Awkward: Asking For a Prenuptial Agreement

How to avoid awkwardness in asking your loved one for a prenuptial agreement? Blame it on someone else.
Blame your Mom. Maybe Mom’s Will is written such that it requires you to provide her Executor with a valid and in-force pre/post nuptial agreement in order to inherit money from her outright, otherwise, the money will be left in a trust to be controlled by a trustee.
Blame your business partners. A prenuptial agreement can be a mandatory prerequisite for ownership in a business, essentially forcing all owners to enter either prenuptial or postnuptial agreements to protect the business from divorce. This can be effective, as the pressure to enter such an agreement is external, and the blame for needing a postnuptial agreement can be shifted to the attorney for the business.