The Robertsons were a family of three that lived in a fancy apartment in New York City. The father, William, was a businessman. The mother, Rachel, was a stay-at-home wife. And their only child, Nick, was just your ordinary 18-year-old high school senior.
Will was on a business trip in Japan for a week, and after four days, it really got boring for Rachel; the only thing she was doing was cleaning the house and making dinner for their son. Speaking of Nick, like always, he came back very late in the afternoon. She asked where he had been, he didn't answer and went into his room.
She felt quite jealous of Nick; sure, she probably had more free time than him, but she wasn't as outgoing as him. "Oh how I want to be young again." she pondered that to herself when she went to bed.
...
The next morning, she woke up and everything felt off. She wasn't in her room. In fact, it looked more like her son's room. She lifted the bed sheets and was horrified. Not only was she fully nude, she now had a penis. Nick's penis to be exact.
"What the--!" she then heard a feminine scream, probably her son waking up in her body. She wanted to rush in to see him, but didn't want to make it completely awkward, with her being naked and all, so she quickly put on a pair of his boxers and ran to her old room. She saw her old body looking down at itself in shock. "Nick?" she asked 'herself'.
Her body looked up at her "Mom?" he asked in her voice. She nodded. He again looked at his new body. "How is this even possible, why am I in your body?" He asked his old self. He was just as confused as her.
Rachel wondered how this could be happening before getting an epiphany. "It must be the Freaky Friday curse."
"The what?"
"You know like the movie, where two people swap bodies during a Friday."
"Wasn't it between the same gender like a mother and daughter?"
"Well, yeah, but it could also be between different genders as well."
"Oh.''
They both were now silent, thinking how they were going to get through this day, especially Rachel since it's still a school day and she had to go as him.
"So, guess I'll have to go to school pretending to be you," she walked out of her old room.
"Yeah, about that." Nick scratched the back of his head.
"What is it?" she turned her head back to him.
"Eh, it's nothing." he forgot what to say.
She just shrugged it off and continued walking in an exaggerated feminine way.
...
Some awkward adjustments and a quick breakfast later, Rachel was ready to go to school. She wore Nick's regular clothes, some t-shirt, blue jeans, and sneakers. She looked at her son, who was slouching on the couch watching TV, still wearing the nightgown.
"Look, Nick, I know you don't want to be in a woman's body, but it doesn't mean you can't just do nothing for the entire day."
"I just don't want to do anything that might mess up your life."
"Oh Nick, how nice of you, but it's not like I am doing anything important with my life, other than cleaning up this house and grocery shopping. So do what you wanna do since those are already covered, okay? Your dad will not be back until Sunday; he won't have any clue that this thing ever happened."
"Okay, bye mom!" and with that, she left, leaving him alone.
He sighed and continued watching TV. After an hour, he turned it off and looked at his new cleavage. He couldn't ignore it for any longer; besides, mom allowed him to do anything with her body.
He took off the nightgown, finally seeing his mom fully naked, which was both weird and sexy at the same time. He grabbed his big breasts moving them in all directions. Soon after, he put one of them in his mouth to suck on. It felt so arousing. He then noticed that the lower areas of his body were getting more wet. He tried to remember what he was taught in school, pressing two of his fingers on his new vagina, and started rubbing it before inserting them deeper. Nick began to moan as he kept going and going, using one hand to play with his breast, and the other to play with his pussy.
"This feels way more satisfying than stroking cock." he thought to himself, getting faster at it before he finally came. He scooped up some of the leaking juices and put it in his mouth. It tasted so good.
He got up and went to the bathroom to take a shower. The warm water felt amazing on his new skin; he squirted some body wash and rubbed it across his crotch and chest. "Oh yeah, that hit the spot!" he said in a satisfied voice. He started to feel horny again, so he continued. After plenty more masturbating, he got out of the shower and dried himself off with a towel, then wrapped it around his waist, like he was still in his old body.
He walked to his new bedroom, enjoying how his bare breasts bounced. He picked up his mom's phone-- well, his phone for today-- and took some selfies of his new body. "Hope Mom likes these pictures of herself!" he said to himself.
He removed the towel, giving one good slap on the ass for the fun of it, and opened his mom's closet. "Okay, let's see what kind of clothes you have." There wasn't much, most of it were dresses and underwear; he guessed she wasn't a big fan of pants.
Starting off with the panties, it was easy enough, he just found the one that had his favorite color red, and put them on. The soft fabric caressing his bush felt amazing. Now for the bra, he found one that matched, now the real struggle began. "How do women wear these things!" he yelled to the world as he struggled to put it on. It took about thirty more seconds before he gave up completely, and threw it across the room. He finally then tried out the dresses, choosing a red slinky one. It complemented his figure very nicely.
He put on the high heels and began trial walking, so he couldn't fall on his face every time he took a step; soon enough he improved. He checked his mom's phone to see the time, And saw it was now 10:00 am. "Okay, the place might soon open." He grabbed the purse after putting in the phone, the keys and wallet and left the apartment.
Walking the city's streets, as a woman, was an interesting experience; not only was he a few inches shorter, but he couldn't stop his ass from swinging side to side. Not to mention his braless chest was bouncing like crazy, the dress couldn't contain them as he had theorized.
As he walked along the pavement, he noticed a lot more gazes from the men that he passed. He didn't know how to feel about it. It's not like he picked the most modest dress to wear, so these reactions were more or less expected, plus there's the fact that he didn't even put on a bra.
"Nice rack!"
He looked around to see where the voice was coming from, to find that it was from the local bum, named Bill. Bill occasionally moved in Nick's neighborhood for a day or two, before going somewhere else. He wasn't that bad compared to other bums, though he was a bit of a pervert. Nick always gave him a dime when he stumbled upon him, so he thought to give him something better today.
"Oh, you like my 'rack', huh?" Nick asked, getting closer to the bearded hobo.
"I sure do ma'am!" he said with an enthusiastic tone.
"Well, if you like it that much..." Nicked grabbed his top and exposed his melons to the homeless man, "... then here, have a look!"
Bill had the look of both shock and amazement; Nick just had a cheeky grin, as he put his breasts back into the dress, and walked away showing off his nice ass.
After a few more minutes of walking, he arrived at his destination, which was the local arcade. One of the more interesting things about this place was that you could buy beer there, and since he was now in his early 40s, he could do it.
He entered the place and met up with the clerk. "Hi ma'am, how many coins do you want?" the clerk asked, barely focusing on Nick's face and more on his big chest. Nick didn't mind that, as his mom did have a nice pair.
"Hmmm, about a hundred, and also your best beer." He paid the clerk and got what he ordered. A small bucket of coins and ice cold beer. He tasted the beverage, it was so bitter, but hey, every adult drinks this, so he continued.
He spent two hours playing almost every game in this place, even buying some more beer, which made him a bit tipsy; guessing women really can't take that much alcohol. There weren't any other people around, since it was pretty early in the day. Which was a bit of shame, as Nick would have loved to see some boys being awestruck to see a sexy MILF playing games here.
Usually, Nick spent time at the arcade with his best friend Andy. However, Andy was currently sick and not going to school, so they hadn't been able to hang out. It had occurred to Nick that he could go see Andy, but just because his mom had said he could do what he wants, this didn't mean he should risk getting her sick. Nick wasn't yet discounting a visit to his friend because he really had more on his mind than checking on his pal. Seeing the men looking at him had made his new vagina feel tingly and anxious and he was extremely curious about what it would feel like to have a penis inside his borrowed body. Sure, he felt a little guilty for these thoughts, seeing as it was his mom's body he was looking to share with his best friend, but hey, how many chances does a guy have to live the day out as a woman?
"You play pretty good!"
He turned around to see the person who startled him. It was a girl. She was shorter in stature, but had longer blonde hair compared to his mom's short ginger hair. She had a pink t-shirt, a short skirt and some sandals, she also wore a backpack. Nick thought that she might be in her early 20s.
"Uh, thank you!" He took the compliment.
"My name is Jenny, What's yours?" She asked.
"Ni-eh Rachel." He stopped himself from saying his real name.
"Okay Rachel, do you still have some coins left?"
He checked. "Uh yeah, there still is. Why do you ask?"
"Well I thought maybe we can have a dare but since you might be drunk it would not be that good of an idea."
"Don't worry, I am not that drunk. What kind of dare is it?"
"I dare you to play with me and every time one of us loses a match we remove one piece of clothing, and if one of us completely loses we will have to walk around the streets naked."
He got more interested, but had second thoughts; his mom did say to have fun in her body, but this might be too much. But then again, this could be his only chance to try streaking in a woman's body. "All right, which game do we play?"
"The one you're playing right now!" She pointed at the Mortal Kombat 9 arcade cabinet; this was his favorite.
She took one of the coins and inserted it into the slot and so did he. The character select came up and he immediately chose Jade. Jen followed, putting a coin into the second player slot and picked Scorpion.
The first round started, and she began kicking his ass. He barely grasped what was going on, he really shouldn't have drank too much.
"Damn, I lost so fast."
"Are you sure you wanna do this?"
