I would love to know the back story on #3. What if Sam decided to attend the local Mardi Gras party with some of his female co-workers? They convinced him to ditch his man bun and allow them to dress him up as a princess. The girls insisted that he spend the afternoon with them at a Salon owned by the fabulous Ms. Bouffant. It might take a few gummies, but Sam would soon find himself the center of attention at the Mardi Gras Ball. Sam should have never accepted a ride home from the older Widower who had bought Samantha several drinks. Once home, one thing lead to another, and Daddy made his move. How could this happen? He promised Samantha that he was only going to " just put the head in" . Viagra will ensure that Samantha will have a sexy wiggle in her walk when she returns to work on Monday!
The Elderly Widower, finally convinced Samantha that his sexual performance was more aggressive than usual, due to the excitement of Mardi Gras. For a substantial weekly stipend Samantha has agreed to "Play House" and wear some of the deceased spouse's Polka Dot dresses and serve dinner and then drinks afterwards. "If we do end up having sex, please realize that your crying will stimulate me even further, Samantha."
Daddy will have his credit card on file at the Salon. What instructions will he leave for the staff when Samantha returns on Saturday? How retro will you and staff decide Samantha should look for her 60's role play? If Grampa/ Daddy gets excited enough, he might keep Samantha for the entire weekend!
I am sure the other girls at the Salon will be very curious about the December / May relationship. Samantha might find herself complaining about her lover's hairy back and out of control pubic bush. Most older men are not big on manscaping. Each week the girls will gush over all of the new jewelry that Samantha is wearing ( formerly owned by the widower's deceased wife).
It's likely Daddy will want the twenty-something version of his wife and Samantha will be wearing a dated, Jane Fonda Bouffant, around the Kitchen and living room. Once Daddy gets a taste of Sammie's boi-pussy over the weekend, she just may be quitting her low-paying male-admin job at the office and moving in with Daddy at his opulent residence.
I think that Ms. Bouffant has it right. Daddy and his deceased wife would role play from time to time. His wife probably did not enjoy wearing the girdle, nylons, long line bra, heels and June Cleaver dresses, but it made her husband happy. He had saved all of her 1960's clothing in storage, hoping that he could find a woman that would someday dress up for him. No woman his age would even consider wearing his deceased wife's constricting clothing and undies. Now he has an opportunity to have a retro-wife full time. No kids, menopause or loose cunts to deal with. Samantha has a very tight boi-pussy ( his wife would never agree to anal intercourse). Samantha and her Daddy will have a very active sex life.
Samantha will have to quit his dead end job once he shows up at the office with his new hairdo and glamour length nails. The other girls in the office will notice his threaded eyebrows and lack of body hair. Imagine the response when he shows up for work wearing the jewelry belonging to Daddy's wife ( including her wedding ring). His days at the office will be replaced by a routine that includes cooking, cleaning, laundry and other wifely duties.
How many sissies fantasize about being the girl in the first two pics only to find themselves the girl in number three. The fat hard cock in his spanked ass, he begins to understand the reality of what he has gotten himself into.
Mary, You are so right! The sissy in photo #3 now understands that she has crossed the line, and there is no going back. Daddy will keep pounding her ass until he has an orgasm. From this day forward, she will learn to keep her pussy clean and well lubed. She will realize that her dating options are now limited. No woman wants to date a homosexual sissy who takes dick, just like she does. Sissy will vow to never have anal intercourse again, but a week or 2 later she will crave taking it up the ass again. Sissy is addicted to cock.
The office girls will compliment sissy on her new auburn colored bubble cut. It might be a little dated, but so is her sheer blouse with the big pussy bow. Her palazzo pants do not have pockets, so sissy now carries her "essentials" in a designer purse that formerly belonged to Daddy's wife. Cute shoes, sissy boy!
Has Daddy started Samantha on hormones yet? His deceased wife was very busty. How will the sissy ever fill out all of the Elomi 36DD bras she inherited?
The weekend was a roller coaster. First, the thrill of crossdressing, then the terror of a man taking you to his room. Then the thrill of a man filling your pussy with his cum, then the shame and humiliation when you come down. A weekend you will never forget but still you hope you can go back to your old life, at least in public.
But then you are back in the office, and he walks in. After a little small talk with everybody, you begin to relax and think it all back to normal. Then, he gently pats your bottom and tells you to be a good little girl and go make coffee.
So sexy Mary! Yes. "Outed" at the office. Soon you will be dressed as that "Good Little Girl" making coffee. Complete with dress, heels, makeup and permed hair. And the guy who outed you? He now "Owns" that Good Little Girl.
I would love to know the back story on #3. What if Sam decided to attend the local Mardi Gras party with some of his female co-workers? They convinced him to ditch his man bun and allow them to dress him up as a princess. The girls insisted that he spend the afternoon with them at a Salon owned by the fabulous Ms. Bouffant. It might take a few gummies, but Sam would soon find himself the center of attention at the Mardi Gras Ball. Sam should have never accepted a ride home from the older Widower who had bought Samantha several drinks. Once home, one thing lead to another, and Daddy made his move. How could this happen? He promised Samantha that he was only going to " just put the head in" . Viagra will ensure that Samantha will have a sexy wiggle in her walk when she returns to work on Monday!
ReplyDeleteThe Elderly Widower, finally convinced Samantha that his sexual performance was more aggressive than usual, due to the excitement of Mardi Gras. For a substantial weekly stipend Samantha has agreed to "Play House" and wear some of the deceased spouse's Polka Dot dresses and serve dinner and then drinks afterwards.
Delete"If we do end up having sex, please realize that your crying will stimulate me even further, Samantha."
Daddy will have his credit card on file at the Salon. What instructions will he leave for the staff when Samantha returns on Saturday? How retro will you and staff decide Samantha should look for her 60's role play? If Grampa/ Daddy gets excited enough, he might keep Samantha for the entire weekend!
ReplyDeleteI am sure the other girls at the Salon will be very curious about the December / May relationship. Samantha might find herself complaining about her lover's hairy back and out of control pubic bush. Most older men are not big on manscaping. Each week the girls will gush over all of the new jewelry that Samantha is wearing ( formerly owned by the widower's deceased wife).
I'm so glad your imagination is running wild with these wonderful images hand picked from Pris Pris
DeleteIt's likely Daddy will want the twenty-something version of his wife and Samantha will be wearing a dated, Jane Fonda Bouffant, around the Kitchen and living room. Once Daddy gets a taste of Sammie's boi-pussy over the weekend, she just may be quitting her low-paying male-admin job at the office and moving in with Daddy at his opulent residence.
DeleteI think that Ms. Bouffant has it right. Daddy and his deceased wife would role play from time to time. His wife probably did not enjoy wearing the girdle, nylons, long line bra, heels and June Cleaver dresses, but it made her husband happy. He had saved all of her 1960's clothing in storage, hoping that he could find a woman that would someday dress up for him. No woman his age would even consider wearing his deceased wife's constricting clothing and undies. Now he has an opportunity to have a retro-wife full time. No kids, menopause or loose cunts to deal with. Samantha has a very tight boi-pussy ( his wife would never agree to anal intercourse). Samantha and her Daddy will have a very active sex life.
DeleteSamantha will have to quit his dead end job once he shows up at the office with his new hairdo and glamour length nails. The other girls in the office will notice his threaded eyebrows and lack of body hair. Imagine the response when he shows up for work wearing the jewelry belonging to Daddy's wife ( including her wedding ring). His days at the office will be replaced by a routine that includes cooking, cleaning, laundry and other wifely duties.
How many sissies fantasize about being the girl in the first two pics only to find themselves the girl in number three. The fat hard cock in his spanked ass, he begins to understand the reality of what he has gotten himself into.
ReplyDeleteIndeed Mary. Yes. From looking her best and having her tits massaged, to a spanking and butt-fucking, all in the same week.
DeleteMary,
ReplyDeleteYou are so right! The sissy in photo #3 now understands that she has crossed the line, and there is no going back. Daddy will keep pounding her ass until he has an orgasm. From this day forward, she will learn to keep her pussy clean and well lubed. She will realize that her dating options are now limited. No woman wants to date a homosexual sissy who takes dick, just like she does. Sissy will vow to never have anal intercourse again, but a week or 2 later she will crave taking it up the ass again. Sissy is addicted to cock.
Donna Young
Not many girls at the office want a date with a Boy that has French-Manicured nails and a "Bubble" cut, "Do."
DeleteThe office girls will compliment sissy on her new auburn colored bubble cut. It might be a little dated, but so is her sheer blouse with the big pussy bow. Her palazzo pants do not have pockets, so sissy now carries her "essentials" in a designer purse that formerly belonged to Daddy's wife. Cute shoes, sissy boy!
DeleteDaddy is keeping Samantha in tall heels around the house. She's fortunate that he only makes her wear Kitten heels to work.
DeleteHas Daddy started Samantha on hormones yet? His deceased wife was very busty. How will the sissy ever fill out all of the Elomi 36DD bras she inherited?
DeleteDonna Young
The weekend was a roller coaster. First, the thrill of crossdressing, then the terror of a man taking you to his room. Then the thrill of a man filling your pussy with his cum, then the shame and humiliation when you come down. A weekend you will never forget but still you hope you can go back to your old life, at least in public.
DeleteBut then you are back in the office, and he walks in. After a little small talk with everybody, you begin to relax and think it all back to normal. Then, he gently pats your bottom and tells you to be a good little girl and go make coffee.
So sexy Mary! Yes. "Outed" at the office. Soon you will be dressed as that "Good Little Girl" making coffee. Complete with dress, heels, makeup and permed hair. And the guy who outed you? He now "Owns" that Good Little Girl.
Delete