As we have reached the best years, which do you find to be more satisfying? Which do you think ladies prefer?

....this is directed to the guys. BUT I prefer you have the best one your body can muster. If it's just one or several then GREAT. But AGAIN....I prefer you have one AMAZING one to several "good or ok" ones.

It all depends on how I am feeling and who the lady is.  I can do two in an hour and a half, but she needs two be good.  I never try for twice in an hour or with a new girl.  I think the real answer to your question is to go as he indicates.  I might add, that I have had a grand time tring and failing for number two.

I usually do longer appts (90 min or 2 hr) just because I hate to be rushed, but I never count on multiple pops.  There are so many elements of physical status (hydration, rest, meds, etc.) that come into the equation that my attitude has always been that I love eventually coming once after a lot of activity and then, if a second one can happen that's icing on the cake.  I try to make the ladies understand that it's not a point of bravura with me to come twice but that if we have time to try, hell it's always fun trying.  My philosophy is that the first pop is over, however great it was, and going for a second doesn't diminish the value of that one.  I have the full spectrum of results, I've been disappointed trying for a second, have had a provider get me to #2 quickly and say 'Gee, I didn't think that would happen so fast, sorry, I could've made it last longer' to recent experiences where 2 different (extremely hot) providers got me to 4 and 3 pops in a 2-hour session, which I would not have believed possible.  But as the saying goes, they're all good!!  I'm usually mentally set for an experience of great companionship, chat & laughs, with a great sexual encounter, followed by more chat & laughs & maybe a bit more sex play.  That's my ideal encounter.

are all younger than me and for the most part, do a great job in making me feel oh so wonderful.

I enjoy the journey as well as the destination but most of the time, I'd say 25% of the time, I'm a single pop kind of guy. I enjoy the foreplay tremendously, especially if the lady is a good kisser.

Either way, I aim to have a very good time each and every session.

even with the same companion. Knowing my own physical limitations, I prefer a slow journey, building up gradually to an incredible finish. Every once in a while, the chemistry is just right, the touch is on the mark, and the sensuality is so powerful that I can be brought to a second pop. Doesn't happen that often but when it does !!!!!!! I have an ATF that can do that for me - she has learned my body and it's responses. And when the moment comes, it is indescribably  intense and amazing.

I appreciate your thoughts and experience.

...there's one lady here, she knows who she is if she reads this....she'll ignite motors that will need buckets to cool....I work out so I can go the distance more than once. My point, multi cups until the pot is empty.

For me it's one GREAT pop! Then lots and lots of cuddling, sexy talk. mutual touching, light kissing, afterglow stuff. It(the pop) usually doesn't happen in the first half hour of a one-hour, so those last amazing 25-30 min. can be a great part of the appointment.

I'm guessing the ladies might like more, but maybe not.

Chiguy

For a massage/tantra session, one pop is plenty because they keep you on the edge for such a long time, that when I come, I've come for a while.

On the other hand, if I have at least 2 hours, I can one off at the end of the first hour, and then again an hour later.  That's if I've had my Wheaties, that is.

On an overnight, I'm usually good for at least 3, sometimes four.

one and done.  Only a couple times have I been able to pop twice in an hour.  But, as I have said to many providers, it's always fun to try.  I'm doing my first multi-hour date tomorrow, other than overnights, and will let you know if I get really lucky....

Swim

having said that..being a very low volume hobbyist, I prefer the intensity multiplicity/gfe can provide.

there's no reason to rush.  I'm only good for one pop at least within the normal visit time.   The only times I went multi-rounds were overnights (with civies) many moons ago.

...a second pop when I go for a session. Even with a favorite lady. I enjoy the journey. If the appointment is long enough there will be an opportunity to try but even then maybe, maybe not.
As for what the ladies prefer there are as many answers as there are providers to ask. There will be many that fall into similar categories but they will have their individual caveats.