A NEW CAREER
Chapter 16

Annie asked Milo about Shannon watching again and he said it depended on Craig. Of course Annie knew what his response would be, so told Shannon she could watch. Shannon was thrilled.

Monday came and Annie and Shannon met Craig outside and the three walked to Milo's studio. He asked Craig, "Do you mind her watching? You know what to expect..." warning Craig it would be "business as usual" and he would be expected to do the usual things.

"I don't mind. If she wants to model she has to know what is expected," Craig replied.

Milo hesitated, then invited the three in. "You'll probably need a relaxing pill, Craig. You OK with that?" Milo checked and Craig nodded. "OK, I'll go get one."

"Shannon, go sit in back where you were before and don't ask or say anything. We'll be working and Milo might get mad if you interrupt," Annie told Shannon. Shannon took a seat where she had before.

Milo returned and asked Craig if he was ready. Shannon's eyes opened wide as Craig undid his pants, pushed them down along with his underwear revealing an erection, and bent over. Her jaw dropped and she held her breath to stop from gasping as Milo pushed his injector into Craig's asshole, then pushed a plunger before pulling it back out. He asked Annie if she needed one and she shook her head.

He then called Annie and Craig over to the tables where the clothes were and explained what they would be modeling. "Craig, you'll need your cup. Annie, it will be better if you take off your panties so there are no lines because some of the things are tight. You won't need the C-string as nothing is see-through. Let's get ready," Milo stated before walking to his camera and checked the settings.

Shannon was surprised by what Milo had told them. She knew both had seen the other naked, but that was private and she also knew Milo had seen Annie naked too, but both seeing Annie getting naked together seemed a lot different. Both Annie and Craig began undressing together. Annie ended up wearing only a sports bra and Craig took off all his clothes, then put on what Shannon thought was a thong for boys. She also noticed his cock had shrunk down and was now limp.

The two models began putting on their outfits, Milo would adjust them, seemingly touching their whole bodies, then taking his pictures. Once done the two would strip down again, together, and put on another outfit. On the fourth outfit, Milo stated, "Annie, your bra straps are showing. You need to take it off." Annie pulled the top off, then took her bra off, exposing her breasts for all to see, then put the top back on.

From then on in, when they changed, Annie was completely naked. Shannon was amazed at first, then assumed it was normal procedure. She was still surprised Annie acted like it was no big deal to be naked in front of both Milo and Craig. She wasn't sure how she would feel about doing that if she modeled. It was one thing when Craig, Annie, and she got naked together, but Annie was the only one getting naked now.

After an hour they took a break. Both took off the clothes they were modeling, then walked to where Shannon was sitting and Annie sat down. Annie was completely naked and Craig had on only his thong thing. Craig dropped his thong thing, rubbed his package, then sat down next to Annie.

"You don't mind getting naked in front of everyone?" Shannon whispered to Annie.

"It's part of modeling, stupid. You'll have to do it if you model too," she scowled.

Before Shannon could say anything, Milo called the two back and they resumed modeling. After another hour and a half they finished for the day. Shannon was surprised when Craig took off his thong thing, completely getting naked, then dressed and Annie dressed without putting on her panties and bra. "What are you guys going to do now?" Shannon asked as they were leaving Milo's.

"We're going to my place for a while. Craig's bus doesn't leave for another hour," Annie replied.

"Can I come?" asked Shannon.

Annie and Craig whispered to each other a bit before Annie replied. "You can come under one condition. You have been watching us naked all day. If we let you come with us, you have to get naked as soon as you get in the door; right at the door too."

Shannon thought for a moment. Both had already seen her naked and she did some sex things with them, most of which she liked. "OK..." she agreed. As soon as they were at Annie's and the door was closed, they kicked off their shoes. Shannon started to pull up her top, then stopped because the other two were just watching. "Are you guys gonna get undressed too?" Shannon questioned. Annie nodded, but neither moved. "When?" Shannon asked.

"Once you are and we go into my room," Annie smirked.

"Why can't I wait until we're in your room too? Why do I have to get naked here?" Shannon argued.

"We told you, you have to strip right here. Either you do it or, if you don't want to, just leave," Annie stipulated.

Shannon hesitated for a bit, then sighed and pulled off her top. Again she paused, then her shorts dropped. "Can I keep my panties until we go in your room?" she bargained, but Annie shook her head. Shannon glared at her, then her face reddened as her panties fell to her feet. "OK now?" she blurted.

"Yes. Put your hands at your sides. You watched today, so you know you have to get naked to model. This is good practice, that is if you still want to model," Annie challenged.

"I do!" Shannon snapped as her arms fell to her sides. Craig and Annie just looked at her for a bit, making her feel very uneasy, before Annie turned, took Craig's hand, and headed toward her room. Shannon followed.

Annie closed the door, then pulled her top off, baring her upper body. Craig reached for his tee, but Annie stopped him. "Wait." Craig settled back up as Annie's shorts dropped, making her naked now too. She reached out and lifted Craig's tee. His arms went up, but he had to bend so Annie could get his tee off. Her hands then went to his jeans. She got the button undone, then lowered his zipper.

"You gonna help me strip him?" Annie giggled, looking over at Shannon, as Annie lowered his jeans. A big smile formed on Shannon's face as she stepped toward Craig. He stepped out of his jeans and Annie picked them up and put them on top of her clothes on her chair. "Well?" she grinned at Shannon, pointing to his underwear.

Shannon giggled as her hands went to his waistband. Slowly, as if still not sure, she began to push his underwear down. He didn't move as she exposed his still limp cock and balls. As Annie had done, she let his underwear drop and, as he stepped out of the garment, she picked it up and placed it on top of his jeans. Her eyes stayed glued on his boyhood.

"Make him hard," Annie ordered. Shannon looked at her puzzled. "Take him in your mouth and make him hard, but don't make him squirt you. Stop as soon as he gets hard," she explained. Shannon giggled and started to bend down. "No. Kneel down in front of him, then do it," Annie instructed.

Annie watched with glee as Shannon knelt down, opened her mouth, and guided Craig's soft cock into it. She knew it would take a bit to get him hard as the pill wore off. Shannon thought it felt strange to have a soft cock in her mouth. It felt squishy, far different than it had before. "It's not working," she muttered after a few minutes.

"Let me help," Annie offered. Shannon let the still soft cock drop from her mouth as she leaned away from him. "No, you keep sucking. Craig, open your legs," Annie ordered. Craig parted his legs and Shannon leaned forward again, taking his cock. Annie moved behind Craig, then reached through his legs and began playing with his balls.

"He's getting harder," Shannon announced.

"Keep sucking him," Annie told her. She then moved to Shannon's side, leaned down, and whispered into her ear, "Want to watch me again? You can have a turn after." Shannon backed away from Craig's now hard cock and nodded. Annie took Craig's hand and led him to her bed, which she sprawled onto on her back. Her legs opened wide and Craig settled between them.

Shannon, now standing at the foot of the bed, could see not only his bare ass, but, with his legs parted slightly, could see his ball sack hanging just above Annie's shiny pussy. His cock, stiffly jutting along his belly, was out of her view, until Annie reached down, Craig rose up, and Annie bent his cock down aiming it at her gaping pussy.

Slowly he lowered down, making Shannon's eyes widen, as his cock slipped into Annie's body. He began sawing his cock in and out of her as his ass started rising and lowering. Annie's legs almost flattened onto the mattress, giving Shannon an unobstructed view of her friend getting fucked. His cock seemed to effortlessly sink into her and she showed no sign of any discomfort. It made Shannon's pussy tingle.

Their pace quickened as Shannon watched. Soft, guttural sounds came from both of them. The tingling in Shannon's pussy was growing. She wanted to touch herself, but was too shy to do that in front of the other two, even though they probably wouldn't have noticed. Neither was paying any attention to her. Even so, Shannon was painfully aware of that "itch" between her legs.

A grunt came from Craig as he pushed hard into Annie. "Yesss!" she hissed. Shannon watched his ass flex and he held it for a moment, before ramming hard again. Annie seemed to push up, but was slammed back down by Craig. Slowly both came to a stop before Craig rolled off of her.

Shannon could see Craig's white cum start to dribble from between Annie's still outstretched legs. The two stayed still for a minute or two, before Annie stood up. "I gotta go to the bathroom," she muttered as she left the room.

Craig remained on his back with his legs parted some. Shannon stared at his once again deflated cock, wondering if it would fit into her. "You gonna try?" Annie asked as she came back.