I recommend that you take a night of rest between visits and go the GYM on the night of rest.

Date #1 whets your appetite. Makes you better for #2.  Seriously, unless you have performance issues, there should be no problem in getting it up 24 hours later. I'd go for it. No doubt!

It's really hard to answer your question as it really depends on what your body can handle.
I usually can manage sessions if they are 6 hours apart or so, but it really depends on your body/age/shape and what you plan on doing those sessions.
I think 24 hours apart should be enough to recover

These would both be night sessions with about 22 hours in between.  They are 2 hour encounters but I am into very slow, tender, gentle experiences.  Age 52 I can't handle much more than that anyway.  I would absolutely prefer to have a night off in between but it is a rare treat to be here in NYC and I would really love to leave with more than one experience under my belt.  At the same time, I don't want to waste my money if I am too spent to fully enjoy it.  Banking on a good dose of adrenaline to help drive me through.

Just stay well hydrated, don't get intoxicated, get plenty of rest and you should be fine.

little head

your dick will know..

This way I have entertainment every night.  If you can't get it up 2 days in a row, then you may be wasting your $, but once a night is not super hero material especially with the advent of those little blue pills.

Back to back to back on the same day...not such a good idea.  Third time is definitely not a charm.

Have fun

I hope it is possible.  I am currently in the middle of a birthday present to myself of a marathon of redheads.  This is day 3 and I have seen 2,  but have 2 more lined up over the next 2 days.  My goal is to see as many as possible (one day at a time) for 10 days.

alone I did 50 hrs with my regular in the evening and I have a morning girl that I only did 18 hrs with. I also fit in a road trip for a weekend get together with a girl from out of town. Now this month I guess I'm starting off slow.....still got my regular 5-6 nights a week but last Thursday I did 3 different sessions in one day.....a 3 hour in the morning and a 2 hour in the afternoon followed by a 3 hour late at night that lasted till the next morning because we drank too much at the bar for her to drive home.....but maybe that was my plan.....LOL....... You may not believe it but. But you have to understand though that I'm only 50 so it comes easy for me......I'm sure everybody thinks I'm full of BS but my regular know.....

That should do it for you since like you said, you are take-it-slow kind of guy who doesn't aim for like a million pops.

It's not completely unheard of. If you can schedule them with enough time to rest and keep yourself hydrated/eat well.

If you are lucky enough, maybe both ladies enjoy each others company and would work together. It never hurts to ask and then you could have a very memorable experience.

If your schedule is extremely hectic and you would be be bouncing from one place to another I would suggest seperate nights or making them for seperate business trips.

Good luck and have fun no matter what you choose to do!

worst that can happen is you might be a little dissapointed in yourself but I bet you will still have a smile all the way home

In my younger years I saw 3 different girls 3 nights in a row and also saw 2 girls on the same day, now, for me I would try to do what you want to do and if I had never been with either girl I'm pretty sure I could do 2 pops with the first and at least 1 with the second. To me there is more to it than just the pops though, I try to totally enjoy everything.