Sissy Ideas 7 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. Although by far not the most salacious of these pictures, I think my favorite is poor Conner getting made up as a school girl by his sister and her friends. Maybe because it reminds me of my own adventure at his age. But also, I feel that high school girls would really have fun with something like this and go over the top to make it especially embarrassing for him. Especially in a pack like this. I mean case in point, they have already put him in stockings and high heels, something none of them are wearing.     Saving...     Description saved Although by far not the most salacious of these pictures, I think my favorite is poor Conner getting made up as a school girl by his sister and her friends. Maybe because it reminds me of my own adventure at his age. But also, I feel that high school girls would really have fun with something like this and go over the top to make it especially embarrassing for him. Especially in a pack like this. I mean case in point, they have already put him in stockings and high heels, something none of them are wearing. Gallery Categories: Fetish, Crossdressing, AI Generated Gallery Tags: sissy, sissy maid, maid, feminization, humiliation, femdom, public, pantyhose, stockings No Votes yet Detailed View  /  One page This one is very pretty and comfortable. You can wear it all day.     Saving...     Description saved This one is very pretty and comfortable. You can wear it all day. img-0029.jpeg 910 x 911 < 161 Views > Yes, it’s a new policy. They are now considered a part of your uniform and must be worn daily.     Saving...     Description saved Yes, it’s a new policy. They are now considered a part of your uniform and must be worn daily. img-0139.jpeg 1024 x 1024 < 56 Views > The two women smiled wickedly to each other. They’d all gone over the choreography of the match together beforehand and Mark braced himself, knowing that she was going to hoist him in the air with a massive wedgie, slam him down and then pin him for the w     Saving...     Description saved The two women smiled wickedly to each other. They’d all gone over the choreography of the match together beforehand and Mark braced himself, knowing that she was going to hoist him in the air with a massive wedgie, slam him down and then pin him for the w img-0215.jpeg 1024 x 1024 < 63 Views > “Shit!” Thought Joe. He had almost made it to the garbage can undetected, when Stacy Mackie and Tiffany Brower rounded the corner walking Stacy’s dog.     Saving...     Description saved “Shit!” Thought Joe. He had almost made it to the garbage can undetected, when Stacy Mackie and Tiffany Brower rounded the corner walking Stacy’s dog. img-0218.jpeg 1024 x 1024 < 78 Views > Peter stood in the living room humiliated, listening to the women laugh. He wondered to himself if they ever just played this game with jeans and a flannel.     Saving...     Description saved Peter stood in the living room humiliated, listening to the women laugh. He wondered to himself if they ever just played this game with jeans and a flannel. img-0238.jpeg 1024 x 1024 < 53 Views > Jenny told me that the guys were starting to ask about you, and she said to tell you that it was time to get in the booth.     Saving...     Description saved Jenny told me that the guys were starting to ask about you, and she said to tell you that it was time to get in the booth. img-0308.jpeg 1024 x 1024 < 46 Views > Kyle lay on the table listening to the buzz of the needle and the two girls laugh. His girlfriend Macie insisted on a tramp stamp, but he wouldn’t get to see it until it was done.     Saving...     Description saved Kyle lay on the table listening to the buzz of the needle and the two girls laugh. His girlfriend Macie insisted on a tramp stamp, but he wouldn’t get to see it until it was done. img-0331.jpeg 1024 x 1024 < 42 Views > It better be spotless babe, or I might not give you a ride home.     Saving...     Description saved It better be spotless babe, or I might not give you a ride home. img-9672.jpeg 1024 x 1024 < 38 Views > Aren’t they adorable!? I had them specially made for him online.     Saving...     Description saved Aren’t they adorable!? I had them specially made for him online. img-9703.jpeg 1024 x 1024 < 36 Views > Returning from his third trip to the poolside bar and feeling the hot sun marking his pale skin, John knew this was going to be a very long day.     Saving...     Description saved Returning from his third trip to the poolside bar and feeling the hot sun marking his pale skin, John knew this was going to be a very long day. img-9731.jpeg 1024 x 1024 < 37 Views > Mrs. Callahan warmly greeted her guests as they arrived and Mason quietly took their coats and purses.     Saving...     Description saved Mrs. Callahan warmly greeted her guests as they arrived and Mason quietly took their coats and purses. img-9735.jpeg 1024 x 1024 < 33 Views > Tomorrow was Connor’s first day at the new Callahan Coed Prep School, and his sister invited all of her friends over to help him prepare for the big day.     Saving...     Description saved Tomorrow was Connor’s first day at the new Callahan Coed Prep School, and his sister invited all of her friends over to help him prepare for the big day. img-9799.png 1024 x 1024 < 47 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/13928147 Or generate html/bbcode here Report this gallery