"This..." Tara said pointing to the setup behind her, "Is Caesar. It's a variable speed thrusting machine that will allow you to get used to being fucked in your virgin ass. I have chosen a smaller medium-sized dildo to start you on. You will be fucked by this for an hour. At the end of the hour, Mistress Stacie and I will return to show you what it truly means to be taken by your Mistress, do you understand?" She nodded her head yes. "What I said to Izzy earlier, applies to you as well. If you give yourself over, you will enjoy it."
"Yeaaa mi-reth Tawaaa." She said with the ball gag in her mouth.
"Oh, I almost forgot," Tara said walking over to my mother's desk. She opened the middle drawer and pulled out a mechanical counter. It was the kind you'd use to count people going into a building. After she slid it into Jenny's hand, she arranged it so she could use it. "I want you to count how many times you cum from being fucked in your slutty ass." She nodded her head yes and then put her forehead back on the table.
I watched as Tara started the machine just enough to get the dildo into Jenny's ass. I heard a sharp intake of breath and watched as Jenny lifted her head. Her eyes were open wide as the fake cock penetrated her ass for the first time.
"I made sure that enough lube was used when they got the butt plugs so that we wouldn't need to use more. But in this case, when you're teaching anal training for the first time, more is better than less... At least to start." Tara told me with a smirk. The last thing she did was to take my mother's Beats headset and put it on Jenny's ears. She picked up the remote and turned on the satellite radio.
"Hardcore Trance or house music?" She asked me.
I smiled at her question. "Trance," I replied. She set the music and then picked up her wine glass. "How many times has my mother been on this?" I asked her.
Tara shook her head. "I'm sorry baby, that's not my information to give. Those were sessions between Amy and me. But if you ask her, I'm almost positive that she'll tell you."
I looked at her for a moment. I was a bit puzzled, but then it made sense and tied into what I had figured out earlier. "She's your submissive and this is you being worthy of her trust in you," I said to her. She just nodded her head yes. "I see that I have a proper role model to teach me what I need to know to become an excellent Domme." At that moment she handed me the remote to Caesar. I looked at it for a moment and then at her.
"I said you were doing her anal training today." She told me and then went to sit down in one of the lounge chairs.
I looked at the remote and then at Jenny. She was shaking and quietly moaning as she was slowly fucked in the ass. I turned the speed up from one to two. The dildo started moving faster, but not to the point that it would cause pain. She started breathing heavier and then let out a moan that we could both hear. I watched as Jenny clicked the counter in her hand and smiled. I leaned in close and kissed her on the back of her neck and then went to join Tara. Holding my wine glass, I sat down in the other lounger and looked at her. I watched as she closed her eyes in thought. She waited for about a minute and then opened them. She looked at me and then started to talk.
Tara's story
Lindsey Decker had her own two-bedroom apartment in her parent's house. It was a basement apartment that had been built for her by her parents so that they could entertain and not have to worry about teenagers getting into the way of their guests. It had its own cooking area and dining room along with a mudroom with her own washer and dryer. It had everything she would need to live on her own including her own driveway and carport that stopped at her door. Her parents had little if any interaction with her unless she needed extra money for an expense that came up. She received four thousand dollars monthly to use on school and whatever else she needed.
She was kneeling in the entrance hallway of her apartment. Except for the collar she wore, Lindsey Decker was completely nude. Her head was on the carpet and her hands were crossed out in front of her. Her mistress had told her to be in the humble position until she arrived that evening. The door to her apartment opened, and her Mistress walked in. She had on her customary black thigh high stockings with the seam on the back and black knee-high 6-inch stiletto boots. She was wearing a very short leather mini skirt that barely covered her bare pussy and a bolero jacket with a single chain to hold it closed over her massive 38DD breasts. Her eyes had a smokey color to them and the blood-red lipstick stood out against all the black clothing she wore.
"Mistress Tara!" Lindsey exclaimed loudly. "I've missed you this week."
"I know pet, but I'm here now." She told Lindsey cupping her cheek lovingly. Tara walked over to the kitchen and leaned up against the counter. "Inspection." She said out loud. Lindsey quickly made her way into the kitchen and assumed her pose so that her Mistress could inspect her pet. Her legs were spread slightly more than shoulder-width apart, her hands were clasped behind her neck, her 34C chest was out, and her stomach was in.
Tara had made her an appointment at the spa she used in preparation for today. She was more than likely getting a new Mistress, and Tara wanted to make sure that Lindsey looked her best. They had gone all out with her. Every place on her body had been waxed. Her waist-length blonde hair had been trimmed, washed, and braided down her back with one part of her bangs hanging down to the left of her face. Her nails were all trimmed, polished, and had a coat of Tara's signature red color. Her spa always took good care Tara of when she went, but this time, they had outdone themselves with Lindsey. Tara took her crop and touched various parts of her body as she inspected her. Lindsey shuddered in anticipation to know if her Mistress was pleased with her or not. "Have you been running the five miles a day that I've told you to?"
"Other than the appointment you made for me at the spa today, yes, Mistress Tara, I have been," Lindsey replied.
"What was your average time this week?" Tara asked.
"Thirty-two minutes, ten seconds Mistress Tara."
"Very good my pet. I am very pleased. What's more important is that your new Mistress will also be pleased. She wants her pet to be able to run with her." Tara told her. She lightly ran her fingers up her rib cage and up to her breast. She circled her nipple, flicked and squeezed it a couple of times, and whispered "Cum" into her ear. Lindsey shook as she orgasmed. She loved it when her Mistress allowed her to cum standing up. Her whole body shook with pleasure. Tara smiled as she watched Lindsey come down from her orgasm. Tara walked over to the couch and sat down. She spread her legs and showed her bare pussy. "Come pleasure your Mistress, pet. I want to cum twice before Mistress Karmen arrives to evaluate you." Lindsey ran to the couch and went at her task with everything she could. She wrapped her arms around Tara's hips as she started to buck and orgasm. When her mistress came back down again, she redoubled her efforts again so that she could please her Mistress. Tara came again and it was better than the first time. She tapped her pet on the head twice to let her know she could let go now. Tara was breathing heavily as she opened her eyes and looked down at her pet. "I will miss our time together pet." She said cupping her chin.
Lindsey thought back to the day on the hill behind the school when she'd tried to kick shy and introverted Tara's ass, only to end up meeting and submitting to Mistress Tara. She also thought about how much happiness her Mistress had brought to her lonely life. Mistress Tara had shown her the love and care that her parents never did, and she would be forever grateful for all of her instruction. "As will I Mistress Tara. You've shown me so much in the last two years that it makes me wonder how I actually survived being so unhappy."
Mistress Tara opened her arms and Lindsey slid up and laid her head on her Mistress's shoulder. Tara put her hand at the base of her neck so she was able to rub Lindsey's cheek with her thumb, and kissed her forehead. They stayed like that for about an hour not saying anything to each other, just enjoying each other's company. Lindsey started to tear up some at the thought of leaving her Mistress, and unknown to her Tara was shedding a few tears also. After the hour was up, both of them stood and got ready to meet Lindsey's new Mistress. Tara went into the bathroom to check her makeup while Lindsey checked herself in the mirror by the door. She adjusted her collar but heard Tara call her into the bathroom. She quickly moved and assumed the present position.
"Come in here pet, I have something for you." Lindsey walked into the bathroom and awaited instruction. "Face the mirror." She turned and looked into the mirror. Tara reached up with a key in her hand and unlocked Lindsey's collar. Lindsey started to tear up, but she stayed strong. Tara took her old collar off of her and put it on the bathroom counter. "I want you to have this as a reminder of where you came from and how much you mean to me." She pulled out a black felt jewelry case and opened it. Inside was a woven rose gold choker chain with a platinum pet kitty hanging from it. Lindsey's eyes lit up seeing it. She pulled her long braid up and out of the way so that her Mistress could put it on her. When she heard the small lock being snapped shut and felt the small key being put in her hand, she started to cry and dropped to her knees grabbing her Mistress around her waist.
