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Sissy Prison Stories

new Sissy CD , not passable and hairy body, looking for a couple here who want to feminize and make me their forever Sissy.... virgin , i am only CD in private, a regular guy in public, interested in all who seek to have fun, but no pain...i am uninhibited so anything legal other than pain goes with this sissy :)
I am plus sized sissy who is looking for mistress or daddy to train me to be the proper sissy slut. I love bdsm but not toilet slave.
Submissive sissy slave here to obey all commands. I love silk and satin frilly sissy outfits, being degraded and performing any dirty filthy act commanded.
I am a life-long sissy bed-wetter who needs to wear cotton diapers and plastic pants at night. I am certainly not the stereotypical version of a male, but possess attributes of both male and female. I enjoy lifting weights and writing poetry, for example. I am a writer. Prose-poetry, haiku and fantasy short stories. Most fantasies include being discovered in diapers/plastic pants and be humiliated, reduced to tears. Having bully boys tease me, and even (gulp!) making nurse on their you-know-what. Having my diapers pulled down, and sat on a lap with a big (blank) sticking up. Never experienced it, just curious.
Sissy painslut needs collaring branding and tattooing as you requested property and to be modified and used any way u see fit as a chastised sissy painslut
Bi-curious crossdressing sissy who needs a strong Mistress to make me the best sissy I can be! Love showing off in my sexy lingerie and playing with nice big hard cocks! Would love to submit to a kinky couple whi need a plaything for their own pleasure.
I'm 28 an just interested on a little play on me I don't go down on woman it's just not me I'm not single I'm engaged but my fiance is in prison so need some play time for the time being
Very Naughty, Non Scene Latina Sissy CD. Have wanted to explore and experience some amazingly hot thoughts and fantasies with a Respectful, Sexy, Well Endowed to Extremely Well Endowed Single, Couple or Group. BBC is a huge want and need, but am open to all who are real and ready to help me be the naughty sissy slut i want to be.
I am a prissy sissy sex slave whore who loves to dress up in wedding dresses and prissy sissy dresses. I love high heels and corsets. I love leather and lace, satin. I love being fucked in my Boi pussy and have very few limits
Here to meet new people, share stories and experiences and also to look for more of what life has to offer sexually.
Here mainly for friendships. Not looking to hook up. Just looking for good friends and people to talk to and discuss life and stories.
Happily long married couple, interested in bi-curious encounter. Wife is learning and practicing femdom by feminization of husband, little BDSM. We are both over weight, but very honest, DDF, non smokers, lite social drinkers. Looking for the same, or individuals male or female role play. If female, please a Dom, help teach wife to be a dom, and practices sissification on males, or male who wants to be forced sissy or be a bull. Husband, is a forced fem sissy when ever wife wants him to be, 5'8 200lbs, wife 5'5, 200 lbs large breasts.
I'm 25 white and Hispanic mix 6ft higth hazel EYES long curly hair dark brown hair tattoos all over I'm fully shaved smooth every where I am a newbie in every way but I don't have any other desire or dream and mind numbing craving to become a sissy BOI that only lives to worship real men an dominated by them in every way completely an forced ssay an night inside or outside made to dress act look walk talk like so I will become with no chance of or want of being a man again ever so only thing that is left is a sissy girl white boi as of right now has never had a chance for me to loose my viginity to big cock yet an haven't sucked on a cock but God I want to learn to be a perfect an skilled enough to have every real man who I am with I'm pleasein an pleasein mistress or pleasein the sissy conditioning trainers as well as being good enough to take care of multiple men at. A time after I get trained and my lil tite pink throbbing virgin Lil boi pussy is broken in good AN I learned to suck cock as well as fuck the shit out it an stay in my place on my knees and bent on with a cock in my mouth or ass filling with everything u got every inch of it I'm here and ready for you to make me you'res
I'm married, but I fantasize sometimes...I write erotic stories, many of which are explorations of my sexuality. I can't hook up realtime, but I like to meet new people, male, female or couples, it doesn't matter to me.
Hi im a sissy and im 24.
Sub sissy
I have two sides to me and one side is a woman. but one might just say i'm a crossdressing little sissy cock sucking faggit, or a little bitch. however one wants to describe me. but I love more than sucking cock, I love stroking and riding it as well. but if I had two people in front of me to choose from, a guy or a girl I would choose the guy first. I just love dick. my taste is a slightly chubby and slightly hairy guy who isn't too rough neck yet isn't too sissy himself. and I love black dick as well. gotta love a big strong alpha male to make me feel like a little ghetto wigger ho lol. and I love being dominated by a big strong tom boyish macho like woman to use a dildo and or vibrator on me.
That is some story!

It reminded me of when my ex-hubby played a sissy prison bitch in the film "The System Within" He flew up to New York first for auditions and then later flew back to film his scene..it was based on a true story where the protagonist was a pro football player who also owned a club, had introduced a guy from Miami to a guy from New York and unbeknownst to him they set up a drug deal in his club. He went to prison and his life was nearly ruined. The guy who was behind the movie later went on to be a model and entrepreneur. "The System Within" was shot both here in North Carolina and in and around the New York City area.

s and es,

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I'm not sissy in anyway, but I bet I can deep throat you. I'm not a bear either. Take a guess what Iam before you look at my profile. Not everyone has to be a sissy to suck cock. Some do it because they like it and if that makes one a sissy, Then kudos to you, mr. Dominate! You go with your endeavors in tact. And Good luck with finding your sissy guys. They are out there but they don't meet. Do you know why? Take another quess there. Happy dominating!
THIS Sissy would like to know also so please if anyone knows let us know,SISSY,aka(MissSucker) is in chico cal.area.COCK SUCKING SISSY CUM DUMPSTER
Hello, I'm a 33 yo panty wearing bi male sissy total fem bottom that loves to be used like a little sissy bitch and told what to do. However, right now my main concern is finding a room to rent in the HEB/ARLINGTON/FORTWORTH area around the first of April.

I would be willing to trade rent and utilities for personal services. If you are open minded and would like a live in sissy cocksucker at your disposal the situation could be perfect. I would dress fem 100% of the time in the home (no matter who comes over, unless directed otherwise) and will willingly satisfy your needs as your little sissy sex/toy wifey.

Have been wanting a situation where I could openly stay dressed and feel good about being used like a sissy fem daily. So.....let me know if there is a spot at your place for me to get on my knees.

sissy Danni
This sissy would like making you go through the hoops! SISSY would love playing with you & USING YOU!! We could have FUN together,you COCK HUNGRY SISSY SLUT,SUCK COCK BITCH & EAT ALL THE HOT THICK CUM,SLUT!!!COCK SUCKING SISSY CUM DUMPSTER
i`m looking to be turned purely sissy and suck cock,eat cum and get cock in my sissy pussy, i want to learn about living as a sissy for ever and worshiping big cocks ,to become a woman
This COCK SUCKING SISSY SLUT WOULD LOVE DRESSING with you if only this SISSY SLUT WAS CLOSER,we could DRESS UP like a couple of COCK SUCKING SISSY SLUTS & FUCK & SUCK EACH OTHER!!!
hi everyone, 47yo closet cd with smooth lil clitty fetish would luv to hook up and play sissy with women or other cd/tgirls the week of October 9th. not into anything forced or not mutually desired. enjoy dressing with, seeing others dressing and being seen dressing in sexy or sissy lingerie. ultimate fantasy would be to dress n play with another sissy and her wife/ gf. email if possibly interested.
I keep my sissy shaved head to toes as a good sissy should be.... isn't she just so cute.....
Don, check your email......I think I'm the panty wearing little sissy slut you have been looking for baby.



your devoted little sissy cocksucker,
Danni
I am also from Erie, PA. I am a submissive Bi sissy crossdresser, late 50's (NOT PASSAABLE) but with breasts. I am strictly a BOTTOM. If interested, please get back to me..

Be sure to tell me all about yourself, and what you like to do.

Sissy Kelli
I am a sissy looking for sissy sister, we can shave clothe,and suck each other
i have been the wife of a federal inmate since 1992.. i met my leo in 91....and your right...there are so many things that we outside the walls are not prevliged to know.
gaurds play games with inmates heads and are cruel with no feelings...my boy earned a name for himself behind the walls of some of the worst hell holes in the prison system......prison gaurds forget one thing........INMATES DO GET OUT AND ARE HUMAN BEINGS!!!!!!!! Prison tears apart families, destroyes marriages and effects the kids the most...they need nurturing from the imate parent as well....yet the system is fucked and kids suffer the worst....the system doesnt get it...keep the family intact, make more pleasent settings for visits, no matter what level prison it is..
childeren dont understand bars on windows, gaurds tellin papa he cant play normal with the kids, no running or playing tag ect.....just cold visiting room minimal toys,worst yet being told i cant nurse my daughter descreatly under my coat at the time..having to nurse her in the bathroom where is was freezin cold
so called xmass party at prison yet still being told what to do ......for 15yrs i endured many things while my leo was gone........whats important is we are together again and very happy.....Prison sucks for those left behind to pick up the pieces, nights crying myself to sleep with just a blanket to hold and call his name
having phone sex to maintain....wanting to be true to him yet still being human and needing affection...i chose a woman with his concent. for me there is no other man but him....he made it out alive and we found eachother together again let no one put asunder.......sweets i truely understand that other world so empty and so cruel......if society would open their eyes to the inhumane treatment of prisoners maybe just maybe things will change....Change comes with an idea.....there are more rapes in the prison system than out on the streets........
sweets my heart reaches out to you.......I DO UNDERSTAND.......put that world behind you now and look at the wonders of FREEDOM.......i pray you find peace and god bless
cynthia25
Hi, I'm a 48 year old CD. No, wifey doesn't know, lol. Been dreamin about being on my knees before a "real" man. Anyone interested? Really want to see just how a sissy feels at that first moment... knowing what a sissy does... {giggle}.
my name is sissybritney(mark). 56 yr old sissy/sub white weak pervert. I would love to be trained to be a SUPERIORS bitch/slut/whore/faggot. i have some experience serving Mistresses as a sub/sissy. Im looking to finally take the next logical step into becoming what i was meant to be. A PATHETIC SISSY FAGGOT. I will serve MASTER, MISTRESS OR DOMINANT COUPLE. i also have a MAJOR weakness for HUMILIATION. i think my 56 yrs as a beta bitch, becoming addicted to FORCED BI & all the HUMILIATION from that has taken over my dreams & fantasies. Would love to discuss what started me down this path........TO BE A SISSYFAGGOT
i have read a few of your stories now. very good stuff! very creative. i really hope that you keep writing these stories.
Nice stories, I get aroused reading first time same sex stories.

Interests:

Prison Pen Pals
I have several friends that are in prison and know web sites that have inmate listings.
Sissy Slut
Mmmm i just love being a sissy slut for the wife she loves to watch me in my sexxy sissy outfits sucking sum big cock and she is telling me what a good cum slut u are mmmm i luv it hoping she brings a big cock home tonight
Story Writing
I've even written stories about people I've met online...
Cousins & Brothers
These stories are great and I would love to do them all and to have more to write about!!!
Men That Want To Be Gang Banged
I truly do want this. I am a very naughty, non scene, smooth skinned latina sissy cd. I am a amatuer and would love to find a group of experienced, patient, well endowed to extremely well endowed top daddies (Super Turned o,n by BBC) who would love and enjoy making me a naughty little sissy slut fucktoy for my hung top daddies. I am single, totally real and ready, smooth skinned, shaved, nice full mouth lips and throat for sucking and deepthroating and a tight latina boi kitty just waiting for some hung daddy cock to pet and feed until i purr.
Story Writing
I've written some stories, and have several of them on various erotica websites out there. If you're interested, I can tell you where to find them, and which ones you may be particularly interested in...
Couples Dominating Men
Anyone want to dominate a neutered Sissy in So Cal?
Sissies
Hello all!

I would love to meet other Sissies and Sissy lovers near so cal!
Aydin💕
Men Sucking Cock While He Gets Fucked
I would love to 69 with ur wife while fill my sissy pussy with his cock until he fills it with his love seeds
Women Who Love To Fuck Men In High Heels
Oh yes i luv to dress up my cuckold husband sexxy in his heels & panties b4 i fuck him deep & hard like a good sissy boy & sum times i mk him suck my bf big hard cock mmmm sooo hot

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deepthroatswallower
I'm going to post something in the place where I found success stories. We had a meeting last night, and I was quite satisfied. Wow! In less than 36 hours.