Well it has happened...Submitted by: sissy-trista
This is not for minors... Mature readers only. This maybe be used as desired, please only in full and giving the sissy, her credit.
Or like so many others, this might be titled, "Be careful what you ask for... "
These days are spent not only locked in chastity, but also in panties. But i am getting ahead of myself.
For years i had fantasies of bondage, submission, houseboy, tease toy, forced fem... Seeing Pro-Mistresses when i could afford it. Later, becoming a house-boy or a sissified maid for the amusement of the Mistress or Lady i served when i was able to. Being married, i had to be very discreet. This did not leave much time to really explore my fantasies.
Then came the internet, a divorce and the popularity of male chastity climbing. i had already tried the leather & steel gates of hell and a few other less expensive chastity devices. None really fit the bill. i tried making some, they were better -- But never a long term device. So i decided it was time to buy the real thing.
i had also made friends with a few Ladies on line that wanted to try their hand at D/s. With some planning, i set out to take a few years off work and really explore... i signed a contract with a Lady friend to be Her chaste pet for a year. We had worked out the limits and explore over through a long distant arrangement. (Her hubby would not try it... )
It was time to take my extended vacation. my Mistress suggested i come visit, so off i headed across country (well half way). Our year contract was coming to an end and W/e had enjoyed many frustrating times. Well She had, i "loved and hated it"... such the life of a sub. When i reached Her farm, She quickly had the lock change and all keys. my first real life -- no backing out -- adventure started.
More than just a fantasy...It was real this time... Not just a fantasy, not just play or a long distant on-line thing. i was locked in a chastity!, staying at a country farm and the Lady of the House had the "Keys". Any chance for relief was determined on Her whim. i soon learned just how frustrating it is to see the "key" hanging around a Ladyís beautiful neck. (i had worked up to being able to go a week or so in chastity before i really wanted out. She had already learned that i could handle 2 months in it... But this was different!
First, She was more beautiful in person then in Her photos and She looks great in them. Plus, She had a way of looking at me (Her chaste-pet) that made Her property throb in itís prison. i quickly fell into the position of a houseboy. Cleaning while She was at work and ready to do anything She asked or suggested when She returned of an evening. i desired to greet Her with foot rubs or kiss Her perfect bottom each evening, but with the family around this was never possible. Her hubby showed me where all the Playboys were to amuse myself during the day... he knew i wasnít getting any... hell, i didnít know anyone or where i might meet a Lady. Plus he knew that his Wife had Her property locked up. i wanted out of the cage the minute it went on, and he just seemed to chuckle about my situation. He knew as long as i was locked up, he would not be pressured to wear a chastity.
She did let me out when i showered, about once a week or so. i always came so hard... imaging that i was allowed under Her desk or some such fantasy. She would just ask me if i would like to use the key as i headed to bath. Giving me a sly smile as i would answer, "Yes, please Maíam"; She would remove it from the chain around Her neck.
One night a friend from Her work stopped by. i was a little nervous, as i knew Mistress wore the "Key" to work. After a pleasant evening over a few beers, i found out Mistressís Friend had asked about the key She was wearing. The Lady had to meet the chaste-pet/houseboy that Mistress had at home. i could feel my cheeks burning... yet Her property throbbed. (Maybe one day i will be able to write a detailed story on the stay, but that is not the point of this story
Well with my contract fulfilled, i was off to my next adventure. With a hug and kiss from Mistress, She slipped the key into my pocket and i headed for the west coast. I could hardly wait...
... it just might cum true. (The wish might... but i am told that i wonít be).The trip to the west coast was family business, so nothing for this story. When it had been completed a few months later, i hit the road again. Off to the center of the U.S. ~ and no one here knows me. 1500 miles from anyone, even the closest friend or distant relative is 600 miles away.
i settled down an affordable apt. and started my new life. With jobs being hard to find these days, i am spending a lot of time starting that life. A friend is making sure that i stay focused. She knows me better than anyone... Even more that my Mistress friend, i lived with for a few weeks.
Here is what has happened since arriving here. A new friend, a great Lady now holds the "Keys" to the chastity belt. All underpants have been replaced with panties and i have signed up for lessons from "House of Sissify. With training bras add (one being padded) and shaving... i am almost trapped. Forced to live my fantasies... i am allowed out of the chastity when it amuses the Ladies. But always back in, within a few days. My apartment can be checked anytime that my "Key-Holder" desires. Just dropping over to check for male underwear or allow me out for a hygiene shower (hands locked behind me).
After a few month of this, i was told that it was time to step things up. Truly begin my training as a sissy maid. The chastity remains... this sissy now is horny most to the time. s.he must always wear panties and a bra when home. If it is cool, s.he is allowed a short robe, the shows he.r pantied, pussy-ass. When it amuses the Ladies, s.he wears hose and 5" heels. As a sissy-maid in training, s.he may never refer to he.rself in the first person. (NEVER!)
my Lovely Friend, with the help of my Lady "Key-Holder" just giggle and add to he.r training slowly. Ensuring s.he stay focused and with a case of very blue balls hanging under the locked "clit" between he.r legs. Butt Plugs used to stretch he.r pussy-ass; for future use of strap-ons...
At least that is what s.he thought to just over a month ago. The Ladies might use he.r as Their slut, but eventually s.he will become a TS-Ladies chaste-toy and sissy-maid. he.r clitty to be locked away and he.r pussy and mouth to be used for he.r future Owners sexual pleasure. (WHAT has this sissy gotten he.rself into? Will s.he ever be allowed close to a Ladyís throne of pleasure again?)
That pretty much brings this story into servitude up to date... s.he knows that breast forms, and uniforms will be added. Real breast are for Ladies... sissies just get glue-on breast forms (silicone so s.he can feel the weight). AnyOne want to suggest a size?
Just how far will my Friends take this? --Till Friday the 19th of March... s.he was informed that the "Key" is lost in the internet. he.r next relief will be when s.he finds it. (There was a lot of **giggling**)
"But the net is so big!" s.he said.
The Ladies just laughed more... "Guess you better get started, sissy! The sissy better start joining and looking in all the TS-Lady groups. Begging for information of the "Keys" where abouts." More laughter... With he.r head spinning, s.he heard, "s.he could get on yahoo IM and ICQ begging for votes for he.r next relief. Say 10 positive votes."
"Yes, and many Ladies will learn of male chastity (or a sissyís)! Also of Our sissy in training. -- We could even loan he.r out, "sissy-chaste-maid for the day".
"Oh sissy... be sure to use he.r new name, trista!"
"This hasnít changed anything! s.he will still become a sissy-maid for a Lady... If a TS-Lady wants a sissy and the "Key"... " Giggles and Evil Grins surround he.r. "Till then We still have a pussy to stretch with Our strap-ons"
This sissy slept little all weekend... trying to find the key or get the votes.
(to be continued -- if so desired, let he.r know)
sissy-trista may be contacted at firstname.lastname@example.org, ICQ #243880607 or IM trista_sissy
"Please Ladies... if You have noticed a key or was given one. This lowly sissy begs to hear from You. If You havenít, maybe You would be kind enough to send in a vote. **Please, this sissy begs for positive votes for relief. Negative votes cancel positive votes."
Page last updated 04-May-28 by: Altairboy@aol.com