She talks Johnny into letting her take some pictures

Johnny eyed Ashlyn with a look of skepticism as she continued to smile at him. Johnny had reservations about full trusting this girl, as her bizarre ways of acting, and dress made her tough to read.

“Come Johnny let’s settle and get to know each other.” Ashlyn said as she started leading him towards the left end of the room.

She then stopped walking, and looked like she was thinking for a second. Then she raised her eyebrows as she remembered something.

“Ah, of course I almost forgot we haven’t made a proper introduction yet, I was so caught up in your male charms when we meet I forgot hahah!”

“I am Ashlyn Lelivain, daughter of Rose Lelivain, sister to James Lelivain, and Stella Lelivain.” Ashlyn said as she raised a hand in dramatic fashion like she was reaching for the heavens.

She then chuckled again, seemingly amused by her own antics.

“I’m Johnny, just Johnny.” Johnny said

“Just Johnny eh, oh right my sister said she couldn’t find any next of kind when she brought you to the hospital.”

“She told you about that?”

“Indeed my darling little sister comes to me for tons of advice, beauty, business, every day stress she comes to me for all kinds of things, but for her to call me up in the middle of the night one day almost in hysterical about an injured person who had been hit by a car, well now that was something I didn’t expect.” Ashlyn grinned at Johnny, before quickly turning serious realizing it would be a bit insensitive to make light of his accident.

“She was that worried about me?” Johnny asked curious as he didn’t actually know to much about what happened after he got hit.

Ashlyn nodded.

“She was, and she was worried that if you stayed in hospital you would sent away to some less then glamours temporary home after they didn’t find any next of kin or even an ID on you.”

Johnny felt himself get a bit anxious when Ashlyn mentioned she knew about him being him a homeless nobody with nowhere to go. He would’ve preferred as little people as possible knew about. He didn’t want people to think of him as charity case or worse, have people use that information to take advantage of him.

Ashlyn then gave Johnny a smile, and put her arm around him.

“Well, don’t worry that now my sweet, under my sister’s care you can think of us as family.” Ashlyn said as she started walking Johnny over to the lounge chairs.

“Well perhaps not as intimate as family, that would make some activities I wish we could do together quiet awkward hahahah.” Ashlyn said as she sat Johnny down with her on a two seat couch.

Johnny was about to ask her what she meant by that when she then brought a hand up to Johnny’s face, and gently cupped his chin.

“You know you are a very exquisite boy.”

“Any girl would be honored to spend time you.” Ashlyn spoke in almost a whisper.

Johnny felt himself blushing at the sudden compliment.

“About that offer I gave you before may I ask you to consider it again, truthfully you are a diamond my lovely, and it would be almost a sin for the rest of the world not to see you as such.” Ashlyn said continuing to lay on the compliments.

Johnny thought about it for a second. His first instinct was to say no, but could he really pass up an opportunity for a job like this? He decided he should get more details from Ashlyn before he even CONSIDERED any.

“So ummm how-how would the whole thing sort of work?” Johnny said avoiding eye contact as he asked the question.

Ashlyn’s eyes sparked with delight as Johnny asked the question. She seemed almost changed. Like the question had caused a spark to light a fire inside of her.

“Ah magnificent, I’m glad you at least asking about it, my industry has such an undeserving bad reputation, and perception by many people.”

“By industry you mean porn right?” Johnny asked not wanting to mince words.

“My work involves a lot more then just porn little birdie, hahaha, condoms, sex education, adult toys, lube, adult clubs, erotic readings, audio recordings, comics, online writing sites, underwear, those are just a few of things I have been involved with in the industry, to say the sex industry just involves only porn, and pictures is an over simplification.” Ashlyn said spouting off a whole list of things.

Johnny looked at Ashlyn a bit surprised there was so much stuff to do with sex. Though Johnny guessed it was because he just never thought about it in any depth more then just two people having sex. Then again he also was very sort of limited in what he knew about sexual habits or, porn and stuff. After all when one is trying to just avoid another beating from a new foster parent you don’t have much time to explore the current demographic’s sexual activities. Wait did she say involved in?

“W-When uhh you say involved in, you mean that you manage it right ?” Johnny said feeling a bit awkward asking the question.

“Nope not entirely, I have personally participated in almost every bit of lewd play one can imagine, of course I still handle the business side of thing, but I don’t have any employees or worker who work under me do anything I wouldn’t be willing to do my self.” Ashlyn said.

Johnny was shocked by this, and more so shocked by how open, and even proud Ashlyn seemed to be talking about it. There almost seems to be an aura around her of bravado, and shamelessness, like she would wear her whole life on her sleeve for every one to see if she could.

“In fact here let me show you some pictures from the most recent photo shoot I did, it think I was rather stunning if I do say so myself.” Ashlyn looked viable giddy to show off as she went to pull her phone out of her pocket.

Before Johnny could form any sort of respnse, Ashlyn had brought out her phone, and excitedly shoved it into Johnny’s face. His eyes meet the screen, and he gasped silently. The image was a picture of Ashlyn in a black a white picture. She was in front of a totally white background with a bit well placed lighting. She lacked any clothes, with the only stitch of fabric on her was white ribbon she had around her neck. Her hair was done up in a messy bun, with a few stray strands falling to the right side of her face. Her face was almost completely done up in make up, so much so that she could have passed for a boy she looked so manly. Her lower face was heavily done in blush, so abundant was the blush that it formed two rosy spots on her cheeks, almost making her look like a doll. Her lips which were formed in to an O shape were shiny, and deep with a dark shade of lipstick.

Ashlyn’s eyes had long fake eyelashes, which little bits of glitter sat on as her eyes remained wide in a expression of over exaggerated surprise. Above that she had an intense amount of a lightly colored eye shadow. The eye shadow gave her face a look of male beauty, as well softened her face. Her finger nails were painted in shiny deep dark colored nail polish, which were on display by her face she had her one hand in position to stifle a shocked gasp. However all that wasn’t even close to the most noticeable part of the picture. It was Ashlyn’s bare naked body on display. She sat on a large black cube, her legs looked to be in motion to clamp shut, yet frozen in time as the image was, her genitalia was forever on display in the second the picture was taken.

Johnny felt his cock twitch was he saw Ashlyn’s cunt. Her pussy, was even clean shaven lending not even a bit of modesty to her sex. He first thought he should turn away, but his desires prevented him. Instead he continued to stare a gasp at the picture as he explored ever inch of it. He looked over her body, which was smooth all over, her skin clean and, shimmering from light sources from out of frame. She looked, delicate and boyish, yet was still quite fit there not being an bit of fat on her. The only real supple, and squishy part of Ashlyn body was her breasts which she held with her other arm like a boy covering his chests. While a girls chest wasn’t usually considered to be sexual, Johnny couldn’t help wishing he could see her nipples behind her arm. Perhaps it was because she was so masculine looking now, but he had the strange desire to grab, and squeeze her perfectly perky beasts. They not the largest pair of breasts he had ever seen but they still had some strange sort allure non the less.

“So then darling what do you think, by your expression it seems your pretty impressed among another things.” Ashlyn grinned, noticing the subtle bit of desire on Johnny’s face.

“You look uh very handsome.” Johnny said, struggling to say something that wouldn’t be to lewd.

Ashlyn stifled a laugh at Johnny calling her handsome in the picture, like her being all dolled up in was the mostly feminine thing in the world. She shook her head at Johnny’s bashfulness, she still had more to show him though.

“This picture is actually all part of a few other photos in a album here take a look.” Ashlyn said as she started to scroll over a roll of pictures.

Each one was Ashlyn in front of the same white background, with the same black cube. Though in each picture she was in a different surprised pose with a few other minor differences. Some times she had a different hair color, style, and length. Other times she had more boys clothes like panties, or a bra. Then she also had a different style of make up in each picture. Each photo was unique yet kept the theme of Ashlyn wearing drag and, locking surprised. None had her breasts exposed, which Johnny felt him self strangely disappointed by. Still, with all the lewd photos Johnny was almost fully erect at this point. Lucky his skirt was positioned in such a way that it hid his boner while he was sitting. So Ashlyn didn’t take notice of his arousal. Well at least not by looking at his crotch. Though with Johnny’s increased rate of breathing, and face blushing she didn’t need to.

“Like it darling, I call it Caught In Drag, it’s part of a preview for a little video I am doing.”

Johnny couldn’t bring him self to dare ask what the video was, as it would be way to embarrassing for him to do so.

“So would I have to do something like that?” Johnny asked, avoiding eye contact with Ashlyn as he asked the question.

“Not in drag, and we can keep your face out of frame to keep your identity hidden if it makes you more comfortable.” Ashlyn said trying to accommodate a bit for Johnny’s uncertainty about the whole thing.

“Though it would really be a shame though, your face like I said before is exquisite, other models I’ve worked with would kill to have half a face as pretty as yours.”

Johnny was positive Ashlyn was just buttering him up so he would say yes with that last compliment. She couldn’t really mean he had a better face then the models she worked with could she? Johnny wasn’t really sure he never really had any idea if he was pretty looking or not. He never really had time to worry about normal boys things like appearance growing up. Either was if Ashlyn was being truthful about her keeping his face out the pictures, well then he didn’t really see a reason not to say yes. Sure his naked body would be shown off, but with his face out of sight no one would ever know it was him. He wasn’t really ashamed of his body either, he was some lose boy who flaunted his goods far from it. Yet he never really had been self conscious about his body it was, was it was and he was comfortable about it. Now there was just one more thing he had to ask.

“O-okay so how much would I get paid.” Johnny said trying to not sound to **** for money as he asked.

“Heh, well for some thing like this 25,000 dollars, although I can only give you about a thousand in cash right now as that’s all I have on me currently.” Ashlyn grinned.

Johnny almost fell out of his chair. 25,000 dollars, just for a few pictures!!! He felt himself go numb as he was in complete disbelief, his brain short circuiting as he tried to wrap his mind around having that amount of money. Oh what he could do with that kind of funds. He could buy his own meals finally, he could get a small apartment and not be on the streets any more! Man if he could just get his own bed, that would be fantastic!

“So when would we get together to shoot some pictures?” Johnny asked, starting to get excited at the thought of the money he could make.

“Why right now darling, there’s no need for us to wait.” Ashlyn said grinning ear to ear.

“Wait right now h-here?” Johnny suddenly felt all the color drain from his face.

“Of course, my phone will suffice for a camera, and all we need is a private room alone, hmmmm ah I know.” Ashlyn sprang, and started walking off.

Johnny’s stomach started to do flip flops, but her hurried after Ashlyn anyway. He didn’t except to be doing the deed so soon, he thought he would have had more time to mentally prepare himself for it. Still he didn’t feel like he could back now, fearing that Ashlyn would change her mind or not have time if he asked her to postpone. So he took a few deep breathes, and tried to stay calm as he followed her out of the main room, and down a side hallway.

Ashlyn approached a woman in a black suit and, sunglasses who appeared to be standing at one of the doors in the hall.

“Hello darling, my I ask of that room is in use at all.” Ashlyn asked in a upbeat tone.

“Oh hello Miss Ashlyn, no not currently but, Ms. Rose told me to keep guests from wondering into here as she doesn’t want one of the conference rooms potential getting messed up.” The guard said looking a little caught off guard that Ashlyn had actually stopped to talk to her.

“Oh perfect, well then could you let me, and my friend just borrow that room for a second we have some private matters to discuss I promise we won’t take more then say 20 minutes.” Ashlyn asked fluttering her eyes at the guard.

“O-oh Umm sure Miss Ashlyn, I’m sure Ms. Rose wouldn’t mind if the room isn’t messed up when you leave.” The guard said looking a bit flustered.

“Thanks sweetie, and if you could please make sure no one bothers us while we’re in there thanks!” Ashlyn said as she gave the women a kiss on the cheeks.

“Y-yes no problem, you can count on me ma’am!” The guard said blushing furiously, looking very flustered at by Ashlyn kissing her.

Ashlyn then stepped inside the room and, Johnny followed behind. Inside he could see the room was a large meeting room with a long desk the length of the room, which was surrounded by a row of office chairs on each side. Ashlyn then locked the door behind her, and Johnny, and her had their privacy.

“Hehe, cute girl I noticed her staring at me the last few times we had a family gathering think she has a crush on me, I don’t even think she realizes she likes women though based on the reaction she gave me.” Ashlyn giggled.

“You can tell that?” Johnny asked

“When you worked in the industry for so long like I have you tended to pick up on a few things.”

Ashlyn smiled, then trailing her eyes over to Johnny. She then clapped her hands, and did a little joyful hop over to him.

“Never mind that though, YOU have my full attention now, so let’s get started.”

Johnny shivered, his nerves starting to waver as the reality this was really happening finally dawned on him.

“I’m.... a bit nervous...” Johnny said fidgeting with a button on his jacket.

Ashlyn backed off a little, realizing she was going to have to take this slow if she wanted Johnny to stay comfortable. Which is something she prided her on. Ashlyn didn’t like it when models weren’t a hundred percent onboard with what they were taking part in. She thought it tainted the art, and more importantly wasn’t very ethical to have some one do something they weren’t sure about. After all regret for doing something hangs around a lot longer, then regret for missing an opportunity.

“Okay sweetie we’ll go slow with this, first tell me do you still want to do this?”

Ashlyn spoke in a soft, gentle tone. She spoke like one would speak to a stray puppy, or a scared child.

“Y-yeah I do...”

It all made sense in Johnny’s mind for him to do this the money was to good to pass, and his identity would be hidden so he should have no hang ups about this. Still he couldn’t help his emotions, nervousness bubbled up within him despite his best to keep it suppressed.

Ashlyn could see the turmoil of emotions on the boy’s face, and always being one to make sure a model was as comfortable as they could be in her care she decided to do something to help Johnny’s nerves.