Moments of Weakness (part 6)
This story was inspired by a hot picture that became the setting for the temptation scene in part 1. Little did I know that a moment's weakness would change my life! I hope you enjoy this work of fiction.
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Sucking at the glory hole last night was exciting, and I especially like the security guard "catching" me. I took his card to work and decided to call him and see what could be arranged.
I went to work and got some of my morning work done before checking my personal email. There was a reminder about my cocksucking training to begin next week. I had purchased all that I was told to and really looked forward to the training. Even though I had been tricked into sexual servitude, it was very exciting to me. I knew that I would be blowing perhaps countless complete strangers, and will make modest income doing it.
I waited until afternoon to call the mall security guard. Since he worked in the evening I thought that he might start his shift in the afternoon. He answered and I told him I was the guy who blew him last night and wanted to see what other opportunities might be available.
He asked if I was willing to serve groups of men and I said I would. He took my number and said he would be in contact. On a whim, I decided to call Helen. "I really liked it when you used that strap-on last night," I said, "is that the sort of thing you like to do often?"
"I would if I had someone who would take it often," she said, "I'd love to do it every day!"
"I haven't really started sucking regularly," I said, "but will be soon. When I do I don't know how much time I will have, but I'd love to get it as often as we can arrange."
We agreed that I would come to her house immediately after work. She said it would be good practice for me.
After work I met Helen at her home and she welcomed me in and told me to get undressed. Soon I was naked and on my hands and knees, ready to receive her. She lubed my hole and soon I felt her pressing into me. She was not starting small this time, so I tried my best to relax and pushed out as she pressed into me. She suddenly popped in and I felt a rush of pain and cried out.
"It will get easier with practice," Helen said, "if you can take this without any special prep then you will be able to take most cocks."
She remained still until I adjusted to the dildo and the pain subsided. She began stroking and I got hard from her attentions. I liked the idea that she was actually bringing herself to climax as she fucked me, which made it more like a man fucking me.
Helen came, calling out. She disconnected the dildo from the harness that she wore and told me to lay flat, and pushed the dildo into me all the way. She told me to lay there and get accustomed to the stretch.
She left and came back, holding a cucumber in her hand.
"This will help you take bigger cocks," she said, putting lube on the large vegetable, "now just relax and it won't hurt."
She directed me to raise my hips and withdrew the dildo and immediately placed the end of the cucumber into me. She pushed it in as far as it would easily go –probably to the width of the dildo. Then she pressed firmly and told me to push out. I did and it went in further. I really felt the stretch, but did enjoy it. Helen put a special belt on me with a strap that held the cucumber in place, and told me to lay back down and enjoy the feeling.
While I lay there my cell phone rang and Helen handed it to me. I answered it and found it to be the mall security guard. He asked me if I could come suck at a poker party the next night, to which I agreed. He said he would email me the address and I agreed to be there tomorrow at 7pm.
I hung up and told Helen what it was about and she said she would love to watch me suck. I told her I would be glad to suck any guy she wanted me to, if she could make arrangements.
Helen unhooked the belt holding in the cucumber and removed it. "I'll clean it up and we can use it again," she said, "or perhaps have it in a salad."
As I got dressed to leave she cautioned me to make sure I required any man who fucked me to use a condom – it might be deadly otherwise.
I drove to the mall and went to the glory hole booth, awaiting another cock to suck. Soon I was rewarded with a large black cock. I had never seen one this big, though I had heard that black guys were often big.
It was both long and thick – I could barely get the head and some of the shaft into my mouth. It really filled my mouth and I had little room to move my tongue about, but did the best I could. With most of the shaft outside my mouth I took the shaft in my hand and stroked as I sucked. He pumped in and out of the hole and then said, "Let me come into the stall," and pulled out.
He came to the door of the stall and I unlatched it. He entered the stall and put his cock into my mouth and took hold of my head. He pumped in and out of my mouth and took hold of my head in his hands and proceeded to face fuck me. He caused me to gag on every stroke in, which seemed to amuse him. As I sucked him he said, "you're a good sissy faggot – you white boys really need to suck black cock, don't you?"
I grunted in agreement and he continued to gag me with every stroke. Soon he was pumping his hot load into me. He pulled out and asked me how he could contact me, and I gave him one of the cocksucker cards I had printed up for occasions such as these. He read it and smiled, saying, "Next time I'll have your sissy white ass!" and left.
That had been entirely unexpected and I realized that I had much to learn, and looked forward to my training next week.
I left and went home with much to think about.
–––––––––––––––––––– To be continued ...
Feel free to contact me with your comments or requests. –Bill (oral_guy_2000@yahoo.com)
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