An Older Guys Obsession Of My Cock?

trulybig

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I was on an adult “dating” site where you can instant message and chat with other people in your area. I was seeking to meet a couple or woman for sex and I do flaunt having a very well-endowed penis. A couple reached out to me except as we chatted the husband admitted he was just seeing if I would be willing to meet him alone claiming he had never done that before. It was not really of great interest to me to meet a guy alone although I have had my cock sucked a few times by guys but normally in a 3some situation with their wife. However, my truck was making a lot of noise when I would turn on my air conditioning even though it would still run and I was short on cash. So for the heck of it, I said I might consider meeting but could he help out a “friend” who was a bit challenged financially. The guy responded that if he was paying for it he would expect certain things. I replied you are not paying for sex it is just helping a friend. I also explained other than him doing oral on me nothing else would occur. He then asked what I had in mind for the help, and I gave him a dollar figure which to my surprise he said OK if things went well when we met. This was all happening very rapidly as he suggested later that afternoon and a place to meet. The problem was, however, that he could not have me meet him at his home and no one was going to pay for a hotel. Plus, I am not the type normally interested in doing risky public type things. However, my truck has dark tinted glass and a fold down back, so I said we could play in my truck which he agreed.

In wasn’t even a few hours later as I drove to the location wondering if this was really a bad idea. I had never done anything like this, and what if he were really a cop, or a nut, I’m not going to be turned on, and other fears which went through my mind. But, driving with the a/c on was annoying with all the noise and I really needed a few bucks to get it looked at.

We found each other and he was an older slightly overweight guy but seemed very nice and friendly. We looked around and there were some guys doing line work so he didn’t like the idea of someone possibly seeing us. He pointed to another less crowded parking lot and suggested we go drive there which we did. It still was somewhat public but no cars were parked nearby. We went into the back and I pulled down my shorts as he got on his knees and leaned forward between my legs. He grasped my flaccid penis and gently massaged and tugged on it. Wow, what a beauty he said, and then moved down and slipped me into his mouth. He was able to take a lot of my semi-soft penis in stretching it up like a piece of taffy. I am very long and he kept sucking up that way as I grew and he did not show much difficulty taking a good 5 or 6” of my 9” cock into his mouth. He gently sucked as I could feel my penis continuing to expand. I had to admit to myself it felt really good. Finally, when fully erect he pulled away stroking my cock and just started talking about it in an excited lustful voice. “It’s so amazing, what a penis you have, you are a real man, women can handle such a big thing really, you ruin women for us normal guys, and he then pulled out a thick but stubby penis that looked half my size in length. He held his erect cock and placed it along the top of mine comparing them and complaining what an insignificant cock he had next to mine. I felt real proud of my cock especially seeing how small he was next to mine. He then went back to alternately sucking or jacking my cock all the time just saying how much he loved my big size. Quite frankly I never had a guy seemingly so in love with my dick. It felt good what he was doing and saying. He asked me to share about my experiences with friends or women which I did only briefly. I placed my hand over my eyes just to signal for him to continue and let me concentrate on cumming. He didn’t back off and I could feel myself building up to a huge orgasm which I told him I am about to cum. He didn’t pull away but only sucked more vigorously. The explosion I felt was intense hearing myself moan without intent. He didn’t miss a drop and continued to suck my softening penis with gentle care trying to get every last drop by slightly squeezing my penis with his hand. For a few seconds we were silent and then like nothing ever happened we both quickly pulled on our clothes. He looked at me with a big smile and said well you are a really great guy and took out of his pocket and envelope and tossed it on my front seat. He said I hope you like me and we can do this again. He added I would be willing to rent a motel room so we have more privacy. I said “sure” not knowing if I really meant it and he got out walked to his car and left.

A few minutes later I received a text message from him again thanking me and praising me and my big cock. I opened the envelope and what he agreed to was there.

The story doesn’t quite end here though. And, this is where feedback or thoughts can help. Again to be clear, I am not gay, or strongly bi, but not uncomfortable with being naked around a guy. But, women are the ones that do it for me. But, now this same guy, whom was OK, has been sending me a number of text messages and emails. He is not calling so I don’t see it as harassment but he seems obsessed with my cock. He wants to get a motel room and mentioned in a slightly suggestive way about wondering what it would like to be fucked by a big penis like mine. He also talks about wanting me to be very comfortable as he will really take care of my cock and help me out again financially. He wants to take some comparison pictures and talks about how much bigger and better my cock is than his (which is certainly true by a wide margin in length and overall thickness). He also, when I didn’t respond to his initial messages, then sent a text about knowing a woman we might meet together. He said she likes big cocks and sent me a picture of a very attractive woman. I assume she is a pro.

OK, so what are my issues? He is a lot older than me, and although not creepy, his lust for me and my cock has left me a bit unsettled. If he was a woman it would be a different story. I also am actually not sure how I feel about his offering to pay me. I had thrown out the idea at first contact maybe to turn him off or just to see what his response might be. I am not an escort or prostitute. So there are mixed feeling about him continuing to offer as it feels like being bought. Yet, there is also a slight intrigue about being pleasured again as he did a really good job and doesn’t want anything from me. I can remind him I don’t fuck guys and I think he will be fine. But, his frequent comments about my cock size also seem a bit unsettling. I mean I don’t mind a guy respecting my size but the amount of his focus I am uncertain about too. Again, my preference has been women or married couples so should I just ignore him now?
 
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BlueFlame

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I am assuming this is real and not fictitious as this section suggests.

If you are looking for advice, I would say do what you feel most comfortable doing. If you have reservations then don’t do anything you’ll regret. Don’t be persuaded by the money either. The guy is giving me creepy vibes wanting to compare and take pictures. He is also wanting more. Even if you don’t go all the way, he will just crave more.
 

Razor500

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I don't know, it sounds like it could be a win-win. Set the boundries with him: oral and cock play only. Get the pleasure, get the money. So what if he goes on and on about your cock. That's his fantasy, and it's not hurting you. My impression is that after a few months, he will find interest in another beautiful cock, and will move on. My vote is to enjoy this arrangement while you have it.
 
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