Sissy Ideas 23 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. This gallery contains images of submissive men being humiliated for the amusement and or benefit of strong dominant women through some form of feminization. Some are made up to be sissy maids, some are just crossdressed in lingerie. Most of them are exposed to others in their humiliating state, against their wishes. I purposely make sure that my male characters present as an obvious man who is dressed in women’s clothing, as I think that would be much more embarrassing to him than if he were to convincingly pass as a woman. I love hosiery, so my men are wearing pantyhose or stockings, while ironically, my female characters often are not. Additionally, I love the look of nylons on feet, so their toes are usually exposed in either high heeled sandals, or no shoes at all. I hope you enjoy my galleries, and I absolutely love it when people comment on my pictures. Oh yeah… there is a werewolf too :)     Saving...     Description saved This gallery contains images of submissive men being humiliated for the amusement and or benefit of strong dominant women through some form of feminization. Some are made up to be sissy maids, some are just crossdressed in lingerie. Most of them are exposed to others in their humiliating state, against their wishes. I purposely make sure that my male characters present as an obvious man who is dressed in women’s clothing, as I think that would be much more embarrassing to him than if he were to convincingly pass as a woman. I love hosiery, so my men are wearing pantyhose or stockings, while ironically, my female characters often are not. Additionally, I love the look of nylons on feet, so their toes are usually exposed in either high heeled sandals, or no shoes at all. I hope you enjoy my galleries, and I absolutely love it when people comment on my pictures. Oh yeah… there is a werewolf too :) Gallery Categories: Fetish, Crossdressing, AI Generated Gallery Tags: sissy, sissy maid, maid, feminization, humiliation, femdom, stockings, pantyhose 9,6 (33 votes) Detailed View  /  One page Since enrolling Kevin in the Callahan program was Madison’s mother’s idea in the first place, she invited her mom to the week 5 maid seminar as a guest.     Saving...     Description saved Since enrolling Kevin in the Callahan program was Madison’s mother’s idea in the first place, she invited her mom to the week 5 maid seminar as a guest. img-1213.png 1024 x 1024 < 502 Views > “I should have just said yes to the first dress she offered me!” John thought angrily to himself. But now Jenny had involved two sales associates, they had moved him out to large open mirrors, and this whole thing was getting way out of control.     Saving...     Description saved “I should have just said yes to the first dress she offered me!” John thought angrily to himself. But now Jenny had involved two sales associates, they had moved him out to large open mirrors, and this whole thing was getting way out of control. img-1218.png 1024 x 1024 < 205 Views > Simon and Pete dutifully kissed each other when asked to by Kari. The women all laughed nervously, realizing that just as Rose had explained, these two men would do nearly anything the women asked of them without hesitation. And then the fun really began     Saving...     Description saved Simon and Pete dutifully kissed each other when asked to by Kari. The women all laughed nervously, realizing that just as Rose had explained, these two men would do nearly anything the women asked of them without hesitation. And then the fun really began img-1224.png 1024 x 1024 < 187 Views > Aiden tried to keep his professional composure and just pour the wine, as he heard the soft snicker and felt the tug on his stocking and the snap of his garter strap for behind, yet again.     Saving...     Description saved Aiden tried to keep his professional composure and just pour the wine, as he heard the soft snicker and felt the tug on his stocking and the snap of his garter strap for behind, yet again. img-0311.png 1024 x 1024 < 126 Views > “Nothing. Just walking the dog. Yeah, we can come by. Who’s all there. Oh, tell her that he is wearing the light blue uniform that she loves! Okay, see you in a bit.”     Saving...     Description saved “Nothing. Just walking the dog. Yeah, we can come by. Who’s all there. Oh, tell her that he is wearing the light blue uniform that she loves! Okay, see you in a bit.” img-1203.png 1024 x 1024 < 57 Views > “Jesus! Who drops a whole pizza?” Thought William, as he quietly went about cleaning up the girls’ mess from the night before.     Saving...     Description saved “Jesus! Who drops a whole pizza?” Thought William, as he quietly went about cleaning up the girls’ mess from the night before. img-1205.png 1024 x 1024 < 72 Views > “Maybe I need a maid.” Thought Maria, as she watched the Beratolli boy hang his uniforms out to dry in the courtyard.     Saving...     Description saved “Maybe I need a maid.” Thought Maria, as she watched the Beratolli boy hang his uniforms out to dry in the courtyard. img-1206.png 1024 x 1024 < 91 Views > “No, stop crying, I’m not opening it. I told you a bag of chips, a quart of milk and some toilette paper. Now you’d better get moving or I’ll just leave you here.”     Saving...     Description saved “No, stop crying, I’m not opening it. I told you a bag of chips, a quart of milk and some toilette paper. Now you’d better get moving or I’ll just leave you here.” img-1207.png 1024 x 1024 < 69 Views > “Oh no! It got declined. I guess that one is spent. Let's try your Visa card next.”     Saving...     Description saved “Oh no! It got declined. I guess that one is spent. Let's try your Visa card next.” img-1208.png 1024 x 1024 < 70 Views > “Come on Kyle, don’t worry about it, it’s totally custom for the maid of honor to dance with the best man at the first group dance.”     Saving...     Description saved “Come on Kyle, don’t worry about it, it’s totally custom for the maid of honor to dance with the best man at the first group dance.” img-1209.png 1024 x 1024 < 90 Views > Riley was stunned at how strong she was. And suddenly, this didn’t feel like an easy $1000 anymore.     Saving...     Description saved Riley was stunned at how strong she was. And suddenly, this didn’t feel like an easy $1000 anymore. img-1210.png 1024 x 1024 < 72 Views > “Why is your brother dressed that way?” Samantha asked Rebecca, a little shocked and trying not to laugh. “Well, he broke curfew last week, and my mom doesn’t really believe in traditional punishments.”     Saving...     Description saved “Why is your brother dressed that way?” Samantha asked Rebecca, a little shocked and trying not to laugh. “Well, he broke curfew last week, and my mom doesn’t really believe in traditional punishments.” img-1211.png 1024 x 1024 < 79 Views > Kylie felt terrible as Mason continued to wretch over the toilette, trying to get the salty taste of semen out of his mouth. She realized that heir fun little drinking game had gotten way out of control.     Saving...     Description saved Kylie felt terrible as Mason continued to wretch over the toilette, trying to get the salty taste of semen out of his mouth. She realized that heir fun little drinking game had gotten way out of control. img-1212.png 1024 x 1024 < 86 Views > Carmen couldn’t help but giggle when she watched the new hires hit the slick marble flooring on the first floor, in their heels.     Saving...     Description saved Carmen couldn’t help but giggle when she watched the new hires hit the slick marble flooring on the first floor, in their heels. img-1216.png 1024 x 1024 < 57 Views > “No, we tried the whole French maid thing, but the uniforms, while pretty, just don’t hold up to actual housework.”     Saving...     Description saved “No, we tried the whole French maid thing, but the uniforms, while pretty, just don’t hold up to actual housework.” img-1220.png 1024 x 1024 < 41 Views > “Oh I highly recommend the Callahan program. It’s really amazing! Now he loves to grocery shop, and when we get home, he’s making dinner for us too.”     Saving...     Description saved “Oh I highly recommend the Callahan program. It’s really amazing! Now he loves to grocery shop, and when we get home, he’s making dinner for us too.” img-1221.png 1024 x 1024 < 51 Views > Mark’s first day at the diner wasn't going too well, but the other waitresses kept assuring him that it would get better.     Saving...     Description saved Mark’s first day at the diner wasn't going too well, but the other waitresses kept assuring him that it would get better. img-1222.png 1024 x 1024 < 62 Views > “Look, we need this cash. So if he cums in your mouth, just shut up and swallow it!”     Saving...     Description saved “Look, we need this cash. So if he cums in your mouth, just shut up and swallow it!” img-1223.png 1024 x 1024 < 71 Views > Shocked at the sudden turn of events, Billy desperately tried to grab at her hands. “This wasn’t going as planned!”, he thought panicked, as he felt the tightly stretched Lycra material crush his testicles and he heard the distinct sound of cloth tearing.     Saving...     Description saved Shocked at the sudden turn of events, Billy desperately tried to grab at her hands. “This wasn’t going as planned!”, he thought panicked, as he felt the tightly stretched Lycra material crush his testicles and he heard the distinct sound of cloth tearing. img-1225.png 1024 x 1024 < 89 Views > I so wanted the AI program to render this idea with realistic people, but after many tries, it just wouldn’t. But the picture has a crossderessed guy and a badass girl, so it totally tracks with the rest of my content :)     Saving...     Description saved I so wanted the AI program to render this idea with realistic people, but after many tries, it just wouldn’t. But the picture has a crossderessed guy and a badass girl, so it totally tracks with the rest of my content :) img-1159.png 1024 x 1024 < 55 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/14031526 Or generate html/bbcode here Report this gallery