Overnight invitation after the session

[Lift_seeker]

So i am relatively new to the session world. This lady i will meet just for a third time. She is wealthy and makes good business no doubt. But we go along very well, she sure as hell likes me and i like her.

She offered me a session kinda late in the evening. I told her that the train ride back late in the night on empty dark train stations isn‘t my thing. A Taxi ride home a little expensive. To my suprise i got the following response: Let‘s do the session. After you invite me to the nearby restaurant i do you a favor. She said she will book a room so that a second person can stay there for a night.

WOW a night together with an FBB. That is such a generous thing i did not expect that. But guys do you think this is a very discrete offer? Like we go to the restaurant, back to her room and than we depart our ways into the night, she goes to her bed and i go to mine? Or am i up for a wild unforgettable night? What can i expect? I can‘t wait to find out.

[boyofwinter]

This sounds vastly different from a previous experience, which involved less an invitation and more being tied up after the session.

[Polite Society]

Playing Devil's Advocate, she might be safeguarding making the session fee when you're complaining about travel. But bring condoms just in case.

[Bulklover]

I was surprised years ago by an overnight invite, post session, from Tazzie during the '07 Arnold.  Got kicked out after two hours though because she couldn't sleep with someone else in the sack next to her.  Heehee!  Waddled the 1.5 miles back to the Columbus Hyatt in a blissful reverie even though it was about -3 degrees.

Now I'm just a poor, married schlub.

[crazycrazy]

Toned Tommi invited me to stay overnight in her hotel to secure a session fee once, but I declined. This was just before her accident that led to her retirement.

Do it. Life is short.

I met Tommi in L.A. for an amazing session. I tipped her well for her extra time driving to me and then home. Probably also for a sitter. She cried. I thought she was very genuine.

When she announced a trip to northern NY, I asked her about Toronto. She said she would consider Buffalo, about a two hour drive. I booked her but she changed her schedule. I had a martial arts test the same day. So she said how about you come to see me in Detroit? I said, a four hour drive, no I can't do that twice in one day. Especially not after a bruising session with an MMA competitor. So she offered me the option that I could stay in her hotel overnight.

Our regrets in life are the opportunities that are gone, the chances we didn't take, the experiences that we missed.

[FBBMW]

Sounds like an offer to continue the session after dinner, maybe more intimately. 
Then you go to your room later on.   
 
Worst case you do nothing after dinner. Maybe she felt it worth the room fee to book the session. 
Or maybe she says she didn't book the room, stay with me.         

[crazycrazy]

She said she was booking a room for double occupancy if I read the original post correctly

[MixedFighter99]

Fully going in expecting nothing but be prepared in case something does happen would be my advice. 

[nujerz84]

I done this a few times with long time regulars. its always fun.

[MixedFighter99]

It doesn't quite measure up to an overnight stay but going out with an sessionate "after hours" is pretty cool as well including watching people's reaction to her. And I got lucky with a few particularly one who made it clear she was with me for the night. My ego has never been stroked more. 😀