The Proposition

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I then laid on the bed next to Jenny and began caressing her lips with tender kisses. Jenny's lips parted and our tongues fought a mock battle as our ardor rose higher and higher.

Jenny was smiling as I slipped the thin straps of her gown off her shoulders. As I pulled the straps down, she pulled her arms out of them. I then pulled her gown down until her breasts were fully exposed.

"You have a beautiful set of tits, Jenny."

Jenny smiled broadly. She began breathing heavily as I kissed all over her face and ears, around her neck and throat, and both shoulders. My hands gently caressed her breasts. I slowly kissed my way down her chest until I reached the upper slopes of her tits. I kissed and licked all over her breasts while avoiding her nipples.

Jenny had continued breathing heavily. As I sucked her right nipple into my mouth Jenny gasped then breathlessly moaned. "Oh Jim." She brought her hands up and pressed on the back of my head. My lips were pressed tightly to her breast and its nipple. She moaned again as I licked and sucked her hardening nipple. I soon switched breasts and sucked on her left nipple until it was as hard as the right side.

"Oh Jim, I am so ready to give myself to you. I have never felt as aroused as I do right now." She cooed.

Jenny lifted her back as I pushed her gown further down until it was bunched around her waist. I kissed my way down her smooth soft belly. She giggled when I delved my tongue into her belly-button.

She took in a sudden and deep breath. "That tickles."

She gasped again when I began gently stroking her virginal pubic hair like it was a beloved pet. She seemed to have forgotten to put on her panties. Though she was trembling nervously, Jenny slowly spread her legs to give me greater access to her moist intimate lips.

"Oh God Jim, you have me shaking with excitement. Please be gentle with me down there."

"I will Baby. Just try to relax as much as possible."

She spread her legs as much as she could when I slid further down and lay my body between them. My face was merely a couple of inches from her virgin pussy.

She looked and smelled delicious. I was anxious to taste her treasures. I pushed her legs up until her knees were near her chest. Even though her nether lips were snugly closed, her feminine aroma beckoned me take a taste of her treats.

Jenny seemed to freeze when I gave her one long pussy-lip parting lick from just above her tight little asshole to her clit. She gasped when I flicked her clit with my tongue.She cried out, "Oh my God, Jim!"

I continued licking all over her virgin femininity. I sucked her clit into my mouth and repeatedly flicked it with the tip of my tongue. Jenny exploded in orgasm. Her hips bucked almost violently.

Without lowering her knees, she grabbed the back of my head and pressed my face firmly into her awakening pussy. She cried out and rocked her hips to encourage my oral attentions. "Oh yes, Jim. Oh God, right there!"

I sucked and licked her clit as Jenny bucked her way through another orgasm.

Jenny's breathing slowly calmed and she lowered her knees. "Oh my God, Jim. That was so fantastic. I've never felt anything even close to that."

As she continued to calm and her breathing returned to near normal, I crawled out from between her legs and laid next to her. As I resumed gently stroking her pussy with my fingers, I told her. "Jenny, there's nothing so erotic as the taste and aroma of a teen's fresh virgin pussy.

Jenny hugged me tightly and cooed, "Oh Jim. Thank you. I'm glad you like me." She was practically flooded with her personal lubricant as I carefully fingered her tight hole. Jenny was soon rocking her pelvis and cooing into my ear.

"Jim, are you going to take me now?" Her nervousness was edging back.

"Yes, Baby. Are you ready?"

She replied apprehensively, "I think so."

"It'll be alright. I promise to be as gentle as I can, but it will probably hurt when I take your cherry."

"I know. Let's just get it over with, please." Jenny was resolute in her decision to give me her body in exchange for a college education.

Jenny spread her legs as I rolled onto her body. It surprised her when instead of pushing my cock into her right away, I kissed my way down her body again. She was soon gasping for breath as I again ate her juicy virginal pussy.

She seemed to be nearing another orgasm when I crawled up her body and placed my cock into her opening. I pushed the head of my cock into her and felt her lips spread to accept my cock.

She gasped. "Umph! It's so big. Are you sure it will fit in me?"

"Yes Baby, it will fit. Try to relax."

I pushed again and felt my cock's head bump into her resistance. Her hymen, which had guarded her inner treasures for nineteen years, had but a few more seconds to survive.

I gave her a few shallow strokes bumping into her hymen each time. It seemed to be one of the tougher kind. I told Jenny it was time. "Honey, hold on. The pain may be sharp but it will not last too long."

"I know. Go ahead. Please take me."

I firmly kissed her lips and hugged her tightly. With a very firm shove, I fully entered Jenny's virgin pussy. She cried out loudly in pain and gasped for breath. Her hymen had been ripped open but not without causing her considerable pain.

I held her tightly with my cock still fully imbedded in her devirginated pussy. My cock's head was pressed firmly against her cervix. I could feel the warmth of her virgin blood coating my cock. Tears were flowing from her closed eyes. I whispered in her ear, "I'm sorry I hurt you so badly, Jenny."

"I know, Jim. It had to be done eventually. Please lay still for a bit so I can get used to you being inside me."

I, of course, did as she requested and lay still with my cock buried in her tight teen pussy. We lay quietly for several minutes while Jenny got used to my manhood filling her.

She kissed me and said, "I think you can move a little now. Easy please."

Slowly, I began giving Jenny gentle strokes in and out of her tender pussy. Though she was still hurting, she soon started to enjoy her first fucking. She was soon rocking her pelvis and groaning with pleasure.

The tightness of Jenny's freshly devirginated pussy and the extended time since I had enjoyed any female companionship made me ready to cum much too soon. "Baby, I'm about to cum." I warned Jenny.

"It's okay, Jim. You can cum in me. I've been on the pill since I was sixteen. Mom didn't want any surprises while I was in high school. I'm feeling much better now. Her smile was back as well.

I increased the speed and depth of my thrusts into her tight hole. I was soon driving into her teen cunt with exuberance.

Jenny appeared to be having a good time too. She was thrusting her hips up to meet my thrusts. "Oh yes, Jim. Fuck me! Give me your cock. Let me feel your cum inside me!"

Much too soon I buried my cock in her pussy and pumped my cum into Jenny's tight hot hole. Her cervix was bathed in its first load of cum.

At about the same time, she began thrusting her pelvis up to accept my cock deep into her core. She cried out, "Oh Jim, yes! I can feel your cum flooding into me. God, it feels so good. It's so warm."

About that time, we both collapsed with my cock still buried in her cunt. We lay like that until I softened and slipped out of her. I slid off her and we cuddled until we fell asleep in each others arms.

In the morning, we observed the results of the previous night's activities. The part of her new silky white gown that had remained under her ass had a large blood stain. Jenny had bled quite a lot after losing her cherry.

"Oh Jenny, I'm afraid we've ruined your new gown. We'll get you another one this afternoon."

"No! I want to keep this one. The stain will remind me of our first night together. But what about your sheets? They're not much better."

"That's okay. I have plenty of sheets and they make more every day. Now, we're a mess. How about a shower?"

"Jim, maybe we can make things a little messier before we get in the shower. I'd really like to feel you inside me again. This time, take me like you mean it."

I smiled broadly as I rolled onto Jenny's body and again shoved my hard cock deep into her pussy. I was more than happy to slide my morning hard-on into her still tender hole.

Jenny's pussy was still tender and she groaned as I fully entered her. She immediately began thrusting up to meet my cock. As she had requested, I repeatedly slammed my cock into her tight hot cunt until I was about to cum. She grunted and groaned as her orgasm overtook her body. At about the same time, I fed her cervix its second load of cum.

We cuddled a while and dozed off again. We slept in until nearly 10:00 AM.

When we awoke again, as she rolled out of bed. Jenny asked, "After our shower, what would you like for breakfast?" She then got a pained look on her face. "Oh! Uumm, Jim, I will be happy to honor our bargain. You can have me any time you like, but if it is okay, can we do something else. I am so sore, I'm not sure I can even walk."

She smiled but I knew she was serious. As hard as I had pushed to break her hymen, and then the pounding I had just given her pussy earlier this morning, I knew she had to be sore. "Of course we can. There are lots of things we can do until you get over your soreness."

I took her into my arms and held her naked body tightly to my own. I kissed her and said, "Your education is going to be one of the best investments I've ever made.

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7 Comments
AnonymousAnonymousalmost 2 years ago

Excellent story! Jim is not treating Jenny like a hore, he's treating her like his wife...

AnonymousAnonymousover 2 years ago
SEQUEL

Usually multipart series have the "Also In This Series" sidebar at the end, which this should have -- just as the author's "Little Mel" series does have.

Find the follow-up to The Proposition on the author's Submissions page.

Paul in Oklahoma

AnonymousAnonymousalmost 7 years ago
She is the luckiest woman alive

She got something of perpetual value. He acquire a rapidly diminishing commodity in exchange. Pleqasure comes and goes but a sound investment lasts forever.

AnonymousAnonymousabout 7 years ago

A man with that much money turning a virgin into a prostitute for an education, is a real dog.

AnonymousAnonymousabout 7 years ago

A little predictable and really unrealistic.

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