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Escort late night fantasy


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On one of my last vacation trips the hotel gave me two room keys even though I had booked the room as a single. When I was gathering things together for checkout I stared at the keys for about 10 minutes as an idea formed in my mind.

 

I'd like to leave the spare key hidden in the hotel hallway and tell an escort where it is, or drop off the key for him early in the day. I want to instruct the escort that I'll be crashing around 11 PM, but I want him to drop by at some time of his choosing, probably after 1 AM. He should slip into the hotel room, and move quickly -- waking me up to fuck me.

 

It's not really a rape fantasy. It's kind of based on a former lover who woke up or lay awake very horny and steel hard every now and then and would want to fuck me right then and there. I pulled away, rolled over, and told him to go back to sleep the first time because I was tired, groggy, and confused. The second time, for some reason, I let him move in closer. It ended up being very great sex in part because he was all charged up and moving at full steam while I was struggling to become aware of what was going on.

 

I know this scene with an escort would have to be with one I trusted a lot. Daddy Bruno in SF is about the only one I could think of at the moment.

 

I know I'd want to work out payment beforehand so the escort could slip out as fast has he came in. I tend to lock up all my significant valuables in the room safe, so I don't think I'd be taking a severe risk. I wonder what trust issues the escort might have about such a scene, and what else I'd have to do to assure him that it would be cool.

 

Anyone ever done anything similar with an escort? Have any thoughts on how it might work? Any escorts have ideas on how to make it happen?

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Yes And Yes

 

Yes, it is totally a trust issue, given the time of night, the possibility of security being called, depending on the jurisdiction, the possibility of it being a police sting, et al. Therefore, for your own safety and piece of mind, as well as that of the escort, it should be someone you know and trust.

 

As an example, I work out of my hotel room when I travel. I have money, credit cards, my identification, car keys, my lap top and other such valuables. I always want to feel comfortable having someone over, just as you might in your home.

 

As you indicated as well, you would want to not only have the payment arrangements handled in advance, but all questions: actual safe sex practices to be used, what may occur, what arrangements will be made if one party needs to cancel at the last minute, as well as anything that may come up between an escort and client.

 

For all these reasons, while I have done a similar scenario with both a boyfriend on vacation many years ago and a client recently, you and he would both likely prefer to have a level of trust and courtesy/concern for and with one another established first.

 

Good luck.

 

Trying to please the easily offended

 

http://www.gaydar.co.uk/francodisantis

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[font color="green"

] I don't know if I were an escort I'd feel comfortable doing that--unless I knew you well enough to trust you were going to be the one in the room and not some poor sap your were playing a joke on at my expense :p

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  • 3 weeks later...

Being the voyeur that I am I was hoping to read more juciy stories here of late night adventures. I know I'm not the only one who acts out elaborate scenarios with my clients.

 

Once I watched from a lobby bar as my target left the hotel whereupon I went up to his room and let myself in. After rustling around for a few moments I found the booty I was looking for. The arrogant thief that I am, I lingered in the bathroom for a minute or two counting my cache before heading out. But just then my target returned and in a moment of surprise I was caught. A struggle ensued and before long I was down for the count, tied to the base of the davenport half naked as my bag was gone through to reveal what I had stolen. I spent the next few hours at the will of my captor explaining myself and pleading to be let go. Only after he was satisfied with my reprimand did he let me go. And that's when I thanked him for his generous mercy. The next morning I snuck out of bed and scrambled to gather my clothes careful not to wake him for fear that he'd turn me in afterall. Only after I got into my car did I realize that my pockets we're full, and stuffed with twice as much as I originally robbed him for!

 

 

Of course, this was completely scripted and discussed before it ever happened. I knew my client and we have enacted several more scenes of varying themes since then. Close attention to detail, rules and limits, and a determined safe word in case the scene takes a bad turn are all key for such a meeting. Both my client and I love that scene and we rival ourselves to come up with interesting but careful ways to make each other happy while breaking away from the conventional trick.

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