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I met Tim on a dating website I’d been using for a few months. We exchanged messages on the site, then emails, then a few flirtatious phone calls accented by text messages in the interim. Tim seemed nice, sincere, excited and definitely someone with whom I’d meet up for a dinner date. I’ve always thought a mid-week date gives me a good glimpse of what a man is really like. Can they still be into you during the week or are they only date-minded or sexually charged on the weekend? Tim agreed to the Wednesday evening date. A good sign. Since there’s a branch of my gym near where I told him we should have dinner, I popped in, shucked out of my business girl suit, and grabbed a quick shower. Then I changed into a nice summery print dress, switched work heels to cute little 3 inch pumps, not the serious knock me down and fuck me pumps, but sexy. I fiddled with my hair a little, put a few things in my evening handbag, and drove over to the restaurant.

The restaurant I chose for our date had an outdoor wine garden which featured pergolas with cascading grapevines, not fake plastic grapevines, the real thing. I had asked Tim to request a reservation in the wine garden for us. Yes, I’m a romantic and I had the feeling Tim might be as well. Fate was kind, I got an excellent parking spot, always a good omen, and I walked up precisely at the time I said I would meet him. The restaurant has benches outside and Tim was there, wearing slacks, an oxford shirt, and a big smile. He stood up to greet me, and I liked what I saw in person. He was moderately good-looking, not a knock-out, but something I could tell in person and not so much from his dating profile photos was that he was a classy guy, for one thing, he was wearing a Rolex. Since this was a ‘first date, chemistry check’ kind of thing, I sat down on the bench and we started chatting. I definitely felt no regrets about setting up this date, unlike a few others I’d been on. I guess I gave him some non-verbal “go” cue. He then motioned that we should go in and get our table. I liked how he didn’t seem to be forcing the conversation or deliberately moving along the date. It seemed effortless and natural for him. Different guys respond to different things, and I spent the next half hour sipping my Chardonnay and trying to take my measure of the man. I told him about my career and what my concerns and ambitions were, and he came off as very supportive. We had a very rambling and wide-ranging conversation, e.g., we had a few favorite books in common, while we nibbled on tapas.

We ordered dinner, discussing various selections before making ours. The outdoor ambience was lush and added to the overall romantic aura. While we were waiting for our meal to be served, he talked a little about his ex-wife. This is always a giveaway on a date. If a date speaks evil about his ex, it’s a dealbreaker for me. I just don’t like men who can’t respect the women who either are or were in their lives. He didn’t say anything negative, just that she was from Manhattan and missed the city. She moved with him when his work took him here to Atlanta. She missed her friends and family and it had stifled her career as a journalist for a specific publication to be away from New York City, so it seemed as though their divorce was amicable. I haven’t been married. A few serious relationships, and I could speak evil of my ex boyfriends, but I save that for my friends!

My next mini-mission on the date was to figure out what he liked about me. His body language definitely was saying he was into me, and I was flattered when I eventually determined it was my mind he liked. A really nice conversationalist, he actually listened to me, instead of just waiting until I shut up so he could get on with his part. After dinner I asked him if he wanted to continue our date elsewhere. I had a small lounge in mind where we could have a drink or two and continue getting to know each other. I told him about the lounge. I wasn’t sure if he knew of it, he said he didn’t. He’d only been on the site for a month after taking some time to decompress after his divorce and work on his golf game. He decided to try internet dating since he wasn’t into meeting women in bars or at his work for a major corporation. He told me while we were in the cab heading to the lounge that he’d been on two dates from the dating site so far, but the women had too much baggage, meaning they had blathered on about issues with their exes ad nauseum. I smiled, since this was one of my pet peeves, too.

At the lounge, we ordered lemon vodka martinis and talked about places we’d traveled and other topics that kept us occupied till I noticed it was 11:00pm on Tim’s Rolex. “Wow, the time flew by tonite…” Tim confirmed with a quick flick of his wrist about how late it was and responded, “I don’t know what to say except…Ditto! I’ve enjoyed our evening very much. You’re wonderful. Truly.” Then before I knew it, as if some ventriloquist had control of my jaw, I came back with, “Our evening doesn’t have to be over just yet, does it?”

Now this is where a guy could have uttered the cliche, “Your place or mine”? Instead, Tim suggested we go to his company’s corporate condo downtown which wasn’t too far by cab. “There’s no one in town this week staying at the condo and the view over the city is spectacular.” We played it cool in the cab. But then in the elevator, we began kissing. The elevator had mirrors and it was awesome to leave my eyes somewhat open so I could see us kissing from all angles in the mirrors. He opened the door to the condo and straight ahead was a wall of windows with an amazing city view. We fell onto the first sofa with our lips all over each other.

I then stood up and unzipped the back of my dress letting it fall from my shoulders, revealing a strapless bra and panties. I knelt down to unzip him and take his cock out. “Ooo.. Is all this for me?” I complimented him on his decent size and thickness. Yes, a girl could work with this. So I begin my warm-up blowjob and my tongue tricks underneath
the head of his cock while he wrapped his hands in my hair and moaned, “Sooo good.”

Well, after he was fully hard, I just had to have some of that, so I gloved him up and climbed on top. My knees were on either side of his thighs, he’d kicked his pants off and I’d unbuttoned his shirt and flung off my bra and panties. I lowered myself on his cock and it felt so fucking good to be filled up with a big thick cock. I owned him in that moment. So I started to fuck him, told him he had a great cock. And did he get turned on, so I cranked up the dirty talk even more, slowed down to show him my cunt kisses. And went back to fucking him. I found an angle that was working for me and damn! I got off good before he did. Actually, I think he was waiting for me to get off before he did. Then he pulled me down on top of him and hooked his arms around my shoulders, he came and came hard, lifting me off the sofa with the thrusting.

Well, I slipped off, skinned the condom off of him and went to the bath to get a washcloth for him. He finished disrobing, shaking his head a little and trying to get control of himself. I curled up on the sofa next to him, washed him with the washcloth, and cuddled in close, talking about what a great fuck he was and how hard I got off. He told me that I was better in bed than anyone he could remember. I wonder if that included his wife. Wicked!

Then I pointed out that we hadn’t actually been to bed yet. So he took that as a cue and led me into one of the bedrooms. Tim decided he needed to taste my pussy, and I wasn’t going to tell him no, so I set a few pillows behind me, and invited him in. He got me off amazingly good and I smiled and relaxed, and kissed him, with an “I taste pretty good don’t I?” so he wouldn’t feel shy about kissing me with a mouth wet with my juices.

I grabbed his cock which was flying at half staff. I started a nasty sloppy wet blowjob, with lots of attention to his balls, tongue making his cock glistening, and since I know most guys love porn star noises, I made some gagging sounds as I tried to get him as far down my throat as possible. Then I teased him with pauses like, “I love.” lick lick lick “to suck cock.” And then finally, “Cum in my mouth I want to swallow it all.” I felt him swell up and start to spurt, and got every last drop all the way down my throat. He came louder this time.

Well, two pops in an hour and a half is a lot for any man, so I figured he was done for the night. I went to the bathroom to clean up and found him in bed sitting up with the light on. I slipped in beside him, kissed him tenderly, and said, “Cuddle a little while?” And he snuggled close and held me and dozed off. Started to snore, but not too loud, even. Awwww. How like a man to roll over and go to sleep after getting fucked and sucked. I wasn’t sure what I was supposed to do, so I just lay there and held him for a while. The room smelled of sex, and he felt good next to me, and I was a very happy girl that evening. Then he stirred and I realized I’d dozed off too. He sat up and gave me this big “I’m so crazy about you” hug. And he was all sweet and gentle and everything, stroking my hair and my neck, which I love. Telling me I was beautiful. I hate hearing that, but I know it’s sweet! And I sat up and looked at him with city lights flickering through the window, no moon that I could see, and told him “Ditto.”