Wonderland

This story was written for the 2025 Literotica 750 Word Challenge. Below this line are exactly 750 words

The flask is labelled 'Drink me'.

Alice does not hesitate to comply even though she knows she will most likely end up naked or, more accurately, she drinks because this will be the likely outcome. She hopes to find herself in bondage too. Chains are her favourite although she enjoys leather; ropes chafe too much.

There were chains when she awoke in the seraglio, a gold collar around her throat, a wisp of silk at her hips, wrists and ankles chained. Serving the master of the house and his guests had been her first experience through the looking glass, a gentle introduction to the pleasures that were on offer and her body ached to return.

The restraints were leather in the fetish dungeon where she had submitted to the redheaded girl. Grovelling on her belly amid scents of leather and rubber and feminine arousal. She had enjoyed the thrill of sex toys used on her helpless body making her hot and eager as she licked the redhead's shiny black boots and then her hot, wet pussy.

Her first time with a girl - here, at least.

It was chains again when she'd been a hucow although she'd enjoyed it less. Bent over the milking frame with basketballs hanging from her chest had not been comfortable but at least that position had eased the strain of trying to stand with the weight of those huge breasts. The frame made it easy for the string of men behind her to use her too, fucking her drooling sex over and over. She'd cum repeatedly, hot pleasure thumping through her as the milking machine pumped her breasts, a sensation that oddly heightened her enjoyment as it drained her engorged udders.

Her breasts had ached for days afterwards.

As a gladiator she'd been kept caged when not enjoying the visceral thrill of killing in the hot sand of the arena riding the exultation of the crowd. She'd been a man in that one; an empowering experience; she'd enjoyed the brute strength her new body possessed. There was something about all that raw power being caged and chained. There had been other novelties too which she had made use of in her cage alone and when visited by horny, bored senator's wives. Male orgasms were different: build up, peak, a few seconds of sheer bliss then contentment rather than the unlimited arousal a girl enjoyed. She had resorted to her tongue when her new manhood would not deliver for her expectant lovers. This scenario had been the first time she'd died. Enthralled by Wonderland, she had reduced safety settings to minimum. Dying from a spear thrust to the belly had not been as painful as she might have expected although the loss of her male body had hurt.

Her most painful experience had, unexpectedly, been having her bladder filled to bursting. The redheaded girl dressed in a white rubber dress, stockings and matching nurse's hat had catheterised her as well as subjecting her to enemas while she'd lain on her back strapped to a medical couch, her legs lifted and parted in gynaecological stirrups. The pain of having her bladder stretched had been enough to make her beg; offering anything to gain relief so she had been forced to serve the girl again, lashing her tongue across the redhead's dripping pussy until the girl had whimpered and even pushing it through the brown ring behind it.

She's returned the safety settings to medium since.

This time, Alice wakes in chains again. She is shackled to a pole with her hands above her head, displayed, stretched, naked. She takes a moment to enjoy the sensation, the warm sun on her body, the security of the wrist and ankle cuffs, the click of metal. Opening her eyes she sees that there are rings piercing her nipples. She is not alone; a dozen other girls are similarly restrained; a slave market. The redheaded is there wearing a rawhide dress, the laces stretched across the pale freckled skin of her breasts; the short hem displaying firm thighs; she wears leather boots too; there is a sword at her hip.

Alice gathers now she is another player, a dominant.

'This one.' The redhead drops a leather purse into the slaver's hand.

The slaver nods and unlocks the chain fastening Alice's wrists to the post. Alice drops to her hands and knees and the redhead clips a leash to her collar.

Then, her excitement rising, she starts to crawl behind her new mistress.