Mother Daughter conversation

Talks of seeing a therapist wasn’t one that would have flown with Bailey in the past, a shrink seemed like a waste of money, his own trauma’s and difficulties being something he knew he could handle. While he wasn’t introspective enough to know how poorly he had been handling them, he was at least able to admit that what he had been through would not just be a good enough reason to see a shrink, but that it was probably good enough for said shrink to write a paper or two about.

Caught cheating on his older girlfriend by her sister and then blackmailed into pretending to be her daughter because of some communication mixup. A mixup that could have been fixed, but instead he put on the baby blue skort and pretended he was some happy teen girl. Ending up having not only to stay in that role, but making friends with a teen, all while being cuckolded by his girlfriend’s bosses, bosses, bosses, boss. At the same time a childhood hormone issue flared up that gave him that man with breasts issue and while it helped his disguise, it didn’t help him hold onto his masculinity.

Little over an hour ago he had swallowed a man’s cum, the same man that was sleeping with his girlfriend and when he looked in the mirror his first thought was that he needed to fix his face. Admittedly it was a mess… but he was also sure the only reason he felt compelled to do it was because of the shit Aunt Megan… the wicked witch of Nevada put him through. The woman had literally made him pretend to be a tween girl and spanked him, with a promise of putting him in diapers if he wasn’t a good girl. Therapy actually sounded like a great idea to him, and maybe if it was a good therapist, like the Michael Jordan of his field, then when he went back to dressing like a man… dressing like he wanted, then he could stop thinking of makeup and the right cute outfit to wear.

In the here and now though, the Connors had left to go back to their hotel, while he had tried to get them to stay… not that he really wanted Derrick to stay over, the man was too damn nice, but now there was more between them then just a woman. Still him and Candi being around could save him for the conversation he could literally see building up in the woman he loved, the woman who had been pretending to be his mother. He had run away once, but that had blown up in his face, when he had been mistaken for a child just because… Bailey shook his head, he didn’t want to think about that time. No, running wasn’t going to solve anything and if he was going to be out on his rear then he needed to get it over with.

“Mommy, I know you, like.” Bailey shuffled one of his feet. “Want to talk, so I think we should.” Seeing the way she looked at him, not with the hate he expected. She had just caught him cheating on her, with the man she was pretending to date… really was dating. ‘God, I’m pretending to be her daughter, but like that is my life and she is dating him and he is so much better than me… Sugar! I’m going to cry again.’

Hearing Bailey call her by the childlike name for a mother still tugged at her heart strings. She always wanted a baby, and would have loved to have a little girl. She doted on Becky, her niece and was proud of the relationship she had with her, but with Bailey, acting as her daughter Bailey Ann Best it has just made something inside her feel so happy, even if it was a lie.

The Bailey she knew, Bailey Andrew Smith who she dated for years didn’t appear to be in the room, he was short but had lean muscle, was brash, not afraid to speak up or let her know how beautiful she was and how much he wanted her. Being with Derrick showed the flaws, the red flags that were in their relationship, but it hadn’t felt like that man had been in her life in some time. The person in front of her, with their platinum blonde hair, perfectly done makeup, supple smooth skin and healthy chest didn’t look like a male at all. She could only see a girl, the girl her sister had been telling her that Bailey actually wanted to be.

Her boyfriend had been ravenous with his desire for sex, and with it becoming truly clear to her that this girl, this happy girl that she can hear laugh more times in a single day than she had known her boyfriend to ever in their time together… she felt real. The girl had felt real for a long time and she had just been holding onto what she thought she believed. Bailey Ann, from her own mouth, was not gay and apparently was just as sex crazy.

“We do.” She simply said, moving to stand next to Bailey, both of them barefoot and in comfortable clothing. One of the rare times she didn’t see Bailey moving about in a pair of high heels. Her boyfriend spent money, too much money, on buying her some and why she enjoyed them. Enjoyed how they made her look, the truth of it seemed they were more interested in the footwear.

Swallowing hard, Bailey nodded, the short answer making him feel like he knew where things were going, even if the expression on her face didn’t seem to match up. “Do you want me to leave tonight, tomorrow or like..” He shrugged his shoulders, feeling the pull of the bra straps and the shifting of his breasts. In time they would go away, but he didn’t believe she would want him around now that she knew he was a cock sucker. She didn’t even know of how many dick’s he had held in his hand recently and could only imagine the revulsion he would see in her if he said anything. ‘Maybe Aunt Megan will still give me that money so I can like, get by till I can look like myself again. Peaches I hope it doesn’t take too long.’

Her blue going wide Amanda put her hand to her chest, the question feeling like an attack. “Do you want to leave?” She asked gently, speaking in a tone she might use on a skittish animal.

‘OMG, What kind of question is that!?’ Bailey thought, shaking his head enough that his long hair spilled about. “No, like just no.”

With her ex boyfriend, a thought that was even hard to associate with the person she was looking at, if they didn’t want to leave, but asked that equation anyway. That made it seem like Bailey thought she was going to kick them to the curb just because they were different. She loved Bailey, but it wasn’t the same love she thought she had or at least it had changed. It felt selfish to want to have Bailey and Derrick. No, she knew it was selfish, but she also knew now how wrong she was about what they wanted in life. Bailey wanted to get back what they didn't get growing up, something no adult got to relive, yet they had that chance. Bailey had that chance and had volunteered to pretend to be a girl, it felt so crazy before, it was crazy. Still Bailey had jumped on it, a sign she should have paid a lot more attention to.

Bailey had once used an excuse of wanting to stay in character, to be treated like a misbehaving child and to be spanked. They weren’t given the structure of an adolescent or even one of a teenager, Bailey’s parents had treated him like an adult and she could only imagine the conservative home values that kept him from coming out as who he wanted to be, pressing that down till they had the chance to be who he, who she really was. “I have enjoyed having a pretty daughter around, Bailey Ann already has a room and a lot of clothes. She is a bit of a clothes horse and loves horses from what I understand. Would you like to stay here as my daughter?” Amanda offered, doing her best to let the person she loved that she would accept them for who they were and not who they were expected to be.

“Oh…” Bailey felt like he got hit in the gut. ‘There it is, Peaches…Mommy can only… Mandy can only see me as a girl after what she saw me do. I’m like, not man enough for her any more.’ The options seemed clear to him, pack his things… his only things being things a girl would want, take them and go. Maybe he would get money for the road, maybe not. Then there was the option to stay, stay here with a roof over his head. If he stayed it would be her head, it would be him accepting that Bailey Ann Best would be real, while Bailey Andrew Smith would fade off. Not that he could even be him. The police thought he was dead, while Bailey Ann had a learners permit. “I…” He started to say, his voice failing him.

Here Bailey had someone who loved him, actively took care of him, a friend that was the best friend he had ever had. “Is being a girl that bad?” he asked out loud, the thought being said instead of being kept to himself.

Pressing her lips into a line, changing into a sad smile, Amanda put one hand on Bailey’s shoulder. “No baby, it is not. You are a beautiful young woman and I accept you for who you are.” Amanda’s smile grew a little more, wanting to reassure her. “And I want you in my life.”

Not for the first, or second or even third time that day, Bailey found his eyes tearing up. The question he asked was for himself, and he thought over what his life had become. Not just the abstract things, but events. He almost always smiled, it was what good girls did and he was a good girl happy and proud, but he thought of just how often he had been happy. How not long ago he had a scowl on his face, sure he put on a smile when wanting to charm someone or hide what he was thinking, but he hadn’t been happy, he had always craved more. More sex, more video games, movies, trips, girls… and again sex.

The sight of the little plastic horses on his dresser made him genuinely happy, getting an outfit just right made him proud and he had hated himself for it. Bailey liked looking pretty, he was a he, a him and boys weren’t allowed to think like he did. “Am I like, actually a girl?” He didn’t think so, but he had to be a girl if he wanted to stay here, it was what she wanted. It was… what he wanted. He had been so miserable as a person, as a boy, as a man.

“You are.” Amanda pulled Bailey into a tight embrace. “You are my girl.”

Accepting the hug, almost all of the worry that ran through Bailey that was making him feel ill started to subside. He hugged the taller woman back, thoughts of wanting to press his face into her bosom didn’t immediately come to mind, but when it did it made him wonder when that had stopped. “Are you sure I can stay?”

“Of course you can, pumpkin. You are my good girl, I love you.” Holding the smaller person in her arms she rocked her body from side to side, her own feelings still confused, but now she at least had some pockets of clarity, like knowing the things she wanted and what Bailey wanted.

The embrace was welcomed, but as the woman he loved said those keywords a happy smile grew on his face as he answered. “Happy and proud.” Bailey paused for only a moment. “I like promise I’m not gay though and like ahh, I think Mr. Connors is right. I would like to see a therapist.”

Amanda didn’t know much of anything about people who were transgender but promised herself to be better informed. Though even without research she was positive having someone Bailey can talk to seemed like it was one of the healthiest choices she had seen Bailey make. ‘Bailey Ann Best, my daughter, happy and proud.’ Still unwilling to end the hug, Amanda smiled as the thought crossed her mind. Thoughts of the future and how to handle things only a distant thought.