Mistress had been seeing Sissy-Baby online for a few years before finally an opportunity came up for an in-person visit.
Sissy-Baby had started off as a man, that enjoyed diapers in secret until he met Her. He had sought out Her Baby Training online for diapering only, but within a year, he'd been converted in to a sissy. A sissy who required tutledge in person so as to work on fine-tuning his conversion in to the most perfect Sissy-Baby he could be.
He had been instructed to wear diapers off the plane, to wet them just before landing so as to arrive at the Dungeon House soaking wet and possibly ashamed from leaking asnd getting caught.
Wetting on the plane was almost impossible, he simply couldn't relax enough. He managed to pee at least a cup on the way over in th taxi, all the while praying his single diaper and plastic pants would contain the fluids. She had warned him that if he wasn't wet upon arrival, he'd be paddled till he cried - he didn't think she could make him cry, little did he know.
Meanwhile, Mistress prepared for Her Baby Sissy's arrival. She couldn't wait to ridicule him in person over his itty-bitty dicklet. He'd confessed that he'd been rejected on account of his size, he'd even had fantasies about being castrated so no one would ever know how small it had been, he admitted that he thought life would have been easier as a girl - way less pressure to perform. He truly believed he would never feel like a real man.
Still as compliant as he had become, as willing to wear the dresses She'd forced him to buy, Mistress still was not convinced that he had fully embraced the part. He had already thrown the diapers and dresses away once - he'd somehow convinced himself he was a freak but, he couldn't stay way. He was much too loyal and far too addicted. She planned to cure him of his doubts, get him so deeply entrenched in "Sissy-Baby" fetish that he'd never question his fetish ever again.
And his fetish went way back! As a young teen he hated his puny cock and used to punish it. He developed a bladder-kidney infection that left him incontinent for almost two weeks. He was mortified to start but felt a certain safety in the diaper, his little penis was very covered up and protected and he liked how his little penis suited the diaper, as if it finally fit in somewhere. During one of their phone calls Mistress had told him it looked more like clit - a very big clit. He giggled and She could tell he liked that so She sent him a pair of girly pink panties. He wore them every day that week because they'd been Hers - nowhere ready for diapers at work, he could get away with panties he had to sit to pee in. He grew to love it and brought up wearing a dress before She did. His little penis loved the dresses, that's when it swelled to it's bggest - a perfect clitty...