Anyone tried overnight incall/outcall escorts?

The longest session I've had was for 2 hours. It almost felt like I was sleeping with a long term girlfriend rather than a one night stand. Don't know how to imagine an overnighter with escorts, the most I might be able to do at my age is to cum 3 times max in one night if we were to do nothing but stay naked in bed. Pretty sure I've heard from escorts that does overnighters that they get blind drunk with their clients to the point that their clients can't even get hard because they were too intoxicated, and ended up not having sex while still getting paid.

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Originally Posted by JohnJones

The longest session I've had was for 2 hours. It almost felt like I was sleeping with a long term girlfriend rather than a one night stand. Don't know how to imagine an overnighter with escorts, the most I might be able to do at my age is to cum 3 times max in one night if we were to do nothing but stay naked in bed. Pretty sure I've heard from escorts that does overnighters that they get blind drunk with their clients to the point that their clients can't even get hard because they were too intoxicated, and ended up not having sex while still getting paid.

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Maybe it's just me but I don't see the value of doing overnight and paying several thousand dollars. For me 3-4 hours max is enough even if I pushed it and I didn't feel the need to go beyond that with someone.
Maybe I will sound cheap but I'd rather use that money to see another girl instead of paying a girl to sleep next to you.

What's the point of an overnight stay? You're sleeping for most of the time. However many customers who choose overnight stays might want to do drugs with the girls and are in no hurry to have sex with the girls or to return home as soon as possible. They probably have lots of money (more likely dirty money) to throw around and it's nothing to them if they spend a few thousands dollars in one night. Sometimes there are foreign businessmen who are in town and want some fun with local girls to stay in their hotel. For them, the expense is of no concern to them.

I almost exclusively do long sessions (2-3 hours+) or overnights and have done for years (until COVID came along). I'll offer my perspective. I work in high stress job with lots of travel, little downtime, and I value my privacy. I find overnights to be perfect for me to unwind. No drugs, no party girls, maybe a bottle of wine, lots of talking & sex during the evening after dinner, then morning/wake up sex, kiss and hug goodbye with a promise to catch up once I'm back in town. I admit, you do need a connection for the night to go well and I am very particular who I ask for an overnighter. And often I'll see them 2-3 times before I decide to ask. I guess I'm just not wired to hand cash over to someone and try to cum twice in an hour, I do need an emotional connection at some level. I'm lucky in that I've not had that many bad experiences, only really one that I can think of.

I find the girls are much much more relaxed, there's is no clock watching, they know me and I know them, we're here to have a good safe time and more of their personality comes through which is a major turn on for me. But like I said, you have to be quite selective in who you request.

I am all for 2-3 hour session but not overnight. Every time I had a girl stay over I was not able to sleep. It could be either be because of a hotel room or having someone else in your bed. For me I need to know the girl quite well to be comfortable with overnight.
I rather have coupple of good sessions in the night and have a good night sleep after giving some taxi money to the girl. However I would not mind someone take care of the morning wood after I a decent breakfast is always tempting.

Yup you do need to know her quite well and make sure she is comfortable with it. Having said that, nothing like waking up with a hand or lips around your morning wood as the sun streams into the hotel room as she smiles and says good morning. Just wonderful.

Not a good idea for me...I fart ALL night

That’s a great explanation

I've had the pleasure of staying over at a regular's place as well as taking her on a road trip. Yes, it is extravagant. Yes, it's not for everyone, esp those who are after a quick "wham bam thank you ma'am". But...if you can afford it:

1. As others have said, there's nothing like taking your time with a very long and pleasurable session at night and waking up to a beautiful hot lass with her mouth around your cock.

2. Being asked why I didn't wake her up during the night and just do her if I was horny (believe me, after she said that, I didn't hesitate on the next occasions).

3. Being told the night before she would like to wake up with a hard cock inside her and having her permission to have a hot session first thing in the morning.

Even though I've become a bit long in the tooth, I am lucky enough to be able to last a long time and for multiple sessions so it's worth it for me. My regular was also a very special lady, the likes of which I will probably never find again (she's retired).