365 days

“You seem happy today babe, anything special going on?” Tom looked at his girlfriend, surprised at how active she was acting.

“Just woke up feeling happy today.. Hey, how about we get a nice dinner tonight, just the two of us? I feel like celebrating tonight!” Nicole responded, unable to keep the smile off her face as she took a quick selfie. “I’ll wear that lingerie you like under my dress so you can tear it off me after…” 

Truthfully, Nicole had a lot to celebrate today, although it wasn’t exactly something she could share with her boyfriend. Today marked 365 days since she had been diagnosed with Second Puberty, a personal holiday she had jokingly been referring to as his “Milfaversary” It still blew her mind sometimes, 365 days since he had walked home from the doctors office, holding his diagnosis to his chest: Second Puberty: Early Onset MILF variant. Of course, that wasn’t its official name, but the result would be the same - In a matter of months, Nate’s body would go from being a perfectly healthy young man’s to a mature woman’s, his genes changing him from inside out until they brought his body in line with its new ideal. And judging by the other women in his family, that ideal was tall, blonde, and curvy.

Looking back, it had been 330 days since he went bra shopping for the first time. He had thought he was being proactive buying up to a C cup “just in case they ended up bigger.” How wrong he had been when he outgrew his biggest one a mater of days after he bought it, his new tits spilling out of the brand new bra and begging for something more supportive.

250 days since his body stabilized, giving him the form he’d have for the rest of his life: The body of a full figured, sexually mature woman in her 40s. The upside to his lost years was that his body would barely show any signs of aging until his real age caught up to his biological age, meaning for the next 20 years or so, he would age like fine wine. Not that that was any consolation to him at the start of his changes, but as he grew to love his full breasts and curvy new figure it became a perk he was very much looking forward to - He had lost out on his 20s and 30s, but he had quickly found out that starting out as a woman in her sexual prime was its own type of fun.

Speaking of that, it had been 230 days since he had lost his virginity for the second time, this time as a woman. It had started as a movie night with one of his friends and quickly evolved into a drunken hookup from there, his first experience far outstripping any of his previous encounters as a man. He knew right then, gripping the headboard of his bed for support as his friend penetrated him, his strong hands caressing his new breasts, that he never wanted to go back to his old life.

225 Days since he first wore a dress out in public. He had bought it online as an experiment, butterflies forming in his stomach when he realized he’d be shopping from the women’s section of clothing stores for the rest of his life. It was meant to be a conservative sundress, something simple to ease him into the idea of dressing like a girl, but instead he experienced firsthand the sizing woes that women his age had learned to deal with years ago. The dress had clearly been designed for a woman with a significantly smaller bust than his, making the family friendly outfit significantly less so when he noticed the deep cleavage pouring out the top of his dress. Still, the way it hugged his curves he had to admit it looked better on him than any of his male clothes did… That day quickly turned into another kind of experiment as he decided to go out anyways, this time with his hair done and a light face of makeup as he went to go run his errands. The difference was immediately noticeable, especially the second glances he was getting from both men and women. He laughed it off at first, finding it funny that no one knew he was actually a man in a body this gorgeous until it struck him - If nothing about him was male anymore, could he still call himself a man? Until then he had felt like he was playing dress up as a woman , but wasn’t it really the opposite now? she was a fully grown, mature woman acting like she was still a man, and it was high time she embraced her femininity.

100 days since she met Tom at a hotel bar and hooked up with him on the first night, breaking her usual rule of no sex until the third date. There had been plenty of dates since though, although they usually ended in the same way, with her dress on the floor and her body in his arms. They had been going out ever since that first night, Nicole hanging on his arm for dozens of business dinners and events for his company. Tom felt like he had hit the jackpot, finding a woman his age who still had such youthful energy, and for Nicole, he had come just at the right time. She was getting tired of dealing with “younger” men her old body’s age, and Tom was exactly the type of man she had been looking for: Mature, confident, and successful, and it helped that he knew exactly how to treat a woman like her…