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Chapter 17
by
Transactional
What's next?
Josh goes home
The rest of his time with Melanie is a bit of a blur. They eat dinner together, say their goodbyes, and Josh heads back home. He fears that he will find Rachel waiting for him somewhere, but the rest of the evening turns out to be uneventful.
He wonders how she knew so much about what happened with Linda. Rachel seems to be almost omniscient: even though it makes sense that a government official with such broad power would have access to some kind of surveillance, it was almost unbelievable that within a few hours of Linda's message, Rachel knew all her sexual habits, and somehow even managed to see what was going on in Linda's apartment. Maybe she was looking through the window with binoculars, and just making up the rest. Maybe they were colluding together. Maybe she had her house filled with cameras. Either way, their conversation that afternoon was unsettling, and Josh had been on his guard ever since, acting like there was a pair of eyes on his back at all times.
She presumably already knew about his failures with Melanie. That was a whole other issue. Three times today he ate a girl out right to the edge of orgasm, but couldn't finish the job. How could that be? All three times they came as soon as they touched themselves, so he must have been so close. It was very strange, as this had never happened to him before, though admittedly his limited sexual experience didn't involve him giving a lot of oral.
Maybe they could sense his desperation and were being turned off a little. In which case it would be a really bad idea to tell them about the femininity plan. But as Rachel said, Linda would probably enjoy seeing him ****, so maybe with her it would still make sense. Even if he only has a good trick to make things work with one of the two girls, one is all he needs.
Josh looks again at the femininity plan to see what he can do in the meantime, while he steps up his pussy-eating game.
- Blowjob (on knees) x3 [Cunnilingus from kneeling position]
- Blowjob (facefuck) x2 [Facesitting]
- Blowjob (cum in mouth and swallow) x2 [Snowball and swallow]
- Blowjob (double; cock and balls sucked together) [Cunnilingus during vaginal penetration]
- Facial [Facesitting]
- Bondage, "whatever I want"
For the purpose of this document, a single act is satisfied by one orgasm. Should I myself orgasm at any point, the session is disqualified, unless I swallow all of the resulting semen.
Tasks 1, 2, and 5 have already been a failure. That leaves only snowballing, fucklicking, and who knows what. Letting himself be tied up and used without restrictions probably wouldn't be so bad with Melanie. She just wants to get eaten out. But then she still needs to cum without Josh cumming, so there's the risk that he'll fail to get her off, and then she'll fuck him, at which point he'll have to somehow extract and eat the entire load he's blown in her, or just give up on the whole evening and lose another day. Linda would be more helpful (well, more selfish) in this respect, but then who knows what she'll do: things could definitely get out of hand.
The other tasks are certainly less desirable. Snowballing is disgusting, but at least it can be his own cum, he doesn't need to involve other men. As for fucklicking, that's a lot closer to a cock than he'd like his tongue to be. But at least the other cock will get her off if Josh fails.
Ultimately, he has to do all of them anyway, so there's little point in being picky. He's just delaying the inevitable. And since no-one else is replying to his messages, there's little to do but sit by the phone.
What's next?
The Rulebook
You find a Rulebook that lets you rewrite the rules any organization has to follow
A lucky protagonist stumbles across a magic book that lets them rewrite the rules.
Updated on Jun 10, 2026
by Ggnt
Created on Jul 27, 2017
by ashes2ashes
You can customize this story. Simply enter the following details about the main characters.
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