• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer
  • Advertise
  • Contact Us
  • About Towleroad
  • Towleroad on Social Media
  • Privacy Policy

Towleroad Gay News

Gay Blog Towleroad: More than gay news | gay men

  • Travel
  • Sports
  • Law/Justice
  • Celebrities
  • Republicans
  • Madonna
  • Books
  • Men
  • Trans Rights
  • Royals
  • Monkeypox
  • Sophia Bush’s girlfriend ‘proud’ the actress has opened up about coming out as queer
  • Mel B declares she’ll ‘always be open’ when it comes to her sexuality!
  • Megan Thee Stallion being sued for ‘forcing cameraman watch her having lesbian sex!’

That Awkward Moment You Realize You’ve Had Sex with Your Friend’s Boyfriend – WATCH

Sean Mandell February 22, 2016 Leave a Comment

henry

It's a common trope and a common enough occurrence: that painfully awkward moment you realize you have hooked up with someone who is now your friend's significant other. But in a new comedic short from Michael Henry, this hackneyed notion gets new life.

What starts off as a classic tale you've heard a hundred times before–“You look so familiar!”–ends in a very specific fashion that also manages to poke fun at the meme itself.

Watch Henry up the ante with the awkward hilarity, below.

video
play-rounded-fill
Link

And check out Henry's previous videos about how to turn a straight guy, and ‘Gay Chicken.' 

Topics: Fashion More Posts About: Michael Henry, Video

Related Posts
  • Michael Henry Is Not Heteronormative; Clay Aiken Views DC Run Again; Colton Underwood is HomeOwner; Luca , Queer Eye, Senior Prom; HOT LINKS
  • Michael Henry Keeps His Shirt on at a West Hollywood Pool Party. Would You? WATCH
  • Gaybaiting Homiesexuals Spotted in Public Park: WATCH
  • Mel B declares she’ll ‘always be open’ when it comes to her sexuality!

    Mel B declares she’ll ‘always be open’ when it comes to her sexuality!

    Published by BANG Showbiz English Mel B will “always be open” when it comes to her sexuality. The Spice Girls singer, 48, who reunited with her bandmates including the group's ex-singer Victoria Beckham for the fashion …Read More »
  • Megan Thee Stallion being sued for ‘forcing cameraman watch her having lesbian sex!’

    Megan Thee Stallion being sued for ‘forcing cameraman watch her having lesbian sex!’

    Published by BANG Showbiz English Megan Thee Stallion is being sued for allegedly creating a hostile work environment and forcing her cameraman to watch her having lesbian sex. The 29-year-old ‘Savage' rapper faces the salacious claims …Read More »
  • Mean Girls star Jonathan Bennett recalls the moment his life ‘changed forever’

    Mean Girls star Jonathan Bennett recalls the moment his life ‘changed forever’

    Published by BANG Showbiz English Jonathan Bennett's life was “changed forever” by his role in ‘Mean Girls'. The 42-year-old actor starred as heartthrob Aaron Samuels in the 2004 cult classic – which followed Lindsay Lohan, Rachel …Read More »
  • Sir Elton John sent Lance Bass gift basket to celebrate coming out

    Sir Elton John sent Lance Bass gift basket to celebrate coming out

    Published by BANG Showbiz English Sir Elton John sent Lance Bass a gift basket after he came out as gay. The 44-year-old NSYNC star revealed the legendary singer showed his support when Lance decided to reveal …Read More »
Previous Post: « North Carolina Governor Pat McCrory Vows to Block Charlotte LGBT Civil Rights Law
Next Post: Georgia Telecom Company Leaving State Following Senate Passage of Anti-Gay ‘Religious Freedom’ Bill »

Primary Sidebar

Most Recent

  • Sophia Bush’s girlfriend ‘proud’ the actress has opened up about coming out as queer

    Sophia Bush’s girlfriend ‘proud’ the actress has opened up about coming out as queer

  • Mel B declares she’ll ‘always be open’ when it comes to her sexuality!

    Mel B declares she’ll ‘always be open’ when it comes to her sexuality!

  • Megan Thee Stallion being sued for ‘forcing cameraman watch her having lesbian sex!’

    Megan Thee Stallion being sued for ‘forcing cameraman watch her having lesbian sex!’

  • Mean Girls star Jonathan Bennett recalls the moment his life ‘changed forever’

    Mean Girls star Jonathan Bennett recalls the moment his life ‘changed forever’

  • Sir Elton John sent Lance Bass gift basket to celebrate coming out

    Sir Elton John sent Lance Bass gift basket to celebrate coming out

  • Relationship status influences heterosexual women’s sexual prejudice towards lesbians

    Relationship status influences heterosexual women’s sexual prejudice towards lesbians

  • JoJo Siwa had a challenge transitioning to new grown-up image

    JoJo Siwa had a challenge transitioning to new grown-up image

  • Liz Hurley defends lesbian sex scene in new movie that was directed by her son

    Liz Hurley defends lesbian sex scene in new movie that was directed by her son

Partner Links

  • Morning Man Classic: Ricky Nelson!
    Ricky Nelson, one of the best looking men and most talented […]
  • Intel Chief Gabbard Failed Basic Cybersecurity Protocol For Years
    Once again, Wired did the digging and got the scoop about […]
  • On the Rag, Vol. 856
     This week's rag 'n' mag roundup features Sergio Fernandez, Kevin Fernandez, […]
  • Our Favorite Good News Story Of The Day: Do You Have A Flag?
    To work around the fuckery of the anti-DEI hysteria, in response […]
  • King Charles has left Princess Diana’s childhood home, Park House, to disrepair & rot
    For the first years of Princess Diana’s life, her father was […]

Most Commented

Social

Twitter @tlrd | Facebook | Instagram @tlrd

About

  • Advertise
  • Contact Us
  • About Towleroad
  • Towleroad on Social Media
  • Privacy Policy
[towleroadmr] [towleroadtn]

Footer

Ptown Hacks 2018

Read

  • Travel
  • Film
  • Law – LGBT Rights
  • Columns
  • Specials

About

  • Advertise
  • Contact Us
  • About Towleroad
  • Towleroad on Social Media
  • Privacy Policy

Copyright © 2025 · Log in

×
×