14/03/2016
I have been working as a waitress in a downtown hotel restaurant for almost a month now and it's already led to crazy sexual opportunities twice now. Most of the guys sit at the bar and I don't get to interact with them, but some will eat dinner at a table alone.
The first thing was a cute guy from out of town who hit on me while I was serving him. He said he was glad he didn't eat at the bar because then he would be missing out on me. I was so horny that I eventually asked him if I should come up to his room after my shift in a playful way. He said that I should and wrote his room number down.
An hour later, I went to his room after my shift. He ordered room service drinks, but I was already sucking his cock and fingering my pussy before the drinks arrived. He suddenly came all over my face and in my mouth and I kept rubbing my pussy through my panties because I was close to cumming.
He took off my bra and licked my nipples. I only wear an AA bra for show because I have almost no boobs, but I have big nipples. The room service knock happened just after I came and was moaning really loud.
After I cleaned up and we had drinks, he went down on me and I came again. Then he said he was getting hard and I sucked his cock again until he was rock hard again. He put on a condom and fucked my pussy so hard. I'm 100 pounds soaking wet and he threw me around and flipped me over quite a bit.
I came again as he was pounding me from behind. His phone was ringing on vibrate a few times during sex. He asked if he could cum on my face again and I said yes. He took off the condom and shot another load into my mouth and I swallowed it. He said he had to call his wife back so I got cleaned up and left.
The second time, I was waiting on a 4 top of guys in their 40s and one of them was talking about beautiful girls in my state and pointed me out as proof. I was embarrassed because it was in front of a group of guys. The guys left and and I noticed that the guy who commented on me gave me a 50% tip.
I thought they were gone but he came back from the bathroom and I saw him so I went over and thanked him for the tip. He said "I'm in room X if you want to make some more money." I got embarrassed and kinda unsure so I just said "Oh, have a good night."
At home in bed I wished he would have hit on me without offering me money.
I would have said yes. I wanted to fuck him.
I wondered and fantasized about going up to his room the whole night. I had never been with a guy in his 40s before and I was wondering how much money he was going to give me. I probably would have gone to see him anyway because he was good looking but the money was turning me on and off at the same time.
I went to his room and then turned around. I decided I wasn't going to have sex like that. I didn't think it would turn me on.
I called my FWB and went to his place instead that night. I wonder what will be next?