Awards/Nominations for Grooby
- 2010 XBIZ Award: GLBT Company of the Year [11]
- 2012 XBIZ Award: Transsexual Studio of the Year (Won) [12]
- 2013 XBIZ Award: Specialty Affiliate Program of the Year – Groobybucks (Won) [13]
- 2016 AVN Award: Best Transsexual Movie – The Transsexual Housewives of Hollywood
- 2016 AVN Award: Best Transsexual Sex Scene – The Transsexual Housewives of Hollywood
- 2017 XBIZ Award: Trans Studio of the Year (Won) [13]
- 2017 XBIZ Award: Trans Release of the Year – Real Fucking Girls (Won) [13]
- 2017 XBIZ Award: Trans Release of the Year – Tranny Vice
- 2017 XBIZ Award: Specialty Affiliate Program of the Year – Groobybucks
- 2017 XBIZ Award: Adult Site of the Year – Shemale Yum (Won) [13]
- 2017 AVN Award: Best Marketing Campaign – Real Fucking Girls [14]
- 2017 AVN Award: Best Soundtrack – Real Fucking Girls [14]
- 2017 AVN Award: Best Soundtrack – Shemale Shenanigans [14]
- 2017 AVN Award: Best Transsexual Movie – Real Fucking Girls (Won) [15]
- 2017 AVN Award: Best Transsexual Movie – Shemale Shenanigans [14]
- 2017 AVN Award: Best Transsexual Movie – Tranny Vice [14]
- 2017 AVN Award: Best Transsexual Movie – Trans-Tastic Four [14]
- 2017 AVN Award: Best Transsexual Sex Scene – Real Fucking Girls, Jane Starr & Amarna Miller [14]
- 2017 AVN Award: Best Transsexual Sex Scene – Shemale Shenanigans, Kylie Maria & Christian XXX [14]
- 2017 AVN Award: Best Transsexual Sex Scene – Tranny Vice, Domino Presley & Robert Axel [14]
- 2017 AVN Award: Clever Title of the Year – Shemale Shenanigans [14]
- 2018 XBIZ Award: Best Sex Scene – Virtual Reality – Being Aubrey
- 2018 XBIZ Award: Best Sex Scene – Virtual Reality – Domino Presley: Superstar Edition
- 2018 XBIZ Award: Trans Studio of the Year (Won)
- 2018 XBIZ Award: Trans Release of the Year – All My Mother’s Lovers
- 2018 XBIZ Award: Trans Release of the Year – TGirls Porn 9
- 2018 XBIZ Award: Speciality Affiliate Program of the Year – Groobybucks
- 2018 XBIZ Award: Marketing Campaign of the Year – GroobyGirls
- 2018 XBIZ Award: Trans Site of the Year – GroobyGirls.com (Won)
- 2018 AVN Award: Best Marketing Campaign – Grooby
- 2018 AVN Award: Best Marketing Campaign – Individual Project | Grooby Girls Rebranding
- 2018 AVN Award: Best Transsexual Movie – All My Mother’s Lovers (Won)
- 2018 AVN Award: Best Transsexual Movie – TGirl Teasers 4
- 2018 AVN Award: Best Transsexual Series – Shemale.xxx Florida Road Trip
- 2018 AVN Award: Best Transsexual Series – TGirl Teasers
- 2018 AVN Award: Best Transsexual Series – TGirls Porn
- 2018 AVN Award: Best Transsexual Sex Scene – All My Mother’s Lovers, Arabelle Raphael & Delia Delions
- 2018 AVN Award: Best Virtual Reality Product/Site – GroobyVR.com
Awards/Nominations for Individuals
- 2017 XBIZ Industry Executive Award: Businessman of the Year – Steven Grooby
- 2017 XBIZ Industry Executive Award: Brand Ambassador of the Year – Kristel Penn (Won)
- 2018 Industry Executive Award: Businessman of the Year – Steven Grooby
- Industry Executive Award: Marketing Executive of the Year – Kristel Penn