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Category Archives: Gay
What to do this weekend
Probably too cold to be wearing short shorts like this guy but still plenty to tempt you if you head out this weekend including New England’s largest gay ski party which is in full swing up in Stowe VT at Winter Rendezvous 2020.
Closer to home there are plenty of options including one last The BACK ROOM party at the Middle East on Friday, Dont Ask Dont Tell anniversary party and So Hot Saturdaes: Onesie Party both on Saturday. Close out your weekend with a number of options but I’d like to give a shout out to Bears, Brews & Boys at Dorchester Brewing Company.
A Night for Us first annual community gathering to bring center and bring awareness to LGBTQ+ Youth of Color living with HIV on Friday from 5-8:30PM
Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville
The Diva’s Experience is at the Museum of Science each Friday at 7:30PM at the Hayden Planetarium – tix required and strongly encouraged to purchase in advance – showtime is approximately 40 minutes
Scream: Live on Stage is the horror parody you never knew you wanted at Club Cafe on Friday starting at 7:30PM (tickets req’d)
Look What The Queen Dragged In is drag variety show featuring some of NYC’s top queens as well, as a few local favorites this Friday at the Oberon starting at 7:30PM in Cambridge
Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX
The BACK ROOM is back for one last time at The Middle East Restaurant and Nightclub (upstairs in the back room) on Friday starting at 10:30PM
Lady Gaga vs Beyonce Night is at The Point in the North End on Friday – half of the $10 cover will be donated to WIRES, a wildlife rescue nonprofit that is rescuing and caring for thousands of sick, injured animals in Australia
Anthem Fridays is the weekly dance party hosted by DJ Stevie Psyclone (no cover before 11PM) at Club Cafe every Friday
The Diva’s Experience is at the Museum of Science each Friday at 7:30PM at the Hayden Planetarium – tix required and strongly encouraged to purchase in advance – showtime is approximately 40 minutes
Scream: Live on Stage is the horror parody you never knew you wanted at Club Cafe on Friday starting at 7:30PM (tickets req’d)
Dont Ask Dont Tell (9th Anniversary Party) will have great music and drag performances this Saturday at Great Scott in Allston – all welcome
POP UP with resident DJ FrenchY, guest DJ Coleslaw and your host Miranda Wrights is upstairs at Machine in the Fenway
So Hot Saturdaes: Onesie Party bring your friends for a fun night out with great music from DJ Stevie Psyclone and no cover at Blend in Dorchester
Legacy Saturday Nights come down and dance to music from Alex Costa starting at 10PM in the Theater District
Video Night Tracks every Saturday night join VJ Ryan Grow at Cathedral Station starting at 9:30PM
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
SoWa Vintage Market continues to run every Sunday from 10AM to 4PM at 450 Harrison Avenue in the South End
100% that B*tch Drag Brunch! Pride Nation Boston is teaming up with Nüqueer Power to bring you a diverse Drag Brunch with doors opening on Sunday at 1PM (show starts at 2PM) at the Foundation Room in the Fenway
Gay Singles Meetup: Sunday Dim Sum will be at Hei La Moon in Chinatown on Sunday from 1-3PM – please RSVP to attend in Boston
Queer Dance Workshop is this Sunday from 3-5PM at the Tony Williams Dance Center in Jamaica Plain
Bears, Brews & Boys is Dorchester Brewing Co’s monthly bear beer bust, on Sunday from 4-8PM in Dorchester
Sunday Tea Dance never has a cover and always has great music from 70s 80s & 90s, starting at 5PM no cover every Sunday at Club Cafe in Boston
Naked Yoga for Men meets in the Boston area most Sundays at 6:30 PM (note that classes fill in advance and you must pre-register with the group)
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.
Vintage gay
I stumbled upon this photo of two unidentified men in Kentucky photo dating back to the early 1900s. Much thanks to the work done by historian Jonathan Coleman and artist Robert Morgan who compiled more than 12,000 items and 100 hours of recorded interviews for the Faulkner-Morgan Pagan Babies Archive of LGBTQ life in Kentucky. You can read more about the collection here.
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.
Caption this photo
Men in kilts
What to do this week: January 20-26
Monday is Martin Luther King Jr. Day and while I will be working many will not. The Museum of Fine Arts Boston, Institute of Contemporary Art Boston, and the Isabella Stewart Gardner Museum are all open and free to the public. Arrive early as these museums will get very busy.
Later this week New England’s largest gay ski party starts in Stowe VT at Winter Rendezvous 2020 and after a brief hiatus Boston’s biggest gay, kink / fetish night, FASCINATION returns on a new night (Thursday) and location.
Drag Bingo takes place this Monday at Club Cafe in Boston and Hopsters Brewing in Newton – both start at 7PM
Drag Queen Trivia (Oscars edition) is on Monday starting at 7PM at A4cade by Area Four in Central Square
All Star Mondays is a weekly drag show with performances at 11:30PM and 12:30AM at Machine in Boston
Dirty Water Saloon Line Dancing for Queers & friends has country-western two-step, west coast swing and line dancing each Tuesday from 7-10PM (all are welcome) at the Milky Way Lounge in JP
Trivia Tuesday is every Tuesday at the Dorchester Brewing Company and starts at 7:30PM in Dorchester
Fosse Show Tune Tuesday hosted by VJ Ryan Grow starts at 9PM this Tuesday at dbar in Dorchester
Karaoke Night starts at 10PM every Tuesday at Jacques in Boston
Winter Rendezvous 2020 kicks off on Wednesday at Stowe Mountain in Stowe, VT and runs through Sunday – activities include: The Kick Off Party, So Hot Pool Party, Varla Jean Merman performs and much more – full list of events and activities here
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
The Nowhere Near Broadway Revue presents: Kristin Chenowith on Wednesday night from 9-10 before Atomic Karaoke (see below) at Club Cafe
Atomic Karaoke with DJ Stevie Psyclone & Jonathan Brett is every Wednesday at Club Cafe in Boston
Trivia Night comes to Cathedral Station every Wednesday from 8-10PM
Free Pool is available all evening at Cathedral Station every Thursday
Mini-Film Series: Camp Classic Showgirls on Thursday at 6PM at The History Project – tickets must be reserved in advance in Boston
Science by the Pint – A Conversation on Reproductive Healthcare hosted by Fenway Health and Planned Parenthood and will address sexual health and STI management to family planning and birth control on Thursday from 6:30 – 8PM at Aeronaut Brewing Co in Somerville
Lgbtq+ Mixer (Boston North) is this Thursday from 7-11PM at The Cellar at the Hotel Salem in Salem MA
KALEIDOSCOPE! Drag Caberet is a night of non stop energy and an endless variety of performances in Neon Calypso’s first drag caberet at Bill’s Bar from 7-9PM in the Fenway
Bear Trivia Night is at 8PM every Thursday at The Alley Bar in DTX Boston
FASCINATION (NEW NIGHT – NEW LOCATION) Boston’s biggest kink and fetish night has returned and will be at Guilt Nightclub (79 Warrenton St) in the Theater district on Thursday starting at 9PM (Password is MASQUERADE)
Karaoke Thursdays is every Thursday at Machine with your hosts Rob Botelho and Emphysema Menthol 100s in Boston
#Yaasss Thursdays with hosts Penny Tentiary, Yune Neptune, and resident DJ Begbick plays the area’s best hip hop and top 40 at Club Cafe
A Night for Us first annual community gathering to bring center and bring awareness to LGBTQ+ Youth of Color living with HIV on Friday from 5-8:30PM
Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville
The Diva’s Experience is at the Museum of Science each Friday at 7:30PM at the Hayden Planetarium – tix required and strongly encouraged to purchase in advance – showtime is approximately 40 minutes
Scream: Live on Stage is the horror parody you never knew you wanted at Club Cafe on Friday starting at 7:30PM (tickets req’d)
Look What The Queen Dragged In is drag variety show featuring some of NYC’s top queens as well, as a few local favorites this Friday at the Oberon starting at 7:30PM in Cambridge
Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX
The BACK ROOM is back for one last time at The Middle East Restaurant and Nightclub (upstairs in the back room) on Friday starting at 10:30PM
Lady Gaga vs Beyonce Night is at The Point in the North End on Friday – half of the $10 cover will be donated to WIRES, a wildlife rescue nonprofit that is rescuing and caring for thousands of sick, injured animals in Australia
Anthem Fridays is the weekly dance party hosted by DJ Stevie Psyclone (no cover before 11PM) at Club Cafe every Friday
The Diva’s Experience is at the Museum of Science each Friday at 7:30PM at the Hayden Planetarium – tix required and strongly encouraged to purchase in advance – showtime is approximately 40 minutes
Scream: Live on Stage is the horror parody you never knew you wanted at Club Cafe on Friday starting at 7:30PM (tickets req’d)
Dont Ask Dont Tell (9th Anniversary Party) will have great music and drag performances this Saturday at Great Scott in Allston – all welcome
POP UP with resident DJ FrenchY, guest DJ Coleslaw and your host Miranda Wrights is upstairs at Machine in the Fenway
So Hot Saturdaes: Onesie Party bring your friends for a fun night out with great music from DJ Stevie Psyclone and no cover at Blend in Dorchester
Legacy Saturday Nights come down and dance to music from Alex Costa starting at 10PM in the Theater District
Video Night Tracks every Saturday night join VJ Ryan Grow at Cathedral Station starting at 9:30PM
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
SoWa Vintage Market continues to run every Sunday from 10AM to 4PM at 450 Harrison Avenue in the South End
100% that B*tch Drag Brunch! Pride Nation Boston is teaming up with Nüqueer Power to bring you a diverse Drag Brunch with doors opening on Sunday at 1PM (show starts at 2PM) at the Foundation Room in the Fenway
Queer Dance Workshop is this Sunday from 3-5PM at the Tony Williams Dance Center in Jamaica Plain
Bears, Brews & Boys is Dorchester Brewing Co’s monthly bear beer bust, on Sunday from 4-8PM in Dorchester
Sunday Tea Dance never has a cover and always has great music from 70s 80s & 90s, starting at 5PM no cover every Sunday at Club Cafe in Boston
Naked Yoga for Men meets in the Boston area most Sundays at 6:30 PM (note that classes fill in advance and you must pre-register with the group)
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.
Chau Uruguay
Last month, after spending two weeks visiting Argentina, we hopped on a 90-minute ferry from Buenos Aires, Argentina headed for Colonia del Sacramento, Uruguay. Situated in the southwest corner of Uruguay, this pristine town is best known for its historic quarter which is a UNESCO World Heritage Site.
Since 1828 Colonia del Sacramento has been a part of Uruguay but it was hotly contested by the monarchs of Spain and Portugal, exchanging hands more than a half dozen times since the 1600s. The city was even briefly a part of Brazil. Colonia del Sacramento makes for a great day trip from Buenos Aires, but if you’re going to spend a night, I’d recommend where we stayed, Hotel Charco, which is situated in the middle of old town with views of the water.
After spending a night we were ready to hop in our rental car to get to our real destination and fun in the sun at Uruguay’s famous Punta del Este. The drive from Colonia to Punta was easy but further than I realized (approximately 3.5 hours). It gave us a glimpse of Uruguay, which seemed to be mostly farm land with an occasional vineyard. Note that the drive from Puna del Este to the capital, Montevideo is much shorter (about 90-minutes).
Punta attracts travelers the world over but it is mostly a summer playground for well-to-do Argentinians and Brazilians. If you’ve seen photos of Punta del Este it was most likely of the giant beach sculpture La Mano or Casapueblo, the onetime home of Uruguayan artist Carlos Páez Vilaró, which is now a museum, restaurant and hotel.

We opted to stay about 20 minutes outside of town in Maldonado, after a friend recommended a gay-owned hotel called Undarius. The owners, Fran and Mario a Spanish / Uruguayan couple are friendly and fantastic hosts. The tiny hotel has beautiful grounds with a pool and jacuzzi and the gay beach is about a 5 minute walk from the hotel. One big surprise was the ocean temperature. I had no idea the South Atlantic could rival the temperatures of Cape Cod. Having said that, it was still sad to leave this little beach haven, but I’d really like to return.
Chau for now Uruguay.
Scruffy Sunday
Furry Friday
What to do this weekend
Here are 25+ parties, events and activities to consider this weekend in and around Boston. Make plans with friends and enjoy the long holiday weekend for all of you who have MLK day off.
FRIDAY
Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville
The Diva’s Experience is at the Museum of Science each Friday at 7:30PM at the Hayden Planetarium – tix required and strongly encouraged to purchase in advance – showtime is approximately 40 minutes
Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX
SWEAT: Leather Daddy Night with DJ James Cerne & offAxis Adam Fearing Leather, Rubber, Fetish, Pup Gear encouraged but not required. Come and be yourself! Pop Up Demos TBA at Machine on Friday starting at 10PM
HEROES Ashes To Ashes Tribute to Bowie with DJ Chris Ewen is this Friday at Sonia in Central Square on Friday in Central Square
Groove Fridays plays disco (new and old,) house, remixes, and more- all with video and amazing visualizers with DJ Brian Derrick every third Friday at blend in Dorchester
Anthem Fridays is the weekly dance party hosted by DJ Stevie Psyclone (no cover before 11PM) at Club Cafe every Friday
Drag Queen Story Hour is every third Saturday in the children’s section from 11AM – 12PM at the Trident Bookseller’s & Cafe in Boston
Saturday afternoon Sips with a Somm is this Saturday at 4PM at Boston Chops (South End) with beverage director and Advanced Sommelier Nick Daddona will include Vino Italiano, The Rhone Rangers, ABC’s of France, Winter Warmers, and American Cabernet – tickets req’d in South End
Queer Board Game Night is at 6PM at the Trident Booksellers & Cafe on Newbury Street in Boston
Mayhem Saturdays with DJ AGA is this weekend so bring your friends for a fun night out with great music and no cover at blend in Dorchester
Video Night Tracks every Saturday night join VJ Ryan Grow at Cathedral Station starting at 9:30PM
GAY BASH’D returns to the Oberon this Saturday with everyone’s favorite DJ Colby Drasher – click for full line up of performers – doors open at 10PM
Legacy Saturday Nights come down and dance to music from Alex Costa starting at 10PM in the Theater District
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
SoWa Vintage Market continues to run every Sunday from 10AM to 4PM at 450 Harrison Avenue in the South End
Mass Bears & Cubs social is this Sunday from 2-5PM at blend in Dorchester
Bear Tea Dance (Hanky Code) hosted by The History Project with great music from DJ BEGBICK starts at 5PM on Sunday at Club Cafe in Boston
SIP presents Come Together (NEW LOCATION) returns this Sunday with DJ Brian Halligan at The Good Life in downtown starting at 6PM in Boston
Naked Yoga for Men meets in the Boston area most Sundays at 6:30 PM (note that classes fill in advance and you must pre-register with the group)
Gay Beer Club Sundays is at Stoddard’s in DTX, starting at 7PM – all welcome
PRIVATE LIFE (New Gay Night) dancing, drag and dinner at Shore Leave in SoWa with James Cerne and Char starting at 8PM
Karaoke at the Alley is every Sunday starting at 8PM in Boston
DREAM with Ralphi Rosario presented by The Gay Mafia is at Royale on Sunday of MLK weekend in the Theater District
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.
Vintage gay
Unsure when or where this photo may have been taken but this dapper couple caught my eye when I was looking for photos and wanted to share with you.
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.
Men in kilts
What to do this week: January 13-19
Lots happening this week leading up to MLK Day, including some new nights you may not know about including a Drag Variety Show at Bill’s Bar on Thursday, SWEAT: Leather Daddy Night is back for the first time this year on Friday, SIP returns on Sunday at a new location and PRIVATE LIFE at Shore Leave in the South End. The biggest party of the week will definitely be at Royale on Sunday night DREAM with Ralphi Rosario.
If clubbing isn’t your thing, no worries as there are plenty of options for you including Mini-Film Series: Camp Classic Mommie Dearest, Dollar Dumpling Thursdays, and Queer Board Game Night to name a few.
Drag Bingo is every Monday starting at 7PM free to play at Club Cafe in Boston
All Star Mondays – Fairy Tales is a weekly drag show with performances at 11:30PM and 12:30AM at Machine in Boston
Dirty Water Saloon Line Dancing for Queers & friends has country-western two-step, west coast swing and line dancing each Tuesday from 7-10PM (all are welcome) at the Milky Way Lounge in JP
Boston Drag Gauntlet Legends 5 legendary drag performers compete in 3 challenges for local charities and the title of Boston Drag Gauntlet Legend on Tuesday at 7:30PM at Jacques in Bay Village
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
Atomic Karaoke with DJ Stevie Psyclone & Jonathan Brett is every Wednesday at Club Cafe in Boston
Trivia Night comes to Cathedral Station every Wednesday from 8-10PM
Dollar Dumpling Thursdays fits just about anyone’s budget so come over to Red Lantern and have a few dumplings with friends or just to people watch on Thursday starting at 5PM in Boston
Mini-Film Series: Camp Classic Mommie Dearest on Thursday at 6PM at The History Project – tickets must be reserved in advance in Boston
Free Pool is available all evening at Cathedral Station every Thursday
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
NEW Drag Variety Show: LIVE! from the Clearance Rack hosted by Atlas Bleach, serves up live music, sketch comedy, and sickening drag performance at Bill’s Bar starting at 8:30PM in the Fenway
#Yaasss Thursdays with hosts Penny Tentiary, Yune Neptune, and resident DJ Begbick plays the area’s best hip hop and top 40 at Club Cafe
Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville
The Diva’s Experience is at the Museum of Science each Friday at 7:30PM at the Hayden Planetarium – tix required and strongly encouraged to purchase in advance – showtime is approximately 40 minutes
Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX
SWEAT: Leather Daddy Night with DJ James Cerne & offAxis Adam Fearing Leather, Rubber, Fetish, Pup Gear encouraged but not required. Come and be yourself! Pop Up Demos TBA at Machine on Friday starting at 10PM
HEROES Ashes To Ashes Tribute to Bowie with DJ Chris Ewen is this Friday at Sonia in Central Square on Friday in Central Square
Groove Fridays plays disco (new and old,) house, remixes, and more- all with video and amazing visualizers with DJ Brian Derrick every third Friday at blend in Dorchester
Anthem Fridays is the weekly dance party hosted by DJ Stevie Psyclone (no cover before 11PM) at Club Cafe every Friday
Drag Queen Story Hour is every third Saturday in the children’s section from 11AM – 12PM at the Trident Bookseller’s & Cafe in Boston
Saturday afternoon Sips with a Somm is this Saturday at 4PM at Boston Chops (South End) with beverage director and Advanced Sommelier Nick Daddona will include Vino Italiano, The Rhone Rangers, ABC’s of France, Winter Warmers, and American Cabernet – tickets req’d in South End
Queer Board Game Night is at 6PM at the Trident Booksellers & Cafe on Newbury Street in Boston
Mayhem Saturdays with DJ AGA is this weekend so bring your friends for a fun night out with great music and no cover at blend in Dorchester
Video Night Tracks every Saturday night join VJ Ryan Grow at Cathedral Station starting at 9:30PM
GAY BASH’D returns to the Oberon this Saturday with everyone’s favorite DJ Colby Drasher – click for full line up of performers – doors open at 10PM
Legacy Saturday Nights come down and dance to music from Alex Costa starting at 10PM in the Theater District
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
SoWa Vintage Market continues to run every Sunday from 10AM to 4PM at 450 Harrison Avenue in the South End
Mass Bears & Cubs social is this Sunday from 2-5PM at blend in Dorchester
Bear Tea Dance (Hanky Code) hosted by The History Project with great music from DJ BEGBICK starts at 5PM on Sunday at Club Cafe in Boston
SIP presents Come Together (NEW LOCATION) returns this Sunday with DJ Brian Halligan at The Good Life in downtown starting at 6PM in Boston
Naked Yoga for Men meets in the Boston area most Sundays at 6:30 PM (note that classes fill in advance and you must pre-register with the group)
Gay Beer Club Sundays is at Stoddard’s in DTX, starting at 7PM – all welcome
PRIVATE LIFE (New Gay Night) dancing, drag and dinner at Shore Leave in SoWa with James Cerne and Char starting at 8PM
Karaoke at the Alley is every Sunday starting at 8PM in Boston
DREAM with Ralphi Rosario presented by The Gay Mafia is at Royale on Sunday of MLK weekend in the Theater District
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.

















