Jizz

Was anyone else shown this puberty video in middle school? First post [NSFWish]

funny

When you do clay projects with middle school boys, there's always at least one....(NSFW)

pics

The one in pink is my best friend since middle school.

nsfw

Went to hang out with a girl I reconnected with via FB after not hanging out since my hyper douche bag days of Middle School. Apparently she still held onto some resentment... (NSFW)

funny

[REQUEST] My high school sweetheart (the one in the middle)

doppelbangher

Sorry for terrible quality, but this man hung himself right behind the local middle school in my town. Luckily this week was our spring break. [NSFW] can't mark on mobile.

pics

Made this in '05 in the middle of my high school track/field. Ah the memories (kinda nsfw)

pics

How I passed sex education in middle school

reactiongifs

This girl was really unpopular in middle school and disappeared after 7th grade. I found her on Facebook recently all grown up.

RealGirls

In the middle of a nudist bike ride, Little Johnny just wanted to get to school (NSFW)

funny

[SELLING] used bras, (from middle/high school).. too small now. Mostly C cups.

FetishItems

[news] middle age spy inflitrates japanese high school and gets amnesia. she totally forgot her mission and casually graduated with her senior class

negurefragut

Dug all my fall camping gear out of the basement, including the old-school sleeping bag that I'm now lying on in the middle of the living room. Who wants to go camping?

ladybonersgw

Girl I used to go to school with (the one in the middle

doppelbangher

I first found out I could in middle school. First time I came from it though.

AdviceAnimals

This is ridiculous. Justin Bieber's house getting search is apparently more important that a middle school shooting in New Mexico right? [auto-x-post - OP was mrXsquarepants]

fringediscussion

Was made [f]un of in middle/high school for not wearing bras

gonewild, RealGirls

My horny long-distance middle school girlfriend would send me letters weekly with little things like this in them.

funny

I made one comment on the "Most NSFW Thing at School" Askreddit post where I said: "There's no place like the middle of the fucking cafeteria". My inbox gave me a glimpse of reddit joke ingenuity.

funny, facepalm

Questionnaire a local middle school principal handed out to the children (NSFW)

pics

(REQUEST): This girl I went to high school with (in the middle, obviously)

xray

Italian from School [Middle Left Request]

xray

I also found a middle school doodle in donut form nsfw

pics

Caught in the middle [Prison School]

hentai, hentaifemdom

High school girlfriend (The one in the middle)

dopplebangher

Does anyone know what this statue near the middle is? Seen in a video called "Better Porn" on the "School of Life" channel on YouTube at around 2:23.

whatisthisthing

My school in the middle of the gorgeous Swiss Alps

GWCOEPBot

that moment when you accidentally open up r/jilling in the middle of your school library. (sorry for not being jill related. just thought it was related enough. be careful guys)

jilling

Bunch of middle school boys were really interested in the bus schedule. Now I know why. [NSFW]

pics

Middle Girl I dated in high school

dopplebangher

[REQUEST] Girl in the middle from high school!

xray

How would you all tickle my old bully from middle and high school?

tickling

Nutted twice today to nude outtakes of a friend from back in middle school. She got thicc and fine af

JizzedToThis

hanging out with my friend since middle school ✨

FunWithFriends, NSFW_GIF, NSFW_cam_girls, snapleaks, iwanttobeher

My slut wife exposed face and all, wearing some panties from high school. Would you fuck this middle-aged mom?

WouldYouFuckMyWife

For my 50th birthday last year, she told me she had a surprise for me and to meet me at the bench next to the track at my high school in the middle of the day. To my surprise and enjoyment, fulfilling a fantasy I'd long had, she crossed the entire campus,

nsfw

Your daughter (middle) sent you this photo from her high school dance. “Daddy, my friends think you’re cute. Can they sleepover?”

u_Dazzling_Challenge00

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

NSFW_Tributes

When I started crossdressing in high school, I thought it was just a phase. But here I am now middle aged and meeting up with other sissies to crossdress and sink into the quagmire of total effeminacy and faggotry together

EffeminacyAndFaggotry

"so you want to take me to the school prom, who is the school librarian. then fuck me in the middle of prom in front of everyone. then once i get fired, you want me to move away with you only using my money. change identities, and be your wife just becaus

animehypnosis

Middle-aged illegal immigrant with no school education and neglective father of two threatens poor black kid into fighting him for tournament winnings.

worldpolitics