Sissy Ideas 22 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. While there are a lot of pictures here that are way more sexually charged, one of my favorites in this group is poor Bradley walking on the treadmill. As someone who struggles to walk like a human in any kind of high heel, I’m always impressed by women who can do so effortlessly. So here we have Bradly. He’s far enough along in the Callahan program to accept openly wearing a sissy maid’s dress and lingerie in front of a group of women, but now his femininity needs to be refined. He needs to learn to regularly compose himself in a more ladylike manner, to include walking confidently in heels. Our instructor Beverly shows the women in attendance a simple method for bringing their husband along in this regard, quickly. Have him practice walking in his heels on a small treadmill. Once he can do that for a prolonged period of time, add a level of difficulty such as balancing a tray of wine glasses as he walks. Soon, like Bradly, their husbands will be more than proficient on their elegant footwear.     Saving...     Description saved While there are a lot of pictures here that are way more sexually charged, one of my favorites in this group is poor Bradley walking on the treadmill. As someone who struggles to walk like a human in any kind of high heel, I’m always impressed by women who can do so effortlessly. So here we have Bradly. He’s far enough along in the Callahan program to accept openly wearing a sissy maid’s dress and lingerie in front of a group of women, but now his femininity needs to be refined. He needs to learn to regularly compose himself in a more ladylike manner, to include walking confidently in heels. Our instructor Beverly shows the women in attendance a simple method for bringing their husband along in this regard, quickly. Have him practice walking in his heels on a small treadmill. Once he can do that for a prolonged period of time, add a level of difficulty such as balancing a tray of wine glasses as he walks. Soon, like Bradly, their husbands will be more than proficient on their elegant footwear. Gallery Categories: AI Generated Gallery Tags: sissy, sissy maid, maid, cuckold, humiliation, feminization, femdom, stockings 9,8 (37 votes) Detailed View  /  One page Mandy gasped. Kenny hadn’t even taken Joe fully into his mouth. He had just gently licked the shaft and tip of his penis, when suddenly, Joe drew a quick breath, his balls pulsated, and a milky stream of semen erupted and drizzled down his cock.     Saving...     Description saved Mandy gasped. Kenny hadn’t even taken Joe fully into his mouth. He had just gently licked the shaft and tip of his penis, when suddenly, Joe drew a quick breath, his balls pulsated, and a milky stream of semen erupted and drizzled down his cock. img-1126.png 1024 x 1024 < 762 Views > “Oh my God, this is a great shot! This one is definitely going online. Hey, don’t stop now! Keep going Babe, you’re almost all the way down!”     Saving...     Description saved “Oh my God, this is a great shot! This one is definitely going online. Hey, don’t stop now! Keep going Babe, you’re almost all the way down!” img-1200.png 1024 x 1024 < 300 Views > Janey almost died laughing when her friend Samantha casually took off her bra and tossed it into the laundry basket that her brother Brian was carrying. “Now I’d better not find any cum stains on those later.” Sam teased him.     Saving...     Description saved Janey almost died laughing when her friend Samantha casually took off her bra and tossed it into the laundry basket that her brother Brian was carrying. “Now I’d better not find any cum stains on those later.” Sam teased him. img-1086.png 1024 x 1024 < 247 Views > “Come on. Spread those legs a little and show everyone why you are going to be wearing panties today.”     Saving...     Description saved “Come on. Spread those legs a little and show everyone why you are going to be wearing panties today.” img-1199.png 1024 x 1024 < 302 Views > Matt wasn't sure what was worse. The clothes she was making him wear. This video of some strange man cumming in his wife. Her taunting his small dick, or the absolute raging boner he had in his panties right now.     Saving...     Description saved Matt wasn't sure what was worse. The clothes she was making him wear. This video of some strange man cumming in his wife. Her taunting his small dick, or the absolute raging boner he had in his panties right now. img-1127.png 1024 x 1024 < 179 Views > Kevin was really beginning to regret agreeing to help his sister’s cheerleading team with this charity car wash.     Saving...     Description saved Kevin was really beginning to regret agreeing to help his sister’s cheerleading team with this charity car wash. img-0286.png 1024 x 1024 < 127 Views > Bradly just tried to concentrate on walking smoothly and not dropping the glasses, as Beverly continued on with her seminar.     Saving...     Description saved Bradly just tried to concentrate on walking smoothly and not dropping the glasses, as Beverly continued on with her seminar. img-1113.png 1024 x 1024 < 127 Views > Will just couldn’t get any traction on the smooth concrete floor in his stocking feet, as Maura pulled him out of the fitting room towards a rack of dresses.     Saving...     Description saved Will just couldn’t get any traction on the smooth concrete floor in his stocking feet, as Maura pulled him out of the fitting room towards a rack of dresses. img-1116.png 1024 x 1024 < 143 Views > “A little champagne with your orange juice? Mrs. Callahan.”     Saving...     Description saved “A little champagne with your orange juice? Mrs. Callahan.” img-1194.png 1024 x 1024 < 84 Views > Mallory couldn’t resist having Paul come out and show the girls his cute new curtsey, before the group left for the concert.     Saving...     Description saved Mallory couldn’t resist having Paul come out and show the girls his cute new curtsey, before the group left for the concert. img-1196.png 1024 x 1024 < 127 Views > “That’s it Babe. You’re almost there. Keep going. You know you want a little sissy cream in your coffee.”     Saving...     Description saved “That’s it Babe. You’re almost there. Keep going. You know you want a little sissy cream in your coffee.” img-1197.png 1024 x 1024 < 124 Views > It was the third time this week that Ms. Lu caught him cleaning with his heels off, and she was pissed. One more time she warned him, and he would be fired.     Saving...     Description saved It was the third time this week that Ms. Lu caught him cleaning with his heels off, and she was pissed. One more time she warned him, and he would be fired. img-1204.png 1024 x 1024 < 101 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/14021526 Or generate html/bbcode here Report this gallery