For some men, solitude is a deliberate choice; for others, it is a familiar routine they are in no rush to abandon. Success, money, free time, and zero obligations seem like the ultimate formula for happiness until a "special" woman, unexpected circumstances, or a simple chance encounter enters the picture. The Styler editorial team has gathered a selection of seven films about die-hard bachelors who find themselves in funny, romantic, and sometimes challenging situations, forcing them to rethink their life rules. These are classics of the romantic comedy genre, where the protagonist is initially convinced that relationships are not for him, only to discover in the finale that he was wrong.
"About a Boy": Will Freeman and the Invented Son
Will Freeman (Will Smith) has everything he thinks he needs for a happy life: money, free time, and absolutely no family obligations. The wealthy bachelor does not work, enjoys his solitude, and has short-term romances, showing no interest in responsibility for others. To meet women, Will invents a fake son and starts attending single-parent support group meetings. There, he meets a boy named Marcus, who gradually becomes an important part of his life. Unexpectedly, a man who avoided all obligations begins to learn how to friendship, support, and care for someone other than himself.
Italian Classic: Elio Codogno and Lisa Silvestri
Elia Codogno (Adriano Celentano) is not just a bachelor—he is convinced this exact lifestyle is what he needs. The farmer dislikes women, values his peace and quiet, and has no intention of changing his habits for a romantic relationship. However, his plans are disrupted by Lisa (Ornella Muti), who is forced to seek shelter at his house due bad weather. She is nothing like those who would back down before Elia's rudeness and stubbornness, and a true battle of wits unfolds between them. The Celentano and Muti duo in the 1980 Italian comedy, also known as "The Taming of the Scoundrel," became iconic: according to Russian media reports, the Mosfilm-dubbed version was watched by tens of millions of viewers. The theme remains relevant today: according to kp.ru and sostav.ru, the Russian film company Arna Media is preparing a remake of this film, and on November 18, 2026, a musical comedy of the same name, moving the action to Southern Italy, will be staged at the Teatrium on Serpukhovka in Moscow.
"Hitch": When the Dating Consultant Loses His Head
If a man does not know how to catch a woman's attention, he should turn to Alex Hitchens (Will Smith). Hitch is a true dating professional: he teaches clients how to behave on dates, make an impression, and win sympathy, while steering clear of turning his own life into a romantic story. But one day, his rules fail: Hitch meets a journalist named Sara who remains immune to his charm. Instead of controlling the situation, he finds himself in the shoes of a man who has no idea what to do next and is forced to test his own advice in practice.
"Something's Gotta Give": Harry Sanborn and Erica
Harry Sanborn (Jack Nicholson) long ago sorted out his life priorities: no marriages, no serious commitments, and exclusively romances with younger women. The successful man is used to his independence and sees no reason to give up a comfortable lifestyle. But during a trip out of town, he meets Erica (Diane Keaton), the mother of his young romantic interest. At first, their interaction is difficult, but mutual affection soon develops, and Harry confronts something he never planned for: feelings that do not fit into his usual rules. This is a romantic comedy about love that can arrive when you least expect it.
"The 40-Year-Old Virgin" and "The Wedding Singer": Andy's Secret and Jimmy's Inheritance
At 40, Andy Stitzer (Steve Carell) harbors an unusual secret for his age: he has never had sexual experience. The shy man lives alone, works in an electronics store, and collects action figures, leaving his personal life on the back burner. When his colleagues discover his secret, his friends take it upon themselves to teach Andy the art of dating; their advice leads to hilarious situations, but for the protagonist, it becomes a chance to overcome insecurity and open up to another person. In "The Wedding Singer" (1998), Jimmy Shannon (Chris O'Donnell) is used to enjoying life and is in no hurry to tie himself down with marital vows, but after his grandfather's death, his freedom is threatened: under the will, he will only receive a massive inheritance if he marries before turning thirty. Jimmy sets out to find a bride among women from his past, leading to a real chase with unexpected encounters alongside co-star Renée Zellweger.
"The Wedding Planner": John Martello in the Spotlight
John Martello is used to being the center of women's attention: he takes care of himself, hits the gym, loves parties, and easily makes connections. Yet his bachelor confidence is also called into question when circumstances force the hero to reconsider his usual routine. These stories share a single narrative device: a protagonist convinced that relationships are not for him discovers, through a series of comedic and touching situations, that his solitude was not freedom, but a habit. That is why this selection of seven films—from Will Smith to Adriano Celentano—remains a great choice for a romantic evening: a lighthearted tone conceals a deeper theme of how the fear of intimacy gives way to genuine feeling.
