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His art gave many a sense of belonging, reflection, and hope. Knowing his work mattered to so many was one of the greatest joys of his life.

As we grieve and adjust to life without him, we are temporarily pausing new orders on the website. By 1992, the HIV epidemic had made the book’s creators reexamine the importance of celebrating gay sex in an age when anal sex could kill you, and by 2003, the internet had made it easier than ever for gay men and sex fetishists to hook up and celebrate the joy of literal gay sex.

Silverstein has since gone on to win numerous awards from the American Psychological Association for his professional contributions to gay psychological health — he still runs a private practice in New York City.

Check out even more sketches for the first edition of Joy of Gay Sex:

Have you ever read the Joy of Gay Sex?

Which editions have you read? To everyone who supported him over the years: thank you. In 1977 Simon and Schuster published The Joy of Lesbian Sex by Emily Sisley and Bertha Harris, and in the same year Crown produced The Joy of Gay Sex, written by therapist and clinician Charles Silverstein and novelist Edmund White. Your kindness, loyalty, and admiration meant the world to him.

The first edition of The Joy of Gay Sex was illustrated with poor line drawings in a similar style to the original Joy of Sex, but when the third edition was published in 2004, now written by Charles Silverstein and Felice Picano with an introduction by Edmund White, publisher Harper Collins commissioned Joe (here ‘Joseph’) Phillips to create fifty new line drawings to accompany the text.

Phillips’ illustrations for Joy are some of the best and most sensitive portrayals ever made of gay love and passion, and in some ways it is a pity that his preferred medium is now colourful and photo-realistic rather than more restrained drawing.

The unabashed drawings of erect penises, willing bottoms and group scenes got the book banned in libraries and bookstores across North America and England.

Though the original edition is now out of print, Silverstein and gay novelist Felice Picano released a second and third edition in 1992 and 2003.
You are remembered.

gay sex illustrations

So the original and subsequent editions all contained explicit illustrations styled after popular sex comics of the time. He had a gift not only for creating beauty, but for seeing it in others. He was gentle, thoughtful, funny, stubborn in the best ways, and endlessly compassionate. It has since been updated.

Let us know!

This article was originally published on December 11, 2020.


Your light remains.

The Joy of Gay Sex

Following the enormous and unexpected success of The Joy of Sex in 1972, it was inevitable that similar volumes for the non-straight sexual communities would follow hot on its heels. It has since been updated.

In short, The Joy of Gay Sex provided a lot more than just sex tips; it provided a social education to help gay men deal with complex psychological and social issues while pushing even further into sexual content and social ideas unlike anything ever published.

Most infamously, Silverstein and his co-author, celebrated gay novelist Edmund White, wanted the book to be sexually stimulating.

He will be missed more than words can express by those of us who loved him daily, and by the many of you who felt connected to him through his art.

Michael was so much more than an artist. If you have already placed an order, it will still be fulfilled, but we ask for patience and understanding as we take time to mourn and make arrangements.

In the coming weeks, we’ll share more about how his art, memory, and legacy will continue.

The lack of sex education back in 1977, particularly for gay and bisexual men, likely compelled Dr. Charles Silverstein to create The Joy of Gay Sex.

The 207-page book served as a how-to guide with chapters on blowjobs, cruising and dirty talk, a gay Kama Sutra with suggested sex positions like “the crab” and a cultural guide with non-sexual chapters on the realities of coming out, gay politics, racism and more.

The book also challenged audiences with chapters covering fisting, JO clubs and watersports — fetishes you’d rarely see in gay porn or anywhere else at the time — potentially offensive sections on sex with animals and teenagers and sections exploring the diversity within the gay community, with entries for bisexuality, transgender and mixed HIV couples.

This article was originally published on April 10, 2020.

We have included only a few of his illustrations to the book here; if you want to see them all you will have to go and buy your own copy.

‘The Joy of Gay Sex’ Is 44 Years Old.

Let’s Celebrate Its Provocative Illustrations

If you had a sex education class in your school at all, chances are it was incredibly un-sexy, hetero-centric and focused on zygotes, fetal development and abstinence — that is, nothing that would actually help you get laid. For now, we are holding close the extraordinary life he lived, the love he gave freely, and the light he brought into this world.

Rest in peace, Mikey.

Our world feels quieter today.