I might with a good looking trans. She would really have to pass as a pretty woman, before I would even consider it.
Quote by Guest
So do you older many really want to atleast once, does age really matter for you; what is the greatest age difference you would allow? What is one thing you would like to do with her that you cannot do now?[/quote
Yes, I would take a young woman, especially a fit one, would be great. After I enjoy her body, who knows what would happen next. Now finding one at age 65 is another matter.
Quote by verity100
I ask this question in relation to recent correspondence received by me regarding my latest story. Should a more mature, experienced woman be encouraged to help a young man on his journey through life by taking his virginity? Would it be looked upon almost as a civic duty? Any and all thoughts gratefully received.