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freecahill1965
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This is probably going to sound foolish but I dont care I am asking because I want to know. Having only hired escorts for a few months now, the longest being two hours. I would like to ask a novice question. Unless you are looking for companionship for an evening i.e. dinner show etc, what is an Overnight like. First, most guys I am with are hot. I have a hard time lasting the hour. Good thing I like to make out to get my time in. Though an Overnight sounds exciting, I would have no idea what to do after the 90 minutes. Does the escort plan the "activities" for the evening? Is it the responsibility of the client to come up with a list of things and plan it like a day at Disney? How does it work?

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The experience is what you make of it. In every ON scenario I've been involved in, the client created our agenda. I had little involvement but sometimes was asked for opinions on restaurants or ideas for activities (non bedroom related). I have thoroughly enjoyed every ON and appreciated the work each client did to make sure I was comfortable and had fun. Not every ON involves fucking for the whole time unless you both really have that kind of stamina :p

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This is probably going to sound foolish but I dont care I am asking because I want to know. Having only hired escorts for a few months now, the longest being two hours. I would like to ask a novice question. Unless you are looking for companionship for an evening i.e. dinner show etc, what is an Overnight like. First, most guys I am with are hot. I have a hard time lasting the hour. Good thing I like to make out to get my time in. Though an Overnight sounds exciting, I would have no idea what to do after the 90 minutes. Does the escort plan the "activities" for the evening? Is it the responsibility of the client to come up with a list of things and plan it like a day at Disney? How does it work?

 

I am not fond of overnights. The idea of paying someone to sleep together, literally, does not entice me. Many friends like paying for the company, but that is not my thing either.

When I want a long hot time, rather than paying for an overnight, I would pay multiple hours during the day. I have never used clocked time to have dinner, go for drinks, movies, or anything social.

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I am not fond of overnights. The idea of paying someone to sleep together, literally, does not entice me. Many friends like paying for the company, but that is not my thing either.

When I want a long hot time, rather than paying for an overnight, I would pay multiple hours during the day. I have never used clocked time to have dinner, go for drinks, movies, or anything social.

 

Yeah, I guess I feel the same way. I have plenty of companionship, friends and family. (LMAO as I wrote this) I just want great sex and for that time have them make me feel sexually excited and awesome and they do. This is something I cant get at home. I have to be honest. Sex with the good male escorts is way better than any women for which I have had sex. I can count on one hand how many times a women said "what can I do to please you" then do it. The only regret I have is that I did not figure this out sooner. I have 25 years to catch up on. ;)

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I'm not an escort, but I've overnighted with one. Overnights are like long sessions in some ways. The escort is there to help you have a good time. It sounds like you want more of a long time with a hot guy than just sex, which I think is very understandable. I like that too. If you have an escort you think you would like to spend that type of time around, see what common interests you may have: a current movie or get a DVD. A restaurant you both want to try out. I think it will be a lot more fun if you both really enjoy the things you do. But remember, a lot of escorts will agree to almost anything since you are footing the bill (it's the service they are providing). If you have a good, honest relationship he'll be more open about his actual interests (please note: as companions, I think a lot of escorts show interest in what their clients are interested in as part of the service, I don't see it as dishonesty, but what they are getting money to do - and this is doing the job well).

 

Getting time to just lie there with a hot man is wonderful. 1 or 2 hour sessions don't always get to include that. If you are willing to pay for that experience (and I think it can be worth it), go for it. There is a wonderful feeling waking up that way.

 

Since you're new, please allow me to add a bit of warning: for an overnight, there is a necessary change in the fantasy dynamic. The escort is going to need to go to the bathroom. In the morning, there is a need to bush teeth to get fresh again. That sort of thing. A number of the escorts I know go to be late and sleep late (the opposite of my schedule).

 

As much as I love hiring smoking hot men, when it comes to overnight, I'm much more interested in the personality I get to experience.

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Yeah, I guess I feel the same way. I have plenty of companionship, friends and family. (LMAO as I wrote this) I just want great sex and for that time have them make me feel sexually excited and awesome and they do.

Ahh... you say that now... but one will come along who lets his guard down enough to see the man behind the escort persona and you may feel very differently. It has nothing to do with being a substitute for friends and family. It's a pleasure unto itself. :p

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Overnights are not my thing. I've done several but only one was really "worth it" in my book.

Nonetheless, every year or so I get an itch and try again. Part of the problem is I'm much

more of a "whammer" then I am a "charmer", and expecting a whole night of "whamming"

just isn't very realistic.

 

While I truly enjoy eating dinner with and sleeping next to an escort, I just don't think it's

worth the fees they charge. In Europe, where overnight fees tend to be much more reasonable,

it comes close but even then it's a stretch to say it's "worth it".

 

I think some less talented escorts also have a hard time maintaining the charade for 12 hours.

When the facade starts to crumble....well....let's just say...you don't really want to look behind

the curtain.

 

So for various reasons I'm not a fan. You're mileage may, and most likely will, vary.

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This is probably going to sound foolish but I dont care I am asking because I want to know. Having only hired escorts for a few months now, the longest being two hours. I would like to ask a novice question. Unless you are looking for companionship for an evening i.e. dinner show etc, what is an Overnight like. First, most guys I am with are hot. I have a hard time lasting the hour. Good thing I like to make out to get my time in. Though an Overnight sounds exciting, I would have no idea what to do after the 90 minutes. Does the escort plan the "activities" for the evening? Is it the responsibility of the client to come up with a list of things and plan it like a day at Disney? How does it work?

 

We all have to start somewhere, it's still pretty new to me. As the client, it's going to be your choice, even if that choice is to have your guy pick a movie or a restaurant, if that's your thing. So the real question is, what do you want out of the experience? For me, I like the idea of not being rushed. I mean, I like that idea a lot, enough to make it worthwhile. Part of that may be my strong preference for the BFE, which for me means a lot of not-quite sexual affectionate contact and long make-out sessions. That takes time. I've always considered two hours as a minimum, and would prefer four. Not to seem overly tacky and calculating, but the reality is that you add a couple of four hour sessions together and you are usually really close to an overnight rate. I wouldn't consider doing this with someone that I didn't have chemistry with and who wasn't able to sustain a BFE over a long session. I can't imagine an overnight on a first meeting, there has to be some level of familiarity for me.

 

The experience is what you make of it. In every ON scenario I've been involved in, the client created our agenda. I had little involvement but sometimes was asked for opinions on restaurants or ideas for activities (non bedroom related). I have thoroughly enjoyed every ON and appreciated the work each client did to make sure I was comfortable and had fun. Not every ON involves fucking for the whole time unless you both really have that kind of stamina :p

 

It's funny to be put in the position of having to think about making sure your guy gets fed and watered. Wouldn't want him to bonk while you're bonking. :cool:

 

I am not fond of overnights. The idea of paying someone to sleep together, literally, does not entice me. Many friends like paying for the company, but that is not my thing either.

When I want a long hot time, rather than paying for an overnight, I would pay multiple hours during the day. I have never used clocked time to have dinner, go for drinks, movies, or anything social.

 

It's definitely a different experience from a short session where typically once you get off, it's basically over. On my only overnight so far, after the evening playtime, the guy fell asleep in my arms, which was deeply gratifying on multiple levels. I wouldn't get that on a short session.

 

 

The only regret I have is that I did not figure this out sooner. I have 25 years to catch up on. ;)

 

I'm glad you figured it out.

 

 

Getting time to just lie there with a hot man is wonderful. 1 or 2 hour sessions don't always get to include that. If you are willing to pay for that experience (and I think it can be worth it), go for it. There is a wonderful feeling waking up that way.

 

Since you're new, please allow me to add a bit of warning: for an overnight, there is a necessary change in the fantasy dynamic. The escort is going to need to go to the bathroom. In the morning, there is a need to bush teeth to get fresh again. That sort of thing. A number of the escorts I know go to be late and sleep late (the opposite of my schedule).

 

As much as I love hiring smoking hot men, when it comes to overnight, I'm much more interested in the personality I get to experience.

 

I couldn't agree more. I love wake up sex, but you have to make allowances so everyone can be presentable, depending on what you are doing...

 

 

Ahh... you say that now... but one will come along who lets his guard down enough to see the man behind the escort persona and you may feel very differently. It has nothing to do with being a substitute for friends and family. It's a pleasure unto itself. :p

 

When I was younger, doing hook ups, it was great to meet someone and have a mini-fling, one day, maybe the weekend. I can see how an overnight can be like that, exploring someone new.:cool:

 

While I truly enjoy eating dinner with and sleeping next to an escort, I just don't think it's worth the fees they charge. In Europe, where overnight fees tend to be much more reasonable, it comes close but even then it's a stretch to say it's "worth it".

 

I think some less talented escorts also have a hard time maintaining the charade for 12 hours. When the facade starts to crumble....well....let's just say...you don't really want to look behind the curtain.

 

I think I agree, which means that when I find a guy who can pull it off, it's worth it. ;)

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It depends on the guy for me. Some working guys i have a blast with on and off the clock. Those are the ones I want to spend more than an hour or two with. So I don't mind doing an overnight with them for the extra funds (if I have the time). One guy in particular is a sexual beast and if I could fuck him the entire time we overnighted, he'd be up for it.

 

Also some guys, in the past, I would see them multiple times for multiple hours on separate days when they cam to my area. So it was more cost effective just to start doing an overnight. At this point, all of the working guys I've formed a strong bond with, I've done at least an overnight... with one exception (not for a lack of trying). His schedule is hectic... as is mine. The only time I have time to do an overnight, he has other obligations. Of the group I've done overnights with, 6 I have spent multiple days with.

 

The longest time I spent with an escort was 4 days, but it was strictly platonic and no money was exchanged.

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I have only done two paid overnights. Neither of them was great. One was with a regular who I knew well and enjoyed. He cooked dinner (he was a trained chef) then we ate and then went to bed. Good sex. Then we just laid there talking until I had to walk the dog. We went together. Finally we went to sleep. I did not sleep much and started to fondle him. We had another bout of sex. In the morning I had to walk the dog (more about this later) and we had sex again when I returned. We then took some pictures a and he left. The other time was with someone I did not know well. I really obsessed about leaving him in the apartment alone when I had to walk the dog. I felt strange but asked him to accompany me. I think this broke the mood.

 

Not something I would do again.

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Overnights can be overrated, a drag, or else total bliss when done with a hot guy that you know well and are sexually compatible with. You need to set your parameters, your needs, and your expectations beforehand if you want your experience to be worthwhile and more than just paying to watch somebody sleep and listen to his snoring...

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How long is an overnight? 12 hours?

 

When I hired a few years ago and did many overnight dates, an overnight was always 12 hours but sometimes over-ran to 14/15 hours.

 

How does it work?

 

To answer the OP, my view is that it's upto you, the client, to ensure the overnight goes as you wish. It's very important that you make clear your expectations and your desires. An overnight date is a big investment (of both your time and your money) and so it is essential that you are clear about what you want the two of you to do together. Please take the guy you plan to see overnight for a short session first. Bear in mind that it's a very long time to spend with an escort who may not have developed good social graces and conversational skills.

 

I had a small check-list and I always made sure the escort was very happy before committing to the overnight. (FWIW I'm a top only and much older than the handsome, muscleboy-bottoms 21-30 that I enjoy dating. I always use a condom when topping but at the end I enjoy being sucked off, no condom, to climax and it's hot for me if the muscleboy swallows my load)

 

1. As mentioned above, I would only have an overnight date once the nice guy had performed well during a 'test-drive' on a 1-3 hour date.

2. I spelled out in detail what I had in mind and what action I expected.

3. My typical overnight began around 7pm with chatting over a drink before going to bed and having full sex. Then I'd take the guy to a good restaurant for dinner, having found out earlier if he had any food preferences/dietary constraints. On returning home, we might talk more before showering and going to bed for a shorter session of full sex. I like to sleep 7-8 hours. In the morning, I usually woke up early so I showered, then went back to bed and woke up the muscleboy with cuddling and kissing before he sucked me off. After dressing, we'd have breakfast and I'd hand over his pay that I had ready in an envelope.

 

I had great times (and good sex) with various hot-bodied young men on many overnight dates. If I saw a guy often, I mixed it up by inviting him to a concert or the theatre as well as dinner. One nice guy used to insist on taking me out for breakfast after an overnight date.

 

So I'd encourage you to go for it but be clear in your communications. One last anecdote: I had various dates with a very hot, blond muscleboy (21-22) before I asked about an overnight. This muscleboy had the looks and body of an Adonis and he eagerly did everything I enjoy in bed. I asked about his overnight fee and it was very high. He explained he'd only done a couple of overnights, both with men aged 28-30 and they topped him 5x-6x in the night. I laughed and explained it was going to be like our usual 2-3 hour date but the extras were dinner and sleeping for 7-8 hours before he sucked me off in the morning. He immediately smiled and drastically cut his suggested fee. We had a great time and repeated on various occasions.

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Overnights are expensive for a reason. That's a long time for an escort to be "on" and in escort mode. I only do overnights with a favorite where we have broken through the "fourth wall" and he can relax and just be himself. Except for 45 minutes or so twice during the time spent together -- once at night and again in the morning. It's very very relaxed. He's a foodie so I make sure to take him someplace special for dinner. We come back and relax, watch a movie, and then fool around before we go to sleep. In the morning there's a repeat. Sometimes he leaves pretty quickly. At other times he hangs around for a while. Because I'm not very demanding and he is very comfortable with the situation, we have worked at a rate that we are both happy with.

 

Every situation will be different, but they all work better with someone that you know well beforehand.

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When I hired a few years ago and did many overnight dates, an I'movernight was always 12 hours but sometimes over-ran to 14/15 hours.

 

 

 

To answer the OP, my view is that it's upto you, the client, to ensure the overnight goes as you wish. It's very important that you make clear your expectations and your desires. An overnight date is a big investment (of both your time and your money) and so it is essential that you are clear about what you want the two of you to do together. Please take the guy you plan to see overnight for a short session first. Bear in mind that it's a very long time to spend with an escort who may not have developed good social graces and conversational skills.

 

I had a small check-list and I always made sure the escort was very happy before committing to the overnight. (FWIW I'm a top only and much older than the handsome, muscleboy-bottoms 21-30 that I enjoy dating. I always use a condom when topping but at the end I enjoy being sucked off, no condom, to climax and it's hot for me if the muscleboy swallows my load)

 

1. As mentioned above, I would only have an overnight date once the nice guy had performed well during a 'test-drive' on a 1-3 hour date.

2. I spelled out in detail what I had in mind and what action I expected.

3. My typical overnight began around 7pm with chatting over a drink before going to bed and having full sex. Then I'd take the guy to a good restaurant for dinner, having found out earlier if he had any food preferences/dietary constraints. On returning home, we might talk more before showering and going to bed for a shorter session of full sex. I like to sleep 7-8 hours. In the morning, I usually woke up early so I showered, then went back to bed and woke up the muscleboy with cuddling and kissing before he sucked me off. After dressing, we'd have breakfast and I'd hand over his pay that I had ready in an envelope.

 

I had great times (and good sex) with various hot-bodied young men on many overnight dates. If I saw a guy often, I mixed it up by inviting him to a concert or the theatre as well as dinner. One nice guy used to insist on taking me out for breakfast after an overnight date.

 

So I'd encourage you to go for it but be clear in your communications. One last anecdote: I had various dates with a very hot, blond muscleboy (21-22) before I asked about an overnight. This muscleboy had the looks and body of an Adonis and he eagerly did everything I enjoy in bed. I asked about his overnight fee and it was very high. He explained he'd only done a couple of overnights, both with men aged 28-30 and they topped him 5x-6x in the night. I laughed and explained it was going to be like our usual 2-3 hour date but the extras were dinner and sleeping for 7-8 hours before he sucked me off in the morning. He immediately smiled and drastically cut his suggested fee. We had a great time and repeated on various occasions.

 

Thank you, great advice. I am planning an overnight. My idea is to fool around first. Get food, go see a comedy show who does not like a good to laugh. Might play touchy feely if no one is looking. Go back to hotel fool around some more. Sleep, fool around some more offer breakfast out then leave. I figure if I cum 3x times and had an enjoyable time. I got my money's worth. Does that sounds reasonable?

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I figure if I cum 3x times and had an enjoyable time. I got my money's worth.

 

Everybody's different and you do specify that you had to have had an enjoyable time, but one thing that I like about a longer booking is the opportunity for extended intimate interaction. To put it another way, quality over quantity. I much prefer a single mind numbing, toe curling release after a few hours of slow love to anything that involves having to be aware of the time at all. I would encourage you to consider availing yourself of an experience that is only possible in a long booking.

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Does that sounds reasonable?

It is not unreasonable. I think plenty of clients anticipate 3 rounds during the course of an overnight, but talk to your guy of course. If you don't know him well, the ice breaker session in the beginning is a good way to create a sense of intimacy for the evening. Not everyone is a fan of morning sex though, and depending on the activity, it's not always the best time of day. ;)

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It is not unreasonable. I think plenty of clients anticipate 3 rounds during the course of an overnight, but talk to your guy of course. If you don't know him well, the ice breaker session in the beginning is a good way to create a sense of intimacy for the evening. Not everyone is a fan of morning sex though, and depending on the activity, it's not always the best time of day. ;)

 

I was just thinking of an awesome blowjob to end the festivities. I agree morning is probably not the best time for certain activities.

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It is not unreasonable. I think plenty of clients anticipate 3 rounds during the course of an overnight, but talk to your guy of course. If you don't know him well, the ice breaker session in the beginning is a good way to create a sense of intimacy for the evening. Not everyone is a fan of morning sex though, and depending on the activity, it's not always the best time of day. ;)

 

AGREED, I may just fool around a bit before dinner but save the blast for later. ;) I am not as young as I use to be. Sometimes what we write is more climatic than out ability to do so. ;)

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I actually like ONs. For me, it's the ultimate boyfriend experience. I first paid for an escort as a dinner companion during one of the Forum's PS retreats. I had prearranged it. It turned out to be wonderful and very enjoyable - not weird in the least. From there an ON was easy.

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I actually like ONs. For me, it's the ultimate boyfriend experience. I first paid for an escort as a dinner companion during one of the Forum's PS retreats. I had prearranged it. It turned out to be wonderful and very enjoyable - not weird in the least. From there an ON was easy.

 

Do you plan your overnight similar to what I have posted? How do you make the experience a good one?

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Do you plan your overnight similar to what I have posted? How do you make the experience a good one?

I ALWAYS have a dialogue with the guy beforehand. I ask what he likes to do, eat, go, etc. I'm the type of person that finds pleasure from do what the other person wants - even when I'm paying.

 

For an ON, I'll preplan dinner, a DVD or two, but that is it. For a two day or a full weekend I'll have a list of local excursions ready and let the escort decide. With the sex I get satiated so there is cuddling, talking and dozing/sleeping involved. (Being single most of my life, it's a treat sleeping with someone else in my bed.)

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