If it is a guy I have known for some time, sure...we can pig out, fart, and then pop some xanax before we pass out lol. Joke.  I usually get up while he sleeps and clean up, play on TER, or whatever. I always sneak back in at like 3 a.m. and see if he wants a bj, or just lay there staring at the ceiling. I've never had a guy insist that I must stay in the damn bed, lying awake for 5 hours, because HE wants to sleep by me. If so, I will have my laptop with me lol.

Sorry, but sleeping next to someone I don't know habits of, is not exactly easy. I've fallen asleep a few times with sugar daddies and one guy from Arkansas, but that was it. The rest, I just plan to stay up all night and make him breakfast when he wakes up. I can sleep the next day.

-- Modified on 3/26/2013 10:12:32 PM

If you wanna sleep, and can sleep, then sleep! I personally find it very hard to sleep, but I usually drift off around 3-4 am. Nothing bad ever happened.  

The only thing I can think of is, it's tough to be cheerful for morning sex/breakfast in bed when you slept so little...it's a little easier to function when you have gotten a full night of sleep or none at all rather than 2-3 hours

overnighter

of course you take off your makeup..i love that part..if you feel comfortable and relaxed with him..you will sleep like a newborn baby..if you feel any apprehension..maybe overnights are not your cup of tea..sex and cuddling are a big part of overnights..getting some sleep is equally as important..

I think you will be fine without the makeup

You are very comfortable with him and you've seen him several times. I think he will be cool with you not wearing makeup in bed. Besides, with the lights out and you snuggling in his arms - who's going to notice? Just make a mad dash to the bathroom in the morning before he wakes up!!! Just Kiddin
Enjoy your date!

with 20-30 different gals over the last 25 years or so, I have no idea if they wore or removed their makeup.  Shows how clueless I am about it.  That is probably a good thing for the provider.

As for spending the night in bed, no two gals are the same.

Some like to spend all night in my arms, others get out and spend the night on the laptop, others sneak out every few hours for a smoke, some have jimmy legs, some snore away on their side.

My need is to cuddle for at least the first half hour, then I like to crawl off to my side and sleep my own way.  In the AM I love to wake up to a wake up call, then head to breakfast.

I guess each guy is probably unique too.

I think you should take makeup off if you usually do.  If you want to use something on blems, then apply it.  

As for sleep...  most people need sleep.  You should be able to get a nearly normal amount & so should he.  I used to pull overnight shifts...  on short notice...  after being up all day & was sick as a dog the next day.  
It is customary to sleep in each other's arms...  but there are obvious exceptions.  If one snores, has insomnia, or just can't sleep jointly...  It should be ok to slip out of bed to another room, bed or couch...  to return in the morning.  If you want to watch TV softly, computer or read a book for a while that should be fine too.  If there are any known issues, discuss them in advance.    
Overnights require an even higher level of trust on both sides, but it you've met a few times, that should not be an issue.    
Rather than trying to stay awake because you don't trust the client...   Don't overnight with clients you do not trust...  and have had successful meetings with in the past.