More fun
Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 81 by JerkGently JerkGently

An old hand's play

Supporting the cause

"Let's see dear… I'm still not very good with these things... Could you help me?"

Jesse was drawn in to help the little old lady connect her device to his own collar. Which was not the sort of tech support he'd ever thought he'd have to do. While he did so, immediately bringing up several images of him sliding in and out of Lizzy, the woman just kept on chattering away:

"We sent one of my granddaughters off to Madame Stanfield's, I remember. She was going spare, after all… all the inheritance had been shared out already. Was a right little terror too, before she entered the academy. Always running off to hang around with dropouts and **** dealing thugs, or distracting any workmen who came to the house. Once even refused to eat her meals so long she nearly got pregnant… luckily the algorithm caught it in time or our problems would have multiplied!"

Jesse was beginning to remove the 'nice' from his mental assessment of this wrinkled, old creature. She talked about her own kin with a detached callousy that he simply hadn't encountered before, though he'd been hearing whispers that this was what rich people were like for years.

"That headmistress of yours sorted her out in no time, though. It warmed my heart every time I heard her greet one of her father's business partners with that 'may I service you?' line… it helped secure an awful lot of good deals for him. He even managed to trade her off for a very good share in one of our competitors in the end. Who'd have thought the runt of the litter could be so much use, eh? That's why I always try to help out if I ever see one of you girls in your smart, little uniforms..."

The woman had taken her portable device back now, and was scrolling through its list of options while sucking on a chunk of hard candy she seemed to have produced from nowhere. Jesse just had to wait in trepidation while the carriage swayed and he wondered what on earth this crone was going to make him do for her.

"Ah, there we go! She exclaimed, jabbing 'confirm purchase' with a relish. Now, you just pull out that little sausage you're hiding and stroke it for me. We'll see how far you can get with it before you have to get off."

Jesse glanced up and down the semi-crowded carriage, commuters of various shapes and sizes clogged the seats and passages. Most minding their own business for the moment. He had **** anyway… the choker around his neck had buzzed to confirm the lady's demands. With his accustomed flush of bright-red cheeks, the sissy lifted up the front of his skirt and took hold of his penis. For a while he didn't think he was going to 'get anywhere' with it at all. Trying to stroke life into its tiny softness in the broad daylight of a Friday morning's transport system, while a seated hag watched intently and sucked loudly upon her boiled sweet. Yet, the embarrassment of the moment and innate need to please even those he'd taken an immediate disliking to, soon got blood pumping where it should.

It was a particularly strange and difficult thing to do: masturbating for the casual entertainment of someone else… even without the added pressures of a train full of side-line observers and the disgusting slurping noises his customer was making. Jesse squirmed through the horrendous mechanics of it, turned almost equally on and off by his own humiliated awkwardness. The old lady lapped up the knees-locked sight of him, desperately trying to just get this over with but also dreading the thought of what might happen if he went too far.

As the sleek vehicle slipped along at breakneck speed, its internal carriages only swaying ever so slightly… Jesse began to think he might make it to his station without spilling his load. Surely his short-rental mistress couldn’t complain if he did exactly what she wanted, but just never quite made it to orgasm? He was buoyed by the general disinterest the rest of the passengers seemed to be giving him. Just another slutty schoolboy jacking off in public for pocket change… they must have seen it all before. The warmth and confidence he had felt this morning still hadn't faded. This was just another shape of the new morning routine, like how he was beginning to get used to the idea that a stranger's lap was a more appropriate seat for one such as him. Nothing to get upset over…

A flash of blinding light crossed his vision. Simultaneous with a jarring wave of pins and needles which launched itself up and down his spine. In shock and horror he looked down and spotted the old lady holding her flexitab again, seemingly this time with an entirely able grip over its functions. With an unrestrainable, girly squeal the sissy felt all his internal buttons pushed at once and pure pain and pleasure overwhelm him. His little cock became a fountain almost immediately, splattering the well dressed woman with spurt after spurt of shaken-loose semen. Until everything he had had been released, and Jesse dropped to his trembling knees… Lightning still lodged in his spine and the old lady's triumphant smile seared into his mind.

Cheered on out

Comments

      Want to support CHYOA?
      Disable your Ad Blocker! Thanks :)