Questions about overnights

[keithhardy]

I would suggest that you both discuss expectations of how the night will go, I typically will not do an overnight without doing this. In my younger years, when I first started out, while working for an agency I recall and overnight I NEVER want to live through again. Personally I would rather be upfront and honest and not have either party disappoint, particularly the client.

[Jock123]

I would suggest that you both discuss expectations of how the night will go, I typically will not do an overnight without doing this.

 

 

Personally for me I am quite the Opposite. Over the Years I have learned that the best Overnight sessions are those that arent built upon High Expectations. For example We'll Discus Likes, Dislikes...Especially if theres any Dealbreakers BUT I've had guys send me Pages(Yes one guy sent me a 3 Page email once of how hed Like the night to go...I politely said I probably wouldnt be his Guy) and It never worked out Verbatim...ever. My Best experiences are "Ill meet You here at so and so Time...See you then!" Those that have been Spontaneous, Played by ear have been the best. Of course everyone is Different. I have had guys Book an Overnight and literally Up until the day we were to Meet send me AT LEAST one Email...Per Day of how They wanted the night to go, What Restuarants, Theatres etc they Wanted to do, Sexy time etc etc etc.

 

I just Prefer Short and Sweet emails. No matter how much Chemistry You seem to have In an Email...In Person things can be Totally Different. I believe It is my Job to go above and beyond making sure the client Has an Amazing time. Afterall I am all about a Regular. I'd rather they be Pleasantly Surprised/Pleased than build all these Expectations beforehand.

[+ purplekow]

In booking for overnights, I try to ask if the escort needs anything in particular as far a personal items or foods. I tell him about my basic needs....basically to get laid and have a relaxed and sexy evening....and I let thing proceed from there. If I want something special, I will mention it, but I try to go with the flow and that flow has floated my boat just about every time.

[keithhardy]

Personally for me I am quite the Opposite. Over the Years I have learned that the best Overnight sessions are those that arent built upon High Expectations. For example We'll Discus Likes, Dislikes...Especially if theres any Dealbreakers BUT I've had guys send me Pages(Yes one guy sent me a 3 Page email once of how hed Like the night to go...I politely said I probably wouldnt be his Guy) and It never worked out Verbatim...ever. My Best experiences are "Ill meet You here at so and so Time...See you then!" Those that have been Spontaneous, Played by ear have been the best. Of course everyone is Different. I have had guys Book an Overnight and literally Up until the day we were to Meet send me AT LEAST one Email...Per Day of how They wanted the night to go, What Restuarants, Theatres etc they Wanted to do, Sexy time etc etc etc.

 

I just Prefer Short and Sweet emails. No matter how much Chemistry You seem to have In an Email...In Person things can be Totally Different. I believe It is my Job to go above and beyond making sure the client Has an Amazing time. Afterall I am all about a Regular. I'd rather they be Pleasantly Surprised/Pleased than build all these Expectations beforehand.

I don't disagree on some points of this but wouldn't you rather know if the guy intends to be up all night doing coke, with no sleep at all, having different guy after guy coming and doing coke with him, when you don't do drugs at all????? I am just curious......... I would rather discuss expectations, as to NOT lead to disappointment. I wasn't saying a detailed explanation down to the blanket we were using, more so are you one to stay up all night, or are you looking for play followed by cuddling, etc..... Yes it is our job to make sure one has an amazing time and I think it is safe to say we are all about regulars. I would rather have an idea if I could physically do that, over not and thus lead to a bad review or client disappointment.

[keithhardy]

In booking for overnights, I try to ask if the escort needs anything in particular as far a personal items or foods. I tell him about my basic needs....basically to get laid and have a relaxed and sexy evening....and I let thing proceed from there. If I want something special, I will mention it, but I try to go with the flow and that flow has floated my boat just about every time.

I think this is a very good plan, and it is very kind of you to ask if the escort needs anything.

[mike carey]

I said earlier that I hadn't told my escort what I wanted or really discussed how the evening would go. That wasn't entirely true, he basically said he envisaged, 'Cuddle, play, break for dinner, cuddle, play, sleep, wake up, play, shower'. The details were sorted out on the fly and it all worked. I would do it all again.

[Reluctant Daddy]

I didn't really want to plan a scripted overnight, but I also would like to do and say enough to engage him and make it enjoyable for him. It's well beyond the usual "talk, play" scenario I know.

 

P.S. If anyone on the forum is in theater or television, PM me. I could use some input on flattering lighting

[MscleLovr]

You' t have to "plan" or "script" an overnight, but you do have to communicate clearly what you desire and hope to enjoy. Certainly you may be spontaneous and see what happens...but you later may not complain if either you find the date unsatisfactory or the escort does not read your mind correctly. My working assumption is that if you were spontaneous/relaxed/chilled-out about the overnight, you would not have posted here.

 

And as to lighting, I doubt that you need it to be flattering but it's never wrong to have various levels of lighting (table lamps, picture lights, candles and tea-lights with one scented candle) but none brilliantly lit. Bright lights are for the bathroom. I also find it helpful to have a low level lamp on in the bedroom.

 

Good Luck and I hope it all works as you wish with him.

[liubit]

I haven't done an overnight in years, but I did quite a bit of them in my time. I am not much of a planner, and I honestly don't remember having "scripted" any of them to the tiniest detail. Of course, the first overnight with a guy can have its awkward moments --like silent pauses at dinner, for example--, but that happens even with non escort dates. You just have to live with it and go on.

 

My usual pattern was light play before dinner, dinner at a restaurant, hotter after dinner play, sleep, and morning play before departure (something I insisted on before hiring, because I love morning sex). Sometimes, we enjoyed middle of the night fun, but that was an added bonus that happened only with regulars.

 

My advice: don't overthink it, enjoy it, have fun with it. Just let things happen.

[wisconsinguy]

A few years ago I took a leap of faith in myself. With absolutely no experience with a male to male encounter, I elected to start off with an extended weekend. This was followed with many more of the same. Trips which turned out to be wildly successful in so many ways. I wish there was another word to use than "chemistry." Perhaps I could use the phrase, "we just clicked." Being together for an overnight, or trips takes some degree of tolerance. I think taking a little time to find out what the other persons preferences are, being willing to step out your own comfort zone, can be great fun. I do not want to be thought of as just another client. And, I have been fortunate enough to find someone that I "click" with.