Sleeping with Escorts

[pubic_assistance]

3 hours ago, marylander1940 said:

Did you forget about having sex with people that are in 99% of cases he wouldn't be interested in....

 

A good escort finds a way to work with a client even though he may not actually find him physically attractive. As @Archangel mentions...bottoming is certainly an easier sexual offering whether tired or turned off.

I know when I was younger and more versatile I would always just flip over and let them have a go at my butt hole when I decided I wasn't that into the person I had dragged home.

Edited December 27, 2024 by pubic_assistance
grammar

[marylander1940]

7 minutes ago, pubic_assistance said:

A good escort finds a way to work with a client even though he may not actually find him physically attractive. As @Archangel mentions...bottoming is certainly an easier sexual offering whether tired or turned off.

I know when I was younger and more versatile I would always just flip over and let them have a go at my butt hole when I decided I wasn't that into the person I dragged home.

Can you sleep next to a snoring bear? 

I can't but I'd be willing to lie down next to him and spend all night long up for $1,500

[Archangel]

@marylander1940, I don’t even understand what you’re asking…

This is also an example of a time you rush to the escort’s “defense,” as I told you about before. 

[+ purplekow]

11 hours ago, Daniel84 said:

Once i am sleeping and if a client wakes me up i would be pissed off and moody lol. There’s a time in a place all my overnights have been extremely satisfied, but they know not to wake me up four in the morning to fuck. lol 

One of my earliest hires was for an overnight.  We had a pleasant if perfunctory fuck after dinner and then went to sleep.  I woke up during the night hard and attempted to fuck him.  He took exception to it but never said stop and we started wrestling and eventually had torrid, angry sex .  In the morning, he woke me, and we had another session which was not quite up to the middle of the night session but much better than the first. Afterwards, he said that he was not used to being awakened and in the future I should let the escort know this is possible.  He apologized for being angry.  I told him the anger made it so much better and he laughed and agreed.   

I think that if you are able to have sex three times during a session, that you should let the escort known that he may be awakened in the night and that it is okay if he wakes you for sex.  If you fail to do that, you have nothing to lose if you inquire at 3AM with a hard dick and an open mind.  However, no does mean no, 

[marylander1940]

24 minutes ago, Archangel said:

@marylander1940, I don’t even understand what you’re asking…

This is also an example of a time you rush to the escort’s “defense,” as I told you about before. 

getting personal about this subject?

[Callas]

Do you and the escorts brush teeth again before midnight wake-up sex? 🙊

[+ FrankR]

8 minutes ago, Callas said:

Do you and the escorts brush teeth again before midnight wake-up sex? 🙊

Always keep these around! 😉

Edited December 27, 2024 by FrankR

[Luv2play]

38 minutes ago, Callas said:

Do you and the escorts brush teeth again before midnight wake-up sex? 🙊

I don’t insist but will if the escort prefers that

[marylander1940]

1 hour ago, Callas said:

Do you and the escorts brush teeth again before midnight wake-up sex? 🙊

33 minutes ago, Luv2play said:

I don’t insist but will if the escort prefers that

Prefers... suggests... should be implied.

[mike carey]

I appreciate the comments here telling clients the thing that they have consistently been offered and had delivered, sometimes with gusto, in overnight sessions is not possible and all the reasons why that is so.

[Luv2play]

18 hours ago, marylander1940 said:

Do you want him to cum three times? 

Can you do it? 

Twice makes sense but having sex in the middle of the night whatever that means it's just not for everyone.

Your expectations are reasonable but one thing is having sex twice, 3 is a stretch.

I will settle for two out of three.

Not important that I cum. 
 

That's why I screen in advance. 
 

Glad you think I’m being reasonable. I think so too. I’m paying for experience that pleases me. And why not.

[Archangel]

Some providers brag about their intense libido and ability to cum multiple times a day. It’s really not unheard of. 

[marylander1940]

53 minutes ago, Archangel said:

Some providers brag about their intense libido and ability to cum multiple times a day. It’s really not unheard of. 

Brag, advertise, etc.

Edited December 28, 2024 by marylander1940

[Guest]

I once had an overnight sleep talk. He rolled over at me, opened his eyes, said “I wish you weren’t here” and rolled back over asleep. He had no recollection the next morning. 

[Archangel]

3 hours ago, Coolwave35 said:

I once had an overnight sleep talk. He rolled over at me, opened his eyes, said “I wish you weren’t here” and rolled back over asleep. He had no recollection the next morning. 

Wish in one hand. Shit in the other. Tell me which fills up faster!

If work were 100% enjoyable 100% of the time, it wouldn’t be “work.” Suck it up, buttercup. I love my job, but sometimes it’s work. No one promised you it would always fulfill your dreams! 

[marylander1940]

3 hours ago, Coolwave35 said:

I once had an overnight sleep talk. He rolled over at me, opened his eyes, said “I wish you weren’t here” and rolled back over asleep. He had no recollection the next morning. 

I'm surprised you didn't end the overnight at that moment.

[marylander1940]

On 12/27/2024 at 4:44 PM, mike carey said:

I appreciate the comments here telling clients the thing that they have consistently been offered and had delivered, sometimes with gusto, in overnight sessions is not possible and all the reasons why that is so.

Now everyone is going to talk about having sex 3 times during an overnight including waking him up at 2 AM and later at 7. 

"With gusto"? or should I say with convincing acting. 

[Guest]

3 hours ago, marylander1940 said:

I'm surprised you didn't end the overnight at that moment.

I thought it was the funniest thing. We had been traveling and hanging out for 6 months at that point, and remained regulars for another 18 months. It was just so direct, and so random, and was 2 seconds out of hours and hours and days and days together. It was really funny. 

[DGHou]

I have been hiring for well over 30 years.  I always liked being able to leave after sex even though I have had more than one escort to whom I was very attracted tell me he would be open to an overnight.  Flash forward to a provider I met a few years ago. We hit it off really well. He was my true first overnight and was only twice his regular fee.  He was a pleasure to have sex with an a great one for cuddling in bed.  He was (is) 32 years younger than me. I have severe sleep apnea and sleep with a CPAP. The machine is on my nightstand but I had put the hose and mask in a drawer.  When we were finished playing and about to go to sleep he said "It's OK to use your CPAP.  Don't be embarrassed.  I'm fine with it.  Besides, I like to sleep too!"  I was so happy and felt appreciated that we did it again before nodding off.  I met my current BF when he was a provider. He has night terrors and is a restless sleeper who talks and walks in his sleep.  Halfway through the first night I showed him to the guest room.  We both slept better and had great morning sex. He is now much better about his sleeping activities but neither of us expect to sleep in the same bed now.

[Rudynate]

I have never done an overnight and probably wouldn't.  But if I encountered a guy who was absolute magic, I might give it a go.