Hailey, women first

Over the next few weeks, or what seemed like lifetime after lifetime, the two of them worked on sculpting the optimal ideal man that Hailey would become. She had expressed trepidation in becoming a man full time off the bat and Gregory agreed, the logic being to ease into the change and experiencing the life of being male after being born and raised a biological woman. Practical, yes, but not fun.

After the first week, as a surprise, Greg had greeted her after work with the news that he had upgraded the X-Change plan to include full customization, taking it from a standard pill to more of a custom, allowing them to provide input into the changes that she would be undergoing in order to successfully tailor her body (eventually his, they decided to call it once the change occurred) to the ideal mate for the women that he would be able to claim.

They never fucked so hard or so long in their relationship.

Afterwards, as a bit of a fanatic obsessed with her mission, she began to consume large amounts of porn, anything from generic Skinimax to the raunchiest BDSM and everything inbetween. Hailey, as a budding biologist, loved taking copious amounts of notes and this did not dissuade her from learning how to observe men and what it meant to act, talk, walk, and conduct herself like a man. Gregory often wondered what exactly was the point in trying to learn now when her body would change and the shape she assumed would help her dictate how she, or rather he, would behave.

Hailey just shushed him and Gregory raised his hands in silent resignation. Besides, great excuse to watch porn.

The option came for them to do a test run but instead of popping a generic Blue, she instead spent the time crafting more and more about the personality, history, and the general characteristics of the man that she would become, her dream now within reach it almost pained her to think she would have left an angle untouched.

Which is why, after 3 weeks of near OCD obsession, Hailey came to Gregory one evening and after running down the aspects of her choices, came and looked at him. "Babe, I need you to be a sounding board for me, okay? I want your opinion on who I should go after."

Gregory put the book he was reading down on the bed next to him and looked at his girlfriend with a bit of amusement. "Shouldn't that be your choice?"

"Ordinarily, yes, but I would like your opinion...seeing as you have met the three women I want to end up with...hopefully." She looked at the pictures in her phone as a way to distract herself from becoming even more flustered. To avoid overloading her, he gently patted the portion of the bed next to him and she scooted next to him, handing him her phone. "I thought it over these past few weeks and I can narrow down the way that I approach each, though there's going to be some hangups with each person's changes."

Gregory looked at the first picture.

"For mom, Deborah," she began and he noticed she had rubbed her thighs together slightly, the habit of jilling herself off to these women the past few weeks really becoming noticeable, he didn't say much. "The drawbacks would obviously be aging prematurely, I would lose at least 20 years of my life. I would know more about the pros and cons with the transformation."

He nodded and swiped to the next picture, a picture of her older sister.

"For Angelina, the changes would not be as drastic," she began, her free hand slowly cupping her breast and a soft moan escaped her lips. Greg fought looking or even indulging Hailey as he listened to her. "She's a bit of a BBC size whore, though, so I'd be changing race to be with her. This is a bit more expensive..."

Gregory turned to the last sister, her younger one.

"She's...fuck..." she came for him as her other hand had slid beneath her jeans and was rubbing herself even as she spoke. "To be with Melissa would be more physical and mental focus than drastic reconstruction...she wants to be a tradwife and wants an Alpha man to take care of her, dominate her..."

He looked at her as she was moaning and squirming in bed, part of their play now was to talk to her as if she were the man in the relationship and get her to indulge in her aggressive nature, almost possessive training to an extent, but this time he smiled and leaned in until he nipped her ear, his voice dropping down to a whisper.

"Tell me, babe, which of these women do you want to pin down to your bed, in your home, in your bedroom?" She moaned and breathed deeper, the image of the person she desired formed in her mind. Gregory knew that she had the woman in mind and he licked her ear, causing her to moan again. "Who has their legs wrapped around your hips, begging you in the softest, most feminine, most submissive voice to fuck her with that long,thick cock of yours, and pump her until she's fat with your babies?"

Hailey's orgasm built and built until she was about to come, she looked almost pleadingly in his eyes and Gregory nodded. "Now, tell me and cum..."