Thanks to Latendresse for his help with this.
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My wife Sue put herself through college bartending. Her first boss after graduation from college found this out and has hired Sue to bartend a variety of parties over the last few years. She has done anniversary parties as well as birthday parties, etc. Tony has always paid in cash and has been very generous. Sue loves the work and the extra money doesn't hurt.
A few weeks ago, I got a call from Tony. He said he was having a party and wanted to hire Sue. I thought it odd that he called me and told him to ask Sue. He said he wanted to talk to me first since the party would be a Bachelor party for a friend of his. I wasn't sure what to say, and he quickly said he just wanted her to serve drinks and didn't want any mis-understanding about what was expected. He said he had entertainment lined up and Sue would be free to leave when the 'entertainment' arrived. I said I would be okay as long as it was understood that Sue wouldn't be stripping. I spoke with Sue and she was okay with the idea.
A week before the party Tony called. He had an idea. He said instead of the black slacks and white top Sue usually wears, he'd be willing to pay extra if she would be willing to wear a costume he saw. He said it was suggestive, but didn't show anything. Sue said she would try it on and see if she could wear it. He said that would be fine, but the deal was to wear exactly what he sent.
The next day we got a package with the outfit. It was a French maid outfit. There was also a pair of panties in the box that went with the outfit. Sue tried on the costume and it was smoking. The skirt wasn't too short and came to mid thigh. The front and back however were very low cut. It showed a lot of cleavage and with the back being so low, it would be impossible to wear a bra. The panties were a little small, but very sexy. They were nearly transparent in the front and the back was ruffled. They were held together by a thin sting along each hip. The outfit wasn't slutty but it was really sexy. Sue is a brunette with just the right amount of curves. She wasn't sure she could wear it and called Tony to tell him. He said he would pay and additional $500 if she felt she could wear the costume and again emphasized that she wasn't expected to do anything other than serve drinks and look hot. The $500 was the deciding factor as we just had to get some work done on the car and needed the extra cash.
The night of the party I dropped her off at Tony's house. Nobody had arrived yet and Sue was really nervous. She asked me to stay at the party with her. Tony said that it wasn't necessary and that nobody would get out of hand. Sue was still wavering and had brought her regular bartending outfit in case she couldn't go through with it. The entertainment was due to arrive around 10:30 and I told Sue I'd pick her up then. I kissed Sue goodbye and left.
I got bored and decided to pick her up early. I parked on the street as there were several cars in the driveway. The garage was open and I decided to enter through there since it was closer (and to admire Tony's car collection).
As I was checking out Tony's newest car, he stepped into the garage taking out a bag of trash. I asked how the party was going and if Sue had chickened out. He laughed and said the party was great, the guys were behaving, and Sue looked great. I told him it wouldn't have surprised me to hear she wouldn't wear the outfit. He said they gave her something to help her relax and everything was ok. He said some of the guys had gotten a little grabby, but nobody was out of hand. I laughed and confided that I had to fuck her after she tried on the outfit for me, so I understood the reaction. I told him she was a big girl and if it was too much she'd put her foot down. Tony commented that I was pretty early and I said not to worry, we wouldn't leave before the entertainment arrived. I told him not to tell her I that I was there and said I would stay in the kitchen and just watch.
We went into the house and Tony split off into the family room and I hovered near the kitchen. I could see Sue with a tray of shooters and she did look hot. She walked about 10 feet away from me and I could see her eyes were a bit glassy and wondered what Tony had given her to relax her. I stayed behind a large indoor plant so she wouldn't notice me. The guys had a porno on the big screen and were making the usual comments that alcohol produces. The guys had Sue drink a couple of shots with them and it appeared to be going right to her head. On her next pass through the room, the groom to be, a guy named Mike, grabbed her and pulled her onto his leg. Tony looked in my direction and I just shrugged my shoulders. Mike apparently wanted her to watch the movie with him.