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Chapter 48
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A morning to refect
Bailey slowly woke as sunlight streamed into the quiet and empty apartment. Sitting up on the side of the bed and rubbing the sleep out of his eyes, Bailey glared at his long red nails that made his hands seem feminine before making his way into the kitchen. Bailey began by going to the fridge. He’d had enough of this silly diet that had been **** upon him. He was quickly frustrated however as he began searching the fridge and cabinet finding a definite lack of food. “Damn it Mandy!” He cursed seeing that his girlfriend had failed to do any grocery shopping. Here she had been tossing all these chores at him, like some child and forcing him to do all this woman's work and she couldn’t even be bothered to buy a box of cereal. They had talked in the past about him doing more around the house, but this was way too far. “Tomorrow Mandy there are going to be some changes around here! Dang woman needs to remember her place.” With no other real choice he grabbed one of the disgusting kale smoothies and began drinking it as he headed back into his bedroom. The cold air washed over Bailey as he pulled the cold drink from the fridge and he gave a shiver, that reminded him of the breasts on his chest and the sexy night time ware.
Sitting down on the edge of the bed Bailey crossed his legs without thought and let out a sigh as he finished the horrible drink. Looking around he tried to calm his emotions and think more clearly, something that seemed harder to do as each day had seen him more and more humiliated. A week ago things were great, Mandy cleaned the house, he took out the trash and made sure all the bills were paid. Money was tight and with his budget they were doing okay, he even had enough to hire someone for fun every so often. That last one he would have to put on hold for a while, till the witch stopped snooping around and showing up. “Ok Bailey, just one last day and then the nightmare is over. You will have the woman you love and the friendly Connors will be gone.” Looking over to the clock and seeing it said 9 am he decided he should get on with his day. Mandy had told him the only chores for today were to make his bed and do his own laundry. Starting with the bed he quickly had the comfortable, but girly thing straightened up. Looking over to the hamper his emotions flared again. The hamper had clothes spilling out, he decided he had enough of all these chores. With a glance down at all the girly outfits and lacy panties in the hamper that he had been **** to wear this week he decided they could wait. As far as he was concerned all those clothes could be burned tomorrow, and fuck paying Megan back for them. He sure wasn’t going to be wearing any of it again so who cares if they got washed or not. If it was so important that they be washed then Mandy could do it herself. The thought of the older Best sister made Bailey go to the living room and look out the window to see if he saw her SUV, as the paranoia seeped in.
That done, he moved on to finding something to wear today. He had tried dressing girly to avoid issues but it always seemed to bite him in the butt so he went hunting. Finally in the bottom drawer he found what he was searching for… pants or at least the closest thing that bitch Megan had let him get. He quickly tossed the grey workout legging over his shoulder. He was tired of all these girly clothes. If he had to be a girl for one last day though he would have pants at least. Knowing that Megan might still drop by at any second thought it best to stay in character so he grabbed a sports bra next. Grimacing he reluctantly grabbed the least revealing one he could find. He hated the pink color but it at least looked like it would cover him and these ridiculous tits he was stuck with, and no one would see him in it. Finally he moved over to the underwear draw and began searching for a pair of panties to wear. He was so tired of all the thongs riding up his ass. While the few pairs of boyshorts he had would cover him more they were all lacy affairs that he couldn’t stand. At last as he was about to lose hope he found a pair of pink hipster panties that while girly were simple cotton and would cover his entire butt. Sighing again at his misfortune he saw that the panties did however have the words ‘Pink’ emblazoned on the butt. He didn’t like the idea of advertising on his ass but at least no one else would be seeing him in these either. With his new clothes in hand he made his way to the bathroom.
As he walked past his vanity he saw his phone go off with a text from Candi.
Candi: Goooooood Morning!
Candi: How do you sleep in so much, its like almost 9!
Candi: Hey girl what are you upto? You awake yet? I’m so bored.
Bailey: Nothing really just relaxing till Mommy gets home and we get pretty for dinner with you and your Daddy!
Bailey: It like sucks that I can’t like see you till tonight, but I bet you would like totally have fun making another video for youtube. Maybe that can help.
Bailey quickly responded, just trying to put the girl off so he could get in the shower. At least August hasn't messaged him. “Hurray for small miracles.” Setting his phone back down on the table he then entered the bathroom. Turning on the hot water he happily stripped off the last babydoll he would ever wear and tossed it and his panties in the overflowing hamper, then peeled off the tuck kit. “Oh my god, I need to remember to like take that off before I go to bed. Totally weird what you get used to.” he said before quickly jumping in the shower. He let the steaming hot water wash over him but quickly stepped back as the water made contact with his chest. He normally enjoyed a hot shower but today when the water hit his chest he was met with an overly sensitive and almost painful sensation. Reaching up he cupped the fake breasts and noted how the skin underneath seemed more sore and sensitive today. Concern filled him as he recalled how swollen his chest had been yesterday. That stupid glue must be causing an allergic reaction. He needed to get these things off as soon as he could. He would have to make sure he and Mandy stopped by Megan’s for the solvent after dinner tonight. Careful to avoid letting the full **** of the water hit his sore chest he soon finished washing and exited the steamy shower.
Bailey patted himself dry and added the moisturizer to his skin as he was told to do before wrapping his hair in a towel to dry. With that done he set about getting dressed. First applying a new tuck kit securely hiding any telling bulge before sliding the panties up his legs and into place. While the pink garment fit snuggly it did at least fully cover his ass. He decided the bra should be next. While he didn’t like the idea of having to wear a bra he preferred to keep his new found tits covered. It was just too weird seeing them flopping around on his chest. After a minute of struggling he pulled the bra in place and was happily surprised. All the bras he had worn this week seemed to boost and put his breasts on display. This bra however while still showing more cleavage than he liked actually compressed his chest making them feel smaller and more secure. With that in place he moved on to the first pair of pants he had gotten all week. He began pulling them up his legs, remarking on how soft they were on his shaved legs and got them fully up before being stopped at his ass. While the stretchy soft material now clung to his legs he was meeting an unexpected resistance as he tried to pull them up the rest of the way. Grabbing a firmer hold on the waist band he gave one final yank managing to finally pull the garment into place the band snapping quickly into place at his waist.

Momentary relief filled him as he rejoiced at his accomplishment. Feeling like he was finally regaining a little of his hurt male pride. Until he looked in the mirror… what he saw in the mirror destroyed any joy he was feeling instantly. The pants he thought would be more masculine were nothing of the sort. The elastic material clung to him like a second skin but hid all his flaws. Making his legs appear smooth and feminine while the waistband compressed his stomach down to a flat girly tummy. Worst of all though was his butt. The pants hugged and lifted in such a way that put his ass on full attention. There was nothing manly about the reflection he saw in the mirror. A hot little teen gym bunny was all that greeted him now. Wanting to be angry but instead feeling tears welling up in his eyes he quickly ran from the bathroom trying to get his feeling under control.
As he entered the bedroom throwing the still damp towel off his hair and back into the bathroom he came to rest sitting at the vanity. Fighting back tears Bailey looked down at his phone as it dinged from a text from Mandy.
Mommy: Hi sweetheart. I hope your having a nice morning. Just wanted to remind you to keep an eye out for your new dress to be delivered. The tracking says it will be there in the next hour.
Mommy: Love you, have a good day.
Setting the phone back down Bailey ignored the other messages from Candi, she could wait as he tried to manage and push the turbulent emotions back down. Looking at the vanity he knew he had to take care of his hair and makeup. While he felt isolated here at home that text had reminded him that the rest of the world was still spinning and the last thing he wanted was for Megan to make another pop-up appearance and find some new reason to torment him. So he set to work applying his makeup. Trying for a lighter look but going a little overboard for a girl just working out. He ended up with a more casual look like he had worn to the mall the other day. Moving on he brushed out his slightly damp hair which still held a little of yesterday’s curl before gathering it up into a high ponytail. Running the brush through his hair caused him to relax as he thought about how Mandy did this to him the last few nights and it was maybe the only good thing that had been happening this week. Once he was sure his appearance would pass a surprise inspection he went and pulled out his diary. Mandy had interrupted him writing in it last night and he needed to finish the entry just in case Megan showed up. Opening the night stand door Bailey pulled out the pink book and did his best to avoid eye contact with the dildo left there to surprise him.
Just as he was about to finish writing about her and her loving Mommy were dress shopping online together and adding a little heart shaped exclamation point. He was startled by a sudden knock at the door. Jumping a little he made his way to the door expecting the delivery guy with the dress. Only to find Candi standing in the doorway with a smile on her face dressed in a simple but cute one shoulder white top and an honest to God pair of jeans that Bailey was incredibly jealous of with a backpack over her shoulder. A shocked Bailey just moved aside to let the girl in.
“Girl you have got to pay better attention to your phone I sent you like a ton of texts before I came over. You said you weren’t busy so I figure we could spend the day together since I have to go home tomorrow. That outfit looks amazing on you, wait did I come at a bad time?” Said Candi as she came in and gave Bailey a hug.
Bailey returned the green eyed girls hug and shut the door behind her as she walked past Bailey. “Oh like totally that’s a super idea to come over, I was just about to go work out but I would much rather hang out with my bestie!” responded Bailey as he tried to gather himself and give a reason why he was dressed the way he was. The excuse gave him a moment to recover from the sudden surprise of finding the pretty blonde at the door.

“Ok awesome. I thought maybe we could make some more YouTube videos. My fans just loved you and keep asking if you're going to be on again.” Said Candi as she grabbed Bailey by the hand and led him back into the bedroom.
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Girlfriend’s Daughter
Friday
A boyfriend finds himself to pretend he is his own girlfriends daughter so she can succeed at the office.
Updated on Aug 27, 2023
by Nicegent42
Created on Mar 6, 2021
by Nicegent42
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