The Maids Sissy Maid 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. Ever since Brian O’Neil started working from home on Thursdays, his house cleaner Paula couldn’t help but notice his strange interest in ladies lingerie. Paula decides to put her theory to the test, and she quickly turns Brian into a submissive sissy maid, ready and willing to do her bidding. Paola spends the afternoon putting Brian through his paces in his new role, and she finds that their new arrangement will not only greatly reduce her work load, but will actually prove to be quite lucrative to her as well. Please enjoy the latest little story from my broken mind. As always, you’ll find a strong dominant femdom woman, a submissive beta boi, crossdressing, forced feminization, humiliation, sissies, maids, and of course men wearing pantyhose. Happy fapping friends, and I hope these help someone cum today.     Saving...     Description saved Ever since Brian O’Neil started working from home on Thursdays, his house cleaner Paula couldn’t help but notice his strange interest in ladies lingerie. Paula decides to put her theory to the test, and she quickly turns Brian into a submissive sissy maid, ready and willing to do her bidding. Paola spends the afternoon putting Brian through his paces in his new role, and she finds that their new arrangement will not only greatly reduce her work load, but will actually prove to be quite lucrative to her as well. Please enjoy the latest little story from my broken mind. As always, you’ll find a strong dominant femdom woman, a submissive beta boi, crossdressing, forced feminization, humiliation, sissies, maids, and of course men wearing pantyhose. Happy fapping friends, and I hope these help someone cum today. Gallery Categories: Fetish, CD / TV, Crossdressing Gallery Tags: sissy, sissy maid, feminization, humiliation, crossdress, pantyhose 10,0 (21 votes) Detailed View  /  One page “Oh I’m sorry Mr. O’Neil.” Said Paola, as she entered the master bedroom. “I thought you were in the office.” Startled, Brian quickly dropped his wife’s pink bra back into the top drawer and slammed it shut.     Saving...     Description saved “Oh I’m sorry Mr. O’Neil.” Said Paola, as she entered the master bedroom. “I thought you were in the office.” Startled, Brian quickly dropped his wife’s pink bra back into the top drawer and slammed it shut. img-3066.png 1024 x 1024 < 141 Views > Later that morning, Paola caught Brian watching her adjust her nylon in the kitchen. She began to strongly suspect that Mr. O’Oneil might have a thing for ladies clothing, and she began to hatch a plan to use that to her benefit.     Saving...     Description saved Later that morning, Paola caught Brian watching her adjust her nylon in the kitchen. She began to strongly suspect that Mr. O’Oneil might have a thing for ladies clothing, and she began to hatch a plan to use that to her benefit. img-3067.png 1254 x 1254 < 62 Views > The following Thursday, Paola confronted Brian in the living room. “Mr. O’Neil” She said kindly, as she presented him the maid’s dress “It’s okay if you wear it. I won’t tell anyone.”     Saving...     Description saved The following Thursday, Paola confronted Brian in the living room. “Mr. O’Neil” She said kindly, as she presented him the maid’s dress “It’s okay if you wear it. I won’t tell anyone.” img-3092.png 1254 x 1254 < 42 Views > Defensive at first, Brian’s shoulders quickly slumped and he took the dress from Paola. Sensing victory, she clapped in delight. “Follow me to the bedroom!” She beamed. “I have an idea.”     Saving...     Description saved Defensive at first, Brian’s shoulders quickly slumped and he took the dress from Paola. Sensing victory, she clapped in delight. “Follow me to the bedroom!” She beamed. “I have an idea.” img-3093.png 1254 x 1254 < 41 Views > Paola helped Brian pick out some lingerie from his wife’s drawer that would fit him. Brian quickly made his decision, and she could tell that he had thought about this well before today.     Saving...     Description saved Paola helped Brian pick out some lingerie from his wife’s drawer that would fit him. Brian quickly made his decision, and she could tell that he had thought about this well before today. img-3100.png 1024 x 1024 < 20 Views > As he fastened the bra around his chest, Paola handed Brian a package of sheer black pantyhose. “A proper maid wears hosiery Mr. O’Neil.” She explained to him as if it was the most normal thing ever.     Saving...     Description saved As he fastened the bra around his chest, Paola handed Brian a package of sheer black pantyhose. “A proper maid wears hosiery Mr. O’Neil.” She explained to him as if it was the most normal thing ever. img-3101.png 1024 x 1024 < 30 Views > Once dressed, Brian looked up at Paola from the bed, embarrassed and unsure of her reaction. Paola stood back and looked him over. She smiled, very pleased with the end result.     Saving...     Description saved Once dressed, Brian looked up at Paola from the bed, embarrassed and unsure of her reaction. Paola stood back and looked him over. She smiled, very pleased with the end result. img-3102.png 1024 x 1024 < 41 Views > Before he could protest, Paola snapped a quick selfie of the two of them. Now Brian was locked in, she thought to herself. There was no backing out at this point.     Saving...     Description saved Before he could protest, Paola snapped a quick selfie of the two of them. Now Brian was locked in, she thought to herself. There was no backing out at this point. img-3103.png 1024 x 1024 < 24 Views > Paola quickly put Brian to work and he happily jumped right in, seemingly becoming more relaxed in his new role with every passing minute. He didn’t even protest when she began taking more pictures and videos of him.     Saving...     Description saved Paola quickly put Brian to work and he happily jumped right in, seemingly becoming more relaxed in his new role with every passing minute. He didn’t even protest when she began taking more pictures and videos of him. img-3104.png 1254 x 1254 < 15 Views > Paola brought Brian from room to room, teaching him each of the tasks that she was expected to do throughout her workday.     Saving...     Description saved Paola brought Brian from room to room, teaching him each of the tasks that she was expected to do throughout her workday. img-3105.png 1254 x 1254 < 14 Views > Paola made sure to get plenty of photos and videos of Brian as he worked around the house. She giggled when she discovered that Brian still had some learning to do, when it came to modesty and working in a short dress.     Saving...     Description saved Paola made sure to get plenty of photos and videos of Brian as he worked around the house. She giggled when she discovered that Brian still had some learning to do, when it came to modesty and working in a short dress. img-3106.png 1024 x 1024 < 23 Views > Brian balked when it came time to take the trash outside. A wicked tingle came over Paola when she insisted that he go through with it, and he submitted to her and actually did so.     Saving...     Description saved Brian balked when it came time to take the trash outside. A wicked tingle came over Paola when she insisted that he go through with it, and he submitted to her and actually did so. img-3107.png 1254 x 1254 < 17 Views > Paola found that teasing Brian and making him feel humiliated, lit a fire inside of her that she had never known. She began to seek out ways to make him feel uncomfortable and embarrassed.     Saving...     Description saved Paola found that teasing Brian and making him feel humiliated, lit a fire inside of her that she had never known. She began to seek out ways to make him feel uncomfortable and embarrassed. img-3108.png 1254 x 1254 < 13 Views > After Paola let him back inside, she told Brian that whiny sissies deserve to be punished. She was stunned when he lowered his pantyhose as ordered and allowed her to spank him. She was flush with newfound power as she ruthlessly paddled his bare behind.     Saving...     Description saved After Paola let him back inside, she told Brian that whiny sissies deserve to be punished. She was stunned when he lowered his pantyhose as ordered and allowed her to spank him. She was flush with newfound power as she ruthlessly paddled his bare behind. img-3109.png 1024 x 1024 < 32 Views > Paola found more and more hilarious ways to humiliate Brian, and for some reason beyond her comprehension, he did as she ordered each time, never once saying no to her.     Saving...     Description saved Paola found more and more hilarious ways to humiliate Brian, and for some reason beyond her comprehension, he did as she ordered each time, never once saying no to her. img-3110.png 1024 x 1024 < 20 Views > Realizing that there was still work to do, Paola relaxed on the couch with a beer and her phone while Brian finished up the housework.     Saving...     Description saved Realizing that there was still work to do, Paola relaxed on the couch with a beer and her phone while Brian finished up the housework. img-3111.png 1024 x 1024 < 24 Views > When Brian finished the housework, Paola called him over to the couch. “A good sissy deserves a reward.” She explained. And she told Brian to lick and kiss her nylon toes as he gave her a foot rub.     Saving...     Description saved When Brian finished the housework, Paola called him over to the couch. “A good sissy deserves a reward.” She explained. And she told Brian to lick and kiss her nylon toes as he gave her a foot rub. img-3112.png 1024 x 1024 < 44 Views > Paola found Brian’s wallet in the kitchen. “You are going to be my sissy maid every Thursday.” She told him, as she took $200 out of his wallet. “And I am going to let you. Do you understand?” Brian stood silent, and nodded in agreement.     Saving...     Description saved Paola found Brian’s wallet in the kitchen. “You are going to be my sissy maid every Thursday.” She told him, as she took $200 out of his wallet. “And I am going to let you. Do you understand?” Brian stood silent, and nodded in agreement. img-3113.png 1024 x 1024 < 28 Views > Brian’s wife Karen got home from work just as Paola was leaving. “Oh Paola!” She beamed. “The house looks amazing! What would we do without you?” Paola just smiled at the woman and replied, “Thank you Mrs. O’Neil.     Saving...     Description saved Brian’s wife Karen got home from work just as Paola was leaving. “Oh Paola!” She beamed. “The house looks amazing! What would we do without you?” Paola just smiled at the woman and replied, “Thank you Mrs. O’Neil. img-3116.png 1254 x 1254 < 33 Views > Later that evening, Brian’s phone buzzed in his pocket. He took it out to find a text message from Paola. Along with the photo, it read. “Can’t wait to see you next Thursday!”     Saving...     Description saved Later that evening, Brian’s phone buzzed in his pocket. He took it out to find a text message from Paola. Along with the photo, it read. “Can’t wait to see you next Thursday!” img-3118.png 1254 x 1254 < 28 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/14375253 Or generate html/bbcode here Report this gallery