Firsts

Tony gazed at his reflection in his phone screen, making sure his makeup was perfect as he snapped a selfie of himself before heading out to his date. Second puberty had forced him to go through a lot of firsts the past few months, and the fact that he had been diagnosed with the Early Onset MILF variant had only heightened that. His first day without a dick was a big one - he still remembered waking up with his hands down his underwear, fingers reaching the pussy that hadn’t been there hours before and already itching to be used from the wet dream that had woken him up in the first place. His first day with tits came soon after that. It seemed like they were getting larger every day since. They were small at first, barely a handful, and now they could fill out almost any top he owned, their soft, sensitive weight becoming the centerpiece of many of his outfits.

His first day out in public as a woman was another one, a quick grocery run to pick up some essentials. He had blushed when the checkout boy, a teenager about his age that he recognized from his school, had called him ma’am. He couldn’t blame him though. In the past few weeks he had matured from a teen to a woman who looked more like his mom’s sister than her son. That day was also the first time he had felt attraction towards another man, butterflies running through his body as he noticed the cashier’s eyes were fixated on the outline of his chest. Tony realized the implication: He was a grown woman now, of course men would be looking at him like one.

His first time using his new name had been just a few weeks ago. It still gave him butterflies to hear himself referred to as Daniela, but “Tony” didn’t exactly fit the look he was going for now. He had started wearing makeup when he went out. It was embarrassing, but it felt good to feel pretty. It gave him that same feeling of butterflies he first got when he noticed someone checking out his new body for the first time. The clothes and jewelry came soon after that. It felt hot going out as a woman, seeing the way men and women would react to his new body, especially on the days he wore something a little more revealing.

Which brought him to today: His first date with a man. As much as he loved the vibrator he had bought himself, he knew he was starting to have urges he couldn’t solve on his own. He wasn’t sure if he was ready to date yet, but god he needed to be fucked. It was all he could think about for the past few days, being held down and plowed as he moaned his partner’s name. He had giggled nervously as he scrolled through tinder looking at guys his body’s age, grown men with years of experience behind them. He settled on a muscular man in his 40s and could already feel his nervous energy turn to lust as he realized just how easily the man could throw his new body around in bed. After a little flirting back and forth, the date was set: a restaurant just down the street from his date’s apartment in case they decided to skip dessert and make an early exit. 

Daniela put her phone down and prepared herself for what was to come as she heard the sound of her Uber pulling up to the house. With any luck, she’d be checking quite a few firsts off of her list tonight.