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Sissy Prison Stories

Profiles:

Here mainly for friendships. Not looking to hook up. Just looking for good friends and people to talk to and discuss life and stories.
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.
normal guy looking to see what other pleasures are out there i read stories of all different pleasures fantasy or real
bi - enjoy pics, vids and stories of m/m oral. Have now started acting on these urges and enjoy oral
Just a bi sissy sub
I want to be a sissy need help being one
5. ft 11 185 and am a sissy
Sissy sub want to be looking to serve.
I am a sissy crossdresser that loves lingerie and all things feminine.
Sub Sissy ,, cross dresser, loves humiliation, exposure
5'9", 139 lbs. 33A-28-34, brunette sissy for tall black men. Dress very sexy with long shapely legs & thighs, plus cute butt and pretty face. Taught by Ex- wife and ne of her boyfriend to please men well
tiny cock sissy whore always looking for big cock
While not composing music or drawing or watching my stocks during the days, I write, all genres, some professionally from radio and television ads to political speeches to --- wait for it ---- waaaaait --- EROTICA (keep an eye out for short stories, tutorials, and even novels in the near future, under the name Trevor Zach) ... I have a BS in Psychiatry and a BA in Journalism, and since my sophomore year at USC (GAG, and not the good kind mind You) where I met my first Zen Mentor, a beautiful young chic/cheerleader (now an amazingly addicKtive woman raking in a six figure salary, and very generous – pardon the pride of my friend/mentor/soulmate/but not together in the way most people assume soulmates are. From a short story of mine I read in Graduate Creative Writing 601, to the up and introducing of who would become Mistress Julie, and to me shortly after our first lunch, Mentor Julie (though more like tor, than MENtor
Very happily and securely married. Wife knows all and approves but doesn't join. She prefers to hear about the stories I bring home to share with her about my adventures with others. I don't smoke or drink (but not against those that do), am drug and disease free, so this is the only vice I have left. I am not into head games or competitions and have nothing to prove to anyone. I just enjoy all aspects of sensual and erotic play with like-minded, fun adults. Very open minded, versatile, and flexible. I have been surgically safe for many years and have no kids to prove it. I'm not into children, blood, or real pain (mine or anyone else's...but erotic discomfort can be AMAZING!)...other than that, am open to just about any and all positions and combinations. I am always very oral and very happy to help clean up before, during, and after. Prefer couples or moresomes but can meet with select singles. Not into role playing but can be happily submissive to serve and please. I am happiest when I can give pleasure to others, help them explore and live out their fantasies. Care to share a few with me? I'll do whatever I can to make them real.
VERY PRETTY SISSY, SLUT, WHORE FUCK BOY... WHITE 5'11", 8" CLIT.. LOVE SUCKING SUPERIOR BLACK COCKS & SWALLOWING FRESH, CREAMY CUM THAT DRIPS OA PUSSIES OR ASSES.... PLEASING BLACK COUPLES IS A DELIGHT & I HAVE MANY SUCH COUPLES WHO HAVE MY SEXY WHITE FEM BODY ANYWAY THAT WANT IT.... IT'S TRUE, I'M A SLUT FOR ANY BLACK MEN AND BLACK COUPLES.. THE SUPERIOR RACE... BLACK MASTERS KNOW WHAT WHITE SISSIES NEED IN THEIR LIFE !!!! EVERY WHITE MAN & WHITE WOMAN NEEDS AND CRAVES BEING A SLAVE TO ---MEN OF THE SUPERIOR RACE... BLACK MEN, AFRICANS... TOTALLY BLACK MEN, PITCH BLACK AFRICANS, ALL HAVE SUPERIOR BLACK COCKS THAT DESERVE BEING KISSED, SUCKED & LICKED UNTIL THOSE HAVE PLEASURED THE WHITE PEOPLE WHO HAVE GONE BLACK... THE SUBMISSIVE WHITE RACE DERIVES PLEASURE SERVICING MEMBERS OF THE SUPERIOR RACE...BLACK MEN & BLACK WOMEN.... BLACK MEN SHOOT SUCH LOADS OF CUM THAT IT IS SOMETIMES DIFFICULT SWALLOWING IT DOWN THE THROAT, BUT WHITE SISSIES AND WHITE WOMEN ALWAYS GIVE IT THEIR BEST TO GIVE PROPER RESPECT TAKING IT ALL, NEVER MISSING A DROP... IF YOU ARE A SUPERIOR AFRICAN BLACK MAN, BLACK MEN or A BLACK COUPLE & WANT A TOTAL WHORE-SLUT CONTACT ME !!! I LOVE TAKING BIG, THICK, LONG BLACK COCKS UP INTO MY SISSY ASS/PUSSY-CUNT....& DOING DEEP THROAT....UNTIL I HAVE FRESH CUM THAT I ALWAYS SWALLOW... I'M A SLAVE TO BLACK MEN & BLACK WOMEN..... THE MASTER RACE !!!!!!!!!!!!!!!!!!!!!!!!!!
33yo bi-curious male. I am excited to be a member of this site. After reading some forums and profiles I realized that the people here use the site to express their sexual interests that are normally taboo. So, I guess my purpose here is taboo too, but thats cool here. Was took back when I realised that people were posting xxx pictures for the world to see. I have to say that when i pulled my cock out to take the first xxx pic I was so turned on by it. Have enjoyed the comments from other users regarding my pics. I am here because I have a cock curiosity. My girlfriend would not be cool with it, so I am out looking for a fun couple (sometimes just an endowed man) that would like to invite one more to experience some sexual fantacies. Specifically I would like to give a double blowjob with a woman. She put the cock in my mouth and I put it in hers until he cums. If anyone is interested or just wants to talk about it please feel free to contact me anytime. I enjoy the pics and stories that other members have to share. Bisexual MMF videos and pictures are really hot too. Might want to make some of my own or someone elses. I am DD free and prefer to keep it that way. Have has a couple of experiences with TS (with protection), but would prefer a friendship. Also, it would be cool to have a bisex penpal.
Hello I am Robbiewillsucku in Norman,Oklahoma a sub bottom bimale and part-time sissy cd. I work alot and play when I can. I prefer females and I like a dom female with a strapon. I like sucking cocks and feeling like a pussy being used. Yes I like being fucked by a real cock (with condoms). I have more photos. I am not into any type of pain, drugs or drama just like kinky sex and I like hot chat. If you can host - I will suck and play. Tell me more about yourself, what you like, when you can host and send some photos. I am a free member - Robbie in Norman

Forums:

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,

T
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
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 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}.
will gladly let you suck me as long as I can suck you and have you give it to me up my tight little sissy ass first. Want to suck, swallow and bend over for you while she watches, then you can do whatever you want with me.

your devoted little sissy cocksucker,
Danni
First off id lile to say i am a very easy going guy anyone from this site thats met me will surly agree. I am a CD male when i do dress up im a hot tall fit sexy blond and im super horny for cock i love women but having found the joy of being a sissy cock slut i cant help it i crave cum and cock so much so i actually want a biyfriend a sexy man that uses me the i was intended and hopfuly thats at least once a day if not more ............so my question is why is it so hard to find a man who wants to fuck me not on cam or text but actually fuck me cum on me in me as much as u wantb....i remember when all i wanted was to fuck someone when i was top but now that im cd its a pain in my ass so so many flakie men comon fellas i may be a sissy but no shiws and excusses are so week u might as well not even have a cock bitches so were are all the horny men at now that im a sissy ????? hoplessly craving .....
Hello,

I am looking for others interested in CD, PVC, Vinyl, Panties or me being a sissy in it. I am NOT passable as a fem, but love to wear my shiny lings, panties, PVC Skirts or PVC Panties.

Looking to connect with others with the same kinks or for someone that is more top and likes a sissy. I want to expand my experiences with others, but want to explore this safely and discreetly.
Hi,

57 year old sissy cock slut looking for male or couple needing service. i dress as a sissy cock slut ready with all holes!!
i have read a few of your stories now. very good stuff! very creative. i really hope that you keep writing these stories.
Thanks fo rthe replies, I do understand, and women are a lot nicer to look at that guys. Just bugs me that men can't even mention being curious without being branded a sissy. I am definatly not a sissy, and I LOVE women...... I'd just like to try sucking a cock. Is that so wrong? lol
I love that pic, Happycouples. Wish I could get in on some of that!
:P

Interests:

Story Writing
I've even written stories about people I've met online...
Dogs
I love hearing stories of girls who let their dog lick their pussy
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...
2 Cocks In 1 Ass
I would love to try it. The very thought of two guys fucking my sissy arse together makes me feel so horny.
Men Licking Pussy While She Is Getting Fucked
WHEN I FIRST GOT MARRIED MY WIFE TOLD ME THAT SHE WANTED TO SWING WITH A BLACK DUDE THAT SHE WORKED WITH AT HER JOB. I WAS NOT INTO THIS BUT SHE INSISTED AND DEMANDED THAT I JOIN IN--THE FUN.. SO, BEING A SUBMISSIVE CROSS DRESSER I SAID, OK. WHEN SHE BROUGHT THE BLACK STUD TO OUR HOME MY WIFE KISSED HIM AND HE FELT HER UP RIGHT AT THE DOOR. MY WIFE TOLD HIM THAT I'M A SUB SISSY BOY AND THAT I WOULD SUCK HIS COCK TO GET HIM HARD... I HAD TO GET ON MY KNEES AND TOOK HIM IN MY MOUTH.. HE GOT HARD AND IT GREW TO 11" AS I SUCKED HIES SHAFT AND BALLS.. THEN HE FUCKED MY WIFE AND I GOT UNDER THEM AND DID MY THING EATING PUSSY AND LICKING HIS BLACK SHAFT UNTIL HE SHOT CUM INTO HER PUSSY AND I SWALLOWED AFTER HE PULLED OUT OF HER PUSSY... WHEN HE LEFT MY WIFE SAID I'M A SISSY FOR BLACK COCKS AND THAT SHE'D BRING OTHER BIG DICK STUDS FOR MORE FUN AND NEXT TIME I'D HAVE TO SUCK SEVERAL BLACK COCKS WHILE SHE WATCHED AND THEN I WOULD HAVE TO LET THEM HAVE MY ASS/PUSSY AS LONG AS THEY WANTED IT... I'M NOW A WHITE SISSIE SLUT FOR BLACK COCKS, SO IF THERE ARE MEMBERS INTO THIS-CONTACT ME!!!!
Panty Boys
I wear panties everywhere I go... sometimes I slip peeks in public if I see someone who at least I think would enjoy them... Oh only to be out somewhere and load something into my car so my frilly little bitch panties would show and I get caught by a couple of hung studs who spit roast my sissy mouth and boi pussy!


Testimonials

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.

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