Is this guy you? Most of the time when questions such as you posted and they begin with: "I have this friend, etc." they apply to the individual asking the question. No problem. The trojan Magnum should work well.
Then go to Condomania and check out the They Fit condom line. You can determine what size of 55 available and order them on line. Several months ago, I participated in a condom study which featured the They Fit line. The fit and feelings this product line allowed me to enjoy sexual intercourse to an extent greater than I had achieved over twenty some years of condom useage. Needless to say, I am a confident, happy They Fit user.
In any regard, in this day and age always use a condom until you have selected a long term mate. Then, once you know the medical history, and only then, would I go for unprotected sexual activity. You have a long life ahead of you and you are encouraged to protect yourself. You know, that no one else will.
Enjoy life and always remember that life is too short to not protect yourself. :wow: