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30 Days from Man to Sissy Boy

Snow Days on Bisexual PlaygroundJoin To View Snow Days on Bisexual Playground
SissyBeta
I’ve been able to mostly hide my feminine submissive girl side all my life except I have always enjoyed wearing cute lingerie. Yet ever since my wife introduced me to blowing up clouds that allowed life to escape the bottle helping me enjoy that I’m sissy girl bitch. So these days I so enjoy blowing clouds and dolling up to play. I discovered that I just can’t say no and have uncontrollable need to please and enjoy being treated like sissy girl should. Ofcoarse if you would like to have a sissy phone in for your fun please don’t be shy💋
rene_chase
i'm making the most of eveything sexual that is available these days I enjoy the submissive, sissy role.
southdadeguy
BBW Bi couple . he's tall and handsome, more on a bi bottom/sissy side these days. She is cute and a joy to be with.
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MissCockSucker53
older cross dresser,(I LIKE THE TERM SISSY) Sissy Slut is married with my wife giving her SISSY SLUT HUSBAND Her PERMISSION & SUPPORT!I'm good with my age,(looks,mobility,self,havin g sex,etc) SISSY SLUT LIKES EXHIBITION so if you just need someone to watch,join in,play with,use,humiliate,etc.SISSY can do & will do most anything! I have a lot to give & there is always room to learn.Sissy is not religious is spiritual along with a good sense of humor! SISSY BELIEF'S MOST ACTS ARE OK AS LONG AS YOUR NOT HURTING ANYONE ITS ALL GOOD!
Sissygreg
It has been a lifestyle submissive all his life it lives to worship it has been very submissive passive obedient and subservient all its life obey all Mistresses. It has served 3 shemale mistresses been trained in obedience training, sissy Mae training, sissy flat training and heavy bondage, it's been chastise 4 1 year 2 months 7 days it was the longest also have has worn a butt plug it loves the taste of c**
Sissygirlsondra
i am a sissy. i love dresses and panties and wish to serve a Mistress or Master that wishes to use me for there pleasure or to please others for there entertainment. Sissy sex toy,Sissy Slave, Sissy Maid your call i want to please as i look pretty , sexy and slutty. i wish to always look like a sissy girl no matter the occasion even if just out to the shops to buy more girly things and look pretty for whoever i will please next
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smoggytomcat
 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!
BrittanySissyCD
For a few days anyone near want to meet up with a good lil sissy Faggot?? Hit me up..
1Rubinesque1
The last of the warm days tiring and sad
fire the wicked soul
I didn't ask for this,
but the one thing I must do.
Is accept all as it is.
The last of the warm days.

The last of the warm days: is this just a dream?
We're alone under a tent of stars
You must feel it in your soul
It's all that I have left in me
The last of the warm days.

The last of the warm days - so far away for you.
Each of us has our own last warm days
It's so easy for you
though you still can't understand
That a warm embrace will never change
The last of the warm days

Those days will catch us without fail
Tears will flow to wash away the sadness
Though there is foreboding frost
In the chalice of days
We drink a toast to you
A final toast to you
On the last of the warm days
Lexi56
I have had a fantasy where I'm an owned sissy slut who's master also owns a big breed dog , Shepherd, Rottweiler, Great Dane, and he shares me with his dog , so I'm the dog' s bitch when my daddy needs a break or just wants to watch me being bred like a true bitch. Maybe daddy has me 5 days a week and two days I'm his dog's bitch.
Wish I had some real experiences to share , but hopefully some day.
sissyjayne202
1)I am 63 years old but have a good body and cute butt and look good in girls/women's' clothe.
2)This is sissy is looking for a strict Master who wants a FULL TIME Sissy slave.
3)Sissy would expect to carry out all domestic duties as well as pleasing her Master sexually when told.
4)Sissy would expect punishment to be used as part of her routine maintenance as well as for short comings.
5)Sissy would expect to be kept in chastity 24/7 unless being used for her Master's pleasure.
6)Apart from going to work sissy would expect to entirely devote her life to being her Master's domestic and fully obedient sex slave.
7)In return for her devotion sissy would expect her Master to take control of all aspects of her daily life.
8)If you are a local Master who would like to explore the possibility of having a devoted LIVE IN sissy slave please get in touch.
9)After initial contact sissy slave will happy to provide photographs.
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NeedsAfemalemaster
Looking to find a female that can sissified me term me into a Sissy are you out there Do you have what it takes to make me into a Sissy Please notify me if you are out there End up for the task of feminising me making me into a Sissy

Interests:

Dawn4BBCsBlacked
I'm a white CD sissy looking to be blacked for a few days and nights
MatureSissymarty12 Inch Cock
Mature Sissy desires big 12 or more cock I’m in Raleigh NC for the next few days
J_N_J_bicoupleNY845Piss Play
I love pissing in sissies mouth, she drinks every bit and sissy loves getting a nice golden shower as a reward for being a good lil' sissy. I want one of my lovers to use sissy in this manner and sissy fantasizes about it constantly she so wants to be a submissive sissy under a strong male who has just fucked her wife. Two females using sissy as a toilet for the day is another sissy dream she wishes would cum true any couples, or females want to make a sissies dream cum true???Kiss
Dawn4BBCsInterracial Crossdressers
I'm a white CD sissy and I love to dress up in heels stockings and lingerie and I have to know what it feels like having big hard black cocks taking turns sliding in and out of my mouth and ass for a few days and nights. I'm in the Pittsburgh area
J_N_J_bicoupleNY845Orgasm Denial
I have locked sissy faggot Jess up in a chastity device, a nice sissy shade of pink CB-2000/ Sissy has been locked for three weeks and will stay locked with out orgasm until she fulfills my list of desires and wants. This includes remodeling 4 rooms in the house, a newly rebuilt porch, and take me to the nude beach 2 times, also bad behavior is met with lengths of time added and humiliating acts sissy must do as punishment. Teasing also takes place almost daily to keep sissy faggots attention focused on her tasks. Sissy will be allowed to rub her little sissy clitty on my pussy while wearing 2 condoms as sissy cums in her condoms she will be made to suck all her pathetic sissy juice clean from it only after my 2nd trip to the beach in the spring. At that time sissy faggot Jess will be locked for an undetermined sentence of orgasm denial again see Sissy Faggot Jess locked in her pretty sissy pink CB-2OOO in the gallery!!!!! Miss Jeaanne.
bius10985Masturbation
I average once a day on those days where I don't get to I make up for it on other days. I like to jerk off on cam when ever I can for an added pleasure.

Testimonials

mrchipper1969
Hey you two, I just wanted to say hello, and thank you, from the bottom of my heart... I never thought it would happen, but I took your advice and followed my instincts. I met a guy 2 days ago on this awesome website that you have created. Thank you thank you thank you! His name is Michael and he lives in Florida. I know, it's a bit far, But I'm going to meet him very soon... I can't wait!! We have been e-mailing each other for the past 2 days, non-stop... well, when we're not working. He's very cool and down to earth... I'm a pretty good judge of character, and from what I can tell, he's being brutally honest and very up-front about everything I have a habit of throwing feelers out there to everyone... Kinda like a test, if you will... he passed with flying colors. I owe you both so much for giving me this chance for a happier life. Thank you again. I hope someday to be able to meet you both. Who knows? Michael and I may hit it off and ask you both to come to a bi-play party that we host. Whoa! I think I may be getting ahead of myself, so I'm going to stop this here. I just wanted to thank you for being the best webmasters around. Thanks again. Much love and respect, Chip aka: mrchipper

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