Bobby Box

Bobby Box is a freelance writer and editor. He writes about sex and relationships and men’s lifestyle topics for publications and websites such as Bustle.com, AskMen, Playboy, Elle, MANdatory, Elite Daily, etc.

An Intimate Convo With A Male Sugar Baby Who Uses His Gifts To Pay For College

ByBobby Box
Jay, an online student at Florida Tech who identifies as pansexual, is an aspiring accountant who currently works as a model, a customer service agent — and a male sugar baby. He averages six messages a week from prospective sugar daddies and sugar…

A Mistress Reveals The Definitive Signs Your Boyfriend Is Cheating On You

ByBobby Box
In the unfortunate circumstance you've been cheated on, have you ever wanted to speak to the other woman, who was so irresistible, your partner just had to deceive you in the most gut-wrenchingly horrible way possible? Just in time for Valentine's…

Things Porn Stars Do That 'Normal Girls' Don't, From A Guy Who's Met Both

ByBobby Box
Down one aisle, a consenting woman was being relentlessly whipped. Down another, two young women were going down on each other while husky men with professional cameras filmed the whole thing. That's what I saw when I attended the AVN Awards and…

Why The Porn Industry Is Actually Really Racist

ByBobby Box
Last week, I attended the 34th annual AVN Awards and Expo. I learned a lot on this venture (good and bad), but one of the most compelling yet disheartening lessons I learned was just how racist the porn industry has been and continues to be. This…

Why Porn Is Actually Empowering, As Told By Experts In The Industry

ByBobby Box
Does porn exploit women? While the answer for most might be an obvious yes, I recently attended a seminar at the 34th annual AVN Awards and Expo (commonly known as the Oscars of porn) where leaders in the adult film industry vehemently suggested…

Is Food Better Than Sex? We May Finally Have An Answer

ByBobby Box
If confronted by buffet-style portions of mozzarella sticks, thin crust pizzas, burritos and a Cheesy Gordita Crunch from Taco Bell, and right next to it, splayed across a bear-skin rug (imitation because she's vegan) laid my darling fiancée in…

Why Guys Are So Afraid To Play With Their Butts, And Why They Really Should Start

ByBobby Box
The male G-spot is located in a man's butt. This isn't news, nor is the fact that stimulating the G-spot (a walnut-sized gland located near the base of the penis) makes for a powerful orgasm. So why, then, are so many heterosexual men so reluctant…

An Intimate Convo With A Webcam Model Who Makes $4,000 A Month Filming Herself

ByBobby Box
Webcam modeling is the future of porn. There, I said it. There's something exceptional about being able to interact with your smutty material that makes the experience all the more intimate and authentic. But... it'll cost you. Take live sex website…

Guys Explain Why Having An Affair Actually Saved Their Relationships

ByBobby Box
Is having an affair ever excusable? I understand most implications of an affair are negative, but what if they weren't all bad? What if an affair was actually the solution to a slowly diminishing relationship? This idea was recently exposed in a…

An Expert Explains If There's Truth To 'You'll Find Love When You Stop Looking'

ByBobby Box
"You'll find love when you stop looking for it." This is something I've been told by almost every person I respected, as I unsuccessfully navigated the singles scene. Truth be told, I hated dating. I always felt awkward, and I always felt the person…

An Intimate Convo With A Male Stripper Who Plays Christian Grey On Stage

ByBobby Box
Female strip clubs are generally more successful than male ones. While the reasons around this may vary (men are generally more pervy, women typically aren't as visually stimulated, etc.), I believe an overlooked reason is that it takes A LOT more…

The Way We Get Engaged Now Is So Different Than The Way Our Parents Did It

ByBobby Box
You probably clicked on this article expecting the author to be a woman. Because traditionally speaking, women are the more expected to be the ones to talk shop about weddings, as evidenced in “bridal” magazines, television shows and, like, all of…

16 Men Hilariously Describe What A Vagina Feels Like

ByBobby Box
“What does a vagina feel like?” This is a question I recently posed to men of all creeds and ages on Toyboy Warehouse, a cougar dating site I've frequently used in the past for related data. This time, the topic was especially fun and subjective,…

How To Nicely Friend Zone Your Guy Friend If You Think He Likes You

ByBobby Box
Nobody's more familiar with the friend zone than this guy (*points my thumbs toward myself with great, unprovoked enthusiasm*), so trust me when I say I've been there and I know it sucks. The first (and worst) time I was ever friendzoned was on my…

These 10 Inexpensive Sex Toys Are The Best Bang For Your Buck

ByBobby Box
My near decade's experience writing about sex toys has helped me learn some crucial things. If there's a brand name involved (LELO, Fleshlight, and JimmyJane, to name a few of my personal favorites), you'll be spending BIG bucks — which is totally…

28 Men Get Real About What They're Looking For On Dating Apps

ByBobby Box
I'll admit, I kind of miss Tinder. Now that I'm in a long-term relationship with a person I met on the app, there's still a part of me that's nostalgic for the act of swiping. While I did find what I was looking for when I used the app, I also…

10 Must-Haves For The Couple Who Prefers To Stay In On The Weekends

ByBobby Box
Since I've recently purchased a home and gotten engaged, staying in has become a wiser decision for me. The money that used to be spent on cabs, copious amounts of beer and drunken burritos is being put to better, more substantial use. So now, my…

An Intimate Convo With A Porn Script Writer Who Wants Viewers To Love The Plot

ByBobby Box
If you could write your very own porn script, what would it entail? Which of the dozens of niche categories would you cater to? Will there be a pizza delivery man? An estranged housewife low on cash? Better yet, who's fucking who? It's decisions…

10 Things Women Do During Sex That Turn Men Off

ByBobby Box
Some people say sex is like pizza: Even when it's bad, it's still pretty damn good. This sentiment is particularly true for men. Even though bad sex won't stop us from wanting it again, we'd obviously rather have good sex. Because of this, I want to…

An Intimate Convo With A Financial Dominatrix Who Humiliates Men For Money

ByBobby Box
Sex is a topic steeped in judgment. Any conversations about it are never-ending debates of what's right and what's wrong. That's why I've created this column: a judgment-free forum to discuss sexual trysts, both conventional and not, through…