
BDSM

Dear Shoeblossom, I love my fiancée, Harmony Harrow, but the engagement has caused me quite a bit of stress. We have played in the BDSM scene a bit, so I didn't object that much when she put me in a chastity cage. I thought it was just for the weekend, but she seems to have left it on, and her excuses haven't really comforted me. "Harmony, I get it, you w...