I wanted to take little Sammy out of his chastity device so I could put him in a nice thick diaper. I get the device part way off before slipping the diaper under his bottom but decide to tease his little willy a bit before fully releasing him from chastity. The desperate little diaperboy can't handle Step-Mommie rubbing her soft tits on him though and soon his little thingie gets so stiff it is stuck in the chastity device! I think it is hilarious of course but little Sammy gets quite and fussy! When I finally get done giggling at him I let Sam wiggle his wittle wee wee free from the mean old...

I wanted to take little Sammy out of his chastity device so I could put him in a nice thick diaper. I get the device part way off before slipping the diaper under his bottom but decide to tease his little willy a bit before fully releasing him from chastity. The desperate little diaperboy can't handle Step-Mommie rubbing her soft tits on him though and soon his little thingie gets so stiff it is stuck in the chastity device! I think it is hilarious of course but little Sammy gets quite and fussy! When I finally get done giggling at him I let Sam wiggle his wittle wee wee free from the mean old chastity cage. He still has to make a creamy little mess in his diaper for Step-Mommie before I will tape him up.