A Very Special Boy Ch. 05

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Nick gets a number at a bar.
6.8k words
4.83
10.9k
17

Part 5 of the 7 part series

Updated 06/14/2023
Created 09/18/2022
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Chapter 5

Nick was having a strange dream, he was alone in a dark room, sitting on a small stool. He looked around and could only see black, black wall's, black floor, black ceiling. Then it happened, directly in front of him a piece of flesh slowly crept out of a hole in the wall, It was a cock, a big one at that and it looked like the cock was floating in thin air. He heard Ella's voice from somewhere, sounding like a distant echo.

"Go on, I know this is what you want. Just touch it, see? It's okay to want it, just taste it, just the tip. Just the tip. Just the tip..." the voice trailed off.

He awoke to find himself suckling on the dildo Ella had rubbed against his lips.

"See? Told you that you love this." She giggled. "You talk in your sleep so much."

"Hard to talk with a dick in my mouth." Nick joked.

"Okay then how about this?" Ella leaned in kissing him deeply.

"What was that for?" He smiled.

"Just for you being you." She winked.

They lay in bed for a while, Ella had been watching porn while Nick slept, no wonder his dream's were so erotically charged.

"Fuck isn't that hot?" She said rubbing herself, watching a massive, muscular man getting a blowjob from a gorgeous trans woman.

"Yeah she's beautiful." He said still waking up but getting horny himself.

"She is but I was talking about that cock, it's huge!" She rubbed herself harder. "There's no shame in appreciating a prime physical specimen, I mean look at it."

She was right, this thing was a monster, bigger than the one in his dream, maybe 12" long and thick as a tin can. Nick couldn't help but feel a stir in his panties as he looked at this magnificent cock then he remembered, Ella hadn't put his cage back on last night.

"Yeah it's impressive." He said, trying to avoid the subject though unable to tear his eye's from it.

"You can do better than that." She said using her free hand to rub Nick's little semi hard dick. "Why is it so impressive? What do you like about it? Be honest."

Nick could feel his heart speed up, he was in a battle with his own lust and he was losing.

"It's umm... It's long... and thick." He said panting.

"Yeah go on." She continued to rub him.

"It looks... It look's meaty, juicy. The head look's really nice with the precum dripping from it and it obviously make's her happy." Nick said still glued to it.

"Better, now, how does it compare to what you have?" Ella said throwing back the bedsheet's.

Nick looked at his 'cock', it was never big but it looked smaller than ever, barely 3" long and unable to get fully hard. He should have felt shame or embarrassment but he was looking at it objectively.

"Well it's obviously not as big, it doesn't really compare to his cock at all." He said looking at it.

"It's good that you can see that. It's nothing to worry about though, men like him have big cock's and it's their role to give women a hard fucking whenever they need it. Do you know what you're role is?" She asked him.

"I'm not sure." He said.

"When you have a cock that small it's nature's way of telling you that you're not the 'Alpha male', you're not going to please women with that little thing. You're role is to bring pleasure with your hole's. Look at the size of her dick compared to the mans. Think about it, how much pleasure have you brought me taking big fat dildo's in your ass? How much pleasure did you bring yourself?" Ella said.

She had a point, in the beginning Nick was just going along with it for the chance of sex but that turned into just wanting to be with Ella, then he found a way to be useful and please her, he never had any real struggle's with any of it.

"It honestly felt great, to have someone like you find me desirable, you made me realize I could be worth something, that I was just playing the wrong part." Nick admitted.

"You are babe, we all have to find our place in life, it can be hard but when we do everything just fall's into place. Your place is here with me." She said, rubbing him harder.

"But I'm not forcing you to do anything. I want to hear you say you want it."

Nick could barely think, even though his cock had been shrinking his arousal only increased. He was burning with desire, desire for Ella and even a desire for cock. He would do anything to make her happy.

"I do, I want it." He said meekly.

"No no no, say it with conviction, this is a big descission." She urged.

"I always knew there was something missing, I didn't know it was this but everything feels so much better like this. I want to stay with you, I finally have a life." Nick said getting close to an orgasm just from having his small dick rubbed through his panties.

"Good girl, now I want you to look at that big cock, look at what it's doing to that beautiful T-Girl, look how happy she is with that cock and imagine what it would feel like to have it shoved up your-"

"Oh god!" Nick interrupted, unable to hold it back any longer. He let loose three decent sized spurts from his little cocklette. Ella was laughing.

"See?" She said grabbing up all the cum in her hand "This is what you were meant for."

She lifted her hand to Nick's mouth and touched his lip's, without thinking he let them inside his mouth, leaving a salty, creamy flavour on his tongue. He started to suck on her fingers, trying to get every drop possible. The taste was intoxicating, he wanted more. He had sucked and licked every last drop from her fingers but tried in vain to find more.

"Sorry, it's all gone for now." Ella had reinserted his plug and locked his laughably small dick back in it's cage.

"We're gonna have to get you a smaller size, this thing might just slip off!" she laughed.

Nick could only manage a half-hearted laugh. They both got washed, dressed and went downstairs for some breakfast.

"Morning Dava! How did you sleep?" Ella chirped.

"Oh hi guy's, yeah I slept okay thanks, did you have a good night?" Dava asked recalling the hard pounding she saw Nick take last night. Why was she watching her Step-Son, Step-Daughter?

"The best!" Ella beamed.

They had a fairly quiet breakfast as Dava kept stealing glances at Nick and Ella when she thought they weren't looking. Feeling her arousal starting to burn, Dava decides to go to work early.

"I'm going to go too babe, I need to get a change of clothes and stuff. I'll text you soon. Bye!" with a kiss on the lips Ella left Nick and made her way out.

Back at her place Ella sat at her computer, looking over the website she had set up for Nikki. There were already hundred's of subscriber's and the donation's were rolling in, as were the request's. Most people wanted to see him go to work on a real cock, a few even wanted to throw him into a gangbang. He wasn't ready for that yet but it wouldn't be long. She listed a new item to bid on: who want's to be the first cock to shoot a load down this blossoming sissy's throat?

People were bidding already, she set a deadline to the auction for midnight tonight. How would she set it up? He was obviously thinking about cock more and more between the dildo, porn and subliminal messages he was listening to.

If she was gentle and worked him the right way she knew she could make him do it and love it too.

Nick was in parallel with Ella was at his computer but his was more research focused. He couldn't stop thinking about what Ella had told him, image after image of male anatomy he looked at every detail, the shape, size, if it had veins, if it was cut or uncut. He studied them all, none of them were as small as his until he found one that was close, he clicked the web address that held the image. It was a site for people who were into crossdresser's and sissies, the small cock belonged to a frilly dressed sissy. All the sissies had small dick's, just like Ella said they would. Was he destined to become the same? The thought scared him more than a little. The comment's were something else though, people loved them, there were compliment's, people wanting to meet up for sex, artwork, even a marriage offer!

No one had ever treated him like that, well until Ella came along but maybe this was meant to be? Some kind of genetic thing that was out of his control? He couldn't deny he looked good dressed as a girl, he loved the feeling it gave him too and he had a hot girlfriend who seemed to love him. It might not have been something he picked for himself but he had to admit he was enjoying all of it. Did he want to go back to his old life? No way, not after getting a taste of this new one. His phone vibrated with a text from Ella.

"I think your hair is long enough to finally do something with so get ready, we're going to the salon." it read.

He had a pang of excitement, he was looking forward to getting his hair styled though he had no idea what he wanted. He got dressed up a bit more than he was and redid his makeup while waiting on Ella picking him up, he was getting pretty good at it with the help of youtube tutorial's.

Ella arrived out front and honked the horn signalling Nick to come out. Ella gave his look a seal of approval by kissing him and running her hand over his thigh.

"Looking hot today babe! And your makeup is on point." She said smiling.

"Thanks I've been practicing, it's not as good as when you do it but it feels good to be able to do it myself." Nick said with pride.

They talked more as they entered the salon and Ella spoke to the receptionist.

"Okay if you'll both follow me to your seats your hairdresser will be here shortly." She said.

They got comfortable in the chairs as two gorgeous blonde and brunette hairdressers in a black uniform started washing their hair. When they were done they started cutting.

"Wait I haven't said what I want yet." Nick protested.

"Don't worry babe I called ahead, I really think you'll love what I picked." She said sweetly.

As the hairdressers worked away he could see his hair taking shape, by the time they were done Nick had a bob cut down to his neck with a sideways parted fringe. He turned in the mirror taking it all in.

"Well what do you think?" The brunette doing his hair asked.

"I love it! It's really fun and cute but kinda sexy too." he said turning his head side to side in the mirror.

"It suits you girl, your friend has good taste." she said with a smile.

He felt really attractive with his new do, it was the last thing he needed to complete his feminine transformation. He had a toned body thanks to Ella's workouts, he dressed like a model from a music video and he was getting better at doing his own makeup. He felt like everything had fallen into place. As for Ella she just had a wash and cut, her hair was already perfect. Together they walked out, Nick having a noticeable skip in his step.

"So how about we go for a cocktail to show off our hard work?" She said looping her arm with his.

"Yeah I'd love to! I kinda want people to see how good I look. Never thought I'd say that!" Nick said with a giggle.

"Get used to it, when you look good you feel good." Ella winked.

They arrived at a trendy bar that was frequented by the young, successful types. It wasn't packed but there was a good crowd there. As they made their way to the bar Nick could feel all the men looking at him, he heard their hushed whispers and even a whistle. The attention felt good, Nick wasn't attracted to men but to have them eyeing him up, wanting him, it was a boost to his self confidence. Ella ordered them both a drink and they took a seat in a booth. They enjoyed their drinks and made small talk when a waitress came over with two more drinks.

"Ladies, these are from the gentlemen at the bar." She said putting them down.

Nick couldn't help but look over, he saw two men dressed in suit's, probably in their late 30's, smiling over at them. They were both handsome and probably quite well off considering their suit's and watches. Nick was staring, they reminded him of the mam fucking a trans girl in the porn Ella made him watch. Did they have huge cock's like the man in the film too? Nick was trying to see if he could tell how big they were by looking at their crotches. He had started doing this with men for some reason, he found himself trying to guess how big their dick is. Seeing this Ella has some fun.

"Would you care to join us?" Ella said to the men.

"No please don't-" Nick started to say.

"Don't worry it's just talking, it would be rude not to after they bought us a drink. You wouldn't just take it and not even thank them, would you?" Ella interrupted. "Besides, they're kinda hot." she added.

The two men walked over to them with big smiles on their faces.

"Hello ladies, how are we today? I'm Jay and this is Kevin." The dark haired man said while pointing to his lighter haired friend.

"We're doing great thanks, had our hair done and feeling fabulous. I'm Ella and this pretty little thing is Nichola." Ella said making Nick blush with widened eye's.

"Oh I can tell, you both look amazing." Jay said as he sat next to Nick.

"Couldn't agree more." Kevin said sitting next to Ella.

The men were trying their best to be charming and funny and it was working. Nick thought Jay would have saw through him in a second but he just kept talking and smiling. Just as Nick was starting to relax he heard Kevin speak.

"So are you ladies single? I hope you don't mind that I ask."

"No sorry I'm not, I have a girlfriend but thanks." Ella said calmly.

What did she mean by that? Was she saying Nick was her girlfriend? Or did she just want to say she wasn't into guy's?

"Oh, okay. I had to ask haha." Kevin shrugged off.

Jay turned and put his hand on Nick's leg. Nick jumped a little, not used to the feel of a man's touch on his body. Jay just left it there, not moving. Something about his touch excited Nick, making him breath harder and faster as his heart pounded in his chest.

"What about you? I mean I got the feeling you were kinda into me." Jay asked.

"I'm uhh... I..." Nick was having trouble thinking of something to say when Ella spoke for him.

"Yeah she's single but are you sure you can handle her? She's quite the firecracker." Ella teased, making Nick uncomfortable.

"As if I couldn't tell, good thing I like a challenge." Jay laughed, taking his hand from Nick's thigh and putting it around his waist, drawing him closer. Nick couldn't help but squeak as he was easily pulled in, his hand brushed against Jay's thigh and felt what could only be his hardening cock. It was only for a second but Nick got a good idea of how big this thing was.

"Careful, I think she's liking that a little too much." Ella joked.

Jay put his free hand back on Nick's thigh but this time he started to move up. Nick panicked, what if he felt the cage? Would he be angry? Would he hurt him? He had to stop him somehow. With no other idea Nick leaned in and kissed Jay on the lips, he seemed to like it but it only slowed down his hands advance.

As a last ditch effort Nick grabbed his hand and put if on his chest, where Jay started to rub Nick's newly puffy and developing breast. Jolts of pleasure shot from his nipple through his entire body, making him gasp and shudder. When he opened his mouth to take in air he felt a wet, slippery invader. Jay had took the opportunity to sneak his tongue into Nick's mouth still massaging his breast. With his eyes shut Nick was lost in the sensations in his body, he forgot where he was, he forgot who he was with, he was just giving in to the pleasure coursing through him. He had no idea how long he was in that state, being kissed and groped but he was snapped out of it by Ella.

"Okay you absolute slut, I know you just want to play with boys all day but we have to get going." She laughed. Jay tore himself away from Nick with one last kiss.

"That's a shame, I was really having fun." He said to Nick, slipping his phone number into his hands before they parted.

"Call me so we can pick up where we left off."

It was the first time Nick had ever got a number.

Nick wasn't sure how to feel as he left the bar with a few patrons whispering about him. He had been lost in a trance back there, he didn't know what he was doing and it felt good at the time but this was a little awkward. Jay was a very good looking and successful man, to have him lusting after Nick gave his a sense of pride. He and Ella left to go get a cab back to his place. When they get home Dava is watching TV but Ella want's to show off Nick's new hairstyle.

"Oh my god Nikki! You look great, I love it. It really suits you." she gushed.

Dava had been fighting improper thought's about Nikki all day and then she just waltzes in looking sexier than ever?

"Thanks, I really like it too, Ella helped me pick it." he said happily.

"Great job Ella, she look's fantastic." said Dava.

It was still weird to hear his Step-Mom call him a she, like he wasn't just a guy dressing as a girl but a natural, real girl.

"Yeah she does, those men at the bar seemed to agree too." Ella blurted out.

"Men? Nikki what men?" Dava asked surprised but getting excited.

Nick didn't know what to say, he knew he couldn't lie but he hoped he wouldn't have to talk about it.

"Well umm... we went for a drink after our hair appointment and when we were at the bar there was these two guys who bought us a drink." he said sheepishly.

"Yeah and then what?" Ella coaxed.

"Then we... well I..." he stammered.

"Then she made out with one of them! The guy was all over her, he couldn't keep his hands to himself but Nikki was actually the one to kiss him first!" said Ella.

"Oh wow, Nikki, wow haha" Dava laughed. "I'm sorry I'm just surprised, good for you girl, make those men drool. I remember when I was young, I knew just how to play them."

"What do you mean when you were young? You've still got a smokin' hot bod and you're sexy as hell. Right Nikki?" asked Ella.

"Yeah of course, you've always been one of the most beautiful women in the world." Nick assured her.

"See? You obviously turn Nikki on, me too for that matter." Ella chuckled. "Why don't we all go for a night out to a club or something?" Ella asked.

"I haven't been to a club in ages, it could be fun I guess." Dava mused.

Seeing Nikki all dressed up in a clubbing outfit would be worth the effort.

"Oh come on, you gotta live life and have fun, just look at Nikki." said Ella pointing at Nikki. "She saw something she wanted in that bar and took it."

Dava did look at Nikki, she couldn't help but be attracted to her new Step-Daughter. Nikki was so different now, so beautiful, she could easily pass for a biological girl. Ever since Dava first saw the new Nikki she had been having fantasies about her and masturbating more than ever. Seeing her shake it on a dancefloor would be quite a sight, even dancing with her, maybe she could try stealing a kiss and playing it off as a girlfriends kind of thing.

"Okay the next night off I have from work we can go to a club, this is gonna be super fun!" Dava squeaked in excitement.

Ella and Nick went to his room where they lay on his bed.

"So was that the first time you ever kissed a man?" asked Ella out of nowhere.

Nick put his head down and whispered.

"Yeah."

"Why so down? Didn't you like it? It looked like you did." she prodded.

"I just never thought I'd kiss a guy before, I don't know what's happening to me. I like to dress up but I still like girls." was all he could say.

"Did you like it?" Ella asked more firmly.

"It was different but yeah kinda of. I'm not attracted to men but when he put his arm around me I felt something, when I kissed him I felt something. I felt more like a girl than ever. I just don't want you to break up with me because you think I'm gay all of a sudden." said Nick still with his head down.

"Babe don't worry, I know you still think I'm sexy, it's okay to like two or more things at once, it's not one or the other. Men are going to be attracted to you, they're attracted to beautiful, sexy women. It's like a seal of approval, if they give you their attention then you must be a beautiful, sexy woman."

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