You could also try tinder or okcupid if you're looking more for romance and less for hookups. Dating can suck though, it's such a roller coaster of emotions.
While it doesn't bother me (so I assume some others will feel the same), if you feel like inexperience is a real problem, you can do a bit of homework. For example I saw this book the joy of gay sex recommended somewhere. I haven't read it so your mileage may vary.
Obviously, this doesn't give you more experience, but it can educate about having sex in ways that porn doesn't.
Consider different positions as illustrated in the "Joy of Gay Sex," available on Amazon: https://smile.amazon.com/Joy-Gay-Revised-Expanded-Third/dp/0060012749/ref=mp_s_a_1_3?dchild=1&keywords=joys+of+gay+sex&qid=1626963888&sr=8-3#
Wow. I was going to suggest the Joy of Gay Sex https://www.amazon.com/Joy-Gay-Revised-Expanded-Third/dp/0060012749/ref=sr_1_2?crid=1A84AUMIQQOXZ&dchild=1&keywords=joy+of+gay+sex+book&qid=1609890028&sprefix=joy+of+gay+sex%2Caps%2C165&sr=8-2 It was very helpful when I was new to the whole sex with men thing in college.
just to confirm you mean the revised version? is this the one your talking about?
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https://www.amazon.ca/Joy-Gay-Sex-revised-expanded/dp/0060012749
For condoms, craft him a sampler pack of various brands and sizes so he can see what fits him or his partner best. Condom brands are sized differently from one another and having the right one for you makes a big difference comfort-wise, and in preventing breakage or slippage.
Sex ed-wise, Scarleteen is a great LGBT-friendly website. Consider offering him also The Joy of Gay Sex which could be a bit dated, or Drawn to Sex: the Basics.
Is that helpful?
Plot twist: It is this book.