Thoughts and clothes before a horse

Laying in the comfortable hotel bed Bailey laid on his back peering up at the white painted ceiling through the curtain of long lashes with his half closed eyes. He wasn't really paying attention to anything in the now dark room with himself lost in thought. Bailey had looked forward to mommy coming home and he had fun with her. Walking around a field of flowers wasn’t his first pick for something to do, but it had been relaxing and doing it with the beautiful blue eyed woman has been fantastic. Then there was thier lunch… ‘Mmm, OMG that was delish.’ Bailey’s reflections of the day briefly interrupted at the thought of the meal.

The conversation they had made Bailey incredibly happy, she loved him and even though mommy wasn’t aware Bailey had been **** into this role she seemed to love him even more for it. Seeing her smile and feeling her embrace made it all almost worthwhile. Bailey’s eyes heavy with exhaustion blinked a few times thinking about what would have happened if he stood up to aunt Megan. ‘No shaving, a totally plus, sleeping in and… and.. Well no more cute heels, but also like…’ His mind lost focus again as he thought of Candi, the bubbly blonde girl that was currently laying next to him as they shared a bed, her arm wrapped around his belly and her cheek resting on his shoulder.

A slight pout came to his plumped lips at the idea of never having a chance to get to know the girl and become friend with her. She showed him what a real friendship could be like and how shallow his had been with Chuck… ‘Gah! And then like Liam showed me how much of a sugar lovin meanies they really were!’ Just thinking about Chuck’s face as he closed that bedroom door leaving him in that room caused Bailey’s body to shiver and grunt to escape his lips.

“Mmmm? Are..” Candi said smacking her lips as she lifted her head from her friend's shoulder. “Okay?” She said not coming close to a complete sentence.

“Yeah… just like, thinking about like how much better you are than my old bff.”

“Yeah?” Candi said sleepily as she squeezed Bailey’s body a little tighter in a laying down side hug. “Do you umm.. Do you want to talk about it?”

The pout on Bailey’s face transitioned into a smile as he hugged the eighteen year old girl back. “Noooo, you can go back to sleep.”

“Oka…” The single word coming from Candi’s mouth drifting off as she put her head back down on her friend and makeshift body pillow.

Feeling her head lay back down, Bailey again pouted. He enjoyed cuddling with Candi, something he resisted for a while, but she wasn’t the woman he wanted to be laying in bed with. “Its just like…” Bailey started up again thinking about how when Nana, Candi and him had come back from shopping he had been so excited. The trip to the mall has been great, he got a pair of jeans, some cute cowgirl heeled boots. Bailey had protested that they were totally too expensive and weren’t needed to go riding, but he had been out voted. Candi had said since he was a cow girl growing up around horses that they were perfect and Nana had said not to worry about the price. He had to admit seeing them on a girl could be hot, but didn’t want it to be him. Candi had gotten some boots too but her’s were side zipper block heeled hiking looking boots. Then at Sephora he had found his favorite brand of eyeliner on clearance. It had been a great trip, but the news when they got back to the hotel soured it.

The ‘grown ups’ had decided to have a sleepover since they were all going to get together the next day anyhow. Candi had been excited of course and the girl's smile was always contagious, but he had been really looking forward to some quality time back at home, sharing a bed. ‘Now Mommy was in the same hotel room in another bedroom sleeping with Derrick. ‘Totally unfair, but like she has to do it to keep up appearances.’ Bailey let out another huff of air, just noticing Candi had sat up on the bed and was looking down at him, her body showing every indication she was ready to pass out.

Wanting more than anything to go back to sleep Candi sat up in bed as Bailey started to talk to her again. She always tried to be patient with everyone and as adorable as her little sister was it was more often than not easy to be patient with Bailey. The girl had come a long way in having confidence in her body, But when she lost focus in the middle of talking the girl was at her worst and right now wanted to go back to sleep. Reaching over she ruffled Bailey’s hair as she half sang in an off key. “What’s between those ears? Is it a brain? No. Just floof.”

Opening his mouth to talk, Bailey closed it again before sticking his tongue out to give the sleepy girl a raspberry. “I was like just umm, like…” Bailey squinted as he thought. “Would your Dad be umm like upset if they broke up?”

“Awww.” Candi made the noise, now feeling bad for teasing her best friend. Her tired mind working slowly, but with all the pieces on the board she was able to see the picture. Bailey had been thinking of their friendship and was worried about it and what would happen if her Daddy broke up with her Mom. “Bailey, you have nothing to worry about, my Daddy is in just as much love with your Mom as she is with him. In fact… I bet if you went up to him tomorrow morning and told him you loved him, he would totally say it back.”

“That's like not what I…” Stopping, Bailey took in a long breath. “Okay, but like what if?”

Holding up an index finger Candi’s half lidded green eyes looked into Bailey’s. “If… I mean IF things didn’t work out we would totally figure something out, but like not in the middle of the night. I can promise we will be friends forever, everything else like details. Okay?”

Bailey wasn’t sure exactly why he had asked her the question, it was a foregone conclusion a wedding wasn’t going to happen and without staying at Bailey Ann he wasn’t sure how he could stay friends with the girl and that thought hurt. “Yeah… okay.”

With the conversation over Bailey soon found himself being the little spoon in the bed. He really was looking forward to the next day but the conversation with Candi hadn’t actually made him feel any better. Sleep felt elusive and he found himself mentally repeating his mantra as his mind drifted. ‘A good girl always looks her best. A good girl is polite. A good girl is always obedient. A good girl always smiles. A good girl is seen and not heard. A good girl never argues or complains. A good girl never uses foul language. I am a good girl, happy and proud.’ Part way through the fourth round of the manta Bailey drifted off to sleep.

–

Waking up in the morning Candi squinted over at the window in her room where sunbeams were shining in like a natural alarm clock. She went to stretch, but found her left arm pinned under Bailey as the girl held on to her. One leg draped over one of her legs and her face resting on her breasts like they were her personal pillow. “Bailey… Bailey.” Candi said gently.” While her friend didn’t respond or open her eyes she could tell she woke up, at least a little when her breathing changed.

“Bailey… little sis. Time to get up.”

“No…” Bailey said petulantly as he hugged his pillow tighter, not awake enough to realize he was using Candi, not the pillows on the bed. He was having a dream where he was walking in the woods when the path split. Down one he could easily see Mommy, Derrick, Candi and his old pony Cherry. Down the other, further down the path was the woman he loved, she was waving to him, calling to him but it was much harder to make out with how far away she was compared to the others that called to him. He had to make a choice, it felt like it was an easy choice or it should be easy, but he wasn’t sure what was the correct way to go and now… now the morning person he somehow made friends with was pestering him long before he should have to interact with another human being.

It was then that Bailey’s eyes darted open when he felt Candi’s fingers start to attack his side as the tickling started. “NO! STOP! OH MY GOD STOP!” Bailey yelled out as he fought to get away from the girl. Despite his words and getting up like she wanted the attack continued and so did his efforts to get away. It took longer than he would have liked to get out from the blankets, but when he did he found himself falling to the hotel room floor with a thud. With his rear end a little sore from the fall a pout came to Bailey’s lips as he gave a not so menacing glare up at Candi as she now peered over the side of the bed at her fallen friend. “You… You are like such a brat! You can’t tickle someone in the morning like that. A little bit of pee totally came out!”

Giggling Candi stuck her tongue out at her pretend little sister. “If my little sister can’t wait to get to the bathroom to go potty, maybe she needs a diaper. Or maybe she should get up when her big sister tells her to.”

“I’m not a baby, I don’t need a diaper.” Bailey complained as he got to his feet, vague memories of aunt Megan threatening something similar going through his mind. Touching the front of his panties he grumbled after feeling how wet they were after his bladder had given ground to the tickling attack. He couldn’t feel the panties or anything outside of the prosthetic, but he had clearly felt himself pee. “I’m getting the shower first.” Bailey said walking to the bathroom connected to the room, walking into it on the balls of his feet and a sway to his hips that he no longer considered.

Moving herself to a sitting position Candi giggled a little longer at the idea of making her little sis wear a diaper. ‘I wouldn’t really make her wear a diaper, I know I would just die if someone saw me like that, but…’ Her own mind drifted off in thought of making Bailey wear one around the hotel room and drinking from a ba ba as a penalty for losing one of her bets. She then shook her head, that could just as easily swing the other way or their bets to something negative instead of fun. Swinging her legs back and forth a bit she hopped to her feet when she realized she could hear people up and about in the common area of the hotel suite. If they were up, that could mean they had already taken showers and she wasn’t going to be the one to take a cold shower. Stepping up to the bathroom door she tried opening it without knocking, but found it locked. “Hey, open up!”

Sitting on the toilet Bailey glared at the thin door that did little to muffle the girl on the other side. “Go away Candi!” He called out. The girl was great, but he did not enjoy sharing a bathroom with her. She had no problems with just walking in and going to the bathroom while he was in the shower, or washing her face in the sink when he was on the toilet and sharing a mirror with her when they were trying to put on their makeup was a total nightmare.

After navigating the bathroom situation Bailey looked at himself in the closet mirror doors. He had put on a pair of white thong panties and the white demi bra with a hint of black lace. The bra supported his girls… Bailey always loved demi bras on girls, they lifted breasts in such a great way and as soon as he grimaced looking at his chest the frown flipped upside down to a smile. ‘A good girl always looks her best.’ He didn’t feel a twitch from his hidden member but staring at himself too long he knew from experience left him feeling a bit horny, so he delivered his attention to put on the thin black top before adding on the long sleeve black and red flannel shirt that was solid at the bottom front before it had loose red strings like shoelaces at the top instead of the normal buttons a flannel shirt would normally have.

Looking over his shoulder Bailey saw Candi exiting the bathroom in nothing but her panties. Not every teen girl was something a boy would lust over, though most would. Bailey was sure most boys and men really would give just about anything to see her lithe body with chest exposed. Snapping his attention back to himself before he turned himself on he slid the tight high waisted blue jeans up his legs and over his hips, so he was no longer looking like Winnie the Pooh. Today he wore some soft red eyeshadow and a slightly bolder red for his lips and to contrast had painted his nails white the night before while Candi and him watched The Bachelor on tv.

Moving to sit on bed he examined the brown leather stiletto heeled cowgirl boots once more before looking over at what Candi was wearing for the day. She was wearing a pair of slightly darker low rise blue jeans that were just as tight as his own. Her black scoop necked blouse buttoned up with four large brown buttons, she had it tucked into her pants. She wore wooden earrings that were a square within a square, a much more earthy choice than his own heart shaped fake ruby stud earrings. The only other piece of jewelry he saw Candi put on was a thick band red leather watch. The side of Bailey’s lip curled up at the side looking down at her new boots, a fashionista's version of hiking boots. “Are you like sure you want to wear those? Heels are like not something you should wear when going riding.”

With a smile and a shrug Candi plopped down on the bed beside her friend holding the block heeled boots in one hand. “Should I wear sneakers instead?” She asked, raising an eyebrow, almost taking the time to wonder why Bailey didn’t bring it up yesterday, but dismissed it. She loved her friend, but she wasn’t much of a forward thinker. Some might say she wasn’t much of a thinker, but they would be super wrong she reasoned. Her little sister mostly just had an attention and focus problem.

“Well… boots are better, a small heel is best. Not like…” The feminized man waved his hand at her choice of footwear. “Not heels, heels.”

“What about you?” Candi said looking down at the one cowgirl boot Bailey already had her foot in.

“I didn’t want these.” Bailey shook his head, knowing he didn’t have a lot of options. With him he had the heels he wore the day before the strappy blue gladiator heels weren’t going to cut it for riding. Other than that he had access to Candi’s shoe collection, but that wasn’t much better.

“We all heard your half hearted protests as he held onto the boots, looking at them like they were they were the one ring.”

“Lord of the rings? Really?!”

With a smirk Candi cocked her head to the side. “Don’t worry little sis you don’t have to throw them in Mount Doom.”

“I hate you, I like hope you know that.” Bailey said scoffing as he moved to put his other foot into his new boot, wishing he had time to break it in some before going out for a full day in them.

Waving her hand in the air in Bailey’s direction Candi scrunched up her hose as she shook her head in several rapid shakes. “Noooooope! You love me and I can prove it.”

Still struggling to get his foot in the boot he glanced at the teen girl with a questioning look. “Yeah? And how are you going to prove that?” As a response Candi held up both of her hands, waggling her fingers as she reached closer to Bailey’s side like she was going to tickle her once more. “No, no, no, no Oh My God No!” Bailey said hoping to his feet the second his foot finished sliding into place so he could get some distance.

Still barefoot Candi got to her feet and moved in Bailey’s direction slowly like she was stalking her prey, her hands still out and fingers flexing as she prepared to pounce.

Throwing open the bedroom door Bailey moved as quickly as he could to the common room, moving much like he had been taught. One foot in front of the other, rotating his hips, elbows bent and wrists loose, all the while squealing while Candi followed giggling as her prey ran.