I had no money of my own. My part time job money I gave to my mom to help out. My boss, Don, a married man of 42 told me I could earn extra money by working with him after the shop closed. I kinda had a thought as to what that would mean. I like girls, want to fuck girls, but he offered me $50 anytime I wanted to make extra money. I told him I would. Don is 6ft tall, pudgy body, hairy cock that he showed me hard was about 7 inches maybe more. It looked 3 inches thick though I know it wasn’t. He had me go to the med aisle and grab some vaseline, he made me do it naked. The lights were off but I noticed an older woman looking in. I think she saw me, she never looked away. Walking back I slowed before going into the back room but I gathered up the courage and went. He took the jar, opened it. He was now naked too. He told me to bend over the table. I asked if he wanted me to suck him. “Not the first time, we’ll do that later” he told me “Just bend over”. I laid my chest on the table, it was a high, work-height table so it was just right. My legs spread for him he actually took them and pushed them together. He told me to reach back and spread my cheeks. I felt the finger with the vaseline, he rubbed it all up and down my crack about 2 inches up and down from my hole, then got some more and pushed it inside with a finger. He did it slow, I gasped though and he stopped. “It’s ok, I’ll take my time” he rubbed his finger all over the inside of me, then pulled out and got more. He was rubbing what I found out was my prostate and I got hard. My 5 inches bobbing in the air. He was now sawing his finger in and out of me. Then he added a finger, I winced again and he held it still. Then again finger fucking me. He got more vaseline and with three fat fingers he pushed it into me, working my prostate and my hole faster and faster. Then he suddenly pulled out.
“You’re ready, I’m going to put it in you now” he said. I just spread my cheeks out further and softly whispered “OK”. I knew I was doing something wrong, something I really didn’t want to do, but I was also making $50. We could really used the extra money. That’s what was on my mind, the $50 as his cock slowly spread me open and entered my hole. The hole I used to shit and now Don was going to use to fuck. He started moving, in and out slowly picking up speed, I knew it was wrong, I knew I should be letting another guy do this to me. I knew that eventually he’d make me suck his cock too. $50 again in my mind. I was used to it by now it didn’t hurt. It only took him about 5 or 6 minutes and he was rocking in and out really fast. “It’s getting ready baby, it’s getting ready. You ready sweet cheeks? Huh? You ready? You want daddy to cum? You want my cum up your sweet boipussy?” he kept asking. I knew what to say and knew it would finally make him finish. “yes, I want you to cum, give it to me, it’s what I wanted the whole time” I said. Then he pushed in hard and I could feel his cock pulsating inside my rectum. Inside my asshole a mans cock was shooting his white hot cum. He held it in place when he relaxed back again.
He slowly pulled out, I heard a plop. It was some of his cum plopping out of my pussyhole. “Hmm, that creampie boipussy looks hot baby, really hot” he said. “I need to go to the bathroom” I told him and he told me to go ahead but leave the door open. I’d never had anyone watch me on the toilet before. “Turn around, face backward, I want to see my cum leak out” he told me and I did it. I got up and wiped up, he told me that it would be leaking out pretty much all night. There was some in my underpants when I got home, I washed it up a bit then snuck one of my moms kotex pads and put it in my pants. Walking home I had two 20s and 1 ten. I gave my mom the $40 and kept the $10. I told her I had some after hours work with Don. She was so glad. She kissed my cheek and told me what a good son I was. She asked how often I’d get extra work. I knew she needed the money and I told her I thought almost everyday if I wanted it.
The next day I asked Don if I could get more “extra work”. After everyone went home I was on my knees, I sucked him till he came in my mouth. I got my money and went home with the taste of his man cum in my mouth. I now get fucked, or suck him or both everyday. My mom is happy, and Don is happy. I asked Don about his wife. He told me she is dried up and doesn’t want to fuck anymore. So he’ll give me all the “extra work” I need. He’s had me come by his house on Sundays to work in their basement. I went upstairs when his wife made lunch for us and sat there talking to her with her husband cum in my boipussy.
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