When the man in front of her pulled out of her mouth, Emily tried to stop him. She understood that they were switching places, and that if they did he wouldn't count towards her twenty. She had to finish off twenty strange men using only her mouth - Master was very clear about that. She looked up to see that the cock belonged to a middle-aged man with a receding hairline and ugly scars on his body and face. She begged him, "please, keep fucking my face! I can make you cum!"
The scarred middle-aged man grabbed a handful of her hair so he could turn her face away from the mattress and towards himself, wrenching her body painfully. He spit into her face before he let go and walked around behind her. She felt the cock slide out of her pussy as she begged one last time, "please, please, put your cock back in my mouth!" He didn't answer, but another middle-aged man with a rotund figure and an abundance of body hair appeared before her and shoved his cock into her mouth. From the taste she had no doubt it was the same cock that had just been fucking her pussy. As she tasted it she could feel the scarred man slide his cock into her too-wet pussy.
Emily had a bit of revulsion at the thought of tasting her own pussy, especially mixed with the fetid taste of this stranger's cock. Her disgust was faint and distant in her halo of exhaustion and sexual degradation, and her failure at her desperate need to meet the goals Master set for her. She did her best to relax her jaw and run her tongue along the underside of the hairy man's cock, hoping this would at least be good practice for the blowjobs that counted.
The two men fucked her, came on her face, and then fucked her some more. At one point, the hairy man pulled her down on top of him so she could ride his cock. When the scarred man positioned himself behind her and started rubbing his cock on her asshole, Emily started screaming "no!" Master had been very specific -- she had to save her anal virginity for him.
The scarred man walked around, grabbed her by her hair, and slapped her in the face repeatedly until Emily was sure he was going to murder her. She didn't understand at first why the scarred man stopped or why her pussy wasn't being fucked anymore, but as her senses slowly came back she saw her Cuban friend standing over her with a switchblade, the producer and the hairy man yelling at her, and the scarred man nowhere to be seen.
Emily didn't know what time it was when the men threw her out of the apartment, naked and caked with cum and saliva, but the sun was coming up. She felt around in her mouth with her finger, and was surprised to find that none of her teeth had been knocked loose. She hadn't been hit in the face that hard in her entire life, and was surprised there wasn't any permanent damage.
The men had thrown Emily out without any clothes, but luckily her Cuban friend produced a thin, stretchy dress out of her bag. Her friend was a full foot shorter than Emily, and the tube of fabric was too short to effectively cover Emily's tits and her ass at the same time. Emily was grateful for it. Her bag and her clothes were gone, but she still had her phone and her wallet with her ID and credit cards so she could get home.
Her Cuban friend put Emily into a cab and sent her on her way to the airport. When the cab pulled over in an industrial area with no one around and the cabbie asked, "how are you going to pay for this ride?" Emily understood he didn't want her credit card. She pulled the dress down to show her tits and beckoned him to come back to fuck her.
At the airport Emily wiped the cum off of herself as best as she could with a stack of napkins. She drank two cups of coffee and downed two vodka tonics at the first airport bar she could find. She tried to order a third, but the fifty-ish woman running the bar didn't want to serve any more alcohol in the early morning to the disheveled woman with bloodshot eyes and dried cum all over her, wearing a dress that was only suitable for a stripper or a prostitute. Emily found another bar staffed by a young man, and offered to swallow his cock in exchange for another drink. He laughed, thinking it was a joke and poured her drink. When she insisted that she wanted to deepthroat him to say thank you, he excused himself and disappeared into the back until her flight left. Emily boarded the plane feeling humiliated that she couldn't even beg a guy to put his cock in her mouth. She doubted she could have lived up to her promise of deepthroat, and felt unexpectedly humiliated about that too.
On the plane, Emily was seated next to a distinguished-looking businessman with gray hair around his temples. He was kind to her and got wet wipes from the stewardess to help her clean up. She asked for a blanket, put the armrest between them up, and lay down with her head in his lap. She wasn't sure if he thought she was trying to sleep, but he didn't complain when she pulled the blanket over her head, unzipped his pants, and sucked on his cock for most of the three-and-a-half hour flight to Boston. She was frustrated and annoyed that she couldn't make him cum. She had never been a slut in her life, and now that she was willing to try to please her Master, she couldn't get the job done.
Emily thought about asking the man for a ride home, and maybe having a second try at making him cum in her mouth, but he picked up his pace, putting distance between them. When she saw him greeting his wife and children near the baggage claim she understood why.
Feeling disgusted and disappointed with herself, Emily went to wait for a bus in the freezing cold of a February in Boston wearing only a thin, slutty club dress that barely covered her body.