August's bedroom

With the grand proclamations done the group went back to eating, Bailey felt much more uncomfortable than he had before. He wanted to tell Auggy that he had said I love you as a reflex, that he liked him. He was sweet, if a little clingy, in great shape… Bailey knew he had a six pack for crying out loud and he was a good looking guy. Most girls would be lucky to have someone like him in their lives. ‘Heck he like, is even generous buying me these boots. I did that too for girls I liked, but he is like sooo much better than myself and like Chuck.’ Telling your boyfriend that no, I don’t actually love you right in front of his mother wasn’t something he was going to do. So he was stuck sitting next to someone who apparently thought he was in love with him. That fact made Bailey lose his appetite, but at a certain point he had just been eating because it was good, stuffing himself when he had already been close to full by the time he was halfway through the portion of food he was given. The other thing that was making him nervous was how Miss April kept smiling at him and not one that made it look like she was about to eat her prey, but something much softer. It very much unnerved Bailey and if he was the only one eating the dish that she had helped make he might have come to the conclusion that he had been poisoned and that smile meant it was too late to save himself.

“Is everything okay dear?” Laura asked Watching Bailey smiling happily as she moved food around on her plate. She imagined the girl was daydreaming about her little boy… her son a young man telling her that he was in love. She could remember being a young woman, wondering if a boy felt the same way about her as she did them. Though doing so when sitting at a table full of people just showed her how flighty the girl could be.

“HMM!?” Bailey looked up from his food. “Oh umm, sorry. This really is like super amazing, but I’m really full.” Once upon a time he was sure that he would have eaten everything on his plate and then had seconds, but he really couldn’t eat much recently, something he was going to work on fixing, there was no way he was going to go to that Brazilian steakhouse and only nibble on a few things.

“Bailey here.” August started, putting his hand on his girlfriend’s shoulder. “Eats like a bird, but always has eyes bigger than her stomach. The other day she wanted to order two hamburgers from a restaurant, but ended up only eating half of one.” He spoke up hoping to quell any guilt trip his mother was about to give. Heaven forbid someone didn’t clear their plate, like it was an insult to her cooking. He loved his mom, but growing up with her he had a bit of a psychosis to finish everything on his plate, no matter how much was on it.

Clasping her hands together in a praying like motion Laura glanced up to the ceiling, saying a silent prayer, that the girl at least sounded like she had an appetite and was wise enough to know her own limits. “Sa cosa vuole, non ha paura di dirlo e sa quando ne ha abbastanza.” (She knows what she wants, is not afraid to say it and knows when she has had enough.)

The comment took April off guard, if she dared not to clean her plate her mother would give her a guilt trip and if she was feeling particularly dramatic she would go as far as accusing her of not loving her anymore. Yet she was giving Bailey a free pass.

Pursing his lips Bailey look from person to person, hoping someone would translate what was said. Their mother, Laura, gesticulated a lot as she spoke and it made him think of the stereotypes he saw on tv, but didn’t dare give those thoughts a voice. “That is like such a pretty language.” Bailey said to the woman at the head of the table before patting Auggy on the hand. “You know Auggy you could win a lot of points with girls speaking italian.”

August knew his Italian wasn’t that good, not just by his mother’s standards. It wasn’t that he couldn’t speak the language, he just understood it a lot better than he spoke it. ‘Still… if she wants to hear it.’ He thought. “Sei bellissima e sono felice di averti nella mia vita.” (You are beautiful and I'm blessed to have you in my life.)

A shiver ran down Bailey’s spine, he didn’t understand a single word of what was just said, but the way Auggy had said it and the intensity in his eyes caused him to physically react. “What did you say?!”

Clearing her throat, April shook her head slightly. “My mother said that she liked that you knew what you liked and weren’t afraid to say it and that you are wise to know your own limits. And Romio here said you were pretty and that he is happy to have you in his life. Though he used more colorful words like beautiful and how he is blessed and maybe something about your eyes. Not sure on that last one though, I had to stop listening or be at risk of getting diabetes from him acting all sweet.” April wasn’t really sure how to act moving forward. She had been incredibly hard on Bailey, making a lot of assumptions based on what she thought she had known. She still wasn’t sure if her brother being with Bailey was the right thing, this being the real Bailey or not. She wasn’t even sure how her mom would react to finding out he was dating someone that was transgendered. She didn’t have it in herself to not tease her brother, but now knowing the truth what he was saying felt down right adorable instead of making her upset. “August, if you are done, how about you help me clear the table and we can let Bailey and Mom talk?”

Sitting up a little straighter, August’s eye’s flicked between his girlfriend and his mother, very much unsure of the idea of him not around to help Bailey navigate those types of waters. But refusing to assist with a chore when asked to help also sounded like a bad proposition. April would get to go home to her own apartment, while he had to stay here. “Sure, glad to help.”

“Sit, sit, sit.” Laura said holding her arm out and motioning for her son to stay seated. “I was just thinking how a nice cup of coffee would be, but unfortunately we have run out. So, April and I.” She motioned from herself to her eldest child. “Are going to go up to the coffee shop around the corner, you can show the lovely Bailey around the house. I will make sure to send you a text before coming home.”

The eyebrows on August’s face rose and kept rising till they were clean off his face, or so he imagined he looked. His mother was offering to leave him alone in the house, giving him space with his girlfriend and that she would warn him before she came back. Not only that, but he knew for a fact they still had coffee in the house. She had three different kinds in the cupboards that she used depending on her mood and time of day and there was at least one backup in the freezer at all times. His mother did not run out of coffee, so while crazy, he understood what his mother was saying, he just didn’t know why.

It wasn’t long before Bailey found himself alone with his date, having no idea what was going on. He had been home with plenty of girls growing up, but he mostly got to do whatever he wanted so long as he did what was asked of him and even that he had little to no oversight. If it had been a roommate saying they were going out to give space then he would know what that meant, but a mother leaving to go have coffee felt so abnormal that he was positive she wanted to talk to Miss April about him. It felt like he had done exactly as Miss April wanted. Laura seemed so happy, but her suddenly going away felt like she was telling Auggy that she was giving him space so he could say his goodbyes. ‘This is what I wanted.’ Bailey told himself, but couldn’t help feeling the rejection.

“Here you can see April and me growing up.” August said, giving his girlfriend a tour of the house and waving his arm at the photos plastering the wall down the hallway. Showing himself and his sister when they were babies, toddlers, their senior pictures in a frame that his mother had traded the photo out each year as they went through school, all of it next to a few family photos, some professionally done and others from a few vacations. The last one being of his mother, himself and April, his father nowhere in sight. They had visited Italy to spread his ashes, a trip his father had wanted to go on for years, but they couldn’t really afford the cost. He had been told about where his mother and father had come from, neighboring towns only a few hours from one another and never meeting till they were in the U.S. He could hardly remember anything about the trip, but looking at that photo now he wished that he had focused on what he had, instead of thinking about what he lost or even better. If his dad was still around so he could introduce his girlfriend. Forcing himself to look away from the wall of photos he gave the beautiful platinum blonde haired girl a smile. He was going to make sure he appreciated what he had. He had brought her to dinner not knowing how many more days he had left with her before his freedom would be stripped away from him, yet she saved him. Even without that he loved her and couldn’t believe it when he told her. August knew he had fallen for the girl that had jumped into his lap, pushing him to the ground so they could make out on that first day they met, but he didn’t know just how deeply those feelings would grow. “And that brings us to my bedroom.” he said tossing his blazer that he had just taken off onto the top of his dresser, behind his flat screen tv.

Stepping into the room Bailey was surprised to see how different things were inside Auggy’s bedroom compared to the rest of the house. Things didn’t look cluttered, with everything on the walls in the hallway it felt very… busy. His mom was someone who obviously took great pride in her family, but stepping inside the bedroom things felt very bare. The queen size bed had a pair of pillows in muted gray pillow cases laying on light purple comforter. Across from it was a wall devoid of decorations, no posters, no hung photos. Bailey did see a large forty something inch tv on top of his wide dresser to the side of his bed with a gaming system hooked up. The only extra little things he had was a photo of a much younger version of himself wearing a baseball cap with an older man hugging him from behind wearing the same hat with what looked like a stadium behind them and a simple wooden cross necklace wrapped around the frame. Bailey hadn’t really been paying attention to the photos in the hallway, but assumed this one to be of Auggy and his father. “So like, this is you huh? Not much in your room.” His own room was full of color, had little knick knacks laying about, like the toy horse from the first time he went to the mall with Aunt Megan and Candi, a barbie car and skipper doll and a pair of ballet shoes hanging from his bed and that was not counting all the makeup products and rollers he had laying about his vanity.

“I don’t need much stuff to be happy, I do like sharing what happiness I do have with others, namely you.” He smiled as his girlfriend turned to look in his direction, a light blush on her cheeks from his words. “It is kind of perfect, because you help create that happiness. Ti amo come amo il sole.” (I love you like I love the sun.) He said wishing he had been more forward with his use of his mothers native language with Bailey before. She was always critical of him speaking Italian and didn’t find a use for it other than getting some easy language credits in school. Before Bailey could ask him what he had said, he pressed himself into the sexy young woman, unable able to resist her with that coy little smile she had on her face. Both of his hands rested on her hips and soon slid to her back to hold the woman he loved close as he kissed her. Earlier that day at her apartment hadn’t been the right time for them and not being able to have what she wanted had made her frisky with how she attacked him in the car. He still wasn’t sure about his mother leaving, but he was not going to pass up the opportunity.

Eyes open wide Bailey felt the other man’s strong hands pull him close, his soft breasts pressed in Auggy’s firm chest. The sudden movement made Bailey cling to him, Bailey’s fingers clutching the taller man’s shift as he started to lose his balance in the stiletto heeled boots. Being kissed by Auggy wasn’t something new. The kiss he received wasn’t something soft and quick, the stronger man was kissing him roughly, his every move filled with passion. ‘Calm down Auggy not so rough!’ Bailey thought as he kissed him back, taking in a deep breath, smelling the other man and welcoming the other tongue to slide along his own. Firmly in place and not feeling like he was about to topple over, Bailey closed his eyes as the attack on his mouth halted and renewed on his neck. The forceful kisses changed to to something softer, kisses the lingered, kisses that caused goosebumps to spread over his body. “Ohhhh.” Bailey said, his closed eyes fluttering as he felt the arousing sensation on his neck. A release of dopamine and serotonin flooded Bailey’s mind from August’s kiss, happening in just the right spot. The soft caresses with the hard grasp to his ass had Bailey feeling more than just a little hot and bothered. The firm grip on his rear made him think of the previous day while riding Cherry and how the vibrator in his prosthetic came to life. “Auggy!” He gasped out, wanting to both push him away because he shouldn’t be having these type of feelings when with another man and wanting him to not stop because it felt so good.

Pulling back from the green eyed girl August reached behind his back and pulled his white t-shirt off in one swift motion before stepping back closer, wrapping one arm around the sexy girls waist and up her back, running his fingers down her spine as he worked his belt with his other hand till he came free of his pants. With that done he kissed her once more, his mouth pressing into her soft pillowy lips, able to taste her lipstick as he turned his head slightly to the side. He used one foot to pry his shoe off and then the other so that he could step out of them and his pants.

‘This needs to stop!’ Bailey thought when Auggy’s shirt was thrown off to the side. The way Auggy pulled it off, reaching to the top of his back and just pulling it off was the way he once did it, but Bailey never had abs like Auggy. With the stronger man pressing back into him, Bailey ran his hand across his hard stomach. A small bit of jealousy trickled into his mind, and fully intended to press his soft long nailed hands there to push him away, but instead they ended up lingering there when things escalated and a jolt of pleasurable electricity arced from his chest and then down through his body when one of Auggy’s strong hands cupped and rubbed one of his breasts through the black blouse. “Mmmmm!” Bailey groaned into his aggressor's mouth.

Feeling his legs grow weak, Bailey didn’t just reach up to wrap his arms around Auggy’s neck, but slid them up his toned body. ‘I should stop this, I should… oh god that feels..!’ His mind wasn’t fully gone and knew how wrong this was, it was wrong the first time they had kissed, it was wrong the first time Auggy played with his chest, it was still wrong now, but like the time they spent on the couch in the file room things felt way too good to stop. “SUGAR!” Bailey cried out the second his lips were free and he was able to take a breath, everything felt so good that he didn’t even notice when his blouse had been pulled up just over his breasts. The lacy red bra was on full display and seemed to do little to dull the feeling from Auggy’s touch. ‘I need.. I need to stop this and… and…’ Without thinking about it Bailey buckled his hips once, twice, three times, rubbing his skirt-covered crotch on Auggy’s leg, his mind not even picking up on the hard member that was now also free of the boxers that contained them. Three thrusts turned into four and kept going as he considered running out the door, getting away. The visions of fleeing to freedom were interrupted by his own arousal, his thoughts flickering to his own dildo and doing what Candi called self care, or self love. When Auggy’s mouth pressed into his once more Bailey began to suck on his tongue and continue to grind on him, both his arousal growing and a new frustration at the fact his own dick was locked away under some life-like synthetic skin. “MmmmMMMRRR!” Bailey’s groan turned more into a growl as he pressed himself harder to his date, wanting, needing to at least grind hard enough to start the vibrator that had given him release the other day.

Feeling the woman he love grind into him, August moved his hands from her chest, allowing her supple tits to rub on his chest as he ripped her firm ass before sliding his hands down so that he could reach under her skirt and pull down her panties. He wasn’t sure if he had ever been so hard in his life, and while the blow jobs Bailey gave him were life changing, not that he had anything to compare them to, he needed to know her in a very carnal way and it was clear she wanted him the same way. Putting a lot of trust into his core muscles he stopped kissing his woman and lifted her up.

“Woah! What are your…AH!” Bailey started to say before yelling out as he was lifted up. The prosthetic didn’t have feeling like real skin, but Bailey could feel pressure on it and easily felt the pressure inside of it. With his arms still wrapped around Auggy’s shoulders, Bailey’s eyes went wide once again as he felt the sudden pressure and something slide across his own trapped member with only a thin piece of synthetic skin between the two male appendages. Then there came the first thrust and with it the vibrator wrapped around his trapped dick came to life. “AHHHH, ohhhhh.” Bailey’s voice grew smaller as his internal voice grew louder. “No, no, no PEACHES! THAT FEELS….! OMG, OMG! While his mind reeled, flip flopping between that this was a national emergency and needed to stop and telling his arms to hang on tighter as he was literally bounced up and down on another man’s dick. A feeling of falling overcame Bailey, he would have held on tighter if that was even possible, his nails having already left more than a few marks on his sexual partner's back.

Bailey didn’t fall far, he didn’t even really fall, but had been put down on the bed, his blouse still pulled up over his breasts and skirt up high on his thighs, but none of that came close to registering to Bailey, only that the pressure from the dick being way to close to him vanished when he fell down, but with it the pure pleasure of the vibrations on his member. So lost in ecstasy he didn’t even notice that despite the massive amount of arousal he only had a semi-hard on. “Wha!? Ah…” He said feeling confused before Auggy climbed onto the bed with him.

“You like that?” August said with a big smile, knowing he truly did. He hadn’t known if he would have gotten right, he wasn’t even sure how he can gotten it right in order to get his dick inside of Bailey when he had picked her up and his inexperienced made it so he had no clue the shallow vaginal canal that he was thrusting his cock into was too shallow. He had to put the girl down on the bed, it felt wonderful to pick her up and fuck her like that, bouncing her up and down while he held her as he stood there, but he couldn’t keep up that type of physical activity. His girlfriend’s groans and moans and the way she clawed his back as she rode him told him just how much she was enjoying this what they were doing. Every sound, every gasp of air from her lips felt like music to his ears. Some people said the first time was always awkward, but being with the woman he loved didn’t feel awkward, it felt like music. Grabbing both of her legs, he put them up on his shoulders as he pressed into his goddess once more, pushing at first just the tip in before starting to thrust, just a little at at a time. Feeling her leather boots up on his shoulders felt incredible, he loved seeing her in them. The second he saw Bailey that night when her front door opened he had felt a very physical reaction and really hoped her mother hadn’t seen it, but all of those thoughts were gone as he thrust into her, feeling her grow wetter and wetter as they continued to make love.

Head tilted back and eyes crossed Bailey felt his legs twitch, they were being held up elevated, he didn’t look to see what was going on. In front of him would be a man, a man fucking him. One hand reached out like he was going to shove Auggy away, this needed to stop, but any attempt to end this was hardly even for show as his entire body shook. Not only was he being pulled and pushed up and down, up and down the dick inside of him, that pressure rubbing against this own dick, that little extra friction adding to what the vibrator was doing had Bailey bucking his own hips. “Hah, HAH, HAAAAH!” Precum had dripped from his member and slid through the canal and soon Bailey could feel his balls tightening a feeling that was no where close to comfortable with his balls pressed up into his own body, but that didn’t matter as his dick practically exploded in its prison, his cum adding more and more lubrication and making Bailey’s lover think about just how wet he was making her. “OH MY GOD, OH MY GOD, OH MY… SUGARRRRRR!”

August felt the girls body grow stiff as every muscle in her body clenched, he had his eyes closed trying to will himself to last longer to not be one of those guys that came instantly and leaving their girl sexually frustrated. As he opened his eyes, seeing Bailey’s just bounce with each of his thrusts, one hand reaching out to him and the other clinched into a tight fist he let himself go and after just a few more thrusts, his eyes tracking every bounce of her chest he soon was filling her with his seed. It only occurring to him that they hadn’t used a condom and it wasn’t like he didn’t have any on hand. Not that he had a real reason to use one till now, but he had been prepared and then didn’t think things through, a trait his mother had said he got from his father. Letting out a very satisfied gasp, August looked down at the beautiful woman laying under him, his now shrinking member still inside of her and some of his own seed starting to spill out he gave her a smile. Thinking how they might need to go to a **** store to get a plan B pill. His own mother was around Bailey’s age when she got pregnant for his sister. The problem was August didn’t exactly know how to start a conversation like that, and definitely not when all he wanted to do was lay down next to his girl and hold her close as he drifted off to sleep.