Jamie was on his hands and knees with a leash and collar around his neck. His penis had been locked and constrained to a cage for a long time now. He waited on his hands and knees in a crawling position as footsteps came and Jess walked over. She bent down and grabbed the leash. She reached down, tugged Jamie's chin up and slapped him hard enough to leave red imprints across his cheeks a few times.
"Is Sissy Missy ready for some Dommy Cocky?" she asked playfully in a voice as though she was talking to a puppy or a baby. "Does Sissy Missy want Dommy Cocky?"
Jamie opened his mouth to let his tongue hang out like a panting dog and put on a big smile.
"Sissy Missy likey," he giggled while licking his lips. Jess slapped him a few more times while he kept his slutty smile up to make sure he really was excited and not faking it.
"Such a good Sissy Missy," she smiled as she stroked his hair which had grown out past his shoulders. She reached into her pocket and pulled out a fluffy pink hair bow and fixed it to head.
She pulled on the bright pink Sissy Leash and tugged him forwards until they reached Jerry, who was lying back on the bed with his feet on the floor and his 8.5 inch immense cock standing proudly. Jess pulled the leash until Jamie was right before it and looking up at it which made it seem even more intimidating. She made sure to sit behind him to the side slightly to make sure not to obstruct the two cameras that were recording everything. Jerry was out of the frame and Jess would later blur out her own face so that Jamie's was the only one who could be recognized.
She bunched up Jamie's Sissy Missy hair and slowly pulled his head up but tilted backwards. Jamie stuck his tongue out and licked the shaft, taking in the taste and feeling the thick veins until he reached the swollen cock head.
When he got to the head Jess angled his head forwards and began gently pushing down until about a little under halfway the length of the cock was in Jamie's mouth. There were a few times the cock head hit the entrance to Jamie's throat but it stayed in his mouth and he sucked the large cock as if it were a pacifier like a good Sissy Missy.
"Keep your tongue out," Jess gently chided him. "Are you a Sissy Missy or some common street whore?"
Jamie obediently put his tongue back out as he continued to suck the enormous cock. He used his upper lip and base of his tongue to form a seal around the cock while he moved his head up and down and use his mouth muscles to apply suction.
"Thatssss better," Jess approved. "That's what a real Sissy Missy looks like."
She stroked his hair and continued to tell him what a good Sissy Missy he was being and how proud she was. For a few minutes the only sound in the room was Jerry's moaning and the sccchlop! and pshlop! of the suction as Jamie sucked on the huge cock.
Jess then jerked his hair back so the cock slipped out with a plop! and wrapped her hand around his neck.
"Does Sissy Missy like Dommy Cocky?" she asked Jamie excitedly.
"Uh huh," Jamie nodded frantically. His lips were coated with precum as if it were lip gloss.
"Well I think we can do better than that, then," she giggled. Still holding onto his hair, she angled Jamie's face downwards so he was staring directly at the cock and shoved him down. Jamie resisted only for a second until his throat relaxed and he let the entire head in. The rest of the cock, well lubricated from precum and his saliva, easily followed and he felt my throat expand as it took in the entire member.
"GLUG, GLAK, UMF" came from Jamie as he struggled to get used to the cock.