As many of us did, back in college, I worked my way through school in the restaurant business. After having experience as a sandwich maker in a fast food joint during high school, I worked as a waiter for a while in college at a sit-down restaurant (nice but not tablecloth-nice) and then felt a sense of maturity in my second junior year when I “moved up" to bartender.
Speaking of maturity... there was one assistant manager, Terri, who got transferred from another store to ours, with whom I had an encounter of the mature sort. She was much older, as far as I was concerned, about 30, but “still” kind of hot, all us guys would say, rather petite with cute bobbed dark hair and slim face with kind of a pointy nose and chin. She typically wore fitted plain black pants and oversized tucked-in shirts, accentuating her nice ass but leaving us wondering what she was working with up top. She was kind of wild, outgoing and energetic, and talked a little too frequently and inappropriately about her short too-soon marriage and recent divorce, not having a degree but working hard and not needing a man to take care of her but insinuating a certain measure of promiscuity. The girls – waitresses, bartendresses, and hostesses, probably even kitchen staff – didn't like her much, but we guys thought she was great.
Now that I think about it, the guys probably loved her for the same reasons I did. The bar stayed open later than the restaurant kitchen, and Terri closed at least a couple nights a week, leaving her with only a bartender or two to close down and lock up. On more than one occasion, she'd do shots with us after all the customers were gone, and crank up the music while we finished cleaning up and she finished her reports. More than once, it was only she and one bartender, and more than once that one was me.
After doing shots one night and Elizabeth, the other bartender, having left when her boyfriend came to get her, I was left alone with the spunky assistant manager, music blaring and more than 4 ounces of alcohol working its way into each of our bloodstreams. Tonight's talk had been especially inappropriate, Elizabeth shaking her head half in disgust but half entertained, at some of Terri's comments about sexual acts that seemed to be embellished somewhat.
When she finished her office work, Terri came out to the bar, having shed her oversized shirt, giving me my first look at her slim figure in the form-fitting tank that she had on underneath. Her tits were full, though not what you'd call big, and weren't staying put, as her bra was evidently engineered to hold them up rather than in place. She noticed that I noticed, giving me a smirk as she set her purse and shirt down on one of the bar tables. She wiped down the baseboards with me, tits obscured, but I wasn't complaining because what obscured them was her ass, snug shiny pants stretched around it. As if she hadn't been away in the back for the last 5 minutes, she continued her teasing racy talk from earlier, and the subject of younger guys slipped from her lips.
“Well, hey, younger guys around here wouldn't turn you down,” I told her.
“Oh, yeah, like who?”
“Well, like...” I didn't want to name anyone because I didn't want to stir up any tension or rumors or anything. I was buzzed, but not too drunk to not have a filter. “I don't know, it's just that... horny guys, you know.”
We were done cleaning, and she threw our towels in the hamper.
“No, I don't know,” she lied, lied, lied. “How do you know? Someone's told you?” She feigned innocence, and not well.
“Hey, all guys our age are horny, okay, And you have to know, you're … I mean, guys would...”
“What guys?” I couldn't say any more words. “If no one told you, then, would it be you?”
“Well, hey, if you must know, then, yeah, I know because hey, I'm a guy... and...”
“Yeah, I noticed.” She crossed her arms and leaned against the bar.
“You noticed me?”
“Well, yeah, dumb-ass, we fucking work together!”
“Well, yeah, but, notice meaning...”
“Like the way you noticed me when I came out here... with these?” She cupped her breasts and let them fall. I think my jaw fell with them.
I got a little bolder. “And I won't lie, when you were down on your hands and knees a few minutes ago.”
“You said 'wouldn't turn me down'.” She smiled. “If I offered something, you mean?”
“Well, I guess.”
“Offered what?”
I stared blankly. She was trying to make me say something I didn't think I should say.
“If I offered myself? You wouldn't turn me down?”
“Honestly, probably not.” There, I said it.
“If I offered to have sex with you? Right here, right now?” It was at this point that my cock straightened and shifted in my pants, notifying me that it had been attentive ever since she'd been down on the floor with her tits hanging and her ass out.
Okay, that was a little comical, and I couldn't imagine she was serious, so I figured this was my chance. I could play along, and if it was just a tease, we'd have a laugh, but on the off chance she was for real, I thought there was actually the prospect of me getting some. I had a girlfriend, but it wasn't that serious, and I'm sure Terri wouldn't tell anyone, since I'm sure her manager training beat HR rules into her head about employee relationships and termination and prosecution and such.
“Ha, honestly, I'd do you right here on this barstool if you threw yourself at me...” then I paused dramatically, “...but, shit, I forgot to bring my condoms to work today, so, maybe another time.” As soon as I said it, I hoped that she would suggest that we go to her place or my place and that a regular chair or couch would do.
“Well, shit,” she said, grabbing her purse.
I thought she was leaving, or playing like she was leaving just to tease me. I didn't want to let our conversation die there, so now that I was thinking that we might actually be serious, I tried to think of a way to smoothly suggest we go home together. Smooth is a relative term, of course, for a 21 year old horny buzzed college kid, so the sounds I made didn't form into actual words.
“I guess we'll have to use mine,” Terri said as she held up a pack of condoms, the two square packets separated by a perforated line.
“Whoa,” I blurted out.
“But you're going to owe me. After this, I'll be down to my last one.” She separated the packets and dropped one back in her purse. I knew she wasn't playing around, because she tore the other one open.
I figured I'd stop being the innocent young guy who gets pushed around by the dominant female, so I determined that this was really going to happen and stepped right up against her. Our first kiss wasn't sensual or anything – it was downright bawdy. Attacking her mouth with mine, I turned around with her and pushed her against a barstool, and she threw her arms around me as I got my first handful of that sweet ass and lifted her onto the seat. My hand traveled up her torso, like and guy's would, and cupped a breast while we made out. Tongues wrestling lewdly, I pulled myself into her, intentionally so that she could feel my boner. The stool was just the right height. My dick standing tall inside my pants now, I rubbed the length right into her crotch. She smiled through our kiss.
I backed off a bit and took in the sight of her, hair a little messed, shirt bunched up enough to reveal a little midriff, and eyes wide with lust. While my fingers started lightly at the center of her breasts, increasing their pressure, she undid my belt and unbuttoned and unzipped my pants, an act so smooth it was no doubt second nature to a woman of her age and experience and sex drive. I didn't care that I was just the most recent of a long list of guys who have had Terri's expert hands free their raging cocks. Mine stood erect as my pants hit the floor, knowing that even though her hands were caressing it, her waiting condom was assurance that this wasn't just going to be a wank.