What things may come

Taking one slow breath, in and out, and then another Bailey felt his body grow sluggish, his eyes grow heavy. After getting off he always felt at best sluggish and at worst ready to pass out. The mental feedback from literally being fucked by a man and getting off from it, Bailey felt like he was ready to slip into a coma. ‘I had… I like had sex with Auggy.’ With the man’s member shrinking he couldn’t feel it at all inside of him or when it was pulled out. Auggy rolling off him and laying to his side so that they were pressed up against one another was noticed, but acknowledged. ‘Does it really count though? I like didn’t get off because I had a cock in me, it was because of the vibrator and like… Auggy wasn’t really having sex with me, it was just the thing between my legs. It is like when I had to use the sex toy. I didn’t like have sex with a motorcycle or Cherry, it was just because of what is trapped on to me… yeah. Yeah, it isn’t like I enjoyed having sex, it like, totally wasn’t even sex.’ Bailey thought, completely ignoring the extra pressure and friction caused by the male member sliding along his own with the thin piece of fake skin between them.

“Hmmm.” August let out the sound of contentment as he lay next to his girlfriend, sliding one hand across her bare stomach and over to her side to pull her closer. The sex had felt fantastic, Bailey was so tight and she had done something to make her pussy feel like it was practically vibrating. August was new to this, but he had no idea girls could do that. Girls doing kegel exercises where they contracted and relaxed the muscles in this pelvic area was something he knew of, but the fact girls could do that… he understood why men got pussy whipped. After experiencing it just once he was hooked. “That was incredible.” He said giving his girl a side hug and kissing her cheek lightly. “You are incredible, I love you so much.”

“Yeah.” Bailey said with his eyes still closed, shifting himself so he was no longer laying there with his legs spread wide and unfortunately feeling the cooling cum on his inner thighs. “I like, never thought…” His words then trailed off, him about to say have sex with another man. ‘IT LIKE… PEACHES GIRL! IT. WAS. NOT. SEX. It was like at best really a step better than giving a blow job, we don’t even like having that creamy and salty flavor in our mouth.’ Bailey thought his eyes held closed tighter as he mentally yelled and tried to convince himself that this was actually better than what he had done before. Not only did he get off, but he didn’t even have to really touch someone else’s dick. Between the mental feedback Bailey was giving himself and the bliss of getting off he wondered what the evening would have been like if he had stayed home. Holding the woman he loved as they ate an entire pint of icecream while watching tv together, her offer of spending time together didn’t just sound nice, it felt like something he had done so little of in his old life. ‘Mommy is such a good Mom, I’m like so lucky.’ Were his last thoughts before he started to drift off to sleep.

Hearing his sexy little goddess’s words drift off as she thought about what they had just done filled August with pride. He had been so afraid she wouldn’t enjoy herself like he had, stories of girls not getting off, making him worry about cumming too quickly. Now though laying with her he felt so happy, tired, but happy and couldn’t resist reaching up and sliding down one of the bra cups to play with her sexy little chest that he had been watching rise up and down as she took in deep breaths.

“Mmmm.” Bailey squirmed as he felt the unexpected touch, waking him from that magical place before he was actually fully asleep. Both of his hands wrapped around his lover's wrist, wanting to pull the hand away, but stopping for so many reasons. He had been threatened to never tell Auggy no, and he just had fake sex with him, what was the point of stopping him… other than not wanting to be his plaything and lastly because it felt just like so like darn good! “Auggy…!” The word stopped not making it to his lips as Bailey felt the bigger man’s mouth encircle his nipple. “Ahhh, ahhhh.” Without another thought in his head, Bailey ran the fingers of one his his hands through his date’s hair and held him in place as he felt another wave of pleasure from the attention his breasts were getting. Any doubts or lingering revulsions at least temporarily forgotten and thoughts about how this wasn’t the first male Bailey had been with or the fact that he had worn these same boots both times, never entering his mind as he gave himself away to the wonderful feelings, wanting to drift away from all the stress.

While getting warmed up and aroused all over again the pair weren’t able to go much further before they heard the front door slam closed and the voice of August’s mother yelling in the house. “August honey, I’m home!”

Sitting up very quickly in his bed, August jumped to his feet and closed his bedroom door that was still wide open. “Shit, she was supposed to text me first…” His eyes looked down to his pants still on the floor in a pile, knowing that he would find his phone in his pants pocket and that it had been on vibrate. “We need to get dressed quickly!” It was mostly him that needed to get dressed, the only thing Bailey wasn’t wearing was her panties that he had pulled off and as he put his own clothes on as fast as he could he didn’t see her sexy little underwear anywhere. He was just about to look under his bed and his dresser, guessing they might have been kicked under either when they had started their fun when a knock came to his door. “One second Mom, we ahhh, we were watching a movie and fell asleep!”

On the other side of the door Laura stood with a knowing smirk on her face. She had already sent her daughter to her own apartment. She would have liked to stay out with her a bit longer, but April was being her usual stubborn self when she brought up her dating life and for the second time now offered to set her up with a very nice man she had met when she was dropping off some packages for shipping. He had not only opened the door for her, but helped get the rest of her boxes from the back of her suv. Thinking about it now she laughed lightly that he thought she was hitting on him when she asked if he was single. April hadn’t found it amusing at all that she had shown a complete stranger her picture just because she thought he was cute, but her daughter was getting older and hadn’t found anyone on her own, there was nothing wrong with getting a little help. She knew there was no way her August found the blonde girl on his own. Her own daughter being the godmother to a pretty little thing like that and never even mentioning it. Her daughter was just too stubborn for her own good, she thought as she went into her own bedroom, wanting to allow August and his girlfriend to think they got away with something.

Leaving Auggy to find his panties, Bailey ran off to the bathroom as fast as his heeled feet could take him, happy to not encounter the boy’s mother. He wasn’t going to be able to clean himself out of all the… spunk here and resorted to using the tampon in his purse that he had carried around for appearances. Feeling like using it somehow crossed a line that he hadn’t had to really acknowledge before now. It wasn’t as bad as what that doctor wanted him to do with using that dildo they called an applicator with the cream every day. A Thought solidly in his head thanks to the eldest Best, when the directions were to use it every other day. Still though, using a tampon felt like he was betraying himself, but it was a lot better of an option than having his own and Auggy’s cum literally dripping from him.

While Bailey spent time on his date, back at her home Megan sat in her office, sitting in her high backed computer chair as she worked on her plans. Liam was in Becky’s old room, she had used it for Bailey before and while it wasn’t overly feminine like Bailey’s current bedroom, it was much better than spending the money to renovate her office. She had let Charles stay in her bedroom, not that he ever really wanted to spend the night, he was more of a fuck and leave type of man. She was not going to extend the offer of her bed to Liam, or Leah as she was now calling the piece of shit human being. Dressing him up as a preteen girl and spanking him like a disobedient child had given her a thrill and a rush of feeling powerful, a feeling like she had more control in life, just like it had with Bailey.

What she was doing to Liam wasn’t about control, it was about ****, and teaching a lesson, but if she enjoyed the process she didn’t think anything was wrong with that. She had sent Leah to bed not long ago, even though it wasn’t that late, but a young girl needed her rest and a man being punished needed to have his freedoms and atomy stripped away. With everything she had learned from working on Bailey Megan was going to use what she learned and try a few more things. Not really that long ago Bailey would argue with her about just anything just to be contrary, now the feminized man acted more like a demure airhead and she very much liked the idea of doing worse to the young man who thought it was perfectly okay to **** girls before he had his way with them.

Looking at her calendar she had a date with Charles and her painted lips formed a smile. The man was in great shape, and had a great deal of vigor. She did have to admit that he would be considered close to perfect in bed if he used a bit less dirty talk, a little was fine, but it was clear he really liked to be in control. Her ex-husband had been similar, wanting a submissive housewife, not that they would have gotten married if she hadn’t gotten pregnant with her now not so little Rebecca. Thinking about her college age daughter caused a small chuckle to bubble up, wondering what she would think of Bailey now. Seeing her Aunt’s boyfriend playing the part of a bimbo teen girl so perfectly and how Bailey was going to come babysit Leah while she was out on her date. Bailey wanted her ****, and she didn’t blame the girl. Her eyebrows went up for just a split second before she gave a single shake of her head after slipping into thinking of the blonde man as a girl, something she did more often than not at this point.

Musing over the idea of Bailey, a twenty five year old man, playing the part of an eighteen year old girl, babysitting a twenty three year old man, that was playing the part of a sixteen year old girl, a thought that gave her no end of amusement, wondering what would be going through both of their minds. Her jubilations were interrupted by a late night email to her personal account. Clicking on it she saw it was from the private investigator she had hired to look into the issues with Bailey and the police. Initially she really didn’t plan on really hiring someone to look into anything, but that thought went back and growth based on how much she thought she would need to show Bailey proof to keep pushing him along their current path, having Bailey cooperation while he pranced around flirting with boy’s because she had to be a good girl was much easier to handle than Bailey fighting her at every turn. The email had her heart start racing, the issue she thought was that it was a missing persons issue. Bailey Andrew Smith hadn’t been around and Charles reported his friend missing and with the escort as one of the last known people to see him, well that story just played out so well for what she needed.

Megan thought she would get an official report from a private investigator, which ended up more expensive than anything she estimated. Now though the quick investigation notes she planned to show Bailey had turned into something very different. There in black and white the investigator had emailed her a photo of a police report. It said that a deceased man, formerly listed as John Doe, matched the description of someone from a missing persons case. Five foot six, shoulder length yellow blonde hair, green eyes, no tattoos or distinguishing marks were a match for Bailey Andrew Smith.

Leaning back in her chair she had to mentally will her mouth to shut as it hung open as she read through what was sent. She didn’t think there was any way someone from a missing persons would be matched up to a dead body that was in no way that missing person, how they should be contacting her sister and herself to come down and identity the body, but that had been before she read the name of the police officer that had signed off on the two cases, one for the dead body and one for the missing person being closed. It was the same police officer that had come to her house and had been made fun of for calling Bailey a gun bunny when Bailey had been dressed to look much younger. “He was too afraid or embarrassed to show his face around again, Huh…” She blinked a few times, rereading one of the lines that declared Bailey Andrew Smith was deceased. “This… is going to be a problem.” She tapped her fingernail on her desk a few times, trying to consider what to do.

Telling Bailey would be the right thing, but there wasn’t a lot she could do about her sister's ex-boyfriend being dead when the only proof he wasn’t, was by unraveling the lie about Bailey Ann Best. That was a can of worms that she was a hundred percent sure would mean both her and her sister’s lives would be turned upside down and they would need a lawyer to not get in any trouble with the law… at best. “Alternatively…” Megan said to herself before continuing on in her head. ‘I could just keep this a secret for now. Amanda thinks her old lover really wants to be a girl, and I can’t blame her for it. It was what I was pushing after all and it won't be long before she moves out to California for this new job. I was already going to pull money from my retirement to pay Bailey off. Why bring this up now and risk Bailey bucking the system.’

Megan did still feel bad for what had happened to Bailey with Liam, the piece of shit’s actions were not her fault but Bailey wouldn’t have been in that position if she hadn’t placed the feminized man there. “No.” She shook her head. ‘Best to point Bailey in the direction of Liam so that her little niece would stick around till Amanda didn’t need her anymore. Bailey would get her ****, helping to make sure Leah was a good girl and proud. Then, and only then would she connect the private investigator and Bailey together. The now very feminine man would have cash in hand and an avenue to get whatever life he wanted on track. She would just need to get Bailey on tape admitting to wanting to be a girl and doing this all to themselves, or at least asking for help doing it… thanking her for helping? Megan wasn’t sure exactly what would work best as proof to keep herself and her little sister safe if the once sexist and selfish man showed his old colors and trade to go to the police or get leverage.

“It is for the best that right now Bailey Ann Best, does not know about Bailey Andrew Smith’s ****. I wouldn’t want to upset my pretty niece.” Megan said, like she was a monologuing villain.