Training Penny

Penny was very petite with a firm athletic body. She had smaller boobs. She had been a lacrosse player in high school and her body was tight. The first time I saw her I was attracted to her. Her shoulder-length hair was wavy and curly and it gave her a bit of an unkempt look. She had beautiful big eyes and nice full pouty lips. She had a girl next door look going on which I found especially attractive because of what I wanted to do to her. I loved the sweet and innocent look and just wanted to break her and make her my object, my possession, and my submissive slave.

I walked up to the Library counter and said, “Hi.”

She looked up and asked, Can I help you?” With a smile.

“I would love for you to help me,” I said.

“Ok,” she said with a chuckle, “what do you want?”

“That is the right question. Can we start with your name?” I asked.

“I’m Penny,” again with that sweet and oh-so-innocent smile.

“I’m Giovani but everyone calls me Gio.”

“OK.Gio, I’m working, but it’s nice to meet you.”

Penny turned and walked over to the card drawer and I just stood there watching her move and taking her in from head to toe.

She looked back and I locked eyes with her.

“Why are you looking at me like that?” She asked with a smile.

I paused before responding and just let her watch me scan her beautiful body.

“I think you are incredible. Do you want to know what I want?”

“OK, what do you want?”

“I want you to meet me at the Keg House Friday night and I want you to bring me a beer and sit with me and tell me every inch of your life story.”

“I have a boyfriend, sorry.”

“You know you are quite captivating, don’t you.”

Penny smiled at me, “I’ve never been told exactly that before, no,” turning to her card files still smiling.

“Well, I’d love to talk to you more. I hope to see you Friday.” And I left before she could see me go.

Friday night came and I went to the bar. There were a bunch of people I knew and a bunch of girls who sat at the picnic table I was sitting at and talking with me. I kept an eye open and then she appeared. She was talking with a lot of people. At one point, I thought it was a lost cause because it had been 2 hours and she never even acknowledged me.

Then I heard, “You disappeared on me.” As Penny sat opposite me.

“I thought You were going to buy me a beer,” I said smiling at her.

“Ahh, aren’t you supposed to be buying me a beer?” She said grinning at me.

“So you’re a traditionalist? Not a quote-unquote modern woman?”

“Hmm,” Depends,” With a smile.

“Don’t you feel our society has encouraged women to keep their guard up and wear masks instead of being comfortable in their feminine core, you know, your essence?”

“Wow, that’s deep. Let me think about this. In a man’s world, don’t you think women have to be on the defendensive? If we reveal our, ‘feminine core’ as you put it, wouldn’t we be exposedg ourselves to some form of judgment?”

“You are very sexy you know.”

She flared her nostrils and even in the dim light her deep blushing was visible.

“Who are you?” She asked.

“Just a guy… The way your eyes lit up when I told you you were sexy is truly captivating.”

She blushed again, “Keep going. You’re earning that beer.”

“Oh yeah, the beer. Can I be honest?”

“Please do.”

“I’m a traditionalist in many ways. I believe men’s and women’s roles have gotten a little messed up. I wanted to see how you would react. You have a ‘girl next door look’ and I wasn’t sure how much of a modern woman you are. In Europe, women are more open and less concerned about ‘women’s rights’.

“So you were testing me.”

“Well, isn’t that what we all do when we’re interested in someone?”

Penny blinked and stared at me, “This is going to be interesting.”

“I don’t think you would prefer boring.”

“No, that’s true. Are you a student Gio?

“No. I work. Well, sort of.”

Penny laughed, “You sort of work? This is getting more interesting by the minute.’

“Well, I’m a financial adviser. It’s almost like not working really. My clients are typically women who have acquired some wealth and need advice on how to protect and invest it.”

“Well, that was unexpected. Your clients are women?”

“Mostly, yes.”

“What were you doing at the campus Library?”

“Oh, I had a meeting there. And then I saw you…Breathtaking.”

“Stop, I’m not that special.”

“Oh, but you are. You have a very unique look, Penny. My imagination has been going wild.”

“Care to share?”

“First things first. You are going to buy me a beer.”

Her brow furrowed, eyes narrowed and with a look of both concentration and effort, she stood, looked back at me watching her, and sauntered up to the bar.

Coming back with two beers, “Is there something else I can serve you?” She said with a very curious lookon her face.

“No, but you can answer a question.”

Leaning forward and eyes bigger, And what’s that?”

“Why’d you come?”

She stared at me for a moment and looked down, “I don’t know,” she said, “Maybe curiosity?”

I just stared at her while I sipped my beer. She did the same.

“I’d love to give you pleasure,” I said, I’ve have been thinking about what I’d do to you.”

“Oh my God, you are bold! What makes you think that is going to happen.”

“Why don’t you tell me what you want me to do with that hot little body of yours.”

“So, there’s no interest in who I am or my intelligence. Are you a chauvinist? Are you only interested in my body? What a pig”

“If I may, this mindset can only kill your ability to develop a deep emotional attention to a man who wants you to inspire him to want to treat you special,” I said.

Recent embarrassed, she tilted her head to the side and looked at me, “Is that right.”

“Uhuh, Come here, Penny. Kiss me.”

Penny smiled and flared her nostrils. She smiled, got up, walked over, and sat next to me.

I got close to her and whispered, “And if I like your kiss, I will take you somewhere and pleasure you.”

“She sat next to me, planted a big kiss on me, and pulled back looking at me, “Oh yeah?”

I ran my fingers through her hair and curled it behind her ear. I gently grabbed a handful of hair, pulled her head back, and held her firm as I kissed her deep.

She moaned.

“Yeah,” I said still holding her hair and staring into her beautiful eyes.

“Let’s go,” she said as she took my hand.

On the cab ride back, she made a call. “Can I use your room tonight?… I know, I know… Please, Patty?… It would mean a lot to me… Really?… Thanks so much.”

She dropped herself over me in the back of the cab and stuck her tongue in my mouth.

She pretty much dragged me to her friend’s dorm room and when I lay on the bed she stood over me, and pulled her shirt over her head revealing the most delicious little tits I had ever seen. Small but not too small, very firm, and with hot little puffy nipples.

She then pulled her jeans down revealing her leopard print bikini underwear and jumped on me wrestling with my belt and pants. I couldn’t get them off fast enough. When I pulled my shirt off, she shrieked, “Weee, Your hairy chest is so hot!”

I chuckled, flipped her over, pulled her undies down, and slid right into her hot little hole.

I fucked her hard and fast. She was squirming around under me and clawing at my back.

I pulled out to climb between her legs to tease her with my tongue and she pushed me over and mounted me. She was a jackrabbit. I just lay there and watched her use me.

Looking into Each other’s eyes I said, “You use that tool, little girl. Then you are mine.”

After a couple of minutes, she orgasmed. She was so petite, I easily flipped her on her back and crawled between her legs and waslicking and sucking her labia and clip. She was like an eel out of water squirming under my tongue. I got her worked up, climbed over her, and re-entered her. She was moaning loudly.

“You haven’t cum. You are amazing.” She said.

I slowly started seeing in and out and took her hands and held them over her head.

“I allowed you to cum the first time, but now you are not allowed to cum without permission.”

“Oh, I have never been able to cum twice,” she said very matter of fact.

I tightened my grip and popped her clip with my pelvis and returned to slow pumping, withholding and teasing, and pumping. As I felt my orgasm build, I pulled out and she watched my cock twitch as I withheld my orgasm. She looked at my cock and then at me and gasped.

As I reentered her she said, “Oh my God.”

I flipped her over into a doggie position pulling her to her knees. I entered her again deeply. She was a tight little thing. She would pelvic thrust to get me in deeper and I would pull back to make her hump and thrust for my cock. This drive her wild.

“Oh yes! give it to me, please!” She cried.

I just held her hips and continued teasing her and then thrusting into her. Her body was starting to convulse.

When I felt her start to build to what I knew would be her second orgasm, I flipped her over again.

“Please, don’t stop.”

As I entered her I took each of her hands in mine over her head and pinned her to the bed with my cock and I just barely moved with little strokes with her pinned under me.

She was trying everything to get me to move more. Her moans turned to groans and she became quite loud.

I looked her in the eyes and knew she was close. I held her there. “Please, I want to cum.”

I edged her for probably 10 minutes and she did what I expected. She surrendered her spirit to me and lost any modicum of restraint.

“What are you doing to me? Please, let me cum!”

I didn’t stop. Her groansbecame howls and she and I were both drenched in sweat.

“Please, I need to cum.”

“You have to ask permission to be allowed to cum.”

I never paused my gentle assault.

“Oh God, please may I be allowed to cum!”

Now I lifted away from her body so the only contact between us was my cock in her vagina as we both looked down at my cock inside of her and she was thrusting furiously, using me.

“Go ahead,” I said.

Her whole body spasmed under me. She lay there with a tear in her eye after her minute-long uncontrollable orgasm and shuttering.

“Suck my cock,” I said.

Penny looked at me and said, “I don’t suck cock.”

I looked at her under me and told her. “You will do as you are told.”

I rolled over and positioned her in 69. “Suck I commanded as I started licking and sucking her clip.

She was whimpering and moaning and just licking my head.

I slapped her ass hard and said. “Suck it now!”

She did.

“And when I cum, you drink my cum. It is a gift to have my cum. Understand?”

She whimpered again.

“What? Do you understand?” And another slap.

“Yes, what?”

“Yes, what?”

“Yes, I will drink your cum.”

“Sir!” With another slap.

She cried as she was now more frantically sucking me as best she could while wiggling her body reacting to the slap.

“Yes, I will drink your cum sir!”

I pulled her into my mouth and drive my tongue into her and was aggressively licking the entire length of her slit alternatively and she sucked while moaning and whimpering.

I came. I could tell she did her best but it was too much for her and it went everywhere. I pushed her off and got on my knees in front of her as she wiped her mouth.

“Lick it clean.”

She looked up at me squeezing her beautiful little tits between her elbows and slide down, took my cock in her hand, and licked me clean.

As I fell back on the bed, Penny quickly crawled up under my arm and nuzzled into me squeezing me tightly.

We fell asleep without another word. We woke twice during the night and both times Penny mounted me and fucked me until she orgasmed.

“I’m on the pill,” she whispered, “You can cum in me.”

The second time she mounted me I came in her making her shutter with content.

My new little rabbit woke up and looked into my eyes and said, will you fuck me again?”

I smiled at her and said, “Get me a cigarette. I’ll think about it.”

“I don’t have any!”

“Go out and find me one.”

As she got out of bed nude, I saw how exhaust her athletic body was. She started pulling clothes on.

“No clothes.”

“Oh, no Gio I can’t go nude!”

“There’s a robe, you may wear that. But only that and don’t come back without a smoke.”

She saw the robe over the desk chair and throw it on. It was a short shower robe but she was short so she was well covered. Very self-consciously, she left the room.

About 5 minutes later, she came back in with a lit cigarette, throw the robe off, and jumped on me humping at my leg, “Will you fuck me now?”

I smoked my cigarette and she stroked my chest.

When I was done, I handed it to her and said, “Here.”

She obediently got out of bed and put it out in the ashtray looking at me with desire.

We didn’t leave that bed for 2 hours. I must have surpassed 4 orgasms and Penny? Well, she was a bag of toys. Putty in my hands.

Her phone rang and she ignored it.

“Well, it seems you like dominant men.”

“Mmmmm, what gave you that idea?” With a little chuckle.

“Have you ever thought about being a submissive?”

Her phone rang again. This time getting up and answering,

“Hi, Jimmy.”

I could hear a bit of the conversation about getting together to go hiking.

“Jimmy, I’m sorry, but I’m with someone now. I’m not going to be seeing you anymore.”

I could hear a little surprised pleading, “Goodby Jimmy,”and she hung up.

Penny came back to the bed and lay next to me again looking at me.

“You know I’m a Psych major right?”

“I do now. So have you ever done any self-evaluation?”

“I have.”

“And?”

There was a long pause and Penny was staring at me intently.

Then finally, in a whisper, “I have fantasized about it. But I’ve never have been with anyone who wanted to discuss it.”

“Do you think about being controlled when you masturbate?”

“Who said I masturbate?”

“I thought you were a Psych major. You know better than that.”

She smiled, “It’s all I think about,” she said very softly.

“Tell me about your fans.”

“I don’t know that I’m ready for that Gio.”

“Are you hungry?”I offered.

“Starved but I don’t want to go to the cafe. Can we go off campus?”

I understand, “Sure.”

Penny and I got dressed and walked silently for a while.

“What are you thinking about Gio?” She asked.

“I don’t know you want to know.”

“Ahh, so we both have secrets.”

“I don’t want to scare you away.”

“Did you know that statistically, women fantasize about sex with multiple partners more than any other fantasy?”

“Oh, so we’re going to go clinical are we?”

Penny chuckled, “This is hard for me Gio. I’ve never talked about any of this stuff with anyone let alone a man I just met a few days ago.”

“Fair enough. So you’ve thought about a gangbang.”

“I wouldn’t say that. That almost sounds too impersonal. Maybe two men at once. I wonder if women lose a sense of self if they submit to gangbangs. I’ve seen them at frat houses and wondered about those girls.”

“Some women crave the attention but probably more it is likely about brutal dominance. A total surrender. This release can be exhilarating.”

“I think it’s scary,” Penny said.

Another pause.

“You wanted to know what I was thinking about. I was thinking about making you my pet. My possession. To own you. To dominate and control you and fulfill both of our every fantasy and maybe some you would have never dared to consider.”

“Wow. I’m intrigued but also terrified. Is this the sort of thing you fantasize about?”

I stopped walking and looked down at Penny, “I don’t fantasize Penny. I act.”

Penny shuddered.

After we started walking again, ” So you’ve done this before?”

“Yes.”

We walked into the restaurant and each had a big breakfast.

“Whe do you live Gio?”

“Oh, I’ve got a place down on North 3rd.”

“What? Why didn’t we go there last night?”

“I wanted to make you make it happen.”

She put her hand on my arm and chuckled, “Can I see your place?”

“Yes you can, but I need you to know something.”

“What?”

“I’m not interested in a relationship. Not a traditional relationship anyway.”

Penny frowned, “So does that means this was a one-night stand?”

“No not at all. I like being with you Penny, and I would love to explore new adventures 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 saw 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 hold 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 likely 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 always to call me sir. Is that understand?”

“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.

“What?”

“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, “Is this your street? Oh Gio, this is a beautiful neighborhood. I love these old trees along the road.” She looked at me pulling her shirt tales out of her jeans while unbuttoning her shirt, and left it open. Now I was hard.

“I’ve told you more about the inner receptions 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.”

“You 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 sexually.

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.

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