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Chapter 108 by Nicegent42 Nicegent42

What's next?

2nd date begins

Placing his hand on the door, Bailey took a deep breath looking at his green painted nails trying to mentally prepare himself for his second date with another male. He thought back to this afternoon’s experiences with getting ready. Taking his second shower for the day Bailey let the hot water run across his body, wishing he could just stay in the warm water instead of doing anything that was ahead of him, but also knew if he spent too long Candi would come a knocking. Bailey added some body wash to the pink fluffy sponge thing that he had no idea what the name was. “I miss having to only use one soap.” He said to himself running the pink soapy thing across his body, knowing that when he was done, he was going to have to wash his hair, and then condition it. His hand stopped as he started on one of his legs, feeling the prickly feeling of his hair coming in and let out a sigh as he rested his forehead on the cool shower tiled wall. He needed to shave, just another extra thing that girls had to do that he hated. With his other hand he touched his cheek to check on his stubble, hoping Candi hadn’t noticed, but felt only smooth skin. “At least that is like one less thing I have to do, remember Bailey to stay sane you have to totally count your blessings.” He was hesitant as he moved his hand to wash between his legs, he didn’t like the reminder of what it looked like down there, but as he started to scrub the skin like area his eyes went wide. The scrubbing activated the vibrating device inside the prosthetic and instantly he felt his little man come to life, becoming harder and harder and more uncomfortable in the process as pleasure spiked through him. Bailey was having a hard time stopping himself, he had been so horny lately, the pills had to have been doing their job, but having this thing turn on and not get off was a pain, heck he hadn’t had real sex or had a girls mouth on his cock in way to long. With this kind of dry spell he would have hired someone to come suck him off.

Dropping the pink thing Bailey continued his efforts with the soaped-up area, the middle and ring finger on his right hand rubbing at the spot that caused the device to vibrate on his dick. He closed his eyes thinking of having his girlfriend down on her knees blowing him, she never liked it but god he loved it when Mommy went down on him. The blonde-haired woman he imagined below him shifted to the platinum hair of Candi, her putting those new puffy lips to work. Who was below him changed and changed again as he imagined Aunt Megan and Miss April in turn, forcing his cock deep in their throats as they gagged for air. He felt his knees go weak and was ready to explode when the bathroom door opening, and he heard the toilet seat open up. “Sorry, I have to tinkle.” Bailey put his head on the tile wall again, doing his best to not sound like he was breathing heavily and moved his hand away from between his legs. “You okay in there?” Clenching his hand into a fist, or at least he started to till his longer nails stabbed into him, Bailey tried to regain control of himself. “Totally, I was just about to start shaving. It’s like such a pain, wish I didn’t have to.” It felt awkward to talk to her while she was going to the bathroom, in the men’s room it was often a strictly no talking space. The flush of the toilet caused a spike of cold water to hit Bailey and he let out a girlish shriek. “Oh, oh sorry! Eeek.. umm sorry. You know there is a way we could have to shave way less. Want me to set it up for us? Cause I hundred percent agree.” Picking up the pink thing from the bottom of the shower Bailey hung it up and reached for the shaving gel. “God yes, that would be amazing.” Bailey started to lather one of his legs thinking about how great it would be to not have to do this, wondering if it was a trick to shave differently or some cream that made the hair grow back slower. “I don’t think we can get an appointment till next week, Bailey did you hear me?” Realizing he had missed a lot of what he said Bailey picked up the razor and waved it on the other side of the shower curtain. “Sorry, like was concentrating on not cutting myself, but sure that sounds great.”

In his room Bailey held his towel tightly to his chest as he looked through a drawer full of panties, wishing he had grabbed things before getting into the bathroom. “Ahh no, I don’t think so.” Turning his head to look at his friend who stood next to him. She reached into the drawer and pulled out a lacy pair of panties with a little heart cutout section on the rear. “You must be super nervous, here wear these, they are way better for tonight.” Soon Bailey was wearing the panties, a matching pushup bra and fifty denier thigh high stay up stockings and looking at his very limited options for outfits for the night. He was left alone while Candi ran to shower and he pulled out a green velvet short dress, it was either that or an even shorter sparkly thing that would look out of place in anywhere but some dance club. With a little bit of privacy Bailey moved over to his phone and hit call. “Hey Aunt Megan.” Bailey said nervously, feeling embarrassed to have to talk to her about going to the doctors because of his chest. It was either her or Miss April, talking about having breasts to Mandy was just too much. “Well if it isn’t my favorite niece, I’m a little busy at work sweetheart, but tell me what can I do for you?” Touching a finger to his inflated bottom lip Bailey bit down gently on his long nail for just a second, he had already worked up the nerve to call her he had to go through with it now. “Umm well, I kinda noticed my chest and it is umm growing.” She had been teasing him about his chest ever since the fake breasts had left it swollen and he really hoped she didn’t laugh at him, he really did need help. “You have been a bit of a late bloomer, but I’m happy to hear you have noticed changes in your body.” Teasing, always she always had to mess with him Bailey thought and bit back a reply. “Aunt Megan, I’m like totally serious! I need to see a doctor and like I don’t have the insurance information.” Please, please, please for once don’t be such a witch, Bailey pleaded internally. “I suppose I could take you next week, but I don’t think you thought this through dear. The insurance is for Bailey Ann Best, what do you think the doctor will say to you being upset about growing breasts?” Considering that for a second Bailey nodded to himself, happy he had an answer. “Umm well when I was younger, I had a hormone imbalance and got some shots and it got like all better, so like can’t we just say that? That way I get a shot and then I’m like fine again.”

The silence on the other line bothered him, it carried on for almost thirty seconds and he had heard the water turn off in the shower, so he knew his time was limited. He had just revealed something about himself that no one else knew and it made him feel **** and like something was wrong with him for having the problem to begin with and it only felt worse as the seconds dragged on. “Sorry about that, someone was asking me a question here at work. I did not know that, and I’m sorry you had to go through it, that must have been hard, but I do have some good news. The last doctor you saw gave us those shots to help with a hormonal imbalance, so he must have seen something. If you still want to go to another doctor, I would be happy to take you though.” Slapping his forehead at the mention of the shot, Bailey had completely forgotten about that, and with the revelation felt a weight lifted off his chest. Not the weight he really wanted gone he thought as he looked down at his breasts in the push up bra. “I think…” Bailey paused to think it through, holding the phone to his ear as he looked towards his bedroom door. “Yeah like, let’s like talk to another doctor, I’m like super worried.” Knowing the last doctor had seen the problem was a relief, but he didn’t really talk to him about it and really just wanted to hear it would all be okay. “No problem sweetheart, I will set up an appointment for you, but there is something I would like you to do for me if you could.” Pulling the phone away from his ear Bailey looked at the phone like he was able to see her face and rolled his eyes, knowing full well she wasn’t really asking. “Well it is more of advice than anything else. I understand that boy from your party is coming over tonight for a date. It looks like you really like him, so what I think you should do is…”

“Earth to Bailey, come on girl did you space out again or are you just concentrating?” Candi said with a giggle teasing her friend. Glancing back at her Bailey gave small smile, his hand sliding down the door to the handle and opening it all the way up. On the other side was Ryan, wearing a gray checkered button up shirt, a tie that was slightly loosened, black work slacks and a pair of black steel toed boots. He looked like he had been dressed for office work, but still prepared to be around the heavy machinery of his job. Looking at him Bailey could see why girl would like him, he was tall and with his soft blue eyes and easy smile he was charming. August wore a dark blue button up shirt, the top button undone, his sleeves rolled up just past his elbows, charcoal gray slacks and a pair of black Converse sneakers. Ryan held his hand up to say hi, while August looked like he was about to say something and lost his entire train of thought when he saw the two girls. He saw Bailey leaning on the door, with her normal happy smile, he could see her green eyes take himself and Ryan in and when the door opened, he was going to open with a compliment. The time between when he knocked and the door opened, he tried to think if he should compliment Bailey’s dress, her shoes or just simply say she was beautiful. His mother told him once that a girl likes a compliment to be specific. If they took the time to dress up, then they wanted the effort to be noticed, but when he saw Bailey and Candi his mouth went dry. Candi stood just to the side of Bailey, in full view of the open door, wearing a sleeveless purple dress with a high hemline and a thick black belt. The dress hugged her figure perfectly and Bailey a green velvet dress with three quarter sleeves, a neckline that showed just a hit of her breasts and showed off her figure enough that his male lizard brain had to take a few seconds to take it in. She also wore stockings that stopped a few inches shorter than the dress, a look that if done wrong could look raunchy like a hooker on the street, but looking at Bailey it simply looked wonderful and inviting. A smaller part of his brain noticed each had done their hair in the same fashion, in a high ponytail that was curled. “What my rude, let's call him friend for now is trying to say is you both look lovey tonight.” Ryan said after glancing at August who moved his mouth a few times, but no words came out.

“Hi.. Ry! Notice anything different!?” Candi said, leaning forward, pouting her lips and fluttering her lashes. Candi trying to get attention and flirting reminded Bailey of the command in the form of advice he was given and stepped away from the door, hearing his heels click on the tile that was right in front of the door. Turning to his side so that he was almost facing completely away from the boys he bent just slightly forward and looked back at them. “I like wasn't sure about my dress, does it make my butt look big? I could like go change if it does.” He could see both boys' eyebrows go up as they looked at his backside and could feel his cheeks start to turn red as they drank in the sight of him, a sight he was doing on purpose, like a hussy that woman at the DMV accused him of being. “I think that dress looks perfect on you.” August said, swallowing as he looked at his date. “Really?! Oh good, I was so worried.” Bailey said, straightening out and clapping his hands and bouncing on the balls of his feet like he had seen Candi do on multiple occasions when she was happy. “I agree with August.” Ryan said to answer the girl's question, without giving her to much attention so that his date knew where his focus was tonight, even if he did want to keep his eyes lingering. “Different, different. I don’t know Candi, every time I have seen you, you look more lovely than the last. Though I can say I have an almost uncontrollable desire to kiss you, a bit forward of me, but I think it is important for you to know my feelings.” Candi giggled and moved forward to wrap her arms around her dates shoulders and give him light kiss on the lips before pulling away and taking his hand in hers to pull him inside. “Ask and you shall receive!” Ryan said, his voice full of joy. Glancing at the kiss his friend got, August smiled a little awkwardly as Bailey. “Umm, I also would like to kiss you, maybe two kisses.” Bailey remembered that car ride with Miss April where she told him how he was to not to tell her brother no unless the secret of what happened on the first date got out, and the text message she had sent earlier that day.

Miss Gates: I know August is coming over to your place for a date tonight.

Miss Gates: Make sure you behave.

Make sure you behave, those words went through Bailey’s mind right at that moment, behave, behave like a property girl. I’m Bailey, I like to flirt, I like to tease! I want to show men I know how to please, and sometimes I do it on my knees. On my knees, on my knees… “Smooth Auggy” Bailey said, putting both his palms on August’s chest and leaning into him and tilting his head to kiss the boy. The first feeling was the taller man’s hands on each of his hips, the slid across the soft material, not something Bailey could hold against him. He had done the same thing to the soft green velvet, he just wished it wasn’t him under the dress. The second feeling was the firm lips touching his much softer, fuller ones and the third was the scruff of hair on his face. The kiss was much different than the kiss he had shared with Candi the night before, not nearly as enjoyable, yet it killed Bailey to admit how sensitive his enhanced lips were. “August gave a goofy smile, like he was just happy to be in the room and everything else was just extra. “So, do we talk dinner first or pick what we are going to watch?”

Soon the four were sitting closely together on the couch with the girls in the middle, while Ryan thumbed through his phone throwing out suggestions for food. “How about hamburgers?” Bailey suggested. “That sounds good to me.” August quickly agreed. “I heard the Asian place close to here had amazing lettuce wraps, we should totally get those and August she always wants a hamburger, but also knows all that bread and red meat is not on our diet.” August watched his date cross her arms, pushing up her chest more and wasn’t sure he could ever deny her what she wanted, the way she looked pouting alluring. “A burger from time to time won't hurt will it?” He asked, putting his arm around Bailey. The pout faded from Bailey’s face as he glanced at the younger man and gave him a genuine smile, happy he was helping him get what he wanted, the unwanted touching would just have to be considered part of the price of real food. “Okay, lets like do it like this. Ry, put your hand on my leg and like August do the same to Bailey.” August didn’t have to be told twice and put his hand on Bailey’s thigh, right where her stocking ended. “Our legs feel good right?” She waited for both boys to agree and gave Bailey a wink recognizing the look of confusion on her face, her friend had a will power problem and she was happy to help. “Okay, now like move your hands to our sides, okay good and like now our stomachs.” She said nodding, giving Ryan encouragement as his hand moved with hesitation. “I know you both like the way we feel.” She hadn’t asked a question, but waited for them to confirm before continuing. “Well, this takes work and cheating is okay sometimes, but you both need to know to order us things that are healthier, specially if we aren’t around to tell you what we want, okay?” August pulled Bailey closer, his arm still on his dates shoulder and the other lingering on her stomach and kissed her on the head. “I know a great burger place we can go to when we are alone sometime.” He said whispering. “I for one love lettuce wraps, sounds like dinner is settled!” Ryan said, giving Candi a wink before leaning closer to her himself and kissing her on the cheek.

The movie was about to start when Bailey stood up and was about to walk over to the kitchen behind them when August put his hand on his wrist, not hard just enough to get his attention. “You okay?” He wasn’t okay, he really didn’t want to sit and watch Tangled, he didn’t want to cuddle up to to his date, didn’t want to be on a date with a boy at all and just wanted a few seconds of freedom before he had to settle in for a horrible evening. “I like was just going to get a drink.” August shook his head and gently, but firmly sat him back down on the couch. “I will get it, no need for you to trouble yourself when I’m around.” He said with a smile before moving off to the kitchen, to figure out where the glasses were and not even thinking to ask if the others wanted something. A few seconds later Ryan joined him in the kitchen and back on the couch Candi looked over and gave Bailey a huge smile like she knew some secret she was thinking about sharing. “What?” Candi glanced at the boys in the small apartment kitchen. “Umm, like when do you think we should you know, like do it?” The words do it meant more to Bailey and he definitely was not going to have sex with another man, then mentally started to panic as he wondered what he was supposed to do if August said he wanted sex. He didn’t want to have sex with him, but if he did everyone would know he swallowed his cum at the movies. “Bailey!” Candi said in harsh whisper. “I thought kissing me like wasn’t that bad? Am I bad at kissing? Oh my god, Ryan must hate kissing me.” Bailey’s panic seemed to transfer to Candi when she saw his face and while her blowing this date would be the thing he wanted, it wouldn’t be what he was told to do and he had his future riding on things going right. “No, no like your a good kisser.” Candi gave two shallow nods. “Yeah?” Putting his hand on his friend’s shoulder Bailey nodded looking into her green eyes. “Yeah.”

“What are the two of you talking about?” Ryan said, putting a glass of water down in front of Candi on the coffee table and taking a swallow from his glass as August put a glass in front of Bailey, choosing not to have anything himself. “Kissing.” Candi said happily with way too much candor for Bailey and shocking enough that Ryan spit out a little bit of the water on his chin. She let out a small fit of giggles that was just so pure the Bailey joined in, loving that the one word answer caused such a reaction. When they calmed down Bailey sipped some of the water from his glass, sitting at the edge of the couch, his legs crossed. As he tried to drag out the smallest control he had as the movie started. Sliding back into his spot he felt the familiar arm wrap around his shoulder and when he turned to look at August he found the boys face almost upon his and closed his eyes, waiting for the gut wrenching impact of his lips upon his own. August was hardly ever super aggressive with a hard kiss, and this was no different. Bailey’s stomach turned even as he tilted his head and kissed back, keeping his eyes shut. He arm around his shoulder pulled him ever closer and his other touched his exposed skin on his leg and something unexpected happened, Bailey felt the touch ignite something in him. The vileness of it all didn’t diminish, yet the hand touching the smooth skin on his leg still somehow felt good at the same time. No, no, no, no! Bailey yelled in his mind as he put up no resistance, his mind knew what was what, but his body wanted, no needed the physical contact, he was horny last night, hornier this morning and now he was being touched like a lover would. It mattered little that he didn’t want the person to do it, his body wanted that feeling. Luckily the hand didn’t drift further up, knowing how it felt in the bathroom Bailey knew he would need to stop that from happening, if his own body didn’t rebel to let it happen, but at some point, he wasn’t sure when he had ended up on August’s lap. Sitting so he was facing the other couple and as the passion faded August stopped his ****. He could see Candi laying with her head on Ryan’s shoulder, her eyes closed as she happily cuddled into her date as he watched the movie. The movie that seemed to be at least a quarter over if he remembered it well enough, but the worst part of his new seat was feeling the warmth and hardness of August’s’ cock through his pants, making this the worst seat he had ever sat on.

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