Kate works at the bar across the street from my office. My window literally looks down on the bar, and I often see her coming and going as each day goes by. She's cuter than a button - tall, slender, with brown hair and soft brown eyes - and though she's in her mid-thirties, she parties like she's twenty.
She always gives me a huge, bright smile when I walk in the bar. She does this for all the locals, but I can't help but feel like there is a little more there, especially when she drops my beer off and winks at me, before I even order. So yeah, I'll admit I've jerked off at my desk once or twice, watching her outside the bar on the phone, fighting with her shitty boyfriends.
I'm not in love by any means. Kate's life is a mess. But she's so hot, so bubbly, and so friendly that I can't help but think about fucking her every time I see her. I'm sure most of the other guys in the bar (and a few women) feel the same way, but I don't care. I just want to cum inside of her. I know I can make it happen; I just have to time it perfectly.
One evening, I was working late and I saw her down on the street in front of the bar, pacing back and forth on her phone with a cigarette in between her fingers. I could tell she was royally pissed off because the bar was full, but she was ignoring her patrons. She clearly didn't give a fuck. I figured she was also a bit drunk because I watched her mouth yell the words, "You sleazy asshole!" or something like that. All I could think about was her mouth.
I tried to get her attention from my window but she didn't see me, so I walked the three flights down the stairs to the building entrance and out onto the street.
"Kate!" I yelled across the street. She shoved her phone in her pocket and glared over at me. I waved at her to cross the street but she looked back hesitantly at her full bar, before shrugging her shoulders as if to say, 'fuck it' and crossing the street toward me. Adrenaline started to course through my veins. I took a deep breath to calm myself, but felt my dick start to get hard. We've never fucked, or spoken directly about it, but she always holds eye contact with me a little longer than normal, gives me hugs, asks me why I'm single, and just seems a little bit friendlier than your average bartender. I'm single because I love to have sex, and relationships usually get in the way of that. I've more or less relayed that message to Kate, and she never seemed particularly judgmental of it, which I appreciate.
"Come upstairs and have a shot of whiskey with me - you look like you could use it," I said.
"Fuck, do I really look that bad?" she said with a smile.
"You look gorgeous as always, Kate. But I could hear you fighting with someone from my office, so let's have a drink and then you can get back to work."
She stamped out her cigarette and threw it in the trash as I turned to walk inside the building. To my delight, she followed me. I called the elevator, which was on the first floor, a saving grace because I knew I wouldn't have much time. She needed to get back to work and I was about to bust a nut in my pants, just based on the idea of having her alone in my office.
We didn't say anything to each other as the elevator carried us to my floor. She was still fuming about the fight with whoever. As I opened the door to my office, I realized she had never been up there—and had no idea I could watch her work all day every day.
"Holy shit," she said as she walked in. "You can literally see right into the bar, can't you."
"It makes for a good distraction," I said, as I poured us each a generous shot of whiskey from the bar.
"I don't know how the fuck you ever get any work done," she said, as she stood at the window with her back to the rest of the office. She took the glass of whiskey from my hand and slugged it down in one gulp. I sat down on the desk right behind her, sipping my drink, also looking down onto the bar scene below.
"Kate," I said, looking up at her back. She turned around swiftly and looked me directly in the eyes. I knew I didn't need to say anything; the deal was already sealed. She took two steps toward me. I reached up and cupped her cheeks, brought her in and kissed her deeply. She tasted like whiskey and cigarettes, and her tongue flicked mine in a way that made me pre-cum just a bit. Her hands moved down my chest and to my dick, which was popping out of my pants by this point. I guess she liked what she felt because kissed me harder as she unzipped my pants, pulled my dick out, and started stroking it with long, soft pulls.
I'd wanted to feel her body for so long. I took my hands off her face and ran them down her shoulders, her hips, and around to her cute little ass and gave it a hard squeeze, before bringing my hands in front of her and down the inside of her legs. She was wearing short, cutoff jeans, so I slid my hands up her shorts in between her thighs, wanting to feel if her pussy was wet or not.
