Those of you who also have experience waitressing will know how often you get asked out and sometimes even propositioned. I probably seemed available to this as well as I always flirted and made sure I had at least some cleavage popping so I would earn some extra tips. I worked off and on as a waitress during college to earn some extra cash and well… Sometimes I mixed business with pleasure :) I did this three times, here’s the story of my first experience:
I was 19, just gotten out of a break up and was working a lot of shifts to be able to pay to go on holiday with my friends. I was waitressing that night and it was just me and the bartender working. Most of the people had already cleared out and the night really was slowing down. The bartender had two of his mates sitting at the bar so he was mostly just chatting around as well.
A group of people had just left, but one of them stayed and as I was clearing off his table, he asked me to bring him a drink and if I could join him for a minute. It was quiet, so I figured “why the hell not, might make a good tip out of this”. We chatted, flirted, … he was tipsy but quite charming. I told him how I had been saving up money for my trip and suddenly he said he could help with that. He put a 50 on the table and said this would be on top of my tip if I gave him a blowjob.
If you’d have asked me before, I thought an offer like this would have made me angry or humiliated or I don’t know, but I was completely rational and I figured “sure, this seems like a fun idea”. He was a cute guy, might as well have slept with him anyway really, so the extra money wouldn’t hurt. We worked out logistics and I told him to meet me in the men’s room. I remember being SO nervous but also like… super excited? :p
He went to the restroom and I joined him there shortly after. Bartender didn’t notice a thing and if he did I doubt he’d have really cared tbh. My well… ‘John’ was spending his time waiting for me by washing his hands at the sink. We quickly snuck into a stall and I squated in front of him. I unbuckled him, dropped his pants and he had already been sporting a semi which quickly went all the way hard. I didn’t hesitate and just started blowing him.
It took longer than I had expected (probably due to the alcohol) and I was afraid my coworker would wonder where I was, so I started to really, really put in the work. I started licking, jerking, gagging, spitting, sucking, the lot. Luckily no one came into the restroom because he wasn’t holding back his moans, I was so afraid someone would find out.
Then he put his hands on the back of my head and started thrusting slightly. I felt his cock starting to twitch and started to taste his cum. I remained still until he pulled out at which point I swallowed the lot. He had a big smile on his face and I remember him having to take a seat at the toilet seat as he felt a bit dizzy in his head. He handed me my money as well as an extra 20 as a tip.
I went into the ladies room to clean myself up a bit and heard him leaving the bar. When I came out of the restrooms the bartender was still chatting to his mates, so I doubt he has any idea.
I hadn’t expected it but I felt fucking awesome at this point!
TLDR: got offered 50 bucks by a customer to suck his cock. I accepted and swallowed his load in the men’s room. Loved every second of it.
Source: reddit.com/r/gonewildstories/comments/ytql7d/the_first_time_i_19f_then_accepted_money_for
Your first post said you were 41…. then another 26.
very hot