Disable your Ad Blocker! Thanks :)
Chapter 89 by Nicegent42
What's next?
Almost Party Time
Sitting in the backseat of Derrick’s car Bailey wasn’t feeling particularly well and felt worse Candi had spoken up. She could hardly sit still in the car, and he had to make sure he didn’t look directly at her or his eyes would be drawn to things he knew he shouldn’t be looking at. She was wearing the same burgundy red dress the two of them had worn on their double date, white tights, his strappy high heels and of course the new tiara. The idea of even thinking of heels as his was odd enough, let alone he had loaned them out. The girl bouncing in her seat caused her chest to move and even Nana Connors hasn’t tried to quell her excitement as they made their way to the party. Candi looked just to the side of the headrest in front of her so she could see her Dad in profile, then to Miss Best in the front seat. Her eyes stopped on her lap, where she held her Daddy’s hand. That little sign of affection alone would have made her happy, but in the backseat with her was her Nana and semi adopted sister. She had told her Nana how her telling Bailey she could call her Nana was one of the best gifts she could have ever gotten, though she was quick to say how she still wanted her birthday presents when Nana had asked her if that meant she didn’t want what she had wrapped for her. “I love this, today might be the best day of summer.” The comment got a few looks from those in the car to see if she would elaborate. “Oh, why is that sweetheart?” Derrick asked looking in the rearview mirror to see her face. “All of this!” She said waving her hands at the full car. “It feels like a family doesn’t it?”
Everyone reacted in their own way, with Derrick glancing over at the beautiful blonde woman to his side, his grip tightening on her hand for just a moment. Amanda gave a smile that didn’t show any teeth, but it was sensear enough that it reached her eyes. The idea of having a family appealed to her, but it left an unease in her and she couldn’t bring herself to look at anyone in the car, not Derrick, Candi and definitely not Bailey. Enda, who was sitting between the two girls in the back seat, tapped her hand gently on Bailey’s exposed knee and gave the girl a friendly smile. Bailey had been blowing off Candi’s statements about the subject and her talk of trying to figure out how to make their parents fall in love. He knew the truth of what was happening after all he knew the truth of how this was going to end. Still her comment right now felt more real with how everything went when Derrick came back to his hotel.
Bailey was in Candi’s bedroom with her Nana as they discussed how to use the burgundy dress tonight and still have a different look than before. “That dress looks pretty, I’m sure you will look beautiful in it.” The older woman said as Candi held it up to her chest. “Oh Nana it does look good on me, Bailey has the same dress and we went on a double date. I just want to look a little different when I wear it and it was way too cute not to be worn more than once.” Bailey participated in the conversation offering up suggestions like wearing the white tights that she was more than happy to agree with, but he spent most of the time looking at the floor and not at the nearly naked teen girl. Candi was wearing only her bra and panties, the direction of his gaze was picked up on by the older woman and she had put her arm around his waist. He wasn’t sure what that was about till she had whispered to Bailey when Candi was rummaging through her closet to pick out a few different options for shoes. “I can tell you are still feeling down about those you have lost and did a wonderful job covering it up for the video the two of you made. You don’t have to hide how you feel, Candace will understand, but if you are trying to put on a brave face you will have to try harder or she is going to notice.” She had noticed his mood, it was the wrong conclusion, but she was right. He would have to try harder, he couldn’t ruin this party for her and would have to try harder. Bailey gave the elderly woman a little nod before looking over at Candi, seeing her perfect little heart shaped ass in her panties and feeling his natural anatomy signal it’s approval. “Candi why not wear my shoes, they like look fantastic on you and I know you still have them.” A few seconds later Candi pulled both of those shoes out, holding them in the air between her fingers. “They don’t look fantastic on me, they look fantastic on both of us and you wore them for our date and I can definitely get behind that idea, but you know I have them because you said I could keep them. Don’t worry we will go by your place when Daddy gets home so you can get ready and you can wear the heels I bought you the other day.” Edna laughed at the two’s banter. “Having a friend that you can borrow shoes and clothes from must be nice, I wish I had someone like that when I was younger. Doubling your options on clothes must be nice.” Candi only had a small smile on her face as she looked at her grandma, considering for a moment if she would get in any trouble for correcting her. “No, Nana I don’t have a friend… “ She dragged out the word. “I have a sister and yes it is nice.” Edna nodded in agreement. “Fair enough.”
“What is fair enough?” Derrick said, poking his head into his daughter’s room, he had been as quiet as he could coming in. He wanted to surprise his mom with the flowers he bought for her to make sure she knew he appreciated her and as an apology for not being the one to pick her up from the airport. She hadn’t mentioned it in a long time, but it was her that made sure he was spending extra time with Candi, bringing her along on his work trips instead of leaving the girl off with her. She had made it clear that his priorities were wrong, he had spent too much time at the office instead of home with his sick wife and how if he kept it up he would lose his connection with his daughter. “EEEEK! Daddy get out!” Candi said, jumping into the closet to hide from the sight of her father. “Sorry honey, your bedroom door was open.” Looking at the girl this might have been one of the first times Bailey had seen her look embarrassed. Her cheeks were red, but instead of looking like she wanted to crawl into a hole like he did when he felt that way her eyes were hard. “Daddy, GET OUT!” Derrick looked in the direction of the voice and gave a little shrug before walking away from the door. “Have fun, I’m going to go spend some time with your father.” Nana Conners said, shutting the door behind her. Hearing the door shut Candi looked around the corner to double check before stepping back into the room. “Did you hear that? She is talking about Daddy like he is both of our Dads.” Bailey shook his head at her ridiculousness. “No she was totally just talking to you, and remember how she said you need to like understand that they might not work out.” Candi waved her hand in the air like she could knock the words away, her movement causing her chest to move in a rather eye-catching way. Don’t worry sis, you keep working on your Mom and I will keep working on Daddy, we will get them together. Besides now we have Nana, once she talks to your Mom she will be practically pushing Daddy into her arms.” Bailey held her gaze for a few seconds before letting out a sigh, the girl just couldn’t change the tracks in her mind. “Can we get back to getting you to put on some clothes before your Dad comes in here again.” Derrick hadn’t acted embarrassed at all with almost seeing his daughter in her underwear, or maybe he was better at hiding it by being around her as she grew up, but he was more than embarrassed for him.
After Candi finished getting dressed the four of them were out the door, a few presents were put in the trunk along with the dress Bailey was going to change into back at home. “Love the crown’s girls. I told you before that you were princesses and it looks like I was right. So here is my pledge to you both, so long as you both wear your crowns tonight I shall call you Princess Candace and Princess Bailey. Unless of course you both would like me to tell everyone to call you both Princess Ann tonight and let you decide amongst yourselves who they are talking to.” Bailey smiled sweetly at him, but just thought about ripping the tiara out of his hair and onto his and let him see how he felt about being called Princess Derrick all night. “Our first names will be fine Daddy. Can you tell me about the party?” Derrick, still turned around in the driver’s seat to look back at the girls shook his head solemnly like this was a very serious matter. “I”m sorry Princess Candance, Princess Bailey, I would love to tell you but I have been sworn to secrecy.” Candi pursed her lips in thought and gave a little nod like she came to a conclusion and was agreeing with herself over it. “What do you think, should we let him off the hook or use the tried and true method that always breaks Daddy.” Bailey raised an eyebrow, not sure what she was talking about. “Pouting and giving me those big doe eyes will not break my resolve on this one and you will find out for yourself here soon.” Candi looked over at her friend with a little mischief in her eye. “Yeah, but now you have two of us to contend with and I don’t think you could hold out for long.” Derrick looked between the two girls, while this entire time his mother watched on in silence. “Let him have his secrets, you wouldn’t want him telling everyone yours.” Bailey said thinking about the many things he didn’t want to let out, like what happened when two boys didn’t take no for an answer at the water park and how Derrick had saved him and kept it to himself. “It’s settled then.” Derrick said, giving a wink to Bailey before turning back to face the steering wheel and start their journey so Bailey could get ready.
The group went up the stairs at the apartment complex, Bailey mincing up to the door before pulling out the pink key he was given for the door, his old keys long gone, or at least well hidden by Aunt Megan. Thinking of her made Bailey remember how he had sent her the video of him saying he was a good girl, but he hadn’t done any of the math workbook or the ballet practice. “Come on in and like welcome to our home.” Bailey said mostly to the older woman, her being the only one that hadn’t seen his two bedroom apartment before. “You look beautiful Mommy!” Bailey said as Amanda came out of the hallway when the front door opened. Bailey’s eyes very much enjoyed the way she looked and he could feel it wasn’t just his eyes that were pleased. She was wearing a deep blue wrap dress, the neckline plunged enough to just be okay with an office dress code, the sleeves stopped just below her elbows and the hem was far from scandalous at two inches above her knee. Her legs were encased in forty denier hosiery that Bailey wished he wasn’t able to tell at a glance thanks to the fashion sites and magazines he had been **** to read. She wasn’t wearing any jewelry as of yet and her feet were bare, but her makeup was done. Her eyes started off with a gold eyeshadow and moved to a blue, her lips were colored in with a matte nude lipstick. She looked like a goddess, one he wanted to ravish. “You look so pretty. Oh wow I love your eyes! Could you show Bailey and I how you did that?”
The sweet compliment pulled Bailey away from the idea of fucking the woman sencless, how his mind went their so quickly he realized he was more than just a little horny. He watched as Derrick came up and gave a kiss to his own love's cheek and whispered something to her that made her blush a little. “Mommy, you look the most beautiful, you are like a goddess!” More than a few times after they had sex he would run his hand over her body and tell her how she was his goddess and he wanted her to remember those moments and how he was feeling about her. Amanda gave a wide smile to Bailey and then Candi, her body leaning a little into Derrick. “Thank you girls and I would love to show you both sometime. Now don’t be rude Derrick, introduce me to your mother.” Stepping forward and motioning towards his Mother with one hand and the other at Amanda. “Mom this is Amanda Best, Mandy this is my Mom, Edna.” Amanda held out her hand to greet the elderly lady, but she stepped past it and gave her a hug. After stepping back she looked to her son. “She is just lovely, I like seeing you date someone that makes you both happy and keeps you in check.” Bailey retreated into himself a little thinking of them dating. They weren’t dating! Sure Mandy was seeking comfort and companionship with the man, but they hadn’t gone out on any dates. “It is a pleasure to meet you Amanda, my son and granddaughter seem quite taken with you. I hope you don’t mind me asking you some questions, I can’t let just anyone around my boy. You know he hasn’t dated anyone since Emily passed.” Derrick looked horrified that she had said all of that. “Mom!” The older woman waved her hand towards Derrick to dismiss what he was saying. “I am enjoying every moment I get to spend with your family. Candi is a bright young woman that I am looking forward to spending time with this summer and your son.” Amanda’s eyes went back to the bearded man, as their eyes met she felt something in her heart that made her smile unconsciously. The situation was still more than odd, but after that day where they laid in bed together sharing what they liked sexualy and their brief, but enjoyable encounters after she knew she wanted to spend more time with him. “He has been a true gentleman, and I do not know about keeping him in check, but I have to say he makes me happy.”
Amanda looked over at Bailey seeing what her disguised boyfriend thought about this talk of dating and how Derrick made her happy. All she saw was a teen girl with a blank expression besides her smile as she played with her hair. “She makes me happy, Mom, but there is no need to grill her.” Enda gave her son a flat look that faded to something warm and friendly when she looked at her granddaughter. “Why don’t you girls go and finish getting ready, and go like lightning, I know you both are looking forward to tonight.” Candi grabbed Bailey by his hand brining him back in to the moment as she pulled him along back into his bedroom and closed the door. It took him a second to realize what was going on and looked to the closed door. “Be right back.” He said heading back into the living room to grab the box with the new dress, the short trip allowing him to overhear a little of what Mandy and the elder Connors were talking about. “I was never what you would call a career woman, you have a good position at a place I understand is hard for women to thrive in and yet you do it and have raised a beautiful daughter. How did you manage to have it all?” Bailey wanted to slow down, but the trip back to his room was only a few feet in the apartment, slowing his steps only allowed him to catch a little more. “I am far from having it all, I have not been able to spend nearly as much time with Bailey as I would have liked and that has caused problems.” Bailey couldn’t see what they were doing, not wanting to look behind him as he listened in, but he heard Derrick’s voice next. “You mean the bad grades?” The last thing he heard as the door shut was from Nana Connors. “Don’t beat yourself up hon, I failed plenty raising Derrick, but as sweet as your girl is I have seen that blank look on her face more than a few times, I don’t think good grades were ever in the cards.” Great another person thinks I’m an idiot, that is the role I guess… Yay for it working. He thought sitting down on the bed next to Candi and opening the box, while his friend fidgeted with her hands in anticipation to see what Bailey would be wearing that night. What Bailey wasn’t able to hear was Derrick speaking up after his Mother’s observations. “Bailey is a wonderful girl that seems to internalize a lot and that causes her to get lost in her own head, but seeing her and speaking with Candace she has a real creative side, she actually opened up to me telling me how she always wanted to try ballet.” Edna shook her head at her son before looking at Amanda. “I wasn’t trying to put her down, I just wanted you to feel better about not being able to spend more time with her like you would want. I’m sure it is harder for you than Derrick, but I already made my feelings clear to him about him spending not enough time with Candace.”
Soon Bailey was stepping out into the living room in a black shoulderless dress with a built in bra. The hem was shorter than the burgundy dress Candi wore, coming down less than halfway down his thighs. The only thing he wore for jewelry was a piece of black lacy fabric around his left wrist and towered in the stilts disguised as shoes, the black heels he had worn out last Friday. When he had slipped them on he recalled taking them off that Friday night after having a fight with Mommy, how angry she was and how angry he was at her and everyone. At the time he had kicked them off thinking he would never see them again, and now they held his feet like that did before, making his legs and ass look incredible. That was bad, but the worst part of getting dressed was when he realized he had no privacy to get undressed. Pulling off the white top he thought he would die when Candi hopped off the bed and her eyes were looking directly at his chest. “Oh My God, I thought I was right and I am!” She said before giving Bailey a massive hug. “You aren’t wearing your breast forms! Well you look like you have a pair of little helpers in there.” Candi corrected herself as she reached behind Bailey and unclasped his bra and two small flesh colored objects fell to the floor. Bailey covered his chest and blushed so hard it felt like his face was on fire from the warmth it created. “Don’t be like that!” Candi said, pulling Bailey’s hands away from his chest and touching his exposed flesh. “I’m like so happy you feel confident enough in yourself to not wear those things! And I like promise you that you are gonna blossom just like your Mom before you know it.” Candi was giving him a large smile, but the only thing he could think about was how her hand was on his chest, on his swollen chest and she thought he had breasts. At that second he was happy for the first time that the breast forms had caused his chest to swell and look like he had something a teen girl should. Stepping away from Bailey Candi opened his dresser drawer and pulled out a pair of panties and held them out to her friend. When Bailey didn’t move she playfully tossed them into his face, and while he reached to grab them on reflex he missed causing it to hang from the tiara.
Candi burst out laughing while Bailey removed the silky piece of fabric from in front of his face and scowled at the laughing girl. “Stop being so shy, it isn’t like we haven’t had to undress in the school gym a million times. Hurry up and change, the sooner you put on that gorgeous dress, the sooner we can open presents!” With great **** Bailey unclasped his little white skirt, but turned around to face away from Candi before changing his panties. He wasn’t really naked with the girl, not with the prosthetic and he hadn’t been self conscious about his body, on the small side or not with ladies in a long time, but right now he was more than self conscious. He didn’t want Candi to see what was between his legs, or specifically what wasn’t. What if she realized it was fake or on one level accepted that it was real. “You just wait little sis, I’m going to make sure you are proud of that body.” He didn’t like hearing that or how the adults fawned over him and Candi. He didn’t like how he thought of them as adults, he didn’t like how Nana pinched his cheek saying how beautiful he was, he hated how Derrick was so nice and he wanted to die when his Mommy teared up a little seeing him. “Bailey you look just precious, you really do look like a princess.” He wondered if she was crying because her boyfriend looked like this or something else. “They look like princesses, because they are. Isn’t that right Princess Candance, Princess Bailey?” Derrick said walking behind both girls and putting his hand on each of their shoulders.
What's next?
Disable your Ad Blocker! Thanks :)
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
- 6,765 Likes
- 1,708,607 Views
- 973 Favorites
- 655 Bookmarks
- 211 Chapters
- 183 Chapters Deep
Comments moved below the chapter.
Jump to comments
Comments