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.
Hopefully the caption I’ve shared below inspires you to offer up a caption or two of your own. Leave a witty or funny caption as a comment for this post, and I’ll approve it for readers to enjoy.
“Trouble”
With Fascination taking place in Boston later this week, I thought I’d add this rather sexy photo for this week’s installment of men in kilts. WDYT?
Check out the 50+ events taking place in and around Boston this week. There is something for everyone including Boston Gay Men’s Book Club on Monday, FREE Shakespeare on the Common (Tues – Sun) and Lush Life: cABBA Returns on Thursday just to name a few options.
This weekend check out the amazing 2019 International Sand Sculpting Festival at Revere Beach or if you’re looking for something more physical check out the New England Classic – GayKickball Tournament also running all weekend. On Friday, the Isabella Stewart Gardner Museum is open and FREE to the public. If you’re looking for some fun at the beach check out either Kiki Beach or the 2nd Annual Beach Bear Bonanza both this Saturday.
Lastly, I want to give a shout out to a new gay night taking place this Saturday in Cambridge called The BACK ROOM (18+) upstairs at the Middle East.
Boston Gay Men’s Book Club meets this Monday
Free Summer Fitness Monday Bootcamp in Seaport Common at 5:30PM | Zumba in Christopher Columbus Park at 6PM | Strength Training in Town Field Dorchester at 6PM
Boston Gay Men’s Book Club is meeting on Monday at the Trident Bookseller & Cafe on Newbury Street starting at 7PM to discuss (a personal favorite book of mine) Less by Andrew Sean Greer (read my review here)
Drag Bingo is every Monday starting at 7PM free to play at Club Cafe in Boston
All Star Mondays is a weekly drag show with performances at 11:30PM and 12:30AM at Machine in Boston
Free Summer Fitness Tuesday Yoga at M St. Park at 6PM | Lululemon Run Club at Seaport Common at 6PM
FREE Shakespeare on the Common (Tues – Sun) is back courtesy of Commonwealth Shakespeare Company show begins at 8PM — arrive early to find a place to sit outside under the stars and take in some cultcha
Trivia Tuesday is every Tuesday at the Dorchester Brewing Company and starts at 7:30PM in Dorchester
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
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
Free Summer Fitness Wednesday Box and Body at 5:30PM | Pilates at 6PM both at the Seaport Common
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 Summer Fitness Thursday Yoga on the Boston Common at 6PM | Cardio Conditioning at 6:30 at the Seaport Common
FREE Rapid Testing – Know Your Status is available on Thursday from 1-5PM at the Geiger Gibson Community Health Center in Dorchester
Free Pool is available all evening at Cathedral Station every Thursday
Lush Life: cABBA Returns with cabaret performances from Frankie and Andy in the Napoleon Room at CC starting at 8PM on Thursday 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
Make It New with Horse Meat Disco is at the Middlesex Lounge on Thursday starting at 9PM in Central Square
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
THE WEEKEND
Free Summer Fitness Friday Bootcamp at 6:30AM in Christopher Columbus Park | Hip Hop Yoga at 12PM on the Seaport Common
2019 International Sand Sculpting Festival starts Friday and runs through Sunday at Revere Beach
New England Classic – GayKickball Tournament runs Friday through Sunday – all welcome
FREE: Isabella Stewart Gardner Museum is open and FREE to the public thanks to the Highland Street Foundation #FreeFunFridays program
Tea Dance at the Boatslip starts at 4PM each Friday in Provincetown – start your weekend off with some great music, views of Ptown harbor and a cold drink
Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville
Don’t Tell Boston: Comedy (Pop Up) this roving underground comedy night requires you to RSVP to find out the precise location on Friday at 7:30 but don’t wait too long since these shows sell out in Boston
Dueling Drag Divas are back this summer at Mainestreet in Ogunquit performing each Friday and Saturday at 9:30PM (Tix required)
FASCINATION Friday is a monthly gear/ fetish/ kink night at Jacques is this Friday so break out your leather, latex or whatever else gets you off
Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX
New England Classic – Opening Party starts at 8PM at Blend in Dorchester
Revolution: It’s Time is at Sonia’s on Friday at 10PM in Central Sq
Anthem Fridays is the weekly dance party hosted by DJ Stevie Psyclone (no cover before 11PM) at Club Cafe every Friday
Kiki Beach is back each Saturday at M Street Beach for a new season of fun in the sun and great people watching – most start arriving after 12PM
2nd Annual Beach Bear Bonanza is this Saturday at Horseneck Beach State Reservation, starting at 10AM in Westport, MA
New England Classic – Saturday Party join everyone at Cathedral Station on Saturday night starting at 8PM in Boston
NEW: The BACK ROOM (18+) is upstairs at the Middle East on Saturday with DJs Chris Ewen and Scott Heim – Doors open at 10:30 in Central Square
NOW! That’s What I Call So Hot Saturdaes is a fun monthly party hosted at Blend this Saturday in Dorchester
DONT ASK DONT TELL: Sex Party is a crazy fun monthly dance party that takes place on Saturday at Great Scott in Allston
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
SoWa Open Market SoWa Open Market is now open every Sunday from 10AM – 4PM through the end of October in Boston
Boston Donut Fest is this Sunday starting at 11AM and running through 6PM at the Underground at Ink Block (Boston’s coolest park) on the SE / Southie line
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
sip Tea Dance presents a vinyl classics tea dance w/ guest dj4thepeople on Sunday at Jacques starting at 6PM in Boston
Karaoke at the Alley is every Sunday starting at 8PM in Boston
New England Classic Closing Party is at Blend in Dorchester on Sunday starting at 8PM – All welcome
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.
Looks like this guy likes to go to bed in his birthday suit or perhaps he has a busy morning planned and is just getting ready for some cardio.
Throwback post to when I was smitten by my barista at the Queen Victoria bar and cafe in Melbourne Australia. He was friendly, witty and flirtatious. I’ve come to realize that is precisely how I like my coffee.
It is bear week in Provincetown so I thought I’d feature Adrian De Berardinis a.k.a. The Bear Naked Chef who is quite popular with many of the men who are enjoying Provincetown this week. In case you’re wondering, I swiped this playful photo of Adrian from his Facebook page here.
Bear Week ends this weekend but there remain a number of parties to check out if you’re heading to Ptown this weekend. If you’re staying in Boston make plans with friends to check out FREE Shakespeare on the Common or for all you exhibitionists, partake in Boston’s 10th Annual World Naked Bike Ride on Saturday evening.
For everyone returning from Ptown there is the Bear Week Finale Under Bear Party at the Alley. Close out your weekend fun with dbar’s Tea Dance on Sunday, Topsides & Bikini Bottoms starting at 4PM.
Free Summer Fitness Friday Bootcamp at 6:30AM in Christopher Columbus Park | Hip Hop Yoga at 12PM on the Seaport Common
Tea Dance at the Boatslip starts at 4PM each Friday in Provincetown – start your weekend off with some great music, views of Ptown harbor and a cold drink
Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville
Levi Kreis “O” Canada performs Friday night starting at 7:30PM at Mainestreet in Ogunquit
FREE Shakespeare on the Common returns to the Boston Common courtesy of Commonwealth Shakespeare Company show begins at 8PM — arrive early to find a place to sit outside under the stars
Dueling Drag Divas are back this summer at Mainestreet in Ogunquit performing each Friday and Saturday at 9:30PM (Tix required)
H E R O E S is this Friday at Sonia’s in Central Square – doors open at 10PM
SWEAT is a 21+ night hosted by Robbie D. this Friday at Machine doors open at 10PM in Boston
Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX
FO-MO Fridays are every Friday at Blend in Dorchester – doors open at 10PM
Atomic Fridays is the weekly dance party hosted by DJ Stevie Psyclone (no cover before 11PM) at Club Cafe every Friday
FUR REAL Provincetown Bearmania is at the Velvet Lounge on Friday doors open at 10PM in Provincetown
Kiki Beach is back each Saturday at M Street Beach for a new season of fun in the sun and great people watching – most start arriving after 12PM
Beauport Pride Tours tells the story of a gay man in the early 20th century: celebrated interior designer Henry Davis Sleeper. This special tour sheds light on Sleeper’s family and friends and after the tour, stay for refreshments on the terrace hearing a brief talk by Historic New England’s Ken Turino on the challenges historians face uncovering the lives of gay men and women — Saturday from 4:30 – 7:30 PM in Gloucester (tix req’d – enter the promo code HistoryProject to receive a discounted ticket for $15)
Boston’s 10th Annual World Naked Bike Ride takes place this Saturday evening — details here: wnbrboston.com
Levi Kreis “O” Canada performs Saturday night starting at 7:30PM at Mainestreet in Ogunquit
FREE Shakespeare on the Common returns to the Boston Common courtesy of Commonwealth Shakespeare Company show begins at 8PM — arrive early to find a place to sit outside under the stars
Bear Week Finale Under Bear Party is this Saturday starting at 9PM at the Alley Bar in Boston
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
SoWa Open Market SoWa Open Market is now open every Sunday from 10AM – 4PM through the end of October in Boston
Harbor to the Bay Benefit is from 3-6PM at Dorchester Brewing Company
Tea Dance: Topsides & Bikini Bottoms is at dbar on Sunday starting at 4PM in Dorchester
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
FREE Shakespeare on the Common returns to the Boston Common courtesy of Commonwealth Shakespeare Company show begins at 7PM — arrive early to find a place to sit outside under the stars
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.
This photo really struck me because according to the University of Wisconsin-Madison archives where this photo is from it depicts two men (one in drag) from the 1930s. Some may not realize that it was illegal to dress in drag at that time and one risked being arrested for cross-dressing in the US at that time.
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.
Hopefully the caption I’ve shared below inspires you to offer up a caption or two of your own. Leave a witty or funny caption as a comment for this post, and I’ll approve it for readers to enjoy.
“Ouch”
Photo from Gays_With_Kids IG
Gay Parents to Be is coming to Boston on July 18th for a LGBTQ family building event for soon to be gay Dads.
Circle Surrogacy & Egg Donation
200 High St, 6th floor, Boston
Thursday, July 18th | 6:30 – 9:00pm
The 2.5 hour free program on Thursday will help people learn about the surrogacy process and how Gay Parents to Be can support you throughout the process. The assembled panel of experts will discuss:
https://vimeo.com/323568490?fbclid=IwAR3lBAAceIgsS793Aq_oNWoUxG2IP4msTIHQWt4xTc6hQ7J6Jq3y-NAPVmY
For more information and to register for free, click here.
This week’s post is inspired by Bear Week in Provincetown. I hope you enjoy this week’s post.
Bear Week is in full swing in Ptown this week, but if you’re suffering from FOMO don’t worry – there is plenty happening here in Boston. Below are 40+ events and parties to check out. Below I’ve included a few events I’d like to give a shout out to for you to consider.
On Wednesday FREE Shakespeare on the Common returns to the Boston Common courtesy of Commonwealth Shakespeare Company. On Thursday, Katya comes to Boston with her “Help Me I’m Dying Comedy Tour”. Monthly parties H E R O E S and SWEAT join the regular line up of Friday dance parties and for everyone returning from Ptown there is the Bear Week Finale Under Bear Party at the Alley. Close out your weekend fun with dbar’s Tea Dance on Sunday, Topsides & Bikini Bottoms starting at 4PM.
Bear Week is this week in Provincetown
MONDAY – THURSDAY
Free Summer Fitness Monday Bootcamp in Seaport Common at 5:30PM | Zumba in Christopher Columbus Park at 6PM | Strength Training in Town Field Dorchester at 6PM
Drag Queen Trivia – New News Edition is an evening of drag queen trivia on Monday from 7-9PM at A4cade by Area Four in Central Square
Drag Bingo is every Monday starting at 7PM free to play at Club Cafe in Boston
RAM Party – Ptown Bear Week is at Paramount on Monday – doors open at 9:30PM in Provincetown
Pupmania! Provincetown BEARMANIA is at the Underground Bar on Monday starting at 10PM in Provincetown
All Star Mondays is a weekly drag show with performances at 11:30PM and 12:30AM at Machine in Boston
Free Summer Fitness Tuesday Yoga at M St. Park at 6PM | Lululemon Run Club at Seaport Common at 6PM
Trivia Tuesday is every Tuesday at the Dorchester Brewing Company and starts at 7:30PM in Dorchester
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
The Moth Story Slam is open to anyone with a 5 minute story to share on the night’s posted theme starting at 8PM at the Oberon
Polyglamorous Provincetown 2019 – Bearmania is Tuesday at the Velvet Lounge starting at 10PM in Provincetown
DILF P Town Bear Week “Strapped” Jock/Singlet Party is Tuesday night at Paramount starting at 9PM in Provincetown
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
Free Summer Fitness Wednesday Box and Body at 5:30PM | Pilates at 6PM both at the Seaport Common
Come & Scrum – summer social is Boston’s gay rugby’s team, Ironsides, annual fundraiser and social at Harbor Lights Lounge on Wednesday from 12-3PM in Provincetown
FREE Shakespeare on the Common (Opening Night) returns to the Boston Common courtesy of Commonwealth Shakespeare Company show begins at 8PM — arrive early to find a place to sit outside under the stars
Bears in Space + F▲G B▲SH = BEARMANIA is Wednesday night starting at 9PM at Club Purgatory in Provincetown
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 Summer Fitness Thursday Yoga on the Boston Common at 6PM | Cardio Conditioning at 6:30 at the Seaport Common
Free Pool is available all evening at Cathedral Station every Thursday
Katya | Help Me I’m Dying Comedy Tour comes to Boston on Thursday night at the Wilbur from 7-10 PM
FREE Shakespeare on the Common returns to the Boston Common courtesy of Commonwealth Shakespeare Company show begins at 8PM — arrive early to find a place to sit outside under the stars
Out At The North Shore is a FREE fun-filled reception celebrating our LGBTQ+ community on Thursday at the North Shore Music Theater
Lush Life: ABBAreturns check out this cabaret show which pays homage to ABBA on Thursday at the Napoleon Room at Club Cafe in Boston
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
Horse Meat Disco BEARMANIA is at the A House on Thursday starting at 9PM in Provincetown
Furball is at the Paramount on Thursday starting at 9PM in Provincetown
#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
THE WEEKEND
Free Summer Fitness Friday Bootcamp at 6:30AM in Christopher Columbus Park | Hip Hop Yoga at 12PM on the Seaport Common
Tea Dance at the Boatslip starts at 4PM each Friday in Provincetown – start your weekend off with some great music, views of Ptown harbor and a cold drink
Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville
Levi Kreis “O” Canada performs Friday night starting at 7:30PM at Mainestreet in Ogunquit
FREE Shakespeare on the Common returns to the Boston Common courtesy of Commonwealth Shakespeare Company show begins at 8PM — arrive early to find a place to sit outside under the stars
Dueling Drag Divas are back this summer at Mainestreet in Ogunquit performing each Friday and Saturday at 9:30PM (Tix required)
H E R O E S is this Friday at Sonia’s in Central Square – doors open at 10PM
SWEAT is a 21+ night hosted by Robbie D. this Friday at Machine doors open at 10PM in Boston
Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX
FO-MO Fridays are every Friday at Blend in Dorchester – doors open at 10PM
Atomic Fridays is the weekly dance party hosted by DJ Stevie Psyclone (no cover before 11PM) at Club Cafe every Friday
FUR REAL Provincetown Bearmania is at the Velvet Lounge on Friday doors open at 10PM in Provincetown
Kiki Beach is back each Saturday at M Street Beach for a new season of fun in the sun and great people watching – most start arriving after 12PM
Levi Kreis “O” Canada performs Saturday night starting at 7:30PM at Mainestreet in Ogunquit
FREE Shakespeare on the Common returns to the Boston Common courtesy of Commonwealth Shakespeare Company show begins at 8PM — arrive early to find a place to sit outside under the stars
Bear Week Finale Under Bear Party is this Saturday starting at 9PM at the Alley Bar in Boston
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
SoWa Open Market SoWa Open Market is now open every Sunday from 10AM – 4PM through the end of October in Boston
Harbor to the Bay Benefit is from 3-6PM at Dorchester Brewing Company
Tea Dance: Topsides & Bikini Bottoms is at dbar on Sunday starting at 4PM in Dorchester
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
FREE Shakespeare on the Common returns to the Boston Common courtesy of Commonwealth Shakespeare Company show begins at 7PM — arrive early to find a place to sit outside under the stars
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.
Time to wake up and start your day guys. Although you do look quite comfy.
I’m not sure that it is the coffee that is waking me up with this week’s distracting Saturday morning coffee post.
BosGuy 
