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.
Posted in Gay
With the influx of so many new residents at the start of each academic year, I like to update and share this post each September.
If you are new to the area or looking to meet more people outside of a bar setting the groups listed below might be a good first step. Check out my accompanying post, Boston’s gay sports clubs / teams.
BAGLY is a youth-led, adult-supported social support organization committed to social justice, and creating, sustaining and advocating for programs and policies for gay youth (volunteers are always welcome).
Boston Gay Men’s Chorus is one of New England’s largest and most successful community-based choruses. Auditions are being held on Sunday, September 9th
Boston Gay Men’s Books Club is monthly book club on MeetUp featuring literature by and about gay men. This month’s book is Night Soil by Dale Peck. They will next meet on Monday, September 24 at 7PM at Trident Booksellers on Newbury Street in Back Bay.
Boston Prime Timers is a social organization of mature gay and bisexual men and their friends who join together for educational, support, and social activities.
Dignity Boston is a progressive, inclusive community of gay, lesbian, bisexual and transgender Catholics and their allies.
Fenway Health has been serving the local LGBT community for more than 40 years; the Fenway and AAC are always looking for volunteers.
Gay Beer Club is a Boston based organization that produces events and gatherings for members of the gay community.
Gay For Good mobilizes the LGBT community to interact with the greater community by volunteering their time with different monthly activities.
Gay Men 50+ Club is for gay men and their male friends who wish to meet monthly for brunch and enjoy good conversation.
Gays for Patsy is a country western dancing club that holds events each month. Beginners are encouraged to join.
Gold Fruit Gaming is a team of LGBTQ+ [PC] Gamers with a passion for competition, cooperation, and kicking ass. Come here to queue up with others who seek to improve their gameplay.
Hispanic / Black Gay Coalition HBGC is one of few non-profit organizations in Boston dedicated to the unique and complex needs of the Black, Hispanic and Latin@ LGBTQ community.
History Project is a volunteer-driven organization established in 1980 that focuses on preserving the history of Boston’s LGBT community to make it accessible to future generations. Next Thursday join the History Project when David Scondras reads from his memoir Angels, Liars, and Thieves
Jamaica Plain and Roslindale Men’s Group is a social group for gay men living in, near and around JP & Rozzie that organize dinners and events.
Keshet Boston is a grassroots organization working for the full inclusion of LGBT Jews in Jewish life, offering community events for LGBT Jews in Boston.
Men of Melanin Magic is a social group in the Boston metropolitan area for those who identify as queer men of color.
Opus Affair is probably best known for their monthly cocktail party hosted at local restaurants to raise money for local arts organizations.
OUTbreath offers a safe space for those who identify as queer, lesbian, gay, bisexual, transgender, or questioning to come together to explore the practice of meditation and support each other in community.
Queer Boston Board Gamers is a friendly LGBTQ meet up group that connects regularly to play board games.
The Welcoming Committee is a young, social group who organize activities to broadening the spectrum of gay life here in Boston and beyond.
Yankee Cruising Club was founded over 25 years ago to bring LGBT boaters together to meet, make friends and most importantly get out on the water.
Apologies if I have overlooked any area gay organizations in the area. Feel free to add information for any such group in the comments section of my blog.
Mark your calendars and get ready for one final blow out at Paradise.
Related Story: Rumors suggest Paradise in Cambridge will close in September
Make the most of this short work week by enjoying Labor Day. I’d like to point out that the Institute of Contemporary Art (ICA) is open and free to the public today. Below you’ll find 40+ suggested events ranging from evenings like Pizza & Game Night at the Dorchester Brewery and LEGO Night at the Trident to more raucous options like Boston’s fetish night – FASCINATION Friday and M O B D Muscle Otter Bear Daddy.
Also of note this week: RuPaul’s Drag Race: Werq The World, Harbor to the Bay Bachelor Auction (fundraiser), 92nd Annual Italian Feast of Saints Cosmas & Damian and 31st Annual Swim for Life.
Institute of Contemporary Art (ICA) is open and free to the public – use the opportunity check out their new space The Watershed in East Boston
Pizza & Game Night is every Monday from 5-9PM (check out their ping pong and foosball tables) at Dorchester Brewery in Dorchester
Drag Bingo is every Monday starting at 7PM free to play at Club Cafe in Boston
Cards Against Sobriety hosted every Monday night at the Alley join your friends for a fun game of Cards Against Humanity starting at 8PM in Boston
No Filter You can catch #NoFilter every first Monday of the month upstairs with a kooky theme, and every third Friday of the month downstairs at Jacques with no theme, where anything goes 10PM-12AM in Boston
Bachelor Auction for H2B is this Thursday at Club Cafe
TUESDAY – THURSDAY
Pizza & Game Night is every Monday from 5-9PM (check out their ping pong and foosball tables) at Dorchester Brewery in Dorchester
Drag Bingo is every Monday starting at 7PM free to play at Club Cafe in Boston
Cards Against Sobriety hosted every Monday night at the Alley join your friends for a fun game of Cards Against Humanity starting at 8PM in Boston
No Filter You can catch #NoFilter every first Monday of the month upstairs with a kooky theme, and every third Friday of the month downstairs at Jacques with no theme, where anything goes 10PM-12AM in Boston
Trivia Tuesday is every Tuesday at the Dorchester Brewing Company and starts at 7:30PM in Dorchester
Showtune Tuesday hosted by VJ Ryan Grow starts at 9PM every Tuesday at dbar in Dorchester
Karaoke Night starts at 10PM every Tuesday at Jacques in Boston
Stump Trivia with Jonathan Brett is guaranteed fun and has lots of prizes (trivia starts at 8PM) hosted every Tuesday at Club Cafe in Boston
Queer Boston Board Gamers is meeting Thursday from 6-9PM at the Cambridge Center Foyer in Kendall Square Cambridge
RuPaul’s Drag Race: Werq The World comes to Boston this Thursday at the Shubert in Boston
Sports Night at Peggy’s is every Wednesday night at Peggy O’Neil’s pub in Dorchester
Siren Trivia is every Wednesday at 9PM at the Trophy Room bar in Boston
Houseboi is a genderqueer dance party where creative dress is encouraged – Wednesday doors open at 9PM at the Middlesex in Cambridge
Atomic Karaoke with DJ Stevie Psyclone & Jonathan Brett is every Wednesday at Club Cafe in Boston
Harbor to the Bay Bachelor Auction (fundraiser) is this Thursday at Club Cafe starting at 7PM in Boston
Bear Trivia Night is at 8PM every Thursday at The Alley Bar in DTX Boston
BRASH | Queer Party is hosted every fourth Thursday at Brass Union from 9PM – 1AM in Union Square, Somerville
Karaoke Thursdays is every Thursday at Machine with your hosts Rob Botelho and Emphysema Menthol 100s in Boston
#Yaasss Thursdays presents: Sissy That Walk weekly drag competition the last Thursday of each month Showtime: 12:30AM at Club Cafe in Boston
THE WEEKEND
92nd Annual Italian Feast of Saints Cosmas & Damian starts Friday aftenoon and runs until 10PM in East Cambridge
SoWa First Friday takes place from 5-9PM and is IMHO the best free event you can attend solo, with friends or for a date so if you’ve not been in a while check it out this Friday in Boston
Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville
Dueling Drag Divas are back this year performing every Friday and Saturday at 8PM at Mainestreet in Ogunquit
GQB: Back-to-School Edition head over to the Hong Kong in Harvard Square anytime after 9PM and prepare to have a blast in Cambridge
Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX
XO Friday is the weekly dance party hosted by DJ Stevie Psyclone (no cover before 11PM) at Club Cafe every Friday
Fascination Friday is this week at Jacques
FASCINATION Friday is a monthly gear/ fetish/ kink night at Jacques the 1st and 4th Friday of the month in Boston
31st Annual Swim for Life takes place this Saturday at 9AM at the Boatslip to raise money for the AIDS Support Group of Cape Cod in Provincetown
LEGO Night (adults only) is Saturday starting at 7PM at the Trident Cafe and Booksellers in the Back Bay
Boston Night Market takes place at Government Center starting at 4PM and runs through 10PM (general admission is $10) in Boston
H E R O E S Saturday (New Venue) Retro dance party hosted the 1st and 3rd Saturdays of each month from 10PM-2AM at Sonia (formerly TT The Bear’s Place) in Central Square
Video Night Tracks every Saturday night join VJ Ryan Grow at Cathedral Station starting at 9:30PM
The Donkey Show is the ultimate disco experience is a story inspired by A Midsummer Night’s Dream each Saturday at Club Oberon in Cambridge.
Grunt is a weekly dance party with no cover for burly men and their admirers, starting at 10PM at the Alley Bar in DTX
UNITE Saturdays is a weekly dance party at Club Cafe with DJ Susan Esthera (no cover before 11PM) in Boston
M O B D Muscle Otter Bear Daddy brought to you by Chris Harris Presents at Paradise on Saturday – doors open at 10PM in Cambridge
Open Newbury Street turns Boston’s Newbury Street into a pedestrian promenade from 10AM – 6PM on Sunday in Boston
SoWa Open Market SoWa Open Market is now open every Sunday from 10AM – 4PM through the end of October in Boston
Boston Gay Men’s Chorus Auditions are this Sunday – click on the link for more details and best of luck to you
Bear Brunch is this Sunday at Trophy Room from 1-4PM in Boston
Drag Me To Brunch Enjoy Carrie Nation Cocktail Club’s buffet brunch from 11AM-3PM; drag show runs from 2-4PM(ish) in Boston
Sunday Tea Dance never has a cover and always has great music from 70s 80s & 90s, starting at 6PM no cover every Sunday at Club Cafe in Boston
Karaoke at the Alley is every Sunday starting at 8PM in Boston
Pajama Party is a weekly dance party hosted every Sunday starting at 10PM at Machine in Boston
Hot Mess Sundays at Candibar in the Theater District is every Sunday starting at 10PM in Boston
Send me information about your upcoming programs and events in my blog’s comment section or message me the details on Facebook.
Much thanks to @DamienOz for sharing this photo and suggesting I use it for a forthcoming Scruffy Sunday.
This weekend I was contacted and told that the gay nightclub, Paradise, located at 180 Massachusetts Ave in Cambridge will close later this month to accommodate Novartis Pharmaceuticals expansion plans, which recently bought the space for $1.75 million
I have not been able to confirm the closing date, but for several years there has been talk that Paradise (one of only a handful of gay nightclubs remaining in Boston) would eventually close due to Novartis inevitable expansion.
Anyone with more information, please contact me at bosguymail@gmail.com.
I’m not much of a fan of Whiskey, but I could overlook that for this handsome man who shares my obsession with coffee.
Although the heatwave that had most of New England sweltering through much of the week is no longer here and the forecast is for rain, I want to wish everyone a fun-filled long holiday weekend. Summer is Boston’s briefest season and I will miss it. I had a wonderful summer with friends and family this year.
I’m not saying I would do this now, but there was a point in my life where I would’ve seriously considered tapping his bumper (so to speak) so we’d have to exchange phone numbers for our insurance adjusters to connect.
Despite a rainy forecast, there remains plenty to do this final weekend of summer here in Boston, Ptown and Ogunquit.
If you’re looking to get out and go dancing check out the monthly Bears and Cubs dance party Fur-Turnity on Friday at Jacques then on Saturday head over to the Alley for Underbear before going to the biggest dance party of the weekend on Sunday at Royale for the White Party.
For those looking for alternatives to the bar scene be sure to check out the free outdoor showing (weather permitting) of Out of Africa at Rowes Wharf on Friday, followed by Kiki Beach (again – weather permitting) on Saturday, followed by SoWa Open Market on Sunday — Just to name a few options.
Join Mass Bears & Cubs for their monthly dance party FUR-turnity on Friday at Jacques
Labor Day Weekend in OGT is chalk full of shows, dance parties and tea dances all weekend long at Mainestreet in Ogunquit
Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville
Out of Africa at Rowes Wharf come out and watch this classic with Meryl Street and Robert Redford under the stars in Boston
Dueling Drag Divas are back this year performing every Friday and Saturday at 8PM at Mainestreet in Ogunquit
Fur-Turnity hosted by Mass Bears and Cubs is the 5th Friday of every month downstairs at Jacques – doors open at 9PM in Boston
Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX
XO Friday is the weekly dance party hosted by DJ Stevie Psyclone (no cover before 11PM) at Club Cafe every Friday
Kiki Beach is back for its third year and Southie’s M Street Beach has never looked so fabulous – look for the speedos and listen for the good music; starting at 11ish in Boston
OGTea Saturdays come out for the last Saturday tea dance at Mainestreet for the 2018 Summer in Ogunquit
Miss Coco Peru brings her show “The Taming of the Tension” to Mainestreet for on Saturday at 8PM in Ogunquit
Purgatory’s final underwear party of the summer is this Saturday in Ptown
Underwear Party is every Saturday at Club Purgatory – doors open at 9PM in Provincetown
Video Night Tracks every Saturday night join VJ Ryan Grow at Cathedral Station starting at 9:30PM
The Donkey Show is the ultimate disco experience is a story inspired by A Midsummer Night’s Dream each Saturday at Club Oberon in Cambridge.
Underbear is a monthly dance party with no cover and free clothing check – all the fun starts at 10PM at the Alley Bar in DTX
UNITE Saturdays is a weekly dance party at Club Cafe with DJ Susan Esthera (no cover before 11PM) in Boston
Labor Day Weekend Classics Night is at Paradise on Saturday – doors open at 10PM in Cambridge
SoWa Open Market SoWa Open Market is now open every Sunday from 10AM – 4PM through the end of October in Boston
Trophy Room’s 90s Brunch starts at 11AM on Sunrday
Back to 90s Brunch is back this Sunday at Trophy Room from 11AM – 5PM in Boston
Retro Tea Dance never has a cover and always has great music from 70s 80s & 90s, starting at 6PM no cover every Sunday at Club Cafe in Boston
Karaoke at the Alley is every Sunday starting at 8PM in Boston
Miss Coco Peru performs her show “The Taming of the Tension” to Mainestreet for on Sunday at 8PM in Ogunquit
RAM Party – Ptown Labor Day Weekend is on Sunday at the Crown & Anchor in Provincetown
DJ Aron takes over Royale for Boston’s White Party on Sunday
White Party at Royale in the Theater District with DJ Aron – doors open at 10PM on Sunday in Boston
Pajama Party is a weekly dance party hosted every Sunday starting at 10PM at Machine in Boston
Hot Mess Sundays at Candibar in the Theater District is every Sunday starting at 10PM in Boston
Send me information about your upcoming programs and events in my blog’s comment section or message me the details on Facebook.
Next Thursday (September 6th), The Boston Sisters of Perpetual Indulgence and Club Cafe will team up to help raise money for the Harbor to the Bay Ride, when they host the annual Bachelor & Bachelorette auction.
Harbor to the Bay Bachelor / Bachelorette Auction
Thursday, September 6th – Starts at 7PM at Club Cafe
$15 Cover || $25 VIP
Get Your Tickets Here!
The Boston Sisters promise to have some of the best and most eligible bachelor/ette(s) Boston has to offer with date packages to suit any taste. For those of you who may not be single, this is a chance to come out, show your support and cheer on the bachelors and bachelorettes up for auction.
This year’s Harbor to the Bay ride takes place on Saturday, September 15th. For more information about this fundraiser and the charities it supports visit their website at, harbortothebay.org.
I believe I may have previously posted this photo before but it is so adorable and it is so hard to find good photos of Black and African American same sex couples from the first half of the last century that I decided to re-post it when I stumbled upon the photo shared with me on Pintrest.
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.
Although he doesn’t know it, I think of this guy as a future ex-boyfriend of mine.
Despite the warm weather in Boston, Labor Day Weekend is typically the end of summer here in New England. As we head into this weekend beware of the dubious Boston “holiday” referred to as Allston Christmas, as tens of thousands of people move out of apartments and make ready to move into new apartments with a September 1 lease.
To take your mind off the chaos surrounding many neighborhoods due to the mass moving of students and residents alike check out one or more of these events and parties taking place this weekend and get yourself to the beach assuming the weather cooperates.
Pizza & Game Night is every Monday from 5-9PM (check out their ping pong and foosball tables) at Dorchester Brewery in Dorchester
Drag Bingo is every Monday starting at 7PM free to play at Club Cafe in Boston
ShowGirls weekly talent show hosted each Monday at the AHouse in Ptown
Cards Against Sobriety hosted every Monday night at the Alley join your friends for a fun game of Cards Against Humanity starting at 8PM in Boston
All Star Mondays: That’s Showbiz Kid! doors open at 10PM with the early show at 11:30 and the late show at 12:30 at Machine in Boston
Mass Bears & Cubs Summer Social is on Tuesday and starts at 7:30PM – stick around and at 9PM enjoy karaoke at Cathedral Station
Trivia Tuesday is every Tuesday at the Dorchester Brewing Company and starts at 7:30PM in Dorchester
Showtune Tuesday hosted by VJ Ryan Grow starts at 9PM every Tuesday at dbar in Dorchester
Karaoke Night starts at 10PM every Tuesday at Jacques in Boston
Stump Trivia with Jonathan Brett is guaranteed fun and has lots of prizes (trivia starts at 8PM) hosted every Tuesday at Club Cafe in Boston
Queer Boston Board Gamers is meeting in two locations on Wednesday from 6-9PM at the Wegmans in Medford and Lucky Goblin Games in Quincy
Sports Night at Peggy’s is every Wednesday night at Peggy O’Neil’s pub in Dorchester
Siren Trivia is every Wednesday at 9PM at the Trophy Room bar in Boston
Atomic Karaoke with DJ Stevie Psyclone & Jonathan Brett is every Wednesday at Club Cafe in Boston
Boston Calling Weekly Block Party is hosted every Thursday with live bands, great beer & wine from 5-8PM in Dewey Square by South Station
6th Annual Illuminate Boston Harbor Fireworks Celebrate the end of summer with a free 30 minute fireworks show over the harbor – best viewing is from Christopher Columbus Park in the North End, East Boston Harborwalk and Fan Pier in the Seaport
Bear Trivia Night is at 8PM every Thursday at The Alley Bar in DTX Boston
Karaoke Thursdays is every Thursday at Machine with your hosts Rob Botelho and Emphysema Menthol 100s in Boston
💦SWEAT💦 on Thursday upstairs at Machine behind the black curtain will include best ass in a jockstrap contest – leather and fetish gear suggested but not required in Boston
#Yaasss Thursdays presents: Sissy That Walk weekly drag competition the last Thursday of each month Showtime: 12:30AM at Club Cafe in Boston
THE WEEKEND
Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville
Out of Africa at Rowes Wharf come out and watch this classic with Meryl Street and Robert Redford under the stars in Boston
Dueling Drag Divas are back this year performing every Friday and Saturday at 8PM at Mainestreet in Ogunquit
Fur-Turnity hosted by Mass Bears and Cubs is the 5th Friday of every month downstairs at Jacques – doors open at 9PM in Boston
Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX
XO Friday is the weekly dance party hosted by DJ Stevie Psyclone (no cover before 11PM) at Club Cafe every Friday
Kiki Beach is back for its third year and Southie’s M Street Beach has never looked so fabulous – look for the speedos and listen for the good music; starting at 11ish in Boston
OGTea Saturdays come out for the last Saturday tea dance at Mainestreet for the 2018 Summer in Ogunquit
Miss Coco Peru is at Mainestreet in Ogunquit this weekend
Miss Coco Peru brings her show “The Taming of the Tension” to Mainestreet for on Saturday at 8PM in Ogunquit
Underwear Party is every Saturday at Club Purgatory – doors open at 9PM in Provincetown
H E R O E S Saturday (New Venue) Retro dance party hosted the 1st and 3rd Saturdays of each month from 10PM-2AM at Sonia (formerly TT The Bear’s Place) in Central Square
Video Night Tracks every Saturday night join VJ Ryan Grow at Cathedral Station starting at 9:30PM
The Donkey Show is the ultimate disco experience is a story inspired by A Midsummer Night’s Dream each Saturday at Club Oberon in Cambridge.
Underbear is a monthly dance party with no cover and free clothing check – all the fun starts at 10PM at the Alley Bar in DTX
UNITE Saturdays is a weekly dance party at Club Cafe with DJ Susan Esthera (no cover before 11PM) in Boston
Labor Day Weekend Classics Night is at Paradise on Saturday – doors open at 10PM in Cambridge
SoWa Open Market SoWa Open Market is now open every Sunday from 10AM – 4PM through the end of October in Boston
Trophy Room’s 90s Brunch starts at 11AM on Sunrday
Back to 90s Brunch is back this Sunday at Trophy Room from 11AM – 5PM in Boston
Retro Tea Dance never has a cover and always has great music from 70s 80s & 90s, starting at 6PM no cover every Sunday at Club Cafe in Boston
Karaoke at the Alley is every Sunday starting at 8PM in Boston
Miss Coco Peru performs her show “The Taming of the Tension” to Mainestreet for on Sunday at 8PM in Ogunquit
RAM Party – Ptown Labor Day Weekend is on Sunday at the Crown & Anchor in Provincetown
White Party at Royale in the Theater District with DJ Aron – doors open at 10PM on Sunday in Boston
Pajama Party is a weekly dance party hosted every Sunday starting at 10PM at Machine in Boston
Hot Mess Sundays at Candibar in the Theater District is every Sunday starting at 10PM in Boston
Send me information about your upcoming programs and events in my blog’s comment section or message me the details on Facebook.
BosGuy 
