The height difference Even without heels, she will tower over him. This seems suspect considering she is quoted as saying, "Anybody below 6-foot-7, you know how I call them? Friends."
He must really not have come to terms with himself because this is the most needless hiding in the closet I've ever seen, coming out in the past would have actually benefitted him. Now it will be like oh girl please
Best thing for him to do is when he finally finds a guy he likes is to just casually start appearing in public with him