Jizz

I hope this wasn't the middle school one block over (nsfw text in image)

pics

for the first time since middle school, i did this. hoping i'll be able to get more in next time

autofellatio

[REQUEST] Friend's mom, have wanted her since middle school

doppelbangher

A Girl from my middle school has grown up in the last ten years

ass, RealGirls, gonewild

I went to middle school with her. Her name is Candy and she's a stripper. These are the kinds of pictures she puts on facebook. Maybe nsfw?

funny

I've had a crush on this girl since middle school and we've always had bad timing. She's so beautiful.

redheads

I went to middle school and junior high with this girl. This is her facebook profile pic. [NSFW]

cringepics

Did my old middle school friend get hot enough to see in a bikini?

RealGirls, bestofcollege

My middle-school teacher from a long time ago. What do you guys think?

milf

[SELLING] [18] [USA] Wont you be my Daddy? Tripped while playing hopscotch and tore my favorite stockings. Worn them since middle school. Steeped in my sweet virgin sweat and favorite perfume! ^_^

usedpanties, Sexsells

How the (F) am I suppose to focus when my middle school sons coach comes to practice like this

gonewild

Taught a SFX makeup class at a middle school today. This kid is a natural!

MakeupAddiction

Found this, and three more just like it in one of the Vaults. [(Vault 75, Malden Middle School basement)](/spoiler)

fo4

found my old middle school yearbook- Tessa circa 2005

TessaFowler

found my middle school yearbook- Tessa Fowler circa 2005

hugeboobs

[Request] Had a crush on her in middle school

xray

She's been trashy since middle school

trashyboners

Disturbing image of Steve strangling a disabled child at a middle school. GET HIM OFF THE STREETS

Steve4Prison

[IG] This busty blonde has been dressing like this since middle school!

SocialMediaSluts, randomsexiness

Have to love middle school bathroom graffiti (NSFW)

Teachers

(M).and a person I've been knowing since middle school#BB# she got them legs and gorgus smile. I swear I always wanted her low-key just never seen her with a blk guy but always been cute asf I swear.

gonewild

(M) #bb# IDC if you bi too i always have a soft spot for middle school friends

gonewild

Yeah, Victoria's Secret is great, but this Target underwear I got in middle school is cute too right?! [F18] booty in comments!!!

GoneMild, lingerie, LingerieGW

Dated her in middle school, wish I kept talkin to her

JizzedToThis

My crush from middle school posted this.

JizzedToThis

Would you fuck my sons middle school teacher?

jobuds

M/22/5’9” [270>227=43lbs] 4 months going now. First time I’ve been under 230 since middle school. Even though i don’t look much different, I’ve never felt healthier and better about myself!

progresspics

it is i, sexy sans in bikini from middle school

u_sadistMinecraftGF69

(F) Middle school teachers get bored and lonely during quarantine too

gonewild

Can anyone cock my middle school classmate who used to be a stripper but is now a house mom? Kik: UaA2000

CockTributes

Can anyone cock my middle school classmate who used to be a stripper but is now a house mom? Kik: UaA2000

NSFW_Tributes

Slut middle school teacher Nina

SocialMediaSluts

39 F Middle School Teacher Pay Attention

gonewild30plus

I haven't been able to sleep in class since middle school

OnlyFansBusty, eropage, Babes

Can anyone cock or cum on a girl I used to go to middle school with? Kik eieiohno for more.

CockTributes

Can anyone cock or cum on a girl I used to go to middle school with? Kik eieiohno for more.

NSFW_Tributes

Can anyone cock a girl I used to go to middle school with? Kik eieiohno for more.

CockTributes

I went to middle school with her

AidraFox_XXX

everyone used to tease me in middle school for having no boobs not they want to fuck me 18f

MyCalvins

Hey welcome to middle school little guy. im one of the hotest girls in the highschool division. your brother knew mind control spells. i guess im your sex present from him. my purpose in life is to teach you about the spells and to fulfil your desires. so

animehypnosis