Before bed

The pizza was down to the last slice, Derrick sat at one end of the couch, while Amanda was on the other with her legs up next to her. As the movie played Amanda brought her hand to one of her feet, rubbing on it to work out some of the soreness from walking around in her heels all day. Seeing what she was doing Derrick shook his head slightly. “I can say for sure every man enjoys seeing a woman walk around in heels, but no one should have to suffer for others like that.” Amanda looked to Derrick and then back at her heels she wore to work that day. “I have known my fair share of girls that could wear heels all day and not be bothered, and I will have you know I wear them for me. I like the shoes, just not the after affects.” glancing to the movie then back to Amanda, Derrick nodded and scooted a little closer on the couch, taking one of her feet in his hands. “Then I suppose it is okay to suffer for your own enjoyment, but friends and people you trust can help ease your burdens. At work you can delegate and right now I can do this.” he said starting to massage her foot.

“Mmmm, you do not need to do that and can stop, but maybe... just a few more minutes or maybe just do that forever.” she said enjoying every second of the foot massage. She got something close to this when getting a pedicure, but Bailey was never one for giving others any type of massage. So while the movie played Amanda closed her eyes listening while her feet rested in Derrick’s lap as he gave her sore feet some much desired attention. When the massage was over Amanda stayed in place, now laying on the couch, her head on a pillow and her feet up in Derrick's lap, content to enjoy a movie she loved and feeling more relaxed than she had in a while. The two collected themselves and stood when they heard the key in the door announcing their daughters had returned from the evenings date a little earlier than expected.

When the door opened Bailey put away the little pink key and walked inside the apartment, both his and Candi’s heels echoing in the hallway between the apartments. Behind them Ryan and August held up their hands waving to the parents to indicate their departure and headed home. “We were expecting you to be out a bit later, everything okay girls?” Derrick said with concern in his voice.

“Everything is like amazing daddy; we had such a great time. Bailey like wanted to stick to her diet and not have dessert tonight.” Bailey was just happy she didn’t mention anything more and quickly agreed with her before she went into any more detail. “I like cheated so much at dinner that I like just couldn’t eat another bite and not like hate myself.” looking over at her dad Candi gave Bailey a big hug. “I had like sooo much fun tonight and I’m super excited about tomorrow!” Candi said giving Bailey another smaller hug giving Amanda the same treatment. “In like one of my child care classes it said parents are always worried they are not doing a good job raising their kids. I like just wanted you to know Bailey is like someone I am proud to have in my life and like you did that.” the statement causing Amanda to get a little feeling of warmth and happiness, she always wondered if she would be a good mom, and these last few days were able to give her a little taste of that. While Candi was speaking with Amanda Derrick came up to Bailey and gave her a gentle hug that lasted a few seconds, every one of them was too long for Bailey. “I complimented Candace earlier, and I just wanted you to know that you are a beautiful young woman. Knowing how happy you make Amanda and Candi tells me how special a person you are Bailey, and I am happy we got to meet.” in response Bailey blushed and meekly said. “Like meeting the two of you have changed my life.” it was a vague enough statement that Bailey was sure he would take it positively while he meant it in a negative sense. The statement did cause Derrick to hug Bailey again causing him to almost lose his balance on the tall heels. “I promise you we both feel the same way.”

Slipping her heels back on Amanda looked over at Bailey. “We will talk in a few princess, I am just walking them out.” she said before walking out of the front door with the Connors family. Walking outside Derrick smiled at his daughter just so proud to see her so happy and wanted to continue to see her like that as long as he could. “Candace, how would you like to drive home?” he said holding up his car keys. The vehicle didn’t actually need a key to be put in but the display of them and the jingle of the keys had the affect he wanted. “OMG, YES!” she said moving over and snatching the keys as fast as her heeled feet would move her and then got in got in the rental car behind the wheel.

Adjusting the seat to her much shorter height Candi moved her hand to the rearview mirror, placing her hands on the wheel a huge smile on her face, and in front of her she saw her daddy reach out and take Amanda’s hand pulling her close to him. She seemed to be caught off guard has he moved his other hand to cup her chin, raising her head up slightly before he leaned in for a tender kiss.

“OMG, OMG, OMG! Did daddy just kiss her!” Candi squealed in delight at the sight, believing this to be the first woman he had kissed since her own mother years and years ago. Her eyes were glued to the scene unfolding in front of her like it was the best romance movie she had ever watched. When her daddy pulled back smiling at the target of his affection, she could see the blush in her face. She couldn’t make out the words, but he saw her shake her head and say something. Her heart sank a little seeing her daddy get rebuffed and him nod and say something in return before walking over to the car his back to Ms. Best. Candi was able to see something that her did not however, when his back was turned, she watched him go, putting one hand to her warm cheek and smiled watching him go. Candi was full of glee thinking she could give her dad a pep talk and if he did it correctly, she might be able to get a new mom and have a sister for real.

Amanda watched Candi drive off under the supervision of her dad, she could still feel the blush in her cheeks. Derrick was such a sweet caring man and spending time with him over these last few days had been nice. He had provided her with feedback on how to be better at her job and how to succeed if she got the upcoming promotion and while he was being successful at his career, he was raising a spitfire of a daughter. She could tell he struggled more with her than his work life, but the way she adored her dad told Amanda everything she needed to know with how he was doing. Then with all that he was interested in her, he gave compliments and was never pushy. Heck even after she told him that this couldn’t happen he handled it with grace. She was already in a relationship, she couldn’t say that to him, so she let him know it wouldn’t be fair to either of them or the girls to try and have a long-distance relationship. Even in rejection he was charming saying “At least he would have this week of memories of her, fireworks and stars.”

“He kissed me... what am I going to do.” the blush returning to her cheeks as she relived the memory. Looking back at the apartment building Amanda pulled out her phone to call her sister and tell her everything that happened from the chores she set out for Bailey, too the kiss and see what she had to say. “No Amanda, you can’t tell Bailey that he kissed you and no that isn’t cheating. Right now the two of you are not dating, right now you have a daughter remember. Besides didn’t he once ask you for an open relationship and before you say he was kissing. I remember the phone call where you were crying thinking you weren’t enough for him because of how old you were. You told Derrick no.. And I wouldn’t have done that, that man is hot with a capital H. You just go back inside and get ready for bed before you deal with Bailey and her not finishing her chores, remember she is your daughter any talk of being a couple should wait till this is all over, the more you see a teen age girl the less likely you will be to mess up.” agreeing with her Amanda said her goodbyes and promised to catch up tomorrow night after she spent the day at the water park.

Back inside Bailey was sitting at the vanity writing with a red pen in his diary about the events of the day. The task of writing from the perspective of the boy crazy teenage girl was difficult, but he did suppose it helped him think through how he should act while playing out the role till the Connors left. He just hated writing about a supposedly cute cop kissing him and giving him his phone number. When he heard the front door close, he placed the business card the officer gave him in the little book so that no one would find it and went to see his girlfriend and have her help him get out of everything he was wearing, no way was he going to be able to get the corset off and wasn’t sure he was practiced enough with the nails to get the heels off with the corset adding to the difficulty of the task. Bailey looked to Mandy already halfway down the hall when he called out to her to ask for help. “Mommy I need..” but was cut off before he could finish the request. “In a few dear, we have to talk about today like I told you we would earlier, but first I am getting out of my work clothes.” it was rare for Bailey to see the master bedroom door closed, they didn’t need much privacy from each other. Though right now the way he was dressed, with his own girly room to sleep in the closed door felt like a chasm between them.

Head hanging low Bailey walked back into the room hips still swaying the click of his heels announcing his location. Sitting back down at the vanity Bailey crossed his legs at the knee and went back to his task of chronicling his well.. Her day.

Mentally prepared for what she needed to do Amanda walked into Bailey’s room, when she came in she saw her blonde green-eyed daughter writing in a little pink book with a red pen. “Come on princess, let’s get you out of that dress.” Amanda assisted Bailey taking the dark dress off and opened the closet to hang it up and when she shut the door she saw something on the dresser. Picking up the multiple clothing tags she held them up looking at Bailey. “What are these young lady?”

Bailey saw the clothing store tags in her hand and wasn’t sure how or why they were on his dresser. ”I umm.. , I’m not sure.” confusion in his voice, not sure how the tags from the clothes came off. “Maybe Candi did it.” slapping her hand back down on the dresser leaving the tags where she found them Amanda gave Bailey a stern glare, upset at what she had done. Not knowing Bailey left Candi alone in the room it made no sense to her how he wouldn’t know if she went through the closet to remove the tags. This was so very much like Bailey to not own up to his own mistakes, first the laundry and now this. Removing the tags meant her sister was out of a good deal of money that she was sure she only put forward knowing it would be charged back to her card, all just to help them pull this off. Grabbing Bailey by the wrist she walked over to the bed and yanked Bailey off the pretty black heels and across her lap. Bailey had the dark dress removed, but was still in the black corset, black thong panties, garters, stockings and heels.

“No daughter of mine is going to be so disrespectful that she blames an innocent girl.” Amanda said as her hand came down with a smack to Bailey’s mostly bare ass. “NO, STOP, NO I DIDN’T...” the cries cut off by two more smacks. “Bailey Ann Best you will tell me you are sorry” smack “for removing the tags!” smack “You will apologize for not finishing your chores.” smack “You will apologize for trying to blame others.” smack “Do I make myself clear young lady?” her hand came back down for two more swats to the now red exposed rear. Holding in sobs “I’m sorry, I’m sorry, I did it I’m sorry!” Bailey cried out saying what he believed what Mandy wanted to hear just so she would stop hitting him. Amanda slapped Bailey’s ass one last time before helping her to her heeled feet. “Removing the tags means we have to keep the clothes, your intention or not Bailey Ann, your closet will now be full of pretty clothes. We are going to have to figure out how to pay your aunt back, these were not cheap. Now remove your makeup, jewelry and heels and then get in bed. “But.. But the corset.” shaking her head Amanda pointed at Bailey’s heaving bosom as he still tried to catch his breath from the spanking. “Maybe being a little uncomfortable tonight will remind you to not be so careless. You know what, get cleaned up and we are calling your aunt so you can tell her what you did.” Bailey went to object again, but as he opened his mouth the glare he received from Mandy made the words die in his throat. So he just nodded and looked to the floor. “Could... Could you help me with my shoe's mommy?”

Amanda unbuckled Bailey’s heels and helped her remove makeup and jewelry and then handed Bailey her own phone with a stern look. Taking the phone Bailey pulled up contacts moving to Aunt Megan and hit dial while on speaker phone. When the line picked up Bailey took a breath and went right to it while Mandy looked on. “Aunt Megan, I umm took off the tags for the clothes you got me and I umm mommy said we will figure a way to pay you back.”

“Bailey my dear, it sounds like I am on speaker phone, So I’m sure my sister is listening. You don’t have to worry about it, I’m sure between the three of us we can figure out everything. Now, I understand you had a date tonight and I would love to hear all about it. A few time Becky would talk to me for hours about her adventures and it would just make me so happy to hear you tell me about yours.” hearing what she wanted to hear Amanda nodded and kissed Bailey on the forehead. “After you are done talking to you it is past bedtime.” with her gone Bailey turned off speaker phone and prepared to tell the bitch about the day and opened the diary to just read from it.

“As much as I would love to hear about your night looking so pretty, cause yes I saw the photos from earlier. I have a few things you are going to do before bed. Number one you are going to text that sweet girl Candi and say thank you for tonight and how much you are loving having a big sisters.. You know what I loved your video before, so how about we stay with what you said before. Tell her how much you are loving having an older sister. Then you are going to text your date and tell him how you can’t stop thinking about him. With so little trust between us you of course will have to send me a screen shot of the conversations. I would say you had to make a nice video for your channel, but it seems it is past your bedtime. Lastly you are going to go to my sister and talk to her and just leave the phone on so I can hear, what conversation you have is up to you from these two options. One option is you tell her about you stealing from her to pay for whores and for good measure how many times you have done it.”

“No, you said you wouldn’t tell her!” Bailey said in shock thinking they had a deal. “I’m not telling her anything, it will be you.. Of course, option two is tell my sister she needs to think of her last boyfriend as her ex-boyfriend for real. Looking the way, you do, you can’t please her and what was it you said once in defense of yourself. It is just to release tension and a man has needs, well my dear niece so does a woman. Let her know she is free to do that without needing to feel guilty.” Not being able to help it a few tears ran down Bailey’s cheeks. Megan could hear the sniffling and the half mumbled. “Okay.”

“I’m looking forward to seeing the conversations and listening to what you have to say to my sister to convince her, cause you will be convincing Bailey or I will have a conversation with her.”

The first task was talking to Candi, this would be the first time Bailey reached out to Candi first.

Bailey: OMG tonight was like totally amazing!

Candi: Bailey! OMG yes it was! I can’t believe you ordered lobster for dinner

Bailey: It was just ravioli... but it was so good.

Candi: It looked like you enjoyed what August had more than yours though or did you like it better cause he was feeding you?

Bailey: Moving on! I just wanted to like say I’m happy you came to town. Things have been like feeling really nice having a big sister to rely on.

Candi: OMG you are going to make me cry!

Candi: It has been like so good having you as a sister, if it is up to me it would never end.

Bailey: Wish it like was up to you

Candi: Have you ever seen the old movie parent trap?

Bailey: No why?

Candi: NM I got it ;-)

Bailey: I’m like sure you do

Bailey rolled his eyes at the thought of anything the teenage girl having any real impact to keep this going. Come the end of the week he would be free of all of this and he planned to shave his hair off and grow out a beard even if it would end up being a patchy. Saturday morning, he would wake Mandy up and make her orgasm two or three times before he ever even put is cock inside of her. He was looking forward to that Vegas trip coming up too and after he did that and sold his wild oats as it were maybe he would buckle down and see about getting a job again. Though after all this Mandy should be making more money with that promotion, so maybe not. The thoughts for the end of the week were pleasant, especially after today and not wanting to let his mind go over any of that trauma, he took a screen shot, sending it off to Megan and prepared for his next task.

Bailey: Can’t stop thinking about you

August: Some guys say to hold off on talking to a date for a few days.

August: I don’t think I can go a day without talking to you. Tonight, was just wow.

Hoping the boy would just shut up and not say anymore he just was repeating one word over and over. “Please, please, please..”

August: You taking it in your mouth at the end, wow Bailey, I have never been with a girl like you.

Bailey: Yep, the lamb you had was super good, was happy to have it in my mouth.

August: Yeah that too ;-)

“Fuck.. Maybe she wont realize what he is talking about, if there is a god she wont.” he said sending a screen shot and then calling Megan.

“Bailey my dear, my lovely niece, what wonderful conversations you are having! Now just one more task my dear.” grumbling Bailey turned off the screen to the phone and walked to the master bedroom still walking like a runway model in his stockinged feet. Knocking on the closed door he opened it slowly to find Mandy sitting in the center of the king size bed, the pillows being arranged to make it look like she slept alone. She looked up from a book she was holding and taking off her reading glasses. “You and your aunt have a good conversation?” knowing Megan was on the phone right now and the thought of what she is making him do his eyes went downcast. “Umm I was like thinking about what happened the last time we umm tried to be intimate and like I know what I look like and how like it can’t be easy on you to like suddenly be single with no one to umm... help comfort you. I just wanted you to know it would be okay if you saw someone else or you know held hands with Derrick or whatever.”

Amanda watched Bailey standing in the doorway being awkward while looking like a teen girl ready to go turn on her man in the bedroom minus the makeup. While talking about her seeing someone else and how she honestly couldn’t even imagine being with him looking the way he.. Well, she was. The talk of seeing someone else reminded Amanda of the conversation her sister brought up when he talked about having an open relationship so he could also date other people. At the time it sounded purely selfish, but him bringing it up now dressed the way he was she thought maybe she jumped to conclusions before. Maybe it wasn’t him that wanted to be with other girls, but him wanting her to be able to see people to fill her desires that he didn’t or wouldn't. “Bailey my dear, I hear you and understand what you really mean. I love you dear, but it is past your bedtime. You go scamper off to bed, unless you want to talk about boys?” the last part was just teasing trying to lighten the mood.

When Bailey went back to the girly room and climbed into bed. His feet were hurting from the heels, rear was hurting from the spanking, his entire midsection uncomfortable from the corset's compressions and the feeling of still being tucked. Bailey went to untuck and has his hand went into the thong panties he remembered his hand around August’s dick and then the experience of kissing him and the blast of cum that went through his mouth and stomach. Grabbing onto the bear Bailey pulled it to his bosomed chest and cried into the bear for a few minutes, seeing images stuck in his own head reliving it as he squeezed the bear. Not wanting to be alone Bailey climbed out of the bed and went back to the master bedroom, hoping this wouldn’t cause Mandy to be upset or turn him away. Opening the door the lights were out and he could see her sitting up as he came in. “You okay sweetie?” Bailey nodded, but spoke thinking she couldn’t see him. “Umm I can’t sleep, I was thinking about tonight and you and was hoping I could stay in here, just tonight.” he added at the end hoping it would help convince her.

“Yeah baby, you and teddy can stay in here tonight.” Bailey looked down at the bear still in his hand, not realizing he was still clutching it. He ran and jumped onto the bed, and the second Mandy put her arms around him he started to cry once again.

“Shhh, it is okay baby, today has been a long day. Shhhh.. Everything will be okay.” she said running her fingers through the long blonde hair. With the expulsion of emotion, the embrace and nailed fingers through his hair, Bailey was soon fast asleep still squeezing the teddy bear.