Pimp Me Out is the memoir of Robert, a bored veteran drifting through private security work while procrastinating over launching his own business—until he accidentally becomes a male escort for nine years. The story follows his encounters with powerful women in London's banking and tech scenes, his growing enjoyment of kink and evolution into conflicted submission, and the tricks of his trade.
It all begins by chance. His friend Adam, deep into cuckolding fantasies, asks Robert to spend the night with his wife, Eloise. Robert resists, fearing it'll ruin their friendship, so he demands money to shut down the idea, only to be stunned when they agree. Eloise, initially outraged by this demand, finds herself holding power. From her quiet shell emerges a voracious woman who begins asserting control over both men. In the months that follow, Adam lies awake in the next room, listening to his wife pleading to be degraded and the sound of Robert's slap or whip land, before the humiliation of serving Robert breakfast as Eloise gazes across the counter exhausted.
Robert, always a little kinky, now lets his darker side surface with Eloise, but questioning and challenging him I believe that escorting was never about what he wanted. He's fascinated by women and he lives to please them. He listens more than he speaks, the strong silent type they gravitate toward. Eloise, long repressed, finds in him someone who will do anything she desires without judgment. This mindset to please causes him to serve Stephanie and cater to the demands of London's female power brokers without flinching at what they require.
His thrill comes when women confide their hidden fantasies, those that society permits in men but shames women into suppressing. Eloise blossoms under his care, and the delighted Adam credits him with saving their marriage. From this happy couple comes his first client introduction, and the corruption of big money.
Robert is the classic British gentleman: reserved, formal, and often shy. Traits that, oddly enough, help his accidental career. He's a plus-one who can hold his own in banker circles, a military man too mission-oriented to refuse the requests of women who can buy anything. He takes a deep breath and pushes on through, leading to all sorts of situations—including servitude to a femdom client.
In this memoir we hear about a few of his escorting adventures, his lusts, his loves, the metamorphosis from kinky sex to hard BDSM, and his sad personal price that he must pay for the living lifestyle of a prostitute, plus the upsides of being a successful sex worker servicing London's most demanding businesswomen.
While love and romance underpin this memoir, BDSM and rough sex is a reoccurring theme in his life. The women who employ or love him are powerful and unapologetic—belts, whips, and canes are used liberally. Whilst the book is trying to get deep inside the thoughts and motivations of the women and what they want, how they express themselves is not something the easily offended should read.