Sissy Ideas 17 Uploaded by ALilBroken Profile | Galleries | Videos | Favorites | Fanbase | Clubs | Comments | Blog | Chat Add a description of the contents of your gallery, so it will be more visible for other users. Remember that you can also add descriptions to each image. So a fan of my pictures here on imagefap,”Quint”, said he liked one of my pictures where the man was not being humiliated too badly, and the woman in the scene was more supportive of him. He said he thought that I should do more pictures like that one. It is definitely an under represented theme in my work, so I will try to have a picture or two in each gallery going forward, where the women are helping or supporting the man by dressing him. In this case, the young man in the bedroom who has been made over by the two young women, to everyone’s delight. And perhaps a bit less so, the young man who has been made over by his sister and girlfriend for a laugh, and brought out to the living room to show his pleasantly amused mother how he looks. Im curious to see if they go over well or not :)     Saving...     Description saved So a fan of my pictures here on imagefap,”Quint”, said he liked one of my pictures where the man was not being humiliated too badly, and the woman in the scene was more supportive of him. He said he thought that I should do more pictures like that one. It is definitely an under represented theme in my work, so I will try to have a picture or two in each gallery going forward, where the women are helping or supporting the man by dressing him. In this case, the young man in the bedroom who has been made over by the two young women, to everyone’s delight. And perhaps a bit less so, the young man who has been made over by his sister and girlfriend for a laugh, and brought out to the living room to show his pleasantly amused mother how he looks. Im curious to see if they go over well or not :) Gallery Categories: Fetish, Crossdressing, AI Generated Gallery Tags: sissy, sissy maid, feminization, humiliation, cuckold, pantyhose, stockings, maid 9,6 (23 votes) Detailed View  /  One page Matt had finally made senior partner at Callahan. That meant after today, no more skirts or lingerie at work. There was just one more thing he had to do before his promotion was complete. A little ceremony that Mrs. Callahan liked to supervise personally     Saving...     Description saved Matt had finally made senior partner at Callahan. That meant after today, no more skirts or lingerie at work. There was just one more thing he had to do before his promotion was complete. A little ceremony that Mrs. Callahan liked to supervise personally img-0949.png 1024 x 1024 < 278 Views > Johnny sat back down, his face burning hot red, as the cam model broke her stern dominatrix character and burst out laughing hysterically at his tiny little cock.     Saving...     Description saved Johnny sat back down, his face burning hot red, as the cam model broke her stern dominatrix character and burst out laughing hysterically at his tiny little cock. img-0961.png 1024 x 1024 < 124 Views > “Oh no!” said Kari. “I left my wallet at my house.” That’s Ok”, Jasmine replied. “We can stop by and get it on the way to the restaurant.” “Oh thank you, I mean Kevin is probably just sitting around the house watching some stupid superhero movie.”     Saving...     Description saved “Oh no!” said Kari. “I left my wallet at my house.” That’s Ok”, Jasmine replied. “We can stop by and get it on the way to the restaurant.” “Oh thank you, I mean Kevin is probably just sitting around the house watching some stupid superhero movie.” img-1045.png 1024 x 1024 < 165 Views > Good boy. Now gently kiss them, or it’s three more hard taps on the nuts.     Saving...     Description saved Good boy. Now gently kiss them, or it’s three more hard taps on the nuts. img-0921.png 1024 x 1024 < 105 Views > She smiled watching his obvious conflict as he dressed her. His eyes devouring her wet naked body. She loved the power, teasing him. Knowing that he wasn’t permitted to touch her.     Saving...     Description saved She smiled watching his obvious conflict as he dressed her. His eyes devouring her wet naked body. She loved the power, teasing him. Knowing that he wasn’t permitted to touch her. img-0923.png 1024 x 1024 < 42 Views > At first Mallory was furious when Kyle installed a stripper pole in their living room and told her he thought it would be fun. But after some thought, she decided that he was right after all.     Saving...     Description saved At first Mallory was furious when Kyle installed a stripper pole in their living room and told her he thought it would be fun. But after some thought, she decided that he was right after all. img-0924.png 1024 x 1024 < 62 Views > Jennifer tried not to laugh too hard when Mark’s sister and girlfriend brought him into the living room to show her what they had been doing in Penny’s bedroom for the last hour.     Saving...     Description saved Jennifer tried not to laugh too hard when Mark’s sister and girlfriend brought him into the living room to show her what they had been doing in Penny’s bedroom for the last hour. img-0927.png 1024 x 1024 < 58 Views > This what not what either of them had expected when Aiden and Bret both raced over to Candace’s house, after she suggested they shoot a homemade porn video together.     Saving...     Description saved This what not what either of them had expected when Aiden and Bret both raced over to Candace’s house, after she suggested they shoot a homemade porn video together. img-0939.png 1024 x 1024 < 78 Views > Sure, it was humiliating. And these sorority girls were kind of slobs. But they were loaded, the uniform was included, and the job paid $40 and hour.     Saving...     Description saved Sure, it was humiliating. And these sorority girls were kind of slobs. But they were loaded, the uniform was included, and the job paid $40 and hour. img-0958.png 1024 x 1024 < 42 Views > And slowly, the shame and humiliation washed away as he gazed at the beautiful face looking back at him in the mirror. The two girls were thrilled with their work, and he honestly felt more at peace than he had in a long time.     Saving...     Description saved And slowly, the shame and humiliation washed away as he gazed at the beautiful face looking back at him in the mirror. The two girls were thrilled with their work, and he honestly felt more at peace than he had in a long time. img-1031.png 1024 x 1024 < 59 Views > $35 doesn’t sound like a lot of money at first.     Saving...     Description saved $35 doesn’t sound like a lot of money at first. img-9984.jpeg 899 x 909 < 74 Views > “Put them on.” She said matter of fact, as she spritzed perfume on her neck and breasts. “He’s on his way over.”     Saving...     Description saved “Put them on.” She said matter of fact, as she spritzed perfume on her neck and breasts. “He’s on his way over.” img-9936.jpeg 940 x 873 < 44 Views > Users who added this gallery You have to login in order to favorite this gallery Send this link to a friend To link to this gallery use : https://www.imagefap.com/gallery/13982836 Or generate html/bbcode here Report this gallery