I dialed the City Paper voice mail box number, 55-MATCH, punched in my code and listened to the replies. "You have one new message: A sweet-voiced girl with a Texas drawl said, "Hi, this is Jenna, I'm twenty one, moved here recently from Texas and I liked your ad. A little about me, I'm 5'5", pretty, with medium length blonde hair and a slim build. Just like you, I like going to concerts and cooking and I love to dance and go clubbing. And in response to your interests, yes, I love wearing high heels, stockings and miniskirts. I hope to hear back from you. My number is 202-555-2470.". I listened to the message again and wrote down the number. She certainly had a sexy, Texas-style drawl in her voice that made it easy to listen to her message again. I called her the next day and we had a good conversation and we agreed to meet that Friday for a casual drink/date at an outdoor cafe downtown after she got off work.
She wasn't hard to spot, an attractive, slim blonde, looking just like her description and wearing sexy-styled business attire, a fitted, navy blue women's suit, both a well-tailored jacket and matching, slim skirt that ended a few inches above the knee and paired with nude stockings. The look matched her occupation, she had told me during our phone conversation that she was the store manager ar a copy and fax store in the downtown district, not too far from my office. Best of all, was her choice of footwear, simple, black leather pumps with pencil-thin, 5" stiletto heels.
The tailored business suit accented the slim, tight body she said she had on the phone. We hit it off immediately as she sat across from me twirling the stir in her double-strength vodka-tonic on the outdoor patio. The bar was a locals place and served mix-your-own style mixed drinks. Essentially they brought out a highball glass full of ice and liquor and a separate mini-bottle of mixer. No regulars drank beer or wine in this place, the cheap, strong drinks were the main attraction, along with the patio for people-watching in this busy neighborhood. True regulars sat at the inside bar, but I preferred the people-watching perch of the outdoor patio.
My bourbon and coke was served as a tumbler glass nearly full with ice cubes and syrup-colored brown bourbon with a stir straw in it. The mixer was served in an 8 ounce "mini" bottle, in my case, a red-labeled Coke. To my mix of pleasure and admonishment, telling Jenna to order a mixed drink wasn't necessary, she turned out to be a devoted vodka and tonic fan. Our drinks arrived and after opening our mini-bottles and pouring an ounce of mixer into the nearly-full glass, our drinks were rim-full and throat-burning strong. Sipping the drink while leaving it on the table was necessary to keep from spilling the alcohol, ice and splash of mixer cocktail. As we sipped our drinks, we hit it off immediately with small talk about our similar stories of transplanting ourselves to Washington, DC and our "two drink" casual meeting turned into a longer date that included appetizers from the kitchen to control the quick buzz we both caught from drinking our stiff drinks on an empty stomach. As the late summer sky turned to a deep blue twilight, I mentioned that I had VIP tickets for a club opening later that night, and asked her if she'd like to extend the date with me by going to the dance club's VIP opening. She was clearly eager and excited to go, and mentioned that she had read about the new club's debut in the weekly City Paper, but she told me she wasn't dressed for clubbing and wanted to go home and change before going back out.
We finished our drinks as the night took over the sky and took a cab to her house so she could change. Her place was outside the city, a twenty minute ride uptown and I waited down in her living room while she went up to her bedroom and changed. When she came down the stairs five minutes later, she was now wearing club attire. She had replaced her sexy business suit with a tiny, white, rouched minidress that clung and stretched over her firm tits, slim hips and narrow waist. The dress did nothing to hide her body and drew attention to her trim, sexy ass and long, lean frame. The dress was sleeveless and super short, stopping just a few inches past her ass and showing nearly every bit of her long, slim legs now encased in shimmery, silver-toned stockings and a pair of silver 5" pumps, identical to the ones she was previously wearing other than the color. With the taxi idling outside on the fixed hourly rate of the zone cab system, she had made her outfit change very quick and within 5 minutes of arrival, we were back in the cab, headed again downtown.
Damn, she looked smoking hot, that dress was a tiny thing and the rouching and spandex in the dress caused the hem to pull upwards as she moved. The dress clung to every inch of her body and she went from sexy business girl to club hottie in her five minute outfit change. The night just went from good to great in the last 30 seconds as i took her hand and opened the car door to the idling cab that waited for us for his round-trip, $60 fare.
When she sat down and scooted along the back seat, her minidress that barely covered her ass and made her legs look fantastic went up her thighs a bit more. As she crossed her legs, her dress crept up higher still and now barely covered her sex and showed off every bit of her stocking-covered legs and shiny, glittering pumps. I thought that Jenna had to be wearing pantyhose because otherwise her stocking tops would be visible with her dress this high up on her slim, firm, young thighs. A bit buzzed and feeling comfortable with me, she snuggled up against me for the 15 minute cab ride back downtown to the club and I felt my cock stiffen as she put her hand on my thigh and gently ran it up and down my leg. Her hand went from my kneecap up to mid-thigh, stopping each time just an inch or so from my now-prominent erection lurking under my slacks. Her long nails glided up, then down my leg, occasionally giving my thigh a squeeze as we rode along the pot-holes and bumps along Georgia Avenue. From her thigh caress and my hand around her narrow waist to pull her against me as we sat in the back seat, I felt an alcohol-enhanced mutual attraction. Three hours into our date and I was snuggling against a hot, young blonde wearing a barely legal white mini dress and silver fuck-me pumps and we were heading to a VIP event at a nightclub. Things were looking very good for a personal ad blind date.
We got out of the cab and I forked over $60, figuring it was my date and I should cover the cost of her attending the club opening. We got into the club using my VIP invite quickly, bypassing the line of guests without special invitations and quickly found a bar. We ordered more drinks to regain our good buzz as the music pulsed loudly and shook the air around us. It was busy, but Jenna didn't have trouble getting the bartender's attention in her skintight, white dress paired with her blonde hair and big, dangling earrings and ordering us two drinks that were part of the complimentary invitation. I made sure to tip the guy $10 so he could remember me later. We took the fresh drinks out onto the dance floor and danced and ground against each other until she had worked up a healthy glow and I was sweating hard. I took every opportunity to press up against her as we danced and she did the same, making sure I felt her tight ass rubbing against my fully-hard cock as she backed up against me and wiggled her cute, tight, barely covered ass into my slacks. She didn't seem to be surprised at my erection rubbing along her ass as we danced and so I didn't try and hide it from her.
We left the main dance floor and explored the club, going into the basement "House/Trance" room and upstairs to the "Disco" palace. A few hours and three drinks later we were very buzzed and sitting on two plush chairs near the wall when she reached up my leg with her manicured nails and gave my semi-hard cock a squeeze as she leaned in and said, "isn't it about time to go back to your place?". While I knew the date was going well, I wasn't really expecting to take her home tonight. She lived in the exact opposite direction I did and it was our very first meeting, but I wasn't opposed to the idea, just surprised.
I didn't need any further hints about what Jenna had on her mind, but we had missed the last Metro train back to my house, so we hailed a cab outside the club and kissed and made out as the cabbie drove us 10 miles to the house I shared with two girl roommates. It was Friday night so one of my roommates would be at her boyfriend's place and the other was usually asleep by 2AM no matter what night it was. As Jenna and I entered the townhouse after paying the taxi driver, we tried to be quiet. Jenna went quietly upstairs to use the single bathroom in my place and came back down without her stockings on and carrying her stilettos in one hand.
"I didn't want to wake anyone." she said as I looked at her carrying her shoes down the stairs and came to the couch and sat in my lap. She had slipped off her nylons while in the bathroom and her bare, smooth legs felt amazing as I ran my hands up and down them. She started kissing me again as my hands explored her minidress-covered body and her lean legs After a few minutes of mutual groping, she asked, "Where is YOUR room?" and I got her off my lap, stood up and led her through the kitchen and down the stairs to my basement level bedroom. Once we got downstairs I said, "I want your heels on." and she gave me a knowing smirk and dropped them onto the floor and wiggled her feet back into them. She instantly grew nearly five inches and stood there posing and showing off her legs as I moved to her and kissed her lips hard again. The heels made her nearly my height as I slid my tongue into her mouth and moved her closer to my bed. When we got to my bed, she sat down and her hands went quickly to my zipper, tugging on it and unbuttoning my pants, pulling the zipper and my pants down as she worked my belt off and then pulled at my suit pants. She knew what she wanted and was ready to go after it.
"It's big!" she said approvingly as she used her hand to stroke my cock through my underwear. "I knew you were big when I saw the bulge..." She pulled the tip from my boxers, stared at my cock and announced, "It's nicer than I imagined." she said with a smile as she pulled the rest of my erect cock from my underwear and exposed it in the barely lit basement bedroom.
"You like me in high heels... And I like a man with a nice cock." she said as she licked up the underside of my stiff dick with the tip of her tongue. I reached down into her dress and felt her hard nipples.
