The Darling little Sissy Boy, in Picture 5, surrounded by the group of Matrons, if absolutely precious. He wants so badly to please his Mummy, Auntie's and his Governess. He'd give anything for them to acknowledge that he's a good, little sissy, so he might avoid the spanking, shopping trip and beauty parlor, but it isn't going to happen. He's their precious, little prisoner from now on, and it's panties, perfume and permanent waves from here on.
I agree with Miss Bouffant. Being surrounded by strong, assertive older women will have a devastating effect on the sissy's development. I would bet that the sissy will be home schooled. His spare time will be spent working at one of his Aunt's Bridal Boutique. After the sissy has his GED, a stint at Beauty School will surely follow. He will probably lose his virginity to one of his "Aunt's" older gay friends. I hope the sissy boy learns to enjoy his eventual walk down the aisle in a wedding gown. He will need a big strong Alpha to take care of him.
Yes Donna, the Sissy's personality will develop with the goal of pleasing Mummy, her sisters and any other women in their social circle. Sissy's only goal will be to please and obey assertive member's of the female sex. If that means "Dating" Mummy's male associates that are attracted to Sissy for "Her" obedient, dutiful nature, than Sissy will develop relationships with Very, Strong, Alpha men. Sissy has spent enough time modeling in Auntie's Bridal Salon that She already knows which type of gown suits her 1950's Trophy Wife personality. She'll be a high maintenance girl with every hair in place, perfect makeup whose only goal is the sexual happiness of her man, wuth no thought to her own pleasure.
Miss Bouffant, By the time the sissy in photo #4 is 18, could she rock a long, stacked bob hairdo? By then she will probably have multiple ear ( and other ) piercings. A style like that will help her look sophisticated enough to drive the older men in her life crazy. Glamour length nails and a full face of make-up will ensure that her dance card at the local Country Club is always full. I bet you know to attract attention when you and your beau arrive at the Club on Saturday night. Donna
Donna. Piercings are oh, so very, very important for a sissy. Large dangling earrings, a small tongue piercing and a hoop in the septum surely give the appearance of an overtly promiscuous Sissy. Add in a stacked, two-tone, (Dirty blonde/Platinum,?) inverted Bob with some tall heels and a push-up bra, it just screams, "Please take me home with you, I'm a slut?!"
Miss Bouffant, The sissy is lucky to have you advising her. Every sissy needs a big sister to guide her about how to be as feminine and sexy as possible. Perhaps you and your staff at the salon can tutor the sissy when it comes to dating and keeping her man happy. Why get all dolled up at your salon only to spend Saturday night alone? God forbid she is still single at 20. Older men have more money to spend on her. The sissy will soon learn how to be "arm candy" for her Daddy. Donna
"Sissy's" Governess/Tutor had her softened up to men, in her teens. Whenever Sissy got out of line even slightly, the Governess would bring her Older Brother to work with her. The Brother would spend a couple of hours alone with Sissy, teaching her how to be especially attentive towards the sexual needs of Alpha Males.
#2 is a very interesting photo. The sissy must of had a fun hobby of dressing up like a 50's housewife in her apartment. Too bad a pipe broke while she was at work. Her Landlord ( a widower in his 60's) entered her apartment while the sissy was not home. He was shocked to see a bra, girdle, nylons & a half slip drip drying above the bathtub. Fast forward 2 years. When sissy broke down and admitted that the feminine clothing was his, the Landlord insisted that he begin dressing as a 50's housewife whenever she was home. The threat of exposure insured her compliance. After losing her job during Covid, the sissy soon found herself living with her Landlord. She is still trying to adapt to performing her" wifely" duties.
The Darling little Sissy Boy, in Picture 5, surrounded by the group of Matrons, if absolutely precious. He wants so badly to please his Mummy, Auntie's and his Governess. He'd give anything for them to acknowledge that he's a good, little sissy, so he might avoid the spanking, shopping trip and beauty parlor, but it isn't going to happen. He's their precious, little prisoner from now on, and it's panties, perfume and permanent waves from here on.
ReplyDeleteI agree with Miss Bouffant. Being surrounded by strong, assertive older women will have a devastating effect on the sissy's development. I would bet that the sissy will be home schooled. His spare time will be spent working at one of his Aunt's Bridal Boutique. After the sissy has his GED, a stint at Beauty School will surely follow. He will probably lose his virginity to one of his "Aunt's" older gay friends. I hope the sissy boy learns to enjoy his eventual walk down the aisle in a wedding gown. He will need a big strong Alpha to take care of him.
DeleteNice stuff
ReplyDeleteYes Donna, the Sissy's personality will develop with the goal of pleasing Mummy, her sisters and any other women in their social circle. Sissy's only goal will be to please and obey assertive member's of the female sex. If that means "Dating" Mummy's male associates that are attracted to Sissy for "Her" obedient, dutiful nature, than Sissy will develop relationships with Very, Strong, Alpha men.
ReplyDeleteSissy has spent enough time modeling in Auntie's Bridal Salon that She already knows which type of gown suits her 1950's Trophy Wife personality. She'll be a high maintenance girl with every hair in place, perfect makeup whose only goal is the sexual happiness of her man, wuth no thought to her own pleasure.
Miss Bouffant,
ReplyDeleteBy the time the sissy in photo #4 is 18, could she rock a long, stacked bob hairdo? By then she will probably have multiple ear ( and other ) piercings. A style like that will help her look sophisticated enough to drive the older men in her life crazy. Glamour length nails and a full face of make-up will ensure that her dance card at the local Country Club is always full. I bet you know to attract attention when you and your beau arrive at the Club on Saturday night.
Donna
Donna. Piercings are oh, so very, very important for a sissy. Large dangling earrings, a small tongue piercing and a hoop in the septum surely give the appearance of an overtly promiscuous Sissy. Add in a stacked, two-tone, (Dirty blonde/Platinum,?) inverted Bob with some tall heels and a push-up bra, it just screams, "Please take me home with you, I'm a slut?!"
DeleteMiss Bouffant,
DeleteThe sissy is lucky to have you advising her. Every sissy needs a big sister to guide her about how to be as feminine and sexy as possible. Perhaps you and your staff at the salon can tutor the sissy when it comes to dating and keeping her man happy. Why get all dolled up at your salon only to spend Saturday night alone? God forbid she is still single at 20. Older men have more money to spend on her. The sissy will soon learn how to be "arm candy" for her Daddy.
Donna
"Sissy's" Governess/Tutor had her softened up to men, in her teens. Whenever Sissy got out of line even slightly, the Governess would bring her Older Brother to work with her. The Brother would spend a couple of hours alone with Sissy, teaching her how to be especially attentive towards the sexual needs of Alpha Males.
Delete#2 is a very interesting photo. The sissy must of had a fun hobby of dressing up like a 50's housewife in her apartment. Too bad a pipe broke while she was at work. Her Landlord ( a widower in his 60's) entered her apartment while the sissy was not home. He was shocked to see a bra, girdle, nylons & a half slip drip drying above the bathtub.
ReplyDeleteFast forward 2 years. When sissy broke down and admitted that the feminine clothing was his, the Landlord insisted that he begin dressing as a 50's housewife whenever she was home. The threat of exposure insured her compliance. After losing her job during Covid, the sissy soon found herself living with her Landlord. She is still trying to adapt to performing her" wifely" duties.
I love that and she looks fantastic.
ReplyDelete