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Chapter 46 by Nicegent42
What's next?
Fun with a game
Bailey smiled as he used the controler to move over the Captain America character and selected it. ‘Let’s see how much you love it after I beat you a few times and then we can hand a control over to your super nice Daddy and I can do the same to him.’ The thought was a mix between a mental gloat and a grumble when thinking of Derrick, Bailey really didn’t like how nice the guy was to him. “Going to fight me with a super soldier huh? Oh wait you said he was your favorite hero right!?” Candi said smiling, happy to remember the little detail. “Ahh, yeah. We both grew up small, but he got a super serum to become better. Who wouldn’t want to transform like that.” Bailey quickly explained. “Well if you are choosing him, I will go with Chun-Li, let’s like see if you can keep up.”
As the game announced the round to start, Bailey rushed forward with a shield charge, it didn’t connect as Candi leaped over the quick ****. Bailey stopped her from capitalizing on his back with a block that transitioned into a grabbing throw. The four on the couch watched on the screen as Captain America tossed Chun-Li and let loose his shield while she was still mid air. It was a good combination, but as Bailey went to get in close to start a combo his longer than normal fingernail caused him to hit the wrong key. Nothing big, but starting the combo with a slower more powerful hit allowed Candi the split second she needed to recover and block and follow up with Chun-Li’s spinning bird kick. More blows exchanged, but it was only at the start of the match Bailey landed any decisive blow. The characters reset for the second match and Bailey glanced down at his long red glossy nails and glowered at them. To Candi it just looked like her friend was pouting at the loss. “That was really good! I thought you almost had me at the beginning, if you were able to trap me in the corner I would have been toast with that throw.” Candi said trying to encourage her friend as she bumped her with her shoulder.
The second round Bailey tried to be less aggressive and capitalize on openings and Candi had no problem being the one to start the battle. The conflict was over with only a few second to spare on the timer, Candi was down to a sliver of life, but had finished off Bailey with a hyper combo. Bailey couldn’t believe how good this girl was, how was he losing to some teenage girl? “So much for super serum.” Bailey grumbled. “Aww don’t be that way, as the older sister it is my job to win.” she said teasing the disguised man. “We can do best two out of three if you like, you did almost have me. But when you lose, just remember you don’t need some super serum to be incredible, you already are amazing.” The statement made Bailey want to gag on the sweetness, while on the other end of the couch Derrick was proud of his daughter to help build her up. Amanda watched as her feminized boyfriend in the match went from sitting with his legs crossed at his ankle to his knee as he was concentrating on the screen in the match. She wondered how much fun he was having playing the game and even letting someone beat him.
The rematch went worse for Bailey, the second round Candi even got a perfect, with him not landing a single hit. It was just a video game, yet at the start he thought he was going to destroy her and the reverse happening felt emasculating. The idea he was sitting on a couch in a red dress, crossing his stocking covered legs and wearing heels didn’t play into it, he was too focused on just being beaten at a game he chose with the sole purpose of winning. “I win again! That means you lost the bet and I get to choose your outfit for tomorrow night!” The young girl explained happily. “We like totally didn’t say that for the bet!” Bailey whined, as he imagined showing up to dinner the following evening in some Jessica Rabbit looking gown. “If you don’t set what you win and still accept the bet, then it is your fault.” she said giving a large grin to Bailey, who only shook his head. “Oh umm, I can’t. Umm like I already sorta know what I want to wear.” He really had no idea, but Megan was clear on how he was to dress the following night and it looked like it couldn’t wait till the guests were gone. “Umm, Mommy I wanted you to help me for tomorrow night so we could match.”
Amanda smiled broadly as the idea of her daughter, even her pretend one wanting to have mother daughter matching outfits filled her with such happiness. “I would love to do that with you honey, but we believe in honoring our words here. So you will have to follow through with your deal.” Candi bounced to her heeled feet so she could see both Bailey and Amanda. “No, you should like totally do that. It will be like sooo cute!” Her focus then shifted to just Bailey. “You can pay up on the bet another time.” Wearing matching outfits to his girlfriend and having to ask her to do so in front of others wasn’t exactly a happy moment, but knowing this pushy girl wouldn’t get her way brought a genuine smile to his face. “LIke fer sure, I can’t wait.” Bailey did his best to keep his eyes from roller. “Now sit and like let me beat you.” He was thinking about what character he can try to overcome the girl as he demanded a rematch, while the others heard Bailey happily looking forward to playing dress up before whining about not winning. Candi sat back down, all too happy to play another round. “I won't let you do anything, you will have to earn it, but now the bet is double or nothing.”
The next round Bailey chose the Hulk, so he could have the biggest and strongest character to crush Chun-Li. He wasn’t fast, but he had a few attacks that couldn’t be interrupted. Candi moved her character select over to Captain Marvel, thinking it was only fair to change characters too. The first match had Bailey come out as the victor. “Got you, one more now!” The good feelings of redemption didn’t last as the second match and then the third ended with the big green character laying on the ground. “Fuck, I thought I had you.” Bailey said clenching his jaw in a way that made it look like he was pouting. “Bailey Ann Best, that is not appropriate language.” Amanda said sterning to the feminized man. Bailey looked to the blue eyed blonde woman slack jawed before it dawned on him why she said such a thing. “Oh, umm I’m sorry Mommy, I just..” Bailey said as he motioned to the tv screen as if the motion completed the sentence. Derrick laughed, not at Bailey but the situation. “Don’t worry about it Bailey, we all get flustered from time to time, but how about you pass the controller over. You might feel better knowing Candace beats up on boys too.”
Sheepishly Bailey passed the controller over to the man that was trying to win over the woman he loved, all while acting as a supporting figure to who he believed was her daughter. Mandy calling out the false name in that motherly stern tone had cut into him. Reminding him of when his own mother did the same, the tone said he was to stop what he was doing and she was disappointed she had to do it at all. He wasn’t sure why, but Bailey had to fight back a wave of emotions that brought tears to his eyes. Looking down at his hands, his dainty looking red nailed hands the desire to cry didn’t go away. His thoughts were interrupted when Candi leaned into him. “Aww, don’t feel bad sis. I have had a lot of practice playing games when Daddy drags me along on his trips and leaves me alone. Now cheer up and watch me beat him!” she said before pulling Bailey in for a side hug. Before the embrace was ended Candi whispered. “The super cute pout wont get you out of losing the bet thought.”
Derrick picked Mega Man to fight Candi’s Captain Marvel and while he didn’t do a bad job he was no match for his daughter. Bailey wanted to go back to his room, but the idea of seeing Derrick taken down a peg was enough motivation to stay even if he was still unhappy. Crossing his arms Bailey went to continue his sulking when the movement caused him to pause. When he crossed his arms under the too ample fake bosom he had glued to his chest he felt a little pain as the breasts moved up over his arms. His mind went to the swelling and how it must be irritated, just another terrible thing to add to the pile for the day. “Did you see that, did you see how I got him!?” Looking at Candi and then the screen Bailey realized he did miss it and shook his head. “Darn, its okay, but now it's your Mom’s turn.” she said leaning to her other side and into Amanda. “You right to play my Daddy?” Amanda took the controller and gave a half smile to the green eyed girl. “This will not be pretty, I have never played this game before.” Candi went to say something encouraging to the older woman when her Dad beat her to it. “You are more than pretty Mandy, you are beautiful.” For her part Amanda just gave him a side eye and pointed to the screen. “The thought is appreciated, but you know the topic was my ability in a game.” Derrick’s grin didn’t waver as he looked at Amanda. “I will never pass up the opportunity to try to make you smile.”
Bailey told her she was pretty or sexy, it wasn’t as if she had low self esteem, but something about this man really did make her want to smile. It seemed much of the time, like now she couldn't help herself when he talked to her. “Feel free to admire me while I try to do what Candi did. Oh! This is that character from the Gaurdian’s move, I love the Racoon!” Amanda said excitedly as she found the character she wanted to try. The two adults played a few matches, it was clear Derrick was giving her time to play around and figure out the character and while doing so she even beat him one match. With that victory she got excited and looked to her left at the girls. “Did you see that, I beat him! Now I just need to do it again.” While no other victory came to her, Amanda stayed just as engaged in the little fighting game and the banter between her and the man at her side. Watching all of this Bailey sat sullenly, none of this had gone to plan. He didn’t get to win and picking a fighting game was going to be a sure fire way to keep Mandy from having fun, and yet she was laughing in amusement. Candi reached over and pulled Bailey’s hand into hers as she whispered to her friend. “You were so right! You lost the battle with me, but looking at our parents I think you are helping win the war.”
With a glance around the blonde girl Bailey could see Mandy lean into Derrick to push him into the arm of the couch so she could distract him and try to win the match. The sight of her getting into a game he couldn’t even get her to try before just darkened his mood. He looked back to Candi and thought how close he was to this being over. No more dresses and heels, no more taking forever to apply makeup and best of all no more Derrick flirting with his girlfriend. Bailey considered telling the teenager how none of this mattered, but considered all he went through today. He really didn’t want Megan showing up tomorrow to make him clean himself out or well anything really, he just really didn’t want to hear from that woman, so instead he kept playing this horrible role. “Like I said, this ditz has plans.” he said while thinking about the simple plan of fucking his girlfriend tomorrow night after they all went to dinner. He wished he could do that to her now with how she was dressed, but knew that wouldn’t be happening. Hearing a dinging sound Candi got up from the couch. “Be right back, I forgot my phone in your bedroom.”
Candi didn’t walk like she was trying to get a man's attention, but when she tried to move quickly in her red heels it certainly got Baileys. When she came back Candi didn’t sit gently and smooth her skirt out, she just plopped down and handed Bailey his phone. “Wasn’t mine, think it was yours.” Even the sight of his red painted nails gripping Mandy’s old phone case was bothering him tonight and he hoped it was some text about voting or other spam instead of August. Last thing he needed was this girl to try and play matchmaker. Typing in the code to get into the phone Bailey saw the message and it was worse than August flirting with him. The message was from Megan, it showed an image of him all dolled up, with curlers in his hair, wearing the frilly apron while he vacuumed. The message read “I loved this shot and thought you would too.”
“Oh my god, look at you!” Candi said leaning into Bailey. “Can I see that!?” She had already seen the image of him being the little Suzy homemaker, letting her get a closer look wasn’t going to make this worse, so he handed the phone over to the excited girl. “Aunt Megan was right to love this photo. Amanda, did you see this?” she said turning the phone to the older woman. Derrick paused the game as their attention was drawn to the phone and the image on it. “That is precious, send that to me please.” The image made Amanda happy, Bailey had said more than once that cleaning was woman’s work. She of course didn’t let that stand, but getting him to help around the apartment was like giving a cat a bath at times. Yet here was a photo of him doing his best to play the part of her loving daughter cleaning up the place while trying to look her best for the night. Bailey watched Mandy’s face light up and realized he was wrong, he was very wrong. Letting Candi have his phone made things worse. The sight of his girlfriend cooing over that photo made him feel like a girl had just said “Does it get bigger?” about his penis, it was just that emasculating when he combined it with everything else had been through today.
When the blonde girl handed the phone back she had already sent the image off to herself and Mandy. Emotions were trying to bubble up, but he was able to push through it as he imagined what he would do to Megan, or what he would like to do to her if he could. For now, he just responded to the text wondering if she really was a witch. The woman had left him alone all day after she left, but just a few minutes after he thought of her she was back at it. He wrote back to her to thank her and try to keep this from happening again.
Bailey: Wow, I like didn’t know you took that photo. I do love it, but I’m like not looking my best.
Aunt Megan: You are photogenic and I just knew you would love it.
Bailey: Aww, you are like too kind Aunty, but like could you make sure I’m ready for the day before you take photos of me. It takes forever to get may hair this way and I don’t want people seeing me in curlers.
Aunt Megan: Candid shots can be best, but I will see what I can do. No promises.
Tapping the power button to darken the screen, Bailey felt like he lost another battle. This one was a long shot, but at least she didn’t take any photos of him baking with flour all over him or something like that. A photo like that and this sounded exactly what a trendy white girl would post on pinterest and that was a can of worms he didn’t want to open. He had one more day like this and didn’t want to spend it favoriting girly crap on the web site.
All too soon for most of the four it was time to call it a night. Candi was sad to go as she gave Bailey a hug. “Tonight went perfectly, you gave us a home cooked meal and got the adults to loosen up. The next time you don’t feel smart, just remember tonight was all you and I couldn’t be happier to have been part of it.” That hug ended and he lost track of what the girl was doing when her Dad gave him his own hug that lingered longer than he would have liked. With one last squeeze he pulled back and smiled. “Tonight was wonderful, if you need anything or want to talk just let me know. Have a good night princess.” Bailey stood there watching as he walked over to Mandy and gave her a kiss on the cheek and took her hand in his own. Candi gave Bailey a little wave as the Conners left with his girlfriend in tow. “Be right back honey, just going to say good night.” Amanda said as the door closed behind her.
Moving to a window Bailey watched the group as best he could with the light from the street lamps. He saw Candi get in the driver's seat of the vehicle, while Mandy’s arms wrapped around Derrick’s neck as he pulled her close in an embrace. He couldn’t see their lips locking from his vantage, but it was clear what the two were doing with the embrace lasting over a minute. Disgusted with the scene, Bailey went back to his room and took a seat at his Vanity to remove his red shoes from his sore feet and wait. With a glance in the mirror Bailey pushed a strand of hair behind his ear and blew out some air as he gazed at the vision in front of him. “One more day, just one more day and I can be a man again.” he said to himself, while thinking how wrong it was to be attracted to the girl in the mirror.
What's next?
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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