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This was week 2 or 3 of being an 18 male naked waiter. I surprisingly had a call back after my first party that I waited on. Apparently I had been different but surprisingly enjoyable, and that was enough for me to get a second and third job. I feel the clear shortage of naked waiters in my local area help.
This job was a leavers party for a couple of people who were leaving a retail store after many years. It seemed like a close knit bunch, everyone seemed to know each other and were friends first, colleagues second. There were a significant range of ages, from 18 to 65-70 ish. One of the leaves was closer to 65-70 and the other was around 40. I was just bringing out drinks. They had already been for food, so I had a nice easy job or so I thought. I was dressed in a thong and a bowtie expecting to busy make and deliver drinks. This job was the first time I learned just what the expectations could be and how I wasn't able.to let anyone down no matter their age or looks.
The older lady was leaving to go travelling with her husband. She was a little playful, and decided to be rather handsy. She suggested I shouldn't ever bother with a thong again and I decided to take her advice. The thong never really covered anything anyway. Everything always bulged out. With everything on show, a smattering of her colleagues, touched and flirted. It was all very new to me still and an interesting experience. I wasn't sure how to react so I decided to touch and flirt a lot back but nothing more than that. Not until we get to the 40 year old.
The 40 year old leaver was sat on a table with the manager and assistant manager of this retail outlet. I was delivering drinks and well the manager and the assistant manager were being extremely playful. They were egging on the leaver to be playful too. She gave me a little touch and the manager said to me, "She wants to play but she is a little shy." I decided this was.the time to do a little dance for her. I don't believe it was remotely sexy but it did mean she loosened up and started being a little more hands on.
There was music playing and I got her up and we danced a little. The manager seemed to love this and said "Why not have as much fun as you can before you go back home to your husband?". It turned out she was an Italian lady and away from her husband for a couple of years bar trips back in holidays so that she could study for a masters at a specific university. She was working at this store part time to help fund her masters. She said to me "You are young enough to be my son." I was 18 at the time so she was right. I led her away and she followed so clearly she didn't seem to care. Only the manager and the assistant manager really knew though. Everyone else was too busy getting drunk.
The event was in a small hall in a community centre. There was an entrance way, a small kitchen and then a small hall one one side with some double doors and on the other side opposite, an even smaller room which is where I got changed. Now the changing area I led her back to was just a small table and a plastic chair, plus a broken office chair in the other corner. We went in, I shut, the door, and i got her to sit on the plastic chair. I did a little dance again and we kissed. I slowly took off her clothes. She decided to get up and push me down on to the chair, it started to rattle and we decided it wasn't sturdy so we laid down on the floor. She was starting to give me a blowjob.
It went on for a period of time, till I pushed her off as I couldn't cum yet as I wanted to make sure she was satisfied. I started to pleasure her. Then after getting the appropriate protection, I started to slowly insert my dick into her. We were facing away from the door, I slowly started to fuck her, seeing her writh in enjoyment. At some point during all of this the door had opened and well we had become rather exposed. Neither of us noticed. However the rest of the guests had. We were told that we had sex for about 10 minutes in that position before we noticed. We went to switch positions and we noticed a crowd of 5-6 people watching us. Of course 2 being the manager and assistant manager.
We stopped doing anything and got dressed. Most people were planning to leave prior to this however many stuck around waiting. The manager and assistant manager and the Italian leaver all hung out a touch longer and they all said goodbye to me, in a range of ways, from a quick blowjob from the assistant manager, to a long passionate kiss with the Italian leaver. The manager was the last to leave. She waited for me to pack up completely and just hung around with me for a long time just chatting and occasionally being a little playful and flirty.
This carried on until she said my daughter has messaged and said she is here to pick me up. She was gutted she couldn't stay longer. I was absolutely exhausted both physically and mentally. It was certainly enjoyable but also very eye opening of what I had got myself into.
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