One truism of human sexuality is that often you don’t truly know if something will arouse you until you actually experience it, directly or indirectly, regardless of how you view it intellectually. When a virginal recent high school graduate witnesses his girlfriend enjoying a vigorous sexual romp with an exceptionally well-hung former classmate, he learns that lesson for the first time as he acknowledges his unexpected intense arousal.
The Education of a Cuckold does an excellent job of presenting the cuckold fetish in an accurate and erotic manner as it chronicles significant events in the life of Jason, a young man who is sexually insecure due to his diminutive genitalia, from his late teens through his early thirties.
The story’s narrative is told from Jason’s perspective as he shares his experiences in an autobiographical format that serves as his personal catharsis. The entire book is not only about cuckolding, but mostly it does recount key situations and people that influence Jason’s sexuality and his ability to accept his limitations and his secret turn-ons. As the story unfolds it balances deftly between organic erotica and self-discovery.
Perhaps the most enlightening part of this book involves Jason being taken under the wing of an older woman who completely understands his dilemma and offers to help him face the reality of his physical shortcoming and develop a strategy to work around it. At times her methods are a bit harsh as she sets about breaking him down before building him back up, but ultimately they are effective. Eventually he becomes such a complete lover that women he becomes intimate with are able to overlook his limited ability to please them sexually by conventional methods.
If only it were that easy to live happily ever after for our boy Jason. After he reconnects with Beth — his promiscuous high school sweetheart — and marries her, he realizes that whereas he has managed to cope with his lack of sexual prowess, he misses the thrill associated with being sexually humiliated while the object of his desire openly engages in penetrative sex with a well-endowed partner.
As the curtain falls, Jason discovers that Beth has been snooping around his computer and has read the manuscript of his confessional story. The evidence of her surreptitious activity is a minor edit she made: “Be very careful what you wish for.”