You should be looking for a lady who allows msog. That way you don't have to worry about popping to soon. If your seeing ladies who only allow one pop, than you're not see the right ladies.

Masturbation leads to premature ejaculation. Masturbation is usually performed for the end result so most guys rush through it to get the "pop". When you masturbate (not before a date) take your time and don't allow yourself to cum for at least 30 minutes. It will "teach" your penis self control. I usually take 45 minutes to pop during my GFE sessions, so I schedule hour sessions for single pop and 2 hour for multi-pop. Read the reviews and find better quality dates.

& it's hard to be a gentleman when you are frustrated out of your mind with the hornies...   With pay4play, you are assured of completion so self release is generally to be avoided for a couple of days before.   If you are prone to pop very quickly, best to learn to control that...  well reviewed providers generally allow msog so plan enough time for seconds.
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You should research this topic on there and find her comments on it.

I used to do just this when I was in my twenties and early thirties, but time and nature now make this unnecessary.

A better plan it so practice lasting longer as part of your masturbatory practice.  Build up to the plateau stage many times and then gradually settle down and start over again.  Doing this with about 12 repetitions over the course of 30 minutes or so teaches your body to hold off until you decide it's the right time.