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Cocktail Waitress From Hell!

Cocktail Waitress From Hell!

When I was barely 21, I went to a bar with my mom for a few drinks. I need to qualify who I was at this stage of my life. I was young, hot and overly confident. I used to tell guys, "If you keep staring at me like that, I'm gonna have to charge you"! I was super cocky and used my feminine assets to my advantage, to get what I wanted!

So this bar was basically a neighborhood place, sports themed. On Thursday , Friday and Saturday nights they'd have live music on a small stage in a corner. It was your typical working class watering hole where a predominately male clientele would come in, play pool, while they drank to excess and pretended they were cooler, tougher and made sure any ladies around knew that if they would only give 'em a shot, they would not be disappointed, if you are catching my drift.

The owner was a friend of my Mom's and we were in there on a Thursday night. I had tipped back quite a few and began chatting with the woman who was serving us our drinks. She was the only waitress in a crowded bar and she was definitely getting run ragged. she confided in me that she was on the brink of just saying, "Screw this"! and just walking out the door!

I told her she was doing a great job, all things considered and asked why there was not another waitress? The amount of customers there would easily allow for another waitress without ruining the others opportunity to make a decent amount of cash! At some point she looked at me and asked, "Hey, do you want a job?" "You could work Thursday thru Saturday when we have live music! A cute young thing like you could make a killing serving these idiots!" "You also look like you could handle yourself, these guys think they're what every single attractive woman is just chomping at the bit to get with, especially once they have a snoot full"!

Long story short, after getting the okay from the owner, I started working that night and worked every weekend going forward for the next few years. I was pretty damned good too! I probably averaged about $250 a night in tips. As time went on, I had a few side hustles that made me even more cash. I worked three nights a week from 6 pm to close and made about $1,000 a week on average once I settled in.

Being young, attractive and overly confident, it seemed like every guy who came thru tried to make a run at me. Alot of them tried over and over for the entire time I worked there. Some required a restraining order to make them stop stalking me! I still get the creeps when I think back to some of the weirdos who I had to contend with. The entire time I worked there I made it a rule that I never got with any customer that I waitressed to...not a single one. I had plenty of boyfriends during that time period, just nobody who worked there or was a customer. i cannot tell you how big of an effort this actually was. There were some guys I was attracted to and it would of been so much easier to take a shot with them, at least to have had one date with anyway.

All of that being said...I used all of my weapons to get every dollar I could from every swinging dick who came in. I was downright despicable at times! I left some of them with blue balls and tongues dragging on the floor! That and an empty wallet! I used my position to move a bit of the nose candy while I worked, this was very profitable while it lasted. Another little trick was to cash in on all of the drinks these guys bought for me. I shit you not, on a normal shift, I would get between 20 and 50 drinks bought for me. I would take the order to the bar, get their drinks, pocket the cash for my drink, and still get a nice tip to boot! This made me between $100 to $200 a shift when I was at my peak! I would just tell 'em I took a shot at the bar when I was getting their order, this always seemed to satisfy any probing in regards to any drinks sent my way.

I would wear a black oversized t-shirt from the bar as a uniform. I would wear it as a kind of dress with these thigh high leather boots I had back then. Or I wore a smaller shirt, cut to expose my belly with short skirts with stockings and shoes with a heel. Sometimes pumps or other times just a high platform type shoe. Either way, they made my legs hot as shit. Most of the time, I went pantyless with the short skirt and would give just enough of a peek to make them wonder...did I or didnt I! I was never sleazy, offering clear beaver shots or that kind of thing. well, I did do that a handful of times, but it was for a different type of game, not me trying to get 'em to tip me better. Some of these guys were relentless in their attempts to get me to hook up with them. So on a few occasions I not only denied them, I also let them see exactly what it was they were being denied. then there was a few times I just wanted someone to get a look. Just me flexing my feminine muscle as it were!

So basically, depending on my mood, I would dress either very normal. Similar to our clientele. On nights that I was feeling like making my customers go crazy, I would go the short skirt route Sometimes with stockings and other times just my bare legs. If I was really in a mood where I wanted to see how far I could push things, I would remove my panties during my shift and just go about my job like usual, knowing full well that depending on my movements, some guys got a real good look at all I had to offer! My tips were always much better on the nights I(felt like being an incorrigible tease!. There were times when I had to have a male employee, like the bartender step in because the guys thought since I was offering a sample for them to chew on, that they were entitled to do whatever they might want. A few close calls but nothing ever too crazy. I never was assaulted or anything. Though I did get a stalker every now and again. They always realized that there was nothing coming their way and would throw in the towel when that finally got thru to them.

I was young and dumb, what can I say! I did have some fun though and look back at those times with mostly good memories. As I matured and gained experience, I realized just how good a nice hard cock could be and still to this very day can work myself into a frenzy where I can get plain cock crazy! I sometimes wonder what I might have done back then if I acted the same as I do now? I think there would have been memories that along with being good, contained the kinds of details that get me in trouble now.

Thank you for letting me share! Here's to keeping em wet and rock hard!!!
My next little tale I am gonna share will be quite a bit more explicit! I hope you will read it when it's complete! I think you'll like it!
Published by spicygem
7 months ago
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I imagine that every guys cock in the room was stiff and wanting to fuck you. That must of made you feel quite powerful knowing that you made every guy leave with pre-cum stained jocks over you. lol
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Looking forward to seeing where this goes
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SeaStories1983
You know, I relate to this less because of your sexy hi-jinks than remembering having a crush on a barmaid in San Jose. She went out with me once, but allowed as how she really couldn't date me because I was a regular. It was a very popular music bar, and I would always be there for the music. She was sweet, but it was hard to accept not being able to go further with her. At least we still danced sometimes if the band was good. . .
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