How I Became A Phone Sex Operator - Part 5 - My True Story
I was very upset with myself for showing him my body. I can't explain why I did this but when I chatted with some online friends later that day, I felt so horrible about myself that I asked them if they'd like to see me naked. They all said yes. I showed myself to probably 5 or 6 men that day and the next. That was only the beginning. My online "friends" asked me to do things on the cam for them.

"Lick your nipples," was a popular request.

"Use your dildo and fuck your pussy."

I resisted at first. Then I thought I'm naked anyhow. I performed for them like an adult circus act without the acrobatics. I improvised too. Men loved when I took my dildo and sucked it like I was cocksucking their pricks. Placement of the web cam was key and I became a master at placing it exactly right. I spread my legs and used my 10-inch thick dildo, moving it into my wet cunt while they eagerly watched. The men wrote messages to me like:

"That's it Elaine, stick it in deeper,"

"How deep could you shove that dildo in?"

"Play with your cunt with your fingers. Let me hear your wetness."

"Put the cam closer to your pussy. I want to see your lips."

I actually broke my first cam because it fell too often, when I moved the cam towards my puffed slit for those close-ups. I heard it all. I would show myself to all these men and it made me feel good and bad at the same time. They loved my body and honestly, I needed to hear that. I couldn't believe they felt that way. Yes, the odd man didn't want to see a plus sized woman but that only happened a few times. There was a cute young guy who used to write me every night, to see me on cam before he went to bed. Just looking at my tits made him cum. I'd be lying if I said, I wasn't flattered by the attention.

I got in the habit of letting many men watch at the same time. Men I knew from chatting but still strangers in most respects. Some nights, I played to probably about 6 men at a session. The more men that watched me, the more excited I was. I moaned using my fingers or dildo and later my silver bullet. I put on quite the show. Some had me watch them on their cams. They stroked their limp cocks for me until they were erect. They'd blow a load; their sperm covered their fingers. I used to fantasize about fucking myself on a cam site that had no maximum viewers unlike messenger. In my imagination, I would watch the number of viewers increase as I performed. Sometimes I still masturbate to that thought.

Steve eventually broke off with his girlfriend and moved back to Chicago. He never let me cam for him. He said he didn't want to be like all the other men I chatted with. He saw my face on the cam once or twice but he never saw me naked. Steve was the reason I got interested in erotic stories. He wrote them and when he gave me a few of his to read, I was turned on immensely. He needed a proofreader and I volunteered my time to help him. Payment was getting to be the first to read his words. We spent time going over all the comments I made and he seemed to be very glad I did.

When I first met Steve, he said that if a woman inspired him to write a story involving her that would indicate he felt strongly about the woman. He decided to write a story about me and I was on cloud 9. I still keep it in my drawer. On my birthday, Steve contacted me at 12am sharp, letting me know he cared enough to be the first to wish me Happy Birthday. He sent me a gift too. Both heartfelt actions touched me.

Steve told me that he would never meet me in person. His reason seemed to be about Aaron. He didn't like that I accepted being treated so badly, not getting fucked only sucked. Not to mention the cancelled dates, when Aaron had to work. Steve always acted like whoever he was meeting with in person was real and that we were online only. I believed he would never meet me so I did go out with other men. Going out might not be the correct way of phrasing it. Getting fucked or sucking men would be more accurate. It's like a person that is dying of thirst. They would probably over drink. After no sex for 20 years, I hungered for as much of it as I could get. My story Irresistible Temptations was the only other story I wrote with quite a bit of truth to it. I really did meet that stranger, only he didn't have that accent and the ending was fabricated. We did fuck at my house and my mom was home. It was great spontaneous sex.

I met one guy during the night. Not a smart thing to do but I did it anyhow. I walked to our arranged meeting place and ended up in his van to keep warm. He opened my blouse and I closed it. That kept happening until eventually he got his way. He fondled my tits. Then he pulled out his cock and began playing with it. I wasn't interested in doing anything but he pulled the seat back and begged me to put my mouth on it. I said no and he pleaded some more. I knew he would win and I was tired so I placed my mouth on his dick and sucked for a minute only. He shook like a leaf and shot a load of hot cum in my mouth. Then he zipped up his fly and took me home.

Aaron ended up leaving me to fuck another woman. That lasted a very short time and since then he's asked to be with me again but I've refused. It's fun to chat with him online to this day but deep down I think he knows it won't ever happen.

I have been with other married men and single men since Aaron. There was a married guy who hadn't had sex with his wife in 5 years and he was supposed to be a friend only. He came over and brought me a present and one thing led to another. We ended up fucking. I liked him as a person but sexually, I didn't really care to be intimate with him. His dick was very tiny and he used to say that was a problem for him with women. I broke it off with him but not just because of his cock size.

Another married guy came over as a friend, one day that I needed a friend. We had an arrangement that he wouldn't touch me unless I initiated it. He didn't keep his word. I was wearing my nightgown and housecoat since it was early in the morning. Before I knew it, he was on the floor and started eating my pussy. It's very hard to tell a guy to leave, when your wet cunt is dying for more attention and your loud moans aren't hiding the enjoyment you're experiencing.

Jeff was one of the most oral guys I had been with. It was amazing but every short while he would tell me to squat over his face so he could eat my pussy more. He stuck his exploring tongue deep inside my folds and buried it in my hot cunt. I didn't see him again because I talked him into trying harder with his wife. When we chatted many months later, he said that I gave him back his sexual confidence. He told me things went well with his spouse for a short time but eventually it failed again.

There were 2 other married men I had been with. One was a total mistake. I knew immediately it was so I sucked his cock but we didn't fuck. I didn't even really want to do that. The other married man was different. I really liked Derrick and actually still do, as a friend. He's an Indian man with an accounting designation. When we chatted online for the first time, we finished each other's sentences. I was amazed. Intellectually, we were equals.

Derrick and his wife hadn't had sex since she gave him a "Christmas present" about 9 months before. He told me that he hoped she'd catch us having lunch. He said he was thinking about filing for divorce. I believed it. He wished to take me out as a friend so I agreed. His online picture didn't turn me on but in person, he did immediately. He felt the same about me, I found out later. We had lunch and he took me home. He asked to give me a quick kiss. I agreed. Later on, I found out that he thought I wasn't interested and he was disappointed. We talked online and found out that it was a mutual attraction.

Derrick and I saw each other when we could. He was the first one that fucked my ass. To this day, he talks about how he once jumped on the kitchen counter and I sucked him so good and deep. I enjoyed Derrick on many levels because he stimulated my mind first before my body. He was my friend and my lover. He ended up getting the flu and his wife suddenly remembered he was alive. They got closer and ended up fucking like rabbits, day and night. We stopped seeing each other since if a marriage could be saved, that should always come first. That was the last I saw of Derrick. We still chat. His marriage was great for a bit and then reverted back to sex being rare. He requested seeing me again but by that time, I refused.

I never tried to break up any marriages and the men I had sex with were those who were actively looking to cheat. Derrick cheated before meeting me and since his marriage took a turn for the worse, did so again. In fact, they all did. You might not believe this but I would never cheat. I didn't cheat on my first boyfriend and I wouldn't on my present one. Again I'm not proud of it but I felt that my real life story should be true. The Elaine of today would not see a married man, period.

To be continued...
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