Category Archives: Boston

Boston’s Santa Speedo Run is Saturday, Dec. 9th

If you find yourself in Back Bay tomorrow (Saturday) afternoon you may want to head over to Boylston Street to see the 18th annual SSR (Santa Speedo Run). Scheduled to take place at 1PM, runners will line up at the intersection of Boylston and Gloucester Street (in front of the Hynes).

This annual tradition which has inspired more than a dozen similar runs in cities through out North America and Europe starts outside of Lir at 903 Boylston Street. Come down to check out all the activity. After a slight warm up the middle of this week it looks like tomorrow’s weather could be quite chilly so the runners can use all the support they can get.


What to do this weekend

Don’t let the cold temperatures keep you at home. I’ve pulled together a partial list highlighting a variety of events and parties to help you figure out what you might like to do. I’d like to give a special shout out to the Mass Bears & Cubs which presents the  Mr. Boston Bear & Cub competition 2018 this weekend and for those looking to get out of town the 5th Annual Mr. New England Leather Weekend takes place in Provincetown.

There is plenty more to do this weekend so check out one or more of the events listed below.

Mates Leather Weekend, Provincetown

5th Annual Mr. New England Leather Weekend Full Kit Gear and The Crown & Anchor play hosts yet again to this annual party that runs Friday thru Sunday in Provincetown

Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville

Casual Fridays is a weekly dance party with no cover featuring DJ Begbick at the Alley Bar in DTX

Excess Boston is Boston’s pan-alt. scenes club night – creative attire is encourage; doors open at 9PM at SABUR Lounge in Somerville

gay boston

Boyfriends presents Janet Jackson this Friday starting at 10PM at the Milky Way Bar & Lounge in JP

The Coolidge After Midnight: Creature Double Feature NIGHT Swamp Thing and Return of the Swamp Thing  starts at 11:30PM on Friday in Brookline

White Fight Supremacy 2.0: Day of Action and Racial Justice Gathering will meet on Saturday the Boston Common on Saturday 12 – 4PM in Boston

Thanksgiving Movie Special: Planes Trains & Automobiles is at 5PM on Saturday in Faneuil Hall Marketplace in Boston

November Social presented by Frontrunners Saturday starts at 6PM at at Roxy’s A4cade in Cambridge

Singles Pool Tournament starts at 7:30PM at Cathedral in Boston

Mr. Boston Bear, Mr. Boston Cub

Mr. Boston Bear & Cub competition is this weekend
Photo Source: Massbearz website

Mr. Boston Bear & Cub Competition takes place on Saturday night at The Alley Bar in Boston

Saga Saturdays Boston’s biggest gay dance party at Paradise in Cambridge

The Coolidge After Midnight: Creep Show starts at 11:59PM on Saturday in Brookline

4th Annual Gay Beer Club “Friendsgiving” is from 11AM – 2PM on Sunday at the Mystic Brewery in Chelsea

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.

Boston named 7th most unaffordable housing market in North America by Point2Homes

Boston was named the seventh least affordable housing market in North America recently by real estate search portal Point2 Homes, which looked at affordability ratios across North America.

Point2 Homes divided Boston’s median home sale price, $610,000, by its median annual family income, $61,176, to arrive at an affordability ratio of 10. An affordability ratio of 5.1 or greater is considered “severely unaffordable”.

boston real estate

Unsurprisingly, the ten most unaffordable markets were all cities in the Northeast and the West coast, but what did surprise me was seeing Vancouver topping the list with a ratio of 17.3, surpassing San Francisco and Manhattan.

Mayor Marty Walsh was just re-elected to office as Mayor of Boston. I hope that in his second term he can work with developers to create more affordable housing. Boston has long been considered a very expensive city to live in and it would be to our advantage to shed that reputation or at the very least find a way to drop out of the top 10.

You can see the full listing of all 50 markets in North America to see where / how where you lived was ranked: Housing Affordability by Market in North America.

Boston Winter returns to Government Center

Boston is bringing back its 11,000 square foot skating path and winter village to to City Hall Plaza for the second consecutive year. The so called “Boston Winter” sponsored by Berkshire Bank will open November 24 and run through February.

This year’s festivities will include an 11,000-square-foot skating path; a replica of a Bavarian village; a Santa Claus house; a Christmas tree maze; and something called Vinopolis, which the city describes as“an interactive wine and beer experience.” There will also be 85 chalets for food and tchotchke vendors. According to City Hall, last year’s Boston Winter drew more than 300,000 visitors, including one very happy Sergio. You can learn more about this year’s “Boston Winter” here.

Stonewall Sports Boston: Billiards

gay boston, gay sports

I’m pleased to let you know yet another LGBTQ club / sports team has formed here in Boston. Stonewall Sports – Boston is a chapter of Stonewall Sports that created earlier this year in 2017.  According to their website, “the group is partnering with local businesses and establishments to bring enrich the local LGBTQ community by providing social outlets through sports and activities.”

Stonewall Sports – Boston: Billiards Facebook Page

Bobby Fisher and Matt Busse who many of you may already know are the two local gay men working to make this newest league a success so if you have any questions, be sure to reach out to them. Alternatively, you can visit their website here:

gay boston, gay boston sports

Stonewall Sports – Boston recently started a new billiards league. While registrations may have already closed at the time of this post, it is worth reaching out to the organizers.

What to do this week: October 23 – 29

Halloween, Boston, Provincetown, Providence, OgunquitLots happening in Boston this week including Opus Affair’s monthly cocktail party, RuPaul’s Drag Race world tour comes to town, the Boston Book Festival and GLAD’s Spirit of Justice Awards ceremony are just a few highlights.

This weekend Boston, Provincetown and Ogunquit go crazy for Halloween with a ridiculous number of parties and events (of which I’ve only listed a handful below) including Spooky Bear Weekend in Provincetown, a Dirty, Sexy Disney Halloween bash in Ogunquit, an Epic Halloween Party, Don’t Ask Don’t Tell, a Spooky Glam Brunch and several Tea Dances so check out the events below and share with friends.

gay boston, hallowee

Hosted by Dusty Moorehead on Thursday at Whiskey Saigon in Boston


Opus Affair Monthly Cocktail Social takes place after work on Monday from 6-9PM (this month) at The Sinclair in Harvard Square, Cambridge

Drag Bingo is every Monday starting at 7PM free to play at Club Cafe in Boston

Mass Bears and Cubs Dinner Social is at Cathedral on Tuesday starting at 7:30PM in Boston

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

Geek Trivia is guaranteed fun and has lots of prizes (trivia starts at 8PM) hosted every Tuesday at Club Cafe in Boston

OUT’hood FEST from The Theater Offensive starts on Wednesday and runs through October 31st in Boston

ICA Boston every Thursday from 5PM – 9PM admission is free to the public

Trivia Night is at 8PM every Thursday at The Alley Bar in DTX Boston

Get Dusted with Charlie Hides from RPDR Season 9 Hosted by Dusty Moorehead this party starts at 10:30PM on Thursday and is at Whiskey Saigon in Boston

Yaasss! Presents Nina Bo’Nina Brown! starting at 10PM on Thursday at Club Cafe in Boston

Karaoke Thursdays is every Thursday at Machine with your hosts Rob Botelho and Emphysema Menthol 100s in Boston


gay boston

Spirit of Justice Awards Gala is GLAD’s annual fundraiser brings together nearly 1,000 supporters and this year will recognize former US A.G. Eric Holder who served under the Obama Administration on Friday in Boston

Spooky Bear Weekend is a Halloween celebration that runs Friday through Sunday in Provincetown

Queer Inclusive Climbing Klub (QuICK) Pizza night and climbing club at Brooklyn Boulders in Somerville

provincetown, halloween

Hairspray The Musical Movie is showing at The Crown & Anchor as part of Spooky Bear Weekend so come in costume and sing along, doors open at 7PM in Provincetown

OFFICIAL Salem Witches Halloween Ball takes place in the historic Hawthorne Hotel starting at 7:30PM in (where else?) Salem

FASCINATION Friday is a monthly gear/ fetish/ kink night at Jacques the 1st and 4th Friday of the month in Boston

Provincetown, Halloween

FagBash Spooky Bear is at Club Purgatory, starting at 9PM on Friday in Provincetown

RuPaul’s Drag Race World Tour pulls into Boston , starting Friday with performances at The Wilbur in Boston

Karaoke: Scream Queens edition is at dbar starting at 10PM on Friday in Dorchester

SoWa Open Market SoWa Open Market is now open every Saturday and Sunday from 10AM – 4PM through the end of October in Boston

Boston Book Festival takes place again this year, centered in Copley Square and the Boston Public Library 2017 has events all day in Boston

Halloween, Provincetown

Spooky Bear Ironsides: Gay of Thrones fundraiser is a great pre-Tea party to check out at Harbor Lounge 12-3PM in Provincetown

Spooky Bear Tea Dance will be jammed with everyone showing off their costumes with the music starting at 4PM in Provincetown

Don’t Ask Don’t Tell: Diva Night with special guest DJ James Cerne Saturday night at Great Scott in Allston

So Hot Halloween dance party with DJ Stevie “Creepy” Psyclone is at Peggy O’Neill’s starting at 10PM in Dorchester

gay ogunquit

Dirty, Sexy Disney Halloween Bash is on Saturday night at Mainestreet in Ogunquit

Spooky Bear Costume and Dance Party is at the Paramount starting at 9PM in Provincetown

Epic at the House of Blues will be Boston’s largest, gay dance party with a $1,000 costume party hosted by Mizery on Saturday in Boston

Halloween Horror Marathon  takes place at the Coolidge Theater starting at 11:59PM and opens with Night of the Living Dead  followed by Zombie, which kicks off the 8-hour horror marathon on Saturday in Brookline

Spooky Glam Bingo is a twist on the Trophy Room’s monthly drag bingo brunch which runs from 1-4PM on Sunday in Boston

Club Cafe Tea Dance

Foxy Reunion Tea Dance with DJ’s Nathanael Bluhm (BEGBICK) & James Cerne will have you dancing all evening long starting at  6PM  on Sunday at Club Cafe in Boston

Karaoke at the Alley is every Sunday starting at 8PM 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.

Head of the Charles Regatta is this Saturday and Sunday

Head of Charles Regatta

Head of the Charles regatta is Saturday & Sunday, October 21-22

Every city has their own traditions and events that are distinctly their own. I like to write about these events here in Boston because it is easy to take them for granted or overlook how they contribute to and enrich the city. One such unique tradition which I associate with the autumn is the Head of the Charles Regatta.

The annual event typically occurs while foliage is nearing its peak each year in Boston and it can make for a beautiful backdrop for the 11,000+ athletes who are expected come to compete in the world’s largest regatta this weekend.

The Head Of The Charles Regatta (HOCR) is a Boston area tradition that dates back to 1965 and has evolved into the world’s largest rowing competition that spans two days, drawing more than 400,000 spectators who line the banks of the Charles River on both the Cambridge and Boston sides. Be sure to check it out. I prefer to watch from the Cambridge side between the Harvard footbridge and the JFK bridge but there really isn’t a bad place to watch

For more information about this world class event visit or check out this really interesting infographic Boston Magazine published last year (2016) about this historic and truly world class event.