Apparently the Sissy in number 3 is a little bit confused, as well as naive, when it comes to what dating an older, wealthy, Alpha male just might entail?
All young ladies are naive when they begin dating. Fortunately most young men are awkward as well when they start asking girls their own age out. The sissy in this caption is about to get a mouthful of "reality" when she starts dating older men. The only question is which of her older suitors will be able to brag about taking her virginity. I hope that the sissy has condoms, lube and wet wipes in her purse. Donna Young
The young, very pretty Sissy in number 10, appears to be very perplexed as to any reason the police would trouble her Daddy? As well as why on earth they'd suspect her Daddy had anything whatsoever to do with a "Missing" young boy?
From the look on "Charlotte's" face in number seven, she envies her wife Sophie for not having to perform certain intimate services for her very manly, virile, Alpha Bull.
Darla has been trained quite well to fit in as a sweet and innocent Niece for Auntie. Now he just has to prove his worth as her devoted Lady in Waiting on her every need. He may be able to eventually work his way up to more teen clothing appropriate for his current age. careful she does not regress him back into diapers and a playpen. She will need to keep an eye on him as he practices in #5 his flirting as he may soon have to interact with visitors and someday being send shopping for milk and feminine products.
One would have to surmise that Aunt Hanna knows a number of well-off, mature gentleman that might be very interested in a relationship with Miss Darla.
Hmm? The Sissy in number 8 sounds to be in big trouble with Madame's new man, Master Ryan. And to make up for it, Sir Ryan wants lingerie shots of Sissy as well as a date. So, Sissy will soon be in very intimate contact with Daddy Ryan, "Apologizing" for his naughty misdeeds.
Over time, a sissy may try all of those techniques. But most new gurls would be far too shy to dare any of them except being bashful and, perhaps, giggling.
The sissy in caption #12 looks concerned about what her Alpha Male has planned for her. When she agreed to breast augmentation, the sissy believed that Hubby would be convinced that she was committed to their relationship. Lately he is insisting that she be clipped. He informed the sissy ( while they were having anal intercourse) that "if she loved him" , she would agree to the procedure. The Alpha wants the sissy to have a nice, flat front while wearing leggings & yoga pants. Donna
It seems the lady in number 13 is already spreading the news about the huge benefits she received from having her Nephew surgically "Fixed."
ReplyDeleteApparently the Sissy in number 3 is a little bit confused, as well as naive, when it comes to what dating an older, wealthy, Alpha male just might entail?
ReplyDeleteAll young ladies are naive when they begin dating. Fortunately most young men are awkward as well when they start asking girls their own age out.
DeleteThe sissy in this caption is about to get a mouthful of "reality" when she starts dating older men. The only question is which of her older suitors will be able to brag about taking her virginity. I hope that the sissy has condoms, lube and wet wipes in her purse.
Donna Young
Older, wealthy, virile and Alpha is quite the combination for any naive Sissy. She should also consider how her hair and makeup will be mussed up.
DeleteThe Sissy in number 11 must be a bit of a screamer when it comes to being properly "Plowed?"
ReplyDeleteI wonder if Ms. Barbara in number 6, plans on showing off "Nina" at the next meeting of her Dominant Ladies Coterie?
ReplyDeleteLittle Miss "Darla" in number 1, doesn't seem to have yet fully adjusted to her new Wardrobe?"
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ReplyDeleteThe young, very pretty Sissy in number 10, appears to be very perplexed as to any reason the police would trouble her Daddy? As well as why on earth they'd suspect her Daddy had anything whatsoever to do with a "Missing" young boy?
ReplyDeleteFrom the look on "Charlotte's" face in number seven, she envies her wife Sophie for not having to perform certain intimate services for her very manly, virile, Alpha Bull.
ReplyDeleteDarla has been trained quite well to fit in as a sweet and innocent Niece for Auntie. Now he just has to prove his worth as her devoted Lady in Waiting on her every need. He may be able to eventually work his way up to more teen clothing appropriate for his current age. careful she does not regress him back into diapers and a playpen.
ReplyDeleteShe will need to keep an eye on him as he practices in #5 his flirting as he may soon have to interact with visitors and someday being send shopping for milk and feminine products.
One would have to surmise that Aunt Hanna knows a number of well-off, mature gentleman that might be very interested in a relationship with Miss Darla.
DeleteHmm? The Sissy in number 8 sounds to be in big trouble with Madame's new man, Master Ryan. And to make up for it, Sir Ryan wants lingerie shots of Sissy as well as a date. So, Sissy will soon be in very intimate contact with Daddy Ryan, "Apologizing" for his naughty misdeeds.
ReplyDeleteI find the flirting chart in number 5 to be far beyond useful for any Sissy in every sort of situation.
ReplyDeleteOver time, a sissy may try all of those techniques. But most new gurls would be far too shy to dare any of them except being bashful and, perhaps, giggling.
DeleteMy boyfriend finds Hair Flips to be very enticing.
DeleteDid you "give it up" on your first date, or make him wait? You seem like a very sexual girl.
DeleteDonna
I gave it up the very evening we met at his house. I never really left after that.
DeleteThat is very hot! Your relationship would make a terrific caption on this site.
DeleteDonna
Thank you darling. You are more than very sweet to say that.
DeleteThe sissy in caption #12 looks concerned about what her Alpha Male has planned for her. When she agreed to breast augmentation, the sissy believed that Hubby would be convinced that she was committed to their relationship. Lately he is insisting that she be clipped. He informed the sissy ( while they were having anal intercourse) that "if she loved him" , she would agree to the procedure. The Alpha wants the sissy to have a nice, flat front while wearing leggings & yoga pants.
ReplyDeleteDonna
Well, after all, it is the very next step in proper, emasculation. I know that if William requested it I'd be really turned on.
Delete