Slumber Party -. First Overnight

[+ glennnn]

I'm having my first overnight escort soon and I am nervous. Ive never slept with a man before. I need some advice, but even after all that I've shared with you, I feel shy and embarrassed to ask for it. However, here goes.....

 

Can I spoon with him as we go to sleep after?

Can I fondle him in the night? In the morning? How early? After breakfast?

I'll have a separate room. Should I just go there and come back in the AM?

I'm a bottom. Do I carry out a full cleaning ritual in the AM?

Assuming we meet at 6pm, when does our time end in the AM?

 

 

 

I know I should be asking my escort these things, but..... I just don't want this to be awkward, or not TOO awkward. Do I just contact him with my insecurities?

 

Maybe I just did.!!!! Here! I really respect and admire this guy and just don't want to put my foot in it.. so to speak.

[+ glennnn]

Should I relax? YES!

[escortrod]

I promise I will stop promoting this stuff at some point, but get Pure for Men. It should mean you don't have to go through the full cleaning ritual. www.pureformen.com

 

I would expect it to be fine for you to sleep in the same bed, but all of the questions you are asking come down to the comfort level of the escort. Personally I am grumpy if I don't sleep well, so I wouldn't appreciate being fondled during the night.

[LivingnLA]

Spooning: It depends on the escort. You'll need to ask him.

Fondling: Again, I feel like this depends on the escort.

Sleeping in a separate room: Do you snore like a chainsaw? Does he? Might make sleeping challenging.

Cleaning: If you get enough fiber and eat healthy, your body will take care of itself.

Timing: Every escort is different. For some, an overnight is 4-6hrs. Others are 8-10. You'll have to ask about his expectations.

Relaxing: Yes! Maybe a massage will help.

[+ purplekow]

I think some of your questions can only be answered by the escort: The time one specifically.

Spooning is usual but some people do have trouble falling asleep that way, so there may need to be a break in order to sleep.

There is no need to sleep in a separate bed, unless you are a violent or noisy sleeper, You know a kicker or someone who flails about or perhaps a snorer or a user of CPAP.

As far as other interactions, I have had situations in which I have woken the escort for a middle of the night encounter, but usually I try to go for a session prior to dinner, a session before sleep and then another in the morning.

 

In recent years, I rarely have the opportunity of awakening with someone in my bed, which has always been enjoyable for me. I hired an escort for an overnight and when I awoke he was out drinking coffee. I missed out on the sex stupid time. By that I mean, the time when you have had sex with someone and then awakened and are still have a bit of sex hangover and so you are bit giddy. I brought up on this forum the idea that I was disappointed to awaken to a missing escort and I was rebuffed for expecting the escort to be in bed. So this is probably something you should discuss with him, if you want to wake up next to him, so that there is no confusion.

[+ glennnn]

PK comes through as always! Thank you, Kow. Can't wait to see you in PS!

[LivingnLA]

For me, I feel like if I were to hire for an overnight, I would ask for whatever is involved in a real full "BFE" (Boy Friend Experience). I know it makes me a big sap, but I'd want to spend an evening with a guy like it's a date with a guy who wants me and desires an evening of fun. I'd expect alot of kissing, cuddling, and more "intimate/romantic" activities. I'd want to experience being the little spoon and maybe even that fuzzy kind of awesomeness of an intimate quiet morning waking up with someone so close and special that we actually slept together and are now enjoying our coffee and breakfast before we "armor up" for the "real world." Though, that might be weird for me since that's a part of me only shared with my wife and family so far in my life. It might be too intimate.

 

All of this would be shared with the escort so we could negotiate our time together.

[Bearofdistinction]

I'm having my first overnight escort soon and I am nervous. Ive never slept with a man before. I need some advice, but even after all that I've shared with you, I feel shy and embarrassed to ask for it. However, here goes.....

 

Can I spoon with him as we go to sleep after?

Can I fondle him in the night? In the morning? How early? After breakfast?

I'll have a separate room. Should I just go there and come back in the AM?

I'm a bottom. Do I carry out a full cleaning ritual in the AM?

Assuming we meet at 6pm, when does our time end in the AM?

 

 

 

I know I should be asking my escort these things, but..... I just don't want this to be awkward, or not TOO awkward. Do I just contact him with my insecurities?

 

Maybe I just did.!!!! Here! I really respect and admire this guy and just don't want to put my foot in it.. so to speak.

 

Talk with the gentleman with whom you will be spending the night. I have a guest room and spate bath which I offer to gentleman callers -- I am not a great sleeper

as I am usually all over the bed -- Some appreciate the consideration but I have had others who were hurt that I did not want to share the night with them in my bed,

I have encountered others who wanted to spoon and cuddle and play but then retired to the guest room for sleep -- then returned to the master suite in the morning

to wake me in a variety of hot wet ways . . .

 

That was the best of both worlds -- we both enjoyed and both slept well and both enjoyed morning fun!

[+ glennnn]

The wise and truly wonderful @LivingnLA chimes in. You nailed it, bro.i couldn't say what I want from this adventure better than you just did. Thank you. Dare I use the word Romance?

[+ glennnn]

Talk with the gentleman with whom you will be spending the night. I have a guest room and spate bath which I offer to gentleman callers -- I am not a great sleeper

as I am usually all over the bed -- Some appreciate the consideration but I have had others who were hurt that I did not want to share the night with them in my bed,

I have encountered others who wanted to spoon and cuddle and play but then retired to the guest room for sleep -- then returned to the master suite in the morning

to wake me in a variety of hot wet ways . . .

 

That was the best of both worlds -- we both enjoyed and both slept well and both enjoyed morning fun!

 

 

Hot wet ways.....I just came in my sleep shorts. I got two rooms specifically to give my gentleman caller some space if he needed it. I hope he won't, but he will be changing location by several time zones and might need some time out.

[LivingnLA]

The wise and truly wonderful @LivingnLA chimes in. You nailed it, bro.i couldn't say what I want from this adventure better than you just did. Thank you. Dare I use the word Romance?

 

Aww. You're gonna make me blush. Thanks for the kind words. Romance is good word. For me, if I were to go there, I'd want to experience the kind of comfort, familiarity, and intimacy that only comes with time and care. Again, I suspect that's too far for me as it would potentially introduce complexity I can't adequately adapt to in my situation given my current commitments. For me, there are some doors that probably should not be opened. The old saying about ignorance and bliss comes to mind.

 

I hope you have a wonderful experience!

[Bearofdistinction]

Okay Rod -- Im gonna try this PurePooper for men -- If I end up with fudge stripes on my Lexus Leather -- We are gonna

go round and round together!

[escortrod]

Okay Rod -- Im gonna try this PurePooper for men -- If I end up with fudge stripes on my Lexus Leather -- We are gonna

go round and round together!

The whole point of leather seats is that they're wipe clean.

[+ Eric Hassan]

I'm having my first overnight escort soon and I am nervous. Ive never slept with a man before. I need some advice, but even after all that I've shared with you, I feel shy and embarrassed to ask for it. However, here goes.....

 

Can I spoon with him as we go to sleep after?

Can I fondle him in the night? In the morning? How early? After breakfast?

I'll have a separate room. Should I just go there and come back in the AM?

I'm a bottom. Do I carry out a full cleaning ritual in the AM?

Assuming we meet at 6pm, when does our time end in the AM?

 

 

 

I know I should be asking my escort these things, but..... I just don't want this to be awkward, or not TOO awkward. Do I just contact him with my insecurities?

 

Maybe I just did.!!!! Here! I really respect and admire this guy and just don't want to put my foot in it.. so to speak.

 

These are good questions, and I think you know that the best person to talk with and clarify answers is the escort.

 

I would advise anyone who has any kind of concern when meeting with an escort - whether it's an hour or overnight - to do one thing and remember one thing.

 

TO DO: bring your spirit and be your true and genuine self

 

TO REMEMBER: there is no right or wrong - you can't fuck this up

 

I think most on this forum would attest to the brightness of your spirit and you are a careful, considerate, thoughtful and self-expressed member of this community. BRING THAT. Ask questions, get answers, then allow yourself to ENJOY yourself and the lucky guy.

 

Also, I second @escortrod's endorsement of Pure For Men. I use it and love it. I am routinely clean enough that if a spontaneous fuck were to come up, I would feel comfortable getting poked. I still prefer to clean so I remove all doubt and that process is much easier now that I use PFM.

 

Have fun, dude. You've got this.

[beachboy]

I wonder if most escorts welcome overnight bookings, apart from the fee of course. For the client it must be that they enjoy the guy's company as well as the sex but from the escort's point of view I wonder if they wouldn't prefer to sleep in their own home/hotel after the shenanigans are over. I've planned to book an overnight but it seems such a minefield of etiquette etc I'm not sure. I would hate to think he was wishing he was somewhere else!

[Bearofdistinction]

I wonder if most escorts welcome overnight bookings, apart from the fee of course. For the client it must be that they enjoy the guy's company as well as the sex but from the escort's point of view I wonder if they wouldn't prefer to sleep in their own home/hotel after the shenanigans are over. I've planned to book an overnight but it seems such a minefield of etiquette etc I'm not sure. I would hate to think he was wishing he was somewhere else!

 

I would rather do an all day session than an overnight - because I like to play in varied ways - and am a wreckless sleeper

so if we are going to cuddle lets do so between rounds! We can nuzzle and be playful snooze and rest and go again

[whipped guy]

I personally can't sleep comfortably when there is another person in the same bed or even the same room. At times I can't even get to sleep when I am by myself. As such overnights are not for me as I would be totally wiped out. This was confirmed a few years ago when an escort was kind enough let me stay overnight at the apartment he was renting in NYC as I could not get a reasonably priced hotel room. We had gone to diner and then played earlier in the evening. The escort had to get up early to catch a train out of the City so he needed to get some rest. So it was a no hanky-panky overnight. We slept in the same bed... or rather he slept and I did nothing but toss and turn and hardly slept a wink. Part of it was knowing that I was a few inches away from the hottest guy on the planet...

 

In any event, I would suggest that the OP have a frank discussion with his date as some escorts are up to playing during the night and others like to get their beauty rest. Some clients don't do overnights because they would prefer not to have to pay a guy to sleep, others don't mind if there is going to be a nice "wake up call" in the morning. However, more than one guy with whom I have spoken on this matter have been disappointed when they discovered that the escort was not a "morning person"... so discuss in advance!

Edited March 11, 2017 by whipped guy

[jawjateck]

I rate most overnighters in the "not a morning person" category, which is why I have become a fan of day/afternoon appointments. Lots of fun without the morning frustration of "is he ever gonna wake up?" I occasionally do overnighters; I have one scheduled in the next 10 days, but they have fallen out of favor.

 

Glenn, have fun. It's a big fantasy for you, and a first, and as with most hobby "firsts", everything about it will thrill you. Relax and enjoy!

[+ poolboy48220]

On her third night with me my dog decided that she was sleeping in my bed. Nearly two years later, I'm over any discomfort about having someone sleep with me. I even get a bit miffed when she decides she's more comfortable on the foot of the bed, but she's usually moved up & laying against me by the morning.

[+ glennnn]

I wonder if most escorts welcome overnight bookings, apart from the fee of course. For the client it must be that they enjoy the guy's company as well as the sex but from the escort's point of view I wonder if they wouldn't prefer to sleep in their own home/hotel after the shenanigans are over. I've planned to book an overnight but it seems such a minefield of etiquette etc I'm not sure. I would hate to think he was wishing he was somewhere else!

 

 

 

I totally understand!!!!!! But read what the inestimable Eric Hassan said above. Breathe, relax and enjoy as I will try to do. LOL!

[+ WilliamM]

I'm having my first overnight escort soon and I am nervous. Ive never slept with a man before. I need some advice, but even after all that I've shared with you, I feel shy and embarrassed to ask for it. However, here goes.....

 

My first hire was an overnight. I did not know what to expect, but I had the advantage of meeting the escort by accident about 10 days before.

 

Still, I was just as worried as you. So much of the experience depends on the escort.

 

This is silly, but I was very pleasantly surprised when he took off his clothes.

[rvwnsd]

I'm having my first overnight escort soon and I am nervous. Ive never slept with a man before. I need some advice, but even after all that I've shared with you, I feel shy and embarrassed to ask for it....

Now, now - no reason to be embarrassed. That's what we are here for!

Can I spoon with him as we go to sleep after?...

Yes, but that's an extra $50.

Can I fondle him in the night? In the morning? How early? After breakfast?...

No, yes, 7:46, only if you have chocolate croissants and Intelligentsia Colonia Llust'a Bolivia for breakfast.

I'll have a separate room. Should I just go there and come back in the AM?...

Hmmm. Not sure exactly how you will sleep with the escort if you are in a separate room. Let us know how that works out.

I'm a bottom. Do I carry out a full cleaning ritual in the AM?...

Check with the hotel. If they have a no-smoking policy you probably can't burn the purifying sage. However, I find that pure sea salt satisfies the gods just as well. Oh, and have the flower maiden keep the chanting down. The people in the next room might want to sleep in.

Assuming we meet at 6pm, when does our time end in the AM?...

8:26. Fondle faster, you have croissants to eat before he leaves.

I know I should be asking my escort these things, but.....

Well, ask him.

I just don't want this to be awkward, or not TOO awkward....

Assuming you don't wake him from a sound sleep at 2:30 AM and shout "MAY I FONDLE YOU?," I don't see this as being awkward.

Do I just contact him with my insecurities?...

I think you should contact him by yourself and leave the insecurities at home. That'll teach the little fuckers for bothering you like that.

 

But seriously...

 

You really should ask the escort, as different escorts conduct overnights in different ways. One escort with whom I was a regular client told me that he would slip out discreetly at 6 AM on an overnight. (We didn't do the overnight) Another told me that he'd like to plan the overnight to occur when he had no prior plans or commitments the next day so we could hang out in bed 'til noon like he would with a boyfriend. (We did the overnight)

 

Regarding the other questions, may I suggest you frame the discussion in advance something like this:

 

"Hey, [escort name] I've never hired a guy for an overnight and, in fact, I have never slept with a man. I've always fantasized about spooning with another man, waking up in the middle of the night and fondling him, waking up in the morning and playing, and lingering over breakfast. Understanding that we all sleep in different ways, what are your thoughts?"

 

Regarding cleaning yourself out in the morning, it would seem like a mood-killer.

 

Whatever you decide to do, have fun! And tell the flower maiden I said "hi."

[AdamSmith]

I promise I will stop promoting this stuff at some point, but get Pure for Men. It should mean you don't have to go through the full cleaning ritual. www.pureformen.com

THANK YOU! I've found the same results from adding psyllium powder and a daily probiotic capsule to the diet.

 

Rapid transit! And regular and thorough.

 

I've observed before that some of the cleanout rituals detailed hereabouts sound like the year-long Purification of the Vestals at the Temple of Artemis.

 

http://www.ephesus.ws/assets/99671/bcjoxfli92.jpg

[caliguy]

THANK YOU! I've found the same results from adding psyllium powder and a daily probiotic capsule to the diet.

 

Rapid transit! And regular and thorough.

 

I've observed before that some of the cleanout rituals detailed hereabouts sound like the year-long Purification of the Vestals at the Temple of Artemis.

 

http://www.ephesus.ws/assets/99671/bcjoxfli92.jpg

I don't bottom but I do use the psyllium either in the powder form or the cookies when in social situations. Cookies are a great motivation for me to remember. Mostly just keeps my bathroom habits in check as in less need and more efficient.

http://www.healthproductsexpress.com/45969-home_default/84252700-84252700-Fiber-Supplement-Metamucil-Cinnamon-Wafer-24-per-Box-Psyllium-Husk.jpg

[caliguy]

Reminds me of this commercial I just watched.