Jizz

Waiting outside the principals office...

Tgirls

Victoria Principal

celebnsfw, bigareolas, NostalgiaFapping

Not sure if she qualifies yet as "vintage" but I just discovered what I'd been missing: Victoria Principal was actually pretty damn hot! (albums inside)

VintageBabes

If she is the teacher... How's the principal? (Only think if you think its a woman like me)

ecchi

Naughty girl sent to the principal's office for discipline.

Spanking

Vice Principal Luna presenting [equestria_girls] (artist:dragk artist:jayaangel)

ClopClop

What happens in the principal's office

nsfw

Vice Principal Luna getting ready for bed [equestria_girls] (artist:pia-sama) (clothed edit in comments)

FapFap

Whenever I used to get into trouble at school, this was how Mom would come pick me up and talk to the Principal. I was always in trouble but never seemed to get punished

DirtyFamilyPhotos

The Principal and The Athlete (artist: basketgardervoir)

FapFap

Rainbow Dash slamming Principal Celestia with a strap-on [Equestria Girls] (artist: bgandrabite)

FapFap

Distracting Principal Celestia during the school assembly [Equestria Girls] (artists: nayaasebeleguii & Brownee)

FapFap

Victoria Principal

VintageBabes

Vice Principal Luna, hanging on the moon [Equestria Girls] (artist: ponutjoe)

FapFap, rule34pinups

Victoria Principal

VintageCelebsNSFW

Vice principal Luna (artist: rainbownspeedash)

FapFap, rule34, rule34feet, rule34pinups, ClopClop, PonyFeet

80's Principal Celestia (artist: cbatie11)

FapFap, ClopClop

A perk of being principal.

redlingerie, smilers

When the principal's rope skills are suspiciously good

SchoolgirlBondage

Best Principal!! (Maken-Ki! Battling Venus)

nsfwanimegifs

The Principal. ?

thick_hentai

Fully drawn principal of our upcoming game

NSFWgaming

Ange le Carré and the Princess (Princess Principal)

VirginKillerSweater

Pietra Príncipe

CelebsBR, Unashamed, RealPublicNudity

A lot of them assistant principals are now dead

nsfwoutfits

[Theme] the headmaster/principal will see you now

ondww

Dress so short I got sent to the principal

traps

Princess Principal

officelady

Pietra Príncipe

EroticLuxury, u_intensereaction

Pietra Príncipe

JustHotWomen

I wish Bryce Dallas Howard was the principal of a school aimed at disciplining naughty boys. She would take an interest in me, making sure to sit on my face every single day and force me to lick her shoes clean until I learned to submit.

JerkOffToCelebs, celebJObuds

There's been some "principal subject" creep around here lately

FFNBPS

A Principal

tightdresses, JizzedToThis

Dolcett Academy Vol 1 - lesbian fun with the principal :)

guro

Victoria Principal

NostalgiaFapping

Razer1911's Dolcett Academy Vol 3: Principal get's TOASED (literally :) )

guro, DolcettKingdom

Pietra Príncipe

braziliangirls, exquisitenudes

Call it doggy style-cosplay <3 Bella, the principal's daughter OC by waifufox

CosplayLewd, cat_girls, NekoIRL, NSFWCostumes, SexyOutfits

Victoria Principal

NostalgiaFapping

Misty Copeland - First black Principal Dancer for the American Ballet Theatre

bodyperfection

Regular appointment with the principal

xxxcaptions

Riley Jean // The Principal Pleasures (age: 22)

HometownAmateurs

When a girl misbehaves, she is sent to the Principal's Office for some attitude correction.

hentaibondage

Kitty and principal Long (the Pit)

xraysex

Victoria Principal - Playboy 1973

nsfwcelebs