Jizz

this will please and hurt your eyes at the same time.

nsfw

This picture amazes, cloys and makes me horny at the same time. dp taken to another level. [{NSFW}]

nsfw

This one time, at Camp Upskirt...

HairyPussy

this always happens to [m]e when i smoke. first time poster at about a 5

treesgonewild

This is sexy and a little creepy at the same time.

GirlsinStripedSocks

This one time, at band camp

Boobies

This brings back memories. The first time I gave a woman a real spanking was on the beach at dusk.

Spanking

This one time, at summer camp...

NSFWFunny, WTF

This made me laugh and cry at the same time

ForeverAloneWomen

This girl is doing it right! Sophisticated and casual at the same time. Im so jealous of those boots!

CandidFashionPolice

This one time at band camp..

NSFW_GIF

Time for something sex-ay! 8 year anniversary coming up, anyone want to take a stab at drawing this pic of me for the bf? ;)

redditgetsdrawn

This ones for all the people wishing they had someone to talk to late at night. Including me. It's a rough time right now but I'll try to keep smiling.

ladybonersgw

this freak accident: photo taken at the right time

RealGirls

This bra makes me (F)eel innocent and sexy at the same time ;)

gonewild

This is a good way to kill time at work, right?

gonewildcurvy

Time Machine [1] :: Me at 18 in '98 :) Don't be mean, this was for a friend's art project :P

ladybonersgw

Time Machine [3] :: Me at 18 - obviously '98 ~ This series is absolutely SFW! :D 8)

ladybonersgw

This guy was a pledge for a frat at my university. He was standing on a street corner and every time the lights turned red he'd walk out and shout "YOU SHALL NOT PASS" and wiggle his staff.

funny

At 38 this was my first time taking a mouth full. Hope you enjoy the pic as much as I did. (M)(M)

LGBTGoneWild

This one time at band camp

VintageBabes

This girl had at least one album and a few loose pics on /r/gonewild a long time ago but I can't remember her username.

AmateurArchives

This is how I kill some spare time at work :p

ladybonersgw

This one's a little tame. I didn't have time to take it all of[f] at work.

gonewild

This one time, at band camp...

4chan

This one time at band camp

insertions

This is my first and definitely last time in the sauna at the gym

funny

This one time, at band camp

Amateur, GoneWild_Curvy_Teens

This is what it looks like 2 days after you get yelled at trying to Chiffonade basil for the first time.

KitchenConfidential

This one time, at band camp...

OnOff, girlsuncovered

This one time, at band camp

anniespantiesxx, nakedladies, AllAboutButts

This almost happened whilst running today. Had a girl staring at my bulge intensely while I ran past. Want me to make some pictures on the road next time?

MassiveCock, Bulges

This is how I practice riding & sucking at the same time :) [GIF, full album is in comments!]

Amateur, nsfw_gifs

This one time at band camp...

ImGoingToHellForThis

This lady has chosen a pretty open front top that complements the color of her areolas and looks great on vacation - or at any other time!

AltBoobWorld

This underwear can be VERY revealing at times

CockOutline

At times like this you just wanna wag your tail

Sissies, FemBoys, twinks

This pup had an amazing time at Pride!

PupPlay

This one time at band camp

ElsaJean, u_ranche97

At times like this, it's important to help take care of your neighbors

Hotwife, HotwifeVideos, slutwife, nsfw_gifs, amateurgirlsbigcocks, Cuckold, HomemadeNsfw, homesex, u_wadegiles16

This quarantine got me reading German philosophy and jerking off (not at the same time). Anyone down to help me on both?

GaybrosGoneWild, broslikeus, ladybonersgw

At least this quarantine gives me more time to take nudes. ? (f)

gonewild

This one sleeved open front dress is great for parties - or for spending your time at home watching TV!

AltBoobWorld

This was the first time I got to know Candice Swanepoel ten years ago and ever since that day she has teased my dick at every chance.

VictoriasSecretNSFW, JerkOffToCelebs

This should happen at least 5 times in every game.

MaleCall_BestButts, Athletic_Porn, dudestuff, gaynsfw, gayporndepot, HeSquats, jockstraps, MaleCall_PantsDown, u_darsian13

This was the first time I got to know Candice Swanepoel ten years ago and ever since that day she has teased my dick at every chance.

VictoriasSecretNSFW

This one time, at band camp.....

bikinis

This dress is perfect for riding, maybe a little reverse cowgirls so you can see my butt and feet at the same time? ?

ButtsAndBareFeet

This one time at band camp... (F)

gonewild

At the AltBoobWorld museum, this curator has just noticed someone trying to adjust the time on an antique clock.

AltBoobWorld

This one time at band camp

GuessHerMuff

This guy totally banged two chicks at the same time

thatHappened

This fellow time/dimension traveler in AltBoobWorld is rarely lost. Well, she knows which continent she's on at least.

AltBoobWorld

This morning, I received news of my wife for the first time since I arrived at the Male Obedience Center

ChastityCaps

This is my first time showing my pussy on reddit. I am fantasising about hundreds of men squirting their load looking at me.

DirtyConfession

This outfit is too cute but sexy at the same time

WorshipTaylorSwift

This makes me nervous and wet at the same time, I love it ?

InnocentlyNaughty

This was almost a bodyshot and a facial at the same time

bodyshots, BellyJelly

This is what I'll be wearing at the Sissy Shake Shack, please visit me, I'll be sure to show you a good time!

SecretSassySissy, SissyChastity, asiansissification, traps, Sissies, BimboSissyDolls

This is how I pass the time when I’m bored at work lol

Bulges