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Seducing Escorts - Wrong?


RickyDC
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Yes, I know what you're probably thinking -- how can you seduce an escort when he's already a sure thing.

 

When I first met one of my favorites, he emphatically stated that he doesn't kiss -- never has, never will. After some overnights and weekends, romantic "dates" and bottles of champagne -- I got him to kiss. I have to say it was pretty awful at first -- he pecked at my lips and face like a chicken. LOL

 

But now, we french kiss and make out all the time -- sometimes for what seems like an hour long make-out session. He's turned into an incredible kisser -- was it wrong of me to get him to cross a boundary that he set for himself?

 

A different guy I've seen said he wouldn't give oral. Pretty much the same thing happened -- now he gives good -- but not great -- oral.

 

I guess the reason it kind of bothers me is that these guys are young -- early 20's -- and I kind of wonder -- as someone old enough to be their father -- whether I'm somehow corrupting them LoL. I'm probably being silly -- but there it is. :)

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there is nothing wrong with what had happened, had happened or will happen

 

There is this guy I started seeing back in 2005 or 2006. He used to advertise and after a few years decided to call it quits. (This guy was a former college football player and had a build and cock like pornstar Blade Thompson.) He still continued to see me and one other person I believe. He was pretty much a cocky, stand and pose, worship my muscles and cock kind of guy which is what I was looking for. About 3 years ago, he started sucking my cock. He was actually very, very good at it (he did say that he loved giving oral to women so I assume that is why he was so good at giving head). It got to the point that he would actually suck my cock as much as I would suck his (trust me, I was not complaining.)

 

Well, he would like to get rimmed and I would gladly oblige. However, about a year ago, I would start to finger his ass while rimming it. It would get to the point that I would stick 2 to 3 fingers up his hole and he did not complain. Last time we met up - about 4 months ago-he was sucking me and I was really finger his hole in a big way. I asked him if he wanted my cock up there and he said he would try. Well, he was on his hands and knees and I put my cock slowly up his ass and I fucked him for a good 10 minutes.

 

I sent an email to him about 10 days ago to set up a meeting with him. He said that he was going on vacation but when he came back he could meet up. Now we are planning on meeting up in a few days but I did get a few additional emails from him saying that he really needs some cock in his mouth.

 

Now this guy will not kiss nor will he fuck me but he sucks cock like a champ and liked to get fucked. Do I feel like I have corrupted this guy? No. If he did not want to suck me he would not have my mouth in his mouth. Ricky, I say if he wants to kiss you and suck your cock, let him.

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"Show me the money" It's all about the money baby. I have had several escorts that would not bottom, but wanted top dollar, when I told them I only pay that kind of money to guys who bottom, they began to reconsider. Over time, it worked out in my favor...and OF COURSE they loved it. The straight ones always protest at first, and they always say "never"....never say never. lol

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Funny that this came up today. Over the weekend, I hired someone local whom I had never seen before -- young, in his 20's -- on the spur of the moment. I did due diligence with him on the phone, but realized an hour later, as I was parking in front of his house, that I had forgotten to ask about kissing. He came out to show me the way in and I popped the question; his answer was "of course."

 

When we were chatting afterwards, he said something like this: It's funny you asked about kissing. When I started escorting, I wouldn't kiss and I wouldn't suck -- somehow they seemed like lines I shouldn't cross. I got over that pretty quickly, and realized that this is really about enjoying sex; it doesn't have any larger significance.

 

So there may just be a "getting used to the business" thing going on here.

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Funny that this came up today. Over the weekend, I hired someone local whom I had never seen before -- young, in his 20's -- on the spur of the moment. I did due diligence with him on the phone, but realized an hour later, as I was parking in front of his house, that I had forgotten to ask about kissing. He came out to show me the way in and I popped the question; his answer was "of course."

 

When we were chatting afterwards, he said something like this: It's funny you asked about kissing. When I started escorting, I wouldn't kiss and I wouldn't suck -- somehow they seemed like lines I shouldn't cross. I got over that pretty quickly, and realized that this is really about enjoying sex; it doesn't have any larger significance.

 

So there may just be a "getting used to the business" thing going on here.

 

They are smart and simply realize that the more options on the menu, the more business they will get, and the more money they will make. Its not rocket science.

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Sort of the same story here. There was an escort from the Gaiety who was "straight" who was well known for not kissing or sucking cock. It was during my "size queen" period and his HUGE cock got the better of me. When we got back to his room, we had a great session and I got a good kiss, not a peck, on the way out. Over the next few years when I was in NYC, if he was at the Gaiety, I would hire him. It turned out he was very affectionate and we hit it off. He had a great personality and the chemistry was right. He knew I had some of the Gaiety guys like Jon Ramsey come to Kansas City for weekends.

 

After about two or three years, he asked about coming to Kansas City and I told him that while I enjoyed our time in NYC and he was a very good kisser, I only had guys to KC that sucked cock and since he did not do that, I would only see him in NYC. He pushed me down on the bed and gave me a great blow job and when I was done, he looked up and smiled and said, can I visit now!!!

 

He is long retired and still comes to KC to see me. The chemistry is still good and he says I give him the affection his girl friend does not provide him. We cuddle all night long.

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No kissing, no sucking? Where is the door 'cause I'm outta here.

 

Ricky, you were right - you're probably being silly. If this were a sweet young thing that you had chatted up at the local school yard and somehow managed to sweet-talk up to your DC Den of Iniquity - er Pleasure Palace, then yes, you should be arrested for corrupting the morals of a minor. But if I read your post correctly, this was a working guy. If he wasn't already doing those wicked things, then it's high time he was. I'd say you have just done all of us a public service by enlarging his repertoire of activities. Please accept my humble thanks (and maybe my congratulations, you wicked man, you!)

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Sort of the same story here. There was an escort from the Gaiety who was "straight" who was well known for not kissing or sucking cock. It was during my "size queen" period and his HUGE cock got the better of me. When we got back to his room, we had a great session and I got a good kiss, not a peck, on the way out. Over the next few years when I was in NYC, if he was at the Gaiety, I would hire him. It turned out he was very affectionate and we hit it off. He had a great personality and the chemistry was right. He knew I had some of the Gaiety guys like Jon Ramsey come to Kansas City for weekends.

 

After about two or three years, he asked about coming to Kansas City and I told him that while I enjoyed our time in NYC and he was a very good kisser, I only had guys to KC that sucked cock and since he did not do that, I would only see him in NYC. He pushed me down on the bed and gave me a great blow job and when I was done, he looked up and smiled and said, can I visit now!!!

 

He is long retired and still comes to KC to see me. The chemistry is still good and he says I give him the affection his girl friend does not provide him. We cuddle all night long.

Now this is a great story - quite the fantasy realized in some way. :)

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I think it's fine to encourage a guy to do what pleases you, or even to tell him directly if you regard a particular activity as a 'must'. The guy is an adult and able to choose what he does.

 

Certainly, it's true that a young man of 23 or so may be malleable and you can seek to extend his boundaries. I like to play with goodlooking fit-bodied young men who are affectionate, enjoy bottoming and suck cock well (and Yes, I'm picky). A 'must' for me is that they kiss well and ardently. I enjoy an eager bottom, especially a guy who enjoys sucking me to completion after I've topped him. I like to take some photos too. Over time, I've played with various guys who define themselves as 'bi' and gay, as well as one who defines as 'straight'. All have become ardent kissers, and some now like me to unload in their mouth, and all seem OK with me taking a few photos as private mementos.

 

As long as all the sexual activities are consensual, and you respect their stated wishes, why not?

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I have an interesting little twist on this whole thing ...

 

There are two escorts I've seen that I like, and both are 100% committed tops. I've hired them separately and together for a threeway once.

 

The one time we were together, Top A was rubbing his cock along the outside of Top B's hole while I was rimming Top B. Top B loved it. But he wouldn't let himself get fucked. But both Top A and I felt like there was a part of his mind that wanted to.

 

I've challenged Top A to get into Top B's ass, and he's confident he can make it happen. I've also relayed to Top B that Top A wants to fuck him. Top B wants to do another threeway, but says he will not bottom. However, he doesn't express any interest in the reverse -- getting into Top A's ass. I somehow sense Top B realizes if they fuck at all, he will have to be the bottom. Top A -- I'm completely sure -- would not bottom. And for some reason, I wouldn't want him to. I just want to see him get into Top B.

 

Whether Top B gives it up, it's going to be fun to watch how it plays out ... I'm not sure WHY I'm so jazzed up about this potential seduction, but I am ...

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I have an interesting little twist on this whole thing ...

 

There are two escorts I've seen that I like, and both are 100% committed tops. I've hired them separately and together for a threeway once.

 

The one time we were together, Top A was rubbing his cock along the outside of Top B's hole while I was rimming Top B. Top B loved it. But he wouldn't let himself get fucked. But both Top A and I felt like there was a part of his mind that wanted to.

 

I've challenged Top A to get into Top B's ass, and he's confident he can make it happen. I've also relayed to Top B that Top A wants to fuck him. Top B wants to do another threeway, but says he will not bottom. However, he doesn't express any interest in the reverse -- getting into Top A's ass. I somehow sense Top B realizes if they fuck at all, he will have to be the bottom. Top A -- I'm completely sure -- would not bottom. And for some reason, I wouldn't want him to. I just want to see him get into Top B.

 

Whether Top B gives it up, it's going to be fun to watch how it plays out ... I'm not sure WHY I'm so jazzed up about this potential seduction, but I am ...

 

I am waiting for tops C & D to join....

;)

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I agree, PK. I've even been known to see merit in guys well into their 40's (and the occasional - gasp! - 50's). Since my hires are short, I don't generally care about the recovery time - I'm not looking for multiple ogasmers - just one good quality one per session is enough for me - not that greedy here!

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