How to decide whether to hire a prostitute to get some sexual experience late in life?

I have a friend who is a 40 year old virgin and is considering hiring a prostitute to get some sexual experience.

What he is concerned about is whether someone he is in a relationship with later on would judge him more negatively for hiring a prostitute or more negatively for remaining a virgin for so long and having so little experience in relationships.

Would you rather date a 40 year old virgin or someone who hires prostitutes?

In most people’s minds, which is more undesirable from a dating perspective and why?—to be a middle aged virgin or to hire prostitutes but have no experience with relationships?