Winston's Take Me Clubbing
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This is a work of fiction.
Any resemblance to actual locations or persons living or dead is purely coincidental.
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A continuation of
Babysitting for the Winston's
. In this installment our character returns to help them out again. Just not for babysitting. Being six months older and a college student, he has built on previous experience, expanded his sexual horizons and is ready for what our couple has to offer.
Not to give away details, but if bi-sexual or gay sex is troubling
you may want to move on. Or excessive drinking. And if the disco scene is a turn off?
Well, fair warning.
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Recap
As I explained in the first story, I hated babysitting. My folks would volunteer me occasionally to sit for their friends if they came up dry on a night they wanted to themselves. Previously I was cooped reluctantly to watch the Winston's then 11 year old daughter. Only when the Winstons arrived home, I found myself in a wet dream come true. Seems the Winstons were swingers. It was the mid- 70s and key parties were a thing in certain circles. Playboy, Ms. and Cosmopolitan magazines, among others, were promoting a new sexual awareness. The zipless fuck was a topic of conversation among like minded adults. "Looking For Mr. Goodbar" was about to be published. Many Hippies were exploring the notion of free love and what evolved into friends with benefits. In the first story I spotted their name on a sign by the front door with three pineapples hanging under it. The middle one was upside down. Took me a while to catch on to that one.
After high school and before going to college in September, my folks and I had a deal. I could travel through Europe on a EurRail Pass for as long as my money lasted. My money. They would buy the plane ticket, but expenses were on me. To raise the necessary cash I washed cars, painted houses, sealed driveways and cut grass. The babysitting gig with the Winston's was supposed to be a onetime thing. When I opened my pay envelope at home, it was VERY generous.
The Europe trip was great and yielded several encounters that added to my sexual education and may be the subject of future stories.
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Another Encounter
Christmas break 1975 arrived
in the third week of December. I would be off for a bit over two weeks. My girlfriend, Diane, and I were still a thing, but going to schools three states away had cooled things. She started dating. I visited her twice in the first semester, but things were beginning to fade between us. We spent New Year's at a party, fucked our brains out, but it wasn't the same. College has a way of ruining long distance romances.
My folks were thrilled to have their only son home for the holidays and I took the opportunity to party with the old "Hush Hush Club" guys a few times. We drank, smoked, fornicated freely and swapped sexual exploit stories. Some of which were true. I hope a couple of the guys write for Literotica.
One Friday I was getting ready to hit it with the guys. There was a club not far away with killer music. Truthfully, I really couldn't appreciate the music or the dance style. But the disco era was in full swing and it was the place to be and to see women in slinky, braless disco dresses and guys with silk shirts open to show hairy ripped chests and tight pants that showed off fine glutes. I could appreciate both. I could from an early age. So to fit in, I had to learn some moves.
My Mother appeared at my bedroom door. "You look very nice; you didn't say you were going out tonight."
The month in Europe on my own and being at college for a semester had quickly developed a sense of independence. It didn't occur to me that I need to share my daily plans with my parents.
"Sweetheart, we really need a favor from you," my mother implored. Here we go again. This is how the first story opened.
"The Winston's can't get a babysitter for tonight and they asked us if you could cover Kate for them. Would you be a dear and babysit for their daughter?"
"Babysit? Mom, isn't Kate like 12 or 13. She can't take care of herself for three or four hours?"
"The Winstons have done a good job with Kate, but they said they would be quite late. Actually they didn't want to use their regular sitter. She's only 15 and they would prefer not to have her stay till one or two in the morning."
Two things went through my head, and my pants. First was a fond and vivid memory of the first time I covered for them. Seconded, they paid very well and I always needed cash.
I made a quick call to one of the guys explaining I couldn't join them tonight. Since I had regaled them with a detailed description of my first time with them, he understood completely and wished me luck. It was more like; "You lucky fucking dog. When you goanna share your good fortune with us?"
Obviously I agreed. I took a look in the mirror and decided the nylon, fake silk, blousy burgundy disco party shirt wouldn't work and changed into a long sleeve gray Henley. The black trousers were nothing special so they stayed.
My third hand Toyota got me across town to the rich section where the Winston's had an amazing home. A sunken formal living room. Another casual living room in the back with a view of the pool. The master bed room suite with a sliding door that also opened to the pool. The pool played a critical role in our first encounter.
Under the name sign on the porch there were still three pineapples. One in the middle was upside down. Wait. Wasn't it the other way before? That one was a head scratcher for several years.
I didn't even hit the door bell when Stephen opened the door and greeted me with a big hug like a long lost friend.
"Let me look at you Brad! You look
great
. College and what, six months has done wonders for you. Come on in."
He led me back to the kitchen and pointed to a high stool by the breakfast bar. A home feature that was not in my experience.
"Want a drink? You need to learn how to appreciate Scotch." He placed a bottle and two glasses on the counter.
"No, no, I'm good. Where you guys going tonight?" I looked Stephen over. He was just as trim and handsome as I remembered. Both of them were in their early thirties and in very good shape. Especially Victoria, his wife. Or Vicki as he called her. He was wearing a light blue unstructured blazer, a disco shirt that was mostly white with a light blue and red non- directional pattern. The first three buttons were open. His disco pants showed off his firm ass cheeks.
"Clubbing. We have friends who turned us on to the disco scene. It's great fun, we meet
adventurous
people." He emphasized 'adventurous' with a certain evil grin. "It's far out."
OK. I'm allowed to say 'far out', I'm a college kid. But coming from a thirty something just sounded wrong. Besides, he was mixing cultures. Far Out would make sense if they went full blown anti-establishment hippie, which they weren't, and didn't.
He took a swig of his Scotch and looked around the counter and eyed me up and down. "Come on, the pants will pass but you need a better shirt." With that he headed toward the bedroom.
"Hey Stephen, where's Kate. My Mom said you needed me to watch her." I said as I followed him a bit confused. My shirt?
"Kate's at a friend's house for the weekend. I had to make up a story to get you over here," he said half way down the hall. At the door he stopped, turned and in a conspiratorial voice said softly, "It was
Vickie's
suggestion."
The master bedroom was enormous. In addition to the great view of the pool, there were two walk-in closets, an alcove with a big recliner and a TV, and a bathroom like I had never imagined. A glass enclosed shower, a separate bath tub, two sinks and the commode was in its own separate space with a door.
But what caught me first was Victoria. She was a stunning woman and I had the pleasure to know her Biblically: with her husband watching and encouraging me to satisfy her desires. I would masturbate to that night for years, no, for decades come - so to speak.
"Oh my God, you made it," Vickie approached and gave me a warm hug with an equally warm kiss on the lips. Her hand slid comfortably down to my ass and she squeezed it playfully.
She was dressed for the club alright. She wore a shimmering white skirt with a slit up one leg to the top of her thigh. There couldn't be more than two inches of fabric above the slit. A gold belt of two inch round chain links hung precariously on her exposed hips. The floor length skirt had a hip hugger belt line that was very provocative. But the top was the killer. It's difficult to describe in writing. The shinny fabric was snapped at the neck and opened in a narrow slit to just below the cleavage of her C size breasts. The bottom was triangular shape with the point about three inches above her bikini line clearly showing her naval. And as the fabric rose on either side it showed off the skin of her hips and waist.
The top tied with a bikini string around back of her neck. Her entire back was bare down to just above the dimple over her ass. Her fabulous nipples hardened and showed very clearly as they poked against the light shimmering blue/green fabric. She twirled around and raised her hands as in a dance move looking at me, "Do you approve?"
The move with the raised arms allowed for a superb side view of her excellent breasts. The flow of the fabric was a tease all by itself. "Yes, I certainly approve, all the men at the club will as well. Wow."
Meanwhile Stephen retuned from his closet with two disco shirts showing them to Vicki, "Which one?"