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Date Night

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Head over heels, where should I go? Can't stop myself, out of control.
Head over heels, no time to think
Looks like the whole world's out of sync...
The Go-Go's.

"Ray, don't fuck her in my bed!"

I hadn't even considered it when I told Nick I would bring Tracy home. But now, heh...

Like most managers, I kept an extra set of clean and pressed work clothes in my trunk, so I didn't need to drive home after leaving Alice's apartment in the morning.

My dates didn't always happen with a clean car, but I had time before work, and Tracy wasn't a trashy sort of girl, so I chugged a pre-work beer while my Buick went through the carwash. Because Alice had worn a lot of perfume on our previous night's drive, I paid the attendant to deodorize the interior. Tracy knew I had a girlfriend and didn't seem to care, but I saw no reason to rub it in her face.

************

As the breakfast rush ended with record sales, I wondered if Tracy remembered our tentative plans. If she didn't say anything by the end of my workday, I intended to ask her out for drinks, but my concern was unwarranted. When Tracy arrived at the restaurant an hour after me, she stood on her tiptoes and whispered in my ear, "Ray, I get off at five. What did you have in mind?"

I felt something poke into my ribs, and I realized Tracy had not worn a bra. I smiled at her rock-hard nipples greeting me through the thin work shirt, and felt a twinge of arousal. No woman could compete with Alice for Greatest Nipples of All Time, but I admired Tracy's enticing effort. She had very small breasts, almost flat-chested, so all the weight of her mammary appeal rested on the pretty pink points.

It worked.

I whispered back, "You look really good today," while lightly brushing her arm with fingernails, my favorite move with girls. They didn't all get turned on, but it never produced complaints, the way a finger in the butt sometimes did.

Freaky Tracy might make an appearance later tonight, and would want that particular bonus treatment. I was not really into anal, but some girls welcomed the extra stimulation of a pinky or a thumb, and the feeling of being naughty. I would also have to remember to pull her hair. That was something I found every woman enjoyed, but I often forget to do it.

Women had different ways they liked their hair pulled, and I already had an idea of what I would do. Tracy's would be perfect for me to run my fingers through the short locks right against her scalp, capture as much as I could in a fist, then lever my hand back and forth to create minor pulses of pain. Alice and a few other women loved it that way, but my previous girlfriend Rachel had preferred for me to grab her entire cascade of dark curls and give them a solid yank, dragging her head back. Her exposed neck was then ripe for kissing or light choking. I guessed Rachel had craved the sense of submission more than the actual stimulation.

Sometimes I wondered if I should avoid doing kinky things, because I felt like if I did it once, girls expected it every time, and would be disappointed when I played straight. In any event, performing those activities often slipped my mind, inadvertently becoming a special treat. I hoped my women appreciated the variety.

**********

After going home to shower and change, I met Tracy at our workplace, then we headed for the El Torito in my city. A two-mile drive from my home, I liked the bar's festive happy hour.

Like a curious kitten, Tracy thoroughly studied the pristine interior of my Riviera, playing with all the vents, controls and compartments. She climbed smoothly over the front bench, flopped onto the rear seat, laid on her back, then bicycled her legs. When I twisted to look, a long blue sun-dress had pooled around her waist to reveal conservative, matching satin panties. Tracy raised her eyebrows when she saw me looking, then tugged the hem over both knees. I chuckled and turned back to the road, but when I looked in the mirror, she had leaned over the top of the back seat into a cavernous area under the boat-tail rear window. Her dress had ridden up to give me a splendid view, though she had certainly done it on purpose. No woman showed that much by accident.

Besides the inherent appeal of being a woman's butt and legs, there was nothing special about the sight. Tracy had short legs and thin thighs, but at least her calves and ankles were shapely. So far, they were the most attractive thing about her body.

However, Alice's second best feature was her stunning pair of legs, so it took a lot to impress me.

None of that mattered. Tracy's looks were more than good enough, and very few men would have kicked her out of bed. She wouldn't pass muster with the Mötley Crüe guys, but Tracy could be my groupie any day.

I found Tracy's teasing more cute than sexy, but still thoroughly enjoyed her performance, grinning when she made a big show of pulling her dress down before sitting in the back seat. I guessed she wanted to make sure I was watching.

A few seconds later, Tracy stood up behind my seat, leaned over me with her hands on my chest, then pressed her face to mine. "Oh, Raaaayyyyy? Did you like what you saw, you creepy, peepy, pervert?"

I could tease too. "Yes, Tracy. I love looking at... my car."

She laughed, gently pinched my nipple, kissed my neck, then gracefully flipped herself over onto the front bench.

The dress came to rest above her knee, and I lewdly ran a fingertip across her thigh. Compliments never hurt, so I said, "Tracy, I love your legs."

In response, Tracy gave me her puppy dog look and held my hand as we pulled into the crowded parking lot. I felt glad I had picked this place, because there was almost no chance of running into Alice or anyone she knew.

*************

Tracy paid for drinks and food at the bar, something no woman had ever done for me. I appreciated it, yet drinking with her had its downside. She was even more desirable with two margaritas in me, but while we slow danced, she became sad, and told me how she broke up with her boyfriend. I listened politely, though inside it irritated me. I didn't step out on Alice to go to Tracy's pity party.

I tried to cheer her up. "Tracy, you're the prettiest woman in this bar."

It was true, largely because the hot secretaries and saleswomen from the surrounding Cold War defense contractors had already left with the guys from the gym next door. That left the mostly unattractive female drafters and designers, waiting for the rest of the men to get drunk enough to hit on them.

Tracy looked around and wept slightly, even as she squeaked out, "Thank you... I guess."

We hadn't done anything that couldn't be framed as coworkers being friends, so if she didn't perk up, I would return Tracy to our restaurant, and be finished with her.

This date is a bad idea...

I said, "Tracy, you're not ready to be with anyone yet, and I don't want to take advantage of you when you're so fragile. I'll drive you back now."

Somehow it came out as, "Hey, Tracy. Let's go to my place!"

************

On the way to the rented two bedroom house, I pulled Tracy to me, then kissed her while at a red light. As I drove on, she intently looked up at me until I urged, "What?"

She said, "That was nicer than I thought it would be. I heard you were... rough."

If I didn't have two drinks in me, I would have asked, "Who told you that?"

I was used to women at work talking about me, but had not been with any at my new store. However, there were a few from my two previous stores who had enjoyed a little pain with their pleasure. My buzzed brain saved that mystery for later, as something more important was at hand.

"Tracy, I can be rough."

She laughed, "I'm sure you can, Ray, but I don't need that tonight. I'll have nice, please!"

An infinity of cuteness, fluttering eyelashes and praying hands accompanied her request.

When I patted the bench seat next to me, Tracy gave me a puzzled expression. "Uhh, Ray? What are you doing?"

I stammered, "Uh... I want for you... uh, if you could..."

Almost every other girl had obediently slid over and snuggled against me when I gestured.

Tracy cracked up. "Ha! I got you, Mister Smooth Ro-me-o!"

She practically sat in my lap and threw me a sassy look. "I knew I could find the real Ray! Oh my God, are you blushing?"

It had been a long time since a woman had embarrassed me so much.  Alice occasionally witnessed my dorky side, but she usually overlooked it. Coping with awkwardness was something all my women needed to learn.

Tracy's taunting annoyed and attracted me, but as I turned onto my street, she persisted. "Ray, does your girlfriend know you get your coworkers drunk, then take advantage of them?"

She wagged a scolding finger at me with one hand, and twirled the other index finger around her face while pouting. It was unbelievably cute, and I started to understand why many of the guys at my store were in love with her, but alarm bells rang inside my head. Nick had it right, Tracy was trouble.

Deciding to end our date, I turned around to drop her off at our workplace.

Somehow we ended up in front of my house...

I steered into the crumbling driveway and scoffed, "Alice? No, I'm breaking up with her."

Technically, I told the truth. I just didn't say when. I had almost reached the point of not bothering to rationalize lying and cheating, but I still had a little conscience left. Hopefully, Tracy would play along.

Not a chance. As I shut off the motor, Tracy nervously scratched her ankle, giving me a good view up her dress, but I couldn't tell if she intended it or not. She idly stroked my bicep. "Alice. Ah-lice. Ahhh-lllliisss. Ray, I heard she's beautiful... and cool. And that she loves you. Why are you with me?"

She must have gotten all that from Brian. My Bro had cock-blocked me, for my own good.

Tracy had heard right.  A long-legged, five-foot-seven brunette, Alice had stunned me the first time I saw her over a year ago. Sultry, greenish-brown eyes and a slim yet curvy figure turned heads wherever I took her. Alice's face and hair closely resembled the gorgeous young actress Demi Moore, with an elegance and subtle sexiness that made her incredibly desirable to me. Looks-wise, Tracy didn't even come close to Alice.

Apparently, Tracy's insecurity would not make our affair as easy as I had expected. I shrugged. "Yeah, Alice is okay. But Tracy, you're..."

Shit, what do I say here?

Tracy was good looking, had a captivating personality, and would have been an excellent woman to spend time with until I found one I liked better. However, I wouldn't have bothered with her if not for our mutual chemistry. I also didn't think I could take her drama for long, but Alice presented the biggest hurdle.

Alice was good for me, and Tracy was going to be a disaster. I could feel it, even if I couldn't say why.

Tracy tapped my arm. "I'm what? Come on, Ray. I'm waiting."

She rolled her hand in a go on gesture and mouthed, "Blah, blah, blah."

I knew Tracy got a kick out of making me uncomfortable, but oddly, it made me like her more. It didn't seem like a deliberate ploy, she was just being herself.

I blurted out, "Tracy, I realized from the moment we met that I was going to be with you. You knew it. too."

Tracy smugly nodded. "Yes, I did. You and me."

She touched her lips then mine with two fingers in a single sweeping motion. The over-styled drama of it was one of my most vivid memories of Tracy.

I closed my eyes and tapped the steering wheel, while trying to absorb all the emotions racing through me, until Tracy snapped her fingers in front of my face. "Uhh, Ray? Are you going to show me your house, or are we going to sit in the car all night?"

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