$237,554.75

R Nitelight

Her Rock
Joined
Sep 10, 2000
Posts
10,003
I was jogging through the park when I spotted her.
Let me describe myself. I am forty-one years old. Five-eleven, one-seventy-five. Thick black hair turning gray.
Women seem to find me desirable, and I try not to disappoint.
I took a moment to catch my breath before walking over to her. She looked up when she heard me approach, eyes alert, displaying perfect city survival technique. She looked young -- somewhere in the twenty to twenty-three year range.
"My name is Glenn Gordon," I said by way of introduction. "I was jogging through the park when you suddenly caught my eye. I have a proposition for you. I will pay you $237,554.75 if you will go to bed with me."
She was too stunned to respond. I handed her my card. "If it's agreeable, then call me and we'll set something up."
I flashed her my warmest smile, then turned and jogged away.
 
I must admit I was rather surprised when Mr Gordon approached me... At 5'8" tall, I'm somewhat tall for a woman, and most men prefer shorter girls. My long brown hair was pulled back in a ponytail, and I was wearing a cropped t-shirt, sports bra (36c) and a pair of bike shorts.

I was leaning over a bench stretching out my hamstring when I heard a voice saying "My name is Glenn Gordon" I looked up to see a rather attractive older man standing beside me. He looked to be early forties. He reminded me of my history professor last year when I was a senior at OU. Boy was he hot!

I don't think I fully understood what he was saying until after he walked away. I thought it must have been my imagination. But then I realized I was holding a business card with his name on it...

I thought about Glenn Gordon for a day or so... Do I call? Why $237,554.75? Is this some cheap imitation of Indecent Proposal? He was very attractive though... I decided to wait another day before calling... Maybe I'd see him in the park again that evening when I went for a jog...
 
I had a good feeling about this one.
I gave her a week to call. It only took two days. Curious, but cautious. When she called, we talked for thirty minutes. We set up basic guidelines: no pain and no pictures. Anything else went. We set a date.
When the day arrived, I sent my car to pick her up. My driver dropped her off at my three story brownstone -- what I refer to as my playhouse. I was standing waiting for her at the door when she arrived.
"Welcome to my home," I said warmly, offering her my hand and inviting her inside. I took her coat and hung it on the rack. "I'm sorry. This is a little awkward. I'm afraid I never even got your name."
 
I called. I hadn't seen Glenn in the park that night, but I just had to see where things would go. We made arrangements, and he said he'd send a driver to pick me up. I was impressed. But talking was friendly and easy enough. That whole week though, I was a ball of nerves. I was spontaneous, but never like this before! I hoped I wouldn't get burned.

I took great pains preparing for our meeting. I took off a day from work so I could relax in my apartment and change clothes about twenty times before I finally decided on what to wear... I finally settled on a long dark black skirt made of velvety material with a pale blue sweater. The skirt had a slit up to mid-thigh on the side, and my sweater was just snug enough to accentuate my firm breasts. Beneath, I wore a pair of ice blue panties cut high on my thighs and a matching lace bra. I put on a pair of thigh-high stockings and black heels and was ready to go. I was dressed up and hoped I wasn't over-dressed, but I felt incredibly sexy! I pulled my long hair back in a twist with a few wisps hanging softly around my face and the nape of my neck. With some carefully applied eyeshadow and lipgloss, I was ready to go...

When the driver buzzed my apartment, I nearly didn't answer. Was I really going to go through with this? I took a second glance in the mirror, liking what I saw, took a deep breath, grabbed my coat and headed out the door. The ride over was quick... I probably would have made the driver take me home had it been longer... And I'm sure Glenn could read the hesitation in my face when he answered the door!

I giggled nervously when he reminded me he still didn't know my name... "Forgive my manners. I'm Caryn." I took a glance around the entry hall as Glenn shut the door and took my coat. I shivered, but not due to the cold, as his hands brushed against me as he helped me out of my coat. Glenn's reassuring smile made me feel welcome, so I determined to have fun that night.
 
Her jumpy laughter was music to my ears as I led her inside. As we walked through several well-appointed rooms, I could catch her sharp eyes taking everything in. I could tell she was impressed by the mix of fine antique furniture and state of the art electronic equipment. I had Roy Orbison playing softly on the stereo, tearing at my heart. I wondered if Caryn was old enough to appreciate the late great singer.
"Before we begin, Caryn, I'd like to show you something," I said. I crossed over to the suitcase resting on my desk. I opened it, revealing stacks of tightly wrapped currency. Her eyes widened at the sight of so much money. Up until that point, I think she regarded my proposition as a lark, or as some silly come-on. Now, however, it became clear to her that I was absolutely serious.
"237,544.75," I said. "Yes, I was inspired by the movie. And, yes, I know it was a million in the movie. I could only scratch together $237,544.75. Still, it's a lot of cash, and quite bulky. Tomorrow morning, I'll have my driver help you get it home. I recommend you get a safe deposit box, and that you spend it discreetly."
I don't think she heard a word I said. I looked over at her and found her frozen in place. I was struck by how beautiful she was. I felt a wonderful physical attraction to this woman. Still, I knew I had to offer her an opportunity to back out before it went too far.
"Are you certain you still want to do this, Caryn?" I asked, knowing the wrong answer would cause me to crumble into dust and blow away.
 
ooc: well obviously you guys are off and running, but I love the idea, if this is a one time offer well then have fun, but if Glenn/Caryn want to up the anti, I am a 23 brunette fem, 34b and fit as a fiddle, sitting on a park bench
 
OOC:AG,
I'm pleased with the way this is going, and I'd like to keep it a duet with MG for the time being, but it is a scenario with open-ended possibilities for the future.
Thank you for your interest, and stay tuned.
R Nitelight
 
OOC: For the record, I'm not really into threesomes. Not even in a storyline. Sorry...

IC: Glenn led me into the house, and I marveled at his tasteful decor. The antiques mixed in with the electronics made for a rather eclectic grouping, but it worked very well in this house. I surprised myself by correctly guessing that it was Roy Orbison I heard in the background... My mother had loved his work, so I had a sentimental appreciation for his music. At 23, he wasn't on the top of my list; but I was familiar with him.

I felt lost in a daze as I walked through the rooms. Oh, I was very keenly aware of all going on around me, but it seemed much like a dream. I heard Glenn say my name, and I turned to listen. Much to my amazement he was holding a suitcase of money in front of him. I had never seen so much money in my life! I stood, shocked that he really had the money. Maybe I was in a dream after all... Someone pinch me and wake me up...

But, no, this was no dream. Glenn was very real and staring at me intently, as if waiting for an answer. My face flushed, and I'm sure I turned crimson, caught gawking at the money and paying no bit of attention to what he had said. "I'm... I'm sorry" I finally managed to stammer out. "I guess it finally hit me that this is for real..." All the sudden it seemed I had millions of questions. Why me? What if he didn't like me? What if the sex was lousy?

I realized Glenn was still waiting for an answer, so I apologized for being lost in thought. He repeated the question... "Are you sure you want to go through with this?" I hesitated, thinking, gazing into Glenn's eyes. There was an emotion there I wasn't sure I understood. Almost a fear of being turned down, but maybe that was just my imagination...

"Yes" I said softly, "I am sure I want to do this" Glenn was a very attractive man, and I felt a strong physical attachment to him. Shyly, I looked back up at Glenn, nodding. Almost as if to prove it to myself, I leaned over and kissed him softly on the mouth.
 
Good answer, I thought, as our lips lightly met. I reached out and brushed a stray lock of hair away from her face so that I could look into her rich brown eyes.
What would you like me to do? they seemed to ask. I had the answer ready.
"I want you to go upstairs to the second floor," I instructed. "There, you will find a collection of costumes. I want you to find the one that fits your mood. Change into it, and I will join you in about a half hour."
"All right," she said. She turned to walk away, but I stopped her by grabbing her arm and pulling her to me. We kissed again, but this time the kiss was deep and wet and passionate -- a preview of things to come.
"A half hour?" she asked breathlessly.
"A half hour," I confirmed.
My eyes never left her as she crossed the room and went up the stairs. She moved with a dancer's grace. I had high hopes for our night together.
I wondered what costume she would pick. My collection was extensive, and covered every fantasy imaginable.
 
Love it!

OOC: This is a great story, guys. Thank you, and please keep it going.
 
OOC: Sorry I didn't post last night! I went to bed early cuz I wasn't feeling well....

IC: The passion in that second kiss seemed to burn within me as I started up the stairs. My heart was pounding as I reached the top of the stairs.. The possibilities of different fantasies being fulfilled was very exciting to me. As I entered the room, I was surprised to see the wide array of costumes ~ Everything was available... I could be a dominatrix, a French maid (ooh-la-la), a school girl, anything.

I finally selected the maid's uniform. The thought of fish-net stockings was very exciting since I'd never worn any before. Amazingly enough, the outfit was just my size. I quickly slipped out of my clothing, removing all but my bra and panties. I pulled on the hosiery, and then added the crisp white shirt. I slipped into the short black mini-skirt which showed off my legs quite nicely. I donned the apron, tied it in the back, and checked myself in the mirror. I decided to leave the top two or three buttons undone on my shirt, allowing just a hint of my breasts to be seen. I slipped back into my black heels and waited for Glenn to join me.

[Edited by MysteryGirl on 10-01-2000 at 12:21 PM]
 
ooh-la-la indeed

OOC: No problem. I like the leisurely schedule of your postings. It gives a person time to think.

Still OOC: Hope you're feeling better.


IC:
I gave her twenty-two minutes.
She was sitting waiting for me with her long legs crossed, anxiously tapping a feather duster against her stocking-clad knee.
"I'm glad you're here," I said, instantly stepping into character. "This place is a mess. Follow me."
I led her upstairs to my bedroom, but made no overt sexual advances. I just sat down on the couch and sat back to watch her work.
She took well to the role. In a short time, my room was as neat and clean as it had been in years.Still, I just watched. From time to time she cast puzzled glances in my direction, but she did nothing to break the illusion. I just smiled at her.
I saw my opening when she went to dust the bookcase. She could barely reach the top of it, and could only do so by stretching out on tippy-toes.
I slipped behind her when she was fully extended and slipped my arms around her. I pulled her close so that she could feel my steel hard erection pressing against her firm ass.
"You've been working too hard," I whispered in her ear. "I'm getting tired just watching you. Why don't we take a break?"
 
OOC: Much better than the other night... Thanks for inquiring. Warning... Slightly cheesy humor ahead.

IC: I was waiting for Glenn, and beginning to get a bit impatient before he arrived. He wasted no time on idle chit-chat as to why I selected that particular costume; but instead immediately put me to work. He led me upstairs to his bedroom, and that was that. I was dusting and straightening up shelves among other things.

Mentally I thought to myself that if I had wanted to clean house I would have stayed at home. However, I kept my thoughts to myself. As I cleaned I would periodically look to Glenn wondering what exactly he had in mind. This character certainly did a lot more house work than I had anticipated! Although, for that kind of money, I guess I couldn't complain!

I glanced over again at Glenn one more time before I started working on his bookcase. Still he said nothing. Just a smile, and that was it. I turned back to the bookcase, dusting the shelves starting from the bottome and working my way up. I was about to quip that I didn't do windows, when I felt Glenn's arms around me. As he pressed up into me, I felt much more than his arms... His breath on my skin as he whispered, and his hardness pressed into my ass...

I leaned back into Glenn "Oh, Monseiur," I said in a slightly French accent, "That would be wonderful" And what better way for a French maid to start a break then with a French kiss? I turned to face Glenn, leaning up into him to kiss his mouth... I tentatively tasted his lips before sliding my tongue into find his... My arms wrapping around his body...
 
She twisted around to kiss me, and our bodies seemed to melt together. My hands roamed freely, first sliding up and down her back, and then lower, lower, until they cupped her ass cheeks. I took her full weight as she lifted herself off the ground and wrapped her strong legs around me. I carried her over to the bed and set her down gently.
Kneeling before her, I reached under her costume and found her panties. Caryn raised herself up just enough to allow me to slip them off. I didn't recognize them -- they weren't from my collection -- but they were very sexy. I appreciated the personal touch they added to the fantasy. I pressed them to my face and breathed in the wonderful unmistakable scent of a woman.
With great tenderness, I lowered my head and started kissing the inside of her thighs. She gasped with pleasure at the feather light touch of my lips and tongue. She placed her hands on my head and started to run her fingers through my hair, encouraging my oral advances.
I raised her skirt and got my first look at her sweet pussy. Her pubic hair was trimmed, well manicured, with just a thin brown strip growing above like an arrow. I took my fingers and traced the edges. Then, I replaced my fingers with my tongue. I proceeded to perform expert cunnilingus, eagerly lapping away until she shuddered with pleasure.
Then I found her clit, and Caryn lost her mind.....
 
Seeing Glenn's head between my thighs was very erotic. As his lips and tongue started working magic bewteen my legs, I could feel the wetness grow in my pussy. My breathing became erratic as he moved further up my legs finaly reaching my pussy. Never in my life had I wanted a man's tongue there so much as I did now! "Ohhhh" I began moaning softly as he lapped at the lips of my pussy, sliding his tongue in my wet cunt. As his tongue continued working on my pussy I could feel the orgasm building withine me.

Now leaning backwards on the bed, I thrust my pussy into his face, wanting more and more of his sweet tongue. And then when his tongue found my clit ~ "OHH YESSS!!" My orgasm flooded my body and I found sweet sexual release. I cried out in pleasure as he continued to lick at that most sensitive spot, prolonging my orgasm.

I lay back on the bed as the orgasm subsided, and I felt Glenn move up beside me. I turned to face him, leaned over and kissed him, tasting my juices in his mouth... As we kissed, my hands roamed over his body, feeling his strength, and finally working my way down to the bulge in his slacks. I fumbled briefly with the zipper, but managed to work it down and reached inside to feel his hard cock through his boxers/briefs. I started stroking Glenn's hardness noticing how big and thick he was.

I wanted to feel his cock in my mouth, so I moved towards the foot of the bed and eased his slacks and underwear off his body. His cock was standing erect, and I lowered my head to it, licking and kissing, teasing with my tongue. I gently started sucking the head of his cock into my mouth, slowly working my way down towards the base of his shaft. I sucked his hard cock, feeling it grow within my mouth.I slid my mouth up and down upon his hardness. And then would remove my mouth and just lick up and down upon him, blowing softly where my tongue had been, teasing him. My mouth again encased his cock and I reached for his balls, holding them, caressing them within my hand. I could feel Glenn as he shook with pleasure... I hoped to show him as much as he showed me.
 
When Caryn was spent, I crawled on the bed and collapsed beside her. She had a silly, satisfied grin on her lovely face, one that set my heart aflutter. We kissed for a time, becoming more and more comfortable as lovers. As we made out, I could feel her reach down and undo my pants.
I let her undress me, and then I leaned back and prepared myself for what I hoped was next. Caryn took my prick in hand and studied it for a moment before taking it into her mouth. I was used to her reaction. At seven inches, my cock is average in length, but it is unnaturally thick.
Once she dismissed the 'how am I gonna fit that damn thing in my mouth', thought from her mind, she attacked the problem with gusto. She started with playful flicks of her tongue, but then she opened wide and took the head of my cock between her lips. It took her a moment to adjust to the sheer girth, but she was soon gliding up and down on it with a proficiency that both thrilled and amazed me. I closed my eyes and tried to hold back my orgasm, opening them only when she would take my cock out of her wonderful wet mouth. My reaction amused her, and she started to giggle.
"Take off the rest of your uniform," I asked, taking advantage of the moment. She started to fumble with the buttons of her shirt, but for some reason her fingers didn't seem to be working right. I reached over to help her, and soon we were fumbling together. Eventually, though, she was down to bra, stockings, and shoes.
Stockings and shoes were fine. The bra had to go.I reached around and unfastened it, and Caryn quickly slipped it off. She handed it to me.
"Something else for your collection," she joked.
"Matches the panties," I observed. "Wouldn't want to break up a set."
I took a moment to just admire her, not believing my good fortune. Then, I reached out and started to caress her firm breasts. They seemed designed to fit my hands, and I couldn't wait to taste them.
"What's your favorite position?" I suddenly asked.
She took a moment to think. Then, her beautiful face lit up.
 
I felt so completely uninhibited sitting on Glenn's bed wearing nothing but stockings and heels. I felt his eyes admiring my body, the flat stomach, the firm breasts. Oh god... His hands on my breasts felt so good. My nipples almost ached for his touch.

I smiled and laughed softly as he asked my favorite position. I wondered if I said all of them, would we do all of them? I giggled softly again, smiling at Glenn as I answered, "I know it's so commonplace; but I really love the feeling of a man hovering just above me as he plunges deep inside me. Whether my legs are wrapped around your waist as you slowly slide your cock in and out of me, or my knees are at my chest, my feet on your shoulders as you pound your hard dick in and out of my pussy."

But then again, I didn't care how we did it as long as we did it. His hands still rubbing my breasts and pinching my nipples were beginning to drive me crazy. I wanted to feel his hot tongue on my nipples, have him suckle my full breasts, tease me with his teeth...
 
I tenderly wrapped my arms around Caryn and hugged her. We stayed like that for a time, just marveling at our newfound intimacy. Her nipples pressed into my chest like bullets, and the only possible reason I could think of for ending our embrace would be to taste them. While I sucked on her tits, Caryn wasn't idle. Her hands were busy stroking my hard cock.
"I have to be inside you," I moaned. Caryn eagerly dropped onto her back and I positioned myself over her.
"Are you ready?" I asked. Her response was to take the tip of my cock and direct it to the lips of her sopping wet pussy.
Slowly, slowly, I slid myself in. It was a tight fit, but I soon found myself completely buried in her love nest.
"Does it hurt?" I softly inquired.
"A little," she admitted. "But it's a nice pain. Fuck me, Glenn. Fuck me now."
We kissed, and our tongues danced as we started to make love in earnest. Caryn wrapped her long legs around me and tried to pull me deeper and deeper inside her. The texture of the fishnet stockings against my bare skin was a definite turn on as I pumped my my stiff cock in and out. All the while, Caryn whispered steamy, encouraging words that drove me out of my mind with lust. I wanted it to last forever. I wanted to make it perfect for her. I wanted to make this the greatest night of her life.
Thirty-five minutes later, I was still going strong. I don't know how many times Caryn came, but I was almost there.
"Baby, I'm coming!" I groaned.
 
OOC: Damn! 35 minutes and still going strong? I must be dating the wrong guys ;)


IC: Lying in Glenn's arms was so sweet and tender. Our touches and carresses ~ telling each other how much we were enjoying the other's body. Glenn's thick cock felt so wonderful sliding in my pussy. So big it hurt just enough to be pleasurable. I loved how he filled me up!

I wrapped my legs around his body, trying to pull him in deeper. I wanted more of this man. "OH Yes, baby, fill my pussy with that hot cock of yours." His tongue in my mouth imitated the actions of his cock in my dripping pussy. "Fuck me, Glenn!" Our bodies moving together, meeting with each thrust. "I'm cumming!" I cried out...again, and again, and again.

"Baby, I'm coming!" He said. I felt his hot semen gush out deep with in me, and I came again.

"Ohhhh, Glen!" I cried out. His orgasm starting mine as we orgasmed together. As it subsided, we just lay their holding on to each other. Our bodies still joined, my legs still wrapped around his waist... I wrapped my arms around his neck pulling him close to me again and kissed his lips. I rubbed his shoulders and whispered how good he made me feel, how our love-making had felt... "Beautiful" I breathed into his mouth.

We lay their resting for a short while... Then I moved to sit up straddling Glenn right above his waist. I ran my fingers over his body, trailing wet kisses along behind... I tickled his ear lobes with my tongue, kissed along his jaw line, tweaked his nipples, and then gently licked and suckled them. I leaned over Glenn, my breasts hanging above his chest, and I kissed him again.
 
35 Minutes

OOC: It's a sexual fantasy, silly. Personally, I was finished the moment you put on the costume.

IC:

"Since you're a French Maid, I suppose you are familiar with the term 'soixanteneuf'?" I said, suddenly inspired.
Caryn looked puzzled for a moment, but then the high school French kicked in, and she started to giggle.
"Why Monsieur Glenn, you are zoe naw-TEE," she said, using the most terrible accent I have ever heard. I forgave her, however, the instant she shifted into the classic 69 position, sitting on my face while taking my cock into her mouth. We settled into a wonderful session of mutual oral gratification.
While I was licking her, I took a moment to place my finger in my mouth to wet it. Then, I placed it against the rosebud entrance of her anus and pushed it in. She jumped when I slipped inside her.
"Glenn, what are you doing back there, she asked, sounding a little shocked.
"Caryn, have you ever been fucked up the ass?" I asked.
"Of course not," she responded instantly.
"Well, would you like to try it?" I asked.
 
"OH!" I gasped as I felt something penetrate my virgin anus. I was surprised to say the least! When Glenn asked me if I would like to try anal sex, I wasn't really sure. I hesitated for a moment... Thinking. I could feel his finger already inside my anus and then his other fingers rubbing my pussy...

"Be careful? I've never done this before..." Somehow I knew he'd be gentle. His finger was filling me with new sensations never before experienced. "Mmmmm...."
 
"I would never do anything to hurt you, love," I assured her
"I believe you, Glenn," she said.
"Let me get something," I said. "Lubrication is the key to anal pleasure."
I was quoting from I web site I liked to visit. Litter, something.
I coated my cock with the slick substance, then did the same with her butt hole. I worked my thumb in and out of her tight little anus, getting her used to the feeling of penetration, but I knew nothing could prepare her for the real thing.
Aiming the head of my cock at the target, I said. "Tell me if it hurts. If it's too painful, I'll stop.
"Go ahead," she said. She tried to sound brave, but I could tell she was a little afraid.
 
OOC: Unexplainable, unavoidable circumstances... So sorry!

IC: I was very nervous as Glenn started pushing is ok slowly inside my anus. I almost made him stop before he even started. But when he did.... Those feelings! That part of my body was more sensitive than I ever imagined it could be.

Gently, Glenn pushed his cock in, allowing my body time to adjust and accept this new invasion. Slowly he began pumping in and out of my ass... His hands moved to hold my hips and help slide along his cock. I was bent over the bed, and my breasts were dangling beneath me as he slid in and out of my ass.

Glenn felt so good in my ass... It was unlike anything I'd ever experienced before. I could feel myself getting close to another orgasm, and I began moaning. "OHhhhhh!" And then his finger slipped between my thighs to rub my clit... "Oh, yesss!"
 
The feel of my thick cock sliding in and out of her tight ass was exquisite.
"Are you all right?" I asked.
"MMmmmmMMMMmmmMMmm...." she responded. I ran my hands all over her perfect body all the while I continued to dip my wick in and out of her back door. As I approached another climax, I reached down and started to fingerfuck her. The doubleteaming was too much for her to take, and she almost had a fit as waves of pleasure washed over her body.
"That was incredible," she said as she turned to kiss me.
"I'm glad you enjoyed it," I said. "Most women are afraid to try anal sex, but once they start they never want to stop."
We were both a touch gamy by then, so I made a tactful suggestion. "Why don't we get cleaned up a bit? I have a bathtub built for two."


In short order, we were immersed in a warm bubble bath. While we relaxed and soaked our sore bodies, we exchanged life stories. Even then, we had trouble keeping our hands off each other. Soon, we were engaged in a wonderful session of mutual masturbation.
 
The hot water felt wonderful, as I sat relaxing against Glenn's body. We sat and talked; but even then I still found myself touching his body, feeling his muscles, rubbing his cock...

Glenn was touching my body too.. His hands on my breasts, between my thighs, touching my clit.... Soon I was stroking his cock, and he was playing with my wet cunt. We soon were masturbating together, pleasuring ourselves in front of the other...
 
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