Struggling to Assert Myself at Work Amidst Coworkers Financial Demands and Personal Issues

My coworkers always got on my nerves always asking me to pitch in for different things like gas for the car and coffee. I didn’t have money to spend on them, I had a wedding in a couple of months and all my money will be going to that. On the other hand this was work so sometimes I chipped in and told them to pay me back but I never got any money back it pissed me off but I was a very passive guy. I was trying to be more assertive with this direct marketing job. We went door to door selling energy efficiency programs.
My trainer was Lucy and her boyfriend Chris always rode in the front seats of the car. Once in a while Chris wouldn’t show up because he had court for some time he did for getting caught stealing. Sometimes it was just me and Lucy driving along looking for good neighborhoods to sell in.
The beginning of the week came by and I didn’t see Chris, I asked Lucy what had happened.
“He won’t be able to come in all week since he has some community service thing, he is almost done with all the court shit they keep throwing at him,” she said this while lighting a cigarette. Oh yeah another thing about these two is that they smoke almost constantly not chain-smoking god forbid but very often and before we would head out in the “field” they would light up “blunt” a cigar filled with marijuana. I didn’t like it much my days of smoking were over. It didn’t bother me but on a few occasions in would give me a headache.
“Well alright I guess it’s just me and you for the rest of the week,” I said not minding and remembering that the first week it was like this. We had two different styles of selling but in

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