I was leaving in a couple of days for Coachella and was pulling a couple of extra shifts at Twin Peaks where I work trying to save up as much money as possible. The hostess sat a guy in my section by himself which I hate. Single people have small checks so the tips are bad. He looked about 45 and was probably 5’7 and 250lbs. Not ugly but not much to look at. Every time I brought him something he wanted to chat. He seemed lonely. He said his name was Ron and he was in Phoenix on business and was staying at Kierland. At the end he left a big tip and wrote his room number on the receipt.
The next day I woke up with nothing to do. I don’t know why but I put on a short skirt and tank top and tossed a bikini into my purse and headed over to Kierland at about 1pm. From the lobby I called his room number not expecting anything but to my surprise he answered. I asked him to meet me by the lobby. When he showed up we talked a little and he told me his conference had ended at noon and he was leaving in the morning. The whole time we talked he was staring at my boobs. They aren’t big because I’m pretty petite. 5’3 and 102 lbs. I wasn’t wearing a bra though. We went outside of the lobby to a more isolated corner and when I sat down my short rode up my thighs. I didn’t pull it down. I took a chance and told him I’d spend the afternoon with him for $2000. He said no. I felt a little ashamed. I spread my legs a little and he could see I wasn’t wearing underwear. Then he said “Look, I don’t have that kind of cash. I can only take $800 per day from the ATM.”” Since I was already there I said I’d make him a deal. I told him to rent a cabana by the pool and buy me some drinks and dinner and I’d hang out with him for the afternoon for $800 and give him a hand job.
I followed him to the gift shop where he took $800 from the ATM and handed it too me. We went back to his room where he changed into a bathing suit in the bathroom. When he came out I slipped off my clothes and stood there naked for a second before I put on my tiny white bikini which really stood out against my Arizona tan. I grabbed his hand and we went to the pool and the cabana. I ordered a $400 bottle of champagne and when he started to protest I hugged him close and grabbed his dick over his swimsuit and whispered “I’m worth it”. He was rock hard but pretty small. The whole afternoon Ron kept telling me I was the hottest girl he’d ever seen and I kept flirting with him letting him have glimpses of my pussy and boobs. We ate a light dinner by the pool and finally I said let’s go back into your room and wrap this up.
Once in the room Ron started begging me to have sex with him. I said he already knew it would cost $2000. When he said “But I thought we had a good time today and has a connection” I laughed out loud. I said “take off your bathing suit and let’s get this over with”. To my surprise he walked over to the closet one opened the safe and pulled out a wad of cash. He counted out $1200 and handed it to me. I gave it back and said “no, $2000 to sleep with me. That’s separate from the $800 you paid for me to hang out with you and the hand job.” Ron looked angry and depressed at the same time. I took off my bathing suit and that did it. He counted it a full $2000 and gave it to me.
I walked over to him and dropped to my knees and pulled his suit off. He was five hard inches that I put in my mouth. I buried his cock in my mouth and looked up at him and he moaned. He said “I don’t want to cum yet” and pulled me up and put me on the bed. He spread my legs and started licking my pussy. I’m not going to lie it was really good. Maybe years of trying to make up for having a small dick made him really good at eating pussy but pretty quickly I came. I was surprised. I rolled over and got my purse and pulled out a condom. Unfortunately I couldn’t get it on right. His cock was almost too small. Finally it was on and he slid into me. It felt like being fingered. He was really heavy on top of me and breathing heavy while fucking me when he said “Shit the condom slid off.” I’d never seen that happen before. I told him I’d get him another one but he said “I’m so close can I cum on your face my wife won’t let me”. I said sure and he got on his knees in the bed next to me. He started stroking himself and soon shot a load of cum on my forehead cheek and mouth. Then he did the strangest thing ever and leaned over and licked his own cum off my face.
To each his own I guess. All I knew was that I had another $2800 for Coachella.
Source: reddit.com/r/gonewildstories/comments/cdb6m2/going_a_little_further_mf
So naughty and profitable, keep it coming