Very depressing, had a 1.5 hour session recently with an absolute excellent provider.  Had a wonderful time and was getting close to a second round when my time ran out.  As recent as 5 yrs ago 2nd was easy within an hour.  Sucks getting older.  But, better than not getting older.

You're not the author of The Rational Male, are you?

Each morning I get up I look outside and make sure I'm looking at the Green side of the grass.

"A 1.5 hour session with an absolutely excellent provider...wonderful time" doesn't sound depressing. I have taken up visiting an incredible lady in a nearby city each month.  The 1.5 hours seem like bliss and yeah it would be nice to have a few more orgasms but how bad can it be to spend an hour & a half in bed with a playful willing companion? Wish I had gotten older sooner.

Yes, you are right.  I had a wonderful time.

It was 2 hours with an exceptional provider.  We have a good rapport and she's the playful type, so we had a running gag about who would "win" with the most Os.  We both knew it would be her; she comes almost by looking at her. Ok, that's an exaggeration, but she's only one of two women I've met who can come only from nipple play. And she did... and through many other ways.  

and even then, I'm often content to finish the time cuddling or with a massage if she's good at it and up for it.

I only do 90 minute or 2 hour sessions and I'm a one shot guy. I have an injury that has made it difficult to cum.
But, I am having a blast and most of the time I do.

to fertilize the grass from the green side

I used to be able to finish 2x w/o even pulling out after the first. But that was 30 years ago. Now, I'm happy to have one in an hour. Condoms have also wreaked havoc on my ability to finish. Most of the time, I can finish only during BBJ or BHJ. I always book an hour to an hour and a half. I could have one finish in that period. But I also love cuddling, kissing and caressing and chatting with a beautiful young lady during that period. I will continue to do so.

... I have been with maybe 60 providers, and for all this time, I just assumed that I would never get it done twice.  So I have been arranging my one shot to take place at the end of the session.

In the hobby, I used to figure on two pops in an hour, no problem back when I was early 60's.  Now late 60's, I can still always have a first pop with a condom or BBBJ, but second one is not at all guaranteed and needs to be a pretty aggressive HJ.   The latest change for me lately was starting Flowmax a few months ago; very little semen produced, but the O is more intense (testing out the equipment myself).  Next I'm gonna try it out with a pro and see how it goes.  

Last month is recently.  5 years is distant past.

So, vitamin V has kept me in the game, and lately, I find Cialis even better, because it has a much longer half life in the body, so the effects last longer, and this makes the "when to take it" timing issue much less critical. In fact, I find that taking Cialis the night before works well, because any side effects seem to have dissipated, but the desired effect remains.

I've never actually experienced that.