Date night ends

Stepping out of her car Amanda looked up at the apartment building, seeing the light on in the window to her unit she smiled slightly to herself thinking about her evening. She was only going to go to the book club because her sister didn’t want to go by herself, even if she right about both of them not getting out enough, she knew it wasn’t the real reason. Megan was strong, always had been, but being alone was getting to her and no matter how much she tried to keep herself busy with taking photography classes, she knew how her sister was really feeling. It was a fun evening, a lot less talk about the book they were supposed to have read than expected, but between the six women they had polished off four bottles of wine. The biggest surprise was when Chriseen, Jeremy’s mother, told her about how the girls had come by her shoe store, a place called Shoeholic in the mall, to see her boy. After a few glasses Christeen was saying how her son had been too afraid to talk to anyone in a skirt and how happy she was that he was finally coming out of his shell and having such pretty girls come calling on him. That turned into her asking which one of her daughters was interested in her little Jeremy, she would hate to see sisters fight over her boy and by the third glass Amanda had given up on trying to tell her how they both weren’t hers. Waiting for a car to pass in the parking lot Amanda continued on her way proud of what the girls were doing for Jeremy and happy she had agreed to go, but now she had to make the time to read a book from Oprah’s book club list back from two thousand and seven called Middlesex.

Opening the door smiled at Candi and Ryan on the couch, heading to hang her purse from a chair by the table. “Good evening Candi, Ryan. I hope you had fun tonight.” Candi looked like she put a lot of effort into looking right for the evening, and loved how cute her hair looked. “I will stay out of your way, enjoying watching…” Looking at the television she looked at the two in silence for just half a second. “The Hunchback?” She watched the young man smile back at her along with Candi. “We have been watching Disney movies tonight, and good evening to you too.” Nodding, Amanda turned to start heading to her bedroom, but stopped after just two steps. Her brain seemed to have missed something key, and she didn’t know if it was because of the wine or it just being a long day. “Say, Candi. Where is your sister?” The look she saw on the girl's face made her think she had done something wrong, and the direction of her eyes told her where she would find Bailey. To the girl's credit she didn’t give her friend up on purpose, at least not right away. “She went into her room with a boy and closed the door?” Her voice was firm and she was shocked at how much she reminded herself of her mother at that second. “They were going to watch videos on their phones and didn’t want to…” Candi’s’ voice trailed off under Amanda’s icy stare from her blue eyes. The only two sounds in the apartment were Amanda’s heels as she walked towards Bailey’s door and the whisper of Ryan. “I think it might be best if August and I headed out.” Smart boy she thought as her hand landed on the door knob.

What would happen if August found out the truth about Bailey, would he understand that the girl he had gone on a date with was really her ex-boyfriend in disguise? Would he tell people at the office? A boy alone in the room with a girl indicated very specific things, she could imagine Bailey not thinking anything of it. Choosing to accept the offer so he wouldn’t have to watch Disney movies, not thinking about how she looked and a boy's desires with it until… those thoughts vanished as she opened the door and saw August and Bailey in bed together. They were partially sitting up, propped up by pillows, both sleeping. Of the things her mind expected, Bailey laying with her head on August’s chest with his arm wrapped around her was not one of them. Bailey was dressed in what looked like an old rock band shirt of his that she used for a night shirt and it had been modified to hang to expose Bailey’s shoulder and stomach, a plaid green tartan skirt and high denier stockings that ended below the skirts hem. Her hair was styled just like Candi’s and she had green eyeshadow to match the skirt. She wasn’t dressed up as much as Candi, but the outfit was cute and something she would expect to see a teen girl wear for a date. “Pumpkin, time to wake up.” Amanda said as she leaned down slightly to touch Bailey’s leg, causing her to startle awake. She watched Bailey flutter his lashes and then sit up and pull away from August, who just took in a deep breath as he opened his eyes. “Mommy it's uh uh not what it looks like!” The voice sounded like it was pleading for her to believe her. “Hmm, Oh hi Miss B. I mean Miss Best.”

“We are not at the office August, you do not have to be formal, but at the moment I would suggest maybe relocating back to your home. Unless you would like to have a discussion about your intentions with my daughter and why you are in her room, alone with her with the door closed.” She watched as his eyebrows went up and started to get off the bed in a hurry, but just as he was about to get up he stopped and leaned over to give Bailey a kiss on the cheek. “I will text you later.” He said getting off the bed in a hurry. Amanda tracked him with her eyes as he grabbed his sneakers and went off into the living room. “Bailey Ann Best, do you understand how dangerous it was for you to be alone in here with a boy?” Bailey nodded ready to tell her it wasn’t his fault when he thought about how a good girl is seen and not heard. Mommy wanted to be heard right now, and this didn’t feel like a discussion. “What if he found out the truth? What if he wanted to actually have sex with you? What would you do then?” Amanda put her hands on her hips waiting for Bailey to reply, but instead of the bluster and arguing she was used to she got nothing but silence as she looked down at her hands in her lap. Bailey had been a lot less argumentative, but she wished Bailey would say something. She sighed and reached over to tap under Bailey’s chin so she would look up at her. “What would have you done if he wanted to do more than just lay there with you?” The shrug she got in return told her all she really needed to know, Bailey had no idea how to handle being with a boy and was completely unaware of how much the feminized man wanted to tell her how he wasn’t allowed to tell him no, had **** other than to date him and how much he didn’t want any of it. Looking over her shoulder Amanda watched Candi say goodbye to the boys as they left, and decided she would have to have this talk with her too. Without a mother she doubted her father ever had a discussion about how to handle boys. “I’m not mad, but this was not good decision making on your part, now how about you and Candi get ready for bed. When you are done, the two of you can come into my room and we will have a chat about boys.” Bailey still hadn’t said anything other than to nod and she wondered if she was just two embarrassed about everything. Leaving them to get ready for bed, she headed off to her own bedroom for the same, stopping on the way to tell Candi that she wasn’t in trouble. “I didn’t explicitly say no boys in the bedroom, or lay out any ground rules. That is my fault, go get ready for bed and the three of us are going to have a conversation about boys.”

“Tonight was so hot, I like sooo…” Candi’s body vibrated as she tensed her muscles and bounced up and down on the balls of her feet. “And I like didn’t think of her being upset about you and August in the bedroom and we like both should have thought of that. I can’t believe I gave me first hand job! Oh and what do you think your Mom wants to talk about? She said it was about boys? Oh my god it was embarrassing when our parents had THE TALK with us, but like it was also super nice to feel like we had more than one parent when it happened right? I think I am going to wear some of your pajamas, it just like totally feels right with how I feel right now.” She wasn’t even letting Bailey answer the questions, or pausing at all between her questions once they were alone in his bedroom. “Yeah, like umm yeah.” Bailey said unconsciously twirling his hair in his hand as he gave the single answer to her numerous questions. He felt hollow, not so broken as he was that night he saw himself in the mirror dressed as some preteen, but the extra mental faculties seemed disappointed that he was better off mentaly now after taking a man’s cock in his mouth and another man’s cum, then just dressed like a little girl. He didn’t have the mental energy to be bothered when Candi started to undress right in front of him, he enjoyed what he saw and felt himself physically respond to the sight, but at the second it just didn’t seem to matter and this sight not mattering just added another layer of things he was upset about. “Okay, I’m like going to wear the foam green and white one, you wear the dark green and black one.” Candi said, handing Bailey one of his too many babydoll nighties. Bailey wanted to tell his friend the only thing that was hot tonight is when he got to hold her in his arms and kiss her, sitting on August’s lap was disgusting and everything else was just degrees worse. He couldn’t even tell Mommy how she should have been home so none of this would have happened. A good girl never never argues or complains, just like… just like how his name was Bailey and he liked to tease, and sometimes do it down on his knees. He felt tears coming to his eyes as he looked down at the thin sexy piece of clothing in his hands.

“Hey, hey don’t be upset. Your Mom isn’t like mad or anything.” Candi said coming closer and sitting next to Bailey on the bed. She had already removed her belt, heels and dress and he felt the now scantily clad hot girl put her arm around his waist to try and comfort him. “It's.. it's like not that.” Taking a half a breath, Bailey let it out and did it again this time deeper. “August, he like, said he wanted me to be his first and I… and I…” can’t stand the idea of it, just blew him and wish I could get the image of his cock out of my mind, purge his cum from my body, stop pretending to be a girl were all things he wanted to say, instead his chest heaved as tears came from his eyes. He felt so **** and hated crying, he didn’t know why he had done it so often and if that wasn’t bad enough he hated how he felt his chest moved with each sob. “It will be fine, I promise. I was totally scared with Ryan tonight and you helped me through it, besides if you aren’t ready he will understand and if he doesn’t we can totally dump his ass.” Wiping some tears from his eyes Bailey looked to his friend, she was trying to comfort him, but didn’t really understand the problem. “We?” Candi nodded before putting her forehead against Bailey’s. “We are in this together, your friends are my friends and like my friends are your friends. I keep telling you that you are my sister and sisters have each others backs and if like if your Auggy can’t take no for an answer then we can have Daddy fire him.” She was so often such a kind soul, Bailey wondered what the girl would be like if set on **** and considering how insistent she got on things she wanted, there was no doubt in his mind August would become an ex employee before a week was out. Now if only he was allowed to say no, or figure out a way to use the ever protective Derrick to make Miss April stay out of his dating life without it blowing up in his face.

Running a brush through her blonde hair Amanda tried to think of things to say to the girls about how to avoid unwanted male attention. She had already changed out of her work clothes and now wore a set of satin cami shorts and camisole shirt. He thoughts were interrupted when she heard a light knocking on her bedroom door. “Time to be a parent.” She said to herself in the mirror before putting down her brush and going out into her bedroom to let the girls in. Opening the door she saw each had changed into a babydoll nightie and had let their hair down, she motioned them in and climbed into the center of her bed and patted the mattress to either side of her. “Come on up and we can talk.” When they were both up she looked between the two trying to think where to start. “Tonight you had some boys over and I should have set some boundaries for you girls to follow, that is on me. But I was thinking how I do not know if either of you understand how to avoid unwanted attention or to not accidentally lead a man on. I know you both have heard how a man often only wants one thing, that is not entirely true, but close enough. I am sure this talk is embarrassing for you both, but I think it is important.” Candi nodded her head eager to hear what she had to say, while Bailey looked down at his painted toe nails, wishing he didn’t have to hear some speech about men want to fuck girls, you don’t have to let them. “Bailey, are you listening?” Begrudgingly he looked up to meet the gaze of the woman he loved, wishing Candi wasn’t here right now so he could just tell her… he wasn’t sure what he would tell her. He wouldn’t be able to tell her the truth, not the whole truth and if not that, what else would he say? He wasn’t sure, so he only nodded, sat and listened as she went on.

“There are little things you can do, like turn your head so a boy kisses your cheek instead of on your lips if you do not want to kiss him.” Amanda was looking directly at Bailey when she said the first piece of advice she could think of to help Bailey with her continuing to date a boy to help with her cover. “If he reaches for your hand you can pull it away and run your hand through your hair, these are little subtle signs we can do to show we are not interested in things progressing. If, like tonight, you were watching a movie you could sit on another piece of furniture or sit on the ground instead of sitting next to the boy. I have told someone who was interested in me that being around him was like having a brother and when he asked me out I would ask him who else was coming. Of course this is if you want to let him know gently, often men do not pick up on subtle signs. Then you simply have to be firm and tell them no and that you do not want to do something or that you are not interested in them. It can feel cruel, but sometimes a harsh rejection is better than having to deal with a man that is not taking the subles ques carrying on.” Candi nodded, licked her lips as she thought and then looked at Bailey before asking her question. “What if like if they want to do something and it isn’t like you don’t want to do it, you just don’t know if you do or if you are ready?” Amanda was pretty sure she knew what the girl was talking about and took one of the girl's hands in between both of hers as she made eye contact.”Are you talking about having sex?” She watched as Candi both shrugged and nodded her head to the question. “If you do not know if you are ready, then wait. Never let a boy pressure you into having sex. I would like to say you are too young to think about things like this, but I do remember being your age and what it felt like when my heart beat quicker when say a boy you like held your hand like this. If he likes you enough to want to really be with you like that, then he will understand when you tell him you want to wait. There is nothing wrong with telling someone you want to talk about what you are unsure of, just make sure you do not accept some platitude. A platitude is when someone uses statements that mean little for the purpose of settling someone’s unease. Does that make sense?” Amanda wished she could ask them if they she was doing a good job of explaining all this, but she needed to look like she knew what she was talking about, be the leader, and show confidence.

“Okay, but what if we wanted to know how to get a boy's attention or show him that we like them? Is it okay to sit in a boy’s lap like Bailey does or do boy’s think more into things like that?” Looking over at Candi with pleading doe eyes Bailey tried to will her to not say anything more like that. “Does she now?” Amanda said looking at Bailey with an eyebrow raised wondering why Bailey would do something like that with August, while telling her how she doesn’t want to go on a date with him or be alone with him. “Well I would say it depends on the boy and the settings. Hmm how about this, Bailey go get my brush from the bathroom. I am going to brush out your hair tonight, both of you. As we continue this conversation.” Amanda smiled at Candi, the girl seemed so eager and happy about talking about this, when she was sure it would have been something she would have avoided growing up. Amanda gave the best advice she could to both of the girls, making sure to keep pointing out they shouldn’t do anything until they were ready and to do so responsibly, but even as she did that while having each in turn sit in front of her to brush their hair she kept thinking back to what Candi said about Bailey sitting in August’s lap, and how she found her sleeping soundly in his arms, or going to bed in his hoodie the other night. It was like having a piece to a puzzle that you knew didn’t match the one you had been looking at. Bailey wasn’t interested in boys, maybe if Candi was also sitting in Ryan’s lap he would have done that to copy what he saw another girl doing. But then again there was a lot she hadn’t understood about Bailey as of late. Little things taken by themselves that could be dismissed, like seeing the purple dildo in her night stand, how she chose to get her eyelashes extended and lips done, something that apparently Candi mimicked or maybe Candi had said she wanted to get it done so Bailey did it to and just ended up getting it done first. She was unsure, but felt like she needed to test Bailey, see if she could get her to do something girly on her own with no outside pressure.

“You know being young is a good time to experiment with your looks. I noticed you got your lips and eyes lashes done today Candi.” Candi nodded happily and bumped her shoulder into Bailey. “When Bailey got them done and didn’t tell me I was a little upset, I hadn’t even thought about it, but she looks so good right!? Well Bailey made a followup appointment this week, I dunno to maybe get them bigger if she liked it.” Candi stopped to look to Bailey for an answer, but cointuned when no quick reply came. “But when I said I like wanted to get it done she gave me her appointment, I was so happy to get it done before the date tonight.” Well that gives me some more information Amanda thought. “You both tried goes platinum with your hair and getting it the same length the other week, but what if you had different hairstyles. How about we find a few cute hairstyles for Bailey, maybe something shorter.” Candi was really enjoying all the girl talk and attention that she just didn’t get at home. “That sounds like fun, but it is totally going to spoil me telling people we are twins.” Amanda gave an honest laugh at the idea of a haircut spoiling the girls little fantasy. “You can still tell people that, but maybe we can find something cute for her so that everyone just knows she is your little sister?” Bailey didn’t know about all that, but shorter hair would be easier to take care of and after spending so much time looking through the magazines at the salon he actually had a decent idea of things he thought looked good. “But this is important Candi, we are just talking and looking, you can’t go and pressure my darling daughter into getting it done. It has to be her decision.” And if Bailey decides to go get the girly haircut it will tell me what? That he wants to look that way? Or that she thinks I want her to look that way? It would just be another piece to the puzzle and help me understand her. Amanda took a deep breath looking at Bailey as the three looked up different hairstyles on their phones and compared them and talked. She wondered if most parents wished they could read their child’s mind to know what they were thinking.