Boyfriend Struggles to Orgasm & Loses Erection

Dear Doctor Betty,
Dear Doctor Betty,
Hello.
I have a new partner with ED. We enjoy each other without intercourse and he is able to orgasm with manual stimulation. I thought about giving him oral sex, but would prefer to use a condom to protect myself. Everything I've read says not to try putting a condom on a flaccid penis but doesn't elaborate much on why.
I'm relatively certain that he won't get an erection but would probably enjoy it. However I am concerned about his feelings if I try to put on a condom and it doesn't work. Can you give any advice? Thank you.
Dear L,
Hi, Betty.
I've been seeing this 29 year old guy for about four months now & up until recently, we've had a great sex life. He has a little trouble staying hard when I perform oral sex but not when we have intercourse. He hasn't had this problem before. Also he told me he can't stay hard when he masturbates. So he assured me it wasn't because he didn't find me attractive or anything like that.
Hi Dr. Betty
I am a young man seeing a girl the same age as me. We have only recently started having sex and I am having a hard time lasting long enough to make her cum. I find her to be wetter then most women I have slept with (which feels amazing) and was wondering if this could be the cause?
Dear Dr. Betty,
I'm a 35 year-old man living in Brooklyn, New York. I've constantly been on your site for years now and it's helped me out a lot. I've subscribed to DodsonandRoss on facebook and I recently purchased your book "Orgasms For Two": The Joy of Partner Sex"and I love it. It's difficult to put it down.