"Tomorrow let them know that you will be spending the night out. Just so they know ahead of time."
"Will do. My folks are trying to let me, you know, "Adult" now, but after nineteen years, 'Tiger Mama' doesn't quite know how to, you know, let go..." I said with a bit of goofy smile. "Just the other she was telling me that, in her day, she ... I'm sorry, Mr. Winger. I won't keep you with that rambling story."
As I departed, I laughed at myself. I always seemed to get so flustered when alone with Mr. Winger. But could you blame me? He was successful, intelligent, kind, and charismatic. And looks wise, he was almost beyond desire. He was what all the guys on the Bachelor wanted to be. There was this time last summer where the Wingers had hired me for an afternoon to corral Billy and Lisa while they hosted a pool party. Jerry wore this incredible tangerine speedo that just made me melt. After the party, I made an impromptu beeline for my then-boyfriend Jean-Paul's house for what he later called "a highly memorable evening." What Jean-Paul never knew about that evening was that in my mind, he didn't even register. It was all me, the beach, and the contents of a tangerine speedo.
As I pulled into my parent's driveway, the memory of the tangerine speedo was getting me all hot and bothered. I made way way to my bedroom where I quickly stripped down to nothing. As I laid down on my bed, I reached for the drawer where I kept my toys. After pondering between Lightyear and Goodyear, I decided to go with both. I know it is a sophomoric humor, but I liked the puns involved. My Buzzing vibe makes me feel Light-headed, and my rubber dildo fills me up Good. I flicked the switch on Lightyear, laid back, and the fantasy began. I was here in my bedroom with the Good-Looking Man. We were in a naked embrace, deeply kissing. As Lightyear and my free hand drifted over my body, I could feel the good looking man's hands stroking me. His big, strong hands were gentle, stroking each of my erogenous zones just right, putting me right on the edge of orgasm and keeping me there. He was so expert. When I couldn't stand it any more, I told I him I needed him inside me. I needed to feel his big cock, stroking me long and hard. The good looking man smiled, and pulled me over to the edge of the bed where he could stand over me as he buried his cock deep into my pussy. With long strokes, in and out, he used his hands on my hips to control the rhythm. I then felt a second pair of hands on my breasts, stroking my hard nipples. After feeling a nibble on my ear lobe, I heard Kathy Winger whisper softly, "You are such a naughty girl, fucking my husband." I came, and I came HARD.
When I finally regained consciousness, I pulled Goodyear out from his position deep in my pussy. I was able to stagger to my feet, and started towards the bathroom to clean up. As I wiped myself down with the washcloth, I had to look at myself in the mirror. First, that orgasm was incredible. It was far and away the most intense I had ever had. Being honest with myself, I had to admit the reason why. Like most people my age, I had done my share of exploring porno on the net. Girl on girl was cool in that I could relate to how all the actors felt, but it wasn't that sexy to me. No big deal, I just guessed I was straight. But somehow the tiniest thought of Kathy Winger nibbling my ear had epically rocked my world. I couldn't explain it. Mr. Winger was a bit more explainable I guess. While I can't say I ever dreamed of fucking him exactly, I was forced to admit the avatar in my dreams of the Good-Looking Man was mostly him, mixed with a few whisps of old boyfriends and maybe a ghost of a teenybopper boy band. Laughing at myself, I figured I may as well wish to win a million bucks too. They were such a beautiful, perfect couple, and I am just a bookish babysitter from the neighborhood.
****
The next day I was able to laugh at myself some more. "Look honey, here comes babysitter Tara. Should we fuck her brains out?"
"Sure, Kathy dear, the gawky neighborhood girl is SO much better than being with you! HAHAHA!"
I was going to make the best of it though. Kathy had said dress like it was a date. So what if I took her at her word, and dressed like it was a third date? I did all the extra shaving and primping, and put on the yellow dress I had been saving for graduation over a racy bra and panty set. Kathy and Jerry would never know, and after dinner at whatever jumped up Applebee's clone they were taking me to, I'd be ready for a bit of sexy time. It was really a shame I was between boyfriends...
My phone beeped with the text that Kathy and Jerry were on their way to pick me up. I grabbed my purse and went out to the end of the driveway, looking for the Winger's BMW. I was shocked when a limo pulled up. I knew Kathy had said "nice date", but a limo said something akin to "once-in-a-lifetime" like prom. The driver opened the door for me, and I slid in.
"Tara please come inside." said Kathy. "You look amazing. We will be taking you to a wonderful little restaurant we know. It is kind of different, but very amazing. We'll be taken to a location where ten people will enjoy a scrumptious dinner."
"You two look incredible as well!" I said, taking note of their finely tailored clothes. Kathy was wearing a black slip dress with black high heels, and Jerry was wearing a nice shirt and a jacket with slacks.
"Tonight will be fun. I can't wait for you to experience the restaurant." said Jerry.
The limo drove on for a while. I was glad for a chance to compose myself a bit. I was doing my best to set aside my fantasy from last night because nothing good could come from unpacking that here. It was hard though to sit calmly across from the embodiment of my Good-Looking Man, and every time Kathy spoke, I heard "You are such a naughty girl" echoing. Then there was the mystery of the restaurant. Being the child of restaurateurs, you get a bit jaded about the business because you know too much about the "magic" being done. Going to a place that stays open serving only ten people a night means only one of two things. We were going to a foodcart, or someplace deep in Michelin Star territory. Based on the fact I was sitting in a limo with two of the richer people in town made me doubt a taco truck was our evening's destination. I had never eaten haute cuisine before. When your Mom's home cooking was better than most restaurants, why bother? It was a bit intimidating to be anticipating eating such sophisticated fare.
We finally arrived at the destination. The limo driver helped us out and we walked into the establishment. We were greeted by a man in a tuxedo who was wearing a mask and holding a lit candle. We followed him into the building.
"My name is Paul Johnson and this is my restaurant Discretion. You will drink wonderful champagne and eat sumptuous cuisine. My staff will entertain you in more ways than one. Soft erotic touches, naughty whispers and lots of flirting. You may touch back, but there will be no touching below the belt. Have fun and enjoy."
We were led into a comfortable lounge area. The Wingers were given glasses of champagne and we were invited to enjoy ourselves while the other guests arrived. I was looking all around. There were red lights flickering in the room, giving the room a sensual and romantic feeling. The staff all wore black and white outfits. The women staff members were wearing tight white shirts that were unbuttoned so you could see their black bras. They wore short skirts with fishnet stockings and black heels. They wore cute bow ties around their necks. The men wore white dress shirts that were unbuttoned showing their flat stomachs and rippled abdomens. They too wore a black bow tie around their necks. All the staff dripped sex and looked amazing in their attire.
"So what do you think so far?" asked Jerry.
I felt a little like Cinderella at the ball. The raw beauty and elegance of my surroundings was just so beyond my normal life. "This is really something, Jerry. I've never been to a place like this!"
Jerry chuckled. "The evening is just beginning, my dear. It will just keep getting better."
"You will love it Tara. Just have an opened mind," Mrs. Winger said with a smile.
Kathy and Jerry took me by the hands and they led the way around the room towards an empty sofa.
We sat down on one of the couches and several male entertainers moved in front of us. The entertainers were dressed fairly scantily. The women wore bras and panties with garters and hold up stockings. The men wore black silk boxers. They danced very sensually with a female dancer. They performed mime and other performance art routines. Some of the skits were very sexually themed. It all just so forward. I wasn't an innocent, but the confidence of the dancers, their ease and openness with their sexuality was just so foreign to me as to be otherworldly. Even Jean-Paul and I's most sensual sessions together seemed childlike fumbling in comparison.
As one of the dances came to a close, one of the female waitresses walked over with a gravy boat filled with caviar and put it down on the low table in front of us. The male dancer put the female dancer onto the coffee table and put caviar onto her body. He licked the fish eggs off her stomach and collarbone. It was very sexy to watch. That was a trick I would have to remember, though I doubted caviar would fit in a student's budget. Is nacho cheese sauce sexy? I giggled a bit. As the female dancer shifted off the table onto Jerry's lap, one of the male shined his attention onto Kathy. He whispered something in her ear, and she replied "Certainly!" He then put his hand on her thighs, slowly pushing her dress up, up well past mid-thigh. He took spoonfuls of the caviar, lay a line of the caviar along the top of each of her thighs, and then proceeded to sensuously lick up the caviar. Kathy proceeded to turn her head over to passionately kiss Jerry, whose dancer was slowly grinding away on his leg, nuzzling his ear.
