Jizz

The First time I had sex [fixed] (possibly NSFW)

funny

The first time I looked at a NSFW link and now when I look at one

pics

The first time I've had to do a double take upon realizing it was a man.

pics

The first time I didn't "Skip Ad".

funny

The first time I saw Kakashi's [Anime Shonen Jump](/a kage bunshin no jutsu)

Naruto

The first time you see this as a kid...

metalgearsolid

The first time I've shown another person [m]y naked body in over 7 years. Thoughts?

gonewild, ladybonersgw

The first time I saw a Kate Upton gif [NSFW]

pics

The first time I've felt guilty peeing [possibly NSFW]

funny

The first time I ever went on r/gonewild.

funny

The first time I log into minecraft in almost a year..

gaming

The first time I ate a girl out

pussy

The first time a reported image has made me laugh out loud. Should I refer him to /r/okcupidgonewild?

OkCupid

The first time my girlfriend (now wife) had sex. NSFW

AdviceAnimals

The first time my wife (then girlfriend) and I had sex. NSFW

AdviceAnimals

The first time I solo'd

stanisms

The first time is hard ...

funny

The first time I made Rhodonite

DIYorDIE

The first time I saw Kylo Ren, he reminded me of someone. So I made an image of it.

StarWars

The first time ever Taylor Swift got me rock hard

CelebJOMaterial

the first time that Kirito talked with Rinko ( Volume 4 )

swordartonline

The first time I shared her over 6 years ago, and last night :)

wifesharing

The first time he came over was for her. She posed him a question, and he said yes.

suckingtogether

The first time you tickle your pickle

gif

The first time my girlfriend fucked her friend while I was at work

hotwifetexts

The first time I've posted my little Asian dick online for people to laugh at

sph

The first time. Work by me.

Elsanna

The first time I got to play with my doll. I think she was a good girl.

BDSMGW

The first time I got to play with my doll [F] I think she was a good girl.

BDSMGW

the first time I saw danielle was this picture on frontarmy website. what’s yours?

DanielleSharp, Ponytails

The first times for boys.

guro

The first time I had a plug in my ass, it made me drip ?

pussy

The first time I was explicitly cucked via text by my crush, going through old texts, and I still remember my hear was racing when I read that.

Cuckold

The first time I've ever tried to integrate photos into digital art. Is anyone into giantesses and cuckqueans? :)

EroticArt, NSFWart, Erotic_Art

The first time I cheated on my hubby for BBC. He was traveling and got a nice video surprise when I invited over a BBC to fuck my ass. Full video on many vids ?

manyvids

The first time we all met ?

couplesgonewild, u_belle_hope, OnlyFans101, onlyfans_get_noticed, Slutsofonlyfans, altgonewild, xsmallgirls, collegesluts

The first time never felt so good and now I’m hooked for life. Like they say, 1 decision can change your whole entire life. It changed mine.

BlackOwnedSissies

The first time i saw a bbc, i realized that i am just a white bottom slut

BBCsissies, BisexualFantasy, FemBoys, boypussy, Sissies, GayKik, Feminization, Sissykik2, sissydressing, GoneWildCD, ThiccBoiss, sissypersonals, men_in_panties, german_sissies

The first time I've posted a picture of my smile ?

blueeyedgirls

The first time I had sex with my new Girlfriend, she was so disappointed with my small penis and its inferior performance in bed that she said I wasn't much of a lover, but I'd make a perfect sissy maid

EffeminacyAndFaggotry

the first time she saw a black cock

patrioot, QueenofSpades, BlackIsBetter

The first time I messed myself :)!

realscatguys

The first time an Alpha fucks your ass can be scary.

sissycaptions