This story was originally posted on Literotica back in November, 2002. However, since November, 2005 marked my three year anniversary of being a published writer, I thought it might be cool to bring out some of my fans past favorites. I've given them a new twist, punched up the grammar and punctuation. I hope you enjoy!
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Jack was always a good kid, from the time he was a little boy I would babysit him while his parents went on their numerous vacations and weekend get-a-ways. I was an older woman, 43, with no kids of my own and recently divorced, so it wasn't like I had a full social calendar.
But, Jack was no longer a little boy, he was 20 with the body of a 30 year old man.
How quickly he had matured and my babysitting services were obviously no longer needed.
One afternoon while I was sunbathing, Jack walked over to me and brazenly commented on his approval of the size of my tits.
"You know you don't look half bad for a chic in her 40's, Miss B," he said.
A little surprised, I managed to stutter out... "Thank you, Jack."
"No problem, Miss B," he said as he walked away.
I must admit, the fact that a younger man had been checking me out excited me. Little did I know Jack had been checking me out for awhile now. That night Jack's parents left again, they would be gone for two weeks this time.
Well, of course, leaving a 20 year old alone in a house the size of Texas is just an open invitation for a party. And, like clock work, around 9 pm that night, Jack's driveway looked the parking lot of a nightclub. Low riders with neons in every shade of the rainbow littered the drive way along with girls in tight, short skirts, and the echoing sounds of AC/DC creeping from the mass hysteria inside every time Jack would open the door to greet one of his guests.
Realizing it looked like an awesome party, I decided to sit outside by the pool and watch the happenings from there. Every few minutes, the door would open again, either with guests leaving or a huge crowd slithering inside the party house. I sat with my feet dangling in the water as I sipped my rum and coke.
My mind drifted off to memories of all the college parties I had attended in my years at Brown. So long ago it seemed. Then my mind shifted back to Jack's comments earlier that day. Ya know, he's right. I really don't look all bad for a chic my age, I thought to myself, sorta giggling.
"What's so funny?" a voice from behind me asked.
I quickly turned around to see Jack standing there.
"Oh, hi Jack," I said, smiling.
"Hi Miss B," he said, as he took a spot next to me by the pool.
"Why aren't you at the party?" I asked.
"Oh, they don't need me in there, I'm what you might call the host who gets things started, but that's about all of my duties at these parties," he said, swishing his feet in the cool water.
"So what do I owe the honor of the host's presence at my pool tonight?" I asked, smiling coyly.
"Well you looked kinda lonely out here all by yourself, and very sexy too," smiling as he nudged my shoulder with his.
"Well, thank you again, Jack."
I could feel my cheeks burning, the tell tale sign I was blushing like a timid school girl.
"Oh, red's your color," he said, winking and laughing.
Playfully smacking him on the back of his head, "Shut up Jack, you brat!!"
"So what are you drinking tonight, Miss B?" he asked, as the pool reflection lit up his eyes.
"Rum and coke, you want some?" I asked, trying to keep from stuttering and sounding stupid.
He smiled ear to ear, "Yeah I want some."
Before I had a chance to get up to fix his drink, he had planted his firm hand on my thigh.
"Jack? What are you doing?" I asked, looking down and watching his fingers gripping my flesh.
"I've had a crush on you for years Miss B," he whispered.
Oh my God, hearing this set my body on fire. Somewhere in the back of my mind I had had a crush on him since he was in his mid teens, but I never dreamed in a thousand years I would ever get a chance to fulfill my fantasies.
"What about your friends? Your party?" I asked him.
"Don't worry Miss B, my friends are all half drunk by now and that party is gonna go on for hours yet, no one will even notice I'm gone, I guarantee it," he said, his eyes never leaving mine.
This was music to my ears, as I looked into his eyes, his beautiful blue-gray eyes.
He then stood up, reaching down for my hand. Quickly I slid my hand into his and he led me into my pool house just a few feet away.
Once inside, he quickly shut and locked the door.
For a moment, we just stood there, staring at each other. The only sounds were the muffled music from his party next door and our breathing.
Neither of us knowing what the other is going to do next.
He slowly walked over to me, sliding his hand behind my neck and gently, passionately kissing my crimson lips.
I could feel his cock already growing inside the flimsy material of his shorts. He was an amazing kisser, I melted in his young arms.
"You smell delicious Miss B," he whispered.
"Thank you," I moaned as our kiss slowly broke.
He began kissing my neck as I leaned my head over to one side, granting him access to my flesh. His young tongue flickered over my skin, occasionally biting and sucking, sure to leave a small mark of this moment. I found my hands slowly sliding down his perfect, fit form, sliding my fingers under his shirt, sliding it over his head.
We kissed again as he began untying the straps from my bikini top, the same bikini I had been wearing earlier when he so sexually commented on my body.
My mature tits bounced free as the restraints were loosened, I felt the bikini top brush my legs as he dropped it to the floor.
Our warm flesh pressed into each other as our tongues danced in unison, sucking and nibbling each others tongues.
