Chapter Four
Full Service
Tommy's survey was simple to complete. He had listed every sexual act imaginable and all I needed to do was check off those that I had provided for the Mayor. There was a section for comments but there wasn't anything about the Mayor that was unusual. I just confirmed his preference for licking pussy and that it was best to remind him to use a condom. Oh, and I listed the time as one hour, forty minutes.
Several days later, Barbara had posted a copy of the Mayor's bill on my personal link. It indicated an hour and a half at $600 per hour "normal fee" for "services rendered" plus $150 for the hospitality room. The total was $1050 and billed to Human Services in care of the City of C*%^*#o. I can't name the city here but it is pretty well known in the Midwest. I was credited with earning $577.50.
Over the next week I had several customers. I entertained them at different condos, never the same place twice in a row. I was screwing short guys, tall guys, fat and thin gays, ugly men and once in awhile a handsome man. Most of the handsome men don't need an escort service. There was one female customer, and to tell the truth, I was at a loss at how to deal with the situation. Women have a sixth sense about these things. She called me "Darlin' " and pretty much understood how to make both of us feel comfortable. She also wasn't shy about telling me what she wanted. Every situation was uneventful except that most of the men were married and none of their wives let them do anal. So, my butt hole got a workout and we went through plenty of lube. It was a little harder to sit down after the first week and I needed a bit of a rest. The second week was the first time I did two guys on the same day ... one in the afternoon and the second around ten in the evening. Sunday afternoon I got a late call and Barbara apologized. She asked if I would service a client that evening? I was new on the team and didn't want to disappoint the boss so I agreed to do it. The man was in his 70's and arrived with a little black bag that made me nervous. Would this be some kind of kinky bondage or BDSM role playing? It turned out that the old man brought along a penis pump and a cock ring. He knew getting it up would be a problem. Even with Viagra, an erection was a challenge so he brought along a few sexual aides. He was delightfully polite and gracious. I liked him. I sucked him and pumped him until he got close to being hard enough to perform. I helped him on with his cock ring and eventually he was ready to get it up and in. He wasn't a great fuck but I felt sorry for him and told him what a great lover he was. He thanked me but knew I was lying.
Before leaving he said, "The thing is, I did this to feel young again ... just one last time."
I smiled and give him a big hug saying, "You'll always be young at heart."
"Thank you," he said. "You are a very sweet girl." At that, he turned and went out the door. Sad, so sad.
The good news is that during the first month I earned $7000 tax free. I might be shopping for a BMW of my own soon.
There was another customer I have to tell you about. It was Charlie and he had just turned 18. His dad had booked my escort service for his birthday because, as it turned out, Charlie was a virgin. Charlie was tall, maybe 6 feet, 5 inches with a chiseled face and a muscular body. The boy was gorgeous! I could see right away he was scared stiff, but not stiff in the right place. I asked him about school and his girlfriend. We talked about sports and where he was going to college. Then I asked him about sex and he looked away and said, "I don't know much about it except whacking off at home." I told him that was fine and a good release. Had he seen his girlfriend naked? No, he said but he had jacked off to plenty of erotic pictures on his computer. I said, "How about it if I take off my clothes. Would you like that?"
"Yes, but should I take off mine too?"
"If you like," as I slowly removed my blouse. He followed by taking off his shirt. Then I slid my skirt down around my ankles and stepped out of it as I turned to let him see my ass. Wearing a tiny thong, he had an unobstructed view of my nicely formed ass cheeks. He was removing his pants and I unhooked my bra. I wanted to let my breasts fall deliberately so Charlie could fully appreciate with a great deal of anticipation the thrill of seeing a live naked woman. I was left wearing a red thong barely covering my pussy lips. Charlie was down to his shorts.
Seeing he was not at full strength, I sat on the love seat teasing him by playing with myself hoping to get him at full staff. He was curious but didn't show much reaction.
Finally I said, "OK, Charlie, here's where I show you what a woman can do for a real man like you. I gradually pulled his shorts to his knees and held his limp cock in my hand waiting for it to respond. It didn't. I began licking his balls smearing saliva around his sack, still waiting for my hand to be filled with a rock hard organ. It didn't work.
"Charlie, I'm going to suck on your cock and you pretend you are in your bedroom, all alone, massaging yourself. OK?"
"OK" he nervously replied.
I put him in my mouth and swirled my tongue around his still limp dick pressing my lips against his manhood. It was beginning to be hard work but I loved the challenge. After about ten minutes he began to relax. I sat him on the couch and opened his legs continuing to work on him. Finally I could feel his soft hose begin to stir and as his cock grew, it was obvious Charlie was well endowed. All I could think of was getting his hard shaft into my pussy.
I held onto his hard member and led him to the promise land ... the bed. I was so ready, wet and anxious to have him sliding inside me. He was unsure what to do next. I spread my legs and gently pulled him over me. I could feel his erection on my belly and reached down to put it between my legs.
"Come on Charlie, get yourself inside me. I'll help," as I grabbed that marvelous tool and I placed it in front of my pussy lips. "Now just push it in and help me feel you inside me."
He did what I said. At first, my young stud seemed cautious, then rubbed his cock head between the folds of my pussy lips as I let out a quiet whimper. His cock slid into my slippery love hole with no resistance and I said, "Now fuck me Charlie." Apparently, he knew what that meant and pressed inward, entering with progressively longer strokes, sliding his erect penis in and out ... slowly at first and then he picked up the pace. I was fully aroused feeling the orgasm that had steadily been building inside me. It felt so good and I began to squeal, "More Charlie. Deeper Charlie. Harder Charlie." That's about all the encouragement he needed. He slammed his dick all the way in, up to the hilt and I could feel his pulsating meat while he ejaculated steady streams of youthful sticky cum into me. I cried out, "I'm cumming Charlie, I'm cumming. A wave of orgasmic pleasure washed over my entire body with tears streaming down my cheeks. His cum continued to gush inside my fuck canal and when he finally was finished, there was a gooey slick mess coating his dick and more dripping out of my cunny slit. I was totally in dreamsville.
"Mam, did I hurt you?" he asked noticing my tears.
"No Charlie, those are tears of joy!"
His father had paid for two hours so we had another hour left. I didn't want it to end and hoped Charlie could recover for round two.
I said, "Charlie, the next time we do this, you need to wear a condom."
"Fine, but my dad didn't give me any."
"I've got some. Are you ready to do it again but maybe in a different way?"
"Sure, but give me a minute."
