Note: This story was dynamically reformatted for online reading convenience. ï>¿A New Career by storyguy Chapter 5 For the next hour Annie and Craig modeled clothes. Annie didn't try to hide after Craig had let her see him. She didn't show off and most of the time had her back to him when she changed as their outfits were on tables on either side of the little stage they posed on. It didn't bother her if he saw though, like if Milo had to adjust something and pulled her pants down. Annie began to sort of become more aware near the end of the shoot. She realized how hot the lights were. It hadn't bothered her before, but maybe it was because of the relaxing pill? She also found she wanted to look at Craig's body more. He still was wearing the cup, but she liked seeing his ass. They finished up with a few swimsuits. As they did the last shots, Annie whispered to Craig, "I can't wait to finish. I'm going in the pool. Wanna come?" "I don't have a suit with me," Craig sighed. Annie thought for a moment. "Milo, what happens to the clothes we try on after we finish?" she asked. "They are donated to a charity. Why?" he questioned. "Craig and me were wondering... Can we keep the suits we are wearing now so we can go in the pool?" Annie asked. Milo thought for a moment, then answered. "Yeah, I guess so. No one will miss them, but don't tell anyone. I could get in trouble for letting you have them. If you go swimming, make sure you take off the pasties first. They're not waterproof and will come off in the water. I don't think they'd want them floating around in the pool." "Thanks!" Craig grinned. They finished up the photo shoot and Milo said, "I have an online meeting starting in about 5 minutes. You guys need anything? If not I need to go log in." Both Annie and Craig shook their heads and Milo left the studio. "Um... Would you mind if I took off my cup?" Craig almost whispered. "Of course not," Annie answered, expecting him to go into the bathroom or at least turn around. He didn't. He just dropped the suit he was wearing to the floor, stepped out of it, then dropped his cup down, so he was facing Annie completely naked. He sort of rubbed his balls. She thought he seemed a bit bigger than when she had seen his when they had a break, but dismissed the idea. He stepped into his suit and started to pull it up. He noticed Annie staring at his cock and hesitated, letting her look a little longer, then pulled it up. "You gonna take off your pasties?" he asked. Annie turned her back to him. "Unhook my top?" she asked in a soft voice. Her face flushed as she felt him grasp the top of the bikini she was wearing, then felt the top suddenly loosen. She turned to face him again and let the top slide down her arms. Slowly she peeled the pasties off, revealing her nips, which he hadn't seen before. She stood still for a moment, her arms down, her breasts in plain view for him, and her head hung down. It embarrassed her that she wanted him to see her. The awkwardness she felt became too strong and she put her top back on. "Let's go," Craig suggested as he headed for the door with Annie following. Milo told them to grab a couple of towels from the bathroom, which they did. He also told them not to knock when they came back, but to just walk in. He would be in his meeting and didn't want to leave it just to open the door for them. The water felt great. The two swam around for a while. Annie liked Craig. He wasn't like the boys at school who always seemed to be whispering among themselves about the girls and trying to get peeks of their bodies. Craig had seen her naked, but wasn't making an issue of it now. He told her he couldn't stay long because he had to go home soon, so they left the pool and went back to Milo's apartment. Milo waved at them as they walked in, but he was still busy on the computer and only waved. Craig and Annie went into the studio and closed the door. Annie suddenly felt nervous. She was going to take her bikini off in front of Craig and he would see her naked. He had already seen her, but that was when she was posing and changing. This was different. "Want me unhook your top for you?" Craig asked. Annie nodded, not knowing what to say. She felt strange, not because he was going to see her naked again, but because she wanted him to and she wanted to see him too. As she dropped her towel down onto a chair, Craig stepped behind her and she felt her top loosen. As she let it slide down her arms, revealing her budding breasts, Craig walked back around her and stood facing her again. Annie wanted to cover herself, but realized how silly she would appear, so fought the urge. She looked up at him and he was smiling. Her eyes widened when his hands went to his waistband and he pushed his suit down. It puddled at his feet revealing a stiff cock standing proudly and pointing skyward. "It changed," Annie muttered, then blushed at what she had said. He just stood there letting her look. "You gonna finish taking off your suit?" he asked. "Oh... yeah," Annie mumbled as her hands went to her waistband and she pushed the bottom of her bikini to her feet. For a while both stared at the other's body. "Um... I know boys rub themselves when they get hard. If you want to, I don't mind. You can if you want to," Annie hinted. "Do you want to do it?" Craig replied. "Me? Um... Ah... I don't know how," Annie stammered. "Give me your hand," Craig smiled as he reached out and took her hand. He brought it to his stiff cock. "Wrap your hand around it," he told her. Her fingers curled around his erection. She expected it to be hard, like a rock, but it wasn't. It was stiff, but it felt soft. He placed his hand over hers and began moving her hand up and down his shaft. "Like that." His hand released hers and then went to the "Y" at her crotch. "Open your legs," he whispered. She was a little scared, but her hand was on his cock, so she couldn't really stop him from touching her. Her legs parted and his hand slipped between them. His finger grazed her slit and, much to her embarrassment, it made her wet. Annie's mind was in a whir. She was embarrassed, shocked, and scared, but she didn't want him to stop. He was producing wonderful sensations all over her body even though he was only touching her pussy. Unknowingly her legs parted more giving him easier access to her. She hadn't realized it, but she must have stopped rubbing his cock because his free hand went to hers and he started moving her hand up and down again. She tried to concentrate on rubbing Craig's cock, but it was hard with the distraction he was causing in her pussy. Annie sucked in her breath as his finger bent and she felt it going into her body. She didn't want him to touch her inside like that, but at the same time she wanted him to push in deeper. "I'm gonna cum!" he gasped and a rope of white stuff shot out of his cock and hit her in the stomach. "You do need something to relax you. Don't worry. It will not hurt you at all. If you don't believe me, ask Craig. You just saw him get a pill. I'm going to get one. Take your shorts off," he instructed, then left the room. Annie froze, except for her jaw dropping. The cock in her hand continued erupting, spraying the white substance all over her chest. Something in her brain clicked and she realized this was sperm, but it wasn't like what she expected. She knew a boy would put his cock into a girl's pussy when they had sex and sperm would come out, but she had imagined it sort of dribbling out, not firing out with such force. Eventually the eruption stopped. Annie continued to stare at the cock still in her hand. Suddenly she became aware his dick seemed to be changing. It looked the same, but didn't feel quite as stiff. It was then she noticed it actually was getting smaller. She let go and it didn't stand up like it had been, but seemed to be slowly pointing towards the floor more. "It's getting smaller," she muttered, almost hypnotized by the transformation of his cock that was taking place before her eyes. "After I cum it shrinks back down. It happens to all boys," he informed her. Annie was completely fascinated by the change. Nothing on her body changed that much. Sometimes her nips would get stiffer, but the change wasn't really noticeable. His once stiff cock was now almost half the size and was hanging limply. "Sorry, I guess I kinda made a mess," Craig apologized. "It's OK. It happens," Annie acknowledged trying to sound worldly. She touched his cum, still utterly awestruck. It was still warm and almost felt slimy. He held out a towel for her. She took it and started wiping the cum from her chest and stomach, more or less studying it as she did. Annie looked up and saw Craig was already dressing. She was embarrassed that between her legs felt all gooey and when Craig looked away she quickly ran the towel between her legs before dropping it to the floor. Craig was putting on his shirt as she looked around for her clothes as she had forgotten where she had put them. She saw her clothes on a chair and grabbed them only to find it was just her shorts and top there, no panties. Not wanting to stay naked looking for her panties, she just pulled her shorts on then put her top on. "It was fun working with you today. Maybe we can model again sometime," Craig smiled. "I'd like that," Annie smiled back. Chapter 6 A few days later Annie was coming home from school when she met Shannon. Shannon was a girl who lived in the complex with her mother and was in a similar situation to Annie's. With that in common they had become friendly even though Shannon was a few years younger. "I heard our mothers talking. You are a model now?" Shannon asked. "Yep. I've been doing it for a while now," Annie exaggerated. "The photographer lives in the complex too. He's nice." "Wow! What's it like being a model? Do you get to try on lots of clothes and stuff?" Shannon questioned. "Yes! It's so much fun!" Annie gushed. "Do you think I could be a model too?" Shannon asked. "I don't know... You're kinda young and immature. To model the photographer has to straighten the clothes you're wearing and stuff. Sometimes he has to touch where boys aren't supposed to touch, but that's part of modeling. You have to make the clothes look good so people will buy them. Sometimes you even have to model underwear. I bet a man has never seen you in underwear," Annie boasted. "You model underwear?" Shannon gasped. "Of course. It's part of the job. You've seen pictures in magazines and online stores of girls in underwear. Where do you think they come from? There's a girl modeling them, dummy. That's what I was talking about. You're too little to model," bragged Annie. "I am not! If you model underwear so can I. I wouldn't mind being a model. I bet it's fun," countered Shannon. "You wanna try it? Are you gonna freak out if your pants are pulled down to fix them?" Annie challenged, then paused. Shannon seemed to be thinking, but said nothing. "That's what I thought. You're too little." "I am not! I can do it just fine," Shannon argued. "Oh? Our mothers are working this afternoon. You want to try modeling? You think you got what it takes? Let's go. I'll see if Milo will photograph us. You wanna?" Annie suggested and Shannon nodded, determined to show Annie she could do it. Annie went up to Milo's apartment, followed by Shannon, and she knocked on the door. Milo answered and Annie asked, "Can you do some shots of Shannon and me? She wants to try modeling." Milo invited the girls in and, after a brief conversation, agreed. Shannon was wide-eyed as she walked into the studio. She was completely in awe as he set everything up. He took a few pictures of both of them together, then Annie suggested he do some just of Shannon and sat down on a chair next to the camera. He took a few pictures, then asked Annie what she thought. "Her clothes aren't right. They have wrinkles in them. I already told Shannon you might straighten them, so she knows what to expect. Treat her just like one of your models," Annie answered. Milo was a bit hesitant because of her age, but lightly pulled out a few wrinkles, then started photographing again. "There's a big wrinkle on her butt," Annie stated. "It's probably her panties," Milo muttered. "Fix them for her," Annie said with a grin. Milo walked up to Shannon, turned her so she was facing away from him, then brought his hands to her waist. As he started to slide her shorts down she jumped away from him and turned with a horrified look on her face. "Sorry," he muttered. "See? I told you that you were too little," Annie scolded. "It's not that! His hands were cold and I wasn't expecting that," Shannon lied, not wanting to give in to Annie, She then turned back around. "Go ahead," Shannon stated. Milo again reached for her waistband and this time she didn't pull away. Her face turned red as her shorts slipped down. Shannon hoped they wouldn't notice. Milo smoothed her panties, then pulled her shorts back up. "That's much better," he mumbled as he walked back to his camera and began taking pictures again. Shannon got over her embarrassment and began posing again. "Do you still have the panties I modeled last time?" Annie asked and Milo nodded. "Where are they? I'll pick some out and we can model them," she continued. Milo pointed to a box and Annie began rummaging through it. "You ready to try modeling some panties?" Annie asked Shannon. "Are you going to model them too?" Shannon nervously questioned. "Sure, why not," Annie grinned, expecting Shannon to chicken out. Annie grabbed a few pairs of panties and carried them over dumping them on the table next to Shannon. "Do you like these?" Annie asked, holding up a sheer pair. Shannon's head barely moved, but she nodded. Annie turned to Milo. "Since we're not using these pictures, is it OK if we don't use the C things? ...just put the panties on?" she asked. "If you want to," Milo answered. "Here, put these on," Annie grinned as she handed the sheer pair to Shannon. "I'll wear these ones," Annie smiled as she held up a thong. "Where do we change?" Shannon asked. "Right here," Annie answered as she pushed her shorts to her feet, revealing her panties. Shannon's eyes were like saucers. "What? It's no big deal. It's not like you're getting naked so he can see you. You're just putting on the clothes you're going to model. Have you changed your mind and think you're too little to model?" Annie teased. "No!" Shannon snapped. "I was just asking." Shannon's jaw dropped when Annie dropped her panties down while still facing Milo. Slowly Shannon pushed her shorts down making sure her back was towards Milo. Annie stepped into the thong and pulled it up. "Hurry up, Shannon. Models have to change fast." Shannon pushed her panties down exposing her bare ass to Milo. As much as she tried she couldn't hide her embarrassment. She pulled on the panties as quickly as she could. "We usually take off out tops so they don't show in the pictures, but we can just lift them up," Annie relented seeing how embarrassed Shannon was. "Take my pictures first," Annie told Milo for the same reason. Milo stepped behind the camera. Annie walked up to him and whispered, "Adjust my panties like you did before, so Shannon can see how you do it, then adjust hers." She walked back to Shannon and Milo walked up to her, adjusting her panties as he had done before. Shannon watched as Milo's fingers went into Annie's panties and he pulled out the wrinkles and smoothed them. "I need to do you too," he stated as he moved in front of Shannon. He moved slower than he had with Annie. Milo reached for the waistband of her panties. "I'm going to pull them down some, but not all the way," he told her. Shannon nodded reluctantly. She wanted to grab her panties as she felt them slip down, but fought the urge. "Don't worry, Shannon. He is a professional and knows how to make you look good," Annie said, noticing the look of stress on Shannon's face. Shannon felt the crotch of her panties fall away from her pussy and knew he had to be able to see her, but stayed still. "I'm fine," she answered, trying to sound confident. She watched as his fingers went into her panties and felt him brush against her pussy. He tugged slightly on her panties as he pulled out the wrinkles. Shannon couldn't stop her face from turning red. After what seemed like ages, Milo finally pulled her panties back up. Shannon began to relax, but then Milo told her, "Open your legs." She was nervous, but complied, parting her legs a little. "More," he requested and she opened her legs wider. Her face flushed again as his fingers went back into her panties at the crotch. They were already snug against her pussy, and she felt his finger press against her most private area. Shannon was embarrassed, but it felt good to have him touching her. Thankfully he didn't touch her much, but finished quickly. She was confused. She wanted him to touch her, but, at the same time, it was so embarrassing. Milo walked back to his camera and began taking pictures again. "Much better," he mumbled. After another half-hour he stopped taking pictures and called the girls over to see them. By this time they had become accustomed to being in just panties, so both walked over and didn't try to hide what was exposed. Chapter 7 A hot spell had settled in and, fortunately for Annie, it was dress-up day at school, which allowed her to wear a short sundress instead of her usual long pants as shorts were not allowed in school. On the way home she couldn't wait to put shorts on with the heat. As she walked across the complex to go to her apartment, she spotted Craig and ran up to him. "What are you doing here?" she asked. "I had to do a few re-shoots with Milo," he smiled. "Can I watch? I mean, do you mind if I go with you?" Annie requested. "Um... I already did them," Craig answered. "Oh..." Annie sighed. "So where are you going now? Do you have plans or anything?" Craig shook his head. "If you want, you can come up to my place... if you don't have to go home or something," she invited. "Sure!" Craig smiled. "I was just going to catch the bus home. My mother and aunt went out shopping for the afternoon. She told me to be home by 5:30." "It's not even 3 yet. Do you have time? What time does the bus go by?" Annie asked, obviously hoping he did have time. "There's a bus at 5 I can take, if you don't mind me hanging around until then," he told her. "Great! Let's go to my place," she beamed with joy. The two walked away together, chatting as they went. Annie told him about dress-up day at school when he asked about her dress. As they walked down the hall toward her apartment, Annie apologized because their air conditioner wasn't working and the repairman couldn't look at it for a few days. "At least we have windows that open and a corner unit, so there's a little breeze," she rationalized. Annie showed Craig around the apartment as she opened the windows. They ended up in her room. "Mind if I put on shorts?" she asked. He shrugged, then surprised her when he sat down on her bed instead of leaving her room. She wasn't sure if she should ask him to leave or not, but he had seen her changing when they modeled together and he had already seen her naked, so it seemed silly to ask him to leave now. She pulled a pair of shorts from her drawer, then turned to face him. Still feeling nervous, she just blurted, "You must be hot wearing jeans. There's just the two of us here, if you want you can take them off and just wear underwear. I don't mind and no one will know." Craig thought for a moment, making Annie wish she hadn't suggested that. "If I just wear underwear, will you just wear panties?" he muttered. His remark again surprised her, but it also intrigued her. Accepting his challenge, she turned and put the shorts back in her drawer, then turned back to face him again. He stood up, undid his belt and jeans, and let them drop to his feet, revealing his white underwear. Annie just stared for a moment, amazed he had just dropped his jeans in front of her. He had done it when they modeled, but they weren't modeling now. With mixed emotions, she reached for the hem of her dress and pulled it up and over her head before remembering she had nothing but panties on under her dress, so her breasts would be exposed. "Um... I'm not wearing anything but panties under my dress," she blushed, holding her dress, which was now off, against her chest. "Nothing on top?" he asked and she shook her head. "OK," he muttered, then pulled his tee over his head and tossed it onto her bed. "Fair now?" Annie nodded. She didn't mind him seeing her and it excited her as well, but it was the first time she had just taken her clothes off just to let a boy see her. Slowly she let her dress drop away from her chest, revealing her budding breasts. For a while the two just looked at each other in silence. Annie couldn't help but notice the bulge in his underwear and the unmissable erection hidden from her view. "You didn't get a relaxing pill today?" she muttered unknowingly and he shook his head. Almost hypnotized by her view, Annie whispered, "Can I see it?" "If I take mine off, will you take yours off?" Craig offered. Annie, without thinking, nodded her head. Her eyes widened as his hands went to the waistband of his underwear and he slowly pushed them to his thighs, then released them letting them fall to his feet. Her eyes were glued to his now free and bobbing stiff member. After a few moments, while Annie just stared at his hard boyhood, Craig mumbled, "You gonna do it?" His question shocked her back to reality. Before her Craig stood completely naked. He was waiting for her to do the same thing. Her face turned red. For the first time in her life she was about to expose herself to a boy just so he could look at her. She felt she didn't have a choice. She had asked to see him and he showed her, so she couldn't refuse his request she do the same. Taking a deep breath, she pushed her panties to her feet. Again the two just looked at each one's bodies. Annie could feel that funny feeling deep within her. She was naked, looking at a naked boy with a stiff cock, and he was looking at her naked body. She held her breath as he kicked his discarded clothing off his feet and walked toward her. He stopped only inches from her. "You can touch it if you wanna," he whispered. As much as she wanted to, Annie shook her head. "It's OK. I don't mind if you do... I kinda like it when you touch me," he encouraged. Annie looked down at the cock, which seemed to be pointing at her. Tentatively she reached down and wrapped her hand around his erection. It was hot and hard, but felt nice and soft at the same time. His hand reached out toward her boob. She was nervous, but wanted to let him touch her â ,¬ -œ she owed him that. He gently caressed her breast. She felt her nipple harden under his touch and the tingling sensation within her grew more intense. His hand left her breast and slowly lowered to her belly, but he didn't stop there. It slid down to her pussy. She had touched herself many times and Milo had even touched her there, but only when he was adjusting what she was wearing. For the second time in her life she was letting Craig touch her treasure. Craig was intentionally running his fingers along her slit with no other reason than to touch her. It was a bit unsettling, but she couldn't really stop him with her fingers wrapped around his stiff cock. She wasn't sure she wanted to stop him either as he was producing some powerful sensations within her. His hand was pressing in between her legs and, without thinking, she opened them a bit more to give him room. Annie felt somewhat awkward standing with her legs bowed out. "Let's sit on the bed," she suggested. He was facing the bed and she had her back to it. Instead of turning and sitting, which she expected, he pushed her backward so she ended up on her back on the bed and he lay next to her on his side. Neither had pulled their hands from the other's crotch. He began rubbing her again and she instinctively opened her legs much wider. Her pussy was wet. His fingers were not only roving the outside of her pussy, but also probing inside. Her hand was moving up and down his shaft and she knew what would happen. She was going to make him squirt again. This time she was aware of how his cum shot out. "I'm gonna cum!" Craig gasped just before the first spurt of cum shot toward her body. This time Annie kept rubbing and rope upon rope of cum covered her. His finger was buried inside her body and she could feel it wiggling. Slowly the shots of cum relented and stopped. His finger had pulled away from her pussy. She looked down at her belly, now sporting droplets of his cum. Craig was just lying next to her not moving. She looked down at his cum on her again and remembered the discussion among her friends. They were talking about cum and some, including her, had actually seen it even though she didn't tell them that. The talking got around to oral sex. A few of the girls seemed disgusted by a boy's cock in their mouth let alone his cum, but one girl admitted she liked it. She regularly swallowed her boyfriend's cum saying he had told her it would make her breasts bigger. She had the biggest breasts in the class, so it made Annie think. Annie's finger touched a puddle of Craig's still warm cum. It felt slimy; not like it would taste good at all, but the girl had said it wasn't bad at all. With the cum stuck on her finger, Annie brought it to her nose and smelled it. It had a strange odor, but wasn't repugnant at all. She stuck out her tongue and touched the cum. It was salty, but not vile by any means. Gaining confidence and wanting larger breasts, she scooped up more cum with her finger and popped it into her mouth. Surprisingly it didn't taste bad at all, so she began cleaning the cum from her belly and putting it in her mouth. 8