Book cover of How Not To Be a Boy by Robert Webb

How Not To Be a Boy

by Robert Webb

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Introduction

Robert Webb, best known for his role in the hit British comedy series Peep Show, takes readers on a journey through his childhood and early adulthood in his memoir "How Not To Be a Boy." This book is not just a typical celebrity autobiography; it's a thoughtful exploration of masculinity, gender roles, and the expectations society places on boys and men.

Growing up in rural England, Webb experienced firsthand the pressure to conform to traditional male stereotypes. He was expected to love sports, shun intellectual pursuits, and suppress his emotions. However, Webb's story is one of defying these expectations and finding his own path.

Through a series of candid and often humorous anecdotes, Webb challenges the notion of what it means to be a "real man" and encourages readers to question the gender norms that shape our society. He argues that many of the behaviors we associate with masculinity are not innate but learned, and that these expectations can be harmful to both men and women.

The Myth of the "Male Brain"

One of the central themes in Webb's book is the debunking of the idea that there is a fundamental biological difference between male and female brains. He argues that most behavioral differences between genders are not innate but are shaped by social expectations and conditioning.

Webb cites a 2015 article in Science magazine that explains how neuroscientists have determined that all brains are unique and cannot be categorized by gender. This research challenges the common belief that men and women are "wired differently" and that certain behaviors are inherently masculine or feminine.

To illustrate this point, Webb discusses a study from 2000 that reveals how gender biases affect even the way parents perceive their children's abilities. In the study, mothers were asked to judge whether their 11-month-old toddlers could climb a sloped walkway. The results showed that mothers consistently underestimated girls' abilities and overestimated boys' abilities, even when the children were of the same age and physical capability.

This example demonstrates how deeply ingrained gender biases are in our society and how they can shape our expectations and perceptions from a very young age. Webb argues that these biases contribute to the development of different personalities and behaviors in men and women, rather than any inherent biological differences.

The Strict Dress Code for Boys

Webb delves into the rigid expectations surrounding boys' clothing and appearance, using his own childhood experiences to illustrate the point. He recounts a particularly traumatic incident involving a pair of socks that didn't conform to the unwritten rules of boyhood fashion.

At the age of ten, Webb found himself in a crisis when his Aunt Tru gave him the "wrong" socks to wear for a soccer match. These socks were deemed too long and had a pattern on them – clear violations of the playground dress code that dictated plain white socks with, at most, a black stripe at the top.

The consequences of this fashion faux pas were immediate and harsh. Webb's playmate, Matthew Tellis, spotted the offending socks and began ridiculing him, calling him a girl. Other boys quickly joined in, turning the incident into a full-blown bullying session.

This anecdote serves to highlight how early in life boys are taught to conform to strict gender norms, and how harshly these norms are enforced by their peers. The fear of being labeled as feminine or weak drives many boys to adhere rigidly to these unwritten rules, even when they seem arbitrary or nonsensical.

Webb also points out the double standard in clothing expectations between genders. While women have been comfortable wearing pants for about a century, it's still generally unacceptable for men to wear skirts or dresses. This asymmetry in clothing options is just one example of how gender norms can be more restrictive for men in certain areas.

The Absurdity of Gender Stereotypes

Throughout the book, Webb challenges readers to question the validity of common gender stereotypes. He argues that many of these beliefs are not only unfounded but also harmful to both men and women.

To illustrate the absurdity of these stereotypes, Webb suggests replacing gender with other categories like race or religion. For example, statements like "Mark is like all boys, he can never sit quietly" or "Sure, boys can learn to enjoy reading, but it doesn't happen naturally" sound ridiculous and offensive when applied to other groups.

Webb uses his own family as an example to debunk these stereotypes. He describes his brother Mark, who on the surface seems to embody many traditional masculine traits – he's a father, coaches a boy's soccer team, drives an Audi, and manages an agricultural firm. However, Webb reveals that Mark also has a nurturing and caring side, having taught his younger brother how to sing and whistle, and even kissed him goodnight as a child.

This example serves to highlight that men, like all humans, are complex individuals with a range of emotions and behaviors that don't fit neatly into societal expectations. Webb argues that perpetuating these stereotypes limits both men and women, preventing them from fully expressing themselves and developing their full potential.

The Expectation of Rough Play and Anti-Intellectualism

Webb explores the societal expectations for boys to engage in rough, physical interactions and to shun intellectual pursuits. He shares personal experiences from his childhood to illustrate these points.

Growing up with two older brothers, Webb was accustomed to a certain level of roughhousing. He describes how his brother Andrew would sometimes push his head while he was eating, occasionally dunking it into his cereal bowl. The brothers also engaged in regular play-fighting sessions, which often resulted in Webb getting hurt but pretending it didn't bother him.

This expectation of physical toughness extends beyond sibling interactions. Boys are generally expected to be able to take a hit, both physically and emotionally, without showing pain or distress. This expectation can lead to boys suppressing their emotions and failing to develop healthy ways of expressing pain or discomfort.

Alongside the expectation of physical toughness, Webb discusses the anti-intellectual culture that often pervades boys' social circles. Despite the expectation that men will grow up to be in charge of things, showing a genuine interest in intellectual pursuits is often seen as uncool or even effeminate among schoolboys.

Webb argues that this attitude can be detrimental to boys' academic careers. The fear of being bullied for getting good grades or enjoying learning can discourage boys from developing good study habits or pursuing their intellectual interests. This creates a paradoxical situation where boys are expected to succeed academically and professionally, but are socially discouraged from putting in the effort to do so.

This anti-intellectual attitude is often justified by the belief that teenage boys are too full of hormones to focus on studying or follow rules. However, Webb challenges this notion, pointing out that it's a harmful stereotype that excuses poor behavior and underestimates boys' capabilities.

The Lack of Social Skills Development in Boys

One of the most significant issues Webb addresses is the lack of emphasis on developing social and communication skills in boys. He argues that unlike girls, who are often encouraged to become experts in human interaction, boys are not expected to develop these crucial skills.

Webb illustrates this point with a personal anecdote about a chess game on a school bus. When his classmate Gareth invited him to play, Webb agreed, only to find that Gareth didn't know the rules of chess. Instead of explaining the rules, Webb found himself unable to communicate effectively, leading to an awkward and unsatisfying interaction.

This scenario, Webb argues, is typical of how boys often interact. The logical solution would have been for Webb to explain the rules of chess politely, but this would have required a level of communication skills that many boys aren't encouraged to develop.

The consequences of this lack of social skills development can be far-reaching. Webb points out that men often grow up to avoid social contact and have trouble resolving conflicts. He shares an example of a male friend who, rather than addressing a conflict with his neighbors over trash cans, decided to move to a different house in the same neighborhood.

This avoidance of conflict and social interaction can lead to isolation and loneliness in adulthood. Webb argues that because boys aren't taught how to handle conflicts or express themselves effectively, they often resort to either avoidance or aggression when faced with interpersonal issues.

The author suggests that this is a significant societal problem that needs addressing. By not encouraging boys to develop social and communication skills, we're setting them up for difficulties in their personal and professional relationships later in life.

The Making of Bad Boyfriends

Webb doesn't shy away from discussing how the socialization of boys often leads to them becoming poor partners in romantic relationships. He uses his own experiences as a teenager to illustrate this point.

At 17, Webb began dating his first girlfriend, Isabel. While things went well for the first two weeks, Webb soon found himself exhibiting what he calls his "awful boyfriend personality." This included ignoring Isabel at school, being overly critical of her friends, refusing to spend time with them, not laughing at her jokes, and never asking questions about her life.

Webb explains that this behavior stemmed from a common situation: he was dating someone he wasn't in love with. However, due to his lack of communication skills and emotional intelligence, he didn't know how to handle the situation maturely.

The author shares a particularly poignant moment when Isabel wrote him a heartfelt love letter, asking if he was just in the relationship for the "Sunday sex" or if it truly meant something to him. An emotionally intelligent person might have seen this as an opportunity for honest communication or a gentle breakup. Instead, Webb responded with a love letter of his own, leading Isabel to believe in a depth of feeling that wasn't there.

This scenario, Webb argues, is all too common. Many young men, lacking the skills to communicate honestly about their feelings or to end relationships respectfully, end up becoming bad boyfriends who can't even break up properly.

Webb admits that in his case, he wanted Isabel to break up with him, as he lacked the courage and communication skills to do it himself. This allowed him to continue benefiting from the physical aspects of the relationship while avoiding emotional engagement or compromise.

This pattern of behavior, Webb suggests, is a direct result of how boys are socialized. They're not taught how to express their emotions, how to communicate effectively in relationships, or how to handle conflict in a mature way. As a result, many men enter into relationships ill-equipped to be good partners, leading to frustration and hurt on both sides.

Challenging Stereotypes About Men and Emotions

One of the most persistent stereotypes about men that Webb challenges is the idea that they don't cry or show emotions. He argues that this stereotype is not only false but also harmful, as it encourages men to suppress their feelings and avoid seeking emotional support when they need it.

Webb shares a deeply personal story to illustrate this point. When he was 17, shortly after his mother died of cancer, he found himself crying in bed next to his friend Will. Instead of running away from the situation or feeling uncomfortable, Will held Webb's hand and comforted him while Prince's "Sometimes it Snows in April" played on the stereo.

This anecdote serves multiple purposes. First, it shows that men do indeed cry and experience deep emotions, contrary to popular belief. Second, it demonstrates that men are capable of providing emotional support to each other, challenging the stereotype that men are emotionally unavailable or uncomfortable with others' emotions.

Webb goes further to challenge stereotypes about male sexuality and intimacy. He reveals that his relationship with Will later developed a sexual component, despite both of them identifying as heterosexual. Webb describes these encounters not as steamy sexual experiences, but as expressions of intense, loving feelings between friends.

This revelation challenges the rigid categories often imposed on male sexuality and relationships. Webb argues that even straight men can have intimate, loving relationships with other men that sometimes include physical expressions of affection.

The author's openness about these experiences serves to normalize a wider range of emotional and physical expressions between men. He suggests that when men feel safe and comfortable, they're capable of a much broader range of emotional and physical intimacy than society typically allows or acknowledges.

The Struggle with Emotional Expression and Over-Organization

Webb delves into two common issues that many men face: difficulty expressing emotions and a tendency towards excessive organization or control.

The author uses examples from his own family to illustrate how men often struggle to communicate their feelings effectively. After his mother's death, Webb decided to live with his biological father, which meant leaving his stepfather, Derek, and younger sister. Instead of expressing his sadness directly, Derek tried to make Webb feel guilty, saying that Webb's mother would have wanted him to stay.

This indirect and manipulative approach to expressing emotions is, Webb argues, all too common among men who haven't learned healthier ways to communicate their feelings. The author notes that he only realized the genuine sadness in Derek's voice when he said, "We'll miss yer" as Webb was leaving.

Moving in with his biological father presented a different set of challenges. Webb describes his father as becoming increasingly fussy and obsessively organized as he got older. This manifested in endless household chores and strict rules, such as making empty milk bottles spotless before putting them out for the milkman, or scrubbing the bathtub immediately after each use.

Webb suggests that this excessive organization and control can be another way that men cope with emotions they don't know how to express directly. The pressure from this fussiness often led to their interactions ending in angry words and slammed doors – another typically male way of dealing with emotional tension.

These examples highlight how the societal expectations placed on men can lead to unhealthy patterns of behavior. Men who aren't taught to express their emotions openly may resort to indirect communication, emotional manipulation, or excessive control of their environment as ways of coping with their feelings.

Webb argues that these behaviors not only make it difficult for men to form close, honest relationships but can also lead to conflict and misunderstanding in their personal and professional lives.

The Importance of Challenging Gender Norms

Throughout the book, Webb emphasizes the importance of challenging and expanding our understanding of masculinity. He argues that by insisting it's okay for men not to be interested in typically "male" pursuits, to show emotions, and to develop strong social connections, we can give our idea of masculinity a much-needed overhaul.

Webb's journey from a boy trying to fit into rigid gender norms to a man comfortable enough to write openly about his experiences serves as an example of this transformation. He encourages readers, especially men, to question the expectations placed on them by society and to explore a fuller range of emotions and behaviors.

The author suggests that by broadening our conception of masculinity, we can create a society that's healthier and more fulfilling for everyone. Men who are allowed to express their emotions freely, pursue their interests without fear of judgment, and develop strong social connections are likely to be happier and more well-adjusted.

Moreover, Webb argues that challenging these norms benefits not just men, but society as a whole. When men are free to be more emotionally expressive and socially connected, it can lead to better relationships, more effective communication in personal and professional settings, and a reduction in many of the negative behaviors associated with toxic masculinity.

Practical Advice for Readers

While much of the book focuses on Webb's personal experiences and broader societal issues, he also offers some practical advice for readers, especially men, who want to challenge gender norms and develop healthier ways of interacting with others.

One piece of advice Webb offers is for men to be more aware of physical disparities when flirting. He asks men to imagine what it would be like to have a much larger, stronger person hitting on them insistently. This exercise in empathy can help men understand why their advances might be perceived as threatening, even if that's not their intention.

Webb also encourages men to practice expressing their emotions more openly and to seek out opportunities for genuine connection with others. This might involve talking about feelings with friends, seeking professional help when needed, or simply being more honest about one's emotional state in day-to-day interactions.

The author suggests that men should challenge themselves to step outside of traditional gender roles in small ways. This could mean pursuing interests that might be considered "feminine," being more involved in childcare, or simply allowing themselves to cry during a sad movie without feeling ashamed.

The Role of Education and Parenting

While much of Webb's book focuses on his personal experiences and observations, he also touches on the broader societal changes needed to address these issues. He emphasizes the importance of education and parenting in shaping healthier attitudes towards gender and masculinity.

Webb suggests that schools have a crucial role to play in challenging gender stereotypes and encouraging boys to develop a fuller range of skills and interests. This might involve promoting reading and academic achievement as "cool" for boys, encouraging participation in arts and music alongside sports, and teaching social and emotional skills as part of the curriculum.

In terms of parenting, Webb advocates for a more gender-neutral approach that allows children to explore a wide range of interests and behaviors without judgment. He encourages parents to challenge their own biases and to avoid reinforcing harmful gender stereotypes in their interactions with their children.

The author also stresses the importance of providing boys with positive male role models who embody a more inclusive and emotionally intelligent form of masculinity. This could be fathers, teachers, or other influential men in a boy's life who demonstrate that it's okay to be sensitive, to pursue intellectual interests, and to express a full range of emotions.

The Impact of Media and Popular Culture

Webb, as an actor and writer himself, is well aware of the powerful role that media and popular culture play in shaping our understanding of gender roles. He discusses how movies, TV shows, and other forms of media often reinforce traditional ideas of masculinity, presenting men as tough, unemotional, and primarily interested in sports and sex.

The author argues for the need for more diverse representations of masculinity in media. He suggests that seeing a wider range of male characters – men who are sensitive, intellectual, nurturing, or simply different from the traditional masculine ideal – can help challenge societal norms and provide boys and men with alternative models of masculinity.

Webb's own work, particularly in the comedy series Peep Show, has in some ways contributed to this by presenting male characters who don't always fit the traditional mold of masculinity. He encourages other creators in the entertainment industry to consider how they can present more nuanced and diverse portrayals of men in their work.

The Ongoing Journey of Self-Discovery

As Webb concludes his memoir, he reflects on his ongoing journey of self-discovery and growth. He acknowledges that challenging deeply ingrained societal norms and personal habits is not a one-time event, but a lifelong process.

The author shares how becoming a father has given him a new perspective on gender roles and the importance of modeling healthy masculinity for the next generation. He expresses hope that by being open about his own struggles and growth, he can contribute to a broader conversation about masculinity and gender expectations.

Webb emphasizes that it's okay for men to be uncertain or to make mistakes as they navigate these issues. The important thing, he argues, is to remain open to learning and growing, and to be willing to challenge one's own assumptions and behaviors.

Conclusion

"How Not To Be a Boy" is more than just a memoir; it's a thoughtful exploration of masculinity and gender roles in modern society. Through his personal anecdotes, humor, and insightful observations, Robert Webb challenges readers to question the rigid expectations placed on boys and men.

The book serves as a reminder that many of the behaviors we associate with masculinity are learned rather than innate, and that these societal expectations can be harmful to both men and women. Webb argues for a more inclusive and flexible understanding of masculinity that allows men to express a full range of emotions, pursue diverse interests, and develop strong social connections.

By sharing his own experiences of struggling with and ultimately challenging gender norms, Webb provides a relatable and inspiring example for readers. He shows that it's possible to break free from restrictive ideas of masculinity and to forge a more authentic and fulfilling path.

Ultimately, "How Not To Be a Boy" is a call to action for society to reconsider how we raise boys and what we expect from men. It's an invitation to imagine a world where men are free to be sensitive, nurturing, and emotionally expressive without fear of judgment or ridicule.

Webb's book contributes to an important ongoing conversation about gender, identity, and social expectations. It challenges readers to reflect on their own beliefs and behaviors, and to consider how they might contribute to creating a more inclusive and understanding society.

As we continue to grapple with issues of gender equality and toxic masculinity, books like "How Not To Be a Boy" serve as valuable resources for understanding and challenging the status quo. Webb's honest, humorous, and thought-provoking memoir offers both a critique of traditional masculinity and a hopeful vision for what masculinity could be.

In the end, Webb's message is clear: by expanding our understanding of what it means to be a man, we can create a world that's better not just for boys and men, but for everyone. It's a powerful reminder that challenging gender norms isn't just about individual freedom – it's about creating a more compassionate, understanding, and equitable society for all.

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