Read Story: SEASON 1 EPISODE 58
Introduction:
"Mr. Michaels has Sarah call Jenny while torturing her and fucking her. Jenny finds herself ensnared in the same trap that caught Sarah. Forced to decide, she submits as well leading to her first night with Mr. Michaels and sharing Sarah's first lesbian sex."
Author's Note: I appreciate the continued support and readership. Positive votes are of course appreciated, mainly to make sure that people see the story and try it out. But I would really appreciate more comments. Good, bad or indifferent. Tell me what you think, what you like, what you would change, or suggestions on where you want the story to go. I will keep putting out chapters every few days until the full story is told. That much I promise.
Sarah called Jenny that night about the extra babysitting gig. letting her know it would only be for a couple of hours. Jenny agreed happily to join again. They talked for ten minutes about what to wear. Jenny laughed at how much fun she had teasing the old perv. Sarah agreed but knew her friend would feel differently one day soon.
She Idly wondered if Mr. Michaels would make Jenny walk to his home naked at some point. Just the thought of the previous night sent shivered down her spine and excited her. She wondered if she would get the same thrill if he ordered her to make the naked run again. And would he want other outdoor sex? She admitted to herself that she like the feel of being exposed in public. The speculation made her pussy wet again and she spread her legs and stroked herself while they talked.
Jenny elected to go with a lace up crop top that she would leave loose so that it would show her cleavage and a little underboob. And she agreed to lend Sarah an open top that tied in the front just below the tits that would be perfect for her. Their best assets would be on full display. She even asked if Sarah thought they could get the tip up to $100 each. Sarah just laughed and went along with everything.
They got to his house on time and the outfits were definitely a hit being completely slutty. Sarah almost felt more naked than Saturday night on the golf course. "But not quite," she laughed to herself. Jenny thanked Mr. Michaels for letting her come along and keep Sarah company. He agreed that Sarah probably appreciated a friend along and said it would be good to have a second babysitter that understood the routine in the event that Sarah might not be available. The girls knew that really he just wanted to have a second teenager parading around in skimpy clothes for him to ogle.
While they were still giving Billy his bath and Sarah asked Jenny to run up to get the 'you now what' since they would be short on time after getting Billy in bed. Jenny started to hop up to go run upstairs when Sarah leaned over and whispered, "maybe only $100 each? We just took so much. I don't want him to notice." Jenny started to argue, but Sarah pointed her eyes at Billy and Jenny finally shrugged and told her okay. She got back in about five minutes, in time for bedtime stories. When they plopped down on the couch in the den, Jenny handed her a $100 bill. Sarah chided her for not taking smaller bills and Jenny told her to stop worrying so much.
When the keys hit the bowl a short time later, they both jumped up to greet Mr. Michaels. They talked and flirted with him and Jenny found plenty of excuses to touch him and compliment him. She even stretched her arms up over her head with a fake yawn, but all the while knowing she would pull her shirt up enough to let her boobs pop out. She acted embarrassed, but took her time to get herself covered back up, giving him a lengthy view of her perfect teenage flesh.
Sure enough, they each got a crisp $100 tip. They laughed all the way home. Sarah reminded Jenny that Thursday would be the normal babysitting night, but she would understand if Jenny didn't want to go with her twice in one week. Jenny told her get bent and would never dream of passing up such easy money.
Thursday night, they both wore babydolls. Technically they were lingerie, but they wore short shorts with thern and played them off as tops. Everything went normally. To Sarah's surprise, Jenny offered to go grab some of the secret cash while Sarah made them drinks. Mr. Michaels had wanted Sarah to try to find a way to get Jenny to do this anyway, so it made her job easy. She did wonder why Jenny seemed so eager to handle the task alone, but didn't want to rock the boat.
Jenny came back with $200 for each of them, this time in smaller bills.
Mr. Michaels came home at the usual time, a little tipsy, and flirted with the girls for almost twenty minutes, which resulted in another round of $100 tips for the two of them. Both left happy and giggling. Jenny thanked Sarah again on the way home that for knew the other shoe would drop soon.
With the week off of sex with Mr. Michaels, Sarah agreed to another date with Conner for Friday night. He picked her up and they went to a movie and expectantly had sex afterward. He didn't have the house, so they had sex in his car. It ended up being a little uncomfortable, but still fun. She got on top first and then he came fucking her doggle style. He tried the 'accidental slip to stick it in her ass, but she stopped him. She told him that she didn't like anal sex, but the truth was, she hadn't gotten permission and Mr. Michaels had always been against anyone else touching her ass.
She made him eat her out after that and ground her pussy into his face. Once again, the persistent boy tried to get a finger in her ass and she had to stop him. By the time he had given her a nice orgasm, he had recovered, and she gave him a blow job. Afterward he laid back with a big smile on his face and complimented her on given the best head ever.
She woke on Saturday to a text from Mr. Michaels that he wanted a couple of hours at some point in the afternoon. She should just come by whenever she could get away without raising any questions. She left for 'errands' around 2:00 and headed to her rendezvous.
She found him waiting for her up in the bedroom. He had set up a massage table next to the bed with a triangular pillow sitting on it. She also saw rope, the nylon cuffs and some other toys sitting on the edge of the bed. He kissed her and started taking off her clothes. Once naked, he started putting the cuffs on her wrists and ankles and the collar around her neck. He explained that he wanted to play with her while she talked on the phone to Jenny. She should voice her concerns over how much money they had taken at some point in the conversation without letting on about anything else going on. Sarah sighed knowing it would be crazy hard to do, but resigned herself to following his instructions.
He started by taking two clothespins and after sucking on each nipple, he attached a clothespin to it with the pin being flat to her breast off to the side. They hurt instantly, even more than the nipple clamps. Then he told her to get on the table and helped her position herself face down with the pillow under her hips pushing her ass up in the air. It caused her tits to press into the table crushing her nipples held extended by the pins. She had to control her breathing right away and try not to think about how much it all
hurt.
She hung her arms over the sides of the table, and he tied them tight to the legs of the table. She tested the restraints and confirmed that she couldn't move her arms or torso at all. In fact, this position put even more pressure on her tits. He tied her legs spread about 12" apart and then tied each leg to a table leg. She couldn't move either leg at all. He had her completely immobilized.
While she tested the leg restraints, he used her phone to dial Jenny and put it on the bed a few feet from her face. Jenny answered right away and Sarah tried to sound cheery and breezy.
"Why do I sound like I'm on speaker?"
Sarah thought quickly and said, "You are. I'm sorting laundry and need my hands free. I'm alone in the house. No worries." Mr. Michaels started to rub her pussy and also rubbed lube into her ass.
"Great, anal too," Sarah thought to herself. She tried to just concentrate on the small talk. Jenny described a cute outfit she had seen that morning in one of her favorite stores while Mr. Michaels grabbed something off the bed and started to rub it along her pussy. She didn't see what item he had taken off the bed, but it felt egg shaped as he slowly pushed in into her vagina. Once placed, it started to vibrate.
"Wow, that sounds amazing. Did you find some shoes too?" She had to bite her lip while Jenny went on describe several different pairs. The vibrator sat right on her g-spot and she wanted to moan immediately. But at least it distracted her from thinking about her nipples. She realized Jenny had asked her a question.
"What?"
"I asked whether you thought I should get blue or black. You seem distracted."
"Yeah, sorry, I was..um...trying to figure out if I needed to add fabric softener to this." She tried to cover but hadn't really heard anything Jenny had said. Mr. Michaels picked up a long string that attached five metal balls that were all about an inch and half in diameter and held them in front of her face. She recognized them as anal beads, but the size made her cringe. "Jenny, there is something I want to talk to you about. Something I need to talk to you about." Mr. Michaels had his phone out and did something and the vibrator started a pattern of waves, going up and down in
intensity.
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