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Penny's training Chapter 2 (fm:seduction, 3462 words) [2/5] show all parts

Author: Fredsledge
Added: Nov 14 2025Views / Reads: 200 / 175 [88%]Part vote: 10.00 (3 votes)
This is the continuation of Penny's training. Penny learns what she really wants from Gio.
 


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anyway."

Penny frowned, "So does that mean this was a one-night stand?"

"No, not at all. I like being with you, Penny, and I would love to explore with you."

She interrupted, "Then what are you saying?"

"I'll tell you what, why don't we just go slow and see where this goes. Fair enough?"

Now a little withdrawn, "OK."

I reached over and gently curled her hair behind her ear, and then I grabbed her by a handful and pulled her in close.

"You are not allowed to wear any undergarments whenever we are together. That's rule #1."

I could see her looking to object, and she said, "OK."

"Go in the lady's room and take both your bra and panties off and bring them to me."

She looked at me, a little frightened, and got up and in a few minutes came back and handed them to me a crunched up in a ball.

I took them and held them up. She gasped, "Don't!" And reached for them.

"Rule number 2, you will do whatever I say...obediently...and without hesitation. If you hesitate, you will be punished, Penny."

With her head down and beet red, "OK."

"Look at me when I speak to you," a little louder, and I knew people heard and were possibly looking our way.

"Unbutton the top 3 buttons of your shirt."

Penny was about to say something and realized it wasn't wise, and did as she was told, looking around the room. Her eyes were big, and I knew she saw some people looking at her.

"Can we go now?"

"We can go when I say we can go. And Rule number 3 is you will call me 'Sir' from now on. It doesn't matter where we are or who we are with. You are to always call me sir. Is that understood?"

"OK...I mean, yes, sir."

"Let's go." As I stood up, Penny was one step behind me, and I turned and pulled her in close. I could feel her relax in my arms. I pulled her head up by her chin and kissed her. Her body melted next to mine. As we walked out the door, I reached over and unbuttoned a fourth button.

Her chest was exposed, but not her nipples, but they were hard for sure. She was red but didn't say a word.

We walked.

"Where are we going?" She asked.

"I will take you to my place."

Silence, and I could see a smile at the edges of her mouth.

"What else do you fantasize about?" I asked.

"This."

"What?"

"Being exposed in public. It makes me super horny. I want to fuck your brains out right now."

"Right here?"

Penny gasped, "Nooo! I could never!"

I chuckled, "Maybe I should make you walk nude down the sidewalk."

Penny looked at me with an odd expression on her face, "Is this your street? Oh, Gio, this is a beautiful neighborhood. I love these old trees along the road." She looked at me and pulled her shirt tails out of her jeans, undid her shirt all the way, and left it open. Now I was hard.

"I've told you more about the inner recesses of my mind than I have ever told anyone. Look at what you are doing to me!" As she pulled her shirt back over her shoulders.

"Your house is beautiful, Gio."

"Thank you. Common in."

We went in, and Penny sat and half lay on the sofa. "Are we alone?"

"Yes. I live alone. But there are other people here on occasion."

"Your other girlfriends?"

"I don't have any girlfriends."

"You know what I mean."

We exchanged glances, and I went into the kitchen to get us each a bottle of cold water, and when I returned, Penny was nude on the sofa. Her nipples were so hard they could poke your eye out.

"Would you fuck me?"

I took my clothes off, and when she saw my cock she whimpered.

"Come to me and take me in your mouth."

She went to say something but didn't and got up to walk... "On your knees!"

She immediately dropped and slinked over to me very sexily.

I stood there and watched her take the head of my cock in her mouth. She looked up at me while she worked with my cock.

"Watch your teeth and try to take as much of me as you can."

She was a small girl, so her mouth was small, and I could tell she had no experience with a cock in her mouth.

I massaged her scalp and said, "Relax. Don't suck. Just relax."

She did and moaned with my massage.

"I'm going to use your mouth, Penny. I won't hurt you. You need to stay relaxed. I'll do all the work. Concentrate on your breathing so when I push in toward the back of your throat, you have a breath."

I worked with her for a while and said, "Good girl. You may touch yourself." She moaned on my cock as she played with her slit. When you leave, you need to practice. Get a banana and practice conquering your gag reflex. You will be expected to take my cock down your throat."

I pulled her up, and she jumped into my arms and guided my cock into herself and moaned deeply.

"I love your cock," she said.

"Do you love being my submissive?"

She started pumping herself on me, now more excited, "Oh yes."

"I'm going to make you do things."

"Anything, just meet me, have your cock in me."

"Are you sure about that?"

With her arms around my neck, she stuck her tongue in my mouth and rode me like a wild bronco.

She came quickly. I put her down on the sofa and sat next to her. She immediately went to climb on me, and I turned her around. She was confused at first, but slid me back into her vagina in a reverse cowboy.

I played with her clit as she bucked on my cock. "I'm going to make you be a very bad girl."

"Look, Penny, anyone driving or walking by can see you naked fucking a cock," I whispered in her ear.

She realized the big picture window was right in front of her, and she was exposed to anyone who happened by. "Oh shit!" She screamed and came again violently.

I could feel her go limp against my body.

"Suck!" I commanded.

She dropped to her knees between my legs and was doing her best to take as much of me in her mouth as possible. As much as she tried, I realized I would not cum without her throat. We tried a few times, but she was gagging and coughing too much. I could tell she wanted to please me and just couldn't do it.

I picked her up and deposited her over the back of the sofa, pulled her bottom up, and entered her from behind. I pounded her mercilessly. She was grunting and yelping. When I came, she just lay there over the back of the sofa, and her hot little snatch was dripping cum down her leg. "Don't you dare get any cum on my sofa." She immediately dropped to the floor and used her fingers to scoop it up, then licked it off her fingers.

When she was through, she just lay there looking at the ceiling.

"What things do I have to do?"

"You don't have to do anything."

"Ok, what things do you want me to do?"

"Ah, well, are you sure you're ready for that?"

"I don't know, but I know I want to please you."

"Good girl."

"Come with me."

I led her by the hand to a spare bedroom and flipped on the light. She saw the X Frame, hoist, massage table, bed, and gasped when she saw the toy wall. She squeezed my hand.

"Do you want to hurt me?"

"No. Never. But sometimes I may need to punish you, and that will hurt a little. All of this is for play. You would need to want this."

"Gio, I want to learn. I want to be a part of your world. Honestly, I've never thought about any of this, but now it kinda excites me."

"OK, well, let's start simple. Go to my bathroom and shave yourself smooth everywhere. Be meticulous. I don't want to see or feel any hair or stubble anywhere on your body except your beautiful hair," which I grabbed a handful of and pulled as I spoke to her. I walked to a drawer and opened a box with some small anal plugs.

"There is an enema bag in the bathroom. It's new and clean. I want you to use it on yourself. Do you know how?"

"I'll figure it out."

"Good, there's lube in the cabinet, and I want you to put this in your rectum."

Penny looked at me, then at the plug, and said, "I'm so small."

"So is this plug. This is about training. Do you want me to train you, Penny?"

"Am I going to be your sex slave, Gio?" She said, rolling her eyes a little and chuckling.

"You can go!"

"No, please, sir, I'm sorry. I didn't mean it. Please, I'll do what you say. Please train me, sir."

"Get over here!" I commanded.

I bent her over the massage table and said, "Don't you dare move."

I grabbed a paddle and gave her a good wack. She started trying to put her hands on her red bottom, but didn't get up. "Ow, Ow, oh, it hurts."

"Put your hands down!" She did now, whimpering and sniveling.

"Quiet!" I yelled. It startled her, and I hit her again. She was crying, but stifled it the best she could.

"When you don't follow the rules or disobey, you will be punished."

"Yes, sir. I'm sorry, sir."

"Now go and do as you were told."

I heard the water running in my shower and decided to go into the kitchen and make us a snack. I put together a few free veggies and some dip, as well as some homemade focaccia bread I had made a few days earlier.

When Penny came out, she looked almost pre-pubescent. Her curly hair, tiny puffy breasts, and hairless pussy made her look very hot. She saw me admiring her and turned a shade of red.

"I've never done that before. Shaved, I mean. It feels weird. How do I look?"

"Like I want to eat you for lunch," I answered with hunger in my eyes.

She turned and bent over to show me her new adornment. "It wasn't as bad as I thought. I feel it, but it's not bad. " "Would you like something to eat?"

"Mmmm, looks good."

As she sat, she gave a little yelp. Red again, "It just pushed farther in."

After a couple of bites, "Gio, I am loving all of this. Some of it scares me, but it's exciting too. But honestly, I don't think I could take you up my butt. You're just too big."

"There are multiple sizes of plugs, Penny. It's a part of your training. You will wear each plug for a few days and progress to a larger plug. You just remove it when you need to poop. Other than that, it stays in all the time."

"Gio, this is kinda gross. Do other girls do this, too?"

"Come here."

She got up and stood next to me. I could feel her body heat. She was an amazing specimen.

"I want you to go into my bedroom and lie on your belly and play with yourself. I will be right there."

I cleaned up the table, and when I looked in, her ass was in the air and she was lightly touching herself with a little humping.

I walked in and pulled my vibrator and massage oil from the nightstand, and slid my hand under hers and started taking over her slit play. She moaned. I slowly pulled the plug out. She gasped a little.

I squeezed a little oil all over her genitals and anus. I started rubbing her now slick slit, which made her moan louder. I use the fingers of my other hand to begin stimulating her rosebud. I teased her with both my hands for a while.

"Oh my God, that feels so good," she said.

I then gently and slowly started pushing very lightly into her anus. In and out.

She was gasping and yelping and wiggling around. "Oh! Mmmm, Ohh!"

I pushed in further a little at a time until my middle finger was knuckle-deep. I could feel her clit getting engorged. I pushed in and out of her ass slowly ass fucking her ass with my finger. She was going wild.

I whispered as I teased her, "There are many nerve endings in your anus," she was now thrusting for my finger, "And stimulating those nerve endings heightens all your senses."

"Yes, yes! Oh, Oh, it feels so good."

"Go ahead, you may fuck my finger with your ass," I whispered to her, and just stopped moving my finger. She started fucking that finger with a vengeance. Howling.

I slowly withdrew my finger as she was frantically bucking to keep it in, "No, please don't stop. It feels so good! Please, sir, fuck my ass."

"Now you know."

"More please!!!"

I took my other hand away, and she lay there moaning and groaning.

"Noooo. Please don't stop!!! I need it so bad."

"Roll over!"

She flipped over and was bucking at the air, "Please, I am so hot. Please may I cum?"

Calmly, I tell her, "Not yet."

Penny was whimpering. "I'd like to restrain you," I said.

"What?" She said, sitting up. I showed her the restraints.

"Your wrists and your ankles."

She threw herself back down and spread eagle, "And then I can cum?"

I retrained her arms first. She watched me and was letting out little whimpers. Then I moved to her ankles, and when through, she thrashed a bit.

"I want you to call me Master," and I turned on the vibrator.

I slowly slid the vibrator up and down her slit, and she was wild. Then I stopped.

"Nooooo!!" Please, Master, I need it so bad. God, I feel like I'm going to explode."

Thrusting and thrashing at the air.

I got up and walked out of the room.

"Please don't leave me. Not like this. Gio, please, I need it so bad. What are you doing to me?"

I got two lush toys and walked back into the room, and she saw them, "Oh God, what are you going to do to me?"

I was a bit surprised she asked me to put one in her ass, which made her moan, and the other in her pussy. I took my phone and had both programs set to auto. When they started vibrating, I never realized she was so strong. The bed was shaking, and the legs bounced on the floor with her thrusts. As the cycles grew and subsided, so did her screams. "Please...too much...can't take it."

The next cycle put her over the edge. She was spasming uncontrollably, and I turned them off. Her after-spasms lasted a long time. She looked Angelic there. Her hair was all tossed about, and her beautifully smooth body ripe from orgasm. She just whimpered and purred.

"Oh, Gio, I can't... can't tell you.."

"What are you trying to say, love?"

"I've never..I could never have imagined..."

I slowly removed her restraints, and she jumped into my arms.

"I will allow you to be one of my slaves."

"Yes, Master. Thank you, sir. I will be a good slave, I promise."

"You are now Friday. For now, because you are new, you can have Friday and Saturday, but you must leave before Saturday night."

I saw Penny's tears. She shot up on the bed and hugged me tightly. I took her chin in my hand, pulled her up, and looked into her eyes.

"Yes, Master," she said.

"Good girl. You have a lot to learn, and I'm not going anywhere, Penny. And besides, you don't want to neglect your studies."

"Yes, sir."

"Would you like me to walk you back?"

"That would be nice. Thank you...May I get dressed?"

I chuckled, "Do you want to walk back naked?"

"If you told me to, I would," she retorted.

"No, I don't think I want to be bailing you out of jail for indecent exposure, Penny."

She smiled, "OK she said coyly."

We both dressed and started walking back in silence.

"So there really is a lot to this, isn't there?" Penny asked.

I took a deep breath, "It's a lifestyle, Penny."

"How long have you been..."

"A long time."

"Wait, how old are you, Gio?"

I looked at her and said, "I'm 29. How old are you?"

"You're 29? I thought you were a student. What were you doing in the Library?"

"I had a meeting with someone there."

"I feel weird with no hair on my pussy." Giggling.

"Does it bother you I'm 29?"

"Not at all, I was just surprised."

After another long pause, "Do some women like pain, Gio?"

"People. Not just women. There's a theory. It's called the incentive-sensitization theory. This model suggests that with repeated exposure to stimulating experiences, such as pain, a person can activate neural pathways related to pleasure. With what we do, individuals might feel a surge of endorphins and adrenaline when engaging in pain play."

After a long silence. "I'm 20," Penny said.

"I kind of thought you were around that."

"My head is spinning, Gio. I mean, in less than 24 hours, I've had a whirlwind tour of a world I knew absolutely nothing about. I mean, even anal play is amazingly hot. I was sure in my life my butt would be exit only for my entire life."

"And now?"

"Oh God, I can't wait to... wait, I forgot to put my plug back in."

"Would you like anal sex now, Penny?"

"Yes!! It was so hot!"

"We won't rush anything. There's plenty of time, so you are comfortable and never get hurt."

"I trust you, Gio. What time next Friday?"

"Depends on you. Any time after 12:30 is fine." I have a class that gets out at 3, so I can meet you then."

I kissed her and we walked our separate ways, looking back at each other.

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This is part 2 of a total of 5 parts.
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