Jizz

I had to do a snow sculpture in front of my school back in high school....no regrets. [NSFW]

pics

In high school and now in college, friends call me Longrod. Funny and fitting.

penis, ladybonersgw, gonewild

Just found that a kid I knew in high school has a mother in porn

BBW

I won best butt in high school. How's it look as a senior in college, ladies of reddit?

mangonewild

In high school, i had a boyfriend who said my boobs were gross. I love my boobies :)

gonewildcurvy

My brother is in high school and is fairly artistic. But,because he's in high school, this is how he spends his time....

funny

Girl I knew in back in high school

doppelbangher, dopplebangher

Neon Star Knee Highs! Wore These to the Skating Rink in High School all the Time. =)

FFSocks

School Girl bound, feet in white knee highs

Bound_FF_In_Hosiery

Melanie regrets getting into that fight back when she was a freshman in high school. The judge chose to make her a pet, selling for a very high price.

Fretton

MFW I'm the biggest cool boy in high school and I watch Dredd to become king cool boy of high school.

moviescirclejerk

I used to have a teacher like this in high school ...he would fuck the girls, and fuck the girls, in the bathroom during classes

porn_gifs, nsfwhardcore, XXX_Animated_Gifs, AnimatedGIF, SheLikesItRough, nsfw_maledom, manandwoman, handsonthetable, theSourcer, britishpornstars, AlessaSavage, InTheMastersHarem, NSFW_Uncensored

As promised, more of that stud in yellow from the other day. Yellow singlet is in college, blue is in high school. Enjoy.

Singlets

Slut in red has been the recipient of many of my ejaculations in high school

JizzedToThis, LegalTeens

Redhead slut i knew in high school (album in comments)

JizzedToThis

In high school a friend wrote erotic fan-fiction about me. This is that story

CringeAnarchy

Innocent in High School. Slutty in College

JizzedToThis

A white guy took my oral virginity in high school, then my pussy I gave up to a white guy in college, thinking I should go for the triple crown and let a white guy (F)uck me in the ass for the first time. Any idea on how you would go about breaking me in

gonewild

Yeah I may be 18 and still in high school but I want a boyfriend in his mid 20s.

penis, MassiveCock

If I were in high school, I would have sooo got kicked out of school for wearing hooker boots;) Feel free to talk dirty too. xoxoxo

GoneWildCD

Her mouth slick and hot from the various slimes the facehugger created, it entered her easily. Due to her smaller frame the embryo was much more visible in her body. The aliens care not if you are small for a senior in high school, they only wish the bree

GameOverGirls

In high school I was told I had a great personality. I think my body may finally be catching up. (F)43 ?

gonewild

in high school I was bullied bc of my big butt

traps

He fucked the first girl you fell in love with back in high school. He hasn't skipped one yet.

bangmybully

Trying to make up for bullying you in high school. [bully [ever dreamed about hate-fucking your bully?] [or maybe slowly making her fall in love with you] [comment your fantasies lmao]

xxxcaptions

When I was in high school, I used to be embarrassed that my junk was visible in gym class. This sub is a psychological god-send

greysweatpants

I didn’t know any guys in high school that drew dicks all the time. Pretty sure that phased out in middle school

thatHappened

I realised I was into girls back in high school. It helped that it was an all girls school too! Wore my old uniform for the memories.

dykesgonewild

Jasmin St. Claire was the First Pornstar I fell in Love with in High School

PornStars, RbNF, NostalgiaFapping

[R-18] 【リアス・グレモリー】「Devils Passion: Rias x Akeno」/「AlphaDelta」のイラスト [pixiv] Rias Gremory and Akeno Himejima from High School DxD.^^/I'm not sure what the two D's stand for in High School DxD but for now let's say Devil x Desire. I think it's very fitting m

yuri_jp

In high school she would fuck a different guy every week

jobuds

In high school I dreamed of becoming the teachers lounge fuck toy to relieve everyones stress.. does that make me nasty? 28[F]

DegradingHoles

My mother would have never let me go out in this dress... Plus, I didn't have the boobs for it back in high school ?

traps, u_jollyrogerdick, AmazingCurves, iwanttobeagirl, Bananafight, u_hhm42, b00b3d, TrapTurkey, TrapXXX

M/25/5’10” [202>179=23] Late February to late May. 3 months progress. I can see the loss of upper belly fat, and I LOVE the muscle tone in comparison! Unfortunately stuck with a lot of loose skin from weighing 285 in high school.

progresspics

In high school I got naked in bed with a friend of mine and we jerked, sucked and eventually fucked each other as we watched the Victoria's Secret Fashion Show. Have you ever had any bisexual experiences for celebs?

JerkOffToCelebs

in high school I was nominated unofficially with best tits for a petite girl

RealGirls

I have a thing for girls in white beanies since A girl in high school named Tiffany....

nsfw

In high school I always wished I could be one of the girls. In college my wish came true. I met a professor who was working on radical new body transformation tech. I agreed to be a guinea pig, and in exchange he helped me transfer to a girls dorm under a

bodyswap

I was a shy slut in high school. You wouldn't know it until I was sucking your dick in a closet between classes. ??

2000sGirls, SchoolgirlsXXX, AsiansGoneWild, AsianGirlsWithGlasses, FitNakedGirls

(F) 21, 5'8'', 135 lbs, I got called a "butterface" a ton in high school. It bothered me so much as a kid. But now I look in the mirror, see my rocking body, and I'm super happy with my reflection! I'm so glad I moved past that and gained a ton of confide

normalnudes, BestPornCompile, gonewild

When you’re still in high school in the bathroom

YoungAndDumbSluts, 18_20

I had been the smallest and most bullied boy in high school, so it surprised no one when I arrived at the 10 year high school reunion as a beautiful blonde who had transitioned to female. Somehow the students had always known I'd end up spending my life i

EffeminacyAndFaggotry

I had a bad attitude in high school and was verbally abusive to my male Gym teacher. He fought back by getting the school's stronger alpha boys to team up and overpower my body to feminize me and put me on female hormones. They turned me into a cocksuckin

EffeminacyAndFaggotry

Me and my friend Chris had been the biggest beta boys in high school. And although we knew we had to be our true selves in the world, it was still humiliating for us to show up to the high school reunion as the transvestite faggots we had become since gra

EffeminacyAndFaggotry

Me and my 4 nerdy male friends had been inseparable in high school. Now 5 years later, we were amazed that all of us had become crossdressers taking high daily doses of female hormones

EffeminacyAndFaggotry

In high school I was closeted, in college I was "bi", now Im a genderless ho <3 progress bb <3

FemBoys, BlackWorldOrder, Sissies, BBCsissies