I could not use condoms even at 38 because of the loss of sensation leading to the loss of my erection.
I used to loose my erection if I used a condom, but an affair last year produced different results. This new lady in my life had considerable knowledge and skill. She was not through the menopause and wanted me to use a condom, even during mutual masturbation sessions, keeping my sperm away from her pussy.
When I could not keep it up using a regular sized un-lubricated latex rubber, she purchased a pack of large condoms and a bottle of lubrication that is a thick. She puts five to ten drops of lube in the tip of the rubber and places it nearby. She then proceeds to stroke me up, getting me hard anyway she can. Then she rolls the rubber onto my erect penis.
It not only felt wonderful, just like a delicious wet pussy, but the rolled end of the rubber functioned as a cock ring, helping to keep me hard.
I then sit on an upholstered and armless dining-room chair, She straddles me, sitting on my lap and facing me. This gives us both two free hands to pleasure each other with. I hug her to me with one arm whilst fingering her inner lips and clitoris. At the same time she strokes my hard member and hugs me to her. When she becomes sufficiently aroused she rubs my sheathed penis vigorously against her clit. At this point I hold her with both my arms, my palms against the sides of her breasts. I maybe massage her erect nipples with one hand, or instead suck one and then the other.
I could last a very long time because the rubber reduced the sensations and I remain hard, sometimes for 20 minutes or more. Eventually she brings herself off using my tool as her masturbation wand.
Once she has recovered she either strokes me off into the condom, or removes the condom and relieves me into her gracious hand. We have enjoyed many afternoons this way.