Jack tries to calm down and rest for a minute after Heather's second orgasm, but the claustrophobia gets to him and he finds himself flailing around wildly instead. Soon, his pushes start to falter and weaken, and Heather's disappointed voice booms around him: "Aww, cutie don't worry if you can't go on. It happens to a lot of guys, really. You'll get better. Just get some rest and we'll finish later, okay?" He's powerless to stop it as his fears come true and her vagina starts to swallow him, pulling him back until his feet hit a wall and he gives up on trying to get back with his remaining strength.
He falls asleep to the sound of Heather all around him, overwhelming him it's all that he can sense.
Jack wakes up after what he can only guess is a few hours, to find his pussy prison throbbing hotly while a soft moan sounds around him. Shocked and disgusted at first, he quickly realizes she must be dreaming. Feeling somewhat rested, if sore, he remembers that she'd told him he could wake her up at night, and this seems like a good opportunity to get his third orgasm in, and be let out of here.
Heather wakes up in the middle of the night to feel her loins on fire. Groggy yet horny at the same time, she blinks down under the covers and moans when she feels her boy-toy work inside her. Jack feels the shift in her breathing as she wakes up, and doubles down, quickly bringing her to orgasm. Finally, he relaxes, waiting to be let out now that he's met the lustful woman's quota for the night.
"Little man? Not that I didn't enjoy it," she chuckles, "but don't tell me you woke me up like that just for one round?"
"Let me out, you bitch!" He gets frantic, and starts fighting like mad to get out again. He makes some headway, but after several minutes he's tired out again. He manages to make her climax again in the meantime, but after waiting in hope that this might be what makes her let him out, instead he hears her start to softly snore.
"Little lover? Did you sleep well cuddling inside me?" A cheerful giggle and a squeeze greet Jack in the morning, as Heather speaks fondly. "I had a dream about you gettin' all romantic and surprising me at night, just thinking about it gets me in the mood to feel the real thing again. Ready to finish that round #3 from last night?" She demands.
Jack wanted to say "that wasn't a dream, you bitch, I already finished!" But he knows Heather can't hear him. His only contact is the inside of her pussy, and it's not taking any negotiations. So he works his sore face and muscles and pleasures his slimy prison one more time, and then finally he's expelled out into a puddle of fluids at the bottom of Heather's half-pulled-off panties.
Jack is glad to be out of that nightmare, but furious at the injustice of it as his kidnapper plucks him up and casually sets him on her right tit as if it was all just casual good fun. "So how was your first night inside me?" She teases. "Was it warm and cozy? Did you feel safe and protected from the big, bad scary world in there?" She smushes up her breast to kiss him, and he looks up in annoyance and: