Jizz

Good guy mom (may be nsfw, depending on how uptight your boss is)

funny

Did my moms hand in SFX to freak out her boss. Part of SFX series, NSFW and GORE

MakeupAddiction

Mature mom working extra hours for her boss

milfsxxx

Mom plays the hard-charging boss in front of the other employees. But I see a different side when we're alone.

IncestGifs

Mom was the perfect secretary. Always down for a midday face fuck from her boss.

sonofarealcumslutmom

My bully is Mom's new boss and he asserted his authority

mommybully

My bully was a very strict boss. Mom was a very obedient secretary.

mommybully

[M/S] Mom’s the boss [ashley]

taboocaptions

[boss] Guys do like his mom’s big tits.

taboocaptions

Photoshop of mom by admirer. Always wondered how it went down when she finally submitted to her bosses. Mom has some talented admirers. thanks for this photoshop job.

sonofarealcumslutmom

[mom] Boss's needs = mom's job.

bangmybully

Mom's the boss

PreggoPorn, sportsbrasGW

Zoe Bloom, Missy Martinez, Kimmy Granger – Mom Is The Boss

KimmyGranger, Nsfw_Lesbian

Reminder - we re-imagined Mr. Fluffynutter from a one-time Hamtaro character who Boss was a Mom to into Boss' husband and lover - and aged him up a lot (he's 25)

Teleshits

After my dad got let go from his job, his boss offered our family some financial support on one condition....my mom

GetOutofMYMOM, bangmybully, u_son1324mom

Mom and her boss

DoggyStyleFucking

Mom's boss

taboocaptions

Who has a nice milf they can share? I need a new mommy to worship. Either your hot wife or hot mom. I need a nice experienced woman to show me who’s boss. Kik me carelessbusiness

jobuds

Your mom serves a week at the local illegal bordello after accidentally offending a local mob boss

mommybully

Bully: I love bossing your mom around. I remember when she ratted me out for bullying you, now I bully her. I make her wear these ridiculous schoolgirl outfits and then plummet all her holes over and over again.

bangmybully, mommybully

Mom's boss let her off on Friday and even gave her a lift back home

mommybully, cuckoldcaptions, u_BeetMyYeetus

Does anyone know how to find out if my mom's new boss has already fucked her at work?

mommybully

Your mom trying to get your bosses attention to help you out in your job.

mommybully

Mom's summer vacation with her boss: Chances of pregnancy

mommybully, BreedMyMommy

My mom swapped our bodies because thought I should walk a mile in her shoes, so to get back at her I went home with her boss who’s been flirting with me all day. Wow red wine makes her horny...

bodyswap

Trading 30 yo wife, yummy mom bod with a thick ass, unaware. Prefer similar mom boss, though open to all. I have a lot of stuff from over the years, prefer long term. Kik same as username

wifepictrading

Found these pics on my mom's phone of herself. She wasn't even sending the pictures to my dad. She was sending them to his boss lol!

mommybully, bangmybully, GetOutofMYMOM, wouldyoufuckmyfam, jerkofftomymom, MySluttyMom, WouldYouFuckMyMother

I kept my dad away so his boss could fuck my mom in our house Pm to hear more. This post on CruelCaptions came from meetlovefast.com. Register to get an access

CruelCaptions

My no bra zoom calls seem to be popular with my boss (F)39 Bi UK Mom ??️‍???

NaughtyWives

Hubby's wearing the condom, his boss is falling out of me! (F)39 Bi UK Mom ??️‍???

Cuckold

Boss loves my no bra zoom calls. Im asking for a raise! (F)39 Bi UK Mom ??️‍???

workgonewild

WiWe ✔️ mom ✔️ boss ✔️ puppy✔️

celebritybulge