Tag Archives: Boston Guy

Vintage gay

I may have posted this photo previously because it looks vaguely familiar. Anyone care to guess where this may have been taken? The attire and mustaches make me think this was taken possibly in Europe but I haven’t a clue as to where or when this week’s picture was taken.

I dedicate this weekly post, featuring vintage gay photographs, to the men and women who lived in a more critical time where being true to yourself and loving who you want wasn’t always an option and came at a great price. Do you have a photo you would like to share? Email me at bosguymail@gmail.com.

Previous Vintage Gay Photos

Caption this photo

Hopefully the caption I’ve shared below inspires you to offer up one or two of your own. Leave a funny caption in the comment section, and I’ll approve it for readers to enjoy.

“Grassy Ass”

Temptation Tuesday

What is it about fit men wearing grey sweatpants that is always so tempting?

Past Temptation Tuesday Posts

Men in kilts

Michael Stokes is masterful at creating very distracting photos.

Previous Men in Kilts Posts

Monday morning mancandy

Looks like this guy may be running late. Hopefully he is working from home.

Scruffy Sunday

Previous Scruffy Sunday Posts

Saturday morning coffee

Enjoy your morning cup of joe (or whatever you’d like to call him).

Saturday morning comics

ADAM & ANDY is set in the fictional New England town of Woodfield, CT. You can learn more about Adam and Andy and purchase a copy of “the definitive collection of Adam and Andy” by visiting, adamandandy.com.

Click on this week’s comic strip to enlarge

Click here if you would like to see the previous Adam & Andy

Furry Friday

Thank god it’s Furry Friday. Have a great weekend everyone.

Past Furry Friday

BosGuy brain teaser

riddle, exercise for your brainEach Friday morning I post a riddle to get you to think outside the box and exercise your brain. If you are stumped, share it with a friend or colleague and see if you can figure out the answer together.

Leave your answer in the comment section. I’ll approve responses later in the day to give people a chance to respond without seeing any spoilers.

This week’s brain teaser:  What has many keys but can’t open a single lock?

Like riddles? Check out past week’s brain teasers.

Vintage gay

I found this photo of William Dorsey Swann (1858 – 1925) online and was intrigued to learn more. Swann who was born into slavery is an American gay liberation activist, and the first person in the US to lead a queer resistance group. He is the first known person to self-identify as a “queen of drag”. Below is a write-up I also found about this amazing man who was way ahead of his time.

In 1888, one of first recorded and widely-publicized arrests in the United States for gender impersonation took place at an event in the home of William Dorsey Swann, a Black man.  Less than a mile from the White House, Swann and twelve other Black people were arrested and charged with vagrancy after police raided a secret drag dance he was hosting. The following day the headline in the Evening Star read “Colored Men in Female Attire.” Swann — the queen of the ball — was himself “arrayed in a gorgeous dress of cream-colored satin,” but unlike the others, he ran frantically toward the officers in a vain attempt to keep them from entering the two-story residence in northwest Washington, D.C. They were ordered to pay a bond or serve 30 days in jail, and their names were published in the local papers the next day for all the city to read. A year prior, in January 1887, another such dance was also raided. This one had featured both white and Black invitees — and several of the same people had been arrested, including Swann.

Available evidence hints that queens intentionally changed the locations of their parties in order to evade law enforcement. Through informants, detectives were keeping an eye on Swann and the others. On New Year’s Eve of 1895, after the men had successfully eluded the authorities for years, the police abruptly walked into Swann’s home to disrupt a gathering that had only just begun. The officers arrested the host, charging him with keeping a disorderly house. Three black guests were also taken in and charged with vagrancy, while three white guests faced no charges but were summoned as “witnesses.”

Swann was found guilty and sentenced to 10 months in jail. The judge, who said Swann’s home had become a “hell of iniquity,” told the court he wished he had had the power to impose a 10-year sentence instead.

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I dedicate this weekly post, featuring vintage gay photographs, to the men and women who lived in a more critical time where being true to yourself and loving who you want wasn’t always an option and came at a great price. Do you have a photo you would like to share? Email me at bosguymail@gmail.com.

Previous Vintage Gay Photos

Caption this photo

Much thanks to my friend and BosGuy.com reader, Jim L. for sharing this photo with me. I know I used this caption last week too but I thought it worked for this photograph. Hopefully, it inspires you to offer up one or two of your own. Leave a funny caption in the comment section, and I’ll approve it for readers to enjoy.

“Call me maybe?”

Temptation Tuesday

Handsome New Yorker and model, Phil Fusco, is always tempting.

Past Temptation Tuesday Posts

Men in kilts

Dapper dresser

Previous Men in Kilts Posts

Monday morning mancandy

Anyone know who this handsome man is? He makes for a fantastic piece of mancandy, and I’m curious if he has an IG or Twitter account.