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Chapter 45 by Nicegent42
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After dinner conversation
Looking over her shoulder as she was slightly turned in her seat Amanda watched Bailey walk off to her bedroom following her best friend. It wasn’t lost on her that Bailey still walked with an exaggerated sexy walk and wished she had taken the time to correct that at least, but by now the Connors would have noticed her daughters ‘natural’ gait. The idea of Bailey being a girl and not her boyfriend had gotten firm enough in her mind that she didn’t think anything of the bedroom door closing behind them. “They found something special with each other.” Amanda twisted back forward to look at Derrick, who was now seated with his second slice of pie. “You think so?” she said leaning forward on the table, placing her hands on her cheeks so her head could rest between them and put her elbows onto the wooden surface to support herself. Derrick’s eyes glanced down to the beautiful woman’s breasts now that she had given him a better vantage. Amanda noticed the shift of where he was looking and smirked, it felt good to be appreciated, and Derrick’s eyes didn’t linger before he looked back up to her gaze. “I don’t know enough about girls, and that is sad when I’m trying to raise one by myself. Though I don’t recall any one I know growing up calling a friend sisters, let alone demoting them to little sister. That connection is special.”
“I was already the little sister growing up, but no you are right. Beyond college Sororities, and that is just tradition.” Amanda looked down to the pie that Derrick took a not so small bite of his second helping. “You look like you found something special there yourself.” she said motioning to his half empty plate. Tapping the fork twice on the plate Derrick smiled back at Amanda. “This really is phenomenal, I can tell the care and attention that went into making it and even if Bailey was just following your sister’s instructions the results were all her. Little things like this, and how I see that same care in you in everything you do Mandy. At the office you try to elevate those you see as succeeding, coach those you see as struggling and honestly with just how I see you interact with Candace. Mandy…” his voice trailed off briefly saying her name and let go of his fork, abandoning the mostly eaten pie to reach out with both hands to gently take hers. “I, no. We have found something special.” The words flowed into Amanda, causing a blush to come to her cheeks like she was a girl again, and her smile dialed up to ten. Derrick’s touch, his green eyes, that smile, all of it made it feel like she was going to melt. Lost completely in the moment, emotions taking control Amanda held his gaze briefly before looking away, knowing if she didn’t the blush would only intensify. “Derrick..” her voice was weak as she tried to fight back the inferno of feelings inside. “We talked about this.”
Derrick didn’t let go of her hands and she didn’t try to pull away. “When I find something special I fight for it. The hurdle is distance, that is something tangible that can be worked on. For now though we can enjoy the time we have. I don’t have the power to hold the moon in the sky to extend the seconds we have together, but that just means I will cherish every second I do have with you that much more.” Amanda’s mind knew the words were cheesy, but it wasn’t a line. The sentiment was real and she was torn between wanting to cry from happiness or drag him to her bedroom. Pulling away from his hands, Amanda walked around the table before pushing Derrick back on the wooden seat. Bending down Amanda gave a soft lingering kiss to the seated man, the lingering flavor of the pie mixed with the warmth of his body and the ramped up emotions made it feel magical. When she pulled away he looked dazed with bliss and before he said a word she sat down sideways onto his lap and wrapped her arms around his neck so that she could find his lips again. She could feel the older man’s arms wrap around her to pull her tight to him and as the kissing intensified from romantic and sweet to something more forceful as passion took hold. The passion rose and she could feel something getting harder and pressing into behind and when she felt that Amanda pressed herself into his lap more and moving her backside to grinding into him. One of her hands moving up to the back of his head to run her long nails through his hair. She wanted him and could feel he wanted her, the rest of the world was gone as they pressed into each other, but the sound a girls laughed pulled her from the revelry. The sound reminded her that they were not alone and that one of those girls was her boyfriend, a man she loved.
The sound of the two girls seemed to have the same affect on Derrick, both of them looked over to the bedroom door to see if they were about to be interrupted. Looking back to the man that held her, Amanda smiled and then gave him one more kiss that lingered though the passion had waned. She reluctantly stood up, pulling free of his arms and the feeling of his hardon pressing into her. Bailey had given her the freedom to be happy, but now that the moment was broken she still felt a pang of guilt. “Coffee?” she offered to break the tension and he nodded.
When the door closed to the bedroom Candi jumped backwards onto the bed. The seated position she landed in left her red skirt pulled up so that Bailey could see more of her white pantyhose covered legs. The extra exposed legs and the smile she had made Bailey wish he wasn’t attracted to her, because all he wanted to do was push her onto her back and climb on top of her. The idea was laughable as he felt his weight shift on the red heels and the rustle of the dress as he moved to sit at the vanity and face the teen. Even as he had the very male thought of making out with a pretty girl he sat down smoothing the skirt of the dress and crossing his stocking covered leg at the knee, the actions practiced and drilled into him. Candi kicked off her heels and tilted her head from one side to the other as she kicked her feet back and forth happily. “Bailey, like I can’t believe you made all that tonight. With the way you dressed, you really got into the spirit. I just love it!”
“Stop, you know it was mostly my Aunt and Mommy that did it.” The disguised man said while blushing a little from the uncomfortable praise. The cleaning and all the cooking were things woman did, they were the things Mandy was supposed to do. Yet here he was just like Candi said looking like she had gotten into the spirit of the day. “Stop being modest, it doesn’t suit you. Come on, tell me how happy you are. I saw how you were watching Daddy take that first bite.” Bailey waved his hand in the air as if to dismiss the girl’s words. “No, Bailey Ann Best, you are amazing and we will sit here in silence with me staring at you until you admit how happy you are and how fantastic you are.” she said crossing her arms and giving Bailey a not so serious glare. Bailey met her gave and just glared back for a second before he just felt stupid. Here he was being petulant about saying he was amazing and that he enjoyed being praised for his hard work. “You win.” he said throwing up his hands. “I Bailey Ann Best am incredible, and I’m happy you and your Daddy enjoyed my food.” Candi started to giggle and laughed loudly as she kicked her feet in the air. “You are going to need to learn that I always win, and no little sister of mine is going to get away with having a low self esteem. Not even sure how you are so why, stand up and look at yourself in the mirror on the back of your door.” she said pointing over to the large mirror. Knowing it was best to not argue with the girl, Bailey got up and looked at himself in the mirror. In it he saw the pretty girl wearing a nice red dress and heels, a large white belt that seemed to help accentuate her figure. It was odd to feel attracted to himself, but as he swiveled from side to side he felt the petticoat brushing on the stockings and the feeling allowed him to see the shiny red lips of the girl in the mirror smile. “See, you are like so pretty. You should love how you look, I know August does.” Her voice’s tone changed a bit to a teasing one at the end. Bailey could see her gleefulness on her face in the mirror. He agreed that the young woman in the mirror was pretty, his own arousal was plenty of proof to that. He just hated the idea that it was him that he was looking at and did not need a reminder of men finding him attractive. “I am pretty, but…” Bailey’s words were cut off by the blonde teen as she practically vaulted to her feet and wrapped her arms around Bailey’s waist, placing her chin on his shoulder to look into the mirror.
Candi was a little taller than Bailey, but in the heels it caused her to be on the balls of her feet to pull off the embrace. “No buts, Bailey Ann! Unless you want to talk about how fantastic yours or mine are. Now tell me that you are beautiful just the way you are.” The smile faded from Bailey’s face the second he said the word ‘but’ and was surprised at the sudden hug. “But, you don’t..” Bailey felt Candi pull one of the arms from his waist and swat his but in a hard spank. “You have a great but Bailey, mine is of course better. So are we going to talk about our asses, oh even better. August seemed to have a great butt didn’t he?” Bailey had let out a surprised “Eeep” when the teen girl acted so brazen, but he really didn’t want this embrace to continue. Candi’s perfume and feeling her hold him was having an effect, one that was firmly secured and he really didn’t like the topic of talking about another man’s ass, so he relented to praise his girlish good looks. “I admit, I’m pretty.” Candi smiled at that and resumed holding her friend. “Just pretty?” Scrunching his nose at the thought she was continuing after she won he relented again. “So pretty. Actually!” he said turning around to face Candi with a small smile as he had an idea that should more than distract her.
“I feel pretty, oh so pretty.” Bailey sang as he looked Candi in the eye. The song would give the girl what she wanted and he would be able to be free of her embrace. “I feel pretty and witty and bright, and I pity any girl who isn’t me tonight!” Candi threw her head back and laughed before looking back to her friend and stepping back and pointing to herself. “Me?” Bailey gave a playful shrug to the question. “Well, I feel charming, oh so charming. It’s alarming how charming I feel. I’m so pretty that I hardly believe I’m real.” The words didn’t exactly match the song, but Bailey was more than happy she was playing along. Taking Candi's hands he pulled her forward and then walked behind her to point at the mirror. “See the pretty girls in that mirror there. Who can those attractive girls be? Such pretty faces, such pretty dresses. Such pretty smiles, such pretty us!” The teen girl's thousand watt smile returned and she started to giggle and laugh before. removing back to the bed falling backwards, flopping her hands to either side. It took her a few seconds to compose herself before she sat up and patted the bed next to her. Taking the direction Bailey smoothed his skirt to sit at the edge of the bed next to Candi. “That was fun, and no wonder you said you liked choir in school, you are a great voice.” Bailey had forgotten about that part of the cover story, it seemed like forever ago he was sitting in the passenger seat next to Mandy as they discussed the girl he was to be. “It isn’t that good.” The expression on her face told Bailey that he didn’t want to start this conversation over again about self esteem. “I mean like I am good, but not like Ariana Grande or anything.” Candi scooted closer and leaned to the side into Bailey and put her head on her shoulder. “You don’t need to be her, you can be happy being you.” Candi knew one of the reasons Bailey had low self esteem with being such a late bloomer and really hoped those vitamins she got her to take would help with that soon, but her not having much of a chest shouldn’t stop her from seeing everything else she had going for her.
“Sometimes you are shy, and others you know exactly what to do. Like with boys, you know exactly what you want and how to do it. Like at the water park with that lifeguard. I was shocked you were doing that at first, but like I couldn’t help myself be turned on. When he called you my name, it was like I got to live through you. I felt this rush and felt myself like…” she trailed off for a second and put her hand on top of Bailey’s. He could tell she didn’t feel comfortable about the subject, but he was also sure he was much more uncomfortable. “I got you know, like horny and had to touch myself. You didn’t though, how come?” Bailey remembered seeing Candi next to him looking spectacular in her bathing suit, her hand down the front rubbing herself. The memory would be enough for him to jerk off to, if it wasn’t also tied to a dick being in his face and rubbing on him. He racked his brain to come up with an answer as to why a girl wouldn’t try to get off. He always wanted to get off when he saw a sexy girl like Mandy or fuck Candi here. He gulped when he thought about how wrong it was to be attracted to her, she was only seventeen, but.. She would be eighteen in a few days, that was only a couple years younger, less of a gap than him and Mandy. “Umm like.” he tried to stall before it hit him. “Well like I don’t need to put my hand down there and touch myself. I got off when he did.” He said thinking about the time he got so turned on hearing Mandy’s moans and feeling her squirm around him as he went down on her that he came right there on the sheets without being inside of her or touching himself.
“Really!? That is like amazing Bailey! I heard some girls don’t even organism when they are umm, having sex.” Bailey leaned his head to the side on top of hers as she leaned into him, proud to know that he never had that problem with any of the women he had been with. It did not even occur to him that anyone would ever fake it. “We all have our gifts.” he said happily as he mentally went through the girls he had been with. They stayed like that leaning on each other and holding hands for just over a minute before Candi sat up straight. “So what do you want to do now?” she asked before seeing Bailey’s laptop sitting on her night stand. “Oh, I know we can make a video!” Candi said excitedly as she picked up the device. Before she could open it Bailey put his hand on top of the lid as he remembered the last thing he had open was the porn video Megan had sent him and all he did was close the lid when he was done. “Umm, if I sing another song will you forget about putting me on camera tonight?” Candi frowned and put her hand on top of Bailey’s. “Come on, it will be fun!” Bailey looked around the room quickly to think of what they could do instead. The first thing he saw was the stuffed bear, that didn’t help. Then it was the vanity full of makeup and nail polish, that was one option. A very girly one, but she might want to do that on video too. A glance at the shut closet door made Bailey think of all the outfits and did not want to go down the road of some fashion show. Then his eyes fell on the little toy figurines of horses on his dresser and it made him think of things he actually did enjoy doing and he had an idea. “Umm How about this. My mom’s ex left some video games here and we could go play those.” Candi put the laptop down on the bed and gave a more reserved smile than the one she had when they were singing, but still one that could captivate most men's hearts. “I would love to play some video games, but on one condition.” Her smile seemed to somehow look devious now even though it didn’t change, but Bailey didn’t care. Not with getting to forgo the world of a teenage girl and back into something he enjoyed. “Sure, like whatever you want.” Scooting forward on the bed, Candi slipped her heels back and pulled Bailey to his own heeled feet. “Whatever I want, dangerous words. You should know better by now, you are either the biggest ditz or you like it when I take charge.” She said laughing.
Bailey bit his lip at the uncomfortable idea that he really did stick his foot in his mouth, he really should know better, but she did say something kinda true. He did enjoy a strong woman, at least one that still did what he wanted. “So we are going to have a bet, you pick the game and then when you lose.” Bailey already started to move to the door and put his hand on the door knob before cockily cutting his friend off. “Oh, I won't lose. This ditz knows what she is doing and has a plan.” Better to lean into the joke than fight it and make it worse he figured and if he acted hurt at the phrase she might want to spend more time consoling her friend and building her up. Opening the door while still looking back to Candi, Bailey stepped into the rest of the apartment and then stopped dead in his tracks, seeing the back of the heads of Mandy and Derrick as they sat on the couch. With a glance back to Candi who motioned back to the room, she obviously didn’t want to interrupt the couple. Though he very much did and also didn’t want to go back to the alone time with this girl.
“Umm, Mommy. Candi and I were hoping we could play some video games. Is that okay?” Amanda sat up from her position, who was leaning into Derrick. Shifting in the seat to look behind the couch caused Derrick’s arm to slip from her shoulders. Bailey had never asked permission to play his video games before and thought it was cute he was going to play with Candi. “No problem princess, come sit with us.” Candi grabbed Bailey’s hand with both of hers from behind, causing Bailey to turn with a look of confusion. Candi shook her head and whispered. “Let’s leave them alone so the plan will work.” It hadn’t been lost on Bailey that she wanted to convince her dad to stay, he didn’t believe she had the power to do any such thing, but he also didn’t want to leave the two alone to cuddle on the couch. So he leaned in close to Candi and smiled. “I told you I have a plan, and it involves having fun.” Candi didn’t let go at first and he read the expression on the girl's face as ‘Are you sure’. So he nodded and tried to give a reassuring smile while leaning close like he was telling a secret. “I feel charming, oh so charming.” he whispered in a sing song melody. It caused Candi to giggle and start to hum the song as she walked past Bailey to go sit on the couch next to Amanda, leaving him the only spot open on the end next to his video game opponent.
“Oh you are in a good mood honey, not often I hear you humming a song. What is that one, it sounds familiar?” Looking past Amanda to her Dad, Candi smiled. “I feel pretty, Daddy.” Not getting it he smiled back at his lovely daughter. “You are beautiful and I’m happy you are in such a good mood. Tonight has been really nice I think.” Bailey took his seat at the end of the couch while they were about to talk themselves into a circle. The four of them on the couch was a tight fit, but with Candia and Bailey’s small frames and the others leaning into one another they all were able to get comfortable. Amanda gave a peck to Derrick’s cheek. “You are sweet, but she is telling you that is the name of the song.” Feeling a bit of a fool, Derrick just nodded and tried to pretend he knew all along. “I know that, but it's always nice to build up a young girls confidence. How about you Bailey, do you feel pretty?” Bailey tried to see if he could kill another person with his mind and a look alone. It wasn’t working, but it did earn him a light slap on the thigh from Candi. “Stop being embarrassed and tell him.” she whispered even though the close proximity allowed the others to hear what she was saying. With a more **** looking smile he looked at the the rest of the couch that sat to his right. “I do feel pretty, thank you Mr. Connors.” he said with a large blush and was unable to meet the man’s eyes. He felt small and fragile saying something like in front of the woman he loved. She smiled back at him, but he wasn’t sure if it was to reassure him that she appreciated his act or if she was just in agreement.
Wanting, no needing an outlet and escape from how he felt Bailey turned on the tv and went over to the tv and bent down at the waist in a very un-lady like fashion to put a game into one of his systems and pick up some controllers. The dress was not short to reveal the panties underneath, but it was enough for them to get a look at her petticoat. Sitting back down Bailey handed a controller to the green eyed teen next to him. He had a big smile on his face thinking how this was just the ticket to feeling better about today. The screen loaded showing Marvel Vs Capcom. He was going to beat up a girl and not only not feel guilty about, but he was going to feel happy doing so. The only thing that gave him pause was when she said. “Oh, like yay! I love this game!” and wiggled in her seat.
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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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