Detective Frank Wilson was on a mission: take down Big John, no matter what it took. Sure, everybody at the station laughed when Frank volunteered for that experimental nanite treatment which turned him into a woman, but it was all part of the plan. Big John was a family man, but he loved women. Frank was gonna go deep undercover and get close to Big John.
Frank was going to do whatever it took. If that meant being a woman and catching John's eye and even...
Frank kept up the act when he sucked Big John's john. Frank had expected this, been ready for it. He knew he needed to be the kind of floozy who could satisfy Big John's epic appetites.
It didn't end there. Frank thought he'd been prepared for that too. He thought he'd lay there and fake it while Big John plowed him. He hadn't expected it to feel good enough he didn't need to fake anything. He hadn't expected Big John to make him cum. Twice.
Frank put on quite the show. When Big John asked to see him again, Frank grinned and enthusiastically agreed. It was all part of the plan.
Being Big John's mistress turned out to be a lot more work than Frank expected. Big John's appetites were, if anything, understated. He'd call Frank up or drop by unexpectedly two, three, once even six times in a day! Almost always Big John was in a rush and just wanted a blowjob - which Frank became quite expert at giving.
Over the weeks and months of playing Big John's mistress, Frank started to feel... strange. Most obviously was the fact that he actually started to enjoy giving the blowjobs and he literally ached for sex. More subtly though... he started to get to know Big John.
Frank had read every criminal and court document about Big John. He interviewed people who'd been intimidated, harassed, and beaten by Big John's goons. But he didn't really know anything about Big John personally. Besides blowjobs and fucking, Big John did take Frank out from time to time on dates, and on those dates they talked. Big John was enough of a narcissist that he had no problem with the fact that those conversations were always about him.
Frank learned all about Big John's miserable upbringing, his psychotic mother, his sister with a birth defect that he took care of his whole life, the old neighborhood and it's rough ways that made it seem like Big John had no choice but to become what he was. Frank started to sympathize with Big John. He started to care about him.
While sucking cock one day, Frank realized with a start one day that he'd fallen in love with his target!
Meanwhile, Frank had enough contact with the force to know the intel he'd managed to leak to them meant they were closing in on Big John. Frank felt terribly guilty about it. It hit him that he'd come to love being a woman - Big John's woman.
In a sobbing wreck that was the hardest thing he'd ever done, Frank told Big John everything. When he finished, Big John gave him a dead-eyed look and said two words that shattered Frank's world.
"I know."
Big John had suspected the cops would try and put somebody close to him for a long time. He hadn't thought "Francine" was it at first, but eventually a mole told him about what had happened to the detective that had been harassing him for years and Big John put it all together.
"I thought about a lot of more violent options, but then I remembered 'Hey, John! You've got your own blackmarket nanites including those lovey-dovey ones!'" Big John winked at Frank as he told the story, "See they're these special nanites, basically a love potion, but the only way they can work is if the girl ingests a HUGE quantity of the guy's cum. You were so eager to suck my dick, you got the whole thing down in just a couple weeks!"
Frank knew Big John traded in blackmarket nanos. John had even given Frank some to make his boobs bigger. He'd never heard of anything like the sort of nanos Big John was describing then though.
"Don't worry." Big John said, "I'm really not mad at you. I've been feeding you bad information this whole time. We can keep that right up: you being my mistress, you feeding the cops bad intel. Nothing has to change just because you admitted all this to me."
Frank looked at Big John and tried to be mad at him. He really tried. He managed some resentment, but mostly he felt what he'd felt before. Sympathy. Frank had left Big John no choice but to do what he'd done...
Love.
Frank couldn't protest. Didn't want to protest. Instead he did what a mistress is supposed to do and asked to get fucked.
"I really love fucking you knowing who you really are!" Big John grunted as he pounded Frank. "This is such an improvement over that annoying detective you used to be! I love that you're my woman now!"
"AAh!" Frank moaned, his heart pounding - and not just from the fucking.
"You know, once you've used up your usefulness, maybe I'll pump a baby into you. A woman as fine as you ought to have a whole flock of kids underfoot."
Frank's heart continued to sing. He was terrified and embarrassed and turned on all at once thinking about what Big John teased. The idea of having Big John's kids gave him a special rush, and the arousal won out.
He really was Frank's woman now...