Gigs

One month later.

The alarm on Jenny's phone went off, and Jenny eagerly sat up in bed, turned it off, and stretched. It was another wonderful day! She began the day the same way she began every day, with one hand on her clit and the other on her tit. She rubbed both vigorously while fantasizing about all the ways that she could serve Gary's cock today. After half an hour the second alarm went off, telling Jenny that it was time to get her day started.

She changed into some yoga pants and a sports bra, then stepped out of the tiny trailer that Gary had bought for her and put in the back of the motel. She stretched for a minute, catching a glimpse of one of the motel customers eying her hot body through their window, so she kept stretching for a little extra time. She made a good show of it, rubbing her tone legs and showing off how limber she was, then she started her run.

She kept an aggressive pace to make sure she got a good cardio workout. Stamina was extremely important in her new life. After she was done she ate some toast and cereal in the hotel kitchen. The cereal tasted terrible, but it was cheap and healthily. Besides, nothing could possibly taste as good as Gary's cum, so it didn't really matter. Then she went back outside and did a series of calisthenics, with plenty of squats to help keep her pert ass in peak condition. She was really grateful to Gary for working out a diet and exercise plan that helped her keep her body in the best possible shape.

She finished her morning exercise routine at around 9am, which left a couple of hours before the guests would check out. She went back to her trailer. It was tiny, but she just needed a little room. She went inside and sat in front of the green screen Gary had set up, made sure the lighting was good, then booted up her computer. She checked the webcam to see that it was lined up right, set her background to look like a gym, and started her first session.

"Hi, Dave!" said Jenny as her client logged on.

"Hello," said Dave, a very overweight, greasy looking man. "Wow, you look incredible. Did you just work out?"

"Absolutely, sweetie!" said Jenny, wiping the sweat off her forehead with a towel. "Of course I did, I know what you like! So, do you want to role play a beginner gym membership today? Meeting me in the park? Oooh, I've got an idea!" She changed her video background to a beach. "You could walk up to me and tell me that it's a clothing optional beach, then-"

"Stop!" interrupted Dave. He breathed heavily. "You're so hot, and that outfit looks so good on you. I don't think I can wait!"

"No problem!" Jenny smiled and pulled her sports bra over her head, letting her pert handfuls loose. "Go ahead and whip it out, stud!"

Dave undid the drawstring on his sweatpants and pulled out his small but hard dick.

"Oh, you have the best cock," said Jenny. She was thinking of Gary when she said that, so it sounded extremely convincing. "It's the perfect size for my tight pussy. Jerk it slowly for me, please."

Dave's face contorted as he stroked his cock as hard as he could.

"Slowly!" said Jenny reassuringly. "Don't get ahead of me! I want to cum with you!"

"Sorry, sorry, sorry!" said the fat man, slowing down. "I just got really excited. You're so pretty."

"Thank you!" said Jenny. She stood up and pulled off her yoga pants. She wasn't wearing anything underneath. "You like my shaved pussy, don't you, Dave?"

"Yes, I like it so much!"

Jenny sat back down. Her whole body glistened with the sweat from her morning workout. "Okay, let's do this together. Stroke your cock for me slowly. That's it, slowwwwly."

She played with her pussy as he stroked. He tried to keep it slow and follow her instructions, but he became overwhelmed quickly. Jenny continued giving him instructions like stroke your balls, work the head, etc, while she fantasized about Gary's fat cock to keep herself in the mood.

When she recognized that Dave was getting close, Jenny said, "Oh god, I'm close! Are you close?!"

"Yes! I'm so close!"

"I'm cumming!" yelled Jenny. "Oh god, I'm cumming so hard!"

It was a total lie. Despite masturbating at least four hours a day, Jenny could only cum at the end of a long day when she'd worked really hard or when Gary came. However, she'd gotten very good at faking it since she'd started her cam shows.

Dave squirted all over his sweat pants, and Jenny pretended to cum with him. He took a minute to regain his breathe, then he said, "Thank... thank you, Jenny!"

"Awww, you're welcome, sweetie! I don't mind a bit, you're my favorite guy in the whole world!"

The large man blushed, suddenly unable to make eye contact with the beautiful girl. "You're really sweet. And pretty. And... sweet!"

Jenny smiled her best smile. "Sweet enough for an extra tip this week?"

"Yeah, no problem!" said Dave, reaching for his phone. "I'll venmo you."

"Okay sweetie! See you next week!" Jenny signed off and checked her account. Not only was there a large extra tip from Dave, but also a sizeable credit from her mom. "Aw, thanks Mom! Wow, Mom and Dad have been so supportive about dropping out of college since they came here and talked to Gary!"

She transferred all the money to Gary, of course.

Since Dave had finished early, Jenny got a nice, long shower where she could frig her wet pussy while thinking about Gary's cock in her mouth. When she was clean, she dried off and opened a trunk full of costumes. She changed into a black leather outfit that was more appropriate for her 10 o'clock client.

She changed her video background to a dungeon and started her next session.

"Hello?" said the client timidly.

"Shut your mouth, you piece of shit!" shouted Jenny. "Drop to your knees and beg me to forgive you for speaking without permission!"

The middle aged man on the other end of the call got out of his chair so fast it went flying backwards, then dropped to the ground. "I'm sorry, Mistress! Please forgive me!"

This client also left a large extra tip by the end.

Once she was done, it was time to start cleaning. She put on her maid's uniform, which she loved. Gary had bought it and put it on her bill, just like the trailer. It would take her a long time to pay all these things off, plus her debt for all the sex he gave her, but that just made her work harder. She adjusted the stockings to make sure they looked perfect.

She got her bucket of cleaning supplies and headed towards the rooms. A family of four was leaving as she arrived.

"Oh, hello, Mr and Mrs Clemmons! I hope you had a nice stay!"

Mr Clemmons looked Jenny up and down. He knew he shouldn't, but her outfit was impossible to ignore. "Yes, we had a very nice time. The... room was very clean."

Jenny smiled wide at him. Gary didn't allow her to sleep with anyone else, but she'd made a hundred bucks giving the man a handjob behind the ice machine last night. She turned to his wife and said, "Please come back next time you come this way!"

"Um, yeah, sure," said Mrs Clemmons as she herded away the kids. Jenny had made two hundred dollars eating the woman out in her trailer the previous afternoon, then another two hundred after Mr Clemmons went to sleep.

Once the family was gone, Jenny went in the room and started cleaning. She had it completely spotless when Gary walked in.

"Wow, you're really getting good at cleaning!" said the motel manager.

Jenny picked up the sides of her incredibly short skirt, gave a curtsy, and said, "Thank you! Since I've been doing so good, do you think maybe..."

"Well," said the man with a toothy grin, "actually..."