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Sissy Training

Sissy Training Assignment 1: For all Sissies wishi

Sissy Training Assignment 1:

Now the first assignment is pretty simple. Just fill ... .

Sissy Personal Information
Sissy Name:
Real Name:
Address:
City:
State:
Zip Code:
Phone:
E-mail address:

Sissy Questions
Are you new to being a sissy?
-If ... ... Continue»
Posted by mastersissytrainer 1 month ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 615  |  
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Sissy Training

... training. For the rest of the evening and most of the following morning I was schooled in the finer art of being a sissy ... domestic duties, perhaps cooking or waiting on the table.
My training began with Lady Ann asking me if I had ever had ... ... Continue»
Posted by MichelleSEmass 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 2438  |  
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Sissy Training

... training. For the rest of the evening and most of the following morning I was schooled in the finer art of being a sissy ... domestic duties, perhaps cooking or waiting on the table.
My training began with Lady Ann asking me if I had ever had ... ... Continue»
Posted by MichelleSEmass 1 year ago  |  Categories: BDSM, Group Sex, Shemales  |  Views: 2157  |  
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Turned cocksucker by xhamster user

... there he is. I’m glad I don’t recognise this young man, wearing training gears with our school team logo on it. He timidly ... what I set out to do, but then the training kicks in. The marathon of sissy training videos, mostly PolishMistress’ work that I have been ... ... Continue»
Posted by jerky_jerkjerk 4 months ago  |  Categories: First Time, Gay Male, Hardcore  |  Views: 1553  |  
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Sissy slut training ends with 3 BBC's part on

... arranged that I move into her place imediatly to begin my sissy slut training .I knock on the door to my new home and ... X's room .This is where you will be doing all your training you fucking little slut .Roxy I want you to tell me ... you want to come true when you finish your slut training .Well mistress I have always wanted to get fucked by three ... ... Continue»
Posted by foxxiroxxi 9 months ago  |  Categories: BDSM, Fetish, Interracial Sex  |  Views: 1029  |  
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Turned into sissy cuckold slave :-)

... directly in front of Glen's face. "Open those girly lips, sissy, and stick out your little pink tongue."

"P... please, d... don't..." Glen ... ."

"I'll only do it if this pretty sissy tells me it's okay. How about it, sissy? Do you want your wife to ... mean suck cock the first time." Turk laughed. "With some training from you, he could go professional." He told Glen, "Lick ... ... Continue»
Posted by randomusername 2 months ago  |  Categories: BDSM, Interracial Sex, Taboo  |  Views: 4287  |  
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Sissy finds black cock

... asshole or gay or a woman. You're a sissy."

"Gina, do you love that sissy standing behind me?"

"With all my heart," she ... me to be proud of you?"

"Yes."

"That's your natural sissy instinct. Does your neighbor care if I'm proud of him?"

"No ... . That almost made me cum up in you. I've been training cunts for seven years and ain't one of them took ... ... Continue»
Posted by kinkybipaul 2 months ago  |  Categories: First Time, Gay Male, Taboo  |  Views: 4372  |  
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Making of My Sissy (Part 3)

... top of the instep

always shouts out "I am a sissy", lol. I decided that my sissy needed some more excitement and I planned on helping ... . I told him that this is the next phase of his training and that he needs to listen to me. I reminded him ... ... Continue»
Posted by sissymishel 2 months ago  |  Categories: Fetish  |  Views: 394  |  
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Sissy Emma is Turned Chapter 7

... morning where again you will beg me to continue your training. Master John.
I decided that I had better do as I was told ... Master John, can this little sissy slut come into your lovely home to continue her training to be a sissy cock loving slut'

I hoped ... ... Continue»
Posted by emmahighheels 3 months ago  |  Categories: Shemales  |  Views: 895  |  
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Sissy Emma is Turned chapter 2

... next training session. Once inside, you will act as a complete sissy, begging me to train you to become an even more simpering sissy ... a hard place.

'Master John, please let this sissy in to continue his training' I said

'Louder sissy and let me know exactly why you ... ... Continue»
Posted by emmahighheels 4 months ago  |  Categories: Shemales  |  Views: 1486  |  
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Sissy Emma is turned

... my humiliation I was also rock hard.

'Want to relieve yourself sissy?'

'Yes please'

'Pardon'

'Yes Master'

he told me to beg ... come back next week for the next stage of your training' he said.

'No way' I said, 'we had a deal, I've done ... ... Continue»
Posted by emmahighheels 4 months ago  |  Categories: Shemales  |  Views: 3891  |  
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I meet Bam [dildo/poppers/training]

... in my ass! My taste in porn has turned to sissy hypno/training vids. I hooked up my laptop to the TV and ... is layered with binaural suggestions, “You are a fag” “You are a sissy slut” “You love black cock” “Fuck men” “Be a cock slut ... orgasm, maybe orgasms like I’ve never had before “You are a sissy slut”.

I begin riding Bam faster, and I reach for my poppers ... ... Continue»
Posted by pbg732 5 months ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 1674  |  
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From manager to sub sissy

... the party. I said, “Yes Ma’am”. She said, “Very good sissy”. I must have looked a bit puzzled because they both giggled. ... slut and could pass as a female, I would have begun your training sooner. From now on you will serve Mistress Elizabeth, Mistress ... ... Continue»
Posted by wannabesubformt 8 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1420  |  
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Sissy slut training ends in 3 BBCs final chapter

... you black bulls yes that's it boys I'm your little white sissy whore now all of you take turns fucking my tranny ... every drop off slut because that's all you are a little sissy black cock whore .Wow I will never be the same again ... ... Continue»
Posted by foxxiroxxi 8 months ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 306  |  
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Sissy slut training ends in 3 BBCs part 3

... fat cock .Girl take it like a real women does you sissy slut you want to dress up and look all hot ... your cock so I can put this in her arse ,fucking sissy slut .We all get back in the limo with me ... a sexy show then when i give you the permission the little sissy slut is all yours to do what ever you like ... ... Continue»
Posted by foxxiroxxi 8 months ago  |  Categories: BDSM, Fetish, Interracial Sex  |  Views: 693  |  
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sissy for mum pt3

... computer an started showing me dirty pics on websites about sissy boys. she would slowly rub my cock as we looked ... or girlfriends but mum especially liked the ones where the sissy had to pretend to be a real girl and have sex ... hot today an had a quick chat with mum, something about training (don't remember mum going the gym)then we went through ... ... Continue»
Posted by flumpermunch 9 months ago  |  Categories: Fetish, Mature, Taboo  |  Views: 1454  |  
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Sissy slut training ends with 3 BBC's part tw

After six months of training to be a women mistress X had a beautician come over to do ... ... Continue»
Posted by foxxiroxxi 9 months ago  |  Categories: BDSM, Fetish, Interracial Sex  |  Views: 256  |  
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Turned into a Sissy part 2

... a good sissy bitch. I didn't like the feeling afterwards of being dominated but I knew I needed more. More cock, for humiliation and more training ... I could drool over their penis's while being owned. Although my sissy boy cunt is virgin he would have me insert up ... ... Continue»
Posted by esoguy 9 months ago  |  Categories: Gay Male  |  Views: 799  |  
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Sissy Bitch

... once a week... as you will if I decide to continue your training." The boy nodded, but also trembled a bit, we hadn't ... about since I had already decided he was a diaper sissy, not a panty sissy.

After a while I showed the boy's mother out, and ... ... Continue»
Posted by diaperlover 11 months ago  |  Categories: BDSM, Fetish, Taboo  |  Views: 1726  |  
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The Making of a Sissy - Part Twelve

... and will work you hard. You will benefit from your training as this will earn you your keep at her house ... . Jane watched intently with a satisfied smile as she saw the sissy sitting bolt upright, looking fixedly ahead with tears streaming down ... ... Continue»
Posted by midsummerman 11 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 734  |  
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