Home - WAYBIG
Upload
Search Results

office sex with boss

16,454 matching results
The Demon Twink Wears Nada: Part 2 The Demon Twink Wears Nada: Part 2 Jake PrestonDom King BY: MEN.com Apr 29, 2026 20k 71%
Assistant Secrets Assistant Secrets Ty RoderickDylan Tides BY: MenOver30 Apr 03, 2026 3.8k 75%
Off The Clock Off The Clock Ty RoderickZane Kazan BY: Next Door Raw Jul 09, 2025 3.6k 58%
Sexerance Part 5: Flip the Switch, Trade Your Bitch Sexerance Part 5: Flip the Switch, Trade Your Bitch Cole ConnorEddie PatrickGage PalmerNicholas Michaels BY: Say Uncle's TwinkTrade Jun 25, 2025 6.5k 44%
Dylan James Forever, Scene 1 Dylan James Forever, Scene 1 Arad WinWinDylan JamesDrae AxtellStas Landon BY: Lucas Entertainment May 30, 2025 4.8k 50%
At Your Service At Your Service Marco NapoliEddie Patrick BY: MenOver30 Jan 10, 2025 4.1k 27%
Gentlemen 35: Bedroom Bosses, Scene 4 Gentlemen 35: Bedroom Bosses, Scene 4 Louis RicauteRidick BY: Lucas Entertainment Dec 09, 2024 4.6k 67%
Gentlemen 34: Kings of Industry, Scene 3: White-Collar Kings Gentlemen 34: Kings of Industry, Scene 3: White-Collar Kings Craig MarksDom King BY: Lucas Entertainment Aug 16, 2024 10.7k 73%
Pleasure Comes From Authority Pleasure Comes From Authority Eric CharmingBrody Kayman BY: TherapyDick Sep 23, 2023 6.3k 100%
Rivals: Promotion Rivals: Promotion Josh BradyJulian Brady BY: Next Door Studios Sep 04, 2023 13.1k 47%
Bi Peg To Differ 2 - Scene 2 Bi Peg To Differ 2 - Scene 2 Dante ColleTony Sting BY: BiPhoria Mar 04, 2022 5.4k 0%
Teaching My Grandson, TAPE #2: Interview Prep Teaching My Grandson, TAPE #2: Interview Prep Jack BaileyLance Charger BY: Carnal+ Gaycest Oct 27, 2021 4.4k 100%
Wild Classroom 3: Detention Wild Classroom 3: Detention YoweiDon (PF) BY: Peter Fever Apr 27, 2021 7.2k 100%
Gentlemen 30: Sweating Some Overtime, Scene 2 Gentlemen 30: Sweating Some Overtime, Scene 2 Viktor RomManuel Reyes BY: Lucas Entertainment Mar 08, 2021 3.5k 50%
Internal Discipline Internal Discipline Devin TrezTommy Bluezz BY: Say Uncle's Young Perps Jul 19, 2020 9.9k 100%
Rubdown Scene 1: Taking Care of The Boss Man Rubdown Scene 1: Taking Care of The Boss Man Drew DixonJulian Grey BY: Icon Male Mar 05, 2020 3.2k 50%
Derek Parker Fucks Comrad Blu & Nigel Banks (Bareback) Derek Parker Fucks Comrad Blu & Nigel Banks (Bareback) Derek Parker BY: Lucas Entertainment Oct 15, 2019 7.4k 49%
My Hung Assistant (Mike De Marko & Tommy Defendi) My Hung Assistant (Mike De Marko & Tommy Defendi) Tommy DefendiMike de Marko BY: MEN.com Oct 10, 2019 11.5k 77%
Executive Suite: Part 1 Executive Suite: Part 1 Jarec WentworthJacob Ladder BY: MEN.com Oct 09, 2019 15.8k 77%
Employee Relations (Phenix Saint and Isaac Hardy) Employee Relations (Phenix Saint and Isaac Hardy) Phenix SaintIsaac Hardy BY: MenOver30 Oct 09, 2019 7.4k 72%
Office Twinks (Nathan Eclain and Louis Brooks) (Scene 2) Office Twinks (Nathan Eclain and Louis Brooks) (Scene 2) Nathan EclainLouis Brooks BY: Icon Male Oct 09, 2019 6.6k 62%
Stealth Fuckers (Jay Roberts Fucks Matt Anders) (Part 9) Stealth Fuckers (Jay Roberts Fucks Matt Anders) (Part 9) Jay RobertsMatt Anders BY: MEN.com Oct 09, 2019 12.1k 95%
Dick Moves (Bravo Delta Fucks Brian Bonds) (Scene 2) Dick Moves (Bravo Delta Fucks Brian Bonds) (Scene 2) Brian BondsBravo Delta BY: Raging Stallion Oct 09, 2019 8.4k 63%
Coming Out (Billie Ramos Fucks Nick Sterling) (Scene 1) Coming Out (Billie Ramos Fucks Nick Sterling) (Scene 1) Nick Sterling BY: Icon Male Oct 08, 2019 7.4k 86%
Yes Sir! (Mick Stallone Fucks Dani Robles) Yes Sir! (Mick Stallone Fucks Dani Robles) Mick StalloneDani Robles BY: Men At Play Oct 08, 2019 8.7k 68%
Delivering The Goods (Nick North Fucks Jonan Wolff) (Part 2) Delivering The Goods (Nick North Fucks Jonan Wolff) (Part 2) Nick NorthJonan Wolff BY: MEN.com Oct 08, 2019 7.8k 83%
Delivering The Goods (JP Dubois Fucks Mark Sanz) (Part 1) Delivering The Goods (JP Dubois Fucks Mark Sanz) (Part 1) JP DuboisMark Sanz BY: MEN.com Oct 08, 2019 7.4k 72%
Raw Overtime (Rob Blond Fucks Rudy Valentino) Raw Overtime (Rob Blond Fucks Rudy Valentino) Rudy Valentino BY: Bromo Oct 08, 2019 5.9k 73%
All Under The Table (Mark Long and Johnny Hill Fuck Chris Blades) (Bareback) All Under The Table (Mark Long and Johnny Hill Fuck Chris Blades) (Bareback) Chris BladesMark LongJohnny Hill BY: Next Door Raw Oct 07, 2019 10.6k 65%
Masturbation Station, Scene Two (Kurtis Wolfe, Dante Colle and Cris Knight) Masturbation Station, Scene Two (Kurtis Wolfe, Dante Colle and Cris Knight) Dante ColleKurtis Wolfe BY: Raging Stallion Oct 07, 2019 7.8k 73%
Edji's The Boss, Scene Three (Andrey Vic and Braxton Boyd Flip-Fuck) Edji's The Boss, Scene Three (Andrey Vic and Braxton Boyd Flip-Fuck) Andrey VicBraxton Boyd BY: Lucas Entertainment Oct 07, 2019 12.7k 78%
New Employee Counter-Play (Diego Reyes & Donato Reyes) New Employee Counter-Play (Diego Reyes & Donato Reyes) Donato ReyesDiego Reyes BY: Men At Play Oct 07, 2019 7.6k 67%
Wardrobe Malfunction Wardrobe Malfunction Paddy O'Brian BY: MEN.com Apr 30, 2019 14.2k 63%
Office Appraisal Gets Heated Office Appraisal Gets Heated Michel RudinAlfie Stone BY: AlphaMales Sep 09, 2014 2k 0%
Luke Proves His Worth to Boss Kyle York with Unexpected Office Tactics Luke Proves His Worth to Boss Kyle York with Unexpected Office Tactics Luke RileyKyle York BY: Richard.XXX Feb 21, 2008 1.6k 100%
Wank Party #159 RAW Wank Party #159 RAW Jan BlatnikLiam RoseMykyta BelikovAxel Ross BY: William Higgins May 01, 2026 2.3k 100%