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Sunday, March 3, 2024

Strap-On Sunday

 Good Morning Everyone, enjoy your Sunday before Monday in hard and deep!

(Also, I noticed a few comments where lost somehow in the spam folder, I will look to that does not happen again. But please, if you see some link not working, to please contact me and let know, that way I can address it.)






 


26 comments:

  1. A guy could be trained with a strap-on, perhaps in combination with various butt plugs and a chastity cage. The desired result would be for him to become addicted to pegging and unable to climax any other way. It might require EXTENSIVE conditioning to get him to that point. He would have to beg his girlfriend/wife/Mistress to take him from behind, even though asking for it would be deeply shameful for him. Poor butt-boy.

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    1. At that point, the Mistress/Wife/Girlfriend might inform the sissy that she is too busy to peg him . She does have a bisexual friend who is willing to "help". At first the sissy rejects the idea. Insists that he is not gay. Eventually the sissy will become so desperate , he will agree to almost anything to climax. If the "surrogate" wears a condom, is it still considered gay?
      Donna

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    2. That works, too. If the top wears a condom, it gets knotted afterward and the sissy has to keep it with him for the rest of the day, as a reminder of what he asked for. Maybe it gets hung from a slender silver chain, around his neck. That night, he has to sleep with it on his pillow.

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    3. I thought that I had a twisted imagination. Now we know why you are the Master when it comes to forced fem & humiliation.
      What will the sissy have to do (or say) to get the top to make a return visit?
      What if the condom breaks, falls off or( some how) has a hole in it? Will the sissy be able to cope with the mess & humiliation?

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    4. Thanks, John. If the condom leaks, sissy will have to clean up the mess with his mouth. An alternative place to put it, right in the beginning, is in his mouth. He won't be able to speak normally, but any spillage will be well contained.

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    5. Sissies should be well prepared for any eventuality. The Mistress cannot be expected to handle everything.

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    6. The idea of being penetrated by a strap on while fully nude is a such a delicious thought. Total emasculation.

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  2. Good to see more women taking the plunge!

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  3. Oh my gracious me. These are so wonderfully delicious! The last drawing of the Sissy with the cute Pixie Cut and the pink lipstick. He looks like the Femme in a Butch/Femme, Lesbian relationship.

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  4. In number 2 both the Sissy and the Woman look "Butchie."

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  5. All very fascinating, but I find the second most moving. He is finding that the New Girl is not just a Tomboy, but packing as well.

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    1. Oh yes. She's the "Butch" in that relationship. I just love the "Do's" on those Butch Dommes.

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    2. The second is my favorite as well.

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  6. I also enjoyed the second pic in particular. I am guessing that it depicts a woman enjoying her spousal rights. Probably, it was spontaneous in that her boi wasn't properly dressed in a bra and stockings.

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    1. I think you're right Mary. It might be one of the those last straw situations when she's finally had enough. The strap on coming out through the fly of her pants really gives away how she see's their future. I think once that beautiful red hair of his has grown out and he has adjusted his life style they will have the loving relationship that she was always looking for.

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    2. Yes, yes, Tulip. As newlyweds she is just taking control. Giving him a random seeing to, will keep him in the proper frame of mind. Afterward, take him shopping or better yet to the beauty parlor to have his short hair styled, while he is still a little bowlegged, would be just the thing for him.

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    3. Yes. Exactly. The Sissy's hair in #2 is just far to "Bushy." "She" needs to be taken to a full service salon where "Her" hair can be trimmed, thinned out and styled into a Proper "Pixie" cut. And the color? It should be "Done" in a more Vivid, Coppery Red tone, that makes "Her" stand out when she's serving "Her" spouse's friends.

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    4. Hopefully, after 'she' starts to have sissygasms under her spouse, she will fully embrace her feminization. Let the ladies at the beauty parlor laugh. Who cares about the looks 'she' gets from her spouse's friends (male or female)? Let 'her' old buddies stare at how feminine 'she' appears. 'She' wants to be as pretty as possible and loves to be shown off by her spouse. 'She' knows how much it turn her spouse on and how hard a f**king she will get later on.

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    5. Oh Mary and Priscilla, what a picture you paint.

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  7. I think they will have to keep the guy in the first picture as a pet, now they have Brocken him.

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  8. By the slight colouring on the second guy ass. He may of needed some "persuasion".

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  9. In the last picture. By the way he is squinting I'd say she is buried that deep in him that his feet are off the ground.

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    1. Yes. Someone knows that "Her" days of having any say in Household decisions is over with.

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