Prior to sending me off to Sissy School, my Mother-in-Law sees to it that I am properly dressed, coiffed and made up. She also makes certain that my new Tongue-Piercing gives me the proper lisp.
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1) Maybe if you do very well, Mistress might let you grow your hair out. Or maybe not. She might even shave it.
ReplyDelete2) Now, 30 goes into 18 how many times?
3) Well, at least not TRY to hurt. If you forget lube, or he is that big... it may hurt.
5) And you will soon see the big thing he has for twins...
10) Just... so beautifully put...
16) Well, Sissy, it's that time of the month, a MAN has needs, and your wife doesn't want him finding some tramp....
#9 - the style reminds me so much of a captioner who had a tendency to purge and close her blogs, only to reappear soon with a new name. Did you get that from a current blog? I lost track of her some time back and would appreciate an opportunity to catch up.
ReplyDeleteI don't know Fiona, Priscilla is the one that chooses the captions, but I do have to agree that there are many sissy blog that have closed down or simply have been left abandoned.
DeleteThis girl had a habit of opening and then closing them abruptly. She may have had 20-30 I knew of.
Delete#25 is every sissy's nightmare ( and fantasy) when agreeing to meet with a new Master/ Daddy. How many fans of this website have this same fantasy?
ReplyDeleteShe does have that certain look of surprise in her eyes, doesn't she?
DeleteI think she looks terrified. Fear and regret must be going thru her mind ( #25). No one knows where she is. Little does the sissy realize that there are several others just like her already in the basement!
DeleteCaption #1 is very interesting. Will the Mother In Law provide the clip to her daughter's divorce lawyer? What Judge would deny granting her a divorce after watching it?
ReplyDeletePerhaps after a year at sissy school, the fem boy will sport a stacked bob. Strict dieting might get her down to a size 2. The sissy will eventually develop a thigh gap with the help of firm foundation garments.
No, I think the wife has JUST what she wants. Her mother probably taught her all she knows. She wanted a gurl just like the gurl that married her mom.
DeleteThe Sissy in number 26, really does go all out to make any man she is with, very happy.
ReplyDeleteThank you for another wonderful collection. Each more thought provoking than the previous. As for #5, who doesn't enjoy twins? Especially petite little prissy bois who flitter about making their man happy. That could lead to #10 when each enters the job market with a few marketable skills for their Boss. Whether they be male or female.
ReplyDeleteI think the lady in #15 is right. Introducing her man to her husbanes parents as he takes their coats and serves drinks in his maids uniform will answer so many questions before they are asked. She can always have him change after dinner to provide evening entertainment. He has so many song and dance routines practiced. She's keen for his parents to see where his talent really lie. She does have some good news to share with them and hopes they will be overjoyed.
ReplyDelete27 why would she want to stop him?
ReplyDeletePerhaps the sissy was only "experimenting". She had no idea that answering the ad on Craig's List would lead to a permanent lifestyle adjustment.
DeleteThose boobs look real. How will her family and friends react to her new look?
Daddy is talking about getting married after she finishes her transition.
I would like to be a fly on the wall when Daddy asks his Father for his hand in marriage.
DeleteTulip. thats emasculation on multiple levels.... I love it!! I would also love to witness that.
DeleteIt does spark the imagination. Perhaps a nice gesture would be for Daddy to present the Father with his son's testes at the wedding reception. Just so he can keep them in the family.
DeleteI hope that the sissy (#17) knows that her days of driving are over. She will always be in the passenger seat from now on. Her boyfriend will make sure that she looks nothing like the photo on her drivers license. She should focus her attention on learning to give road head without spilling a drop.
ReplyDeletePerhaps she should have her photo retaken before she has had a chance to wipe the corners of or her mouth or the drips for her chin. Evan if she does not drive anymore it would be good to have an ID that looks like she normally looks.
ReplyDeleteI like your idea. Perhaps a State ID might be the answer. A day at Miss Bouffant's salon would give her new ID photo a "glamour shot" vibe. The sissy would need to wear full face makeup and big hair when going anywhere she might have to show an ID. The ladies at the Secretary Of State office will fawn ( and laugh behind her back) as they explain why she will still have her sex labeled as M.
DeleteBecause she no longer drives, she should surrender her driver's license.