Momentous occasion #6

He discovers another woman can wear a cock and please his wife just as well...  If not better

Momentous occasion #5

He discovers watching his wife is very arousing...  And that another's tongue can do the same job

Momentous occasion #4

The much sought after threesome...  Perhaps a different variety, though.

Momentous occasion #3

He discovers tits rubbing on his back and moaning in his ears makes his cock hard

Momentous occasion #2

He discovers he can last longer and extend your pleasure with a strap on

Momentous occasion #1

He discovers his tongue can give you a better orgasm than his cock

Topless jeans fetish 2.0

Modest

Your friend can still remain modest and learn how to be dominant

Reason

Men are so much more desireable As the submission increases.  You are so much more helpful and attentive

Don’t mind at all

As long as I hold the keys, I don't mind my friends teasing him.  Actually adds passion to our marriage