It all started very innocently taking a waitress job to help make ends meet with a man, Bob, who my husband, Jim knew very well and used to tend bar for.
The nights were fairly short as the restaurant closed at 8 PM.
One night the evening bar tender never showed up and Bob asked me if I would like to learn the trade. I jumped at the chance as I always was fascinated watching them work.
I ended up working only the bar at night. My husband suggested I wear sexy attire to enhance my tips as the clients were mostly older men. He was right. I would wear a semi-shear top with a sexy bra and the men stayed longer and tipped better, good for me and for Bob.
Bob and his friends, his lawyer, Pete, 2 bar owners, Steve and Lou and a retired man Bill would play cards once a month rotating the three bars on Mondays when they were closed. Bob and Steve were younger, in their 40's and both were quite nice looking. Lou and Bill were older but kept themselves well. Pete was nice looking but had a bad reputation for getting aggressive with women.
One day after everybody left we were closing and Bob asked me if I would consider working when they had their monthly card game. I said sure as his friends were good tippers.
Then he left and returned with an outfit and said this is what we'd like you to wear.
It was a French maids outfit with high cut legs and only a half bra with no blouse. My jaw dropped and he explained that he and the guys loved looking at me wearing my see through tops with the sexy bras but wanted to see my naked chest and those nipples that were hidden beneath the fabric. He said they promised they wouldn't touch, just look and I'd get $200 plus tips for the next four months and if any time I didn't want to do it again he would understand. Bob's would be first, then Lou's, then Steve's and last would be back here.
I was very nervous but we really could use the extra money as I wasn't working so I could stay home during the day with our kids till they were both in school which would be another 4 months then I had a job in purchasing at a company waiting for me. I told him maybe, but I'd have to ask Jim if he minded me being topless in front of people we knew. I also wanted to make sure they knew there was to be no groping of any kind. I had been groped several times before, enjoying it and I know I showed my tits and nipples often, usually shooting pool with a low cut top and no bra or listening to a band at a bar wearing a loose tank top and no bra with my tits popping out every now and then as we danced. My husband liked it and so did I. But that was with strangers who we wouldn't see again.
Bob said he wouldn't have asked me if he hadn't already talked to my husband about what they wanted and showed him what I'd be wearing. I talked to my husband and he was thrilled that I would consider working topless for Bob and the others and that he loved the choice of outfit.
Monday came and Bob handed me the outfit and I went to the ladies room to change.
I couldn't wear my panties with the outfit the way it fit so off they came. I stood there in front of the mirror admiring my naked tits and my ever hardening exposed nipples in the cool air, massaging lotion on my breasts to keep from getting a rash from rubbing on the bra while I wondered if the guys would have enjoyed doing it for me. I slid into the outfit and bra, adjusting it so it held my tits in place but still showed my nipples.
With a deep breath and a now wet pussy, I opened the door and went to the bar. They all looked at me with big smiles and gave me their orders which of course I already knew.
Things went well and I became much more relaxed while they were enjoying me serving them drinks and I was having a few myself to help my nervousness. They enjoyed me taking away the empty glasses and serving their drinks with my tits hanging out, as much as they were enjoying their game as we were all getting more tipsy as the night wore on.
While serving and clearing I had to bend in and I knew I was brushing my tits against them as they sat very close to each other and they made no effort to bend away but they never reached up to touch me, although getting tipsy myself I actually kind of wanted them to.
When the game broke up and they were leaving, I told them that as they followed the rules and being as I was more than a little intoxicated, I would allow them to cup my tits and kiss them. Everyone thanked me but refused citing my state of intoxication and their promise not to touch me. As Bob and I finished up cleaning, with me still in the outfit before changing, he got behind me, put his hands on my hips and whispered in my ear that Jim told him it would be alright if he played with my tits as long as I didn't mind. I told him that I had wondered why he hadn't hit on me before now and that I couldn't wear panties with this outfit. As soon as I said that, one hand was on my tit and the other was unzipping the top. He pushed my outfit down and soon was fingering my swollen, wet pussy. He was very good at it and I was soon shuddering with a massive orgasm as I felt his erect cock pushing against my ass. I turned and gave him my best blow job, knowing that Jim would not mind as we had discussed this happening with Bob before, as Bob had confessed to Jim before I worked for him that he would love to get in my pants and Jim had told me what Bob said and I could go for it if I wanted. Just as Jim had requested I do, as Bob groaned unloading in my mouth, I swallowed all of Bob's cum. We cleaned ourselves up but I didn't rinse my mouth, got dressed and headed home.
Jim was waiting up for me and asked how things went. I gave him a big kiss and he just smiled knowing Bob got his wish.
The month went by and when the guys came in I was very nervous that they might grab me, as I didn't drink while working during the week but they all acted like gentlemen and like nothing had happened.
