Some creative ones this week. #1 reminds me of Priscilla's Corporate Makeover. I love #2 (making use of a sissy which serves a bigger purpose). #20, #21 and 22 I love, that last one exemplifies what feminization is. Submission through body position, color symbolism: Pink, role reversal: woman in control in the bedroom and of course clothing: frilly lingerie.... Oh #18 will make you blush.
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I wonder how the fans of this site would react if they found themselves in the shoes of the feminine sissy in caption #8. It looks like she is in for a very busy evening.
ReplyDeleteI love her white lingerie. She looks concerned, and she should be.
These captions are fantastic. Thank you for posting them!
It appears she was just freshly paddled. She thought, incorrectly that she as well as Mistress were "Doubling" with the two gentleman. Now It appears that Henrietta will be
ReplyDelete"Entertaining" both of the studs. Now, she realizes that every time she has "Doubled" by herself, she has been "Spit-Roasted."
Apparently the "Gurl" in number 20, didn't realize her wife might want to get "Laid" on her honeymoon, and as "She" would be incapable of performing such an act, her "Wife" decided to take a nicely, tanned, broad shouldered, male escort to the Bahamas with her. Luckily she has a caring, understanding mother-in-law, who will care for her and put her tongue to good use.
ReplyDeleteSaffron's Ex-Girlfriend in number 17 is seeing that "She" eats and extra-nutritious breakfast prior to serving refreshments at Mother's Ladies Guild Luncheon.
ReplyDeleteThat's a small bowl of oatmeal, so the proportion of semen in it will be quite high and, I'll bet, easy to taste.
DeleteImagine being bottle fed, your Ex-wife's, boyfriend's Ejaculate, while being tied down, wearing a diaper and plastic pants. That is just so shameful it's actually hot.
ReplyDeleteAfter spending 24 hours encapsulated in her punishment "wet suit", will the sissy in #18 eagerly follow her Mother In Law's instructions? That woman looks like a very stern task master. I would love to be her Son In Law.
DeleteYes, wouldn't that be a treat. Having her feeding me the Ejaculate of my wife's lover, that was collected when they honeymooned, after our wedding, while I stayed home to be trained by my new Mummy. I only hope she'll allow me to nurse the children they have together.
DeleteThe Pink Sissy in 21 jaust can't wait to scream.
ReplyDeleteThe sissy in number 15 is finding out what it's like to work in a bordello with a tough, Madame.
ReplyDeleteIf I were "Darla" in number 1, I'd be very thankful that Ms. Amber enjoyed having a little "Fruit" as a Secretary. It might be better than waiting hand and foot on a Manly, Alpha, Male Stud. After all, with Ms. Amber, the only sperm Darla has to lick up is her own.
ReplyDeleteI am not so sure about your theory. Ms. Amber might loan you out to her Limo Driver, Security Guard or even her Gardener. A sissy wearing an outfit like that would attract plenty of male attention. She might use your oral talents to close a business deal, or thank a client for his business. No type A business man would pass up an opportunity to relieve some stress with a sissy in that uniform. Darla probably has a set of knee pads in her bottom desk drawer next to her purse.
DeleteDonna Young
Those are some wonderful ideas for a story, especially being ":Loaned" out to improve her standing as a Businesswoman'.
DeleteI like how the women are surrounding the sissy in caption #11. They look like a pack of wolves closing in for the kill.
ReplyDeleteMiss Bouffant, did any of your ex's friends ever act like those Yenta's ?
When I finally did move from the residence which my Ex and I shared, I actually did move in with a Mature Yenta. A friend of my mother’s to be exact. She enjoyed showing me off to her to her Matronly “Sisters” so to speak, strictly for their viewing amusement.
DeleteThat sounds really hot. Did those seniors encourage you to dress like them, or maybe suggest that you frequent the same hair salon that they go to for a wash and set? They might offer to include you in their activities if you could pass as a "Club Girl". Women that age have many activities to participate in.
DeleteDid any of those women attempt to set you up with one of their widower friends?
The lady I was living with was into several businesses. She owned a bar/restaurant, a boutique, and a very "Trendy" Coffee, Pastry and Sandwich shop, which was very LGBTQ friendly, and also carried a lot of Gender Identity/Sexual Orientation literature in the Bookstore section. So, for most of these Yenta's I was more or less the Token Trans. I worked part time at the Coffee shop, and cleaned house as well as cocked, for the woman that I'd moved in with. And yes, the same lady that allowed me to stay with her, post separation, did set me up with a Gay, male, K-Street attorney that I lived with for quite some time.
DeleteSome of the numbering, after 16, might tend to be off by one, as to my earlier postings, since number 16 posted.
ReplyDeleteSpeaking of #16, Would you ever consider being a biker chick?
DeleteIt might be an interesting lifestyle ( at least for a while)
if I could look as hot as that little Swish does, yes. Looking that good, ever, and I gladly pull a train.
DeleteWhen she walked into the biker bar after so carefully dressing as a cute little biker chick, she thought she knew what she wanted. But the guys were so rough and crass, she really regretted her decision. So when this burly bearded guy took her under his wing she clung to him. When he said he would take her home she gladly got on the back of his Harley. It took her awhile to figure out that he did not mean HER home.
DeleteShe really is a true Hottie. I'm certain the Big, burly, bearded guy broke her in very gently.
DeleteEvery girl wants to feel safe and protected. The burly biker will expect the sissy to show exactly how much she appreciates his intervention.
DeleteIf she becomes his "old lady", the sissy will eventually end up covered in feminine tats. Implants and lip fillers will help the sissy fit in with the other biker chicks. A visit to Miss Bouffant's Salon will give her an appropriate hairdo.
Thanksgiving this year should be very interesting. I bet her family will be shocked when the sissy introduces her "old man" to family & friends.
It has to be uplifting for the "Faglette" in number 3 to be told how real women were the waitresses in by gone years and not Pansies. As to the Sissy Cuck in number 6, does she get aroused at all when her wife describes sex with her "Real" man?
ReplyDeleteYes, Priscilla, I think the Sissy Cuck in #6 does get excited when Julia rhapsodizes over sex with a true man. It wasn't that way in the beginning, but after being feminized and in chastity for months, the poor pansy's sex drive was redirected to being stimulated by the wife's tales of promiscuity.
DeleteAfter the sissy in #9 gets her corrective surgery, do you think that she will no longer be a son in law ? After the annulment , will the sissy take her former mother in law's last name and live as her daughter?
ReplyDeletePossibly stand up in her ex- wife's wedding as a bridesmaid?
Her new "mother" might include the sissy in many of her social gatherings with her lady friends. She might be considered a "Token Trans" , and subjected to a certain amount of ridicule and snide comments about being gay.
oh, no, dear. clipping the berries is not a sex change. Just makes them a eunuch. Still legally male, if not a man.
DeleteYou are correct, the sissy is still legally male. However, with her clit tucked away and a pad in her panties, she certainly will not be able to present as a man.
DeleteI thought that after losing her wife and her job, perhaps her ex-mother in law might allow the sissy to live with her as her housekeeper / companion.
Once the sissy starts her HRT treatments, her fate will be sealed.
You know what #17 needs? one of those little hand counters where you press a button and it counts up one each time. Put the little button in the balls so Sissy had to click it with their chin, to ensure they go ALL the way down on it....
ReplyDeleteSissy had better learn quickly. The Candyman ( a friend of her Mistress) will soon arrive.
ReplyDeleteHe has a candy cane and 2 soft, sweet, sugar balls that contain a special treat for the sissy.